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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

signalword

Warning

Hazard Classifications

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

target_organs

Central nervous system

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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USP

USP

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Tomoko Soga et al.
Neuropharmacology, 59(1-2), 77-85 (2010-04-13)
Citalopram is the most potent selective serotonin reuptake inhibitor (SSRI) which is used as an antidepressant but causes sexual dysfunction. Whether citalopram induced sexual dysfunction is a result of gonadotropin-releasing hormone (GnRH), kisspeptin or RF-amide related peptide (RFRP) alteration is
Interactions between whole-body heating and citalopram on body temperature, antidepressant-like behaviour, and neurochemistry in adolescent male rats
Hale MW, et al.
Behavioural Brain Research, 359, 428-439 (2019)
Whole-body hyperthermia and a subthreshold dose of citalopram act synergistically to induce antidepressant-like behavioral responses in adolescent rats
Hale MW, et al.
Progress in Neuro-Psychopharmacology & Biological Psychiatry, 79, 162-168 (2017)
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)
Current Treatments of Obsessive-Compulsive Disorder (2008)
View All Related Papers

Chromatograms

application for HPLC

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