Unsymmetrically substituted guanidines as potent histamine H 3-receptor antagonists

Abstract

Unsymmetrically trisubstituted and disubstituted guanidine derivatives of (1 H-imidazol-4-yl)alkyl amines were synthesized and investigated for histamine H 3-receptor activity. Electron-withdrawing substitution of the guanidino group resulted in antagonists with a potential prodrug character. The H 3-receptor selective N 1-cyclohexylmethyl-N 2-[3-(1 H-imidazol-4-yl)propyl]guanidine possesses a -log K i of 9.1.