Journal of Medicinal Chemistry p. 1215 - 1220 (1988)
Update date:2022-08-03
Topics:
Adelstein, Gilbert W.
Yen, Chung H.
Haack, Richard A.
Yu, Stella
Gullikson, Gary
et al.
A series of substituted 2-<(2-benzimidazolylsulfinyl)methyl>anilines were synthesized as potential inhibitors of the acid secretory enzyme H+/K+ ATPase.Substitutions on the aniline nitrogen atom resulted in potent enzyme inhibition in vitro but weak activity in gastric fistula dogs.Electron-donating substituents on the aniline ring enhanced in vitro and in vivo potency relative to the unubstituted analogue.The potency showed a correlation to the calculated pKa of the aniline nitrogen atom.Substitutions on the aniline and benzimidazole rings did not further enhance potency.Di- and trisubstituted aniline derivatives were potent inhibitors of the enzyme system.The preferred combination of substituents were a methoxy group on the benzimidazole ring and a single alkyl group on the aniline ring.One such compound, 76, was an effective inhibitor of acid secretion in the dog and was selected for further pharmacological study.
View MoreNINGBO YINZHOU PRECISE COLOR CO.,LTD.
Contact:86-574-88139809 86-574-83033159
Address:Qiming Road,Yinzhou,Ningbo,China
Longhui qunfeng Chemical Co., Ltd
Contact:86-731-82173407
Address:South-east Industrial Park, Longhui County, Hunan Province, China
Chengdu ZY Biochemical Technology Co., LTD
Contact:0086-28-88680086
Address:170 Qingpu Road, Shouan Town, Pujiang County
Shanghai Yuking Water Soluble Material Tech Co., Ltd
Contact:86-21-68286299
Address:4F, 13B, No. 600, South Xinyuan Road 201306, Shanghai, China
Wuhan Better Organic Technology Inc.
Contact:13307163183
Address:Wuhan Economic&Technology Development Zone, Hubei
Doi:10.1021/acs.orglett.6b02868
(2016)Doi:10.1016/S0022-1139(00)80529-1
(1986)Doi:10.1021/ja020505k
(2002)Doi:10.1016/S0040-4039(02)00459-8
(2002)Doi:10.1021/ja026936k
(2002)Doi:10.1016/S0040-4039(02)00533-6
(2002)