Inoue H, Ikesue K, Mizoguchi T
Tosu Research Laboratories, Hisamitsu Pharmaceutical Co. Inc., Saga, Japan.
Yakugaku Zasshi. 1994 Jul;114(7):523-32. doi: 10.1248/yakushi1947.114.7_523.
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.
通过2-溴茚酮与N-取代硫脲的反应合成了一系列在2位含有各种N-取代氨基的8H-茚并[1,2-d]噻唑。对它们的抗溃疡活性进行了评估。与芳基氨基衍生物相比，烷基氨基衍生物对乙醇诱导的胃溃疡具有更强的抑制作用。我们还研究了2-吡啶基氨基衍生物的苯环和吡啶环上各种取代基对乙醇诱导的胃溃疡的影响。然而，未观察到明显效果。在3-吗啉丙基氨基衍生物中，5-异丙基-（21）和7-氯-2-（3-吗啉丙基）氨基-8H-茚并[1,2-d]噻唑（25）对盐酸诱导的胃溃疡的抑制作用比盐酸西曲酸酯强得多。此外，3-吗啉丙基氨基衍生物对幽门结扎大鼠的胃酸分泌具有强效抑制作用。
