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.
OverviewAI-generated
Trazodone is a chemical compound with the formula C₁₉H₂₂ClN₅O. Its IUPAC name is 2-[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl]-[1,2,4]triazolo[4,3-a]pyridin-3-one. The molecule has a mass of 371.151288 and a weight of 371.9. It is characterized by a charge of 0, an xlogp of 2.8, and a topological polar surface area of 42.4. The compound has no hydrogen bond donors and four hydrogen bond acceptors.
The defined daily dose for trazodone is 0.3. It is stylized as "traZODone". The substance is referenced by 2,773 other encyclopedia articles.
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.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
~37 min read
Encyclopedic overview
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
Excerpted from Wikipedia’s “trazodone” article, available under the CC BY-SA 4.0 licence.