Skip to main content

Miscellaneous Compounds

  • Chapter

Part of the book series: Handbook of Experimental Pharmacology ((HEP,volume 68 / 2))

Abstract

The purpose of this chapter is to review work described in the recent chemical and biological literature on the miscellaneous compound types for which antiplasmodial activity is claimed, but which lie outside the main antimalarial series reviewed in the other chapters of this book. Most of the compounds described either have not been suitable for evaluation in man or have been insufficiently investigated for their activity in malaria to be definitively assessed. The chapter is divided into two sections, the first covering new work on established series for which the earlier data have already been adequately reviewed, and the second covering work on new series shown to have antiplasmodial activity. For most of the compounds discussed in this chapter only limited reports are available on their antimalarial properties, while some are found only as patent references for which testing details are often scanty.

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   129.00
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD   169.99
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

  • Abbott (1974) United States Patent 3821379

    Google Scholar 

  • Alving CR, Schneider I, Swartz GM, Steck EA (1979) Sporozoite induced malaria:therapeutic effects of glycolipids in liposomes. Science 205:1142–1144

    Article  PubMed  CAS  Google Scholar 

  • American Cyanamid (1971) South African Patent 7008675

    Google Scholar 

  • American Cyanamid (1973a) British Patent 1304164

    Google Scholar 

  • American Cyanamid (1973b) United States Patent 3749780

    Google Scholar 

  • American Cyanamid (1975) United States Patent 3901944

    Google Scholar 

  • Archer S, Osei-Gyimah P, Silbering S (1980) 4-[(Aminoalkyl)amino]-1,2-dimethoxynaphthalenes as antimalarial agents. J Med Chem 23:516–519

    Google Scholar 

  • Aron Samuel (1973) German Patent 2240887

    Google Scholar 

  • Ash Stevens (1972) United States Patent 3694498

    Google Scholar 

  • Bayer AG (1979) German Patent 2736064

    Google Scholar 

  • Bekhli AF, Kozyreva NP, Moshkovskii Sh D, Rabinovich SA, Maksakovskaya EV, Gladkikh VF (1977) Synthesis of benzo(g) quinoline derivatives XIV. New benzo(g)quinoline derivatives possessing antimalarial activity. Medskaya Parazit 46:71–72. (Trop Dis Bull 1977, 74, Abs. 2009)

    CAS  Google Scholar 

  • Chaykovsky M, Lin M, Rosowsky A, Modest EJ (1973) 2,4-Diamino-thieno [2,3-d]-pyrimidines as antifolates and antimalarials. 2. Synthesis of 2,4-diaminopyrido[4’,3’,4,5]thieno[2,3-d]pyrimidines and 2,4-diamino-8H-thiopyrano[4’,3’,4,5]thieno[2,3,d[pyrimidines. J Med Chem 16:188–191

    Article  PubMed  CAS  Google Scholar 

  • Christiaens A (1978) Belgian Patent 865704

    Google Scholar 

  • Ciba AG (1970) German Patent 1934172

    Google Scholar 

  • Ciba Geigy (1974) Swiss Patent 547820

    Google Scholar 

  • Ciba Geigy (1975) Netherlands Patent 7607204

    Google Scholar 

  • Ciba Geigy (1978) European Patent 3833

    Google Scholar 

  • Clyde DF, McCarthy VC, Miller RM (1974) Inactivity of RC-12 as a causal prophylactic and relapse inhibitor of Plasmodium vivax in man. Trans R Soc Trop Med Hyg 68:167–168

    Article  Google Scholar 

  • CM Industries (1977) French Patent 2327783

    Google Scholar 

  • Cranfield R, Goodford PJ, Norrington FE, Richards WHG, Sheppey GC, Williams SG (1974) The selection of arylamidinourea antimalarials by their predicted physicochemical properties. Br J Pharmacol 52:87–92

    PubMed  CAS  Google Scholar 

  • Das BP, Boykin DW (1977) Synthesis and antiprotozoal activity of 2,5 bis(4-guanylphenyl)furans. J Med Chem 20:531–536

    Article  PubMed  CAS  Google Scholar 

  • Ekanem OJ (1978) Has Azadirachta indica (Dongoyaro) any antimalarial activity? Niger Med J 8:8–10 (Trop Dis Bull 1979, 76:abs. 681)

    Google Scholar 

  • Elslager EF, Johnson J, Werbel LM (1973) Synthesis of 5,5’-[(3(Dimethylamino)-propyl)iminolbis[3(trichloromethyl)-1,2,4-thiadiazole] and related thiadiazoles as antimalarial agents. J Heterocycl Chem 10:611–622

