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Substance Name: Fenfluramine [INN:BAN]
RN: 458-24-2
UNII: 2DS058H2CF
InChIKey: DBGIVFWFUFKIQN-UHFFFAOYSA-N

Note

  • A centrally active drug that apparently both blocks serotonin uptake and provokes transport-mediated serotonin release.

Molecular Formula

  • C12-H16-F3-N

Molecular Weight

  • 231.2594
 

Classification Codes

Classification Codes

  • Drug / Therapeutic Agent
  • Human Data
  • Membrane Transport Modulators
  • Neurotransmitter Agents
  • Neurotransmitter Uptake Inhibitors
  • Reproductive Effect
  • Serotonin Agents
  • Serotonin Uptake Inhibitors

Superlist Classification Code

  • DEA Schedule IV
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Names and Synonyms

Name of Substance

  • Fenfluramine
  • Fenfluramine [INN:BAN]

MeSH Heading

  • Fenfluramine

Synonyms

  • (+-)-Fenfluramine
  • 1-(meta-Trifluoromethyl-phenyl)-2 ethylaminopropane
  • 2-Ethylamino-1-(3-trifluoromethylphenyl)propane
  • 3-(Trifluoromethyl)-N-ethyl-alpha-methylphenethylamine
  • Benzeneethanamine, N-ethyl-alpha-methyl-3-(trifluoromethyl)-
  • BRN 4783711
  • dl-Fenfluramine
  • DL-Fenfluramine
  • EINECS 207-276-3
  • Fenfluramina
  • Fenfluramina [DCIT]
  • Fenfluramine
  • Fenfluraminum
  • Fenfluraminum [INN-Latin]
  • HSDB 3080
  • N-Ethyl-alpha-methyl-3-(trifluoromethyl)benzeneethanamine
  • N-Ethyl-alpha-methyl-3-trifluoromethylphenethylamine
  • N-Ethyl-alpha-methyl-m-(trifluoromethyl)phenethylamine
  • Obedrex
  • Pesos
  • Phenethylamine, N-ethyl-alpha-methyl-m-(trifluoromethyl)-
  • Ponderax PA
  • Rotondin
  • S 768
  • UNII-2DS058H2CF

Systematic Names

  • Benzeneethanamine, N-ethyl-alpha-methyl-3-(trifluoromethyl)- (9CI)
  • Fenfluramine
  • Phenethylamine, N-ethyl-alpha-methyl-m-(trifluoromethyl)-

Superlist Names

  • DEA No. 1670
  • Fenfluramine

Registry Numbers

CAS Registry Number

  • 458-24-2

FDA UNII

  • 2DS058H2CF

Other Registry Numbers

  • 25990-46-9
  • 5220-89-3

Related Registry Number

  • 404-82-0 (hydrochloride)

System Generated Number

  • 0000458242

Structure Descriptors

InChI

1S/C12H16F3N/c1-3-16-9(2)7-10-5-4-6-11(8-10)12(13,14)15/h4-6,8-9,16H,3,7H2,1-2H3

InChIKey

DBGIVFWFUFKIQN-UHFFFAOYSA-N

Smiles

CCNC(C)Cc1cccc(c1)C(F)(F)F

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 oral 60mg/kg (60mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER

BEHAVIORAL: REGIDITY

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE
"International Symposium on Amphetamines and Related Compounds, Proceedings, Mario Negri Institute for Pharmacological Research, Milan, 1969," Costa, E., and S. Garattini, eds., New York, Raven Press, 1970Vol. -, Pg. 75, 1970.
dog LD50 oral 100mg/kg (100mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: REGIDITY

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
"International Symposium on Amphetamines and Related Compounds, Proceedings, Mario Negri Institute for Pharmacological Research, Milan, 1969," Costa, E., and S. Garattini, eds., New York, Raven Press, 1970Vol. -, Pg. 75, 1970.
human LDLo oral 50mg/kg (50mg/kg) CARDIAC: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Lancet. Vol. 2, Pg. 1306, 1969.
man TDLo oral 4286ug/kg (4.286mg/kg) BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

AUTONOMIC NERVOUS SYSTEM: SYMPATHOMIMETIC
Therapie. Vol. 34, Pg. 205, 1979.
mouse LD50 intraperitoneal 53mg/kg (53mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: REGIDITY
"International Symposium on Amphetamines and Related Compounds, Proceedings, Mario Negri Institute for Pharmacological Research, Milan, 1969," Costa, E., and S. Garattini, eds., New York, Raven Press, 1970Vol. -, Pg. 75, 1970.
mouse LD50 oral 145mg/kg (145mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 188, Pg. 271, 1970.
rabbit LD50 oral 50mg/kg (50mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: REGIDITY

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
"International Symposium on Amphetamines and Related Compounds, Proceedings, Mario Negri Institute for Pharmacological Research, Milan, 1969," Costa, E., and S. Garattini, eds., New York, Raven Press, 1970Vol. -, Pg. 75, 1970.
rat LD50 oral 130mg/kg (130mg/kg)   Journal of Medicinal Chemistry. Vol. 18, Pg. 177, 1975.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 3.36 (none)   EXP
Water Solubility 412 mg/L 25 EST
Vapor Pressure 0.041 mm Hg 25 EST
Henry's Law Constant 2.73E-05 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 3.31E-11 cm3/molecule-sec 25 EST

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