Chemical and Pharmaceutical Bulletin p. 616 - 622 (1998)
Update date:2022-08-31
Topics:
Hirakawa, Nobuhiko
Matsumoto, Hajime
Hosoda, Akihiko
Sekine, Akihiro
Yamaura, Tetsuaki
Sekine, Yasuo
We recently found that N-[3-[3- (piperidinomethyl)phenoxy]propyl]acetamide derivatives with a thioether function showed gastric anti-secretory and gastroprotective activities and that the thioether function (particularly furfurylthio or furfurylsulfinyl) was essential for gastroprotection. In the present study, a series of 2- furfurylthio and 2-furfurylsulfinyl acetamide derivatives were synthesized and evaluated for histamine H2 receptor antagonistic activity, gastric anti- secretory activity and gastroprotective action. Based on the structure of N- [3-[3-(piperidinomethyl)phenoxy]propyl]acetamide, we designed compounds, in which the 3-(piperidinomethyl)phenoxy part is substituted with many types of heteroaromatic ring attached to the tertiary amine and the propyl group is replaced with other carbon linkages. Structure-activity relationships are discussed. 2-Furfurylsulfinyl-N-[4-[4-(piperidinomethyl)-2-pyridyloxy]-(Z)- 2-butenyl]acetamide was the most potent among the tested compounds and was given the code designation FRG-8813.
View MoreQingdao S. H. Huanyu Imp. & Exp. Co., Ltd.
Contact:86-532-88250866
Address:Room 615, World Trade Centre Building B, Hongkong Middle Roda 6#, Qingdao, Shandong, China
Hebei Fulong Import & Export Co., Ltd.
Contact:86-311-87795661
Address:15A19 Zhongyuan Building,368 Youyi North Street,Shijiazhuang 050070,China
Shijiazhuang Haitian Amino Acid Co., Ltd.
Contact:+86-311-88908111
Address:Shijiazhuang Hebei province,China
Guangxi Nanning Guangtai Agriculture Chemical Co.,Ltd
Contact:+86-771-2311266
Address:Room703,Building12, Software Park Phase II,NO.68,Keyuan Road,Nanning City,Guangxi,China
Wuxi D-Stone International Co., Ltd.
Contact:+86-510-82740567
Address:21F Hengtong Int'l Centre, 215Zhongshan Road, Wuxi, Jiangsu,China
Doi:10.1039/a908426f
(2000)Doi:10.1016/j.bbagen.2019.129465
(2020)Doi:10.1002/bio.2893
(2015)Doi:10.1021/ja111280t
(2011)Doi:10.1002/recl.19871061006
(1987)Doi:10.1039/c8ra02445f
(2018)