Enoximone

Title: Enoximone
CAS Registry Number: 77671-31-9
CAS Name: 1,3-Dihydro-4-methyl-5-[4-(methylthio)benzoyl]-2H-imidazol-2-one
Additional Names: 4-methyl-5-[p-(methylthio)benzoyl]-4-imidazolin-2-one; fenoximone
Manufacturers' Codes: MDL-17043; RMI-17043
Trademarks: Perfane (HMR); Perfan (HMR)
Molecular Formula: C12H12N2O2S
Molecular Weight: 248.30
Percent Composition: C 58.05%, H 4.87%, N 11.28%, O 12.89%, S 12.91%
Literature References: Selective phosphodiesterase inhibitor with vasodilating and positive inotropic activity. Prepn: BE 883856 (1980 to Richardson-Merrell); R. A. Schnettler et al., US 4405635 (1983 to Merrell-Dow); eidem, J. Med. Chem. 25, 1477 (1982). Cardiovascular pharmacology in animals: R. C. Dage et al., J. Cardiovasc. Pharmacol. 4, 500 (1982); L. E. Roebel et al., ibid. 721. In vitro mechanism of action studies: T. Kariya et al., ibid. 509; H. S. Ahn et al., Biochem. Pharmacol. 35, 1113 (1986). Acute hemodynamic effects in congestive heart failure: B. F. Uretsky et al., Circulation 67, 823 (1983). HPLC determn in plasma: K. Y. Chan et al., J. Chromatogr. 272, 396 (1983). Pharmacokinetics in humans: R. G. Alken et al., Clin. Pharmacol. Ther. 36, 209 (1984). Symposium on pharmacology and clinical efficacy in congestive heart failure: Am. J. Cardiol. 60, 1C-90C (1987).
Properties: Crystals from isopropanol + water, mp 255-258° (dec).
Melting point: mp 255-258° (dec)
Therap-Cat: Cardiotonic.
Keywords: Cardiotonic.
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Enoximone
Enoximone.svg
Systematic (IUPAC) name
4-methyl-5-{[4-(methylsulfanyl)phenyl]carbonyl}-2,3-dihydro-1H-imidazol-2-one
Clinical data
AHFS/Drugs.com International Drug Names
Legal status POM (UK)
Routes Intravenous
Pharmacokinetic data
Bioavailability 50% (oral)
Protein binding 85%
Metabolism Hepatic oxidation
Half-life 4 to 10 hours
Excretion Renal (60 to 70%)
Identifiers
CAS number 77671-31-9 YesY
ATC code C01CE03
PubChem CID 53708
DrugBank DB04880
ChemSpider 48492 YesY
UNII C7Z4ITI7L7 YesY
KEGG D04004 YesY
ChEMBL CHEMBL249856 YesY
Chemical data
Formula C12H12N2O2S 
Mol. mass 248.302 g/mol
 YesY (what is this?)  (verify)

Enoximone (INN, trade name Perfan) is an imidazole phosphodiesterase inhibitor. It is used in the treatment of congestive heart failure and is selective for phosphodiesterase 3.[1]