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Progabide

Basic information Safety Supplier Related

Progabide Basic information

Product Name:
Progabide
Synonyms:
  • progabide
  • BUTANAMIDE, 4-[[(4-CHLOROPHENYL)(5-FLUORO-2-HYDROXYPHENYL)METHYLENE]AMINO]-
  • Halogabide
  • (E)-4-((4-chlorophenyl)(5-fluoro-2-hydroxyphenyl)methyleneamino)butanamide
  • 4-[[(Z)-(4-Chlorophenyl)-(3-fluoro-6-oxo-1-cyclohexa-2,4-dienylidene)methyl]amino]butanamide
  • 4-[[(4-Chlorophenyl)(5-fluoro-2hydroxyphenyl)methylene]amino]butanamide
  • C-abren(e)
  • SL-76.002
CAS:
62666-20-0
MF:
C17H16ClFN2O2
MW:
334.77
EINECS:
263-679-4
Product Categories:
  • Amines
  • Aromatics
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
62666-20-0.mol
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Progabide Chemical Properties

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
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Safety Information

Toxicity
LD50 i.p. in mice: 900 mg/kg (Kaplan)
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Progabide Usage And Synthesis

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.

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