Histamine H1 receptor ligands. Part II. Synthesis and in vitro pharmacology of 2-[2-(phenylamino)thiazol-4-yl]ethanamine and 2-(2-benzhydrylthiazol-4-yl)ethanamine derivatives

• Published in: Farmaco (Società chimica italiana : 1989) 2000-09, Vol.55 (9-10), p.569-574
• Main Authors: WALCZYNSKI, Krzysztof, GURYN, Roman, ZUIDERVELD, Obbe P, ZHANG, Ming-Qiang, TIMMERMAN, Henk
• Format: Article
• Language: English
• Subjects: Animals; Biological and medical sciences; Ethylamines - chemical synthesis; Ethylamines - chemistry; Ethylamines - pharmacology; Guinea Pigs; Histamine and antagonists. Allergy; Histamine Antagonists - chemical synthesis; Histamine Antagonists - chemistry; Histamine Antagonists - pharmacology; Ligands; Male; Medical sciences; Molecular Structure; Pharmacology. Drug treatments; Receptors, Histamine H1 - metabolism; Thiazoles - chemical synthesis; Thiazoles - chemistry; Thiazoles - pharmacology
• ISSN: 0014-827X; 1879-0569
• DOI: 10.1016/S0014-827X(00)00087-2

New 2-[2-(phenylamino)thiazol-4-yl]ethanamine and 2-(2-benzhydrylthiazol-4-yl)ethanamine derivatives were prepared and tested in vitro as H1 receptor antagonists. The compounds with 2-phenylamino substitution with meta-halide substituents at the phenyl ring, showed weak H1-antagonistic activity (pA2: 4.62-5.04) and this activity was completely lost in the case of meta-methyl substituent (pA2 < 4). When the phenylamino group was replaced by benzhydryl groups of classic antihistamines, the resulting compounds exhibited slightly improved H1-antagonistic activity (at the meta-position pA2: 6.38-6.15; at the para-position pA2: 6.04-5.87).