Isonicotinic Acid Vanillylidenehydrazide

CAS: 149-17-7

Ref. TR-I821765

Product Information

• Name: Isonicotinic Acid Vanillylidenehydrazide
• Synonyms: 4-Pyridinecarboxylic acid, 2-[(4-hydroxy-3-methoxyphenyl)methylene]hydrazide, 4-Pyridinecarboxylic acid, [(4-hydroxy-3-methoxyphenyl)methylene]hydrazide (9CI), Isonicotinic acid, vanillylidenehydrazide (6CI,8CI), Ftivazid, Ftivazide, N-Isonicotinamido-3-methoxy-4-hydroxybenzalimine, NSC 31725, Phthivazid, Phthivazide, Vanicid, Vanillaberon, Vanizide, 4-Pyridinecarboxylic acid, ((4-hydroxy-3-methoxyphenyl)methylene)hydrazide, 4-Pyridinecarboxylic acid, ((4-hydroxy-3-methoxyphenyl)methylene)hydrazide (9CI), 4-Pyridinecarboxylic acid, 2-[(4-hydroxy-3-methoxyphenyl)methylene]hydrazide, Brn 0234808, Ftivazida, Ftivazida [INN-Spanish], Ftivazide [INN], Ftivazidum, Ftivazidum [INN-Latin], Isonicotinic acid vanillylidenehydrazide, N'-[(3-methoxy-4-oxocyclohexa-2,5-dien-1-ylidene)methyl]pyridine-4-carbohydrazide, N'-[(E)-(3-methoxy-4-oxocyclohexa-2,5-dien-1-ylidene)methyl]pyridine-4-carbohydrazide, N'-[(Z)-(3-methoxy-4-oxocyclohexa-2,5-dien-1-ylidene)methyl]pyridine-4-carbohydrazide, Nsc 31725, Phthivazidum, Phtivazid, Phtivazide, Unii-40Q4C3O4V0, Vancide

Description

Applications Isonicotinic Acid Vanillylidenehydrazide exhibits anti-mycobacterial activity against Mycobacterium tuberculosis and anti-microbial activity against Staphylococcus aureus, Bacillus subtilis, Escherichia coli, Candida albicans, and Aspergillus niger.Also, it is derived from Isoniazid (I821450), which is an antibiotic for treatment of Mycobacterium tuberculosis, inhibits mycolic acid biosynthesis. Metabolized by hepatic N-acetyltransferase (NAT) and cytochrome P450 2E1 (CYP2E1) to form hepatotoxins. Selectively induces expression of CYP2E1. Reversibly inhibits CYP2C19 and CYP3A4 activities, and mechanistically inactivates CYP1A2, CYP2A6, CYP2C19 and CYP3A4 at clinically relevant concentrations. Antibacterial (tuberculostatic).
References Judge, V., et al.: Med. Chem. Res., 21, 1451-1470 (2012); Brewer, G.A., et al.: Anal. Profiles Drug Subs., 6, 183 (1977), Weber, W.W., et al.: Clin. Pharmacokinet., 4, 401 (1979)

• Brand: TRC

Chemical properties

• Molecular weight: 271.27
• Formula: C₁₄H₁₃N₃O₃
• Color/Form: Neat
• InChI: InChI=1S/C14H13N3O3/c1-20-13-8-10(2-3-12(13)18)9-16-17-14(19)11-4-6-15-7-5-11/h2-9,18H,1H3,(H,17,19)
• InChI key: InChIKey=PSWOBQSIXLVPDV-CXUHLZMHSA-N
• SMILES: COc1cc(/C=N/NC(=O)c2ccncc2)ccc1O