alpha-Methyltryptamine

Base Information

• Chemical Name: alpha-Methyltryptamine
• CAS No.: 299-26-3
• Molecular Formula: C11H14N2
• Molecular Weight: 174.246
• Hs Code.: 29339980
• European Community (EC) Number: 206-073-7
• NSC Number: 97069
• UNII: BIK35ACJ0Q
• DSSTox Substance ID: DTXSID00861850
• Nikkaji Number: J53.643A
• Wikipedia: Alpha-Methyltryptamine
• Wikidata: Q421163
• Pharos Ligand ID: RWRLBF4YJS8V
• Metabolomics Workbench ID: 52620
• ChEMBL ID: CHEMBL30713
• Mol file: 299-26-3.mol

Synonyms:alpha-methyltryptamine;indopan;indopan hydrochloride;indopan hydrochloride, (+-)-isomer;indopan mesylate;indopan monoacetate;indopan monoacetate, (S)-isomer;indopan monohydrochloride;indopan monohydrochloride, (+-)-isomer;indopan monohydrochloride, (R)-isomer;indopan monohydrochloride, (S)-isomer;indopan monotosylate, (R)-isomer;indopan monotosylate, (S)-isomer;indopan, (+-)-isomer;indopan, (R)-isomer;indopan, (S)-isomer

 This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.

Chemical Property of alpha-Methyltryptamine

Chemical Property:

• Appearance/Colour: white to slightly yellow crystals or cryst. powder
• Vapor Pressure: 6.55E-05mmHg at 25°C
• Melting Point: 97-101 °C
• Refractive Index: 1.6210 (estimate)
• Boiling Point: 344.5 °C at 760 mmHg
• PKA: 17.22±0.30(Predicted)
• Flash Point: 189 °C
• PSA: 41.81000
• Density: 1.122 g/cm³
• LogP: 2.75790
• Storage Temp.: Poison room
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 174.115698455
• Heavy Atom Count: 13
• Complexity: 170

Purity/Quality:

Safty Information:

• Pictogram(s): T+
• Hazard Codes: T+
• Statements: 26/27/28
• Safety Statements: 24/25-45-36/37/39-26-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CC1=CNC2=CC=CC=C21)N

Technology Process of alpha-Methyltryptamine

There total 11 articles about alpha-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: 89.0%

3-(2-nitroprop-1-en-1-yl)-1H-indole (22693-51-2) → 1-(1H-indol-3-yl)propan-2-amine (299-26-3,304-54-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 6h; Reflux;

DOI:10.1021/jm200676f

Reference yield: 85.5%

→ 1-(1H-indol-3-yl)propan-2-amine (299-26-3,304-54-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 0.5h; Reflux; Cooling with ice;

Reference yield: 82.0%

3-(1H-indolyl)acetone (1201-26-9) → 1-(1H-indol-3-yl)propan-2-amine (299-26-3,304-54-1)

Guidance literature:

With ammonium acetate; sodium cyanoborohydride; In methanol; at 20 ℃; for 72h;

DOI:10.1002/chem.201902268

upstream raw materials:

3-(β-nitro-β-methylvinyl)indole

α-methyl-β-(3-indolyl)-1-nitroethane

Indole-3-carboxaldehyde

3-(2-nitroprop-1-en-1-yl)-1H-indole

Downstream raw materials:

(+)-alpha-Methyltryptamine

(-)-alpha-Methyltryptamine

N-[(S)-2-(1H-Indol-3-yl)-1-methyl-ethyl]-butyramide

{(3R,6S,15S)-3-Benzyl-15-[2-(1H-indol-3-yl)-1-methyl-ethylcarbamoyl]-2,5,9-trioxo-1,4,10-triaza-cyclopentadec-6-yl}-carbamic acid tert-butyl ester

Refernces

• 1、 -. "Guanidine-containing compound as well as preparation method and application thereof". Paragraph 0082; 0086-0087; 0164; 0168-0169. . Retrieved 2021/11/26.
• 2、 Staroń, Jakub,Kurczab, Rafa?,Warszycki, Dawid,Sata?a, Grzegorz,Krawczyk, Martyna,Bugno, Ryszard,Lenda, Tomasz,Popik, Piotr,Hogendorf, Adam S.,Hogendorf, Agata,Dubiel, Krzysztof,Mat?oka, Miko?aj,Moszczyński-P?tkowski, Rafa?,Pieczykolan, Jerzy,Wieczorek, Maciej,Zajdel, Pawe?,Bojarski, Andrzej J.. "Virtual screening-driven discovery of dual 5-HT6/5-HT2A receptor ligands with pro-cognitive properties". . . Retrieved 2019/11/28.