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

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.

• Authors: H Inoue, K Ikesue, T Mizoguchi
• Journal: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan (Yakugaku Zasshi) Vol. 114 Issue 7 Pg. 523-32 (Jul 1994) ISSN: 0031-6903 [Print] Japan
• PMID: 7932097 (Publication Type: English Abstract, Journal Article)

Chemical References

• Anti-Ulcer Agents
• Indenes
• Thiazoles

Topics

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