Journal of Pharmaceutical Sciences p. 1028 - 1031 (1992)
Update date:2022-07-30
Topics:
Lambert
Timmer
Walters
Hsu
The kinetics and mechanisms of the racemization and cyclization reactions of ibutilide are described. The cyclization reaction yields a bell-shaped rate-pH curve consistent with a change in rate-determining step. It is hypothesized that the hydroxyl group leaves to form a carbocation intermediate; this is followed by nucleophilic attack by the amine. This mechanism is supported by kinetic analysis, aniline trapping of carbocation intermediate, and observation of all four stereo-isomers of the resulting quaternary ammonium compound. Whereas racemization can also progress through the carbocation intermediate, a direct S(N)2 mechanism appears to be the major route for the racemization reaction.
View MoreShanghai Minstar Chemical Co., Ltd
website:http://www.minstargroup.com
Contact:86-21-18019205509
Address:BUILDING 8, NO.1098, CHUANSHA ROAD, SHANGHAI, CHINA
Huludao Tianqi Shengye Chemical Co.,Ltd.
Contact:0086 429 2075777
Address:Area B,Shipbuilding Industry Park,Beigang District,Huludao City,Liaoning prov.,China
Yicheng Goto Pharmaceuticals Co.,Ltd.
Contact:+86 710 3423122
Address:5th Floor,East Gate of Building #2,Servo-Industrial Park,1st Qilin Road,Xiangyang,Hubei,China
Melone Pharmaceutical Co., ltd
Contact:+86-411 82593920, 82593631
Address:No 232, JInma Roda, Development Zone, Dalian, China
Liaoyang Xinyou Chemical Products Co.,Ltd.
Contact:+86-419-5165433 13604191870
Address:Huishang Road6-1, Hongwei District, Liaoyang, Liaoning, China
Doi:10.1021/ic5011677
(2014)Doi:10.1021/op500395b
(2015)Doi:10.1016/S0022-1139(00)80037-8
(1993)Doi:10.1016/S0040-4039(98)00375-X
(1998)Doi:10.1021/ja01610a038
(1955)Doi:10.1016/j.molstruc.2018.12.073
(2019)