Structure via PubChem · Public domain (PubChem)
paroxetine
Sign in to saveAlso known as BRL-29060, (-)-(3S,4R)-4-(p-fluorophenyl)-3-{[3,4-(methylenedioxy)phenoxy]methyl}piperidine, (3S-trans)-3-[(1,3-benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)piperidine, (−)-(3S,4R)-4-(p-fluorophenyl)-3-{[3,4-(methylenedioxy)phenoxy]methyl}piperidine
Paroxetine, sold under the brand name Paxil among others, is an antidepressant medication of the selective serotonin reuptake inhibitor (SSRI) class used to treat major depressive disorder, obsessive–compulsive disorder (OCD), panic disorder, social anxiety disorder, post-traumatic stress disorder (PTSD), generalized anxiety disorder, and premenstrual dysphoric disorder. It has also been used in the treatment of premature ejaculation, and hot flashes due to menopause. It is taken orally (by mouth).
Key facts
- Drug.Verifiedfields
- changed
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 417832252
- Drug.image
- Paroxetine-2D-skeletal.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 250
- Drug.image2
- PAROXETINE_3D_xtal.png
- Drug.image_class2
- bg-transparent
- Drug.width2
- 280
- Drug.tradename
- Paxil, others
- Drug.MedlinePlus
- a698032
- Drug.DailyMedID
- Paroxetine
- Drug.pregnancy_AU
- D
- Drug.routes_of_administration
- By mouth
- Drug.class
- Selective serotonin reuptake inhibitor (SSRI)
- Drug.ATC_prefix
- N06
- Drug.ATC_suffix
- AB05
- Drug.legal_AU
- S4
via Wikipedia infobox
Chemical data
- Formula
- C19H20FNO3
- Molecular weight
- 329.4 g/mol
- IUPAC name
- (3S,4R)-3-(1,3-benzodioxol-5-yloxymethyl)-4-(4-fluorophenyl)piperidine
- SMILES
- C1CNC[C@H]([C@@H]1C2=CC=C(C=C2)F)COC3=CC4=C(C=C3)OCO4
- InChIKey
- AHOUBRCZNHFOSL-YOEHRIQHSA-N
- XLogP
- 3.5
- Polar surface area
- 39.7 Ų
- H-bond donors
- 1
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Research
7,362 papers- Paroxetine.Expert opinion on pharmacotherapy · 2008
- Paroxetine Attenuates Chondrocyte Pyroptosis and Inhibits Osteoclast Formation by Inhibiting NF-κB Pathway Activation to Delay Osteoarthritis Progression.Drug design, development and therapy · 2023
- Paroxetine: a review.CNS drug reviews · 2001
- Paroxetine controlled release.CNS drugs · 2004
- Effectiveness of Paroxetine for Poststroke Depression: A Meta-Analysis.Journal of stroke and cerebrovascular diseases : the official journal of National Stroke Association · 2020
via PubMed
Wikidata facts
- Subclass of
- heterocyclic compound
- Has part
- carbon
- Mass
- 329.143
- Has use
- medication
Show 13 more facts
- Commons category
- Paroxetine
- chemical formula
- C₁₉H₂₀FNO₃
- significant drug interaction
- fluoxetine
- route of administration
- oral administration
- World Health Organisation international non-proprietary name
- paroxetine
- medical condition treated
- anxiety
- isomeric SMILES
- C1CNC[C@H]([C@@H]1C2=CC=C(C=C2)F)COC3=CC4=C(C=C3)OCO4
- canonical SMILES
- C1CNCC(C1C2=CC=C(C=C2)F)COC3=CC4=C(C=C3)OCO4
- defined daily dose
- 20
- physically interacts with
- solute carrier family 6 member 4
- stylized name
- PARoxetine
- legal status (medicine)
- boxed warning
via Wikidata · CC0
~14 min read
Encyclopedic overview
25 sectionsContents
- Medical uses
- Depression
- Anxiety disorders
- Menopausal hot flashes
- Fibromyalgia
- Premature ejaculation
- Adverse effects
- Suicide
- Sexual dysfunction
- Pregnancy
- Discontinuation syndrome
- Overdose
- Interactions
- Pharmacology
- Pharmacodynamics
- Pharmacokinetics
- Society and culture
- Marketing
- Economics
- Brand names
- Research
- Veterinary use
- Other organisms
- References
- External links
Paroxetine, sold under the brand name Paxil among others, is an antidepressant medication of the selective serotonin reuptake inhibitor (SSRI) class used to treat major depressive disorder, obsessive–compulsive disorder (OCD), panic disorder, social anxiety disorder, post-traumatic stress disorder (PTSD), generalized anxiety disorder, and premenstrual dysphoric disorder. It has also been used in the treatment of premature ejaculation, and hot flashes due to menopause. It is taken orally (by mouth).
Common side effects include drowsiness, dry mouth, loss of appetite, sweating, trouble sleeping, and sexual dysfunction. Serious side effects may include suicidal thoughts in those under the age of 25, serotonin syndrome, and mania. While the rate of side effects appears similar compared to other SSRIs and SNRIs, antidepressant discontinuation syndrome may occur more often. Use in pregnancy is not recommended, while use during breastfeeding is relatively safe. It is believed to work by blocking the reuptake of the chemical serotonin by neurons in the brain.
Excerpted from Wikipedia’s “paroxetine” article, available under the CC BY-SA 4.0 licence.