(S)-Citalopram N-Oxide

Base Information

• Chemical Name: (S)-Citalopram N-Oxide
• CAS No.: 917482-45-2
• Molecular Formula: C₂₀H₂₁FN₂O₂
• Molecular Weight: 340.397
• UNII: JMR4KG3QUN
• DSSTox Substance ID: DTXSID60580934
• Nikkaji Number: J2.704.974E
• Wikidata: Q82471937
• Mol file: 917482-45-2.mol

Synonyms:(S)-Citalopram N-Oxide;917482-45-2;Escitalopram N-Oxide;JMR4KG3QUN;3-[(1S)-5-cyano-1-(4-fluorophenyl)-3H-2-benzofuran-1-yl]-N,N-dimethylpropan-1-amine oxide;3-((1S)-5-Cyano-1-(4-fluorophenyl)-3H-2-benzofuran-1-yl)-N,N-dimethyl-propan-1-amine oxide;(1S)-1-(3-(Dimethyloxidoamino)propyl)-1-(4-fluorophenyl)-1,3-dihydro-5-isobenzofurancarbonitrile;(S)-3-(5-Cyano-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-1-yl)-N,N-dimethylpropan-1-amine oxide;5-Isobenzofurancarbonitrile, 1-(3-(dimethyloxidoamino)propyl)-1-(4-fluorophenyl)-1,3-dihydro-, (1S)-;Escitalopram-N-Oxide;UNII-JMR4KG3QUN;DTXSID60580934;(S)-1-[3-(Dimethyloxidoamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro -5-isobenzofurancarbonitrile;(1S)-1-[3-(Dimethyloxidoamino)propyl]-1-(4-fluorophenyl)-1,3-dhydro-5-isobenzofurancarbonitrile;Escitalopram Oxalate Impurity H as (S)-Enantiomer;Escitalopram Impurity H as (S)-Enantiomer;3-[(1S)-5-Cyano-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-1-yl]-N,N-dimethylpropan-1-amine N-oxide

Chemical Property of (S)-Citalopram N-Oxide

Chemical Property:

• PSA: 62.45000
• LogP: 3.84648
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 340.15870608
• Heavy Atom Count: 25
• Complexity: 509

Purity/Quality:

98%Min ^*data from raw suppliers

(S)-CitalopramN-Oxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[N+](C)(CCCC1(C2=C(CO1)C=C(C=C2)C#N)C3=CC=C(C=C3)F)[O-]
• Isomeric SMILES: C[N+](C)(CCC[C@@]1(C2=C(CO1)C=C(C=C2)C#N)C3=CC=C(C=C3)F)[O-]
• Uses: (S)-Citalopram N-Oxide (cas# 917482-45-2) is a compound useful in organic synthesis.

Technology Process of (S)-Citalopram N-Oxide

There total 4 articles about (S)-Citalopram N-Oxide 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:

1-(3-dimethylamino-propyl)-1-(4-fluoro-phenyl)-1,3-dihydro-isobenzofuran-5-carbonitrile (59729-33-8) → rac-desmethylcitalopram (62498-67-3,144010-85-5) + Citalopram N-Oxide (63284-72-0,917482-45-2)

Guidance literature:

With NADH; In methanol; at 37 ℃; for 0.5h; pH=7.4; Reagent/catalyst; Kinetics; Enzymatic reaction;

DOI:10.1016/j.dmpk.2016.01.001

Reference yield:

(S)-1-[3-(dimethylamino)propyl]-1-(4-flouorphenyl)-1,3-dihydro-5-isobenzofuran carbonitrile (128196-02-1) → (-)-Citalopram N-oxide (917482-45-2) + (-)-Desmethylcitalopram (144010-85-5)

Guidance literature:

With cDNA-expressed human CYP₂C₁₉ enzyme; In phosphate buffer; at 37 ℃; for 1h; pH=7.4; Further Variations:; Reagents; substrate concentration; Enzyme kinetics;

DOI:10.1159/000028333

Reference yield:

escitalopram (128196-01-0) → (+)-Citalopram N-oxide (917482-45-2) + (+)-Desmethylcitalopram (144025-14-9,144010-85-5)

Guidance literature:

With cDNA-expressed human CYP₂C₁₉ enzyme; In phosphate buffer; at 37 ℃; for 1h; pH=7.4; Further Variations:; Reagents; substrate concentration; Enzyme kinetics;

DOI:10.1159/000028333

upstream raw materials:

(S)-1-[3-(dimethylamino)propyl]-1-(4-flouorphenyl)-1,3-dihydro-5-isobenzofuran carbonitrile

escitalopram

citalopram hydrobromide

1-(3-dimethylamino-propyl)-1-(4-fluoro-phenyl)-1,3-dihydro-isobenzofuran-5-carbonitrile