5-Methyltryptamine

Base Information

• Chemical Name: 5-Methyltryptamine
• CAS No.: 1821-47-2
• Molecular Formula: C11H14N2
• Molecular Weight: 174.246
• Hs Code.: 2942000000
• NSC Number: 90805
• DSSTox Substance ID: DTXSID10171250
• Nikkaji Number: J46.768E
• Wikidata: Q27216286
• Pharos Ligand ID: MAR57RAX5SKA
• ChEMBL ID: CHEMBL331241
• Mol file: 1821-47-2.mol

Synonyms:5-methyltryptamine;5-methyltryptamine hydrochloride;5-methyltryptamine monohydrochloride

Chemical Property of 5-Methyltryptamine

Chemical Property:

• Melting Point: 290-292 °C
• Boiling Point: 355.308 °C at 760 mmHg
• PKA: 17.38±0.30(Predicted)
• Flash Point: 195.89 °C
• PSA: 41.81000
• Density: 1.127 g/cm³
• LogP: 2.67780
• Storage Temp.: 0-6°C
• XLogP3: 1.9
• 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

5-METHYLTRYPTAMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)NC=C2CCN

Technology Process of 5-Methyltryptamine

There total 13 articles about 5-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: 69.0%

→ 5-methyltryptamine (1821-47-2)

Guidance literature:

Reference yield: 12.0%

5-methyl-DL-tryptophan (951-55-3) → 5-methyltryptamine (1821-47-2)

Guidance literature:

With pyridoxal 5'-phosphate; aromatic L-amino acid decarboxylase; In various solvent(s); at 30 ℃; for 48h;

Reference yield:

5-methyl-1H-indole (614-96-0) → 5-methyltryptamine (1821-47-2)

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-(5-methyl-1H-indol-3-yl)acetonitrile

5-methyl-3-(2-nitro-vinyl)-indole

4-aminobutyrylaldehyde diethylacetal

N-4-methylphenylhydrazine

Downstream raw materials:

3-(6-methyl-1,2,3,4-tetrahydro-β-carbolinyl)phenol

1,1-(3-dimethylamino-3-phenyl-pentamethylen)-6-methyl-3,4-dihydro-1H-2,9-diazafluorene

C₁₉H₂₀N₂O

C₁₈H₁₇FN₂

Refernces

• 1、 Ranjan, Prabhat,Ojeda, Gerardo M.,Sharma, Upendra K.,Van der Eycken, Erik V.. "Metal-Free Dearomatization: Direct Access to Spiroindol(en)ines in Batch and Continuous-Flow". . p. 2442 - 2446. Retrieved 2019/01/29.
• 2、 Nirogi, Ramakrishna V.S.,Kambhampati, Ramasastri,Kothmirkar, Prabhakar,Konda, Jagadishbabu,Bandyala, Thrinath Reddy,Gudla, Parandhama,Arepalli, Sobhanadri,Gangadasari, Narasimhareddy P.,Shinde, Anil K.,Deshpande, Amol D.,Dwarampudi, Adireddy,Chindhe, Anil K.,Dubey, Pramod Kumar. "Synthesis and structureactivity relationship of novel conformationally restricted analogues of serotonin as 5-HT6 receptor ligands". . p. 443 - 450. Retrieved 2012/08/28.