Skip to main content

Organic Nitrates

  • Chapter

Part of the book series: Handbook of Experimental Pharmacology ((HEP,volume 76))

Abstract

The following should be understood as a supplement to the excellent review of organic nitrates in Vol. 40 of this handbook which was edited in 1975 by P. Needleman. For this reason, literature older than 1974 which has already been covered by that volume is only used here when necessary. In the same way, topics such as historical background, chemistry and physicochemical properties or side effects of organic nitrates, which naturally have remained constant since then, are not referred to. Although some progress has been achieved in the difficult field of bioanalysis of organic nitrates in recent years, limited space does not allow discussion of this important matter. Sect. B in particular should be read in the context of the earlier chapter on biotransformation of organic nitrates by NEEDLEMAN (1975). Generally, special attention has been given to topics where the experimental evidence accumulated in the meantime has not confirmed the previous views of the authors of Vol. 40, such as enteral activity of organic nitrates, therapeutic value of so-called long-acting nitrates; or where our knowledge has been extended, for instance, the relation between pharmacokinetics and effect, some aspects of the mechahism of action and the development of isosorbide-5-mononitrate for the prophylactic treatment of angina pectoris. Because of the recently revived discussion of nitrate tolerance, a special section has been devoted to this problem, although some redundancy within the later sections on clinical usage was unavoidable.

This is a preview of subscription content, log in via an institution.

Buying options

Chapter
USD   29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD   84.99
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD   109.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Learn about institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  • Abrams J (1980) Nitrate tolerance and dependence. Am Heart J 99: 113–123

    PubMed  CAS  Google Scholar 

  • Abshagen U, Demmer F (1981) Vorteile und Probleme von Retardpräparaten. Med Klin 76: 484–490

    PubMed  CAS  Google Scholar 

  • Abshagen U, Spörl-Radun S (1980) Pharmacokinetics and effect of 5-Isosorbide-mononitrate (5–ISMN) in normal man. In: Turner P, Padgham C (eds) World conference in clinical pharmacology and therapeutics. Macmillan, London, p 0377

    Google Scholar 

  • Abshagen U, Spörl-Radun S (1981) First data on effects and pharacokinetics of isosorbide-5-mononitrate in normal man. Eur J Clin Pharmacol 19: 423–129

    PubMed  CAS  Google Scholar 

  • Abshagen U, Sporl-Radun S, Betzien G, Kaufmann B, Endele R (1981 b) Pharmakokinetik, Wirkung und Vertraglichkeit von Isosorbiddinitrat und Isosorbid-5-Mononitrat bei gesunden Versuchspersonen. Med Welt 32/14a:508–516

    PubMed  CAS  Google Scholar 

  • Abshagen U, Betzien G, Endele R, Kaufmann B, Neugebauer G (1984) Pharmacokinetics and metabolism of isosorbide dinitrate after intravenous and oral administration. Eur J Clin Pharmacol 1985 (in press)

    Google Scholar 

  • Amende I, Simon R, Hood WP, Daniel W, Lichtlen P (1981) Direct and indirect effects of nitroglycerin on systolic and diastolic left ventricular function. In: Lichtlen PR, Engel HJ, Schrey A, Swan HJC (eds) Nitrates III. Springer, Berlin Heidelberg New York, p 126

    Google Scholar 

  • Amende I, Simon R, Lichtlen PR (1983 a) Comparison of the effects of nitroglycerin, athenolol and nifedipine on left ventricular relaxation in coronary patients. J Am Coll Cardiol 1/2:680

    Google Scholar 

  • Andersson R, Nilsson K, Wikberg J, Johansson S, Mohme-Lundholm E, Lundholm L (1975) Cyclic nucleotides and the contraction of smooth muscle. Adv Cyclic Nucleotide Res 5: 491–518

    PubMed  CAS  Google Scholar 

  • Antman E, Gunther S, Barry W (1980) Beneficial effects of intravenous glyceryl trinitrate in a case of Prinzmetal angina. Br Heart J 43: 88–91

    PubMed  CAS  Google Scholar 

  • Arce-Gomez E, Rosas J A, Barreiro LAD (1980) Antianginal effects of pentaerythritol tetranitrate. Nouv Presse Med 34: 2487–2491

    Google Scholar 

  • Armstrong PW, Armstrong J A, Marks GS (1979) Blood levels after sublingual nitroglycerin. Circulation 59: 585–588

    PubMed  CAS  Google Scholar 

  • Aronow WS (1975) Use of nitrates as antianginal agents. In: Neddleman PH (ed) Organic nitrates. Springer, Berlin Heidelberg New York (Handbook of experimental pharmacology, vol 40, pp 163–174 )

    Google Scholar 

  • Aronow WS (1976) Treatment of angina pectoris - pharmacologic approaches. Postgrad Med 60: 100–106

    PubMed  CAS  Google Scholar 

  • Aronow WS, Chesluk HM (1970) Sublingual isosorbide dinitrate therapy versus sublingual placebo in angina pectoris. Circulation 41: 860–874

    Google Scholar 

  • Arsura E, Guadagnino V, Lichtstein E, Bolton S, Sanders M, Hollander G, Greengart A (1982) Methemoglobin levels produced by commonly used nitrates. Circulation 66: 11–309

    Google Scholar 

  • Awan NA, Miller RR, Maxwell KS, Mason DT (1978) Cardiocirculatory and antianginal actions of nitroglycerin ointment - evaluation by cardiac cathestarization, forearm plethysmography and treadmill stress testing. Chest 73: 14–18

    PubMed  CAS  Google Scholar 

  • Axelsson KL, Wikberg JES, Andersson RGG (1979) Relationship between nitroglycerin, cyclic GMP and relaxation of vascular smooth muscle. Life Sci 24: 1779–1786

    PubMed  CAS  Google Scholar 

  • Axelsson KL, Andersson RGG, Wikberg JES (1981) Correlation between vascular smooth muscle relaxation and increase in cyclic GMP induced by some organic nitro esters. Acta Pharmacol Toxicol (Copenh) 49: 270–276

    CAS  Google Scholar 

  • Axelsson KL, Andersson RGG, Wikberg JES (1982) Vascular smooth muscle relaxation by nitro compounds: reduced relaxation and cGMP elevation in tolerant vessels and reversal of tolerance by dithiothreitol. Acta Pharmacol Toxicol (Copenh) 50: 350–357

    CAS  Google Scholar 

  • Baaske DM, Amann AH, Karnatz NN, Wong J, Wagenknecht DM, Carter JE, Stoll RG (1982) Administration set suitable for use with intravenous nitroglycerin. Am J Hosp Pharm 39: 121–122

    PubMed  CAS  Google Scholar 

  • Bache RJ (1978) Effect of nitroglycerin and arterial hypertension on myocardial blood flow following acute coronary occlusion in the dog. Circulation 57: 557–562

    PubMed  CAS  Google Scholar 

  • Bache RJ, Tockman BA (1982) Effect of nitroglycerin and nifedipine on subendocardial perfusion in the presence of a flow-limiting coronary stenosis in the awake dog. Circ Res 50: 678–687

    PubMed  CAS  Google Scholar 

  • Bache RJ, Ball RM, Cobb FR, Rembert JC, Greenfield CJ Jr (1975) Effects of nitroglycerin on transmural myocardial blood flow in the unanesthetized dog. J Clin Invest 55: 1219–1228

    PubMed  CAS  Google Scholar 

  • Bartsch W, Sponer G, Strein K, Müller-Beckmann B, Gessel B (1983) Lack of evidence for the role of prostaglandins in the vasodilating effect of organic nitrates. IRCS Med Sci 11: 67–68

    CAS  Google Scholar 

  • Bassenge E, Holtz J, Kinadeter H, Kolin A (1981) Threshold dosages of nitroglycerin for coronary artery dilatation, afterload reduction and venous pooling in conscious dogs. In: Lichtlen PR, Engel HJ, Schrey A, Swan HJC (eds) Nitrates III. Springer, Berlin Heidelberg New York, p 238

    Google Scholar 

  • Battock DJ, Levitt PW, Steele PP (1976) Effects of isosorbide dinitrate and nitroglycerin on central circulatory dynamics in coronary artery disease. Am Heart J 92: 455–458

    PubMed  CAS  Google Scholar 

  • Becker HJ, Walden G, Kaltenbach M (1976) Gibt es eine „Tachyphylaxie“bzw. Gewohnung bei der Behandlung der Angina pectoris mit Nitrokorpern. Verh Dtsch Ges Inn Med 82: 1208

    Google Scholar 

  • Becker LC (1978) Conditions for vasodilator-induced coronary steal in experimental myocardial ischemia. Circulation 57: 1103–1110

    PubMed  CAS  Google Scholar 

  • Behrenbeck DW, Tauchert M, Hilger HH (1976) Verhalten der Koronardurchblutung und des myocardialen Sauerstoffverbrauchs bei Anderung des peripheren Gefaßwiderstandes. Verh Dtsch Ges Inn Med 82: 1172–1175

    PubMed  Google Scholar 

  • Benke T, Kraupp O, Placheta P, Stanek B, Raberger G (1980) The effect of single and repeated oral doses of isosorbide dinitrate on plasma renin activity and plasma catecholamine levels in conscious dogs. Basic Res Cardiol 75: 400–409

    PubMed  CAS  Google Scholar 

  • Bentivoglio LG, Grüntzig A (1981) Relief by intracoronary glyceryl trinitrate of coronary artery spasm resistant to sublingual route of administration. Br Heart J 46: 581–583

    PubMed  CAS  Google Scholar 

  • Bergmann G, Atkinson L, Richardson PJ, Daly K, Rothman M, Jackson G, Jewitt DE (1981) Prostacyclin: Haemodynamic and metabolic effects in patients with coronary artery disease. Lancet 1: 569–572

    Google Scholar 

  • Bernstein LM, Ivy AC (1955) Inositol and mannitol hexanitrates in hypertension management. Circulation 12: 353–360

    PubMed  CAS  Google Scholar 

  • Biamino G, Noring J (1977) Wirkung von Nitraten auf das Verhalten der mechanischen und elektrischen Aktivitat der Aorta und Portalvene von Ratten. Verh Dtsch Ges Kreislaufforseh 43: 416

    CAS  Google Scholar 

  • Blasini R, Briigmann U, Mannes A, Froer KL, Hall D, Rudolph W (1980) Wirksamkeit von Isosorbiddinitrat in retardierter Form bei Langzeitbehandlung. Herz 5: 298–305

    PubMed  CAS  Google Scholar 

  • Blasini R, Froer KL, Bliimel G, Rudolph W (1982) Wirkungsverlust von Isosorbiddinitrat bei Langzeitbehandlung der chronischen Herzinsufflzienz. Herz 7: 250–258

    PubMed  CAS  Google Scholar 

  • Blumenthal HP, Fung HL, McNiff EF, Yap SK (1977) Plasma nitroglycerin levels after sublingual, oral and topical administration. Br J Clin Pharmacol 4: 241–242

    PubMed  CAS  Google Scholar 

  • Bohme E, Graf H, Schultz G (1978) Effects of sodium nitroprusside and other smooth muscle relaxants on cyclic GMP formation in smooth muscle and platelets. Adv Cyclic Nucleotide Res 9: 131–143

    PubMed  CAS  Google Scholar 

  • Bogaert MG (1968) Tolerance towards glyceryl trinitrate (trinitrin) in rabbits. Arch Int PharmacodynTher 172: 228–230

    PubMed  CAS  Google Scholar 

  • Bogaert MG, de Schaepdryver AF (1968) Tolerance towards glyceryl trinitrate (trinitrin) in dogs. Arch Int Pharmacodyn Ther 171: 221–224

    CAS  Google Scholar 

  • Bogaert MG, Rosseel MT (1972) Vascular effects of the dinitrate and mononitrate esters of isosorbide, isomannide and isoidide. Naunyn Schmiedebergs Arch Pharmacol 275:339–342 Bogaert MG, Rosseel MT (1980) Plasma levels of isosorbide dinitrate and the isosorbide mononitrates after increasing doses of a retard preparation of isosorbide dinitrate. Nouv Presse Med 9: 2423–2427

    Google Scholar 

  • Bogaert MG, Rosseel MT, Boelaert J, Daneels R (1981) Fate of isosorbide dinitrate and mononitrates in patients with renal failure. Eur J Clin Pharmacol 21: 13–16

