Studies on bi-heterocyclic compounds. II. 5-substituted thiazolones.
Reactions of 4-methyl-2(3H)-thiazolones (5) with various N-alkoxycarbonyl pyridinium salts (6a--f) led to (N-alkoxycarbonyl dihydropyridyl)thiazolones (7a--f), oxidation of which yielded a new class of 5-pyridylthiazolones (8a--f). These reactions were applied to the synthesis of other azaarylthiazolones. Some of these azaarylthiazolones, particularly 5-(4-pyridyl)thiazolones (8b, c) and 5-(4-quinolyl)thiazolones (14a,b), showed positive inotropic activity with little chronotropic effect on guinea pig left atria.
Yamazaki
H
H
Research Laboratory, Zenyaku Kogyo Co., Ltd., Tokyo, Japan.
Harada
H
H
Matsuzaki
K
K
Yoshioka
K
K
Takase
M
M
Ohki
E
E
D000818:Animals; D002316:Cardiotonic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D055598:Chemical Phenomena; D002621:Chemistry; D006168:Guinea Pigs; D066298:In Vitro Techniques; D009682:Magnetic Resonance Spectroscopy; D009200:Myocardial Contraction / Q000187:drug effects; D013844:Thiazoles / Q000138:chemical synthesis* / Q000494:pharmacology
D002316:Cardiotonic Agents; D013844:Thiazoles