2-(1H-indol-3-yl)-2-oxoacetic acid

• ChemBase编号: 58768
• 分子式: C10H7NO3
• 平均质量: 189.16748
• 单一同位素质量: 189.04259309
• SMILES: c1c2c(ccc1)[nH]cc2C(=O)C(=O)O
• Canonical SMILES: OC(=O)C(=O)c1c[nH]c2c1cccc2
• InChI: InChI=1S/C10H7NO3/c12-9(10(13)14)7-5-11-8-4-2-1-3-6(7)8/h1-5,11H,(H,13,14)
• InChIKey: DWLVFWDCSFTDOD-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-(1H-indol-3-yl)-2-oxoacetic acid
• IUPAC传统名: 1H-indol-3-yl(oxo)acetic acid
• 别名: 3-吲哚乙醛酸; 1H-Indol-3-yl(oxo)acetic acid; NSC 71954; 3-Indoleglyoxylic acid

登记号

• CAS号: 1477-49-2
• EC号: 216-029-9
• MDL号: MFCD00005625
• PubChem SID: 24853160; 162063531
• PubChem CID: 73863

理论计算性质

• Acid pKa: 3.1506383
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): -0.7343329
• LogD (pH = 7.4): -1.8644902
• Log P: 1.5892495
• 摩尔折射率: 49.3422 cm^3
• 极化性: 19.779108 Å^3
• 极化表面积: 70.16 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 217 °C (dec.)(lit.)

安全信息

• 保存注意事项: IRRITANT
• 德国WGK号: 3
• TSCA收录: false
• 保存温度: 2-8°C

产品相关信息

• 纯度: 98%
• Empirical Formula (Hill Notation): C10H7NO3

详细说明

Sigma Aldrich - 220019

包装
1, 5 g in glass bottle
Application

• Reactant for synthesis of fenbufen and ethacrynic acid derivatives1
• Reactant for preparation of glyoxyl analogs of indole phytoalexins as anticancer agents2
• Reactant for synthesis of tertiary amides3
• Reactant for preparation of fuconojirimycin derivatives as inhibitors of α-Fucosidases4
• Reactant for total synthesis of oxazinin-3 from 3-indoleglyoxylic acid via an intramolecular addition/cyclization reactions5