Hypotensive and antinociceptive effects of ether-linked and relatively non-pungent analogues of N-nonanoyl vanillylamide

IJ Chen, JM Yang, JL Yeh, BN Wu, YC Lo…

Index: Chen; Yang; Yeh; Wu; Lo European Journal of Medicinal Chemistry, 1992 , vol. 27, # 3 p. 187 - 192

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Citation Number: 44

Abstract

Abstract N-nonanoyl vanillylamide (1) is a synthetic substitute of capsaicin (2), a pungent principle in red pepper. 1 was reacted with succinic anhydride, 3-chloro-1, 2-propanediol, sodium chloroacetate, and 2-chloroethanol to furnish N-nonanoyl vanillylamide-4-succinyl ester (3), N-nonanoyl vanillylamide-4-glyceryl ether (4), sodium N-nonanoyl vanillylamide-4- O-acetate (5) and N-nonanoyl vanillylamide-4-glycol ether (6), respectively. A 3, 4- ...