    Article  CAS  Google Scholar 

  • Farbwerke Hoechst (1975) German Patent 2337474

    Google Scholar 

  • Foye WO, Lanzillo JJ, Lowe YH, Kauffman JM (1975) Synthesis and antimalarial activity of heterocyclic alkyl disulphides, thiosulphates and dithio acid derivatives. J Pharm Sci 64:211–216

    Article  PubMed  CAS  Google Scholar 

  • Garg HG, Singhai A, Mathur JML (1973) Synthesis and biological activity of 1,5-diphenyl4-arylazopyrazoles and 5,5-dimethylcyclohexane-1,2,3-trione bishydrazones. J Pharm Sci 62:494–496

    Article  PubMed  CAS  Google Scholar 

  • Geigy SA (1972) Netherlands Patent 7205668

    Google Scholar 

  • Gershon H, Krull IS (1979) Dipeptides of O-methyl-L-threonine as potential antimalarials. J Med Chem 22:877–879

    Article  PubMed  CAS  Google Scholar 

  • Gilbert D, Goodford PJ, Norrington FE, Weatherley BC, Williams SG (1975) Forecasting the antimalarial activities of arylamidinoureas from their measured physicochemical properties. Br J Pharmacol 55:117–124

    PubMed  CAS  Google Scholar 

  • Goodford PJ, Norrington FE, Richards WHG, Walls LP (1973) Predictions of the antimalarial activity of arylamidinoureas. Br J Pharmacol 48:650–654

    PubMed  CAS  Google Scholar 

  • Hamer M, Batzer OF, Moats MJ, Wu CC, Lira EP (1975) Synthesis of 2-pyridyl-atoluenesulphonates as antimalarials. J Pharm Sci 64:1961–1964

    Article  PubMed  CAS  Google Scholar 

  • Herrin TR, Pauvlik JM, Schuber EV, Geiszler AO (1975) Antimalarials. Synthesis and antimalarial activity of 1-(4-methoxy-cinnamoyl)-4-(5-phenyl-4-oxo-2-oxazol-in-2-yl)piperazine.J Med Chem 18:1216–1222

    Article  PubMed  CAS  Google Scholar 

  • Hoechst AG (1979) German Patent 2748333

    Google Scholar 

  • Hynes JB (1970) Hydroxylamine derivatives as potential antimalarial agents. 1. Hydroxamic acids. J Med Chem 13:1235–1237

    Article  PubMed  CAS  Google Scholar 

  • Hynes JB, Gratz RF (1972) Hydroxylamine derivatives as potential antimalarial agents. 3. 1,2,4-oxadiazoles. J Med Chem 15:1198–1200

    Article  PubMed  CAS  Google Scholar 

  • Johnson JL, Whitney B, Werbel LM (1980) Synthesis of 6-(arylthio)- and 6-(arylmethylthio)-1,2,4,5-tetrazine-3-amines and N-phenyl-and N-(phenylmethyl)-1,2,4,5-tetrazine3,6-diamines as potential antimalarial agents. J Heterocycl Chem 17:501–506

    Article  CAS  Google Scholar 

  • Kai YC, Li Y, Yu PL, Cheng YP, Wang TS, Chen IS, Li LC (1978) Studies on the active principles of Shian-Ho-Tsao. IV. Synthesis of the analogues of agrimol. Hua Hsueh Hsueh Pao 36:143–148 (Chem Abs 89:197115)

    Google Scholar 

  • Klayman DL, Bartosevich JF, Griffin TS, Mason CJ (1979a) 2-Acetylpyridine thiosemicarbazones 1. A new class of potential antimalarial agents. J Med Chem 22:855–862

    Article  PubMed  CAS  Google Scholar 

  • Klayman DL, Scovill JP, Bartosevich JF, Mason CJ (1979b) 2-Acetylpyridine thiosemicarbazones 2. N4N4-Disubstituted derivatives as potential antimalarial agents. J Med Chem 22:1367–1373

    Article  CAS  Google Scholar 

  • Langer BW, Canfield CJ (1971) Methionine analogue metabolism in malaria. Trans R Soc Trop Med Hyg 65:100–101

    Article  PubMed  CAS  Google Scholar 

  • Levy MR, Chou SC (1975) Inhibition of macromolecular synthesis in the malarial parasites by inhibitors of proteolytic enzymes. Experientia 31:52–54

    Article  PubMed  CAS  Google Scholar 

  • Li Y, Yu PL, Chen YX, Li LQ, Gai YZ, Wang DS, Zheng YP (1979) Synthesis of some derivatives of artemisinine.Kexue Tongbao 24:667–669 (Chem Abs 91:211376:Trop Dis Bull 77:Abs 1724 )

    Google Scholar 

  • Markley LD, Van Heertum JC, Doorenbos HE (1972) Antimalarial activity of Clopidol, 3,5-dichloro-2,6-dimethyl-4-pyridinol and its esters, carbonates and suphonates. J Med Chem 15:1188–1189

    Article  PubMed  CAS  Google Scholar 

  • McCaustland DJ, Chien PL, Cheng CC (1973) Deaza analogues of some 4-, 6-, and 8aminoquinolines. J Med Chem 16:1311–1314

    Article  PubMed  CAS  Google Scholar 

  • McCaustland DJ, Chien PL, Burton WH, Cheng CC (1974) A structural modification study of the antimalarial 2-(p-chlorophenyl)-2-(4-piperidyl)tetrahydrofuran. J Med Chem 17:993–1000

    Article  PubMed  CAS  Google Scholar 

  • McCormick GJ, Canfield CJ, Willet GP (1974) In vitro antimalarial activity of nucleic acid precursor analogues in the simian malaria Plasmodium knowlesi. Antimicrob Agents Chemother 16:16–21

    Google Scholar 

  • Merck (1976) United States Patent 4173631

    Google Scholar 

  • Merck (1977) United States Patent 4053602

    Google Scholar 

  • Merck (1978) United States Patent 4091094

    Google Scholar 

  • Nickel P, Fink E (1972) Antimalarial 6-aminoquinolines III. 1,2,3,4-Tetrahydro-6-ammoquinolines. Arch Pharm Ber Dtsch Pharm Ges 305:442–448

    Article  CAS  Google Scholar 

  • Nickel P, Fink E (1976) Antimalarial 6-aminoquinolines V. 2-, 3-, and 4-mono-, di-and trimethyl derivatives of 6-(4-diethylamino- 1 -methyl butylamino)-5,8-dimethoxyquinoline. Justus Liebigs Ann Chem p. 367–382

    Google Scholar 

  • Omar MS, Collins WE (1974a) The antimalarial activity of RC-12 against gametocytes and sporogony of Plasmodium cynomolgi. Trans R Soc Trop Med Hyg 67:423–424

    Article  Google Scholar 

  • Omar MS, Collins WE (1974b) Studies on the antimalarial effects of RC-12 and WR 14997 on the development of Plasmodium cynomolgi in mosquitoes and rhesus monkeys. Am J Trop Med Hyg 23:339–349

    PubMed  CAS  Google Scholar 

  • Peters W (1980) Antimalarial studies on Qinghaosu. Trop Dis Bull 77:555–558 (Abstract of paper in Chinese Medical Journal 92:811–816)

    Google Scholar 

  • Peters W, Pietrowska H, Serafin B, Urbanski T (1975) Antimalarial compounds XIII. New derivatives of phenylchloromethyl-sulphone. Pol J Pharmacol Pharm 27:283–287

    PubMed  CAS  Google Scholar 

  • Raether W, Fink E (1979) Antimalarial activity of Floxacrine (Hoe 991). Studies on blood schizonticidal action of floxacrine against P. berghei, P. vinckei and P. cynomolgi. Ann Trop Med Parasitol 73:505–526

    PubMed  CAS  Google Scholar 

  • Razdan RK, Bruni RJ, Mehta AC, Weinhardt KK, Papanastassiou ZB (1978) A new class of antimalarial drugs:Derivatives of benzothiopyrans. J Med Chem 21:643–649

    Article  PubMed  CAS  Google Scholar 

  • Richards WHG, Williams SG (1975) Malaria studies in vitro III. The protein synthesising activity of P. falciparum in vitro after drug treatment in vivo. Ann Trop Med Parasitol 69:135–140

    PubMed  CAS  Google Scholar 

  • Scheibel LW, Adler A (1980) Antimalarial activity of selected aromatic chelators. Mol Pharmacol 18:320–325

    PubMed  CAS  Google Scholar 

  • Scheibel LW, Adler A, Trager W (1979) Tetraethylthiuram disulphide (Antabuse) inhibits the human malaria parasite Plasmodium falciparum. Proc Nat Acad Sci USA 76:5303–5307

    Article  PubMed  CAS  Google Scholar 

  • Schmidt LH (1979) Antimalarial properties of Floxacrine, a dihydroacridinedione derivative. Antimicrob Agents Chemother 16:475–485

    PubMed  CAS  Google Scholar 

  • Shoeb HA, Korkor MI, Tammam GH (1978) Synthesis and molluscicidal activity evaluation of some nitroquinolines. Pharmazie 33:581–583

    PubMed  CAS  Google Scholar 

  • Stogryn EL (1971) Antimalarials related to aminopyrocatechol dialkyl ethers. Conformational effects. J Med Chem 14:171–173

    Article  PubMed  CAS  Google Scholar 

  • Tang SR, Wu YF, Fang CS (1980) Isolation and identification of the antimalarial constituents of Gynura segetum (Lour). Merr. Chung Ts’ao Yao 11:193–195 (Chem Abs 94:36187)

    Google Scholar 

  • Temple C Jr, Rose JD, Montgomery JA (1974a) Amodiaquine analogues. Synthesis of 6[[3-(N,N diethylamino)-methyl-4-hydroxy]anilino] 5,8-dimethoxy-2,4-dimethylquinoline and related compounds. J Med Chem 17:972–977

    Article  PubMed  CAS  Google Scholar 

  • Temple C Jr, Rose JD, Montgomery JA (1974b) Synthesis of potential antimalarial agents. Preparation of some 6-amino-5,8-dimethoxyquinolines and the corresponding 6-amino5,8-quinolinediones. J Med Chem 17:615–619

    Article  PubMed  CAS  Google Scholar 

  • Thu NV, Kim NV, Nhu TV, Hoan DB, Mai TM, Thanh DT (1979) Effectiveness of Brucea sumatrana plant against malaria. Duoc Hoc 4:15–17 (from Chem Abs 92:191396)

    Google Scholar 

  • Trager W, Robert-Gero M, Lederer E (1978) Antimalarial activity of S-isobutyl adenosine against Plasmodium falciparum in culture. FEBS Lett 85:264–266

    Article  PubMed  CAS  Google Scholar 

  • Trager W, Tershakovec M, Chiang PK, Canton GL (1980) Plasmodium falciparum:Antimalarial activity in culture of Sinefungin and other methylation inhibitors. Exp Parasitol 50:83–89

    Article  PubMed  CAS  Google Scholar 

  • US Secretary of the Army (1973) United States Patent 3733319

    Google Scholar 

  • Wellcome Foundation (1974 a) British Patent 1366855

    Google Scholar 

  • Wellcome Foundation (1974 b) German Patent 2537122

    Google Scholar 

  • Wellcome Foundation (1977) British Patent 1476422

    Google Scholar 

  • Wellcome Foundation (1980) European Patent 7529

    Google Scholar 

  • Werbel LM, McNamara DJ, Colbrey N, Johnson JL, Degnan MJ, Whitney B (1979) Antimalarial drugs 42. Synthesis and antimalarial effects of N,N-dialkyl-6-(substitutedphenyl)-1,2,4,5-tetrazine-3-amines. J Heterocycl Chem 16:881–894

    Article  CAS  Google Scholar 

  • Yan .SJ, Burton WH, Chien PL, Cheng CC (1978) Potential causal prophylactic antimalarial agents. Synthesis of quinoxaline, benzimidazole and alkoxybenzene derivatives containing a novoldiamine moiety. J Heterocycl Chem 15:297–300

    Article  CAS  Google Scholar 

  • Zayed A, Zoorob HH, El-Wassimi MT (1978) Novel substituted quinolines with possible antimalarial activity. Pharmazie 33:572–575

    PubMed  CAS  Google Scholar 

  • Zheng XY, Xia Y, Gao FH, Guo HZ, Chen C (1979) Synthesis of 7351, a new antimalarial drug. Yao Hsueh Hsueh Pao 14:736–736 (Chem Abs 93:132397)

    PubMed  CAS  Google Scholar 

Download references

Authors

Editor information

Editors and Affiliations

Rights and permissions

Reprints and permissions

Copyright information

© 1984 Springer-Verlag Berlin Heidelberg

About this chapter

Cite this chapter

Warburton, D. (1984). Miscellaneous Compounds. In: Peters, W., Richards, W.H.G. (eds) Antimalarial Drug II. Handbook of Experimental Pharmacology, vol 68 / 2. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-69254-3_15

Download citation

  • DOI: https://doi.org/10.1007/978-3-642-69254-3_15

  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-642-69256-7

  • Online ISBN: 978-3-642-69254-3

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics