N'-[(1E)-(2-hydroxy-3-methoxyphenyl)methylidene]pyridine-4-carbohydrazide

• ChemBase编号: 179822
• 分子式: C14H13N3O3
• 平均质量: 271.27132
• 单一同位素质量: 271.09569129
• SMILES: C(=O)(N/N=C/c1c(c(OC)ccc1)O)c1ccncc1
• Canonical SMILES: COc1cccc(c1O)/C=N/NC(=O)c1ccncc1
• InChI: InChI=1S/C14H13N3O3/c1-20-12-4-2-3-11(13(12)18)9-16-17-14(19)10-5-7-15-8-6-10/h2-9,18H,1H3,(H,17,19)/b16-9+
• InChIKey: VWLOTRPSIVIFDW-CXUHLZMHSA-N

名称和登记号

名称

• IUPAC标准名: N'-[(1E)-(2-hydroxy-3-methoxyphenyl)methylidene]pyridine-4-carbohydrazide
• IUPAC传统名: N'-[(1E)-(2-hydroxy-3-methoxyphenyl)methylidene]pyridine-4-carbohydrazide
• 别名: INH-o-van; Vanillin isoniazid

登记号

• CAS号: 7209-85-0
• PubChem SID: 164235732
• PubChem CID: 5493999

理论计算性质

• Acid pKa: 9.17405
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): 1.2828057
• LogD (pH = 7.4): 1.2771513
• Log P: 1.2842257
• 摩尔折射率: 74.5227 cm^3
• 极化性: 27.56362 Å^3
• 极化表面积: 83.81 Å^2
• 可自由旋转的化学键: 4
• 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; Iron chelator

产品相关信息

• 应用领域: Antimalarial; Antiseptic; Tuberculostatic

参考文献

• Melnyk P,Leroux V,Sergheraert C,Grellier P (2006)
• Design, synthesis and in vitro antimalarial activity of an acylhydrazone library.
• Bioorganic & medicinal chemistry letters 16, 31-5