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

• ChemBase编号: 33055
• 分子式: C10H9NO3
• 平均质量: 191.18336
• 单一同位素质量: 191.05824315
• SMILES: c1([nH]c2c(c1)cc(cc2)OC)C(=O)O
• Canonical SMILES: COc1ccc2c(c1)cc([nH]2)C(=O)O
• InChI: InChI=1S/C10H9NO3/c1-14-7-2-3-8-6(4-7)5-9(11-8)10(12)13/h2-5,11H,1H3,(H,12,13)
• InChIKey: YEBJVSLNUMZXRJ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 5-methoxy-1H-indole-2-carboxylic acid
• IUPAC传统名: 5-methoxy-1H-indole-2-carboxylic acid
• 别名: 5-甲氧基吲哚-2-羧酸; 5-甲氧基吲哚-2-甲酸; NSC 30927; 5-Methoxyindole-2-carboxylic acid; 5-Methoxyindole-2-carboxylic acid; 5-Methoxy-1H-indole-2-carboxylic acid

登记号

• CAS号: 4382-54-1
• EC号: 224-487-6
• MDL号: MFCD00005614
• Beilstein号: 157478
• PubChem SID: 160996362; 24896653
• PubChem CID: 20401

理论计算性质

• Acid pKa: 3.6024086
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): -0.40111357
• LogD (pH = 7.4): -1.8502758
• Log P: 1.4919206
• 摩尔折射率: 50.7414 cm^3
• 极化性: 20.379105 Å^3
• 极化表面积: 62.32 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: 199-201 °C(lit.); ca 200°C dec.

安全信息

• 保存条件: Room Temperature (15-30°C)
• 保存注意事项: IRRITANT
• RTECS编号: NL6005000
• 德国WGK号: 3
• TSCA收录: false; 否
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: ~97%; 97%; 98%
• Empirical Formula (Hill Notation): C10H9NO3
• 分类: Derivatives & analogs of Natural Compounds

详细说明

MP Biomedicals - 02102302

Tan crystals
Purity: ~97%

Sigma Aldrich - M14951

Application
Reactant for preparation of:
• Anticancer agents1
• A fluorescent small molecule probe for in vivo lipid imaging2
• Indoleamine 2,3-dioxygenase (IDO) inhibitors3
• Selective Dopamine D3 receptor ligands4
• 5-HT4 receptor ligands5
• Inhibitors of Mycobacterium tuberculosis pantothenate synthetase6
• Hypoxia selective cytotoxins7
• Potent antitumor bifunctional DNA alkylating agents8
包装
5, 10 g in glass bottle

参考文献

• Starting material for a production scale synthesis of the HIV reverse-transcriptase inhibitor ateviridine: Org. Process Res. Dev., 1, 106 (1997).