N-Methyltryptamine

Base Information

• Chemical Name: N-Methyltryptamine
• CAS No.: 61-49-4
• Molecular Formula: C11H14N2
• Molecular Weight: 174.246
• Hs Code.: 29339980
• European Community (EC) Number: 200-507-9
• UNII: 6FRL4L3Z7V
• DSSTox Substance ID: DTXSID70209846
• Nikkaji Number: J213.548E
• Wikipedia: N-Methyltryptamine
• Wikidata: Q308875
• Pharos Ligand ID: LLCANT69THPG
• Metabolomics Workbench ID: 38521
• ChEMBL ID: CHEMBL348588
• Mol file: 61-49-4.mol

Synonyms:2-(1H-indol-3-yl)-N-methylethanamine;N-methyltryptamine;N-methyltryptamine hydrochloride;N-methyltryptamine oxalate

Chemical Property of N-Methyltryptamine

Chemical Property:

• Appearance/Colour: white to off-white shiny cryst. powder or flakes
• Vapor Pressure: 0.000114mmHg at 25°C
• Melting Point: 87-89 °C(lit.)
• Refractive Index: 1.6210 (estimate)
• Boiling Point: 336.2 °C at 760 mmHg
• PKA: 17.26±0.30(Predicted)
• Flash Point: 157.1 °C
• PSA: 27.82000
• Density: 1.088 g/cm³
• LogP: 2.32070
• Storage Temp.: -20°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 174.115698455
• Heavy Atom Count: 13
• Complexity: 158

Purity/Quality:

99%, ^*data from raw suppliers

2-(1H-Indol-3-yl)-N-methylethanamine 95+% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CNCCC1=CNC2=CC=CC=C21
• Uses: 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 N-Methyltryptamine (NMT) is a naturally-occurring tryptamine which may be derived from L-tryptophan or, indirectly, from serotonin. While substituted NMTs are psychoactive through their effects on monoamine action, NMT appears to be rapidly metabolized by monoamine oxidases. This product is intended for research and forensic applications.[Cayman Chemical] N-Methyltryptamine is an alkylamine, a putative hallucinogen constituent from the root of Mimosa ophthalmocentra. An alkaloid from the leaves of Hammada scoparia.

Technology Process of N-Methyltryptamine

There total 25 articles about N-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: 95.0%

methyl 2-(1-H-indol-3-yl)ethylcarbamate (58635-45-3) → [2-(1H-indol-3-yl)-ethyl]-methylamine (61-49-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 60 ℃;

DOI:10.1002/chem.201700368

Reference yield: 90.0%

Nb-formyltryptamine (6502-82-5) → [2-(1H-indol-3-yl)-ethyl]-methylamine (61-49-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 3.25h; Heating;

Reference yield: 89.0%

ethyl 2-(1H-indole-3-yl)ethylcarbamate (67909-99-3) → [2-(1H-indol-3-yl)-ethyl]-methylamine (61-49-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 1h; Heating;

DOI:10.1039/b406076h DOI:10.1039/b518019h DOI:10.1016/j.bmc.2008.07.002

upstream raw materials:

tryptamine

methyl iodide

3-(2-bromoethyl)-1H-indole

methylamine

Downstream raw materials:

N^b-formyl-N^b-methyltryptamine

benzyl (2R)-2-benzyl-3-<<(2-indol-3-ylethyl)methylamino>carbonyl>propionate

N-methyl-N-isopropyltryptamine

N,N-dimethyltryptamine

Refernces

• 1、 Diaz, Yvonne J.,Page, Zachariah A.,Knight, Abigail S.,Treat, Nicolas J.,Hemmer, James R.,Hawker, Craig J.,Read de Alaniz, Javier. "A Versatile and Highly Selective Colorimetric Sensor for the Detection of Amines". . p. 3562 - 3566. Retrieved 2017.
• 2、 Dix, Andrew V.,Meseck, Carly M.,Lowe, Adam J.,Mitchell, Miguel O.. "Antibacterial activity of (-)-deoxypseudophrynaminol versus its racemate and derivatives". . p. 2522 - 2524. Retrieved 2006.
• 3、 Snell, Robert H.,Woodward, Robert L.,Willis, Michael C.. "Catalytic enantioselective total synthesis of hodgkinsine B". . p. 9116 - 9119. Retrieved 2011.
• 4、 Han, Hui,Xia, Ji-Bao,Yang, Shang-Dong. "Pd/Cu Cocatalyzed Oxidative Tandem C-H Aminocarbonylation and Dehydrogenation of Tryptamines: Synthesis of Carbolinones". . p. 3357 - 3369. Retrieved 2019/04/06.