File:Escitalopram.svg · Wikimedia Commons · See Wikimedia Commons
escitalopram
Sign in to saveAlso 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.
OverviewAI-generated
Escitalopram is a chemical compound with the formula C₂₀H₂₁FN₂O. Its IUPAC name is (1S)-1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-3H-2-benzofuran-5-carbonitrile. The substance has a mass of 324.164 and a weight of 324.4. It possesses a charge of 0, an xlogp of 3.2, and a topological polar surface area of 36.3. The molecule contains four hydrogen bond acceptors and no hydrogen bond donors.
The defined daily dose for escitalopram is 10.0. The compound is referenced by 1,032 other encyclopedia articles. A search for escitalopram in PubMed yields a count of 3996 entries.
Synthesized by Vinony from 19 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
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 Ų
- 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
~15 min read
Encyclopedic overview
25 sectionsContents
- 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
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.
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.