1H-indol-5-ylmethanamine

• ChemBase编号: 140903
• 分子式: C9H10N2
• 平均质量: 146.1891
• 单一同位素质量: 146.08439833
• SMILES: c1cc2c(cc[nH]2)cc1CN
• Canonical SMILES: NCc1ccc2c(c1)cc[nH]2
• InChI: InChI=1S/C9H10N2/c10-6-7-1-2-9-8(5-7)3-4-11-9/h1-5,11H,6,10H2
• InChIKey: UAYYSAPJTRVEQA-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1H-indol-5-ylmethanamine; (1H-indol-5-yl)methanamine
• IUPAC传统名: 1H-indol-5-ylmethanamine
• 别名: 5-(氨基甲基)吲哚; 1H-Indole-5-methanamine; ((Indol-5-yl)methyl)amine; (1H-Indol-5-ylmethyl)amine; 1-(1H-Indol-5-yl)methanamine; 5-(Aminomethyl)indole; Indole-5-methanamine; 5-(Aminomethyl)indole; C-(1H-INDOL-5-YL)-METHYLAMINE

登记号

• CAS号: 81881-74-5
• MDL号: MFCD01719220
• PubChem SID: 24884128; 162235141
• PubChem CID: 54791

理论计算性质

• Acid pKa: 16.408659
• 质子受体: 1
• 质子供体: 2
• LogD (pH = 5.5): -1.7805681
• LogD (pH = 7.4): -0.77186704
• Log P: 1.1977762
• 摩尔折射率: 45.6179 cm^3
• 极化性: 19.00787 Å^3
• 极化表面积: 41.81 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: 114-122 °C

安全信息

• RTECS编号: NL4461500
• 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: 26-36
• 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, Gloves

产品相关信息

• 纯度: 95%; 98%
• Empirical Formula (Hill Notation): C9H10N2

详细说明

Sigma Aldrich - 655864

包装
1, 5 g in glass bottle
Application
Reactant for preparation of:
• HIV-1 integrase inhibitors targeting the catalytic domain and its ability for interaction with LEDGF/p751
• Inhibitors of Gli1-mediated transcription in the Hedgehog pathway2
• SCIO-469-like compounds for the inhibition of p38 MAP kinase3
• 4-(indol-5-ylamino)thieno[2,3-b]pyridine-5-carbonitriles as protein kinase c theta (PKC θ) inhibitors4
• Non-covalent thrombin inhibitors5

Toronto Research Chemicals - A616825

5-(Aminomethyl)indole is used in the synthesis of Vigabatrin (V253000) bioisosteres as inhibitors of γ-aminobutyric acid aminotransferase (GABA-AT) inhibitors.

参考文献

• Yuan, H., et al.: Bioorg. Med. Chem., 14, 1331 (2006)