escitalopram

Also known as S(+)-citalopram, (S)-citalopram, S-(+)-citalopram, (+)-citalopram, C₂₀H₂₁FN₂O, LU-26-054-0, Cipralex, Citoles

Escitalopram ( ), sold under the brand names Lexapro and Cipralex, among others, is an antidepressant medication of the selective serotonin reuptake inhibitor (SSRI) class. It is mainly used to treat major depressive disorder, generalized anxiety disorder, panic disorder, obsessive–compulsive disorder (OCD), and social anxiety disorder. Escitalopram is taken by mouth. For commercial use, it is formulated as an oxalate salt exclusively.

In the Vinony graph

Within Vinony's link graph, escitalopram is referenced by 1,032 other articles, and connects out to selective serotonin reuptake inhibitor, insomnia and Hypericum perforatum.

It sits within the topics 4-Fluorophenyl compounds, Antidepressants and CYP2D6 inhibitors.

Its subject is documented across 38 Wikipedia language editions.

Key facts

Drug.Verifiedfields: verified
Drug.Watchedfields: verified
Drug.verifiedrevid: 443735539
Drug.image: Escitalopram.svg
Drug.image_class: skin-invert-image
Drug.width: 225
Drug.image2: Escitalopram-based-on-xtal-3D-bs-17.png
Drug.image_class2: bg-transparent
Drug.tradename: Cipralex, Lexapro, others
Drug.MedlinePlus: a603005
Drug.DailyMedID: Escitalopram
Drug.pregnancy_AU: C
Drug.routes_of_administration: By mouth
Drug.class: Selective serotonin reuptake inhibitor (SSRI)
Drug.ATC_prefix: N06
Drug.ATC_suffix: AB10
Drug.legal_AU: S4
Drug.legal_BR: C1

via Wikipedia infobox

Chemical data

Formula: C20H21FN2O
Molecular weight: 324.4 g/mol
IUPAC name: (1S)-1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-3H-2-benzofuran-5-carbonitrile
SMILES: CN(C)CCC[C@@]1(C2=C(CO1)C=C(C=C2)C#N)C3=CC=C(C=C3)F
InChIKey: WSEQXVZVJXJVFP-FQEVSTJZSA-N
XLogP: 3.2
Polar surface area: 36.3 Å²
H-bond donors: 0
H-bond acceptors: 4
Formal charge: 0

via PubChem

Research

3,996 papers

Mindfulness-Based Stress Reduction vs Escitalopram for the Treatment of Adults With Anxiety Disorders: A Randomized Clinical Trial.JAMA psychiatry · 2023
The clinical pharmacokinetics of escitalopram.Clinical pharmacokinetics · 2007
Escitalopram versus other antidepressive agents for major depressive disorder: a systematic review and meta-analysis.BMC psychiatry · 2023
Escitalopram.2026
Escitalopram Personalized Dosing: A Population Pharmacokinetics Repository Method.Drug design, development and therapy · 2023

via PubMed

Wikidata facts

Mass: 324.164

Show 6 more facts

Commons category: Escitalopram
chemical formula: C₂₀H₂₁FN₂O
isomeric SMILES: CN(C)CCC[C@@]1(C2=C(CO1)C=C(C=C2)C#N)C3=CC=C(C=C3)F
canonical SMILES: CN(C)CCCC1(C2=C(CO1)C=C(C=C2)C#N)C3=CC=C(C=C3)F
World Health Organisation international non-proprietary name: escitalopram
defined daily dose: 10.0

Sources (5)

via Wikidata · CC0

~15 min read

Encyclopedic overview

25 sections

Contents

Medical uses
Depression
Anxiety disorders
Other
Side effects
Very common effects
Common (1–10% incidence)
Psychomotor effects
Sexual dysfunction
Pregnancy
Withdrawal
Overdose
Interactions
Pharmacology
Mechanism of action
Pharmacokinetics
Chemistry
History
Society and culture
Brand names
Legal status
Allegations of illegal marketing
See also
References
External links

Common side effects include headache, nausea, sexual problems, mild sedation, and trouble sleeping. More serious side effects may include suicidal thoughts in people up to the age of 24 years. It is unclear if use during pregnancy or breastfeeding is safe. Escitalopram is the (S)-enantiomer of citalopram (which exists as a racemate), hence the name es-citalopram.

Excerpted from Wikipedia’s “escitalopram” article, available under the CC BY-SA 4.0 licence.