    Google Scholar 

  • Bonoron–Adele S, Tariosse L, Bricaud H, Besse P (1981) Demonstration of a real inotropic effect of nitrites on myocardial contractility during anoxia and reoxygenation: attempt to determine action site with the contribution of calcium antagonistic compounds. In: Lichtlen PR, Engel HJ, Schrey A, Swan HJC (eds) Nitrates III. Springer, Berlin Heidelberg New York, p 157

    Google Scholar 

  • Borer JS, Bacharach SL, Green MV, Kent KM, Johnson GS, Epstein SE (1978) Effect of nitroglycerin on exercise–induced abnormalities of left ventricular regional function and ejection fraction in coronary artery disease. Circulation 57: 314–320

    PubMed  CAS  Google Scholar 

  • Borow KM, Spann JF, Coulson RL (1981) The direct myocardial energetic response to nitroglycerin in the rabbit heart. J Pharmacol Exp Ther 217: 566–571

    PubMed  CAS  Google Scholar 

  • Bossi M, Cataldo G, Colombo A, Fiorista F, Gentili D, Pirelli S (1977) Sublingual isosorbide dinitrate–induced severe hypotension, bradycardia and prelypothymia in patients with acute myocardial infarction. G Ital Cardiol 7: 922–926

    PubMed  CAS  Google Scholar 

  • Braughler JM (1981) Dissociation of increases in cyclic GMP from relaxation of arterial smooth muscle. Eur J Pharmacol 69: 503–505

    PubMed  CAS  Google Scholar 

  • Brown BG, Bolson E, Petersen RB, Pierce CD, Dodge HT (1981) The mechanism of nitroglycerin action: stenosis vasodilatation as a major component of the drug response. Circulation 64: 1089–1097

    PubMed  CAS  Google Scholar 

  • Brüggemann Th, Peslin K, Biamino G (1983) Erfassung von linksventrikularen Funktionsanderungen unter Nitraten bei koronarer Herzkrankheit mittels einer KG–getriggerten Szintillationssonde (Abstr). Z Kardiol 72 [Suppl 1]: 93, 330

    Google Scholar 

  • Brunner D, Weisbord J, Meshulam N, Margulis S (1980) Langzeitwirkung und Dauertherapie mit kutan apphziertem Isosorbiddinitrat. MMW 122: 801–806

    CAS  Google Scholar 

  • Brunner D, Weisbord J, Meshulam N, Margulis S (1981) Unchanged efficacy of acute sublingual nitrate compounds during long–term treatment with percutaneously applied isosorbide dinitrate ointment. In: Lichtlen PR, Engel HJ, Schrey A, Swan HJC (eds) Nitrates III. Springer, Berlin Heidelberg New York, p 100

    Google Scholar 

  • Bruyneel K, Rosseel MT, Bogaert MG (1982) Plasma concentrations of isosorbide dinitrate and mononitrates after acute and chronic oral administration of isosorbide dinitrate in man. Arzneimittelforsch 32: 769–772

    PubMed  CAS  Google Scholar 

  • Bussmann WD, Lohner J, Kaltenbach M (1977) Orally administered isosorbide dinitrate in patients with and without left ventricular failure due to acute myocardial infarction. Am J Cardiol 39: 91–96

    PubMed  CAS  Google Scholar 

  • Bussmann WD, Neumann K, Kaltenbach M (1980) Die Wirkung von Nitroglycerin auf die ventrikulare Extrasystolie beim frischen Herzinfarkt. Dtsch Med Wochenschr 105: 369–373

    PubMed  CAS  Google Scholar 

  • Buxton A, Goldberg S, Hirshfeld JW, Wilson J, Mann T, Williams DO, Overlie P, Oliva P (1980) Refractory ergonovine–induced coronary vasospasm: importance of intracoronary nitroglycerin. Am J Cardiol 46: 329–334

    PubMed  CAS  Google Scholar 

  • Capurro NL, Kent KM, Epstein SE (1976) Effects of intracoronary and intravenous nitroglycerin on coronary collateral function. J Pharmacol Exp Ther 199: 262–269

    PubMed  CAS  Google Scholar 

  • Capurro NL, Kent KM, Epstein SE (1977) Comparison of nitroglycerin–, nitroprussideand

    Google Scholar 

  • phentolamine–induced changes in coronary collateral function in dogs. J Clin Invest 60:295–301

    Google Scholar 

  • Carmichael P, Lieben PJ (1963) Sudden death in explosives workers. Arch Environ Health 7: 424–439

    PubMed  CAS  Google Scholar 

  • Carr LJ (1975) Pharmacological properties. In: Needleman PH (ed) Organic nitrates. Springer, Berlin Heidelberg New York, p 39 (Handbook of experimental pharmacology, vol 40 )

    Google Scholar 

  • Cartheuser DF, Komarek J (1979) Effects of nitroglycerin on the circulatory system, myocardial dynamics and left ventricular oxygen consumption in the anaesthetized beagledog. Basic Res Cardiol 74: 161–176

    PubMed  CAS  Google Scholar 

  • Chasseaud LF, Taylor T (1980) Plasma concentrations and comparative bioavailability of isosorbide dinitrate after sublingual, oral or cutaneous doses to human subjects. In: Rudolph W, Schrey A (eds) Nitrate II. Urban and Schwarzenberg, Munich, p 22

    Google Scholar 

  • Chasseaud LF, Taylor T (1981) Pharmacokinetics of isosor bide mononitrates in human subjects. In: Lichtlen PR, Engel HJ, Schrey A, Swan HJC (eds) Nitrates III. Springer, Berlin Heidelberg New York, p 47

    Google Scholar 

  • Chausseaud LF, Down WH, Grundy RK (1975) Concentrations of the vasodilator isosorbide dinitrate and its metabolites in the blood of human subjects. Eur J Clin Pharmacol 8:157–160 Chen HI, Chen SJ, Cheng CF (1979) Direct and reflex effects of nitroglycerin on the blood volume distribution, evaluated by regional weighing in the cat. J Pharm Pharmacol 31: 810–813

    Google Scholar 

  • Chen HI, Yeh FC, Weber HO (1981) Direct effects of nitroglycerin on the resistance, exchange and capacitance functions of the canine intestinal vasculature. J Pharmacol Exp Ther 218: 497–503

    PubMed  CAS  Google Scholar 

  • Cheng TO (1971) Hypotension during coronary arteriography. Chest 60: 618

    PubMed  CAS  Google Scholar 

  • Cohen MV, Sonnenblick EH, Kirk ES (1976) Comparative effects of nitroglycerin and isosorbide dinitrate on coronary collateral vessels and ischemic myocardium in dogs. Am J Cardiol 37: 244–249

    PubMed  CAS  Google Scholar 

  • Cohn PF, Braunwald E (1980) Chronic coronary artery disease. In: Braunwald (ed) Heart disease. Saunders, Philadelphia, p 1414

    Google Scholar 

  • Cohn PF, Maddox D, Holman BL, Markis JE, Adams DF, See JR (1977) Effect of sublingual administered nitroglycerin on regional myocardial blood flow in patients with coronary artery disease. Am J Cardiol 39: 672–678

    PubMed  CAS  Google Scholar 

  • Cole SL, Kaye H (1975) Antianginal effects of oral, controlled–released nitroglycerin (GNT) in patients with coronary artery disease (CAD): Double–blind randomized, multiple crossover study. Clin Res 23: 177A

    Google Scholar 

  • Colfer H, Stetson P, Lucchesi BR, Wagner J, Pitt B (1982) The nitroglycerin polymer gel matrix system: A new method for administering nitroglycerin evaluated with plasma nitroglycerin levels. J Cardiovasc Pharmacol 4: 521–525

    Google Scholar 

  • Come PC, Pitt B (1976) Nitroglycerin–induced severe hypotension and bradycardia in patients with acute myocardial infarction. Circulation 54: 624–628

    PubMed  CAS  Google Scholar 

  • Commarato MA, Winbury MM, Kaplan HR (1973) Glyceryl trinitrate and pentrinitrol (pentaerythritol trinitrate): Comparative cardiovascular effects in dog, cat and rat by different routes of administration. J Pharmacol Exp Ther 187: 300–307

    Google Scholar 

  • Conti CR, Curry RC, Christie LG, Mehta J, Pepine CJ (1979) Initial medical and surgical management of unstable angina pectoris. Clin Cardiol 2: 311–316

    PubMed  CAS  Google Scholar 

  • Cossum PA, Galbraith AJ, Roberts MS, Boyd GW (1978) Loss of nitroglycerin from intravenous sets. Lancet 2: 349–350

    PubMed  CAS  Google Scholar 

  • Cote DD, Torchia MG (1982) Nitroglycerin adsorption to polyvinylchloride, seriously interferes with its clinical use. Anesth Analg (Cleve) 61: 541 — 543

    CAS  Google Scholar 

  • Cowan C, Duran PVM, Corsini G, Goldschlager N, Bing RJ (1969) The effects of nitroglycerin on myocardial blood flow in man, measured by coincidence counting and bolus injections of 84 rubidium. Am J Cardiol 24: 154–160

    PubMed  CAS  Google Scholar 

  • Crandall LA, Leake CD, Loevenhart AS, Muehlberger CW (1931) Acquired tolerance to and cross tolerance between the nitrous and nitric acid esters and sodium nitrate in man. J Pharmacol Exp Ther 41: 103–119

    CAS  Google Scholar 

  • Craven PA, DeRubertis FR (1978) Restoration of the responsiveness of purified guanylate cyclase to nitrosoguanidine, nitric oxide, and related activators by heme and hemeproteins. Evidence for involvement of the paramagnetic nitrosyl–heme comples in enzyme activation. J Biol Chem 253: 8433–8443

    Google Scholar 

  • Crean PA, Ribeiro P, Crea F, Davies GJ, Ratcliffe D, Maseri A (1983) Continuous transdermal nitroglycerin administration in the treatment of chronic angina pectoris. Circulation 68: 111–405 (Abstract)

    Google Scholar 

  • Crew MC, Melgar MD, DiCarlo FJ (1975) Pentaerythritol tetranitrate and metabolites in rat plasma. J Pharmacol Exp Ther 192: 218–223

    PubMed  CAS  Google Scholar 

  • Cyran J (1980) Die Therapie des akuten Myocardinfarktes. Internist (Berlin) 21: 675–684

    CAS  Google Scholar 

  • Danahy DT, Aronow WS (1977) Hemodynamics and antianginal effects of high dose oral isosorbide dinitrate after chronic use. Circulation 56: 205–212

    PubMed  CAS  Google Scholar 

  • Danahy DT, Burwell DT, Aronow WS, Prakash R (1977) Sustained hemodynamic and antianginal effect of high dose oral isosorbide dinitrate. Circulation 55: 381–387

    PubMed  CAS  Google Scholar 

  • Dashkoff N, Roland JMA, Varghese PJ, Pitt B (1976) Effect of nitroglycerin on ventricular fibrillation threshold of non–ischemic myocardium. Am J Cardiol 38: 184–188

    PubMed  CAS  Google Scholar 

  • Dauwe F, Affaki G, Waters DD, Theroux P, Mizgala HF (1979) Intravenous nitroglycerin in refractory unstable angina. Am J Cardiol 43: 416

    Google Scholar 

  • Davidov ME (1981) Cutaneous administration of nitroglycerin in patients with angina pectoris. Angiology 32: 16–20

    PubMed  CAS  Google Scholar 

  • Davidov ME, Mroczek WJ (1976) The effect of nitroglycerin ointment on the exercise capacity in patients with angina pectoris. Angiology 27: 205–211

    PubMed  CAS  Google Scholar 

  • Davidov ME, Mroczek WJ (1977) Effect of sustained release nitroglycerin capsules on anginal frequency and exercise capacity: A double–blind evaluation. Angiology 28: 181–189

    Google Scholar 

  • Davidson IWF, Miller HS Jr, DiCarlo FJ (1970) Absorption, excretion and metabolism of pentaerythritol tetranitrate by humans. J Pharmacol Exp Ther 175: 42–50

    PubMed  CAS  Google Scholar 

  • Dexter D (1982) New topical nitroglycerin preparations. Am J Nurs 82: 643

    Google Scholar 

  • DiCarlo FJ (1975) Nitroglycerin revisited: chemistry, biochemistry, interactions. Drug Metab Rev 4: 1–38

    PubMed  Google Scholar 

  • DiCarlo FJ, Crew MC, Brusco LS, Davidson IWF (1977) Metabolism of pentraerythritol trinitrate. Clin Pharmacol Ther 22: 309–315

