Acifran
Structural Formula Vector Image
Title: Acifran
CAS Registry Number: 72420-38-3
CAS Name: 4,5-Dihydro-5-methyl-4-oxo-5-phenyl-2-furancarboxylic acid
Additional Names: 2-methyl-2-phenyl-3(2H)-furanone-5-carboxylic acid
Manufacturers' Codes: AY-25712
Trademarks: Reductol (Wyeth-Ayerst)
Molecular Formula: C12H10O4
Molecular Weight: 218.21
Percent Composition: C 66.05%, H 4.62%, O 29.33%
Literature References: Prepd (not claimed): I. L. Jirkovsky et al., US 4169202; prepn and resolution of enantiomers: eidem, US 4244958 (1979, 1981 both to American Home); I. L. Jirkovsky, M. N. Cayen, J. Med. Chem. 25, 1154 (1982). Metabolism and pharmacokinetics in dogs and rats: M. N. Cayen et al., Xenobiotica 16, 251 (1986). LC determn in serum: R. Gonzalez, D. Thibeault, Clin. Biochem. 16, 244 (1983). Clinical evaluation in hyperlipoproteinemia: D. B. Hunninghake et al., Clin. Pharmacol. Ther. 38, 313 (1985); J. C. LaRosa et al., Artery 14, 338 (1987).
Properties: Crystals, mp 176°. uv max (methanol): 281 nm (e 7960). LD50 orally in rats: 3 g/kg (Jirkovsky, 1982).
Melting point: mp 176°
Absorption maximum: uv max (methanol): 281 nm (e 7960)
Toxicity data: LD50 orally in rats: 3 g/kg (Jirkovsky, 1982)
 
Derivative Type: (-)-Form
CAS Registry Number: 77103-92-5
Properties: mp 87-89°. [a]D25 -144.7° (c = 2 in methanol).
Melting point: mp 87-89°
Optical Rotation: [a]D25 -144.7° (c = 2 in methanol)
 
Derivative Type: (+)-Form
CAS Registry Number: 77103-91-4
Properties: mp 87-89°. [a]D25 +146.4° (c = 2 in methanol).
Melting point: mp 87-89°
Optical Rotation: [a]D25 +146.4° (c = 2 in methanol)
 
Therap-Cat: Antilipemic.
Keywords: Antilipemic.

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