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Merck

C7861

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
NACRES:
NA.77
PubChem Substance ID:
24278335
UNSPSC Code:
12352200
EC Number:
261-890-6
MDL number:
MFCD02101306
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
200

Key Documents

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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

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Deleterious substance

pdsc

C7861-BULK: + C7861-VAR: + C7861-50MG:4548173192321 + C7861-10MG:4548173192314

jan

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Certificates of Analysis (COA)

Lot/Batch Number
117K1540
107K1553
116K1353
056K1663
026K1657

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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)
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