    PubMed  Google Scholar 

  • Distante A, Maseri A, Severi S, Biagini A, Chierchia S (1979) Management of vasospastic angina at rest with continuous infusion of isosorbide dinitrate. Am J Cardiol 44: 533–539

    PubMed  CAS  Google Scholar 

  • Distante A, L’Abbate A, Palombo C, Michelassi C, Rovai D, Morales MA, Sabino F, Moscarelli E, Lombardi M, Maseri A (1981) May prolonged high doses of nitrates cause tolerance? Preliminary results on the response to an additional dose by infusion. In: Lichtlen PR, Engel HJ, Schrey A, Swan HJC (eds) Nitrates III. Springer, Berlin Heidelberg New York, pp 82–90

    Google Scholar 

  • Donaldson RM, Rickards AF (1981) The effect of nitrates on pressure–time indices and coronary graft blood flow in man. In: Lichtlen PR, Engel HJ, Schrey A, Swan HJC (eds) Nitrates III. Springer, Berlin Heidelberg New York, p 209

    Google Scholar 

  • Down WH, Chasseaud LF, Grundy RK (1974) Biotransformation of isosorbide dinitrate in humans. J Pharm Sci 63: 1147–1149

    PubMed  CAS  Google Scholar 

  • Doyle E, Chasseaud LF (1981) Pharmacokinetics of isosorbide dinitrate in rhesus monkey, cynomolgus monkey and baboon. J Pharm Sci 70: 1270–1272

    PubMed  CAS  Google Scholar 

  • Dumeshil JG, Ritman EL, Davis GD, Gau GT, Rutherford BD, Frye RL (1975) Regional left ventricular wall dynamics before and after sublingual administration of nitroglycerin. Am J Cardiol 36: 419–425

    Google Scholar 

  • Dunham EW, Haddox MK, Goldberg ND (1974) Alteration of vein cyclic 3’:5’–nucleotide concentrations during changes in contractility. Proc Natl Acad Sci USA 71: 815–819

    PubMed  CAS  Google Scholar 

  • Durairaj M, Narayanan GR, Kher HL (1979) Nitroglycerine on cardiac conduction. Indian Heart J 31: 363–366

    PubMed  CAS  Google Scholar 

  • Ebright GE (1914) The effect of nitroglycerin on those engaged in its manufacture. JAMA 62: 201–202

    Google Scholar 

  • Engel HJ, Lichtlen PR (1981) Beneficial enhancement of coronary blood flow by nifedipine. Comparison with nitroglycerin and beta blocking agents. Am J Med 71: 658–666

    Google Scholar 

  • Ertl G, Simm F, Wichmann J, Fuchs M, Lochner W (1979) The dependence of collateral blood flow on regional vascular resistances. Naunyn Schmiedebergs Arch Pharmacol 308: 265–272

    PubMed  CAS  Google Scholar 

  • Fallen EL, Cairns JA, Stolberg HO, Tanser PH (1978) Relief of coronary artery spasm by nitroglycerin: Time–dependent variability in drug action. Cathet Cardiovasc Diagn 4: 237–247

    Google Scholar 

  • Fam WM, McGregor M (1964) Effect of coronary vasodilator drugs on retrograde flow in areas of myocardial ischemia. Circ Res 15: 355–365

    PubMed  CAS  Google Scholar 

  • Feigen LP, Chapnick BM, Flemming JE, Kadowitz PJ (1978) Prostaglandins: renal vascular responses to bradykinin, histamine and nitroglycerine. Am J Physiol 234: H496–H502

    PubMed  CAS  Google Scholar 

  • Feldman RL, Conti ER (1981) Editorial: Relief of myocardial ischemia with nitroglycerin: What is the mechanism? Circulation 64: 1098–1100

    Google Scholar 

  • Feldman RL, Pepine CJ, Curry RC, Conti CR (1979) Coronary arterial responses to graded doses of nitroglycerin. Am J Cardiol 43: 91–97

    PubMed  CAS  Google Scholar 

  • Feldman RL, Pepine CJ, Conti CR (1981) Magnitude of dilatation of large and small coronary arteries by nitroglycerin. Circulation 64: 324 — 333

    PubMed  CAS  Google Scholar 

  • Feldman RL, Marx JD, Pepine CJ, Conti CR (1982) Analysis of coronary responses to various doses of intracoronary nitroglycerin. Circulation 66: 321–327

    PubMed  CAS  Google Scholar 

  • Fermum R, Klinner U, Meisel P (1976) Versuche zum Wirkungsmechanismus von Gefaßspasmolytika. I. Wirkung von Nitroprussid–Natrium, Nitroglyzerin, Premylanin und Verapamil an der arretierten Kalzium–induzierten Kontraktor isolierter Koronararterien. Acta Biol Med Ger 35: 1347–1358

    Google Scholar 

  • Ferrer MI, Bradley SE, Wheller HO, Enson Y, Preisig R, Brickner PW, Conroy RJ, Harvey RM (1966) Some effects of nitroglycerin upon the splanchnic, pulmonary and systemic circulations. Circulation 33: 357–373

    PubMed  CAS  Google Scholar 

  • Fibuch EE, Cecil WT, Reed WA (1979) Methemoglobinemia associated with organic nitrate therapy. Anesth Analg (Cleve) 58: 521–523

    CAS  Google Scholar 

  • Flaherty JT (1982) Intravenous nitroglycerin. Johns Hopkins Med J 151: 36–40

    PubMed  CAS  Google Scholar 

  • Fleckenstein A, Nakayama K, Fleckenstein–Griin G, Byon YK (1975) Interactions of vasoactive ions and drugs with Ca–dependent excitation–contraction coupling of vascular smooth muscle. In: Carafoli E, Clementi F, Drabikowski W, Margreth A (eds) Calcium transport in contraction and secretion. Elsevier/North–Holland, Amsterdam, Oxford New York, pp 555–566

    Google Scholar 

  • Forster W (1980 a) Significance of prostaglandins and thromboxane A2 for the mode of action of cardiovascular drugs. Adv Prostaglandin Thromboxane Res 7:609–618

    Google Scholar 

  • Forster W (1980 b) Effect of various agents on prostaglandin biosynthesis and the antiaggregatory effect. Acta Med Scand [Suppl] 642:35–46

    Google Scholar 

  • Franciosa JA, Cohn JN (1980) Sustained hemodynamic effects without tolerance during long–term isosorbide dinitrate treatment of chronic left venticular failure. Am J Cardiol 45: 648–654

    PubMed  CAS  Google Scholar 

  • Freeman WR, Peter T, Mandel WJ (1981) Verapamil therapy in variant angina pectoris refractory to nitrates. Am Heart J 102: 358–362

    PubMed  CAS  Google Scholar 

  • Fremont RE (1961) Controlled observations on clinical efficacy of isosorbide dinitrate. Geriatrics 16: 520–529

    PubMed  CAS  Google Scholar 

  • Friedman PL, Brown EJ, Gunther S, Alexander RW, Barry WH, Mudge GH Jr, Grossmann W (1981) Coronary vasoconstrictor effect of indomethacin in patients with coronaryartery disease. N Engl J Med 305: 1171–1175

    PubMed  CAS  Google Scholar 

  • Frydman A, Levenson J, Simon A, Safar M, Bieder A, Bertharion J, Gaillor J (1982) Pharmacocinetique du dinitrate d’isosorbide. Nouv Presse Med 11: 2049–2056

    PubMed  CAS  Google Scholar 

  • Fung HL, Parker JO (1983) Prolonged plasma half–life after oral isosorbide dinitrate in patients with angina pectoris. Br J Clin Pharmacol 15: 746–748

    PubMed  CAS  Google Scholar 

  • Fung HL, Morrison RA, Kamiya A ( 1981 b) Uptake and interaction of organic nitrates at blood vessel site. In: Kaltenbach M, Bussmann WD, Schrey A (eds) Mononitrat–Workshop Kronberg 1980. Wolf, Munich, p 29

    Google Scholar 

  • Fung HL, Sutton SC, Kamiya A (1984) Blood vessel uptake and metabolism of organic nitrates in the rat. J Pharm Exp Ther 228: 334–341

    CAS  Google Scholar 

  • Gagnon RM, Lemire J, Beaudet R (1980) Intravenous use of nitroglycerin to control servere ventricular arrhythmias in unstable angina. Can Med Assoc J 123: 1131–1133

    PubMed  CAS  Google Scholar 

  • Ganz W, Marcus HS (1972) Failure of intracoronary nitroglycerin to elleviate pacing–induced angina. Circulation 46: 880–889

    PubMed  CAS  Google Scholar 

  • Ganz W, Marcus HS (1973) Changes in myocardial oxygen consumption during relief of pacing–induced angina by nitroglycerin. Am J Cardiol 31: 133

    Google Scholar 

  • Geigenberger A, Degen J, Maier–Lenz H (1982) Vergleichende Pharmakokinetik und Bioverfügbarkeit von Isosorbiddinitrat und seiner Metaboliten 5– und 2–Isosorbidmononitrat aus zwei Retardpraparaten. Arzneimittel Forsch 32: 1138–1140

    CAS  Google Scholar 

  • Georgopoulos AJ, Markis A, Georgiadis H (1982) Therapeutic efficacy of a new transdermal system containing nitroglycerin in patients with angina pectoris. Eur J Clin Pharmacol 22: 481

    PubMed  CAS  Google Scholar 

  • Georgopoulos AJ, Markis A, Georgiadis H (1984) Therapeutische Studien mit Nitroderm–TTS. In: Bussmann W-D, Taylor SH (eds) Nitroderm–Neue Horizonte in der Nitrattherapie. Medizin–Verlag, Munchen, pp 23–32

    Google Scholar 

  • Gerson JI, Allen FB, Seitzer JL, Parker FB Jr, Markowitz AH (1982) Arterial and venous dilation by nitroprusside and nitroglycerin–is there a difference? Anesth Analg (Cleve) 61: 256–260

    CAS  Google Scholar 

  • Gerzer R, Bohme E, Hofmann F, Schultz G (1981) Soluble guanylate cyclase purified from bovine lung contains heme and copper. FEBS Lett 132: 71–74

    PubMed  CAS  Google Scholar 

  • Gerzer R, Radany EW, Garbers DL (1982) The separation of the heme and apoheme forms of soluble guanylate cyclase. Biochem Biophys Res Commun 108: 678–686

    PubMed  CAS  Google Scholar 

  • Gibson GR, Hunter JB, Raabe DS, Manjoney DL, Ittleman FP (1982) Methemoglobinemia produced by high–dose intravenous nitroglycerin. Ann Intern Med 96: 615–616

    PubMed  CAS  Google Scholar 

  • Ginsburg R, Lamb IH, Schroeder JS, Hu M, Harrison DC (1982) Randomized doubleblind comparison of nifedipine and isosorbide dinitrate therapy in variant angina pectoris due to coronary artery spasm. Am Heart J 103: 44–48

    PubMed  CAS  Google Scholar 

  • Gladigau V, Neurath G, Diinger M, Schnelle K, Johnson KI (1981) Plasma levels of isosorbide dinitrate and its main metabolites following oral administration of two sustained release formulations in normal man. Arzneimittelforsch 31: 835–840

    PubMed  CAS  Google Scholar 

  • Glancy DL, Richter MA, Ellis EV, Johnson W (1977) Effect of swallowed isosorbide dinitrate on blood pressure, heart rate and exercise capacity in patients with coronary artery disease. Am J Med 62: 39–46

    PubMed  CAS  Google Scholar 

  • Gmeiner R (1974) Effect of nitroglycerin on the mechanical and metabolise performance of the isolated aerobic and hypoxicrat heart. Eur J Cardiol 2: 47–54

    PubMed  CAS  Google Scholar 

  • Goldstein RE, Rosing DR, Redwood D, Beiser GD, Epstein SE (1971) Clinical and circulatory effects of isosorbide dinitrate. Comparison with nitroglycerin. Circulation

    Google Scholar 

  • Gorman MW, Sparks HV Jr (1980) Nitroglycerin causes vasodilatation within ischaemic myocardium. Cardiovasc Res 14: 515–521

    PubMed  CAS  Google Scholar 

  • Gould L, Reddy CVR, Chua W, Swamy CRN, Dorismond JC (1976) The effect of nitroglycerin on atrioventricular conduction in man. Am J Med 60: 922–927

