Synthesis of a water-soluble prodrug of entacapone

被引：19
|
作者：
Leppänen, J
Huuskonen, J
Savolainen, J
Nevalainen, T
Taipale, H
Vepsäläinen, J
Gynther, J
Järvinen, T
机构：
[1] Univ Kuopio, Dept Pharmaceut Chem, FIN-70211 Kuopio, Finland
[2] Univ Kuopio, Dept Chem, FIN-70211 Kuopio, Finland
[3] Finncovery Ltd, Kuopio, Finland
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2000年 / 10卷 / 17期
关键词：
D O I：
10.1016/S0960-894X(00)00384-X
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Entacapone was reacted with phosphorous oxychloride in dry pyridine to yield a phosphate ester. The phosphate promoiety increased aqueous solubility of the parent drug by more than 1700- and 20-fold at pH 1.2 and 7.4, respectively. The phosphate ester provides adequate stability (t(1/2) = 2227 h; pH 7.4) towards chemical hydrolysis, and allowed for release of the parent drug via enzymatic hydrolysis in liver homogenate. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：1967 / 1969
页数：3
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