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Substance Name: Fluoxetine [USAN:INN:BAN]
RN: 54910-89-3
UNII: 01K63SUP8D
InChIKey: RTHCYVBBDHJXIQ-UHFFFAOYSA-N

Note

  • The first highly specific serotonin uptake inhibitor. It is used as an antidepressant and often has a more acceptable side-effects profile than traditional antidepressants.

Molecular Formula

  • C17-H18-F3-N-O

Molecular Weight

  • 309.329
 

Classification Codes

  • Antidepressant
  • Antidepressive Agents
  • Antidepressive Agents, Second-Generation
  • Central Nervous System Agents
  • Cytochrome P-450 CYP2D6 Inhibitors
  • Cytochrome P-450 Enzyme Inhibitors
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Human Data
  • Membrane Transport Modulators
  • Metabolic Side Effects of Drugs and Substances
  • Neurotransmitter Agents
  • Neurotransmitter Uptake Inhibitors
  • Psychotropic Drugs
  • Reproductive Effect
  • Serotonin Agents
  • Serotonin Uptake Inhibitors

Names and Synonyms

Name of Substance

  • Fluoxetine
  • Fluoxetine [USAN:INN:BAN]

MeSH Heading

  • Fluoxetine

Synonyms

  • (+) or (-)-N-Methyl-3-phenyl-3-((alpha,alpha,alpha-trifluoro-p-tolyl)oxy)propylamine
  • (+) or (-)-N-Methyl-gamma-(4-(trifluoromethyl)phenoxy)benzenepropanamine
  • (+-)-N-Methyl-3-phenyl-3-((alpha,alpha,alpha-trifluoro-p-tolyl)oxy)propylamine
  • (+-)-N-Methyl-gamma-(4-(trifluoromethyl)phenoxy)benzenepropanamine
  • Adofen
  • Animex-On
  • Benzenepropamine, N-methyl-gamma-(4-(trifluoromethyl)phenoxy)-, (+-)-
  • Benzenepropanamine, N-methyl-gamma-(4-(trifluoromethyl)phenoxy)-, (+-)-
  • dl-3-(p-Trifluoromethylphenoxy)-N-methyl-3-phenylpropylamine
  • Eufor
  • Fluctine
  • Fludac
  • Fluoxac
  • Fluoxeren
  • Fluoxetina
  • Fluoxetina [INN-Spanish]
  • Fluoxetina [Spanish]
  • Fluoxetine
  • Fluoxetinum
  • Fluoxetinum [INN-Latin]
  • Fluxil
  • Fontex
  • N-Methyl-3-(p-trifluoromethylphenoxy)-3-phenylpropylamine
  • Portal
  • Prozac
  • Pulvules
  • Reconcile
  • Selfemra
  • UNII-01K63SUP8D

Systematic Name

  • Benzenepropanamine, N-methyl-gamma-(4-(trifluoromethyl)phenoxy)-, (+-)-

Registry Numbers

CAS Registry Number

  • 54910-89-3

FDA UNII

  • 01K63SUP8D

Other Registry Numbers

  • 52341-67-0
  • 57226-07-0

Related Registry Number

  • 59333-67-4 (hydrochloride)

System Generated Number

  • 0054910893

Structure Descriptors

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

InChIKey

RTHCYVBBDHJXIQ-UHFFFAOYSA-N

Smiles

c1([C@@H](Oc2ccc(C(F)(F)F)cc2)CCNC)ccccc1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo oral 17mg/kg (17mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD American Journal of Emergency Medicine. Vol. 16, Pg. 328, 1998.
man TDLo oral 17mg/kg (17mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"		 American Journal of Emergency Medicine. Vol. 16, Pg. 328, 1998.
mouse LD50 intraperitoneal 87500ug/kg (87.5mg/kg)   Drugs of the Future. Vol. 15, Pg. 1178, 1990.
mouse LD50 oral 464mg/kg (464mg/kg)   Drugs of the Future. Vol. 15, Pg. 1178, 1990.
rat LD50 intraperitoneal 121mg/kg (121mg/kg)   Drugs of the Future. Vol. 15, Pg. 1178, 1990.
rat LD50 oral 825mg/kg (825mg/kg)   Drugs of the Future. Vol. 15, Pg. 1178, 1990.
women TDLo oral 2mg/kg/5D-I (2mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)		 Archives of Internal Medicine. Vol. 156, Pg. 681, 1996.
women TDLo oral 16800ug/kg/6W (16.8mg/kg) BEHAVIORAL: ANTIPSYCHOTIC

BEHAVIORAL: MUSCLE WEAKNESS		 Archives of Internal Medicine. Vol. 156, Pg. 681, 1996.
women TDLo oral 60mg/kg/21W-I (60mg/kg)   American Journal of Psychiatry. Vol. 153, Pg. 134, 1996.
women TDLo oral 72mg/kg/26W-I (72mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Journal of Clinical Pyschopharmacology. Vol. 10, Pg. 343, 1990.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 4.05 (none)   EXP
Water Solubility 60.3 mg/L 25 EST
Vapor Pressure 2.52E-05 mm Hg 25 EST
Henry's Law Constant 8.90E-08 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 3.69E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.