Thalifoline

Base Information

• Chemical Name: Thalifoline
• CAS No.: 21796-15-6
• Molecular Formula: C11H13 N O3
• Molecular Weight: 207.229
• Hs Code.: 2933790090
• DSSTox Substance ID: DTXSID90176208
• Nikkaji Number: J101.743H
• Wikidata: Q27135871
• Metabolomics Workbench ID: 124949
• ChEMBL ID: CHEMBL1813177
• Mol file: 21796-15-6.mol

Synonyms:Thalifoline;21796-15-6;Thalifolin;7-hydroxy-6-methoxy-2-methyl-3,4-dihydroisoquinolin-1(2H)-one;7-Hydroxy-6-methoxy-2-methyl-3,4-dihydroisoquinolin-1-one;CHEMBL1813177;CHEBI:67409;DTXSID90176208;Isocarbostyril, 3,4-dihydro-7-hydroxy-6-methoxy-2-methyl-;HY-N8420;BDBM50349828;CS-0144134;Q27135871;1(2H)-Isoquinolinone, 3,4-dihydro-7-hydroxy-6-methoxy-2-methyl-;7-Hydroxy-6-methoxy-2-methyl-3,4-dihydro-1(2H)-isoquinolinone;7-Hydroxy-6-methoxy-2-methyl-3,4-dihydro-1(2H)-isoquinolinone #;Isoquinolin-1-one, 7-hydroxy-6-methoxy-2-methyl-3,4-dihydro-Isoquinolin-1-one

Chemical Property of Thalifoline

Chemical Property:

• Vapor Pressure: 4.51E-08mmHg at 25°C
• Boiling Point: 432.1°Cat760mmHg
• Flash Point: 215.1°C
• PSA: 49.77000
• Density: 1.246g/cm³
• LogP: 0.96680
• Storage Temp.: 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 207.08954328
• Heavy Atom Count: 15
• Complexity: 256

Purity/Quality:

99%, ^*data from raw suppliers

7-Hydroxy-6-methoxy-2-methyl-3,4-dihydroisoquinolin-1(2H)-one 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC2=CC(=C(C=C2C1=O)O)OC
• Description: A simple isoquinoline base, thalifoline occurs in Thalictrum minus and is obtained in the form of colourless rods when recrystallized from MeOH. The ultraviolet spectrum in EtOH has absorption maxima at 223.5, 261 and 302 nm. The structure given has been confirmed by synthesis.

Technology Process of Thalifoline

There total 1 articles about Thalifoline 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:

6,7-dimethoxy-3,4-dihydro-2H-isoquinolin-1-one (493-49-2) → thalifoline (21796-15-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / sodium hydride / benzene

2: 65 percent / methionine; methanesulphonic acid / neat (no solvent)

With methanesulfonic acid; sodium hydride; DL-methionine; In benzene;

DOI:10.1246/cl.1980.875

Reference yield: 49.0%

thalifoline (21796-15-6) + 2-bromo-3,4-dimethoxybenzylaldehyde (55171-60-3) → 3,4-dimethoxy-2-((6-methoxy-2-methyl-3,4-dihydroisoquinolin-1(2H)-one-7-yl)oxy)benzaldehyde

Guidance literature:

With pyridine; copper(I) bromide dimethylsulfide complex; caesium carbonate; at 110 ℃; for 48h; Inert atmosphere; Sealed tube;

DOI:10.1016/j.tet.2020.131150

upstream raw materials:

6,7-dimethoxy-3,4-dihydro-2H-isoquinolin-1-one

Refernces