CAS No 62666-20-0 , 4-[[(Z)-(4-chlorophenyl)-(3-fluoro-6-oxocyclohexa-2,
4-dien-1-ylidene)methyl]amino]butanamide

Title: Progabide
CAS Registry Number: 62666-20-0
CAS Name: 4-[[(4-Chlorophenyl)(5-fluoro-2-hydroxyphenyl)methylene]amino]butanamide
Synonyms: 4-[[a-(p-chlorophenyl)-5-fluorosalicylidene]amino]butyramide; 4-[[a-(p-chlorophenyl)-5-fluoro-2-hydroxybenzylidene]amino]butyramide; halogabide
Manufacturers' Codes: SL-76.002
Trademarks: Gabren(e) (Synthelabo)
Molecular Formula: C17H16ClFN2O2
Molecular Weight: 334.77
Percent Composition: C 60.99%, H 4.82%, Cl 10.59%, F 5.68%, N 8.37%, O 9.56%
Literature References: Gamma-aminobutyric acid (GABA) antagonist with anti-epileptic activity. Prepn: J.-P. Kaplan et al., DE 2634288; eidem, US 4094992 (1977, 1978 to Synthelabo); eidem, J. Med. Chem. 23, 702 (1980). Use as analgesic: J.-P. Kaplan, US 4361583 (1982 to Synthelabo). Pharmacokinetics: I. Johno et al., J. Pharm. Sci. 71, 633 (1982). HPLC determn in biological fluids: P. Padovani et al., J. Chromatogr. 308, 229 (1984). Double-blind clinical trial in therapy resistant epilepsy: P. Loiseau et al., Epilepsia 24, 703 (1983); in spasticity: K. Mondrup, E. Pedersen, Acta Neurol. Scand. 69, 200 (1984).
Properties: Crystals from cyclohexane and toluene, mp 133-135°; possible second crystalline form, mp 142.5° (Kaplan, J. Med. Chem.). uv max in methanol: 332, 250, 210 (e 4200, 10800, 24000). LD50 i.p. in mice: 900 mg/kg (Kaplan).
Melting point: mp 133-135°; mp 142.5° (Kaplan, J. Med. Chem.)
Absorption maximum: uv max in methanol: 332, 250, 210 (e 4200, 10800, 24000)
Toxicity data: LD50 i.p. in mice: 900 mg/kg (Kaplan)
Therap-Cat: Anticonvulsant.
Keywords: Anticonvulsant.