5-hydroxy-1H-indole-2-carboxylic acid

• ChemBase编号: 103312
• 分子式: C9H7NO3
• 平均质量: 177.15678
• 单一同位素质量: 177.04259309
• SMILES: OC(=O)c1cc2cc(O)ccc2[nH]1
• Canonical SMILES: Oc1ccc2c(c1)cc([nH]2)C(=O)O
• InChI: InChI=1S/C9H7NO3/c11-6-1-2-7-5(3-6)4-8(10-7)9(12)13/h1-4,10-11H,(H,12,13)
• InChIKey: BIMHWDJKNOMNLD-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 5-hydroxy-1H-indole-2-carboxylic acid
• IUPAC传统名: 5-hydroxy-1H-indole-2-carboxylic acid
• 别名: 5-羟基吲哚-2-甲酸; NSC 117338; 5-Hydroxyindole-2-carboxylic acid; 5-HYDROXYINDOLE-2-CARBOXYLIC ACID

登记号

• CAS号: 21598-06-1
• EC号: 244-468-6
• MDL号: MFCD00005615
• Beilstein号: 153214
• PubChem SID: 24879337; 24848591; 162090577
• PubChem CID: 88958

理论计算性质

• Acid pKa: 3.602502
• 质子受体: 3
• 质子供体: 3
• LogD (pH = 5.5): -0.54695344
• LogD (pH = 7.4): -1.9990214
• Log P: 1.3460265
• 摩尔折射率: 46.2591 cm^3
• 极化性: 18.468376 Å^3
• 极化表面积: 73.32 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: 249 °C (dec.)(lit.); ca 245°C dec.

安全信息

• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36; 26-37
• TSCA收录: 否
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: ≥97.0% (T); 97%; 98%
• 级别: purum
• Empirical Formula (Hill Notation): C9H7NO3

详细说明

MP Biomedicals - 02151293

Crystalline

Sigma Aldrich - 143510

包装
1, 5 g in glass bottle
250 mg in glass bottle
Application

• Reactant for preparation of indole C5-O-substituted seco-cyclopropylindole analogs as potential anticancer agents
• Reactant for microwave combinatorial synthesis of indolic arylpiperazine derivatives as ligands for 5-HT1A, 5-HT2A, and 5-HT2C receptors1
• Reactant for preparation of melanins as novel nature-inspired radioprotectors2
• Reactant for preparation of 5-Hydroxyindole-2-carboxylic acid amides as histamine-3 receptor inverse agonists for the treatment of obesity3
• Reactant for preparation of conformationally constrained peptidomimetic inhibitors of signal transducer and activator of transcription 3 (Stat3)4
• Reactant for preparation of oxadiazole analogs as nonpeptidic SH2 inhibitors of tyrosine kinase ZAP-705

Sigma Aldrich - 55355

Application

• Reactant for preparation of indole C5-O-substituted seco-cyclopropylindole analogs as potential anticancer agents
• Reactant for microwave combinatorial synthesis of indolic arylpiperazine derivatives as ligands for 5-HT1A, 5-HT2A, and 5-HT2C receptors1
• Reactant for preparation of melanins as novel nature-inspired radioprotectors2
• Reactant for preparation of 5-Hydroxyindole-2-carboxylic acid amides as histamine-3 receptor inverse agonists for the treatment of obesity3
• Reactant for preparation of conformationally constrained peptidomimetic inhibitors of signal transducer and activator of transcription 3 (Stat3)4
• Reactant for preparation of oxadiazole analogs as nonpeptidic SH2 inhibitors of tyrosine kinase ZAP-705