The synthesis and characterization of BMS-204352 (MaxiPost™) and related 3-fluorooxindoles as openers of maxi-K potassium channels

被引：140

作者：

Hewawasam, P

Gribkoff, VK

Pendri, Y

Dworetzky, SI

Meanwell, NA

Martinez, E

Boissard, CG

Post-Munson, DJ

Trojnacki, JT

Yeleswaram, K

Pajor, LM

Knipe, J

Gao, Q

Perrone, R

Starrett, JE

机构：

[1] Bristol Myers Squibb Co, Pharmaceut Res Inst, Dept Chem, Wallingford, CT 06492 USA

[2] Bristol Myers Squibb Co, Pharmaceut Res Inst, Dept Neurosci, Wallingford, CT 06492 USA

[3] Bristol Myers Squibb Co, Pharmaceut Res Inst, Dept Proc Res & Dev, Wallingford, CT 06492 USA

[4] Bristol Myers Squibb Co, Pharmaceut Res Inst, Dept Metab & Pharmacokinet, Wallingford, CT 06492 USA

[5] Bristol Myers Squibb Co, Pharmaceut Res Inst, Dept Analyt Res & Dev, Wallingford, CT 06492 USA

[6] Bristol Myers Squibb Pharmaceut Res Inst, Dept Pharmaceut, New Brunswick, NJ 08903 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2002年 / 12卷 / 07期

关键词：

D O I：

10.1016/S0960-894X(02)00101-4

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

3-Aryl-3-fluorooxindoles can be efficiently synthesized in two steps by the addition of an aryl Grignard to an isatin, followed by treatment with DAST. Oxindole 1 (BMS-204352; MaxiPost(TM)) can be isolated using chiral HPLC or prepared by employing chiral resolution. Cloned maxi-K channels are opened by 1, which demonstrates a brain/plasma ratio > 9 in rats. (C) 2002 Elsevier Science Ltd, All rights reserved.

引用

页码：1023 / 1026

页数：4

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