Desvenlafaxine Succinate

Base Information

• Chemical Name: Desvenlafaxine Succinate
• CAS No.: 448904-47-0
• Molecular Formula: C16H25NO2.C4H6O4
• Molecular Weight: 381.469
• UNII: H9E1T0BI90
• DSSTox Substance ID: DTXSID701044359
• Wikidata: Q27279801
• ChEMBL ID: CHEMBL1201728
• Mol file: 448904-47-0.mol

Synonyms:2-(1-hydroxycyclohexyl)-2-((4-hydroxyphenyl)ethyl)dimethylammonium 3-carboxypropanoate monohydrate;4-(2-(dimethylamino)-1-(1-hydroxycyclohexyl)ethyl)phenol;45,233, WY;45233, WY;desvenlafaxine;desvenlafaxine succinate;Monohydrate, O-desmethylvenlafaxine Succinate;O desmethylvenlafaxine;O desmethylvenlafaxine Succinate;O desmethylvenlafaxine Succinate Monohydrate;O-desmethylvenlafaxine;O-desmethylvenlafaxine Succinate;O-desmethylvenlafaxine Succinate Monohydrate;Pristiq;Succinate Monohydrate, O-desmethylvenlafaxine;Succinate, Desvenlafaxine;Succinate, O-desmethylvenlafaxine;WY 45,233;WY 45233;WY-45,233;WY-45233;WY45,233;WY45233

Chemical Property of Desvenlafaxine Succinate

Chemical Property:

• PSA: 118.30000
• LogP: 2.66840
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 7
• Exact Mass: 381.21513771
• Heavy Atom Count: 27
• Complexity: 359

Purity/Quality:

≥99% by HPLC ^*data from raw suppliers

WY45233succinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CC(C1=CC=C(C=C1)O)C2(CCCCC2)O.C(CC(=O)O)C(=O)O
• Recent ClinicalTrials: Desvenlafaxine for Treatment of Hot Flashes in Women With Breast Cancer Taking Tamoxifen
• Recent EU Clinical Trials: A MULTICENTER, RANDOMIZED, DOUBLE-BLIND, PLACEBO-CONTROLLED, PARALLEL-GROUP STUDY TO EVALUATE THE EFFICACY AND SAFETY OF 2 FIXED DOSES (50 mg, 100 mg) OF DESVENLAFAXINE SUSTAINED-RELEASE TABLETS IN ADULT OUTPATIENTS WITH MAJOR DEPRESSIVE DISORDER
• Uses: WY 45233 Succinate has been used in the treatment of major depressive disorder (MDD).

Technology Process of Desvenlafaxine Succinate

There total 8 articles about Desvenlafaxine Succinate 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: 94.36%

succinic acid (110-15-6) + O-desmethylvenlafaxine (93413-62-8) → desvenlafaxine succinate (448904-47-0)

Guidance literature:

In water; acetone; at 25 - 58 ℃; for 0.5h;

Reference yield:

p-methoxybenzylnitrile (104-47-2) → desvenlafaxine succinate (448904-47-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium methylate / methanol / 3 h / -5 - 0 °C

1.2: 49 h / -5 °C

2.1: hydrogen; acetic acid / palladium on carbon / 4 h / 43 - 47 °C / 8606.2 Torr

3.1: formic acid / 53 - 57 °C

4.1: sodium methylate; 1-dodecylthiol / polyethylene glycol (PEG-400); methanol / 145 - 150 °C

4.2: 4 h / 105 - 115 °C

4.3: 2 h / 5 - 30 °C

5.1: water; acetone / 6 h / 10 - 30 °C / Reflux

With formic acid; hydrogen; sodium methylate; acetic acid; 1-dodecylthiol; palladium on carbon; In methanol; polyethylene glycol (PEG-400); water; acetone;

Reference yield:

1-[cyano-1-(methoxyphenyl)methyl]cyclohexanol → desvenlafaxine succinate (448904-47-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydrogen; acetic acid / palladium on carbon / 4 h / 43 - 47 °C / 8606.2 Torr

2.1: formic acid / 53 - 57 °C

3.1: sodium methylate; 1-dodecylthiol / polyethylene glycol (PEG-400); methanol / 145 - 150 °C

3.2: 4 h / 105 - 115 °C

3.3: 2 h / 5 - 30 °C

4.1: water; acetone / 6 h / 10 - 30 °C / Reflux

With formic acid; hydrogen; sodium methylate; acetic acid; 1-dodecylthiol; palladium on carbon; In methanol; polyethylene glycol (PEG-400); water; acetone;

upstream raw materials:

succinic acid

O-desmethylvenlafaxine

p-methoxybenzylnitrile

cyclohexanone

Downstream raw materials:

[2-(1-hydroxycyclohexyl)-2-(4-hydroxyphenyl)ethyl]dimethylammonium 3-carboxypropanoate monohydrate

Refernces

• 1、 -. "POLYMORPHIC FORMS OF O-DESMETHYL-VENLAFAXINE SUCCINATE". . . Retrieved 2012/10/23.
• 2、 -. "A METHOD OF PREPARATION OF DESVENLAFAXINE AND ITS SALTS". Page/Page column 8. . Retrieved 2010/06/17.