Fenfluramine
Title: Fenfluramine
CAS Registry Number: 458-24-2
CAS Name: N-Ethyl-a-methyl-3-(trifluoromethyl)benzeneethanamine
Additional Names: N-ethyl-a-methyl-m-(trifluoromethyl)phenethylamine; 2-ethylamino-1-(3-trifluoromethylphenyl)propane
Manufacturers' Codes: S-768
Molecular Formula: C12H16F3N
Molecular Weight: 231.26
Percent Composition: C 62.32%, H 6.97%, F 24.65%, N 6.06%
Literature References: Prepn: L. G. Beregi et al., FR M1658; eidem, US 3198833 (1963, 1965 both to Sci. Union et Cie Soc. Franc. Recherche Méd.). Prepn of optical isomers: eidem, US 3198834 (1965 to Sci. Union et Cie Soc. Franc. Recherche Med.). Pharmacology: Presse Med. 71, 181 (1963). Pharmacology and toxicity of isomers and racemate: J. C. Le Douarec et al., Arch. Int. Pharmacodyn. Ther. 161, 206 (1966). Pharmacokinetics: S. Caccia et al., Eur. J. Clin. Pharmacol. 29, 221 (1985). Clinical trial of dextrofenfluramine in refractory obesity: N. Finer et al., Curr. Ther. Res. 38, 847 (1985). Comprehensive review: Pinder et al., Drugs 10, 241-323 (1975).
Properties: bp12 108-112°. LD50 i.p. in mice: 144 mg/kg (US 3198833).
Boiling point: bp12 108-112°
Toxicity data: LD50 i.p. in mice: 144 mg/kg
 
Derivative Type: Hydrochloride
CAS Registry Number: 404-82-0
Trademarks: Acino (IMA); Adipomin (Streuli); Obedrex (Beta); Pesos (Valeas); Ponderal (Servier); Ponderax (Selpharm); Ponderex (Robins); Pondimin (Robins); Rotondin (Casasco)
Molecular Formula: C12H16F3N.HCl
Molecular Weight: 267.72
Percent Composition: C 53.84%, H 6.40%, F 21.29%, N 5.23%, Cl 13.24%
Properties: Crystals from ethanol + ether, mp 166°.
Melting point: mp 166°
 
Derivative Type: d-Form
CAS Registry Number: 3239-44-9
Additional Names: Dexfenfluramine; dextrofenfluramine
Properties: [a]D25 +9.5° (c = 8 in ethanol). LD50 orally in rats: 114.6 mg/kg (Le Douarec).
Optical Rotation: [a]D25 +9.5° (c = 8 in ethanol)
Toxicity data: LD50 orally in rats: 114.6 mg/kg (Le Douarec)
 
Derivative Type: d-Form hydrochloride
CAS Registry Number: 3239-45-0
Trademarks: Adifax (Servier); Glypolix (Stroder); Isomeride (Ardix); Redux (Wyeth-Ayerst)
Properties: Crystals from ethyl acetate, mp 160-161°.
Melting point: mp 160-161°
 
Derivative Type: l-Form
CAS Registry Number: 37577-24-5
Properties: [a]D25 -9.6° (c = 8 in ethanol). LD50 orally in rats: 195 mg/kg (Le Douarec).
Optical Rotation: [a]D25 -9.6° (c = 8 in ethanol)
Toxicity data: LD50 orally in rats: 195 mg/kg (Le Douarec)
 
Derivative Type: l-Form hydrochloride
CAS Registry Number: 3616-78-2
Properties: Crystals from ethyl acetate, mp 160-161°.
Melting point: mp 160-161°
 
NOTE: This is a controlled substance: 21 CFR, 1308.14.
Therap-Cat: Anorexic.
Keywords: Anorexic.

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