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C7861

Sigma-Aldrich

Citalopram hydrobromide

≥98% (HPLC), powder, serotonin uptake inhibitor

Synonym(s):

1-[3-(Dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-5-isobenzofurancarbonitrile hydrobromide

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About This Item

Empirical Formula (Hill Notation):
C20H21FN2O · HBr
CAS Number:
59729-32-7
Molecular Weight:
405.30
EC Number:
261-890-6
MDL number:
MFCD02101306
UNSPSC Code:
12352200
PubChem Substance ID:
24278335
NACRES:
NA.77

product name

Citalopram hydrobromide, ≥98% (HPLC)

Quality Level

200

Assay

≥98% (HPLC)

form

powder

solubility

chloroform: soluble
methanol: soluble

originator

Forest Labs

storage temp.

2-8°C

SMILES string

Br[H].CN(C)CCCC1(OCc2cc(ccc12)C#N)c3ccc(F)cc3

InChI

1S/C20H21FN2O.BrH/c1-23(2)11-3-10-20(17-5-7-18(21)8-6-17)19-9-4-15(13-22)12-16(19)14-24-20;/h4-9,12H,3,10-11,14H2,1-2H3;1H

InChI key

WIHMBLDNRMIGDW-UHFFFAOYSA-N

Gene Information

human ... HTR1A(3350) , HTR1B(3351) , HTR1D(3352) , HTR1E(3354) , HTR1F(3355) , HTR2A(3356) , HTR2B(3357) , HTR2C(3358) , HTR3A(3359) , HTR3B(9177) , HTR3C(170572) , HTR3D(200909) , HTR3E(285242) , HTR4(3360) , HTR5A(3361) , HTR5B(645694) , HTR6(3362) , HTR7(3363) , SLC6A4(6532)

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General description

Citalopram is a bicyclic phthalene derivative. It initiates serotonergic activity, which produces antidepressant action. Citalopram hydrobromide reverses memory impairment. It is used to treat obsessive compulsive disorder, panic disorder, sociophobia and premenstrual dysphoric disorder.

Application

Citalopram hydrobromide has been used:
  • to examine its effects on sirt mRNA and mammalian sirtuins (SIRT) expression in mice
  • to monitor body temperature and antidepressant-like behavioral responses in the forced swim test for rats
  • for 5-hydroxytryptamine (5-HT) competition uptake assays

Biochem/physiol Actions

Potent and selective serotonin uptake inhibitor (Ki = 5.4 nM); antidepressant

Features and Benefits

This compound was developed by Forest Labs. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Statements

H302,H336,H361d,H412

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Repr. 2 - STOT SE 3

Target Organs

Central nervous system

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The Guide to Off-label Prescription Drugs: New Uses for FDA-approved Prescription Drugs (2006)
Aging and chronic administration of serotonin-selective reuptake inhibitor citalopram upregulate Sirt4 gene expression in the preoptic area of male mice
Dutt Way W, et al.
Frontiers in Genetics, 6(281), 281-281 (2015)
Inhibition of the serotonin transporter is altered by metabolites of selective serotonin and norepinephrine reuptake inhibitors and represents a caution to acute or chronic treatment paradigms
Krout D, et al.
ACS Chemical Neuroscience, 8(5), 1011-1018 (2016)
Citalopram hydrobromide: degradation product characterization and a validated stability-indicating LC-UV method
Sharma M, et al.
Journal of the Brazilian Chemical Society, 22(5), 836-848 (2011)
Current Treatments of Obsessive-Compulsive Disorder (2008)
View All Related Papers

Chromatograms

application for HPLC

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