    PubMed  CAS  Google Scholar 

  • Gould L, Reddy CVR, Chua W, Swamy CRN, Dorismond JC (1977) Electrophysiologic properties of nitroglycerin in man. Am Heart J 94: 341–348

    PubMed  CAS  Google Scholar 

  • Greenberg H, Dwyer EM Jr, Jameson AG, Pinkernell BH (1975) Effects of nitroglycerin on the major determinants of myocardial oxygen consumption. An angiographic and hemodynamic assessment. Am J Cardiol 36: 426–432

    Google Scholar 

  • Gross GJ, Hardman AF (1975) Alteration in oxyhemoglobin equilibrium and myocardial oxygen consumption (MV02) by nitroglycerin ( GTN ). J Pharmacol Exp Ther 193: 346–355

    Google Scholar 

  • Gross GJ, Waltier DC (1977) Intracoronary versus intravenous nitroglycerin on the transmural distribution of coronary blood flow. Cardiovasc Res 11: 499–506

    PubMed  CAS  Google Scholar 

  • Gross GJ, Diemer MJ, Waltier DC, Hardman HF (1981) Relaxation of potassium–depolarized canine, bovine and procine large coronary arteries by nitroglycerin, chromonar and two dihydropyridine calcium antagonists. Gen Pharmacol 12: 199–204

    PubMed  CAS  Google Scholar 

  • Groves BM (1977) Variant angina: An electrocardiographic and arteriographic spectrum produced by coronary artery spasm. Curr Probl Cardiol 2: 62–63

    Google Scholar 

  • Gruetter CA, Barry BK, McNamara DB, Griittner DY, Kadowitz PJ, Ignarro LJ (1979) Relaxation of bovine coronary artery and activation of coronary arterial guanylate cyclase by nitric oxide, nitroprusside and a carcinogenic nitrosoamine. J Cyclic Nucleotide Res 5: 211–224

    PubMed  CAS  Google Scholar 

  • Gruetter CA, Barry BK, McNamara DB, Kadowitz PJ, Ignarro LJ ( 1980 a) Coronary arterial relaxation and guanylate cyclase activation by cigarette smoke, N’-nitrosonornicotine and nitric oxide. J Pharmacol Exp Ther 214: 9–15

    Google Scholar 

  • Gruetter CA, Kadowitz PJ, Ignarro LJ (1981 b) Methylene blue inhibits coronary arterial relaxation and guanylate cyclase activation by nitroglycerin, sodium nitrite, and amy nitrite. Can

    Google Scholar 

  • J Physiol Pharmacol 59:150–156

    Google Scholar 

  • Gruetter DY, Griitter CA, Barry BK, Baricos WH, Hyman AL, Kadowitz PJ, Ignarro LJ (1980) Activation of coronary arterial guanylate cyclase by nitric oxide, nitroprusside, and nitrosoguanidine - inhibition by calcium, lanthanum, and other cations, enhancement by thiols. Biochem Pharmacol 29: 2943–2950

    PubMed  CAS  Google Scholar 

  • Grüntzig A (1980) Collateral pressure distal to coronary obstructions - Influence of nitrates. In: Lichtlen PR, Engel HJ, Schrey A, Swan HJC (eds) Nitrates III. Sprnger, Berlin Heidelberg New York, p 192

    Google Scholar 

  • Guthenberg C and Mannervik B (1979) Purification of glutathione–s–transferase from rat lung by affinity chromatography. Biochem Biophys Res Commun 86: 1304–1310

    PubMed  CAS  Google Scholar 

  • Habig WH, Kamisaka K, Kettey JN, Pabst MJ, Arias IM, Jakoby WB (1976) The human hepatic glutathione S-transferase. In: Arias IM, Jakoby WB (eds) Glutathione: Metabolism and function. Raven, New York, pp 225–237

    Google Scholar 

  • Halkin H, Almog S, Friedman E (1979) Serum concentrations of isosorbide dinitrate produced by a sustained-release capsule. Israel J Med Sci 15: 448–450

    PubMed  CAS  Google Scholar 

  • Hannemann RE, Erb RJ, Stoltman WP, Bronson EC, Williams EJ, Long RA, Hull JH, Starbuck RR (1981) Digital plethysmography for assessing erythrityl tetranitrate bioavailability. Clin Pharmacol Ther 29: 35–39

    PubMed  CAS  Google Scholar 

  • Hans P, Paris P, Mathot F (1982) Methods and devices–Intravenous nitroglycerin perfusion techniques - Clinical implications. Intensive Care Med 8: 93–95

    PubMed  CAS  Google Scholar 

  • Hardarson T, Wright KE (1976) Effect of sublingual nitroglycerin on cardiac performance in patients with coronary artery disease and non-dyskinetic left ventricular contraction. Br Heart J 38: 1272–1277

    PubMed  CAS  Google Scholar 

  • Harder DR, Belardinelli L, Sperelakis N, Rubio R, Berne RM (1979) Differential effects of adenosine and nitroglycerin on the action potentials of large and small coronary arteries. Circ Res 44: 176–182

    PubMed  CAS  Google Scholar 

  • Hausler G, Thorens S (1976) The pharmacology of vasoactive antihypertensives. In: Bevan JA, Brunstock G, Maxwell RA, Johansson B, Nedergaard OA (eds) Vascular neuroeffector mechanisms. Karger, Basel, pp 232–241

    Google Scholar 

  • Heeg E, Langer A (1981) Vergleichende Untersuchungen von Isosorbiddinitrat, Isosorbid-5-Mononitrat und Natriumnitrit an isolierten Gefaßpraparaten. Med Welt 32: 497–498

    PubMed  CAS  Google Scholar 

  • Heinzow B, Ziegler A (1981) Comparison of the effects of nitroglycerin administered to rats by different routes. J Cardiovasc Pharmacol 3: 573–580

    PubMed  CAS  Google Scholar 

  • Hendricks AA, William G (1979) Contact dermatitis due to nitroglycerin ointment. Arch Dermatol 115: 853–855

    PubMed  CAS  Google Scholar 

  • Herman AG, Bogaert MG (1971) Organic nitrates. Tolerance at the level of the vascular smoth muscle. Arch Int Pharmacodyn Ther 192: 200–202

    Google Scholar 

  • Hill NS, Antman EM, Green LH, Alpert JS (1981) Intravenous Nitroglycerin - A review of pharmacology, indications, therapeutic effects and complications. Chest 9: 79–76

    Google Scholar 

  • Hillis LD, Braunwald E (1978) Coronary-artery spasm. N Engl J Med 299: 695–702

    PubMed  CAS  Google Scholar 

  • Himori N, Imai Y, Taira N (1977) Positive inotropic action of glyceryl trinitrate as observed in the blood-perfused papillary muscle preparation of the dog heart. Clin Exp Pharmacol Physiol 4: 257–262

    PubMed  CAS  Google Scholar 

  • Hirsch PD, Hillis LD, Campbell WB, Firth BG, Willerson JT (1981) Release of prostaglandins and thromboxane into the coronary circulation in patients with ischemic heart disease. N Engl J Med 304: 685–691

    Google Scholar 

  • Hirshleifer I (1973) Peripheral hemodynamic effects of oral controlled-release nitroglycerin (nitrong) in man. Curr Ther Res 15: 158–164

    PubMed  CAS  Google Scholar 

  • Hirzel HO, Stoffel P, Krayenbuehl HP (1983) Does isosorbide-5-mononitrate influence left ventricular isovolumic relaxation? Z Kardiol 72, Suppl 3: 66–70

    Google Scholar 

  • Hodgson JR, Lee CC (1975) Trinitroglycerol metabolism: Denization and glucuronide formation in the rat. Toxicol Appl Pharmacol 34: 449–455

    Google Scholar 

  • Hodgson JR, Glennon JP, Dacre JC, Lee CC (1977) Metabolism and disposition of isomers of dinitro- and mononitroglycerol in the rat. Toxicol Appl Pharmacol 40: 65–70

    PubMed  CAS  Google Scholar 

  • Hoelzer M, Schaal SF, Leier CV (1981) Electrophysiologic and antiarrhythmic effects of nitroglycerin in man. J Cardiovasc Pharmacol 3: 917–923

    PubMed  CAS  Google Scholar 

  • Hoffmann JIE, Buchberg GD (1976) Transmural variation in myocardial perfusion. In: Yu PN, Goodwin JF (eds) Progress in cardiology. Lea and Febiger, Philadelphia, p 38

    Google Scholar 

  • Hogstedt C, Andersson K (1979) A cohort study on mortality among dynamite workers. JOM 21: 553–556

    PubMed  CAS  Google Scholar 

  • Holtz J, Giesler M, Bassenge E (1983) Two dilatory mechanisms of anti-anginal drugs on epicardial coronary arteries in vivo: indirect, flow-dependent, endothelium-mediated dilation and direct smooth muscle relaxation. Z Kardiol 62 [Suppl 3]: 98–106

    Google Scholar 

  • Hood WR, Amende I, Simon R, Lichtlen PR (1980) The effects of intracoronary nitroglycerin on left ventricular systolic and diastolic function in man. Circulation 61: 1098–1140

    PubMed  Google Scholar 

  • Horhota ST, Fung HL (1978) Site dependence for topical absorption of nitroglycerin in rats. J Pharm Sci 67: 1345–1346

    PubMed  CAS  Google Scholar 

  • Horne MK, Waterman MR, Simon LM, Garriott JC, Foerster EH (1979) Methemoglobinemia from sniffing butyl nitrite. Ann Intern Med 91: 417–418

    PubMed  Google Scholar 

  • Howe BB, Weiss HR, Wilkes SB, Winbury MM (1975) Pentaerythritol trinitrate and glyceryl trinitrate on intramyocardial oxygenation and perfusion in the dog. Krogh analyses of transmural metabolism. Clin Exp Pharmacol Physiol 2: 529–540

    Google Scholar 

  • Ignarro LJ, Gruetter CA (1980) Requirements of thiols for activation of coronary arterial guanylate cyclase by glyceryl trinitrate and sodium nitrite. Possible involvement of Snitrosothiols. Biochim Biophys Acta 631: 221–231

    Google Scholar 

  • Ignarro LJ, Barry BK, Gruetter DY, Edwards JC, Ohlstein EH, Gruetter CA, Baricos WH (1980a) Guanylate cyclase activation by nitroprusside and nitrosoguanidine is related to formation of S-Nitrosothiol intermediates. Biochem Biophys Res Commun 94: 93–100

    PubMed  CAS  Google Scholar 

  • Ignarro LJ, Barry BK, Gruetter DY, Ohlstein EH, Gruetter CA, Kadowitz PJ, Baricos WH (1981a) Selective alterations in responsivenese of guanylate cyclase to activation by nitroso compounds during enzyme purification. Biochim Biophys Acta 673: 394–407

    PubMed  CAS  Google Scholar 

  • Ignarro LJ, Lippton H, Edwards JC, Baricos WH, Hyman AL, Kadowitz PJ, Gruetter CA (1981c) Mechanism of vascular smooth muscle relaxation by organic nitrates, nitrites, nitroprusside and nitric oxide: Evidence for the involvement of S-nitrosothiols as active intermediates. J Pharmacol Exp Ther 218: 739–749

    Google Scholar 

  • Imai S, Kitagawa T (1981) A comparison of the differential effects of nitroglycerin, nifedipine and papaverine on contractures induced in vascular and intestinal smooth muscle by potassium and lanthanum. Jpn J Pharmacol 31: 193–199

    PubMed  CAS  Google Scholar 

  • Imhof PR, Ott B, Frankhauser P, Chu LC, Hodler J (1980) Difference in nitroglycerin dose- response in the venous and arterial beds. Eur J Clin Pharmacol 18: 455–460

    PubMed  CAS  Google Scholar 

  • Imhof PR, Ott B, Weiss A, Chu LC, Chasseaud LF (1981) Plasma concentrations and hemodynamic effects of percutaneously administered nitroglycerin and isosorbide dinitrate in healthy volunteers. In: Lichtlen PR, Engel HJ, Schrey A, Swan HJC (eds) Nitrates III. Springer, Berlin Heidelberg New York, p 66

    Google Scholar 

  • Imhof PR, Sieber A, Hodler J, Müller P, Ott B, Frankhauser P, Chu LC, Geradin A (1982) Plasma concentrations and hemodynamic effects of nitroglycerin during and after intravenous infusion in healthy volunteers. Eur J Clin Pharmacol 23: 99

