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Basic information

  • Name:

  • Fluoxetine

  • CAS No.:

  • 54910-89-3

  • Formula:
  • C17H18F3NO
  • Synonyms:
  • Fluoxetine (TN);Fluoxetine (USAN);(+/-)-N-Methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propylamine];Prozac;dl-3-(p-Trifluoromethylphenoxy)-N-methyl-3-phenylpropylamine;Pulvules;Fluval;3-(p-Trifluoromethylphenoxy)-N-methyl-3-phenylpropylamine;Benzenepropanamine, N-methyl-gamma-[4-(trifluoromethyl)phenoxy]-, (+/-)-;

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Chemistry

Molecular Structure of Fluoxetine (CAS NO.491878-06-9):

IUPAC Name: N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine 
Empirical Formula: C17H18F3NO
Molecular Weight: 309.33
H bond acceptors: 2
H bond donors: 1
Freely Rotating Bonds: 6
Polar Surface Area: 12.47Å2
Index of Refraction: 1.51
Molar Refractivity of Fluoxetine (CAS NO.491878-06-9): 79.89 cm3
Molar Volume: 266.7 cm3
Surface Tension: 32.9 dyne/cm
Density: 1.159 g/cm3
Flash Point: 192.8 °C
Enthalpy of Vaporization: 64.52 kJ/mol
Boiling Point: 395.1 °C at 760 mmHg
Vapour Pressure: 1.88E-06 mmHg at 25°C
pKa/pKb: 3.95 (pKb)
Partition Coefficient: 3.749
Solubility in water: Insoluble
InChI
InChI=1/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
Smiles
c1([C@@H](Oc2ccc(C(F)(F)F)cc2)CCNC)ccccc1
Classification Code of Fluoxetine (CAS NO.491878-06-9): Antidepressant; Antidepressive Agents; Antidepressive agents, second-generation; Central Nervous System Agents; Drug / Therapeutic Agent; Human Data; Neurotransmitter Agents; Neurotransmitter Uptake Inhibitors; Psychotropic Drugs; Reproductive Effect; Serotonin Agents; Serotonin uptake inhibitors

Toxicity Data With Reference

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: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD		 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) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 Archives of Internal Medicine. Vol. 156, Pg. 681, 1996.
women TDLo oral 16800ug/kg/6W (16.8mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: ANTIPSYCHOTIC		 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.

Specification

  Fluoxetine , with CAS number of 491878-06-9, can be called (+) 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 ; Benzenepropamine, N-methyl-gamma-(4-(trifluoromethyl)phenoxy)-, (+-)- .

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