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Fluoxetine

Fluoxetine

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]

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Product Description


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)