62498-69-5

Basic information

• Product Name: DIDESMETHYL CITALOPRAM-D4
• Synonyms: DIDESMETHYL CITALOPRAM-D4;DIDESMETHYL CITALOPRAM HBR;1-(3-Aminopropyl)-1-(4-fluorophenyl)-1,3-dihydro-5-isobenzofurancarbonitrile;Didesmethylcitalopram;Dinorcitalopram;Lu 11-161;rac Didemethyl Citalopram;rac-Didesmethylcitalopram
• CAS NO: 62498-69-5
• Molecular Formula: C₁₈H₁₇FN₂O
• Molecular Weight: 296.34
• Product Categories: Various Metabolites and Impurities;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Isotope
• Mol File: 62498-69-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 433.1 °C at 760 mmHg
• Flash Point: 215.7 °C
• Appearance: /
• Density: 1.24 g/cm³
• Vapor Pressure: 1.05E-07mmHg at 25°C
• Refractive Index: 1.612
• CAS DataBase Reference: DIDESMETHYL CITALOPRAM-D4(CAS DataBase Reference)
• NIST Chemistry Reference: DIDESMETHYL CITALOPRAM-D4(62498-69-5)
• EPA Substance Registry System: DIDESMETHYL CITALOPRAM-D4(62498-69-5)

Safety Data

• Hazardous Substances Data: 62498-69-5(Hazardous Substances Data)

Usage

Chemical Properties

Pale Yellow Thick Oil

Uses

Didesmethyl citalopram-D4 is a metabolite of Citalopram, an inhibitor of serotonin (5-HT) uptake. Used as an antidepressant

InChI:InChI=1/C18H17FN2O/c19-16-5-3-15(4-6-16)18(8-1-9-20)17-7-2-13(11-21)10-14(17)12-22-18/h2-7,10H,1,8-9,12,20H2

Upstream product

• 14753-26-5 3-chloropropan-1-amine 
• 64169-67-1 1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile 
• 64169-66-0 5-bromo-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran 

Downstream Products

• 1348805-33-3 BOC-didesmethylcitalopram 
• 526204-39-7 didesmethylcitalopram L-tartrate 
• 392286-28-1 N-{3-[5-Cyano-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-1-yl]-1-propyl}glycine ethyl ester 
• 928652-54-4 C₁₈H₁₇FN₂O*C₂₀H₁₈O₈ 
• 928652-45-3 C₁₈H₁₇FN₂O*C₂₀H₁₈O₈ 
• 166037-77-0 (-)-Didemethylcitalopram 
• 166037-78-1 (+)-Didemethylcitalopram 
• 59729-33-8 1-(3-dimethylamino-propyl)-1-(4-fluoro-phenyl)-1,3-dihydro-isobenzofuran-5-carbonitrile 

Relevant articles and documents

Improved syntheses of N-desmethylcitalopram and N,N-didesmethylcitalopram

An improved and efficient synthesis of N-desmethylcitalopram (2) and N,N-didesmethylcitalopram (3) is presented. The method involved N-demethylation of citalopram (1) using 1-chloroethyl chloroformate to give 2 in 87% yield. Synthesis of 3 was accomplished by alkylation of 8 with 1-(3-bromopropyl)-2,2,5, 5-tetramethyl-1-aza-2,5-disilacyclopentane (9). Copyright Taylor & Francis Group, LLC.

PREPARATION OF ESCITALOPRAM

Enantiomerically enriched citalopram is prepared by methylating enantiomerically enriched didesmethylcitalopram, obtained by directly resolving racemic didesmethylcitalopram using a chiral acid.