Bioorganic & Medicinal Chemistry Letters 2005-11-15

Design, synthesis, and bioavailability evaluation of coumarin-based prodrug of meptazinol.

Qiong Xie, Xiaolin Wang, Xinghai Wang, Zhiqiang Jiang, Zhuibai Qiu

Index: Bioorg. Med. Chem. Lett. 15(22) , 4953-6, (2005)

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Abstract

Based on the known coumarin-based prodrug system, a new meptazinol (Z)-3-[2-(propionyloxy) phenyl]-2-propenoic ester (3) was designed and synthesized as prodrug to minimize the first-pass effect of meptazinol (1) and improve the oral bioavailability. The prodrug (3) showed a 4-fold increase in oral bioavailability over the parent drug meptazinol in rats.