ChemicalBook--->CAS DataBase List--->62666-20-0

62666-20-0

62666-20-0 Structure

62666-20-0 Structure
IdentificationBack Directory
[Name]

Progabide
[CAS]

62666-20-0
[Synonyms]

Gabren
Gabrene
progabide
SL-76.002
C-abren(e)
Halogabide
Progabide USP/EP/BP
4-[α-(p-Chlorophenyl)-5-fluoro-2-hydroxybenzylideneamino]butyramide
4-[[(4-Chlorophenyl)(5-fluoro-2hydroxyphenyl)methylene]amino]butanamide
(E)-4-((4-chlorophenyl)(5-fluoro-2-hydroxyphenyl)methyleneamino)butanamide
BUTANAMIDE, 4-[[(4-CHLOROPHENYL)(5-FLUORO-2-HYDROXYPHENYL)METHYLENE]AMINO]-
4-[[(Z)-(4-Chlorophenyl)-(3-fluoro-6-oxo-1-cyclohexa-2,4-dienylidene)methyl]amino]butanamide
[EINECS(EC#)]

263-679-4
[Molecular Formula]

C17H16ClFN2O2
[MDL Number]

MFCD01740869
[MOL File]

62666-20-0.mol
[Molecular Weight]

334.77
Chemical PropertiesBack Directory
[Melting point ]

133-135°; mp 142.5° (Kaplan, J. Med. Chem.)
[Boiling point ]

525.4±50.0 °C(Predicted)
[density ]

1.2822 (estimate)
[storage temp. ]

2-8°C
[solubility ]

Chloroform (Slightly, Sonicated), DMSO, Methanol (Slightly, Sonicated)
[form ]

Solid
[pka]

pKa 3.41 ± 0.04(0.4% MeOH,t=37,Iundefined)(Approximate)
[color ]

Light Yellow to Yellow
[Water Solubility ]

37.16mg/L(37 ºC)
[CAS DataBase Reference]

62666-20-0
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Tetrahydrofuran-->Chloroform-->Magnesium sulfate-->Sodium bicarbonate-->Cyclohexane-->Butyric Acid-->1,1'-Carbonyldiimidazole
Hazard InformationBack Directory
[Description]

Progabide is a broad-spectrum anticonvulsant agent indicated for the treatment of a wide variety of seizure disorders. Synthesized as a GABA-prodrug, anticonvulsant activity appears due to the parent drug and its acid metabolite, as well as to GABAmide and GABA liberated therefrom.
[Chemical Properties]

Bright Yellow Solid
[Originator]

Synthelabo (France)
[Uses]

Progabide is a gamma-aminobutyric acid (GABA) antagonist with antiepileptic activity.
[Definition]

ChEBI: Progabide is a diarylmethane.
[Brand name]

Gabren (Synthelabo Pharmacie, France);Gabaphore;Sl 76 002;GABRENE.
[World Health Organization (WHO)]

Progabide, an anticonvulsant, was introduced in France in 1985 for the treatment of epilepsy. Its use has occasionally been associated with clinically evident signs of icteric hepatitis developing within the first six months of treatment. These signs are generally reversible on withdrawal of the drug but continuation of treatment has been associated with three reported fatalities (two of which are doubtfully related to the drug). The manufacturer revised the data sheet in March 1986 advising that use of progabide should be reserved for patients unresponsive to other anticonvulsants.
[Enzyme inhibitor]

This anticonvulsant, antidepressive, and anti-parkinson disease drug (FW = 334.78 g/mol; CAS 62666-20-0), which displaces g-aminobutyrate from its binding sites in membranes and behaves as a GABA agonist, inhibits g- aminobutyrate receptor, microsomal epoxide hydrolase, and pyridoxal kinase.
[storage]

Store at -20°C
Safety DataBack Directory
[Toxicity]

LD50 i.p. in mice: 900 mg/kg (Kaplan)
Spectrum DetailBack Directory
[Spectrum Detail]

Progabide(62666-20-0)1HNMR
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