Escitalopram

CHEMBL1508 Phase 4 Zugelassen Small molecule
Half-Life
27-32 hours
Bioavailability
Protein Binding
Molecular Weight
324.4 g/mol
LogP
3.2
Phase
4

Escitalopram is the active S-enantiomer of the antidepressant citalopram, isolated to concentrate the serotonin-reuptake-blocking activity in a single mirror-image form. By preventing serotonin from being reabsorbed into neurons, it raises synaptic serotonin and, over weeks, improves depressed mood and anxiety. It is used chiefly for major depressive disorder and generalized anxiety disorder. A fluorinated small molecule (C20H21FN2O) with a half-life of roughly 27 to 32 hours, it supports once-daily dosing and reaches steady state in about a week. Because the parent citalopram contains an inactive counterpart enantiomer, purifying the active form is intended to deliver the therapeutic effect at a lower total dose. Escitalopram is an approved first-line treatment among the selective serotonin reuptake inhibitors.

This antidepressant increases serotonin levels in the brain by blocking its reabsorption into nerve cells, helping to improve mood, anxiety, and related symptoms. It is used to treat major depressive disorder and generalized anxiety disorder.

Molekularmasse

324,3920 g/mol

LogP

3,20

TPSA

36,30 Ų

Lipinski-Regel der Fünf

Bestanden

Therapeutische Bereiche

Arzneimittelklassen

Wirkmechanismus

S-enantiomer of citalopram; selective serotonin reuptake inhibitor.

Pharmacokinetics (PK)

Half-Life 27-32 hours

Pharmacodynamics (PD)

Mechanismus

S-enantiomer of citalopram; selective serotonin reuptake inhibitor.

2D-Struktur

SVG PNG

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SMILES

CN(C)CCC[C@@]1(c2ccc(F)cc2)OCc2cc(C#N)ccc21

InChI

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/t20-/m0/s1

Molecular Formula

C20H21FN2O

HBD / HBA

- / 4

Rotierbare Bindungen

5

Schwere Atome

24

Primary Target
Major Escitalopram + Sertraline

Co-prescribing two SSRIs leads to additive serotonin excess with no therapeutic benefit and high risk of serotonin syndrome.

Major Escitalopram + Tramadol

Combining escitalopram with tramadol substantially raises the risk of serotonin syndrome, a potentially life-threatening condition characterized by agitation, hyperthermia, tremor, and autonomic instability.

Major Escitalopram + Hydroxychloroquine

Both escitalopram and hydroxychloroquine prolong the QT interval; their concurrent use markedly increases the risk of potentially fatal arrhythmias.

Major Escitalopram + Fluoxetine

Combining two SSRIs is generally contraindicated due to markedly elevated serotonin syndrome risk and no additional therapeutic benefit.

Major Escitalopram + Ondansetron

Escitalopram and ondansetron together carry dual risks: serotonin syndrome and additive QT interval prolongation, making this combination particularly dangerous.

Major Escitalopram + Quetiapine

Escitalopram and quetiapine both prolong the QT interval; concurrent use carries a substantial risk of torsades de pointes and sudden cardiac death.

Moderate Escitalopram + Sumatriptan

Co-administration of escitalopram and sumatriptan may lead to serotonin syndrome, though clinical cases are less frequent than with tramadol combinations.

Moderate Escitalopram + Lithium Carbonate

Escitalopram combined with lithium may augment serotonergic neurotransmission, increasing the risk of serotonin syndrome particularly at higher doses.

Major Escitalopram + Azithromycin

Azithromycin and escitalopram each prolong the QT interval; co-administration meaningfully increases the risk of torsades de pointes.

Moderate Escitalopram + Aspirin

Combining aspirin with escitalopram increases the risk of GI bleeding through additive impairment of hemostasis.

No side effects recorded

Side effect data is not yet available for this drug.

Häufig gestellte Fragen

This antidepressant increases serotonin levels in the brain by blocking its reabsorption into nerve cells, helping to improve mood, anxiety, and related symptoms. It is used to treat major depressive disorder and generalized anxiety disorder.

S-enantiomer of citalopram; selective serotonin reuptake inhibitor.

Key pharmacokinetic parameters for Escitalopram: Half-life: 27-32 hours.

Yes, Escitalopram is an approved drug. It has reached clinical phase 4. It is classified as a Small molecule.

Related Drugs

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References & Data Sources

  • ChEMBL — European Bioinformatics Institute (EBI). CHEMBL1508. Open-access bioactivity database.
  • PubChem — National Center for Biotechnology Information (NCBI). CID 146570. Chemical information database.

Data aggregated from publicly available pharmacological databases. Last updated 2026-03-04.

Medizinischer Haftungsausschluss

This content is for educational and informational purposes only. It is not a substitute for professional medical advice, diagnosis, or treatment. Always consult a qualified healthcare provider before making medication decisions.

Data sources: ChEMBL, PubChem, DailyMed.