2-[(1-Methylpropyl)dithio]-1H-imidazole inhibits tubulin polymerization through cysteine oxidation

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2-[(1-methylpropyl)dithio]-1H-imidazole inhibits tubulin polymerization through cysteine oxidation.

2-[(1-methylpropyl)dithio]-1H-imidazole (IV-2) is a known inhibitor of the thioredoxin system. It causes the oxidation of cysteine residues from both thioredoxin reductase and thioredoxin, with only the latter leading to irreversible inhibition of protein function. Although IV-2 is considered to be the first specific inhibitor of thioredoxin to undergo evaluation in cancer patients (under the n...

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1-(2-Cyano­eth­yl)-1H-imidazole-4,5-dicarbonitrile

In the title tricyano-nitrile compound, C(8)H(5)N(5), the N-substituted cyano-ethyl group is offset to the imidazole ring [dihedral angle = 75.41 (15)°].

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1-Ferrocenylmeth­yl-1H-imidazole

In the title compound, [Fe(C(5)H(5))(C(9)H(9)N(2))], the distances of the Fe atom from the centroids of the unsubstituted and the substituted cyclo-penta-dienyl (cp) rings are 1.639 (1) and 1.647 (1) Å, respectively. The ferrocenyl unit deviates from an eclipsed geometry with tilted cp rings; the inter-planar angle between the cp and imidazole rings is 114.11 (4)°.

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2-Phenyl-1H-imidazole

In the title compound, C(9)H(8)N(2), a mirror plane lies perpendicular to the phenyl and imidazole rings and passes through the bridging C-C bond, so that the imidazole ring is disordered over two sites about the mirror plane with the equal site occupancy; the asymmetric unit contains one half-mol-ecule. In the crystal, adjacent mol-ecules are linked via N-H⋯N hydrogen bonds.

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ژورنال

عنوان ژورنال: Molecular Cancer Therapeutics

سال: 2008

ISSN: 1535-7163,1538-8514

DOI: 10.1158/1535-7163.mct-07-0486