7-Methyltryptamine

Base Information

• Chemical Name: 7-Methyltryptamine
• CAS No.: 14490-05-2
• Molecular Formula: C11H14N2
• Molecular Weight: 174.246
• Hs Code.: 2933990090
• European Community (EC) Number: 238-498-9
• NSC Number: 91540
• DSSTox Substance ID: DTXSID70162841
• Nikkaji Number: J46.769C
• Wikidata: Q63399580
• Pharos Ligand ID: ALUUY18R1DKN
• ChEMBL ID: CHEMBL204839
• Mol file: 14490-05-2.mol

Synonyms:7-methyltryptamine;7-methyltryptamine hydrochloride;7-methyltryptamine oxalate

Chemical Property of 7-Methyltryptamine

Chemical Property:

• Appearance/Colour: Off-white crystalline powder
• Vapor Pressure: 4.77E-05mmHg at 25°C
• Melting Point: 123-130 °C
• Refractive Index: 1.65
• Boiling Point: 349.2 °C at 760 mmHg
• PKA: 17.51±0.30(Predicted)
• Flash Point: 192 °C
• PSA: 41.81000
• Density: 1.126 g/cm³
• LogP: 2.67780
• Storage Temp.: −20°C
• XLogP3: 1.7
• 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:

98%,99%, ^*data from raw suppliers

2-(7-Methyl-1H-indol-3-yl)ethanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C2C(=CC=C1)C(=CN2)CCN
• Uses: Reactant for preparation of β-carbolines via diastereo- and enantioselective Bronsted acid catalyzed N-acyliminium cyclization cascades 1 Reactant for preparation of substituted tetrahydro-β-carbolines as potential agents for treatment of human papillomavirus infection (HPV) 2 Reactant for asymmetric synthesis of nitrogen heterocycles via Bronsted acid-catalyzed N-acyliminium cyclization cascade 3 Reactant for amidation reactions 4 Reactant for preparation of potent β3-adrenergic receptor agonists 5 Reactant for preparation of tryptamine-based sulfonamides as potent and selective inhibitors of 15-lipoxygenase 6 Reactant for preparation of β-carbolines via diastereo- and enantioselective Bronsted acid catalyzed N-acyliminium cyclization cascadesReactant for preparation of substituted tetrahydro-β-carbolines as potential agents for treatment of human papillomavirus infection (HPV)Reactant for asymmetric synthesis of nitrogen heterocycles via Bronsted acid-catalyzed N-acyliminium cyclization cascadeReactant for amidation reactionsReactant for preparation of potent β3-adrenergic receptor agonistsReactant for preparation of tryptamine-based sulfonamides as potent and selective inhibitors of 15-lipoxygenase

Technology Process of 7-Methyltryptamine

There total 12 articles about 7-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: 99.0%

7-methyl-3-[(E)-2-nitrovinyl]-1H-indole → 7-methyltryptamine (14490-05-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1039/c2cc32258g

Reference yield:

C11H10N2O2 → 7-methyltryptamine (14490-05-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 18h; Reflux;

DOI:10.1016/j.bmcl.2014.07.062

Reference yield:

7-methyl-1H-indole (933-67-5,261352-51-6) → 7-methyltryptamine (14490-05-2)

Guidance literature:

Multi-step reaction with 3 steps

1: POCl₃

2: AcOH

3: LiAH₄ / tetrahydrofuran

With lithium aluminium tetrahydride; acetic acid; trichlorophosphate; In tetrahydrofuran; 1: Vilsmeier reaction;

DOI:10.1016/S0960-894X(03)00073-8

upstream raw materials:

2-(7-methyl-1H-indol-3-yl)acetonitrile

3-(2-amino-ethyl)-7-methyl-indole-2-carboxylic acid

4-aminobutyrylaldehyde diethylacetal

2-methylphenylhydrazine

Downstream raw materials:

C₁₈H₁₈ClN₃O₂

C₁₈H₂₆N₂O

4-methyl-N-(2-(7-methyl-1H-indol-3-yl)ethyl)benzenesulfonamide

Refernces

• 1、 Xu, Jun,Tong, Rongbiao. "An environmentally friendly protocol for oxidative halocyclization of tryptamine and tryptophol derivatives". . p. 2952 - 2956. Retrieved 2017/07/24.
• 2、 Blough, Bruce E.,Landavazo, Antonio,Partilla, John S.,Decker, Ann M.,Page, Kevin M.,Baumann, Michael H.,Rothman, Richard B.. "Alpha-ethyltryptamines as dual dopamine-serotonin releasers". . p. 4754 - 4758. Retrieved 2015/01/09.