    PubMed  CAS  Google Scholar 

  • Isbarry J, Doering W, Wauer B, Greding H, Konig E (1981) Hamodynamische Veranderungen in Ruhe und wahrend Belastung nach 20 mg Isosorbid-5-Mononitrat bei Patiente mit koronarer Herzerkrankung. Med Welt 32: 530–534

    Google Scholar 

  • Ito Y, Kitamura K, Kuriyama H (1980) Actions of nitroglycerine on the membrane and mechanical properties of smooth muscles of the coronary artery of the pig. Br J Pharmacol 70: 197–204

    PubMed  CAS  Google Scholar 

  • Jaffe JH (1980) The pharmacological basis of therapeutics, Drug addiction and drug abuse. In: Goodman LS, Gilman A (eds) Macmillan, New York, pp 535–544

    Google Scholar 

  • Janis RA, Diamond J (1979) Relationship between cyclic nucleotide levels and drug-induced relaxation of smooth muscle. J Pharmacol Exp Ther 211: 480–484

    PubMed  CAS  Google Scholar 

  • Jansen WC, Tauchert M, Niehues B, Hombach V, Behrenbeck DW (1980) Koronardurchblutung und myocardialer Sauerstoffverbrauch vor und nach Einnahme von 0,8 mg Nitroglyzerin im Vergleich zu Atenolol. Med Welt 31: 1313–1316

    PubMed  CAS  Google Scholar 

  • Jansen WC, Hombach V, Niehus B, Tauchert M, Behrenbeck DW, Hilger HH (1981) Myocardial oxygen consumption and coronary blood flow at rest and during exercice after application of nitroglycerin. In: Lichtlen PR, Engel HJ, Schrey A, Swan HJ (eds) Nitrates III. Springer, Berlin Heidelberg New York, p 427

    Google Scholar 

  • Jansen WC, Osterspey A, Fuchs M, Tauchert M, Schell U, Weste S, Hombach V (1982) Hamodynamische Wirkung von 20 mg und 50 mg 5-Isosorbidmononitrat unter acuter und chronischer Therapie. Med Welt 33 /48: 1756–1762

    PubMed  CAS  Google Scholar 

  • Jett GK, Dengle SK, Piatt MR, Eberhard RC, Willerson JT, Watson JT (1978) The influence of isosorbide dinitrate on regional myocardial blood flow during acute coronary occlusion in the dog. Cardiovasc Res 12: 497–506

    PubMed  CAS  Google Scholar 

  • Johnson KI, Gladigau V, Schnelle K (1981) Relationship between the pharmacodynamics and pharmacokinetics of two oral sustained-release formulations of isosorbide dinitrate in normal man. Arzneimittelforsch 31: 1026–1029

    PubMed  CAS  Google Scholar 

  • Kadowitz PJ, Nandiwada P, Griitter CA (1981) Pulmonary vasodilator responses to nitroprusside and nitroglycerin in the dog. J Clin Invest 67: 893–902

    PubMed  CAS  Google Scholar 

  • Karashima T (1980) Actions of nitroglycerine on smooth muscles of the guinea-pig and rat protal veins. Br J Pharmacol 69: 489–497

    Google Scholar 

  • Karsh DL, Umbach RE, Cohen LS, Langou RA (1978) Prolonged benefit of nitroglycerin ointment on exercise tolerance in patients with angina pectoris. Am Heart J 96: 587–595

    PubMed  CAS  Google Scholar 

  • Kasparian H, Wiener L, Duca PR, Gottlieb RS, Brest AN (1975) Comparative hemodynamic effects of placebo and oral isosorbide dinitrate in patients with significant coronary artery disease. Am Heart J 90: 68–74

    PubMed  CAS  Google Scholar 

  • Kattus AA, Alvaro AB (1975) Effectiveness of isosorbide dinitrate and nitroglycerin in relieving angina pectoris during uninterrupted exercise. Chest 67: 640–646

    PubMed  CAS  Google Scholar 

  • Kattus AA, Alvaro AB, Zohman LR, Coulson AH (1979) Comparison of placebo, nitroglycerin and isosorbide dinitrate for effectiveness of relief of angina and duration of action. Chest 75: 17–23

    PubMed  CAS  Google Scholar 

  • Kaverina NV, Chumburidze VB (1979) Antianginal drugs. Pharmacol Ther 4: 109–153

    PubMed  CAS  Google Scholar 

  • Keith RA, Burkman AM, Sokoloski TD, Fertel RH (1982) Vascular tolerance to nitroglycerin and cyclic GMP generation in rat aortic smooth muscle. J Pharmacol Exp Ther 221: 525–531

    PubMed  CAS  Google Scholar 

  • Kent KM, Smith ER, Redwood DR, Epstein SE (1974) Beneficial electro–physiologic effects of nitroglycerin during acute myocardial infarction. Am J Cardiol 33: 513–516

    PubMed  CAS  Google Scholar 

  • Khan AH, Carleton RA (1981) Nitroglycerin–induced hypotension and bradycardia. Arch Intern Med 141: 984

    PubMed  CAS  Google Scholar 

  • Klaus AP, Zaret BL, Pitt BL, Ross RS (1973) Comparative evaluation of sublingual longacting nitrates. Circulation 48: 519

    PubMed  CAS  Google Scholar 

  • Klein RC, Grehl TM, Stengert KB, Mason DT (1981) Evaluation of the effects of systemic

    Google Scholar 

  • nitroglycerin on perfusion of ischemic myocardium in coronary heart disease assessed intraoperatively by antegrade blood flow through intact saphenous vein bypass grafts. Am Heart J 101:292–299

    Google Scholar 

  • Klock JC (1975) Non-occlusive coronary disease after chronic exposure to nitrate: Evidences for physiologic nitrate dependence. Am Heart J 89: 510–513

    PubMed  CAS  Google Scholar 

  • Knoebel SB, Rasmussen S, Noble RJ, Mihalick MJ (1975) Nitroglycerin and premature ventricular complexes in myocardial infarction. Br Heart J 37: 1064–1068

    PubMed  CAS  Google Scholar 

  • Kobayashi A, Ogawa K (1979) Effects of coronary vasodilator on cyclic nucleotides. - The concentrations of cyclic AMP and cyclic GMP in canine coronary artery and left ventricular muscle following the administration of various coronary vasodilators Jpn Circ J 43: 6–54

    CAS  Google Scholar 

  • Kobayashi A, Suzuki Y, Kamikawa T, Hayashi H, Yamazaki N (1980) The effects of nitroglycerin on cyclic nucleotides in the coronary artery in vivo. Life Sci 27: 1679–1685

    PubMed  CAS  Google Scholar 

  • Kober G, Strohm WD (1982) Rontgenologischer und sonographischer Nachweis einer dilatierenden Wirkung von Nitroglyzerin auf pulmonale und abdominale Venen. Inn Med 9: 305–312

    Google Scholar 

  • Kober G, GroBmann R, Schulz W, Kaltenbach M (1981) Durchmesseranderungen der kleinen arteriellen und venosen Lungengefaße unter Nitroglycerin. Z Kardiol 70: 547–554

    PubMed  CAS  Google Scholar 

  • Kosters W, Klotschkoff P, Abshagen U (1981) Pharmakokinetik von Isosorbid-5-Mononitrat bei Patienten mit fortgeschrittener Niereninsuffizienz. Med Welt 32: 521–523

    PubMed  CAS  Google Scholar 

  • Kopman EA, Weybrandt GR, Bauer S, Ferguson TB (1978) Arterial hypoxemia following the administration of sublingual nitroglycerin. Am Heart J 96: 444–447

    PubMed  CAS  Google Scholar 

  • Korth M (1975) Influence of glyceryl trinitrate on force of contraction and action potential of guinea-pig myocardium. Naunyn Schmiedebergs Arch Pharmacol 287: 329–437

    PubMed  CAS  Google Scholar 

  • Kreye VAW (1978) Organic nitrates, Sodium nitroprusside and vasodilation. In: Vanhoutte PM, Leusen I (eds) Mechanism of vasodilation. Karger, Basle, pp 158–164

    Google Scholar 

  • Kreye VAW (1981) Role of the membrane potential in the function of vascular smooth muscle. In: Yanhoutte PM, Leusen I (eds) Vasodilatation. Raven, New York, pp 299–305

    Google Scholar 

  • Kreye VAW, Liith JB (1976) Effect of sodium nitroprusside, temperature and calcium withdrawal on the relaxation speed of vascular smooth muscle. In: Betz E (ed) Ionic actions on vascular smooth muscle. Springer, Berlin Heidelberg New York, pp 145–149

    Google Scholar 

  • Kreye VAW, Stiefel A (1983) In vivo and in vitro studies to elucidate the hemodynamic differences of sodium nitroprusside, nitroglycerin, and two isosorbide nitrates. Z Kardiol 72 [Suppl 3]: 52–55

    PubMed  CAS  Google Scholar 

  • Kreye VAW, Baron GD, Lüth JB, Schmidt-Gayk H (1975) Mode of action of sodium nitroprusside on vascular smooth muscle. Naunyn Schmiedebergs Arch Pharmacol 288: 381–402

    PubMed  CAS  Google Scholar 

  • Kreye VAW, Kern R, Schleich I (1977) 36 Chloride efflux from noradrenaline-stimulated rabbit arota inhibited by sodium nitroprusside and nitroglycerine. In: Casteels R, Godfraind T, Rüegg JC (eds) Excitation-contraction coupling in smooth muscle. Elsevier/ North-Holland, Amsterdam, pp 145–150

    Google Scholar 

  • Kukovetz WR, Holzmann S, Wurm A, Poch G (1979) Evidence of cyclic GMP-mediated relaxant effects of nitro-compounds in coronary smooth muscle. Naunyn Schmiedebergs Arch Pharmacol 310: 129–138

    PubMed  CAS  Google Scholar 

  • Kukovetz WR, Holzmann S, Poch G (1982) Function of cyclic GMP in acetylcholine-induced contraction of coronary smooth muscle. Naunyn Schmiedebergs Arch Pharmacol 319: 29–33

    PubMed  CAS  Google Scholar 

  • Kumada T, Gallagher KP, Miller M, McKown M, White F, McKown D, Kemper WS, Ross J Jr (1980) Improvement by isosorbide dinitrate of exercise-induced regional myocardial dysfunction. Am J Physiol 239: H399–H405

    PubMed  CAS  Google Scholar 

  • Kupper W, Bleifeld W (1980) Effect of nitrates on myocardial blood flow, myocardial lactate extraction and hemodynamics during angina pectoris. In: Rudolph W, Schrey A (eds) Nitrate II. Urban and Schwarzenberg, Munich Vienna Baltimore, p 86

    Google Scholar 

  • Lacroix P, Linee P, Le Polles JB (1978) Effects of some coronary vasodilator drugs on collateral hemodynamics after chronic myocardial ischemia in the anesthetized dog: Appropriate or inapropriate redistribution? J Pharmacol Exp Ther 204: 645–654

    PubMed  CAS  Google Scholar 

  • Lange RL, Reid MS, Tresch DD, Keelan MH, Bernhard VM, Coolidge G (1972) Non atheromatous ischemic heart disease following withdrawal from chronic circulation. Circulation 46: 666–678

    PubMed  CAS  Google Scholar 

  • Laufen H, Scharpf F, Bartsch G (1978) Improved method for the rapid determination of isosorbide dinitrate in human plasma and its application in pharmacokinetic studies. J Chromatography 146: 457–464

    CAS  Google Scholar 

  • Laws CE (1910) Nitroglycerin head. JAMA 54: 793

    Google Scholar 

  • Lax A, Ceci V, Jacovella G (1977) Effetti stavorevoli dell’isosorbide dinitrato sublinguale- Osservazione su 9 casi personali. G Ital Cardiol 7: 816–817

    PubMed  CAS  Google Scholar 

  • Lee MG, Fenton-May V (1981) Absorption of isosorbide dinitrate by pvc infusion bags and administration sets. J Clin Hosp Pharm 6: 209–211

    PubMed  CAS  Google Scholar 

  • Lefer AM, Ogletree ML, Smith JB, Silver MJ, Nicolaou KC, Barnette WE, Gasic GP (1978) Prostacyclin: A potentially valuable agent for preserving myocardial tissue in acute myocardial ischemia. Science 200: 52–54

    Google Scholar 

  • Leinbach RL, Gold HK (1977) Intermittent and continous nitroglycerin infusions for control of myocardial ischemia. Circulation 56: 194

