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C7861

Sigma-Aldrich

Citalopram hydrobromide

≥98% (HPLC)

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Synonym(s):
1-[3-(Dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-5-isobenzofurancarbonitrile hydrobromide
Empirical Formula (Hill Notation):
C20H21FN2O · HBr
CAS Number:
Molecular Weight:
405.30
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

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

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This Item
1134233Y0001008C-057
Citalopram hydrobromide ≥98% (HPLC)

C7861

Citalopram hydrobromide

Citalopram hydrobromide United States Pharmacopeia (USP) Reference Standard

1134233

Citalopram hydrobromide

Citalopram hydrobromide European Pharmacopoeia (EP) Reference Standard

Y0001008

Citalopram hydrobromide

Citalopram hydrobromide solution 100 μg/mL in methanol (as free base), ampule of 1 mL, certified reference material, Cerilliant®

C-057

Citalopram hydrobromide solution

assay

≥98% (HPLC)

assay

-

assay

-

assay

-

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

storage temp.

−20°C

solubility

chloroform: soluble, methanol: soluble

solubility

-

solubility

-

solubility

-

originator

Forest Labs

originator

-

originator

-

originator

-

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)

Gene Information

human ... SLC6A4(6532)

Gene Information

human ... SLC6A4(6532)

Gene Information

human ... SLC6A4(6532)

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

Exclamation markHealth hazard

signalword

Warning

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_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Current Treatments of Obsessive-Compulsive Disorder (2008)
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)
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
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)
The Guide to Off-label Prescription Drugs: New Uses for FDA-approved Prescription Drugs (2006)

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