Fluoxetine, also known by trade names Prozac and Sarafem among others, is an antidepressant of the selective serotonin reuptake inhibitor (SSRI) class.[1] It is used for the treatment of major depressive disorder, obsessive–compulsive disorder, bulimia nervosa, panic disorder, and premenstrual dysphoric disorder. It may decrease the risk of suicide in those over the age of 65. Fluoxetine has also been used to treat premature ejaculation. It is taken by mouth.[1]
Starting at
N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine
|
Trade names | Prozac, Animex-On, Sarafem, Adofen, Deprex |
AHFS/Drugs.com | monograph |
MedlinePlus | a689006 |
Licence data | US FDA:link |
Pregnancy category |
AU: C
US: C (Risk not ruled out) |
Legal status |
AU: S4 (Prescription only) CA: ℞-only UK: POM (Prescription only) US: ℞-only |
Dependence liability |
Physical: Low Psychological: Low |
Addiction liability |
none |
Routes of administration |
Oral |
Bioavailability | 60–80%[1] |
Protein binding | 94–95%[2] |
Metabolism | Liver (mostly CYP2D6-mediated)[3] |
Onset of action | ~2–4 weeks |
Biological half-life | 1–3 days (acute) 4–6 days (chronic)[3][4] |
Excretion | Urine (80%), faeces (15%)[3][4] |
CAS Number | 54910-89-3 |
ATC code | N06AB03 |
PubChem | CID: 3386 |
IUPHAR/BPS | 203 |
DrugBank | DB00472 |
ChemSpider | 3269 |
UNII | 01K63SUP8D |
KEGG | D00326 |
ChEBI | CHEBI:5118 |
ChEMBL | CHEMBL41 |
Formula | >C17H18F3NO |
Molecular mass | 309.33 g·mol−1 |
SMILES[show] | |
InChI[show] |
Melting point | 179 to 182 °C (354 to 360 °F) |
Boiling point | 395 °C (743 °F) |
Solubility in water | 14 mg/mL (20 °C) |