    Google Scholar 

  • Leinweber F-J, Melgar MD, Crew MC, DiCarlo FJ (1974) Isolation of pentaerythritol nitrates and their glucuronides. Drug Metab Dispos 2: 40–45

    PubMed  CAS  Google Scholar 

  • Levin RI, Jaffe EA, Weksler BB, Tack–Goldman K (1981) Nitroglycerin stimulates synthesis of prostacyclin by cultured human endothelial cells. J Clin Invest 67: 762–769

    CAS  Google Scholar 

  • Levites R, Bodenheimer MM, Helfant RH (1975) Electrophysiologic effects of nitroglycerin during experimental coronary occlusion. Circulation 52: 1050–1055

    PubMed  CAS  Google Scholar 

  • Lichtlen P (1976) Die Wirkung von Nitriten und Nitraten auf die links-ventrikulare und koronare Dynamik in Ruhe und wahrend dynamischer Belastung. In: Rudolph W, Sigenthaler W (eds) Nitrate, Wirkung auf Herz und Kreislauf. Urban and Schwarzenberg, Munich Vienna Baltimore, p 80

    Google Scholar 

  • Lichtlen P, Halter J, Gattiker K (1974) The effect of isosorbiddinitrate on coronary blood flow, coronary resistance and left ventricular dynamics under exercise in patients with coronary artery disease. Basic Res Cardiol 69: 402–421

    PubMed  CAS  Google Scholar 

  • Lippton HL, Chapnick BM, Hyman AL, Glass FL, Kadowitz PJ (1981) The influence of indomethacin on vasodilator responses to bradykinin and nitroglycerin in the cat. Peptides 2: 165–169

    PubMed  CAS  Google Scholar 

  • Litvak J, Lambros ES, Vineberg AM (1957) The experimental prodiction of coronary artery insufficiency and occlusion. Am Heart J 53: 505–518

    PubMed  CAS  Google Scholar 

  • Lund RP, Haggendahl J, Johnsson G (1968) Withdrawal symptoms in workers exposed to nitro-glycerine. Br J Ind Med 25: 136–138

    PubMed  CAS  Google Scholar 

  • Macho P, Vatner SF (1981) Effects of nitroglycerin and nitroprusside on large and small coronary vessels in conscious dogs. Circulation 64: 1101–1107

    PubMed  CAS  Google Scholar 

  • Mackenzie JE, Parratt JR (1977) Comparative effects of glyceryl trinitrate on venous and arterial smooth muscle in vitro; relevance to antianginal activity. Br J Pharmacol 60: 155–160

    PubMed  CAS  Google Scholar 

  • Maier GA, Arena C, Fung HL (1980) Relationship between in vivo nitroglycerin metabolism and in vitro organic nitrate reductase activity in rats. Biochem Pharmacol 29: 646–648

    PubMed  CAS  Google Scholar 

  • Malindzak GS Jr, Kosinski EJ, Green HD, Yarborough GW (1978) The role of coronary adrenergic receptors in the response to nitroglycerine and the regulation of large and small vessel resistance. Arch Int Pharmacodyn 235: 299–316

    PubMed  CAS  Google Scholar 

  • Mann T, Cohn PF, Holman BL, Green LH, Markis JE, Phillips DA (1978) Effect of nitroprusside on regional myocardial blood flow in coronary artery disease. Results in 25 patients and comparison with nitroglycerin. Circulation 57: 732–738

    PubMed  CAS  Google Scholar 

  • Mansel-Jones D, Taylor T, Doyle E, Chasseaud LF, Darragh A, O’Kelly DA, Over H (1978) Plasma concentrations of isosorbide dinitrate after cutaneous and sublingual doses to human subjects. J Clin Pharmacol 18: 544–548

    PubMed  CAS  Google Scholar 

  • Marcus CJ, Habig WH, Jakoby WB (1978) Glutathione transferase from human erythrocytes. Arch Biochem Biophys 188: 287–293

    PubMed  CAS  Google Scholar 

  • Markis JE, Gorlin R, Mills RM, Williams RA, Schweitzer P, Ransil BJ (1979) Sustained effect of orally administered isosorbide dinitrate on excercise performance of patients with angina pectoris. Am J Cardiol 43: 265–271

    PubMed  CAS  Google Scholar 

  • Marshall JB, Ecklund RE (1980) Methemoglobinemia from overdose of nitroglycerin. JAMA 244: 330

    PubMed  CAS  Google Scholar 

  • Martin KL, Bohmer H, Rockemann W, Kaltenbach M (1976) Neue Aspekte des Wirkungsmechanismus von Nitroglycerin: Veranderung des Wellenwiderstandes in den herznahen Arterien. Verh Dtsch Ges Inn Med 82: 1123

    Google Scholar 

  • Mathes P (1975) Kontraktile Eigenschaften koronarwirksamer Nitrate. In: Rudolph W, Siegenthaler W (eds) Nitrate, Wirkung auf Herz und Kreislauf. 1. Nitrat–Symposium, Stockholm 1975. Urban and Schwarzenberg, Munich, p 27

    Google Scholar 

  • McAnulty JH, Hattenhauer MT, Rosch J, Kloster FE, Rahimtoola SH (1975) Improvement in left ventricular wall motion following nitroglycerin. Circulation 51: 140–145

    PubMed  CAS  Google Scholar 

  • McNiff EF, Yacobi A, Young-Chang FM, Golden LH, Goldfarb A, Fung HL (1981) Nitroglycerin pharmacokinetics after intravenous infusion in normal subjects. J Pharm Sci 70: 1054–1058

    PubMed  CAS  Google Scholar 

  • Mehta J, Pepine CJ (1978) Effect of sublingual nitroglycerin on regional flow in patients with and without coronary disease. Circulation 58: 803–807

    PubMed  CAS  Google Scholar 

  • Melgar MD, Leinweber FJ, Crew MC, DiCarlo FJ (1974) Denitration of unconjugated and conjugated pentraerythritol nitrates by rat liver cytosol. Drug Metab Dispos 2: 46–52

    PubMed  CAS  Google Scholar 

  • Michaelson SP, Batsford WP, Zaret BL (1979) Dissociation of effects of nitroglycerin on regional refractoriness and regional myocardial blood flow following acute coronary occlusion. Cardiovasc Res 13: 407–412

    PubMed  CAS  Google Scholar 

  • Michel D (1976) Der EinfluB von Metaboliten des Isosorbiddinitrats auf das Belastungs-

    Google Scholar 

  • EKG bei Koronarinsuffizienz. Herz/Kreisl 8:444–447

    Google Scholar 

  • Mikkelson E, Andersson KE, Bengtsson B (1978) Effects of verapamil and nitroglycerin on contractile responses to potassium and noradrenaline in isolated human peripheral veins. Acta Pharmacol Toxicol (Copenh) 42: 14–22

    Google Scholar 

  • Mikolich JR, Nicoloff NB, Robinson PH, Longue RB (1980) Relief of refractory angina with continuous intravenous infusion of nitroglycerin. Chest 77: 375–379

    PubMed  CAS  Google Scholar 

  • Miller RR, Vismara LA, Williams Do, Amsterdam EA, Mason DT (1976) Pharmacological mechanisms for left ventricular unloading in clinical congestive heart failure: Differential effects of nitroprusside, phentolamine and nitroglycerin on cardiac function and peripheral circulation. Circ Res 39: 127–133

    Google Scholar 

  • Miyazaki H, Masataka I, Yutaka H, Gerl’Ichi I, Yasuhiko F (1982) Simultaneous determination of glyceryl trinitrate and its principal metabolites 1, 2- and 1, 3-glyceryl dinitrate, in plasma by gas chromatography-negative ion chemical ionization-selected ion monitoring. J Chromatogr 239: 277–286

    PubMed  CAS  Google Scholar 

  • Morcillo E (1980) Responses to arachidonic acid and other dilator agonists and their modification by inhibition of prostaglandin synthesis in the canine hindlimb. J Pharm Pharmacol 32: 340–343

    PubMed  CAS  Google Scholar 

  • Morcillo E, Reid PR, Dubin N, Ghodgaonkar R, Pitt B (1980) Myocardial prostaglandin E release by nitroglycerin and modification by indomethacin. Am J Cardiol 45: 53–57

    Google Scholar 

  • Morrison RA, Fung H-L, Hohmann D, Meinertz T, Jahnchen E (1982) Isosorbide dinitrate: pharmacokinetics after intravenous administration. J Pharm Sci 71: 721–723

    PubMed  CAS  Google Scholar 

  • Morton WE (1977) Occupational habituation to aliphatic nitrates and the withdrawal hazards of coronary disease and hypertension. JOM 19: 197–200

    PubMed  CAS  Google Scholar 

  • Müller G, Uberbacher JH, Glocke M (1983 b) Koronartherapeutische Wirksamkeit von

    Google Scholar 

  • niedrig dosiertem IS-5-MN im Vergleich zur Kombination IS-5-MN + Metipranolol und Plazebo. Med Welt 34:321–327

    Google Scholar 

  • Müller P, Imhof PR, Burkart F, Chu LC, Geradin A (1982) Human pharmacological studies of a new transdermal system containing nitroglycerin. Eur J Clin Pharmacol 22: 473–480

    PubMed  Google Scholar 

  • Nakamura M, Nakagaki O, Nose Y, Fukuyama T, Kikuchi Y (1978) Effects of nitroglycerin and dipyridamole on regional myocardial blood flow. Basic Res Cardiol 73: 482–496

    PubMed  CAS  Google Scholar 

  • Napoli SA, Gruetter CA, Ignarro LJ, Kadowitz RJ (1980) Relaxation of bovine coronary arterial smooth muscle by cyclic GMP, cyclic AMP and analogs. J Pharmacol Exp Ther 212: 469–473

    PubMed  CAS  Google Scholar 

  • Needleman P (1970) Tolerance to the vascular effects of glyceryl trinitrate. J Pharmacol Exp Ther 171: 98–102

    PubMed  CAS  Google Scholar 

  • Needleman P, Johnson EM (1973) Mechanism of tolerance development to organic nitrates. J Pharmacol Exp Ther 184: 709–715

    PubMed  CAS  Google Scholar 

  • Needleman P, Kaley G (1978) Cardiac and coronary prostaglandin synthesis and function. N Engl J Med 298: 1122–1128

    PubMed  CAS  Google Scholar 

  • Needleman P, Lang S, Johnson EM Jr (1972) Organic nitrates: Relationship between biotransformation and rational angina pectoris therapy. J Pharmacol Exp Ther 181: 489–497

    Google Scholar 

  • Needleman P, Jarschik B, Johnson EM (1973) Sulfhydryl requirement for relaxation of vascular smooth muscle. J Pharmacol Exp Ther 187: 324–331

    PubMed  CAS  Google Scholar 

  • Nemerovski M, Shah PK (1981) Syndrome of servere bradycardia and hypotension following sublingual nitroglycerin administration. Cardiology 67: 180–189

    PubMed  CAS  Google Scholar 

  • Noack E (1982) Pharmakologisehe Basis fur die Therapie mit organischen Nitraten. Herz 7: 275–285

    PubMed  CAS  Google Scholar 

  • Noer J (1887) Poisonous symptoms from nitroglycerin. Ther Gaz 3: 359

    Google Scholar 

  • Noonan PK, Benet LZ (1982) Formation of mono- and dinitrate metabolites of nitroglycerin following incubation with human blood. Int J Pharm 12: 331–340

    CAS  Google Scholar 

  • Oberg B, Thoren P (1973) Increased activity in left ventricular receptors during hemorrhage on occlusion of caval veins in the cat; a possible cause of the vaso-vagal reaction. Acta Physiol Scand 87: 121

    PubMed  CAS  Google Scholar 

  • Oei HH, Hale TH, Kopjas TC, Wegria R (1978) Effect of nitroglycerine on coronary circulation and cardiac metabolism. Arch Int Pharmacodyn 235: 317–327

    PubMed  CAS  Google Scholar 

  • Ogletree ML, Lefer AM, Smith JB, Nicolaou KC (1979) Studies on the protective effect of prostacyclin in acute myocardial ischemia. Eur J Pharmacol 56: 95–103

    PubMed  CAS  Google Scholar 

  • O’Hara MJ, Bowles MJ, Khurmi NS, Subramanian YB, Raftery EB (1983) A new mode of nitrate therapy for angina pectoris. Abstract 119, I I. World conference on clinical pharmacology and therapeutics, Washington, D. C.

