Trazodone
| AF-1161 | |
|---|---|
 |
| Salts [] | |
|---|---|
| Trazodone hydrochloride | |
| Molecular structure via molpic based on CDK |
| Physical properties [] | |
|---|---|
| Molecular mass | 371.9 g/mol [1] |
| Appearance | Crystals [1] |
| Melting point | 231-234 [1] |
| Decomposition | When heated to decomposition it emits toxic fumes of /chlorides, hydrogen chloride and nitrogen oxides/. [1] |
| Solubility | 2.90e-01 g/L [1] |
| Predicted LogP | 2.8 [1] |
| Structural Identifiers [] | |
|---|---|
| Molecular formula | C19H22ClN5O [1] |
| IUPAC name | 2-[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl]-[1,2,4]triazolo[4,3-a]pyridin-3-one [1] |
| SMILES | C1CN(CCN1CCCN2C(=O)N3C=CC=CC3=N2)C4=CC(=CC=C4)Cl [1] |
| InChI | InChI=1S/C19H22ClN5O/c20-16-5-3-6-17(15-16)23-13-11-22(12-14-23)8-4-10-25-19(26)24-9-2-1-7-18(24)21-25/h1-3,5-7,9,15H,4,8,10-14H2 [1] |
| InChIKey | PHLBKPHSAVXXEF-UHFFFAOYSA-N [1] |
| Pharmacokinetics[] | |
|---|---|
| Elimination half-life | • Trazodone (immediate-release): 4 – 15 hours• Trazodone (extended-release): 9 – 13 hours• meta-Chlorophenylpiperazine: 3 – 16 hours[4] |
Trazodone (also known as Trazodone, Trazodon, Beneficat, Trazalon, Trazodil, Trazodona, Trazonil, Trittico, Desirel or Sideril) is a
Chemistry
Salts []
Trazodone is typically found in the form of its hydrochloride salt.
Stereochemistry []
Trazodone is a achiral mixture.
Pharmacology
ATC Classification
In the nervous system (N) trazodone acts as a antidepressant (N06A), other antidepressant (N06AX), psychoanaleptic (N06) and trazodone (N06AX05).[1]Metabolism
Interactions
| CYP3A4 | induction / inhibition |
|---|---|
| CYP2D6 | induction / inhibition |
Legal status []
- Australia: Trazodone is a S4 substance.
- Brazil: Trazodone is a C1 substance.[3]
- Canada: Trazodone is a prescription only substance.
- United Kingdom: Trazodone is a prescription only substance.
- United States: Trazodone is a prescription only substance.
See also []
External links []
References []
National Center for Biotechnology Information. PubChem Compound Summary for CID 5533, Trazodone. Accessed April 16, 2026. https://pubchem.ncbi.nlm.nih.gov/compound/5533
U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Trazodone. UNII: YBK48BXK30. Global Substance Registration System. Accessed April 16, 2026. https://gsrs.ncats.nih.gov/ginas/app/beta/substances/YBK48BXK30
Anvisa. RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial. Diário Oficial da União. March 31, 2023. Accessed April 16, 2026. https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-784-de-31-de-marco-de-2023-474904992
Schatzberg AF, Nemeroff CB. The American Psychiatric Association Publishing Textbook of Psychopharmacology. American Psychiatric Pub. Accessed April 16, 2026. https://books.google.com/books?id=KfHEDgAAQBAJ&pg=PA460