5-Methoxy-beta-methyltryptamine

Base Information

• Chemical Name: 5-Methoxy-beta-methyltryptamine
• CAS No.: 20731-70-8
• Molecular Formula: C12H16N2O
• Molecular Weight: 204.2682
• DSSTox Substance ID: DTXSID50942946
• Pharos Ligand ID: Z7NTX44A57N9
• ChEMBL ID: CHEMBL149564
• Mol file: 20731-70-8.mol

Synonyms:5-Methoxy-beta-methyltryptamine;2-(5-methoxy-1H-indol-3-yl)propan-1-amine;20731-70-8;BRN 0477184;CHEMBL149564;INDOLE, 3-(3-AMINO-2-PROPYL)-5-METHOXY-;5-22-12-00091 (Beilstein Handbook Reference);SCHEMBL9673757;DTXSID50942946;BDBM50068516;AKOS022505994;LS-82337;2-(5-Methoxy-1H-indol-3-yl)-propylamine;CS-0275392;EN300-6739696

Chemical Property of 5-Methoxy-beta-methyltryptamine

Chemical Property:

• Vapor Pressure: 7.69E-06mmHg at 25°C
• Boiling Point: 375.6°Cat760mmHg
• PKA: 16.84±0.30(Predicted)
• Flash Point: 181°C
• PSA: 51.04000
• Density: 1.137g/cm³
• LogP: 2.93900
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 204.126263138
• Heavy Atom Count: 15
• Complexity: 210

Purity/Quality:

99% ^*data from raw suppliers

5-methoxy-b-methyl-1H-Indole-3-ethanamine 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CN)C1=CNC2=C1C=C(C=C2)OC

Technology Process of 5-Methoxy-beta-methyltryptamine

There total 9 articles about 5-Methoxy-beta-methyltryptamine 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:

C12H12N2O3 → 5-methoxy-α-methyltryptamine (20731-70-8)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In methanol; at 80 ℃;

DOI:10.1016/j.bmcl.2007.05.070

Reference yield:

2-(5-methoxy-1H-indol-3-yl)propanonitrile (896101-80-7) → 5-methoxy-α-methyltryptamine (20731-70-8)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; benzene; at 20 ℃; for 0.75h;

DOI:10.1021/jm0512544

Reference yield:

(E)-3-(2-nitroethenyl)-5-methoxyindole (61675-19-2) → 5-methoxy-α-methyltryptamine (20731-70-8)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether; tetrahydrofuran / 3 h / -50 - 0 °C

2: HCO₂NH₄ / Pd/C / methanol / 80 °C

With ammonium formate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether;

DOI:10.1016/j.bmcl.2007.05.070

upstream raw materials:

2-(5-methoxy-1H-indol-3-yl)propanonitrile

(E)-3-(2-nitroethenyl)-5-methoxyindole

3-(cyanomethyl)-5-methoxy-1H-indol-1-carboxylic acid tertbutyl ester

5-methoxylindole

Refernces

• 1、 Tsotinis, Andrew,Vlachou, Margarita,Papahatjis, Demetris P.,Calogeropoulou, Theodora,Nikas, Spyros P.,Garratt, Peter J.,Piccio, Vincent,Vonhoff, Stefan,Davidson, Kathryn,Teh, Muy-Teck,Sugden, David. "Mapping the melatonin receptor. 7. Subtype selective ligands based on β-substituted N-acyl-5-methoxytryptamines and β-Substituted N-acyl-5-methoxy-1-methyltryptamines". . p. 3509 - 3519. Retrieved 2007/10/03.