N,N-Didesmethylvenlafaxine

Base Information

• Chemical Name: N,N-Didesmethylvenlafaxine
• CAS No.: 93413-77-5
• Molecular Formula: C₁₅H₂₃NO₂
• Molecular Weight: 249.353
• European Community (EC) Number: 618-946-3
• UNII: 3235EO37UJ
• DSSTox Substance ID: DTXSID50891440
• Nikkaji Number: J347.733I
• Wikidata: Q27156830
• ChEMBL ID: CHEMBL98158
• Mol file: 93413-77-5.mol

Synonyms:93413-77-5;1-[2-amino-1-(4-methoxyphenyl)ethyl]cyclohexanol;N,N-Didesmethylvenlafaxine;Dinorvenlafaxine;1-(2-amino-1-(4-methoxyphenyl)ethyl)cyclohexanol;N,N-Didesmethylvenlafaxine, (+/-)-;UNII-3235EO37UJ;N,N-Didesvenlafaxine;D,L-N,N-Didesmethyl Venlafaxine;1-[2-amino-1-(4-methoxyphenyl)ethyl]cyclohexan-1-ol;3235EO37UJ;1-(2-Amino-1-(p-methoxyphenyl)ethyl)cyclohexanol;Cyclohexanol, 1-(2-amino-1-(4-methoxyphenyl)ethyl)-;CHEMBL98158;Venlafaxine hydrochloride impurity C [EP];2-(4-Methoxyphenyl)-2-(1-hydroxycyclohexyl)-ethylamine;CHEBI:83446;Venlafaxine hydrochloride impurity, didesmethyl venlafaxine- [USP];1-[2-Amino-1-(p-methoxyphenyl)ethyl]cyclohexanol;1-(2-Amino-1-(4-methoxy phenyl)ethyl)cyclohexanol;DISCONTINUED. Please see A611968;1-[2-Amino-1-(4-methoxy phenyl)ethyl]cyclohexanol;1-(2-Amino-1-(4-methoxyphenyl)ethyl)cyclohexan-1-ol;Venlafaxine EP Impurity C;Venlafaxine-N,N-didesmethyl;N,N-Didesmethyl Venlafaxine;SCHEMBL637250;Didesmethyl Venlafaxine, N,N-;(Discontinued) see M745032;DTXSID50891440;3,3-Thiodipropionicaciddimethylester;BDBM50010888;MFCD07367622;AKOS015994493;SS-3413;CS-0357626;FT-0642244;1-[2-amino-1(p-methoxyphenyl)ethyl]cyclohexanol;1-[1-(4-Methoxyphenyl)-2-aminoethyl]cyclohexanol;A844587;1-[2-amino-1-(4-methoxyphenyl)ethyl] cyclohexanol;1-[2-amino-1-(4-methoxyphenyl)ethyl]-cyclohexanol;1-[2-amino-1-(p-methoxyphenyl)ethyl] cyclohexanol;Q27156830;VENLAFAXINE HYDROCHLORIDE IMPURITY C [EP IMPURITY];1-[2-Amino-1-(4-methoxy-phenyl)-ethyl]-cyclohexanol (HCl);VENLAFAXINE HYDROCHLORIDE IMPURITY, DIDESMETHYL VENLAFAXINE- [USP IMPURITY];1246817-14-0

Chemical Property of N,N-Didesmethylvenlafaxine

Chemical Property:

• Appearance/Colour: pale yellow oil
• Melting Point: 172-180°C
• Boiling Point: 394.6 °C at 760 mmHg
• PKA: 14.75±0.20(Predicted)
• Flash Point: 192.5 °C
• PSA: 55.48000
• Density: 1.107±0.06 g/cm3(Predicted)
• LogP: 3.13300
• Storage Temp.: Refrigerator
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 249.172878976
• Heavy Atom Count: 18
• Complexity: 243

Purity/Quality:

99% ^*data from raw suppliers

D,L-N,N-Didesmethyl Venlafaxine| ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(CN)C2(CCCCC2)O

Technology Process of N,N-Didesmethylvenlafaxine

There total 14 articles about N,N-Didesmethylvenlafaxine 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: 100.0%

1-[cyano(4-methoxyphenyl)methyl]cyclohexanol (93413-76-4,131801-69-9) → N,N-didesmethylvenlafaxine (93413-77-5,272788-06-4,273720-73-3,149289-31-6)

Guidance literature:

With lithium aluminium tetrahydride; aluminium trichloride;

DOI:10.1016/j.tetlet.2004.08.018

Reference yield: 100.0%

1-[2-amino-1-(4-methoxyphenyl)ethyl]cyclohexanol methanesulfonate salt (1204232-46-1) → N,N-didesmethylvenlafaxine (93413-77-5,272788-06-4,273720-73-3,149289-31-6)

Guidance literature:

With ammonia; In water; ethyl acetate; at 20 ℃; for 0.166667h; pH=9;

Reference yield: 83.6%

ammonium hydroxide (1336-21-6) + cobalt chloride + 1-[cyano(4-methoxyphenyl)methyl]cyclohexanol (93413-76-4,131801-69-9) → N,N-didesmethylvenlafaxine (93413-77-5,272788-06-4,273720-73-3,149289-31-6)

Guidance literature:

With hydrogenchloride; sodium borohydrid; In methanol; water; ethyl acetate;

upstream raw materials:

1-[cyano(4-methoxyphenyl)methyl]cyclohexanol

cyclohexanone

p-methoxybenzylnitrile

cyclohexanol

Downstream raw materials:

5-(4-methoxyphenyl)-3-aza-1-oxaspiro[5,5]undecane

1-[2-dimethylamino-1-(4-methoxyphenyl)ethyl]cyclohexanol

1-[2-amino-1-(4-methoxyphenyl)ethyl]cyclohexanol hydrochloride

N,N-Didesmethyldesvenlafaxine

Refernces

• 1、 -. "SUBSTITUTED ARYLUREA COMPOUNDS FOR INDUCING APOPTOSIS AND COMPOSITION FOR ANTICANCER COMPRISING THE SAME". Paragraph 0119; 0125-0128. . Retrieved 2021/08/17.
• 2、 -. "A method for the preparation of venlafaxine hydrochloride (by machine translation)". Paragraph 0031-0033; 0035-0037. . Retrieved 2017/07/19.