1-Aryl-3-azabicyclo [3.1. 0] hexanes, a new series of nonnarcotic analgesic agents

JW Epstein, HJ Brabander, WJ Fanshawe…

Index: Epstein, Joseph W.; Brabander, Herbert J.; Fanshawe, William J.; Hofmann, Corris M.; McKenzie, Thomas C.; et al. Journal of Medicinal Chemistry, 1981 , vol. 24, # 5 p. 481 - 490

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Citation Number: 70

Abstract

Hydroxyphenyl analogues 20, 22, and 24 were prepared by EtSNa-DMF ether cleavage of the corresponding methoxyphenyl analogues 2m, 2n, and 23, respectively, with the secondary amines 20 and 22 going through the N-formyl intermediates 19 and 21. The p- ethoxy analogue 26 was obtained by 0-ethylation of 19, followed by base hydrolysis of the amide 25. The greatest analgesic potency in mouse writhing and rat paw-pain assays was ...