Studies on cardiotonic agents. V. Synthesis of 1-(6,7-dimethoxy-4-quinazolinyl)piperidine derivatives carrying various 5-membered heterocyclic rings at the 4-position.
A series of 1-(6,7-dimethoxy-4-quinazolinyl)piperidines carrying various 5-membered heterocycles at the 4-position was synthesized and examined for cardiotonic activity in anesthesized dogs. The (4-oxo-2-thioxo-3-imidazolindinyl)amino derivatives showed the most potent inotropic activity. Marked loss of activity was observed in the 2,4-dihydro-3-thioxo-3H-1,2,4-triazolyl, the 2,4-dihydro-3-oxo-3H-pyrazolyl and the (2,3-dihydro-2-thioxo-3H-1,3,4-thiadiazol-5-yl)amino derivatives. The synthesis and structure-activity relationships are discussed.
Nomoto
Y
Y
Pharmaceutical Research Laboratories, Fuji, Kyowa Hakko Kogyo Co., Ltd., Japan.
Takai
H
H
Hirata
T
T
Teranishi
M
M
Ohno
T
T
Kubo
K
K
D000818:Animals; D002316:Cardiotonic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D004285:Dogs; D020105:Milrinone; D010880:Piperidines / Q000138:chemical synthesis* / Q000494:pharmacology; D011728:Pyridones / Q000494:pharmacology
D002316:Cardiotonic Agents; D010880:Piperidines; D011728:Pyridones; D020105:Milrinone