Chemical and Pharmaceutical Bulletin p. 1188 - 1195 (1996)
Update date:2022-08-05
Topics:
Taniguchi, Kiyoshi
Miyao, Yasuhiro
Yamano, Katsuhiro
Yamamoto, Takao
Terai, Takao
Kusunoki, Takahiro
Tsubaki, Kazunori
Shiokawa, Youichi
We synthesized the racemates of five presumed metabolites (1b-f) of (s)- (-)-N-tert-butyl-4,4-diphenyl-2-cyclopentenylamine hydrochloride (FK584, S(- )-1a), a novel agent for the treatment of overactive detrusor syndrome, in order to confirm the structures of the metabolites and also to evaluate their inhibitory activity against detrusor contraction. (±)-N-tert-Butyl-4-(4- hydroxyphenyl)- and 4-(4-hydroxy-3-methoxyphenyl)-4-phenyl-2-cyclopentenyl- amines (1b-e) were synthesized via 5-(4-methoxyphenyl)- and 5-(4-benzyloxy- 3-methoxyphenyl)-5-phenyl-2-cyclopenten-1-one (9g, h), respectively. Compounds 1b-f prepared in this study were identical with the metabolites in human urine in gas chromatography mass spectrometry and analytical HPLC. The inhibitory activity of compounds 1b-f against detrusor contraction in vitro induced by electrical field stimulation in guinea-pigs was less potent than that of FK584.
View MoreContact:+86-18200374913
Address:Hongmei Road, No. 99
Shanghai Yudiao Chemistry Technology Co.,Ltd
Contact:0086-18964703211
Address:Building NO.5, NO.218,Rongtian Road,ganxiang town,Jinshan District,shanghai,201518,china
Tianjin Te-An Chemtech Co., Ltd.(expird)
Contact:+86-22-65378638
Address:A5-8, No.80 Haiyun Street, TEDA
website:http://www.lonwinchem.com
Contact:Tel: 86-21-59858395
Address:No#966,Huaxu Road,Shanghai 201702,P.R.China
website:http://www.oceanchem-group.com
Contact:86-536-8596048
Address:9th floor,Building B future Plaza, No.88.Fenghuang Street,Weifang,Shandong,China
Doi:10.1021/jm980179c
(1998)Doi:10.1515/HC.2007.13.2-3.161
(2007)Doi:10.1016/j.bmcl.2008.03.010
(2008)Doi:10.1007/BF00856063
()Doi:10.1016/j.tetlet.2008.02.156
(2008)Doi:10.1016/j.tetlet.2008.04.009
(2008)
