Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Synthesis of a Novel Dual Inhibitor of Thromboxane A2 Synthetase and 5-Lipoxygenase (E3040) via the Direct Coupling Reaction of Hydroquinone with 3-Pyridinecarboealdehyde
Yuki KOMATSUNorio MINAMI
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1995 Volume 43 Issue 10 Pages 1614-1616

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Abstract

Synthesis of a novel dual inhibitor of thromboxane A2 synthetase and 5-lipoxygenase, 5, 7-dimethyl-6-hydroxy-2-methylamino-4-(3-pyridylmethyl)benzothiazole (E3040), was accomplished via a new coupling reaction, in which a key intermediate, (3, 6-dihydroxy-2, 4-dimethylphenyl)-(3-pyridyl)methanol, was easily synthesized in a high yield from 2, 6-dimethyl-1, 4-benzohydroquinone and 3-pyridinecarboxaldehyde in 6N hydrochloric acid. The regio isomers of 3-pyridinecarboxaldehyde also gave the corresponding coupling products in high yields.

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© The Pharmaceutical Society of Japan
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