Indole, 3-(2-(dimethylamino)ethyl)-5-methoxy-2-methyl-

Base Information

• Chemical Name: Indole, 3-(2-(dimethylamino)ethyl)-5-methoxy-2-methyl-
• CAS No.: 67292-68-6
• Molecular Formula: C14H20N2O
• Molecular Weight: 232.326
• UNII: XZ2CCP18I2
• DSSTox Substance ID: DTXSID10217627
• Nikkaji Number: J1.303.796E
• Wikipedia: 5-MeO-2-TMT
• Wikidata: Q4639619
• Pharos Ligand ID: AM6F48QT7DAJ
• ChEMBL ID: CHEMBL7143
• Mol file: 67292-68-6.mol

Synonyms:67292-68-6;4365 CT;INDOLE, 3-(2-(DIMETHYLAMINO)ETHYL)-5-METHOXY-2-METHYL-;2-(5-methoxy-2-methyl-1H-indol-3-yl)-N,N-dimethylethanamine;BRN 0179917;CHEMBL7143;XZ2CCP18I2;Methyl-2-methoxy-5-N-dimethyltryptamine;5-MeO-2,N,N-trimethyltryptamine;5-Methoxy-2,N,N-trimethyltryptamine;4-22-00-05694 (Beilstein Handbook Reference);1H-Indole-3-ethanamine, 5-methoxy-N,N,2-trimethyl-;INDAPEX;5-MEO-TMT;UNII-XZ2CCP18I2;5-MEO-2,N,N-TMT;5-MEO-2-TMT;SCHEMBL5766124;DTXSID10217627;BDBM50085972;PDSP1_001416;PDSP2_001400;LS-82938;5-methoxy-2-methyl-n,n-dimethyltryptamine;2,N,N-Trimethyl-5-methoxy-1H-indole-3-ethanamine;5-Methoxy-N,N,2-trimethyl-1H-indole-3-ethanamine;Q4639619;[2-(5-Methoxy-2-methyl-1H-indol-3-yl)-ethyl]-dimethyl-amine;[2-(5-Methoxy-2-methyl-1H-indol-3-yl)-ethyl]-dimethyl-ammonium;2-(5-METHOXY-2-METHYL-H-INDOL-3-YL)-N,N-DIMETHYLETHANAMINE;[2-(5-Methoxy-2-methyl-1H-indol-3-yl)-ethyl]-dimethyl-amine (C2H2O);N,N-DIMETHYL-2-(5-METHOXY-2-METHYL-1H-INDOL-3-YL)ETHYLAMINE

Chemical Property of Indole, 3-(2-(dimethylamino)ethyl)-5-methoxy-2-methyl-

Chemical Property:

• Vapor Pressure: 4.32E-06mmHg at 25°C
• Refractive Index: 1.5110 (estimate)
• Boiling Point: 383.7°Cat760mmHg
• Flash Point: 185.8°C
• PSA: 28.26000
• Density: 1.079g/cm³
• LogP: 2.58900
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 232.157563266
• Heavy Atom Count: 17
• Complexity: 244

Purity/Quality:

99% ^*data from raw suppliers

5-METHOXY-N,N-2-TRIMETHYL-1H-INDOLE-3-ETHANAMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C2=C(N1)C=CC(=C2)OC)CCN(C)C

Technology Process of Indole, 3-(2-(dimethylamino)ethyl)-5-methoxy-2-methyl-

There total 8 articles about Indole, 3-(2-(dimethylamino)ethyl)-5-methoxy-2-methyl- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2-(5-methoxy-2-methyl-1H-indol-3-yl)ethan-1-amine hydrochloride (28089-03-4,74038-95-2) → [2-(5-methoxy-2-methyl-indol-3-yl)-ethyl]-dimethyl-amine (67292-68-6)

Guidance literature:

With sodium methylate; sodium cyanoborohydride; acetic acid; In methanol; water;

DOI:10.1021/jm010943m

Reference yield: 78.2%

N,N-dimethyl-4-oxopentanamine hydrochloride (79098-38-7) + 4-methoxyphenylhydrazine hydrochloride (19501-58-7) → [2-(5-methoxy-2-methyl-indol-3-yl)-ethyl]-dimethyl-amine (67292-68-6)

Guidance literature:

N,N-dimethyl-4-oxopentanamine hydrochloride; 4-methoxyphenylhydrazine hydrochloride; With sulfuric acid; acetic acid; at 40 - 60 ℃; for 3.5 - 4.5h; Heating / reflux;

With sodium carbonate; In water; pH=10;

Reference yield:

2-(5-methoxy-2-methyl-1H-indol-3-yl)ethan-1-amine hydrochloride (28089-03-4,74038-95-2) → [2-(5-methoxy-2-methyl-indol-3-yl)-ethyl]-dimethyl-amine (67292-68-6)

Guidance literature:

With sodium hydroxide; formaldehyd; sodium methylate; sodium cyanoborohydride; acetic acid; In methanol;

upstream raw materials:

(5-methoxy-2-methyl-indol-3-yl)-acetic acid dimethylamide

formaldehyd

2-(5-methoxy-2-methyl-1H-indol-3-yl)ethan-1-amine hydrochloride

2-(5-Methoxy-2-methyl-1H-indol-3-yl)-N,N-dimethyl-2-oxo-acetamide

Refernces

• 1、 Vermeulen, Erik S.,Schmidt, Anne W.,Sprouse, Jeffrey S.,Wikstr?m, H?kan V.,Grol, Cor J.. "Characterization of the 5-HT7 Receptor. Determination of the Pharmacophore for 5-HT7 Receptor Agonism and CoMFA-Based Modeling of the Agonist Binding Site". . p. 5365 - 5374. Retrieved 2007/10/03.
• 2、 -. "Indole and indoline derivatives as 5-HT6 selective ligands". . . Retrieved 2008/06/13.