Efficient synthesis of apricoxib, CS-706, a selective cyclooxygenase-2 inhibitor, and evaluation of inhibition of prostaglandin E2 production in inflammatory breast cancer cells

被引：13

作者：

Mandal, Pijus K. ^{[1
]}

Freiter, Eric M. ^{[1
]}

Bagsby, Allison L. ^{[1
]}

Robertson, Fredika M. ^{[1
]}

McMurray, John S. ^{[1
]}

机构：

[1] MD Anderson Canc Ctr, Dept Expt Therapeut, Houston, TX 77054 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2011年 / 21卷 / 20期

关键词：

Apricoxib; CS-706; Cox-2; inhibitor; Cyclooxygenase; 2; Homoallylic ketone; POSTOPERATIVE DENTAL PAIN; COX-2; INHIBITOR; COMBINATION; EXPRESSION; CELECOXIB; SURVIVAL; RISK; MICE;

D O I：

10.1016/j.bmcl.2011.08.050

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

An efficient synthesis of apricoxib (CS-706), a selective cyclooxygenase inhibitor, was developed using copper catalyzed homoallylic ketone formation from methyl 4-ethoxybenzoate followed by ozonolysis to an aldehyde, and condensation with sulfanilamide. This method provided multi-gram access of aprocoxib in good yield. Apricoxib exhibited potency equal to celecoxib at inhibition of prostaglandin E2 synthesis in two inflammatory breast cancer cell lines. (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：6071 / 6073

页数：3

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