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Substance Name: Fluoxetine hydrochloride [USAN:USP]
RN: 56296-78-7
UNII: I9W7N6B1KJ
InChIKey: GIYXAJPCNFJEHY-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.Cl-H

Molecular Weight

  • 345.79
 

Classification Codes

  • Antidepressant
  • Drug / Therapeutic Agent
  • Human Data
  • Reproductive Effect

Names and Synonyms

Name of Substance

  • Fluoxetine hydrochloride
  • Fluoxetine hydrochloride [USAN:USP]

Synonyms

  • (+-)-Methyl-gamma-(4-(trifluoromethyl)phenoxy)benzenepropanamine hydrochloride
  • (+-)-N-Methyl-3-phenyl-3-(4-(trifluoromethyl)phenoxy)propylamine hydrochloride
  • 3-(p-Trifluoromethylphenoxy)-N-methyl-3-phenylpropylamine hydrochloride
  • Adofen
  • Affectine
  • Alzac 20
  • Ansilan
  • CCRIS 6150
  • Deproxin
  • Digassim
  • EINECS 260-101-2
  • Erocap
  • Fluctin
  • Fluctine
  • Fludac
  • Flufran
  • Flunil
  • Fluox-Puren
  • Fluoxac
  • Fluoxeren
  • Fluoxetine HCl
  • Fluoxetine hydrochloride
  • Fluoxil
  • Flutin
  • Flutine
  • Fluxen
  • Fluxil
  • Fontex
  • Foxetin
  • HSDB 6633
  • Lilly 110140
  • Lorien
  • Lovan
  • LY 110140
  • LY110140
  • Margrilan
  • Modipran
  • Neupax
  • Nopres
  • Nuzak
  • Oxedep
  • Pragmaten
  • Prizma
  • Proctin
  • Prodep
  • Profluzac
  • Prozac
  • Prozac 20
  • Prozac Weekly
  • Reconcile
  • Rowexetina
  • Sanzur
  • Sarafem
  • Selfemra
  • Sinzac
  • UNII-I9W7N6B1KJ
  • Zactin
  • Zepax

Systematic Names

  • Benzenepropanamine, N-methyl-gamma-(4-(trifluoromethyl)phenoxy)-, hydrochloride
  • Fluoxetine hydrochloride
  • Methyl(3-phenyl-3-(4-(trifluoromethyl)phenoxy)propyl)ammonium chloride
  • Propylamine, N-methyl-3-phenyl-3-(p-trifluoromethylphenoxy)-, hydrochloride

Mixture Name

  • Symbyax

Registry Numbers

CAS Registry Number

  • 56296-78-7

FDA UNII

  • I9W7N6B1KJ

Other Registry Number

  • 59333-67-4

System Generated Number

  • 0056296787

Molecular Formulas

Molecular Formula

  • C17-H18-F3-N-O.Cl-H

Molecular Formula Fragments

  • C17-H18-F3-N-O
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

1S/C17H18F3NO.ClH/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;1H

InChIKey

GIYXAJPCNFJEHY-UHFFFAOYSA-N

Smiles

FC(F)(F)c1ccc(O[C@@H](c2ccccc2)CCNC)cc1.Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD oral > 50mg/kg (50mg/kg)   Journal of Clinical Psychiatry. Vol. 46(3, Pg. Sec,
child TDLo oral 26mg/kg (26mg/kg) CARDIAC: EKG CHANGES NOT DIAGNOSTIC OF ABOVE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

GASTROINTESTINAL: NAUSEA OR VOMITING
Journal of the American Academy of Child and Adolescent Psychiatry. Vol. 28, Pg. 587, 1989.
dog LD oral > 100mg/kg (100mg/kg)   Journal of Clinical Psychiatry. Vol. 46(3, Pg. Sec,
guinea pig LD oral > 250mg/kg (250mg/kg)   Journal of Clinical Psychiatry. Vol. 46(3, Pg. Sec,
human TDLo oral 7770ug/kg (7.77mg/kg) CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)

GASTROINTESTINAL: NAUSEA OR VOMITING

BEHAVIORAL: TREMOR
American Journal of Emergency Medicine. Vol. 10, Pg. 115, 1992.
man TDLo oral 3733ug/kg/24H (3.733mg/kg) BEHAVIORAL: AGGRESSION

BEHAVIORAL: SLEEP

BEHAVIORAL: EUPHORIA
American Journal of Psychiatry. Vol. 143, Pg. 686, 1985.
man TDLo oral 12mg/kg/8W-I (12mg/kg) BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" American Journal of Psychiatry. Vol. 150, Pg. 1750, 1993.
man TDLo oral 208mg/kg/2Y-I (208mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: ANOREXIA (HUMAN

LIVER: "JAUNDICE, OTHER OR UNCLASSIFIED"
Mayo Clinic Proceedings. Vol. 74, Pg. 692, 1999.
monkey LD oral > 50mg/kg (50mg/kg)   Journal of Clinical Psychiatry. Vol. 46(3, Pg. Sec,
mouse LD50 intraperitoneal 100mg/kg (100mg/kg)   Toxicology and Applied Pharmacology. Vol. 32, Pg. 129, 1975.
mouse LD50 oral 248mg/kg (248mg/kg)   Journal of Clinical Psychiatry. Vol. 46(3, Pg. Sec,
rat LD50 oral 452mg/kg (452mg/kg)   Journal of Clinical Psychiatry. Vol. 46(3, Pg. Sec,
women TDLo oral 400ug/kg (0.4mg/kg) BEHAVIORAL: EXCITEMENT Journal of Clinical Psychiatry. Vol. 50, Pg. 339, 1989.
women TDLo oral 800ug/kg/2D-I (0.8mg/kg) CARDIAC: PULSE RATE

CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)
Journal of Clinical Psychiatry. Vol. 52, Pg. 174, 1991.
women TDLo oral 2800ug/kg/1W- (2.8mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Journal of Clinical Psychiatry. Vol. 55, Pg. 118, 1994.
women TDLo oral 5600ug/kg/2W- (5.6mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER British Journal of Psychiatry. Vol. 159, Pg. 737, 1991.
women TDLo oral 5600ug/kg/2W- (5.6mg/kg) MUSCULOSKELETAL: CHANGES IN TEETH AND SUPPORTING STRUCTURES

BEHAVIORAL: HEADACHE

BEHAVIORAL: EXCITEMENT
Journal of Clinical Psychiatry. Vol. 54, Pg. 432, 1993.
women TDLo oral 8mg/kg/4W-I (8mg/kg) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

BEHAVIORAL: HEADACHE
Journal of Clinical Psychiatry. Vol. 54, Pg. 235, 1993.
women TDLo oral 8400ug/kg/3W- (8.4mg/kg) CARDIAC: CHANGE IN RATE

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION
Annals of Emergency Medicine. Vol. 20, Pg. 194, 1991.
women TDLo oral 13600ug/kg (13.6mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, IRRITATIVE: AFTER SYSTEMIC EXPOSURE"

SKIN AND APPENDAGES (SKIN): "DERMATITIS, ALLERGIC: AFTER SYSTEMIC EXPOSURE"
Journal of Toxicology, Clinical Toxicology. Vol. 27, Pg. 389, 1989.
women TDLo oral 17mg/kg/2W-I (17mg/kg) BEHAVIORAL: ANOREXIA (HUMAN Journal of Clinical Psychiatry. Vol. 55, Pg. 118, 1994.
women TDLo oral 28mg/kg/7W-I (28mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA Medical Journal of Australia. Vol. 156, Pg. 364, 1992.