Valofane

Valofane is a sedative drug structurally related to the barbiturates[1] and similar drugs such as primidone. It is metabolized once inside the body to form the barbiturate proxibarbital (proxibarbal) and is thus a prodrug.[2]

Valofane
Clinical data
Other namesN-carbamoyl-5-methyl-2-oxo-3-prop-2-enyloxolane-3-carboxamide
ATC code
  • none
Identifiers
IUPAC name
  • 3-allyl-N-(aminocarbonyl)-5-methyl-2-oxotetrahydrofuran-3-carboxamide
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
ECHA InfoCard100.019.871
Chemical and physical data
FormulaC10H14N2O4
Molar mass226.232 g·mol−1
3D model (JSmol)
SMILES
  • O=C(N)NC(=O)C1(C(=O)OC(C)C1)C\C=C
InChI
  • InChI=1S/C10H14N2O4/c1-3-4-10(7(13)12-9(11)15)5-6(2)16-8(10)14/h3,6H,1,4-5H2,2H3,(H3,11,12,13,15) Y
  • Key:LVJAHKSVOQLCEV-UHFFFAOYSA-N Y
 NY (what is this?)  (verify)

References
  1. Traversa U, Puppini P, Jacquot C, Vertua R (1985). "Effect of an atypical barbiturate, the 2-allophanyl-2-allyl-4-valerolactone (valofan), on exploratory behaviour and brain serotonin concentrations in mice". Journal de Pharmacologie. 16 (3): 279–90. PMID 2415778.
  2. Lambrey B, Compagnon PL, Jacquot C (1981). "Pharmacokinetics of 14C-2-allophanyl-2-allyl -gamma-valero-lactone: a prodrug of proxibarbal in rats". European Journal of Drug Metabolism and Pharmacokinetics. 6 (3): 161–9. doi:10.1007/BF03189485. PMID 6118275. S2CID 10197120.
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