Volume 31, Issue 12
Preparative Organic Chemistry
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ChemInform Abstract: New N1-Hetarylmethylene-Substituted Amidrazones with Potential Antimycobacterial Activity.

Donald Ranft

Donald Ranft

Inst. Pharm. Chem., Martin-Luther-Univ. Halle-Wittenberg, D-06120 Halle/S., Germany

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Torsten Seyfarth

Torsten Seyfarth

Inst. Pharm. Chem., Martin-Luther-Univ. Halle-Wittenberg, D-06120 Halle/S., Germany

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Klaus-Juergen Schaper

Klaus-Juergen Schaper

Inst. Pharm. Chem., Martin-Luther-Univ. Halle-Wittenberg, D-06120 Halle/S., Germany

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Gudrun Lehwark-Yvetot

Gudrun Lehwark-Yvetot

Inst. Pharm. Chem., Martin-Luther-Univ. Halle-Wittenberg, D-06120 Halle/S., Germany

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Clemens Bruhn

Clemens Bruhn

Inst. Pharm. Chem., Martin-Luther-Univ. Halle-Wittenberg, D-06120 Halle/S., Germany

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Axel Buege

Axel Buege

Inst. Pharm. Chem., Martin-Luther-Univ. Halle-Wittenberg, D-06120 Halle/S., Germany

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First published: 09 June 2010

Abstract

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ChemInform Abstract

Amidrazones combining the structural moiety of an N1-methylene-substituted amidrazone and some promising hetarylic substituents, which display antimycobacterial activity in previously synthesized amidrazones, are synthesized and tested against various mycobacterial strains. An alternative approach to amidrazones (X) resembles the multistep reaction for 2-benzoxazolylcarbaldoxime. Here, hydroxylamine can be replaced by pyrazinecarboxamidrazone (Ib) to give the amidrazones (X). Amidrazone (V) is obtained as a pure isomer; its structure is investigated using X-ray diffraction studies. None of the new compounds reveals any remarkable antimycobacterial activity.

chemical structure image

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