A general carbometalation, three component coupling strategy for the synthesis of α,β-unsaturated γ-sultines including thio-rofecoxib, a selective COX-2 inhibitor

被引：11

作者：

Smil, DV

Souza, FES

Fallis, AG

机构：

[1] Univ Ottawa, Dept Chem, Ottawa, ON K1N 6N5, Canada

[2] Alphora Res Inc, Mississauga, ON L5K 1B3, Canada

[3] Methyl Gene Inc, Montreal, PQ H4S 2A1, Canada

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2005年 / 15卷 / 08期

关键词：

carbometalation; propargyl alcohols; sultines; COX-2; inhibitor;

D O I：

10.1016/j.bmcl.2005.02.056

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Magnesium mediated carbometalation (Grignard addition) to appropriate propargyl alcohols to synthesize a cross-section of variably substituted alpha,beta-unsaturated gamma-sultines is described. Thio-rofecoxib, a selective COX-2 inhibitor (12), is synthesized by this method and its IC50, mu M COX-1 and COX-2 inhibition, and whole blood stability values reported. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：2057 / 2060

页数：4

共 56 条

[1] Diselenides and allyl selenides as glutathione peroxidase mimetics.: Remarkable activity of cyclic seleninates produced in situ by the oxidation of allyl ω-hydroxyalkyl selenides [J].