1-methyl-1H-indole-2-carboxylic acid

• ChemBase编号: 15623
• 分子式: C10H9NO2
• 平均质量: 175.18396
• 单一同位素质量: 175.06332853
• SMILES: c1ccc2c(c1)n(c(c2)C(=O)O)C
• Canonical SMILES: OC(=O)c1cc2c(n1C)cccc2
• InChI: InChI=1S/C10H9NO2/c1-11-8-5-3-2-4-7(8)6-9(11)10(12)13/h2-6H,1H3,(H,12,13)
• InChIKey: MAHAMBLNIDMREX-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-methyl-1H-indole-2-carboxylic acid
• IUPAC传统名: 1-methylindole-2-carboxylic acid
• 别名: 1-甲基吲哚-2-甲酸; 1-Methyl-1H-indole-2-carboxylic acid; NSC 68357; 1-Methylindole-2-carboxylic acid

登记号

• CAS号: 16136-58-6
• MDL号: MFCD00005801
• PubChem SID: 24848134; 160978930
• PubChem CID: 27695

理论计算性质

• Acid pKa: 3.3870225
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): -0.22671048
• LogD (pH = 7.4): -1.5328915
• Log P: 1.8732679
• 摩尔折射率: 49.1749 cm^3
• 极化性: 19.6268 Å^3
• 极化表面积: 42.23 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 210 - 212°C; 212-213 °C (dec.)(lit.)
• 疏水性(logP): 2.51

安全信息

• 保存注意事项: IRRITANT
• RTECS编号: NL6012400
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22-36/37/38
• 安全公开号: 26
• TSCA收录: false
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302-H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

产品相关信息

• 纯度: 95%; 98%
• Empirical Formula (Hill Notation): C10H9NO2

详细说明

Sigma Aldrich - 134155

包装
1, 5 g in glass bottle
Application

• Reactant for preparation of keto-indoles as novel indoleamine 2,3-dioxygenase (IDO) inhibitors1
• Reactant for synthesis of fenbufen and ethacrynic acid derivatives as potential antitumor agents via amide coupling reactions2
• Reactant for diastereoselective synthesis of vinylated heterocycles via ruthenium-catalyzed oxidative vinylation with alkenes3
• Reactant for synthesis of 2,3-dihalo indoles via hypervalent iodine mediated decarboxylative halogenation4
• Reactant for preparation of α-ketoamides as cathepsin S inhibitors with potential applications against tumor invasion and angiogenesis5
• Reactant for preparation of anthranilic acid mimics as bacterial translation inhibitors6