CITALOPRAM

U.S. Department of Health & Human Services Divider Arrow

National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	RACEMIC
Molecular Formula	C20H21FN2O
Molecular Weight	324.3919
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of CITALOPRAM

Structure Search

SMILES

CN(C)CCCC1(OCC2=C1C=CC(=C2)C#N)C3=CC=C(F)C=C3

InChI

InChIKey=WSEQXVZVJXJVFP-UHFFFAOYSA-N

InChI=1S/C20H21FN2O/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

HIDE SMILES / InChI

Molecular Formula	C20H21FN2O
Molecular Weight	324.3919
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:29:53 UTC 2023` Edited by `admin` on `Fri Dec 15 16:29:53 UTC 2023`
Record UNII	0DHU5B8D6V
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

CITALOPRAM

Official Name

English

CITALOPRAM [MI]

Common Name

English

Citalopram [WHO-DD]

Common Name

English

CITALOPRAM [MART.]

Common Name

English

CITALOPRAM [VANDF]

Common Name

English

CITADUR

Brand Name

English

citalopram [INN]

Common Name

English

CITALOPRAM [USP IMPURITY]

Common Name

English

1-(3-(DIMETHYLAMINO)PROPYL)-1-(P-FLUOROPHENYL)-5-PHTHALANCARBONITRILE

Common Name

English

Classification Tree Code System Code

LIVERTOX

212

Created by admin on Fri Dec 15 16:29:54 UTC 2023 , Edited by admin on Fri Dec 15 16:29:54 UTC 2023

NCI_THESAURUS

C265

Created by admin on Fri Dec 15 16:29:54 UTC 2023 , Edited by admin on Fri Dec 15 16:29:54 UTC 2023

NCI_THESAURUS

C94725

Created by admin on Fri Dec 15 16:29:54 UTC 2023 , Edited by admin on Fri Dec 15 16:29:54 UTC 2023

WHO-VATC

QN06AB04

Created by admin on Fri Dec 15 16:29:54 UTC 2023 , Edited by admin on Fri Dec 15 16:29:54 UTC 2023

NDF-RT

N0000175696

Created by admin on Fri Dec 15 16:29:54 UTC 2023 , Edited by admin on Fri Dec 15 16:29:54 UTC 2023

WHO-ATC

N06AB04

Created by admin on Fri Dec 15 16:29:54 UTC 2023 , Edited by admin on Fri Dec 15 16:29:54 UTC 2023

NDF-RT

N0000000109

Created by admin on Fri Dec 15 16:29:54 UTC 2023 , Edited by admin on Fri Dec 15 16:29:54 UTC 2023

Code System Code Type Description

LACTMED

Citalopram

Created by admin on Fri Dec 15 16:29:54 UTC 2023 , Edited by admin on Fri Dec 15 16:29:54 UTC 2023

PRIMARY

ECHA (EC/EINECS)

261-891-1

Created by admin on Fri Dec 15 16:29:54 UTC 2023 , Edited by admin on Fri Dec 15 16:29:54 UTC 2023

PRIMARY

INN

4138

Created by admin on Fri Dec 15 16:29:54 UTC 2023 , Edited by admin on Fri Dec 15 16:29:54 UTC 2023

PRIMARY

CAS

59729-33-8

Created by admin on Fri Dec 15 16:29:54 UTC 2023 , Edited by admin on Fri Dec 15 16:29:54 UTC 2023

PRIMARY

RXCUI

2556

Created by admin on Fri Dec 15 16:29:54 UTC 2023 , Edited by admin on Fri Dec 15 16:29:54 UTC 2023

PRIMARY

RxNorm

WIKIPEDIA

CITALOPRAM

Created by admin on Fri Dec 15 16:29:54 UTC 2023 , Edited by admin on Fri Dec 15 16:29:54 UTC 2023

PRIMARY

CHEBI

3723

Created by admin on Fri Dec 15 16:29:54 UTC 2023 , Edited by admin on Fri Dec 15 16:29:54 UTC 2023

PRIMARY

DRUG CENTRAL

663

Created by admin on Fri Dec 15 16:29:54 UTC 2023 , Edited by admin on Fri Dec 15 16:29:54 UTC 2023

PRIMARY

PUBCHEM

2771

Created by admin on Fri Dec 15 16:29:54 UTC 2023 , Edited by admin on Fri Dec 15 16:29:54 UTC 2023

PRIMARY

DAILYMED

0DHU5B8D6V

Created by admin on Fri Dec 15 16:29:54 UTC 2023 , Edited by admin on Fri Dec 15 16:29:54 UTC 2023