    Google Scholar 

  • Ohlendorf R, Perzborn E, Schroter K (1980) Prevention of infarction-induced decrease in

    Google Scholar 

  • circulating pletelet count by prostacyclin. Thromb Res 19:447–453

    Google Scholar 

  • Ohlstein EH, Wood KS, Ignarro LJ (1982) Purification and properties of heme-deflcient hepatic soluble guanylate cyclase: Effects of heme and other factors on enzyme activation by NO, NO-heme and protoprophyrin IX. Arch Biochem Biophys 218: 187–198

    Google Scholar 

  • Opherk D, Maurer W, Mehmel HC, Zebe H, Kiibler W (1977) Koronardurchblutung, myokardialer 02-Verbrauch und linksventrikulare Funktion nach sublingualer Applikation von Isosorbiddinitrat. Verh Dtsch Ges Inn Med 83: 207–208

    PubMed  CAS  Google Scholar 

  • Osterspey A, Jansen W, Ulbrich T, Simon P, Tauchert M, Hilger HH (1984) Wirkung von Nitroglyzerinpflastern auf Hamodynamik und Belastbarkeit von Patienten mit koronarerHerzkrankheit. MMW 18: 714–717

    Google Scholar 

  • Parker JC, DiCarlo FJ, Davidson IWF (1975) Comparative vasodilator effects of nitroglycerin, pentaerythritol trinitrate and biometabolites and other organic nitrates. Eur J Pharmacol 31: 29–37

    PubMed  CAS  Google Scholar 

  • Parmley WW, Chatterjee K (1978) Vasodilator therapy. Curr Probl Cardiol 2: 66–70

    Google Scholar 

  • Paz LR de la, Kerigan AT, Koch GG, Kolman WA, Spodick DH (1979) Erythrityl tetranitrate: sustained effects on systolic time intervals. Changes consistent with sustained preload reduction. Am J Med Sci 277: 173–177

    Google Scholar 

  • Pepine CJ, Feldman RL, Conti CR (1982) Action of intracoronary nitroglycerin in refractory coronary artery spasm. Circulation 65: 411–414

    PubMed  CAS  Google Scholar 

  • Pinkus LM, Ketley JN, Jakoby WB (1977) The glutathione-s-transferase as possible detoxification system of rat intestinal epithelium. Biochem Pharmacol 26: 2359–2363

    PubMed  CAS  Google Scholar 

  • Platzer R, Reutemann G, Galeazzi RL (1982) Pharmacokinetics of intravenous isosorbidedinitrate. J Pharmacokinet Biopharm 10: 575–585

    PubMed  CAS  Google Scholar 

  • Plotnick GD (1979) Approach to the management of unstable angina. Am Heart J 98: 243–255

    PubMed  CAS  Google Scholar 

  • Poliner LR, Ritter W, Wohl AJ, Nixon JY, Willerson JT (1977) Hemodynamic effects of oral and sublingual form of isosorbide dinitrate in patients with acute coronary insufficiency. Tex Med 73: 53–58

    PubMed  CAS  Google Scholar 

  • Porchet H, Bircher J (1982) Noninvasive assessment of portalsystemic shunting: Evaluation of a method to investigate systemic availability of oral glyceryl trinitrate by digital plethysmography. Gastroenterology 82: 629–637

    Google Scholar 

  • Posadas del Rio AF (1973) Glutathione-organic nitrate reductase in mammalian tissues: Purification and characterization. Dissertation, Washington University, St Louis

    Google Scholar 

  • Prodger SH, Ayman D (1932) Harmful effects of nitroglycerin with special reference to coronary thrombosis. Am J Med Sci 184: 480–491

    Google Scholar 

  • Rafflenbeul W, Urthaler F, Russel RO, Lichtlen P, James TN (1980) Dilatation of coronary artery stenoses after isosobide dinitrate in man. Br Heart J 43: 91–97

    Google Scholar 

  • Reed DE, Akester JM, Prather JF, Tuckosh JR, McCurdy DH, Yeh C (1977) Blood and tissue levels of [14C]isosorbide dinitrate after oral and intravenous administration to rat. J Pharmacol Exp Ther 202: 32–37

    PubMed  CAS  Google Scholar 

  • Rees JR, Redding VJ, Ashfield R, Gibson D, Gavey CJ (1966) Myocardial blood flow measurement with 133xenon effect of glyceryl trinitrate. Br Heart J 28: 374–381

    PubMed  CAS  Google Scholar 

  • Reichek N, Goldstein RE, Redwood DR, Epstein StE (1974) Sustained effects of nitroglycerin ointment in patients with angina pectoris. Circulation 50: 348–352

    PubMed  CAS  Google Scholar 

  • Rich S, Ford LE, Al-Sadir J (1980) The angiographic effect of ergonovine and nifedipine in coronary artery spasm. Circulation 62: 1127–1130

    PubMed  CAS  Google Scholar 

  • Romeril KR, Concannon AJ (1981) Heinz body haemolytic anaemia after sniffing volatile

    Google Scholar 

  • nitrites. Med J Aust 1:302–303

    Google Scholar 

  • Rudolph W, Blasini R, Reiniger G (1983) Tolerance development during isosorbide dinitrate treatment: Can it be circumvented? Z Kardiol 72, Suppl 3: 195–198

    Google Scholar 

  • Rush ML, Lang WJ, Rand MJ (1971) Studies on compensatory reflexes and tolerance to glyceryl trinitrate ( GTN ). Eur J Pharmacol 16: 148–155

    Google Scholar 

  • Rutsch W, Schmutzler H (1981) Left ventricular function and regional wall motion after intracoronary application of nitrates in coronary heart disease. In: Lichtlen PR, Engel HJ, Schrey A, Swan HJC (eds) Nitrates III. Springer, Berlin Heidelberg New York, p 134

    Google Scholar 

  • Salem HH, Singh SP (1979) Glyceryl trinitrate ointment in angina pectoris. Postgrad Med J 55: 874–876

    PubMed  CAS  Google Scholar 

  • Salerno JA, Previtali M, Medici A, Chimienti M, Bramucci E, Lepore R, Specchia G, Bobba P (1981) Treatment of vasospastic angina pectoris at rest with nitroglycerin ointment: A short-term controlled study in the coronay care unit. Am J Cardiol 47: 1128–1133

    Google Scholar 

  • Sausker WF, Frederick FD (1978) Allergic contact dermatitis secondary to topical nitroglycerin. JAMA 239: 1732–1744

    Google Scholar 

  • Schafer Al, Handin RI (1979) The role of platelets in thrombotic and vascular disease. Prog Cardiovasc Dis 22: 31–52

    PubMed  CAS  Google Scholar 

  • Schelling JL, Lasagna L (1966) A study of cross-tolerance to circulatory effects of organic nitrates. Clin Pharmacol Ther 8: 256–260

    Google Scholar 

  • Schinz A, Schnelle K, Klein G (1978) Hemodynamik effects of cutaneously administered isosorbide dinitrate ointment. Int J Clin Pharmacol 16: 297–301

    CAS  Google Scholar 

  • Schlup P, Zatti C, Studer H (1980) Toleranzentwicklung gegeniiber den hamodynamischen Wirkungen von Nitroglycerin. Schweiz Med Wochenschr 110: 1927–1930

    PubMed  CAS  Google Scholar 

  • Schneider W, Stahl B, Kaltenbach M, Bussmann W-D (1982) Dosiswirkungsbeziehung bei der Behandlung der Angina pectoris mit Isosorbiddinitrat. Dtsch Med Wochenschr 107: 771–776

    PubMed  CAS  Google Scholar 

  • Schror K, Grodzinska L, Darius H (1981 a) Stimulation of coronary vascular prostacyclin

    Google Scholar 

  • and inhibition of human platelet thromboxane A2 after low-dose nitroglycerin. Thromb Res 23:59–67

    Google Scholar 

  • Schror K, Addicks K, Darius H, Ohlendorf R, Rosen P ( 1981 b) PGI2 inhibits ischemiainduced platelet activation and prevents myocardial damage by inhibition of catecholamine release from adrenergic nerve terminals. Evidence for cAMP as common denominator. Thromb Res 21: 175–180

    Google Scholar 

  • Schultz K-D, Schultz K, Schultz G (1977) Sodium nitroprusside and other smooth musclerelaxants increase cyclic GMP levels in rat ductus deferens. Nature 265: 750–751

    PubMed  CAS  Google Scholar 

  • Schulz V, Jansen W, Pohler E, Tauchert R (1982) Toleranz gegen Nitroglyzerin bei mehrtagiger intravenoser Infusion. Verh Dtsch Ges Inn Med 88: 669–672

    Google Scholar 

  • Schwartz AM (1946) The cause, relief and prevention of headaches arising from contract with dynamite. Engl J Med 235: 541–544

    CAS  Google Scholar 

  • Schwarzer CH, Mlczoch J (1982) Zur Frage der Toleranzentwicklung von Isosorbid-5-Mononitrat. Herz 14: 585–589

    Google Scholar 

  • Seidel F, Michel D (1980) Comparative haemodynamic and pharmacokinetic investigations after oral isosorbide-2-mononitrate and isosorbide 5-mononitrate. In: Lichtlen PR, Engel HJ, Schrey A, Swan HJC (eds) Nitrates III. Springer, Berlin Heidelberg New York, p 54

    Google Scholar 

  • Senges J, Zebe H, Pelzer D, Brachmann J, Kramer B, Kiibler W (1979) Nitrates and ectopic ventricular activity in mitral valve prolapse: Clinical and experimental data. Z Kardiol 68: 26–31

    Google Scholar 

  • Shane SJ, Iazzetta JJ, Chisholm AW, Berka JF, Leung D (1978) Plasma concentrations of isosorbide dinitrate and its metabolites after chronic high oral dosage in man. Br J Clin Pharmacol 6: 37–41

    PubMed  CAS  Google Scholar 

  • Sharma B, Hodges M, Asinger RW, Goodwin JF, Francis GS (1980) Left ventricular function during spontaneous angina pectoris: Effect of sublingual nitroglycerin. Am J Cardiol 46: 34–41

    Google Scholar 

  • Sherf L, Bon-Shaul Y, Lieberman Y, Neufeld HN (1977) The human coronary microcirculation: an electron microscopic study. Am J Cardiol 39: 599

    PubMed  CAS  Google Scholar 

  • Shesser R, Dixon D, Allen Y, Mitchell J, Edelstein S (1980) Fatal methemoglobinemia from butyl nitrite ingestion. Ann Intern Med 92: 131–132

    PubMed  CAS  Google Scholar 

  • Short RD, Dacre JC, Lee C-C (1977) A species and developmental comparison of trinitroglycerin metabolism in vitro. Biochemical Pharmacol 26: 162–163

    CAS  Google Scholar 

  • Simon R, Amende I, Hood WP, Lichtlen PR (1980) Effect of nitroglycerin on diastolic and systolic left ventricular function in normals and patients with coronary artery disease. In: Rudolph W, Schrey A (eds) Nitrate II. Urban and Schwarzenberg, Munich, p 183

    Google Scholar 

  • Simon R, Amende I, Lichtlen PR (1981) Effects of nitroglycerin on blood velocity and flow in coronary arteries and bypass grafts in man. In: Lichtlen PR, Engel HJ, Schrey A, Swan HJC (eds) Nitrates III. Springer, Berlin Heidelberg New York, p 202

    Google Scholar 

  • Simonetti I, de Caterina R, Marzilli M, de Nes M, FAbbate A (1983) Coronary vasodilation by nitrates is not mediated by the prostaglandin system: an angiographic and hemodynamic study Z Kardiol 72 [Suppl 3]:4(M5

    Google Scholar 

  • Sprague HB, White PD (1933) Nitroglycerin collapse - a potential danger in therapy. Report

    Google Scholar 

  • of three cases. Med Clin North Am 16:859–898

    Google Scholar 

  • Stauch M, Grewe N (1980) Die Wirkung von Isosorbiddinitrat, Isosorbid-2- und 5-Mononitrat auf das Belastungs-EKG und auf die Hamodynamik wahrend Vorhofstimulation bei Patienten mit Angina pectoris. In: Rudolph W, Schrey A (eds) Nitrate II. Urban and Schwarzenberg, Munich, p 378

    Google Scholar 

  • Stauch M, Grewe N, Nissen H (1975) Die Wirkung von 2- und 5-Isosorbidmononitrat auf das Belastungs-EKG von Patienten mit Koronarinsuffizienz. Verh Dtsch Ges Kreislaufforseh 41: 182–184

