Tetrahydroharmol

Base Information

• Chemical Name: Tetrahydroharmol
• CAS No.: 17952-75-9
• Molecular Formula: C₁₂H₁₄N₂O
• Molecular Weight: 202.256
• UNII: DHR7GV467K
• DSSTox Substance ID: DTXSID101027096
• Nikkaji Number: J697.320E
• Wikipedia: Tetrahydroharmol
• Wikidata: Q15427887
• Metabolomics Workbench ID: 44078
• ChEMBL ID: CHEMBL14122
• Mol file: 17952-75-9.mol

Synonyms:Tetrahydroharmol;Harmalol, dihydro-;DHR7GV467K;Tetrahydroharmol hydrochloride;17952-75-9;UNII-DHR7GV467K;1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-7-ol;1-Methyl-1H,2H,3H,4H,9H-pyrido(3,4-b)indol-7-ol;2,3,4,9-Tetrahydro-1-methyl-1H-pyrido(3,4-b)indol-7-ol;1H-Pyrido(3,4-b)indol-7-ol, 2,3,4,9-tetrahydro-1-methyl-;Tetrahydroharmalol hydrochloride;1,2-Dihydroharmaline;1-methyl-1H,2H,3H,4H,9H-pyrido[3,4-b]indol-7-ol;CHEMBL14122;SCHEMBL8321957;CHEBI:191646;DTXSID101027096;NCI60_013482;1-Methyl-1,2,3,4-tetrahydro-beta-carboline-7-ol;1,2,3,4-Tetrahydro-7-hydroxy-1-methyl-b-carboline;Q15427887;1-Methyl-2,3,4,9-tetrahydro-1H-beta-carbolin-7-ol #;1-Methyl-2,3,4,9-tetrahydro-1H-beta-carbolin-7-ol hydrochloride;2,3,4,9-Tetrahydro-1-methyl-1H-pyrido[3,4-b]indol-7-ol, 8CI

Chemical Property of Tetrahydroharmol

Chemical Property:

• Vapor Pressure: 5.34E-08mmHg at 25°C
• Boiling Point: 430°C at 760 mmHg
• Flash Point: 213.9°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 202.110613074
• Heavy Atom Count: 15
• Complexity: 246

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C2=C(CCN1)C3=C(N2)C=C(C=C3)O

Technology Process of Tetrahydroharmol

There total 3 articles about Tetrahydroharmol 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:

6-hydroxytryptamine (443-31-2) + acetaldehyde (75-07-0,9002-91-9) → Tetrahydroharmol (17952-75-9,28090-85-9,105017-08-1,105453-50-7)

Guidance literature:

With hydrogenchloride; In methanol; at 20 ℃;

DOI:10.1016/j.bmcl.2012.01.028

Reference yield:

C10H8N2O3 (1362736-69-3) → Tetrahydroharmol (17952-75-9,28090-85-9,105017-08-1,105453-50-7)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 20 °C

2: hydrogenchloride / methanol / 20 °C

With hydrogenchloride; lithium aluminium tetrahydride; In tetrahydrofuran; methanol; 2: Pictet-Spengler cyclisation;

DOI:10.1016/j.bmcl.2012.01.028

Reference yield:

harmol (487-03-6) → Tetrahydroharmol (17952-75-9,28090-85-9,105017-08-1,105453-50-7)

Guidance literature:

With ethanol; sodium;

upstream raw materials:

harmol

C₁₀H₈N₂O₃

6-hydroxytryptamine

acetaldehyde

Downstream raw materials:

harmol

Refernces