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Survey of toxicological investigations of azapropazone

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Azapropazone

Abstract

The development of azapropazone more than twenty years ago was initiated by the discovery of compounds of the 1,2-dihydro-1,2,4-benzotriazine group with marked anti-inflammatory effect. The majority of those compounds proved, however, to the rather toxic in investigations carried out in the rat. The observation that fussing alkylmalonic acids at the 1,2 position of benzotriazine reduces the toxicity of these substances without diminishing their anti-inflammatory effect was therefore a decisive step forward

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References

  1. Jahn, U and Adrian, RW (1969). Pharmakologische und toxikologische Prüfung des neuen Antiphlogistikums Azapropazon = 3-Dimethylamino-7-methyl-1,2-(n-propylmalonyl)-1,2-dihydro-1,2,4-benzotriazin. Arzneim-Forsch/Drug Res, 19, 36–52

    CAS  Google Scholar 

  2. Julou, L, Guyonnet, J-C, Ducrot, R et al. (1971). Etude des propriétés pharmacologiques d’un nouvel anti-inflammatoire, l’acide (benzoyl-3-phenyl)-2-propionique (19583 RP). J Pharmacol (Paris), 2, 259–86

    Google Scholar 

  3. Menasse, R, Hedwall, PR, Kraetz, J et al. (1978). Pharmacological properties of diclofenac sodium and its metabolites. Scand J Rheumatology, Suppl. 22, 5–16

    Article  CAS  Google Scholar 

  4. Schiantarelli, P and Cadel, S (1981). Piroxicam pharmacologie activity and gastrointestinal damage by oral and rectal route. Comparison with oral indomethacin and Phenylbutazone Arzneim-Forsch/Drug Res, 31, 87–92

    CAS  Google Scholar 

  5. Roszkowski, AP, Rooks, WH, Tomolonis, AJ and Miller, LM (1971). Anti-inflammatory and analgesic properties of d-2(6′-methoxy-2′-naphthyl)-propionic acid (naproxen). J Pharmacol Exp Ther, 179, 114–23

    PubMed  CAS  Google Scholar 

  6. Cioli, V, Putzolu, S, Rossi, V and Carradino, C (1980). A toxicological and pharmacological study of ibuprofen guaiaeol ester (AF 2259) in the rat. Tox Appl Pharmacol, 54, 332–9

    Article  CAS  Google Scholar 

  7. Vale, JA and Meredith, TJ (1986). Acute poisoning due to non-steroidal anti-inflammatory drugs. Clinical features and management. Medical Toxicology, 1, 12–31

    PubMed  CAS  Google Scholar 

  8. Wazeter, FX and Goldenthal, EI (1974). AHR-3018, eight week tolerance study in rats. Unpublished data on file Siegfried Ltd., Doc. No. 4779

    Google Scholar 

  9. Wazeter, FX and Goldenthal, EI (1977). AHR-3018, twenty-four month oral toxicity study in rats. Unpublished data on file Siegfried Ltd., Doc. No. 1892

    Google Scholar 

  10. Jahn, U and Adrian, RW (1967). Toxicological studies in dogs with Mi85-Di. Unpublished data on file Siegfried Ltd., Doc. No. 1206

    Google Scholar 

  11. Adrian, RW (1970). Bericht über eine orale 6 montatige Toxizitätsprüfung mit Mi85-Di an Beagle-Hunden. Unpublished data on file Siegfried Ltd., Doc. No. 0705

    Google Scholar 

  12. Wazeter, FX and Goldenthal, EI (1975a). AHR-3018, twelve month oral toxicity study in dogs. Unpublished data on file Siegfried Ltd., Doc. No. 2444

    Google Scholar 

  13. Heywood, R, Squires, PF, Street, AE and Hague, PH (1972). Oral toxicity study in baboons (repeated dosage for 26 weeks). Unpublished data on file Siegfried Ltd., Doc. No. 1211

    Google Scholar 

  14. Wazeter, FX and Goldenthal, EI (1975b). AHR-3018, twelve month oral toxicity study in monkeys. Unpublished data on file Siegfried Ltd., Doc. No. 4777

    Google Scholar 

  15. Jahn, U, Relier, J and Schatz, F (1973). Pharmakokinetische Untersuchungen mit Azapropazon bei Tieren. Arzneim-Forsch/Drug Res, 23, 660–6

    CAS  Google Scholar 

  16. Klatt, C and Koss, FW (1973). Pharmacokinetics of 14C-azapropazone in rats. Arzneim-Forsch/Drug Res, 23, 913–9

    CAS  Google Scholar 

  17. Varney, P (1981). Azapropazone: 14 day (intravenous administration) tolerated dose study in the baboon. Unpublished data on file Siegfried Ltd., Doc. No. 4070

