methyl 6-methoxy-1H-indole-2-carboxylate

• ChemBase编号: 54203
• 分子式: C11H11NO3
• 平均质量: 205.20994
• 单一同位素质量: 205.07389322
• SMILES: c1c(cc2c(c1)cc([nH]2)C(=O)OC)OC
• Canonical SMILES: COc1ccc2c(c1)[nH]c(c2)C(=O)OC
• InChI: InChI=1S/C11H11NO3/c1-14-8-4-3-7-5-10(11(13)15-2)12-9(7)6-8/h3-6,12H,1-2H3
• InChIKey: OPUUCOLVBDQWEY-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: methyl 6-methoxy-1H-indole-2-carboxylate
• IUPAC传统名: methyl 6-methoxy-1H-indole-2-carboxylate
• 别名: 6-甲氧基-2-吲哚羧酸甲酯; 6-Methoxy-1H-indole-2-carboxylic acid methyl ester; 2-Methoxycarbonyl-6-methoxyindole; 6-Methoxyindole-2-carboxylic acid methyl ester; Methyl 6-methoxy-2-indolecarboxylate; methyl 6-methoxy-1H-indole-2-carboxylate

登记号

• CAS号: 98081-83-5
• MDL号: MFCD00134301
• PubChem SID: 162058966; 24862540
• PubChem CID: 688173

理论计算性质

• Acid pKa: 11.204147
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 1.8378139
• LogD (pH = 7.4): 1.8377548
• Log P: 1.8378147
• 摩尔折射率: 55.5105 cm^3
• 极化性: 22.474142 Å^3
• 极化表面积: 51.32 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 117-119 °C(lit.)
• 分配系数: 2.207

安全信息

• 保存注意事项: IRRITANT
• 德国WGK号: 3
• TSCA收录: false

产品相关信息

• 纯度: 95+%; 98%; 99%
• Empirical Formula (Hill Notation): C11H11NO3

详细说明

Sigma Aldrich - 365572

包装
1 g in glass bottle
Application
Reactant for preparation of:
• Benzoxazole containing indole analogs as peroxisome proliferator-activated receptor-γ/δ dual agonists1
• Potent antiproliferative agent against human leukemia K562 cells2
• Indole-indolone scaffold via [3+2] annulation of arynes3
• Latonduine derivatives via intramolecular Heck reaction as possible anticancer agents4
• Arylthioindoles as potent inhibitors of tubulin polymerization5
• Heterocycle-fused derivatives of 1-oxo-1,2,3,4-tetrahydropyrazine via Ugi condensation6
• Indole fatty alcohols (IFAs) as promoters of differentiation of neural stem cell derived neurospheres into neurons. Potential application for treatment of neurodegenerative diseases7
• Light-dependent tumor necrosis factor-α antagonists8
• 2-substituted indole melatonin receptor ligands9