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Citalopram

Names

[ CAS No. ]:
59729-33-8

[ Name ]:
Citalopram

[Synonym ]:
1-[3-(Dimethylamino)propyl]-1-(4-fluorophenyl)-5-phthalancarbonitrile
5-isobenzofurancarbonitrile, 1-3-(dimethylamino)propyl-1-(4-fluorophenyl)-1,3-dihydro-
Cipram
Nitalapram
1-[3-(Dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-5-isobenzofurancarbonitrile
Citalec
Citalopram
Lexapro
1-[3-(Dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile
1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-3H-2-benzofuran-5-carbonitrile
Celexa
5-Isobenzofurancarbonitrile, 1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-
1-3-(dimethylamino)propyl-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile
MFCD00865398
Citabax
Citalopramum
Ciprapine
Celapram
Citopam
EINECS 261-891-1

Biological Activity

[Description]:

Citalopram is marketed as a racemate mixture of the S(+)-enantiomer and R(-)-enantiomer and the active S(+)-enantiomer (Escitalopram) that possess inhibitory effects. Citalopram is an antidepressant and enhances serotoninergic neurotransmission through potent and selective inhibition of serotonin reuptake (selective serotonin reuptake inhibitor)[1][2].

[Related Catalog]:

Research Areas >> Neurological Disease
Signaling Pathways >> Neuronal Signaling >> Serotonin Transporter

[References]

[1]. Carlsson B, et al. Enantioselective analysis of citalopram and escitalopram in postmortem blood together with genotyping for CYP2D6 and CYP2C19. J Anal Toxicol. 2009;33(2):65-76.

[2]. Milne RJ, et al. Citalopram. A review of its pharmacodynamic and pharmacokinetic properties, and therapeutic potential in depressive illness. Drugs. 1991;41(3):450-477.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
428.3±45.0 °C at 760 mmHg

[ Melting Point ]:
180 - 187ºC

[ Molecular Formula ]:
C20H21FN2O

[ Molecular Weight ]:
324.392

[ Flash Point ]:
212.8±28.7 °C

[ Exact Mass ]:
324.163788

[ PSA ]:
36.26000

[ LogP ]:
2.51

[ Vapour Pressure ]:
0.0±1.0 mmHg at 25°C

[ Index of Refraction ]:
1.591

[ Storage condition ]:
Store at RT

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
NP6313500
CHEMICAL NAME :
5-Isobenzofurancarbonitrile, 1,3-dihydro-1-(3-(dimethylamino)propyl)-1-(4-fluoroph enyl)-
CAS REGISTRY NUMBER :
59729-33-8
LAST UPDATED :
199801
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C20-H21-F-N2-O
MOLECULAR WEIGHT :
324.43

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - man
DOSE/DURATION :
56 mg/kg
TOXIC EFFECTS :
Cardiac - arrhythmias (including changes in conduction)
REFERENCE :
LANCAO Lancet. (7 Adam St., London WC2N 6AD, UK) V.1- 1823- Volume(issue)/page/year: 348,339,1996

Safety Information

[ Hazard Codes ]:
Xi

[ RIDADR ]:
3249

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1(b)

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds