2‐Aryl‐substituted, benzo‐anellated 5‐membered heterocyclic compounds as potentially active substances for the cardiovascular system: 1,3‐Benzothiazolyl‐ and 1,3‐benzoxazolylbenzylphosphonates | Zendy

Rose Ulrich | Zendy

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2‐Aryl‐substituted, benzo‐anellated 5‐membered heterocyclic compounds as potentially active substances for the cardiovascular system: 1,3‐Benzothiazolyl‐ and 1,3‐benzoxazolylbenzylphosphonates

Author(s) -

Rose Ulrich

Publication year - 1992

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570290245

Subject(s) - chemistry , benzothiazole , aryl , phosphonate , stereochemistry , ring (chemistry) , inotrope , halogenation , medicinal chemistry , organic chemistry , medicine , alkyl

In the course of investigations on structure‐activity relationships of calcium antagonists analogous to fostedil, a series of 2‐aryl‐ and 2‐arylvinyl‐substituted 1,3‐henzothiazoles and 1,3‐benzoxazoles bearing a phosphonate group on the phenyl ring has been synthesized by cyclization, bromination, and subsequent Michaelis‐Arbuzow reaction. Pharmacological investigations on isolated organs from guinea pigs revealed both negative inotropic effects and a relaxing action on smooth musculature; these activities were particularly pronounced in the 1,3‐benzothiazole compound group.

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