[(5-methoxy-1H-indol-3-yl)methyl]dimethylamine

• ChemBase编号: 92255
• 分子式: C12H16N2O
• 平均质量: 204.26824
• 单一同位素质量: 204.12626314
• SMILES: [nH]1c2c(cc(cc2)OC)c(c1)CN(C)C
• Canonical SMILES: COc1ccc2c(c1)c(c[nH]2)CN(C)C
• InChI: InChI=1S/C12H16N2O/c1-14(2)8-9-7-13-12-5-4-10(15-3)6-11(9)12/h4-7,13H,8H2,1-3H3
• InChIKey: GOERTRUXQHDLHC-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: [(5-methoxy-1H-indol-3-yl)methyl]dimethylamine
• IUPAC传统名: methoxygramine
• 别名: 5-甲氧基-3-二甲胺基甲基吲哚; 5-甲氧基芦竹碱; 5-METHOXYGRAMINE; NSC 88885; 3-(Dimethylaminomethyl)-5-methoxyindole; 5-Methoxygramine; N-[(5-methoxy-1H-indol-3-yl)methyl]-N,N-dimethylamine; 5-Methoxygramine; N,N-Dimethyl-(5-methoxy-1H-indol-3-yl)methylamine; 3-[(Dimethylamino)methyl]-5-methoxy-1H-indole

登记号

• CAS号: 16620-52-3
• EC号: 240-669-8
• MDL号: MFCD00005630
• Beilstein号: 170533
• PubChem SID: 24896649; 162078953
• PubChem CID: 27965

理论计算性质

• Acid pKa: 16.30199
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): -1.4481684
• LogD (pH = 7.4): 0.017971225
• Log P: 1.8557333
• 摩尔折射率: 62.1504 cm^3
• 极化性: 25.15151 Å^3
• 极化表面积: 28.26 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: 122-123°C; 123-126 °C(lit.)

安全信息

• 保存注意事项: Irritant
• RTECS编号: NL7700000
• 德国WGK号: 3
• 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%; 99%
• Empirical Formula (Hill Notation): C12H16N2O
• 分类: Genuine Natural Compounds

详细说明

MP Biomedicals - 05210540

MP Biomedicals Rare Chemical collection

Sigma Aldrich - M14870

包装
1, 5 g in glass bottle
Application

• Reactant for preparation of dopamine D2 receptor antagonists1
• Reactant for asymmetric preparation of ethenyl(tetrahydro)carbazoledicarboxylates via gold(I)-catalyzed intramolecular Friedel-Crafts allylic alkylation reaction2
• Reactant for preparation of N-substituted 3-aryl-8-azabicyclo[3.2.1]octan-3-ols as dopamine D2-like receptor ligands3
• Reactant for preparation of substituted N-trimethoxybenzoyl indoles, indolines, and a tetrahydroquinoline via N-aroylation with trimethoxybenzoyl chloride or anhydride as antitubulin agents4
• Reactant for preparation of indolylmethanesulfonamide and its methoxy derivatives5