Structure via PubChem · Public domain (PubChem)
trazodone
Sign in to saveAlso known as AF-1161, 2-{3-[4-(3-chlorophenyl)-1-piperazinyl]propyl}[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one
Trazodone is an antidepressant medication used to treat major depressive disorder, anxiety disorders, and insomnia. It is a phenylpiperazine compound of the serotonin antagonist and reuptake inhibitor (SARI) class. The medication is taken orally.
Key facts
- Drug.Watchedfields
- verified
- Drug.verifiedrevid
- 457287206
- Drug.image
- Trazodone.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 250
- Drug.image2
- Trazodone-from-HCl-xtal-Mercury-3D-balls.png
- Drug.image_class2
- bg-transparent
- Drug.width2
- 250
- Drug.tradename
- Desyrel, Trittico, others
- Drug.MedlinePlus
- a681038
- Drug.DailyMedID
- Trazodone
- Drug.dependency_liability
- Low
- Drug.addiction_liability
- None
- Drug.routes_of_administration
- By mouth
- Drug.class
- Serotonin antagonist and reuptake inhibitor (SARI); Serotonin 5-HT2A receptor antagonist; α1-Adrenergic receptor antagonist; Serotonin reuptake inhibitor
- Drug.ATC_prefix
- N06
- Drug.ATC_suffix
- AX05
- Drug.legal_AU
- S4
via Wikipedia infobox
Chemical data
- Formula
- C19H22ClN5O
- Molecular weight
- 371.9 g/mol
- IUPAC name
- 2-[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl]-[1,2,4]triazolo[4,3-a]pyridin-3-one
- SMILES
- C1CN(CCN1CCCN2C(=O)N3C=CC=CC3=N2)C4=CC(=CC=C4)Cl
- InChIKey
- PHLBKPHSAVXXEF-UHFFFAOYSA-N
- XLogP
- 2.8
- Polar surface area
- 42.4 Ų
- H-bond donors
- 0
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Research
2,645 papers- Fatal overdose with trazodone: case report and literature review.Acta clinica Belgica · 2001
- Treatment of insomnia - effect of trazodone and hypnotics on sleep.Psychiatria polska · 2021
- Trazodone rescues dysregulated synaptic and mitochondrial nascent proteomes in prion neurodegeneration.Brain : a journal of neurology · 2024
- Rethinking the role of trazodone in the different depressive dimensions.Expert review of neurotherapeutics · 2024
- Trazodone (Desyrel, Mead-Johnson Pharmaceutical Division).Drug intelligence & clinical pharmacy · 1982
via PubMed
Wikidata facts
- Mass
- 371.151288
Show 6 more facts
- chemical formula
- C₁₉H₂₂ClN₅O
- Commons category
- Trazodone
- World Health Organisation international non-proprietary name
- trazodone
- canonical SMILES
- C1CN(CCN1CCCN2C(=O)N3C=CC=CC3=N2)C4=CC(=CC=C4)Cl
- defined daily dose
- 0.3
- stylized name
- traZODone
via Wikidata · CC0
~37 min read
Article
38 sectionsContents
- Medical uses
- Depression
- Insomnia
- Other disorders
- Combination with other antidepressants
- Available forms
- Side effects
- Suicide
- Sedation
- Cardiac
- Priapism
- Others
- Pregnancy and lactation
- Overdose
- Interactions
- Cytochrome P450 inhibitors and inducers
- Serotonergic agents and serotonin syndrome
- Antagonism of serotonergic psychedelics
- Pharmacology
- Pharmacodynamics
- Target occupancy studies
- Effects in preclinical studies
- Correspondence to clinical effects
- Pharmacokinetics
- Absorption
- Distribution
- Metabolism
- Elimination
- Chemistry
- History
- Society and culture
- Generic names
- Brand names
- Research
- Veterinary use
- See also
- References
- External links
{{Infobox drug | Watchedfields = verified | verifiedrevid = 457287206 | image = Trazodone.svg | image_class = skin-invert-image | width = 250 | image2 = Trazodone-from-HCl-xtal-Mercury-3D-balls.png | image_class2 = bg-transparent | width2 = 250
| tradename = Desyrel, Trittico, others | Drugs.com = | MedlinePlus = a681038 | DailyMedID = Trazodone | dependency_liability = Low | addiction_liability = None | routes_of_administration = By mouth | class = Serotonin antagonist and reuptake inhibitor (SARI); Serotonin 5-HT2A receptor antagonist; α1-Adrenergic receptor antagonist; Serotonin reuptake inhibitor | ATC_prefix = N06 | ATC_suffix = AX05