European Journal of Medicinal Chemistry

N-Methyl-N-[trans-2-(1-pyrrolidinyl) cyclohexyl]-1-phenylcyclopropanecarboxylic amides—analogs of U50488 with much reduced opiate affinity and loss of κ- …

CY Cheng, HY Lu, FM Lee

Index: Cheng, CY; Lu, HY; Lee, FM European Journal of Medicinal Chemistry, 1991 , vol. 26, # 2 p. 125 - 128

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Citation Number: 3

Abstract

Abstract (±)-N-Methyl-N-[trans-2-(1-pyrrolidinyl) cyclohexyl]-1-phenylcyclopropanecarboxylic amide (1) and its dichloro analog (2) were synthesized. Compounds 1 and 2 are related to the κ-selective opiate U-50488 in that the benzylic methylene moiety in U-50488 has been replaced by a cyclopropane ring. As compared to U-50488, a 600-fold reduction in kappa- affinity was observed with these 2 compounds; while the reduction in μ-affinity was less ...