European journal of medicinal chemistry

An improved synthesis of 5, 6-dimethylxanthenone-4-acetic acid (DMXAA)

GJ Atwell, S Yang, WA Denny

Index: Atwell, Graham J; Yang, Shangjin; Denny, William A European Journal of Medicinal Chemistry, 2002 , vol. 37, # 10 p. 825 - 828

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Citation Number: 17

Abstract

5, 6-Dimethylxanthenone-4-acetic acid (DMXAA) is a novel anticancer agent with a number of unique activities, and is in clinical trial. The current synthesis of DMXAA involves six steps, beginning with a heterogeneous reaction to form an isonitrosoacetanilide, and gives an overall yield of 11% from 2, 3-dimethylaniline. We report an alternative synthesis of the key intermediate 3, 4-dimethylanthranilic acid via nitration of 3, 4-dimethylbenzoic acid and ...