PRIMARY

EVMPD

SUB07485MIG

Created by admin on Fri Dec 15 16:29:54 UTC 2023 , Edited by admin on Fri Dec 15 16:29:54 UTC 2023

PRIMARY

MESH

D015283

Created by admin on Fri Dec 15 16:29:54 UTC 2023 , Edited by admin on Fri Dec 15 16:29:54 UTC 2023

PRIMARY

SMS_ID

100000091311

Created by admin on Fri Dec 15 16:29:54 UTC 2023 , Edited by admin on Fri Dec 15 16:29:54 UTC 2023

PRIMARY

EPA CompTox

DTXSID8022826

Created by admin on Fri Dec 15 16:29:54 UTC 2023 , Edited by admin on Fri Dec 15 16:29:54 UTC 2023

PRIMARY

MERCK INDEX

m3587

Created by admin on Fri Dec 15 16:29:54 UTC 2023 , Edited by admin on Fri Dec 15 16:29:54 UTC 2023

PRIMARY

Merck Index

NCI_THESAURUS

C61680

Created by admin on Fri Dec 15 16:29:54 UTC 2023 , Edited by admin on Fri Dec 15 16:29:54 UTC 2023

PRIMARY

FDA UNII

0DHU5B8D6V

Created by admin on Fri Dec 15 16:29:54 UTC 2023 , Edited by admin on Fri Dec 15 16:29:54 UTC 2023

PRIMARY

ChEMBL

CHEMBL549

Created by admin on Fri Dec 15 16:29:54 UTC 2023 , Edited by admin on Fri Dec 15 16:29:54 UTC 2023

PRIMARY

IUPHAR

7547

Created by admin on Fri Dec 15 16:29:54 UTC 2023 , Edited by admin on Fri Dec 15 16:29:54 UTC 2023

PRIMARY

DRUG BANK

DB00215

Created by admin on Fri Dec 15 16:29:54 UTC 2023 , Edited by admin on Fri Dec 15 16:29:54 UTC 2023

PRIMARY

Related Record Type Details


					1TH2C9NJHL

CITALOPRAM, (R)-

ENANTIOMER -> RACEMATE

Amount:


					4DY48G26JY

CITALOPRAM HYDROCHLORIDE

SALT/SOLVATE -> PARENT

Amount:


					4O4S742ANY

ENANTIOMER -> RACEMATE

Amount:


					PUO0521HZV

CYTOCHROME P450 3A4

METABOLIC ENZYME -> SUBSTRATE

Comments:

IN VITRO

Amount:


					8E4LAA4357

CYTOCHROME P450 2D6

METABOLIC ENZYME -> SUBSTRATE

Comments:

IN VITRO

Amount:


					I1E9D14F36

CITALOPRAM HYDROBROMIDE

SALT/SOLVATE -> PARENT

Amount:


					22ES734693

MULTIDRUG RESISTANCE PROTEIN 1

TRANSPORTER -> SUBSTRATE

Comments:

in vitro ER in the MDCK-MDR1 cell line from National Institutes of Health. Weak substrate in-vivo.

Qualification:

EFFLUX RATIO

Amount:


					CJZ26L1EGI

SODIUM-DEPENDENT SEROTONIN TRANSPORTER

TARGET -> INHIBITOR

Interaction Type:

BINDING

Qualification:

IC50

Amount:


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

BINDER->LIGAND

Interaction Type:

BINDING

Amount:


					B5RDX2419X

CITALOPRAM OXALATE

SALT/SOLVATE -> PARENT

Amount:

Related Record Type Details


					ZE9YVI4ZEE

DIDESMETHYLCITALOPRAM

METABOLITE INACTIVE -> PARENT

Amount:


					M29NF68JC8

1-(4-FLUOROPHENYL)-1-(4-OXOBUTYL)-3H-ISOBENZOFURAN-5-CARBONITRILE

METABOLITE -> PARENT

Amount:


					3KBX9104IR

DESMETHYLCITALOPRAM

METABOLITE INACTIVE -> PARENT

Amount:


					5PF4599LDY

CITALOPRAM NITRILE OXIDE

METABOLITE INACTIVE -> PARENT

Amount:


					DK983N4H8X

5-CYANO-1-(4-FLUOROPHENYL)-1,3-DIHYDRO-1-ISOBENZOFURANBUTANOIC ACID

METABOLITE INACTIVE -> PARENT

Amount:

Related Record Type Details


					0DHU5B8D6V

ACTIVE MOIETY

Amount:

Name	Property Type	Amount	Referenced Substance	Defining	Parameters	References
Biological Half-life	PHARMACOKINETIC

Volume of Distribution	PHARMACOKINETIC