C7861

Citalopram hydrobromide

Name: Citalopram hydrobromide
Brand: SIGMA

≥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

NACRES:

NA.77

PubChem Substance ID:

24278335

UNSPSC Code:

12352200

EC Number:

261-890-6

MDL number:

MFCD02101306

Product Name

Citalopram hydrobromide, ≥98% (HPLC)

Quality Level

200

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

SMILES string

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

assay

≥98% (HPLC)

form

powder

solubility

chloroform: soluble
methanol: soluble

originator

Forest Labs

storage temp.

2-8°C

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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Related Categories

Bioactive Small Molecule Inhibitors

Bioactive Small Molecules

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 (K_i = 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.

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.

pictograms

GHS08,GHS07

signalword

Warning

hcodes

H302,H336,H361d,H412

pcodes

P202 - P261 - P264 - P273 - P301 + P312 - P308 + P313

Hazard Classifications

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

target_organs

Central nervous system

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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)

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