2-{2-[(1E)-[(pyridin-4-ylformamido)imino]methyl]phenoxy}acetic acid

• ChemBase编号: 179820
• 分子式: C15H13N3O4
• 平均质量: 299.28142
• 单一同位素质量: 299.09060591
• SMILES: C(=O)(N/N=C/c1c(OCC(=O)O)cccc1)c1ccncc1
• Canonical SMILES: OC(=O)COc1ccccc1/C=N/NC(=O)c1ccncc1
• InChI: InChI=1S/C15H13N3O4/c19-14(20)10-22-13-4-2-1-3-12(13)9-17-18-15(21)11-5-7-16-8-6-11/h1-9H,10H2,(H,18,21)(H,19,20)/b17-9+
• InChIKey: MDFXJBQEWLCGHP-RQZCQDPDSA-N

名称和登记号

名称

• IUPAC标准名: 2-{2-[(1E)-[(pyridin-4-ylformamido)imino]methyl]phenoxy}acetic acid
• IUPAC传统名: 2-{2-[(1E)-[(pyridin-4-ylformamido)imino]methyl]phenoxy}acetic acid
• 别名: Isonicophen; Phenoxalid; Aconiazide

登记号

• CAS号: 13410-86-1
• PubChem SID: 164235730
• PubChem CID: 6433573

理论计算性质

• Acid pKa: 3.4697962
• 质子受体: 6
• 质子供体: 2
• LogD (pH = 5.5): -1.1512307
• LogD (pH = 7.4): -2.3687108
• Log P: 0.60634327
• 摩尔折射率: 78.6264 cm^3
• 极化性: 29.349548 Å^3
• 极化表面积: 100.88 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

药理学性质

• 生物活性机理: Inhibitor of mycolic acid synthesis and disruption of the cell wall in susceptible organisms; Interferes with several bacterial Enzyme systems

产品相关信息

• 简要说明: Isomers(~5:1)
• 应用领域: Antibacterial agent; Antiseptic; Tuberculostatic

参考文献

• Oeriu, S. et al., Rev. Chim., Acad. Repub. Pop. Roum., 1957, 2, 81; CA, 52, 14870, (synth, pharmacol)
• Dooley, K.L. et al., J. Am. Coll. Toxicol., 1993, 12, 329, (tox)
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 113
• Peloquin, C.A. et al., Pharmacotherapy (Carlisle, Mass.), 1994, 14, 415, (pharmacokinet, human)