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Cuprous Complexes Formed with Isonicotinic Hydrazide

Alan F. Krivis, John M. Rabb

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Abstract

Chelate formation by Cu(II) and isonicotinic acid hydrazide has been postulated as an important step in the antitubercular activity of isonicotinic hydrazide (Isoniazid). Reevaluation of the copper-isonicotinic hydrazide system gives evidence for the formation of a Cu(I) species rather than a Cu(II) species. The reduction of Cu(II) to Cu(I) and the subsequent formation of an isonicotinic hydrazide complex with the latter ion, therefore, may be the critical reaction responsible for the efficacy of isonicotinic hydrazide against Mycobacterium tuberculosis.

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What this paper is about

Chelate formation by Cu(II) and isonicotinic acid hydrazide has been postulated as an important step in the antitubercular activity of isonicotinic hydrazide (Isoniazid). Reevaluation of the copper-isonicotinic hydrazide system gives evidence for the formation of a Cu(I) species rather than a Cu(II) species. The reduction of Cu(II) to Cu(I) and the subsequent formation of an isonicotinic hydrazide complex with the latter ion, therefore, may be the critical reaction responsible for the efficacy of isonicotinic hydrazide against Mycobacterium tuberculosis.

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Available abstract

Chelate formation by Cu(II) and isonicotinic acid hydrazide has been postulated as an important step in the antitubercular activity of isonicotinic hydrazide (Isoniazid). Reevaluation of the copper-isonicotinic hydrazide system gives evidence for the formation of a Cu(I) species rather than a Cu(II) species. The reduction of Cu(II) to Cu(I) and the subsequent formation of an isonicotinic hydrazide complex with the latter ion, therefore, may be the critical reaction responsible for the efficacy of isonicotinic hydrazide against Mycobacterium tuberculosis.

Key concepts: Isonicotinic acid, Hydrazide, Isoniazid, Chemistry, Copper, Medicinal chemistry, Organic chemistry, Tuberculosis

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