[2-(1H-indol-3-yl)ethyl](methyl)amine

• ChemBase编号: 147193
• 分子式: C11H14N2
• 平均质量: 174.24226
• 单一同位素质量: 174.11569846
• SMILES: CNCCc1c[nH]c2c1cccc2
• Canonical SMILES: CNCCc1c[nH]c2c1cccc2
• InChI: InChI=1S/C11H14N2/c1-12-7-6-9-8-13-11-5-3-2-4-10(9)11/h2-5,8,12-13H,6-7H2,1H3
• InChIKey: NCIKQJBVUNUXLW-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: [2-(1H-indol-3-yl)ethyl](methyl)amine
• IUPAC传统名: methyltryptamine
• 别名: 3-(2-[甲氨基]乙基)吲哚; 3-(2-甲基氨基乙基)吲哚; N-ω-甲基色胺; 2-(Indol-3-yl)-N-methylethanamine; N-Monomethyltryptamine; Dipterine; N10-Methyltryptamine; 3-(2-Methylaminoethyl)indole; 3-(2-[Methylamino]ethyl)indole; N-ω-Methyltryptamine; Nω-Methyltryptamine Hydrochloride; [2-(1H-Indol-3-yl)ethyl]methylamine Hydrochloride; N-Methyltryptamine Hydrochloride; 2-(1H-Indol-3-yl)-N-methylethanamine Hydrochloride; 3-(2-Methylaminoethyl)indole Hydrochloride; Dipterine Hydrochloride; N-Methyl-1H-indole-3-ethanamine Hydrochloride; N-Monomethyltryptamine Hydrochloride; N10-Methyltryptamine Hydrochloride; Nb-Methyltryptamine Hydrochloride

登记号

• CAS号: 942-27-8; 61-49-4
• EC号: 200-507-9
• MDL号: MFCD00005657
• PubChem SID: 24847209; 162241384
• PubChem CID: 6088

理论计算性质

• Acid pKa: 17.167824
• 质子受体: 1
• 质子供体: 2
• LogD (pH = 5.5): -1.3114282
• LogD (pH = 7.4): -0.82565516
• Log P: 1.9190178
• 摩尔折射率: 55.1475 cm^3
• 极化性: 22.619232 Å^3
• 极化表面积: 27.82 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

• 溶解度: DMSO; Methanol; Water
• 外观: Light Brown to Brown Solid
• 熔点: >155°C (dec.); 87-89 °C(lit.)

安全信息

• 保存条件: Hygroscopic, Refrigerator, Under Inert Atmosphere
• 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: 99%
• Empirical Formula (Hill Notation): C11H14N2

详细说明

Sigma Aldrich - 115312

包装
1 g in glass bottle
100 mg in glass bottle
Application
Reactant for preparation of:
• Manzamine analogues for the control of neuroinflammation and cerebral infections1
• Serotonin 4 receptors (5-HT4) receptor agonists2
• A sulful-containing indole alkaloid, glypetelotine3
• Selective inhibitors of cyclin dependent kinase (CDK4)4
• Antagonist of the human tachykinin NK-2 receptor5
• Inhibitors of the tyrosine-specific protein kinase pp60c-src SH2 Domain6
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 115312.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - M331920

N-Methyltryptamine is a N-monomethylated derivative of tryptamine. N-Methyltryptamine, unlike its unmethylated counterpart, does not produce any psychoactive effects. High levels of N-Methyltryptamine have been found in cisternal cerebrospinal fluid of pa

参考文献

• Schmid, C. et al.: J. Neurosci., 30, 13513 (2010)
• Uebelhack, R. et al.: Biomed. Biochim. Acta, 42, 1343 (2010)