Studies on the 4-benzoylpyridine-3-carboxamide entity as a fragment model of the Isoniazid-NAD adduct

被引：17

作者：

Broussy, S

Bernardes-Génisson, V

Gornitzka, H

Bernadou, J

Meunier, B

机构：

[1] CNRS, Chim Coordinat Lab, F-31077 Toulouse 4, France

[2] Univ Toulouse 3, UMR 5069, Lab Heterochim Fondamentale & Appl, F-31062 Toulouse 04, France

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2005年 / 3卷 / 04期

关键词：

D O I：

10.1039/b415439h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An ortho-metallation-electrophilic substitution sequence was employed as a key step to build the 4-benzoylpyridine framework. It was found that 4-benzoylpyridine-3-carboxamide and an N-pyridyl alkylated derivative both exist in a unique cyclized hemiamidal structure, not in the usually expected keto-amide open form. These structures represent fragment models of the Isoniazid-NAD adducts involved in the mechanism of action of the antituberculous drug Isoniazid.

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页码：666 / 669

页数：4

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