    CAS  Google Scholar 

  • Steele RJ, Burggraf GW, Parker JO (1975) Effects of isosorbide dinitrate on the response to atrial pacing in coronary heart disease. Am J Cardiol 36: 206–210

    PubMed  CAS  Google Scholar 

  • Steele PP, Rainwater J, Jensen D, Vogel RA, Battock D (1978) Isosorbide dinitrate-induced

    Google Scholar 

  • improvement in left ventricular ejection fraction during exercise in coronary arterial disease. Chest 74:526–529

    Google Scholar 

  • Stein RL, O’Brian JK, Irwin C, Townsend-Parchman JK, Hunter FE Jr (1980) Extension of the blood half-life of glyceryl trinitrate. Inhibition of glutathione organic nitrate ester reductase activity in the rat and guinea pig. Biochem Pharmacol 29: 1807–1813

    Google Scholar 

  • Steiner RW, Manoguerra AS (1980) Butyl nitrite and methemoglobinemia. Ann Intern Med 92: 570–571

    PubMed  CAS  Google Scholar 

  • Stewart DD (1905) Tolerance to nitroglycerin. JAMA 44: 1678–1679

    Google Scholar 

  • Stipe AA, Fink GB (1973) Prophylactic therapy of angina pectoris with organic nitrates. Relationship of drug efficacy and clinical experimental design. J Clin Pharmacol 13: 244–250

    Google Scholar 

  • Strauer BE (1975) Pharmakodynamik - Inotrope Wirkung von Nitraten am isolierten Ventrikelmyokard. In: Rudolph W, Siegenthaler W (eds) Nitrate I. Urban and Schwarzenberg, Munich, p 21

    Google Scholar 

  • Strauer BE, Scherpe A (1978) Ventricular function and coronary hemodynamics after intravenous nitroglycerin in coronary artery disease. Am Heart J 95 /2: 210–219

    PubMed  CAS  Google Scholar 

  • Strein K, Heboid G, Czerwek H, Bartsch W (1982) Differences in toxicity of isosorbide dinitrate and isosorbide 5-mononitrate ( Abstr ). Naunyn Schmiedebergs Arch Pharmacol [Suppl] 319: 76

    Google Scholar 

  • Strein K, Bartsch W, Sponer G, Müller-Beckmann B, Lexa P (1984) Differences in the nitrite

    Google Scholar 

  • ion formation and the toxicological findings between isosorbide dinitrate and isosorbide-5-mononitrate. Toxicol Appl Pharmacol 72:142–147

    Google Scholar 

  • Strohm WD, Rahn R, Cordes H-J, Kurtz W, Kober G (1983) Diameters of abdominal veins and arteries during nitrate therapy. Z Kardiol 72 [Suppl 3]: 56–61

    PubMed  CAS  Google Scholar 

  • Swain JL, Parker JP, McHale PA, Greenfield JC Jr (1979) Effects of nitroglycerin and propranolol on the distribution of transmural myocardial blood flow during ischemia in the absence of hemodynamic changes in the unanesthetized dog. J Clin Invest 63: 947–953

    PubMed  CAS  Google Scholar 

  • Symanski H (1952) Schwere Gesundheitsschadigungen durch berufliche Nitroglykoleinwirkung. Arch Hyg Bakteriol 136:139 ff

    Google Scholar 

  • Szekeres L, Voghy P, Bor P, Csete K (1978) Possible mode of action of nitroglycerin on heart mitochondria. Recent Adv Stud Cardiac Struct Metab 11: 495

    CAS  Google Scholar 

  • Taylor T, O’Kelly DA, Major RM, Darragh A, Chasseaud LF (1978) Plasma concentrations of isosorbide dinitrate after administration of increasing doses of a sustainedrelease formulation to human subjects. Arzneimittelforsch 28: 1426–1428

    PubMed  CAS  Google Scholar 

  • Taylor T, Chasseaud LF, Doyle E (1980) Pharmacokinetics of isosorbide dinitrate after intravenous infusion in human subjects. Biopharm Drug Dispos 2: 149–156

    Google Scholar 

  • Taylor T, Chasseaud LF, Major R, Doyle E (1981) Isosorbide-5-mononitrate pharmacokinetics in humans. Biopharm Drug Dispos 2: 255–263

    PubMed  CAS  Google Scholar 

  • Taylor T, Chasseaud LF, Doyle E, Bonn R, Darragh A, Lambe RF (1982) Isosorbide dinitrate pharmacokinetics. Arzneimittelforsch 32: 1329–1333

    PubMed  CAS  Google Scholar 

  • Thadani U, Kellerman D (1983) Interaction of indomethacin and nitroglycerin on hemodynamics and exercise tolerance in patients with angina pectoris. Z Kardiol 72 [Suppl 3]: 3 5–39

    Google Scholar 

  • Thadani U, Darke AC, Fung HL, Parker JO ( 1980 a) Dose response and duration of action of oral isosorbide dinitrate ( ISDN) during sustained therapy in angina pectoris. Am J Cardiol 45: 478

    Google Scholar 

  • Thadani U, Fung HL, Darke AC, Parker JO ( 1980 b) Oral isosorbide dinitrate in the treatment of angina pectoris. Dose response relationship and duration of action during acute therapy. Circulation 62: 491–502

    Google Scholar 

  • Thadani U, Manyari D, Parker JO, Fung HL ( 1980 c) Tolerance to the circulatory effects of oral isosorbide dinitrate. Its rate of development and cross tolerance to glyceryl trinitrate. Circulation 61: 526–535

    Google Scholar 

  • Thadani U, Fung HL, Darke AC, Parker JO (1982) Oral isosorbide dinitrate in angina pectoris: comparison of duration of action and dose–response relation during acute and sustained therapy. Am J Cardiol 49: 411–419

    PubMed  CAS  Google Scholar 

  • Thompson RH (1983) The clinical use of transdermal delivery–devices with nitroglycerin. Angiology 34: 23–31

    PubMed  CAS  Google Scholar 

  • Thoren PN, Donald DE, Shephard JT (1976) Role of heart and lung receptors with nonmedullated vagal afferent in circulatory control. Circ Res 38: 2–9

    PubMed  CAS  Google Scholar 

  • Tillmanns H, Steinhausen M, Leinberger H, Thederan H, Jauernig R, Kubler W (1981) Different effects of intracoronary and intravenous administration of nitroglycerin on the microcirculation of the ventricular myocardium of the cat and rat heart. In: Lichtlen PR, Engel HJ, Schrey A, Swan HJC (eds) Nitrates III. Springer, Berlin Heidelberg New York, p 141

    Google Scholar 

  • Uberbacher HJ, Steinorth G, Glocke M, Abshagen U (1983) An open, long-term, multicenter study of the antianginal efficacy and safety of isosorbide-5-mononitrate at low doses in patients with coronary heart disease. Pharmatherapeutica 3: 331–341

    PubMed  CAS  Google Scholar 

  • Vatner SF, Heyndrickx GR (1975) Mechanism of action of nitroglycerin: coronary, cardiac and systemic effects. In: Neddleman P (ed) Organic nitrates. Springer, Berlin Heidelberg New York, pp 131–161 (Handbook of experimental pharmacology, vol 40 )

    Google Scholar 

  • Vatner SF, Pagani M, Rutherford JD, Millard RW, Manders WT (1978) Effects of nitroglycerin on cardiac function and regional blood flow distribution in conscious dogs. Am J Physiol 234: 244–252

    Google Scholar 

  • Vatner SF, Pagani M, Manders WT, Pasipoularides AD (1980) Alpha adrenergic vasoconstriction and nitroglycerin vasodilation of large coronary arteries in the conscious dog. J Clin Invest 65: 5–14

    PubMed  CAS  Google Scholar 

  • Vohra J, Baker G, Ross D, Hunt D, Sloman G (1979) Duration of action of pentaerythritol trinitrate and nitroglycerine: a comparison using exercise performance and haemodynamic alterations. Aust NZ J Med 9: 554–560

    CAS  Google Scholar 

  • Volkmer F, Hochrein H (1977) Wirkung von Retard-Nitroglycerin auf den Pulmonalarteriendruck bei koronarer Herzkrankheit. Dtsch Med Wochenschr 102: 1458–1460

    PubMed  CAS  Google Scholar 

  • Wastila WB, Namm DH, Maxwell RA (1976) Comparison of the vascular effects of serveral organic nitrates in anesthetized rats and dogs after intravenous and intraportal administration. In: Bevan JA, Burnstock G, Johansson B, Needergaard OA (eds) Vascular neuroeffector mechanismus. 2nd international symposium, Odense 1975. Karger, Basel, pp 216–225

    Google Scholar 

  • Wei JY, Reid PR (1981) Relation of time course of plasma nitroglycerin levels to echocardiographic, arterial pressure and heart rate changes after sublingual administration of nitroglycerin

    Google Scholar 

  • nitroglycerin. Am J Cardiol 48:778–782

    Google Scholar 

  • Wendt RL (1972) Systemic and coronary vascular effects of the 2- and the 5-mononitrate esters of isosorbide. J Pharmacol Exp Ther 180: 732–742

    PubMed  CAS  Google Scholar 

  • Wilkes SB, Howe BB, Winbury MM (1975) Pentaerythritol trinitrate and glyceryl trinitrate on myocardial oxygen consumption and haemodynamics in the dog. Clin Exp Pharmacol Physiol 2: 517–528

    PubMed  CAS  Google Scholar 

  • Wilkinson CJ, Sanders JH (1980) Massive doses of nitroglycerin in a patient with variant angina. Anesth Analg (Cleve) 59: 707–709

    CAS  Google Scholar 

  • Wille HH, Sauer G, Tebbe U, Neuhaus KL, Kreuzer H (1980) Nitroglycerin and afterload: effects of aortic compliance and capacity of the Windkessel. Eur Heart J 1: 445–542

    PubMed  CAS  Google Scholar 

  • Willis WH, Russell RO, Mantle JA, Ratshin RA, Rackley CE (1976) Hemodynamic effects of isosorbide dinitrate vs nitroglycerin in patients with unstable angina. Chest 69: 15–21

    PubMed  Google Scholar 

  • Winbury MM (1964) Experimental approaches to the development of antianginal drugs. In: Garattini S, Shore PA (eds) Advances in pharmacology, vol 3. Academic, New York, pp 1–82

    Google Scholar 

  • Winbury MM, Howe BB, Hefner MA (1969) Effect of nitrates and other coronary dilators on large and small coronary vessels: an hypothesis for the mechanism of action of nitrates. J Pharmacol Exp Ther 168: 70–95

    PubMed  CAS  Google Scholar 

  • Winsor T, Berger HJ (1975) Oral nitroglycerin as a prophylactic antianginal drug: clinical, physiologic and statistical evidence of efficacy based on a three-phase experimental design. Am Heart J 90: 611–626

    PubMed  CAS  Google Scholar 

  • Winsor T, Kaye H, Mills B (1972) Hemodynamic response of oral long-acting nitrates: evidence of gastrointestinal absorption. Chest 62: 407–413

    PubMed  CAS  Google Scholar 

  • Wolf R, Beck OA, Guhl E, Hochrein H (1976) Hamodynamische und elektrokardiographische Langzeit-Nitratwirkung unter Frequenzbelastung bei koronarer Herzkrankheit. Z Kardiol 65: 435–444

    PubMed  CAS  Google Scholar 

  • Zelis R, Mason DT (1975) Isosorbide dinitrate. Effect on the vasodilator response to nitroglycerin. JAMA 234: 166–170

    PubMed  CAS  Google Scholar 

  • Zsoter TT, Henein NF, Wolchinsky C (1977) The effect of sodium nitroprusside on the uptake and efflux of 45Ca from rabbit and rat vessels. Eur J Pharmacol 45: 7–12

    PubMed  CAS  Google Scholar 

Download references

Authors

Editor information

Editors and Affiliations

Additional information

Dedicated with gratitude to Professor Dr. Helmut Kewitz on the occasion of his 65th birthday

Rights and permissions

Reprints and permissions

Copyright information

© 1985 Springer-Verlag Berlin Heidelberg

About this chapter

Cite this chapter

Abshagen, U. (1985). Organic Nitrates. In: Abshagen, U. (eds) Clinical Pharmacology of Antianginal Drugs. Handbook of Experimental Pharmacology, vol 76. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-69524-7_10

Download citation

  • DOI: https://doi.org/10.1007/978-3-642-69524-7_10

  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-642-69526-1

  • Online ISBN: 978-3-642-69524-7

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics