Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Phosphorus containing other than solely as part of an...
Patent
1996-06-04
1998-09-15
Ambrose, Michael G.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Phosphorus containing other than solely as part of an...
514 23, 514 24, 514439, 514517, 514509, 536 187, 536 55, 549 40, 558175, 558480, 558484, 558485, 560309, C07C 38102, C07C20304, A61K 31255, A61K 3166, A61K 3139, A61K 3121, C07F 940, C07D32704
Patent
active
058078479
ABSTRACT:
Aliphatic Nitrate esters having a sulfur or phosphorus atom .beta. or .gamma. to a nitrate group having efficacy as vasodilators are described. Preferred nitrate esters may be synthesized by nitration of a 3-bromo-1,2-propanediol, and subsequent reaction to yield the desired mono, di or tetra nitrate ester.
REFERENCES:
patent: 4801596 (1989-01-01), Simon et al.
patent: 4863949 (1989-09-01), Simon et al.
patent: 5049694 (1991-09-01), Bron et al.
patent: 5284872 (1994-02-01), Sandrock et al.
patent: 5428061 (1995-06-01), Sandrock et al.
Database CAPLUS on STN, Chemical Abstracts Service, (Columbus, Ohio), Acc. No. 1990:430989, JP 01-304353 (Sumitomo Chemical), abstract, 1990.
Database CAPLUS on STN, Chemical Abstracts Service, (Columbus, Ohio), Acc. No. 1977:166380, JP 51-125750 (Misato et al.), abstract, 1990.
Artz, J.D., Yang, K., Lock, J., Sanchez, C., Bennett, B.M., and Thatcher, G.R.J., "Reactivity of thionitrate ester: putative intermediates in nitrovasodilator activity", Chem. Commun. 927-928 (1996).
Bennett, B.M., McDonald, B.J., Nigam, R., and Simon, W.C., "Biotransformation of organic nitrates and vascular smooth muscle cell function", Trends in Pharmacol. Sci. 15: 245-249 (1994).
Cameron, D.R., Borrajo, A.M.P., Bennett, B.M., and Thatcher, G.R.J., "Organic nitrates, thionitrates, peroxynitrites, and nitric oxide: a molecular orbital study of RXNO.sub.2 .revreaction. RXONO (X=O,S) rearrangement, a reaction of potential biological significance", Can. J. Chem. 73: 1627-1638 (1995).
Chong, S., and Fung, H.-L., "Biochemical and pharmacological interactions between nitroglycerin and thiols. Effects of thiol structure on nitric oxide generation and tolerance reversal", Biochem. Pharm. 42: 1433-1439 (1991).
Feelisch, M., "Biotransformation to nitric oxide of organic nitrates in comparison to other nitrovasodilators", Eur. Heart J., 14: 123-132 (1993).
Fung, H-L., "Nitrate therapy: is there an optimal substance and formulation"Eur. Heart J., 12: 9-12 (1991).
Kojda, G., Feelisch, M., and Noack, E., "Sulfhydryl-containing nitrate esters: a new class of nitric oxide donors", Cardiovasc. Drug Rev. 13:275-288 (1995).
Yang, K., Artz, J.D., Lock, J., Sanchez, C., Bennett, B.M., Fraser, A.B., and Thatcher, G.R.J., "Synthesis of novel organic nitrate esters: guanylate cyclase activation and tissue relaxation", J. Chem. Soc., Perkin Trans. 1, 1073-1075 (1996).
Yeates, R.A., "Possible mechanisms of activation of soluble guanylate cyclase by organic nitrates", Arzneim-Forsch./Drug Res. 42(II): 1314-1317 (1992).
Yeates, R.A. Lauren, H., and Leitold, M., "The reaction between organic nitrates and sulfhydryl compounds", Mol. Pharm. 28: 555-559 (1985).
Zanzinger, J., Feelisch, M., and Bassenge, E., "Novel organic nitrates are potent dilators of large coronary arteries with reduced development of tolerance during long-term infusion in dogs: role of the sulfhydryl moiety", J. Cardiovas. Pharm., 23: 772-778 (1994).
Bennett Brian M.
Thatcher Gregory R. J.
Ambrose Michael G.
Hicks Richard J.
Queen's University at Kingston
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