(R)-citalopram

Base Information

Chemical Name:(R)-citalopram
CAS No.:128196-02-1
Molecular Formula:C20H21 F N2 O
Molecular Weight:324.398
Hs Code.:
UNII:1TH2C9NJHL
DSSTox Substance ID:DTXSID201317195
Nikkaji Number:J819.066F
Wikidata:Q27116962
Pharos Ligand ID:G1JH17L414RZ
Metabolomics Workbench ID:55483
ChEMBL ID:CHEMBL399730
Mol file:128196-02-1.mol

Synonyms:(R)-(-)-citalopram;(R)-citalopram;128196-02-1;(-)-citalopram;Citalopram, (R)-;1TH2C9NJHL;CHEBI:36792;(1R)-1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-3H-2-benzofuran-5-carbonitrile;(1R)-1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile;(R)-1-(3-(Dimethylamino)propyl)-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile;5-Isobenzofurancarbonitrile, 1-(3-(dimethylamino)propyl)-1-(4-fluorophenyl)-1,3-dihydro-, (1R)-;UNII-1TH2C9NJHL;BIDD:PXR0176;MLS001165696;BIDD:GT0160;CHEMBL399730;SCHEMBL13235283;BDBM86046;DTXSID201317195;HMS2231B13;HMS3369A13;PDSP1_001303;PDSP2_001287;AKOS015914557;NCGC00389194-01;SMR000550474;EN300-49846;Q27116962

Suppliers and Price of (R)-citalopram

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 14 raw suppliers

Chemical Property of (R)-citalopram

Chemical Property:

Boiling Point:428.3±45.0 °C(Predicted)
PKA:9.57±0.28(Predicted)
PSA：36.26000
Density:1.18±0.1 g/cm3(Predicted)
LogP:3.81298
XLogP3:3.2
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:5
Exact Mass:324.16379146
Heavy Atom Count:24
Complexity:466

Purity/Quality:: 99%, ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CN(C)CCCC1(C2=C(CO1)C=C(C=C2)C#N)C3=CC=C(C=C3)F
Isomeric SMILES:CN(C)CCC[C@]1(C2=C(CO1)C=C(C=C2)C#N)C3=CC=C(C=C3)F
Uses (R)-(-)-Citalopram is an antidepressant of selective serotonin reuptake inhibitor (SSIR) class. Citalopram is used in the treatment of major depressive disorder.

Technology Process of (R)-citalopram

There total 4 articles about (R)-citalopram 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: 51.0%

: 219861-18-4,481047-48-7
(R)-(+)-4-[4-(dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl]-3-(hydroxymethyl)benzonitrile

: 128196-02-1
(S)-1-[3-(dimethylamino)propyl]-1-(4-flouorphenyl)-1,3-dihydro-5-isobenzofuran carbonitrile

Guidance literature:: With methanesulfonyl chloride; triethylamine; In dichloromethane; at 0 ℃; for 3h;
DOI:10.1021/jm1005034

Reference yield:

: 59729-33-8
1-(3-dimethylamino-propyl)-1-(4-fluoro-phenyl)-1,3-dihydro-isobenzofuran-5-carbonitrile

: 128196-02-1
(S)-1-[3-(dimethylamino)propyl]-1-(4-flouorphenyl)-1,3-dihydro-5-isobenzofuran carbonitrile

: 128196-01-0
escitalopram

Guidance literature:: 1-(3-dimethylamino-propyl)-1-(4-fluoro-phenyl)-1,3-dihydro-isobenzofuran-5-carbonitrile; With (2S,3S)-di-4-toluoyltartaric acid; In acetonitrile; at 27 ℃; for 1h; Resolution of racemate;

With sodium hydroxide; In water; at 27 ℃; for 0.166667h;
DOI:10.1021/op800252w

Reference yield:

: 128173-53-5,912452-31-4
(-)4-[4-(dimethylamino)-1-(4'-fluorophenyl)-1-hydroxy-1-butyl]-3-(3-hydroxymethyl)-benzonitrile hemi (+)-di-p-toloyltartaric acid salt

: 128196-02-1
(S)-1-[3-(dimethylamino)propyl]-1-(4-flouorphenyl)-1,3-dihydro-5-isobenzofuran carbonitrile

Guidance literature:: (-)4-[4-(dimethylamino)-1-(4'-fluorophenyl)-1-hydroxy-1-butyl]-3-(3-hydroxymethyl)-benzonitrile hemi (+)-di-p-toloyltartaric acid salt; With ammonia; In dichloromethane; water; pH=8.0 - 8.5;

With methanesulfonyl chloride; triethylamine; In dichloromethane; at 20 - 25 ℃; for 1h;

With ammonia; In dichloromethane; water;