(+)-O-Desmethylvenlafaxine

Base Information

• Chemical Name: (+)-O-Desmethylvenlafaxine
• CAS No.: 142761-12-4
• Molecular Formula: C16H25NO2
• Molecular Weight: 263.38
• UNII: 189BFR45S0
• Wikidata: Q27251986
• Mol file: 142761-12-4.mol

Synonyms:142761-12-4;(+)-O-Desmethylvenlafaxine;S-(+)-O-Desmethyl Venlafaxine;(+)-Desvenlafaxine;O-Desmethylvenlafaxine, (+)-;S-(+)-O-DESMETHYLVENLAFAXINE;(S)-(+)-O-Desmethylvenlafaxine;UNII-189BFR45S0;189BFR45S0;(S)-(+)-O-Desmethyl Venlafaxine;Phenol, 4-((1S)-2-(dimethylamino)-1-(1-hydroxycyclohexyl)ethyl)-;Phenol, 4-(2-(dimethylamino)-1-(1-hydroxycyclohexyl)ethyl)-, (S)-;4-[(1S)-2-(DIMETHYLAMINO)-1-(1-HYDROXYCYCLOHEXYL)ETHYL]PHENOL;SCHEMBL34863;Desvenlafaxine, S-(+)-O-;HY-B0602D;(S)-4-(2-(dimethylamino)-1-(1-hydroxycyclohexyl)ethyl)phenol;AKOS030241085;CS-0131893;E99004;J-007694;Q27251986;273749-38-5

Chemical Property of (+)-O-Desmethylvenlafaxine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 208-213oC
• Boiling Point: 403.792oC at 760 mmHg
• Flash Point: 193.192oC
• PSA: 43.70000
• Density: 1.115g/cm3
• LogP: 2.73260
• Storage Temp.: -20°C Freezer
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 263.188529040
• Heavy Atom Count: 19
• Complexity: 266

Purity/Quality:

97% ^*data from raw suppliers

S-(+)-O-DesmethylVenlafaxine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN(C)CC(C1=CC=C(C=C1)O)C2(CCCCC2)O
• Isomeric SMILES: CN(C)C[C@H](C1=CC=C(C=C1)O)C2(CCCCC2)O
• Uses: A metabolite of Venlafaxine, a selective serotonin noradrenaline reuptake inhibitor. Used as an antidepressant.Also used as high-dose venlafaxine treatment in depressed patient with a genetic CYP2D6 deficiency. A metabolite of Venlafaxine, a selective serotonin noradrenaline reuptake inhibitor. S-(+)-O-Desmethyl Venlafaxine is used as an antidepressant

Technology Process of (+)-O-Desmethylvenlafaxine

There total 1 articles about (+)-O-Desmethylvenlafaxine 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: 76.0%

(S)-1-(2-(dimethylamino)-1-(4-methoxyphenyl)ethyl)cyclohexanol (93413-46-8,93413-69-5,131801-71-3,93413-44-6) → (S)-O-desmethylvenlafaxine (142761-12-4)

Guidance literature:

(S)-1-(2-(dimethylamino)-1-(4-methoxyphenyl)ethyl)cyclohexanol; With n-butyllithium; diphenylphosphane; In tetrahydrofuran; hexane; at -10 - 20 ℃; for 18.5h; Heating / reflux;

With hydrogenchloride; In tetrahydrofuran; hexane; water; at 20 ℃; for 0.166667h;

With sodium hydrogencarbonate; In water; pH=7;

Reference yield: 72.0%

(S)-O-desmethylvenlafaxine (142761-12-4) → N-oxide of (S)-4-[2-dimethylamino-1-(1-hydroxy-cyclohexyl)-ethyl]-phenol (1021934-03-1)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -10 ℃; for 1h;

upstream raw materials:

(S)-1-(2-(dimethylamino)-1-(4-methoxyphenyl)ethyl)cyclohexanol

Downstream raw materials:

N-oxide of (S)-4-[2-dimethylamino-1-(1-hydroxy-cyclohexyl)-ethyl]-phenol