[Synthesis and antiulcer activity of 2-amino-8H-indeno[1,2-d]thiazole derivatives]

Yakugaku Zasshi. 1994 Jul;114(7):523-32. doi: 10.1248/yakushi1947.114.7_523.
[Article in Japanese]

Abstract

A series of 8H-indeno[1,2-d]thiazoles containing various N-substituted amino groups at the 2 position were synthesized by the reaction of 2-bromo-indanones and N-substituted thioureas. Their anti-ulcerous activity was evaluated. Alkylamino derivatives have a more potent inhibitory behavior on ethanol-induced gastric ulcers compared with arylamino derivatives. We also studied the effect of various substituents on the both benzene and pyridine ring of 2-pyridylamino derivatives on ethanol-induced gastric ulcers. However no clear effects were observed. Among 3-morpholinopropylamino derivatives, 5-isopropyl- (21) and 7-chloro-2-(3-morpholinopropyl)amino-8H-indeno[1,2-d]thiazole (25) showed a considerably stronger inhibitory behavior on hydrochloric acid-induced gastric ulcers than cetraxate hydrochloride. Furthermore, 3-morpholinopropylamino derivatives have potent inhibitory effects on gastric acid secretion in pylorus ligated rats.

Publication types

  • English Abstract

MeSH terms

  • Animals
  • Anti-Ulcer Agents / chemical synthesis*
  • Anti-Ulcer Agents / pharmacology*
  • Indenes / chemical synthesis*
  • Indenes / pharmacology*
  • Male
  • Rats
  • Rats, Wistar
  • Structure-Activity Relationship
  • Thiazoles / chemical synthesis*
  • Thiazoles / pharmacology*

Substances

  • Anti-Ulcer Agents
  • Indenes
  • Thiazoles