[2-(5-methoxy-1H-indol-3-yl)ethyl]dimethylamine

• ChemBase编号: 100969
• 分子式: C13H18N2O
• 平均质量: 218.29482
• 单一同位素质量: 218.14191321
• SMILES: [nH]1cc(c2c1ccc(c2)OC)CCN(C)C
• Canonical SMILES: COc1ccc2c(c1)c(CCN(C)C)c[nH]2
• InChI: InChI=1S/C13H18N2O/c1-15(2)7-6-10-9-14-13-5-4-11(16-3)8-12(10)13/h4-5,8-9,14H,6-7H2,1-3H3
• InChIKey: ZSTKHSQDNIGFLM-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: [2-(5-methoxy-1H-indol-3-yl)ethyl]dimethylamine
• IUPAC传统名: 5-MeO-DMT; [2-(5-methoxy-1H-indol-3-yl)ethyl]dimethylamine
• 别名: N-[2-(5-methoxy-1H-indol-3-yl)ethyl]-N,N-dimethylamine; 5-MeO-DMT; 3-(2-Dimethylaminoethyl)-5-methoxyindole; 3-[2-(Dimethylamino)ethyl]-5-methoxyindole; 5-MeO-DMT; 5-Methoxy-DMT; 5-OMe-DMT; 5-Methoxy-N,N-dimethyltryptamine; Methoxydimethyltryptamine; 5-Methoxy-N,N-dimethyl-1H-indole-3-ethanamine; 5-Methoxydimethyltryptamine; CT 4334; Methoxybufotenin; Methylbufotenine; N,N-Dimethyl-5-methoxytryptamine; NSC 88624; O-Methylbufotenine; 5-Methoxy-N,N-dimethyltryptamine

登记号

• CAS号: 1019-45-0
• EC号: 213-813-2
• MDL号: MFCD00005658
• PubChem SID: 162088826; 24278119
• PubChem CID: 1832
• CHEBI ID: 2086
• CHEMBL: 7257
• Chemspider ID: 1766
• IUPHAR配体索引: 145
• KEGG ID: C08309
• 维基百科标题: 5-MeO-DMT

理论计算性质

• Acid pKa: 17.441282
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): -1.256283
• LogD (pH = 7.4): -0.022561546
• Log P: 2.1443944
• 摩尔折射率: 66.9054 cm^3
• 极化性: 26.918951 Å^3
• 极化表面积: 28.26 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 69-70 °C(lit.)

安全信息

• RTECS编号: NL7380000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 20
• 安全公开号: 22-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H332
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 毒品管制信息: USDEA Schedule I; Home Office Schedule 1; kontrollierte Droge in Deutschland
• 保存温度: 2-8°C

药理学性质

• 给药途径: Smoked, Insufflated
• 法定药品分级: Class A (UK); Schedule I(US)
• 相关基因信息: human ... HTR1A(3350), HTR1B(3351), HTR1D(3352), HTR1E(3354), HTR1F(3355), HTR2A(3356), HTR2B(3357), HTR2C(3358), HTR3A(3359), HTR3B(9177), HTR3C(170572), HTR3D(200909), HTR3E(285242), HTR4(3360), HTR5A(3361), HTR5B(645694), HTR6(3362), HTR7(3363)rat ... Htr1a(24473), Htr2a(29595), Htr2b(29581), Htr2c(25187), Htr7(65032)
• 生物活性机理: Serotoninergic

产品相关信息

• 纯度: 95%
• 生物来源: Alkaloid from Phalaris tuberosa (Gramineae), Desmodium pulchellum (Leguminosae) and many other spp. in many families
• 应用领域: Psychostimulant; Tranquilizer
• Empirical Formula (Hill Notation): C13H18N2O

详细说明

Sigma Aldrich - M2381

Biochem/physiol Actions
Hallucinogen; non-selective serotonin receptor agonist.

Toronto Research Chemicals - M262475

5-Methoxy-N,N-dimethyltryptamine is a powerful hallucinogenic tryptamine and the 5-methoxy analogue of N,N-Dimethytryptamine (D469620). 5-Methoxy-N,N-dimethyltryptamine activates serotonin (5-HT) receptors, in particular, 5-Methoxy-N,N-dimethyltryptamine

参考文献

• Gessner, P.K. et al.: Psychomim. Drugs Proc. Work., 105 (1970)
• Eide, P. K. et a.: Brain Res., 440, 42 (1970)
• Fuxe, K. et al.: Eur. J. Pharmacol., 19, 25 (1970)