Fluoxetine
| Fluoxetine | |
|---|---|
| Salts [] | |
|---|---|
| Fluoxetine oxalate | |
| Fluoxetine hydrochloride | |
| Molecular structure via molpic based on CDK |
| Rotamer [] | |
|---|---|
| Conformer structure via 3Dmol.js |
| Physical properties [] | |
|---|---|
| Molecular mass | 309.33 g/mol [1] |
| Melting point | 179 - 182 °C [1] |
| Boiling point | 395.1°C at 760 mmHg [1] |
| Solubility | insoluble [1] |
| Predicted LogP | 4 [1] |
| Structural Identifiers [] | |
|---|---|
| Molecular formula | C17H18F3NO [1] |
| IUPAC name | N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine [1] |
| SMILES | CNCCC(C1=CC=CC=C1)OC2=CC=C(C=C2)C(F)(F)F [1] |
| InChI | InChI=1S/C17H18F3NO/c1-21-12-11-16(13-5-3-2-4-6-13)22-15-9-7-14(8-10-15)17(18,19)20/h2-10,16,21H,11-12H2,1H3 [1] |
| InChIKey | RTHCYVBBDHJXIQ-UHFFFAOYSA-N [1] |
| Pharmacokinetics[] | |
|---|---|
| Elimination half-life | 1 – 3 days (acute)4 – 6 days (chronic) |
Fluoxetine (also known as Fluoxetine, Fluoxetina, Animex-On, Fluval, Fluoxetinum, Fluoxetin, N-Methyl-γ-(4-(trifluoromethyl)phenoxy)benzenepropanamine, N-Methyl-3-phenyl-3-((α,α,α-trifluoro-p-tolyl)oxy)propylamine, Methyl({3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl})amine or Dtxsid7023067) is a serotonin reuptake inhibitor substance of the phenylpropylamine class.
Chemistry
Salts []
Fluoxetine is typically found in the form of its oxalate and hydrochloride salts.
Stereochemistry []
Fluoxetine is a racemic mixture of the enantiomers.
| Stereoisomerism |
|---|
| Stereoisomer enumberation with rdkit |
Pharmacology
ATC Classification
In the nervous system (N) fluoxetine acts as a antidepressant (N06A), fluoxetine (N06AB03), psychoanaleptic (N06) and selective serotonin reuptake inhibitor (N06AB).[1]Metabolism
Interactions
| CYP2D6 | induction / inhibition |
|---|---|
| CYP2C9 | induction / inhibition |
| CYP2C19 | inhibition |
| CYP3A | inhibition |
Subjective effects []
| bonzi / Fluoxetine [] | |
|---|---|
| 0xea / Fluoxetine [] | |
|---|---|
Routes:
| |
Legal status []
- Australia: Fluoxetine is a S4 substance.[3]
- Brazil: Fluoxetine is a C1 substance.
- Canada: Fluoxetine is a prescription only substance.
- United Kingdom: Fluoxetine is a prescription only substance.
- United States: Fluoxetine is a prescription only substance.
- European Union: Fluoxetine is a prescription only substance.
See also []
External links []
References []
National Center for Biotechnology Information. PubChem Compound Summary for CID 3386, Fluoxetine. Accessed April 15, 2026. https://pubchem.ncbi.nlm.nih.gov/compound/3386
U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Fluoxetine. UNII: 01K63SUP8D. Global Substance Registration System. Accessed April 15, 2026. https://gsrs.ncats.nih.gov/ginas/app/beta/substances/01K63SUP8D
Prescription medicines: registration of new generic medicines and biosimilar medicines, 2017. June 21, 2022. Accessed April 15, 2026. https://www.tga.gov.au/resources/publication/publications/prescription-medicines-registration-new-generic-medicines-and-biosimilar-medicines-2017