SYNTHESIS AND PHARMACOLOGICAL EFFECTS OF OPTICALLY-ACTIVE 2-[4-(4-BENZHYDRYL-1-PIPERAZINYL)PHENYL]ETHYL METHYL 1,4-DIHYDRO-2,6-DIMETHYL-4-(3-NITROPHENYL)-3,5-PYRIDINEDICARBOXYLATE HYDROCHLORIDE

被引：0

作者：

ASHIMORI, A ^{[1
]}

UCHIDA, T ^{[1
]}

OHTAKI, Y ^{[1
]}

TANAKA, M ^{[1
]}

OHE, K ^{[1
]}

FUKAYA, C ^{[1
]}

WATANABE, M ^{[1
]}

KAGITANI, M ^{[1
]}

YOKOYAMA, K ^{[1
]}

机构：

[1] GREEN CROSS CO, DIV RES, 1180-1 SHODAIOTANI 2 CHOME, HIRAKATA, OSAKA 573, JAPAN

来源：

CHEMICAL & PHARMACEUTICAL BULLETIN | 1991年 / 39卷 / 01期

关键词：

1,4-DIHYDROPYRIDINE; CALCIUM ANTAGONIST; ANTIHYPERTENSIVE EFFECT; RECEPTOR BINDING ASSAY; OPTICALLY ACTIVE COMPOUND; AE0047;

D O I：

暂无

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Optically active 2-[4-(4-benzhydryl-1-piperazinyl)phenyl]ethyl methyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate [(S)-(+)-1 and (R)-(-)-1] hydrochlorides were synthesized with high optical purities from (R)-(-)- and (S)-(+)-1,4-dihydro-5-methoxycarbonyl-2,6-dimethyl-4-(3-nitrophenyl)-3-pyridinecarboxylic acids [(R)-(-)-6 and (S)-(+)-6], which are available from (+/-)-6 by optical resolution using quinidine and cinchondine, respectively. From pharmacological investigations of (S)-(+)-1 and (R)-(-)-1 such as the antihypertensive effect on spontaneously hypertensive rats and inhibition of [H-3]nimodipine binding to rat cardiac membrane homogenate, the active form of 1 was defined to be the (4S)-(+)-enantiomer of 1.

引用

页码：108 / 111

页数：4

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