    Google Scholar 

  18. Ito, R, Nakagawa, S and Daikuhava, K (1969). A study on teratogenic activity of azapropazone, a new anti-inflammatory agent. Medical Treatment, 2, 38–47

    Google Scholar 

  19. Adrian, RW (1970a). Report on teratologie testing of Mi85 in rats. Unpublished data on file Siegfried Ltd., Doc. No. 0538

    Google Scholar 

  20. Wazeter, FX and Goldenthal, EI (1975c). AHR-3018, teratology study in rats. Unpublished data on file Siegfried Ltd., Doc. No. 2150

    Google Scholar 

  21. Adrian, RW (1970b). Teratological tests conducted with Mi85 on rabbits. Unpublished data on file Siegfried Ltd., Doc. No. 0539

    Google Scholar 

  22. Wazeter, FX and Goldenthal, EI (1975d). AHR-3018, teratology study in rabbits. Unpublished data on file Siegfried Ltd., Doc. No. 2149

    Google Scholar 

  23. Adrian, RW (1973). Reproduktionstoxikologische Untersuchungen mit Azapropazon an Ratten. Arzneim-Forsch/Drug Res, 23, 658–60

    CAS  Google Scholar 

  24. Wazeter, FX and Goldenthal, EI (1975e). AHR-3018, fertility and general reproductive performance study in rats. Unpublished data on file Siegfried Ltd., Doc. No. 2148

    Google Scholar 

  25. Wazeter, FX and Goldenthal, EI (1975f). AHR-3018, perinatal and postnatal study in rats. Unpublished data on file Siegfried Ltd., Doc. No. 1503

    Google Scholar 

  26. Adrian, RW and Jahn, U (1969). Prüfung von Dimetacrin und Azapropazon in einem Carcinogentest an Mäusen. Arzneim-Forsch/Drug Res, 19, 1997–8

    CAS  Google Scholar 

  27. Wazeter, FX and Goldenthal, EI (1976). AHR-3018, eighteen month oral carcinogenic study in mice. Unpublished data on file Siegfried Ltd., Doc. No. 1891

    Google Scholar 

  28. Stadler, JC (1988). Oncogenicity study with azapropazone, eighteen-month feeding study in mice. Unpublished data on file Siegfried Ltd., Doc. No. 6196

    Google Scholar 

  29. Prejean, JD (1981). A carcinogenicity bioassay of apazone in the rat. Unpublished data on file Siegfried Ltd., Doc. No. 4052

    Google Scholar 

  30. Rainsford, KD (1977). Comparison of the gastric ulcerogenic activity of new non-steroidal anti-inflammatory drugs in stressed rats. Br J Pharmacol, 73, 79c–80c

    Google Scholar 

  31. Peskar, BM, Rainsford, K, Brune, K and Gerok, W (1981). Effekt nichtsteroidartiger Antiphlogistika auf Plasma- und Magenmukosakonzentrationen von Prostaglandinen. Verh Dtsch Ges Inn Med, 87, 833–8

    CAS  Google Scholar 

  32. Rainsford, KD (1982). An analysis of the gastro-intestinal side effects of non-steroidal anti-inflammatory drugs, with particular reference to comparative studies in man and laboratory species. Rheumatol Int, 2, 1–10

    Article  PubMed  CAS  Google Scholar 

  33. Jahn, U (1985). Vergleich der antiphlogistischen und ulzerogenen Wirkung von Azapropazon und von neueren nichtSteroiden Antiphlogistika bei Ratten. Arthritis & Rheuma, 7, 21–7

    CAS  Google Scholar 

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Authors
  1. U. Jahn
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Editors and Affiliations

  1. Department of Biomedical Sciences, McMaster University Faculty of Health Sciences, 1200 Main St W, Hamilton, Ontario, L8N 3Z5, Canada

    K. D. Rainsford

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© 1989 Kluwer Academic Publishers

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Jahn, U. (1989). Survey of toxicological investigations of azapropazone. In: Rainsford, K.D. (eds) Azapropazone. Springer, Dordrecht. https://doi.org/10.1007/978-94-009-0713-3_3

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  • DOI: https://doi.org/10.1007/978-94-009-0713-3_3

  • Publisher Name: Springer, Dordrecht

  • Print ISBN: 978-94-010-6806-2

  • Online ISBN: 978-94-009-0713-3

  • eBook Packages: Springer Book Archive

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