2303-80-2

Basic information

• Product Name: (5R)-5-ethyl-1-methyl-5-phenylpyrimidine-2,4,6(1H,3H,5H)-trione
• Synonyms: 2,4,6(1H,3H,5H)-pyrimidinetrione, 5-ethyl-1-methyl-5-phenyl-, (5R)-
• CAS NO: 2303-80-2
• Molecular Formula: C₁₃H₁₄N₂O₃
• Molecular Weight: 246.2619
• Mol File: 2303-80-2.mol

Chemical Properties

• Density: 1.211g/cm³
• Refractive Index: 1.543
• CAS DataBase Reference: (5R)-5-ethyl-1-methyl-5-phenylpyrimidine-2,4,6(1H,3H,5H)-trione(CAS DataBase Reference)
• NIST Chemistry Reference: (5R)-5-ethyl-1-methyl-5-phenylpyrimidine-2,4,6(1H,3H,5H)-trione(2303-80-2)
• EPA Substance Registry System: (5R)-5-ethyl-1-methyl-5-phenylpyrimidine-2,4,6(1H,3H,5H)-trione(2303-80-2)

Safety Data

• Hazardous Substances Data: 2303-80-2(Hazardous Substances Data)

Upstream product

• 165131-08-8 (5S)-5-ethyl-3-methyl-1-(methyl β-D-glucopyranosyluronate)-5-phenyl-2,4,6-(1H,3H,5H)-pyrimidinetrione 
• 115-38-8 mephobarbital 
• 27506-81-6 1,3-bis(propionyloxymethyl)-5-ethyl-5-phenylbarbital 
• 138548-35-3 (S)(+)-5-ethyl-5-phenyl-1-(propionyloxymethyl)barbital 
• 50-06-6 phenobarbital 
• 164669-88-9 (5S)-5-ethyl-1-(methyl β-D-glucopyranosyluronate)-5-phenyl-2,4,6-(1H,3H,5H)-pyrimidinetrione 

Relevant articles and documents

Direct gaschromatographic separation of drug racemates

For inspection of the direct separability of synthetic drug racemates through GC/MS a uniform scheme is proposed and checked with 35 drugs and two cyclodextrin capillary columns. All investigated analytes vaporized without decomposition, 26 of them are separable in the enantiomers, among them 10 with separation to the baseline and 14 with CO-NH-structure.

Synthesis of N-β-D-glucopyranosyluronate derivatives of barbital, phenobarbital, metharbital, and mephobarbital

The synthesis and characterization of barbital, phenobarbital, metharbital, and mephobarbital glucouonides, is reported.The condensation of per(trimethylsilyl)-barbital and -phenobarbital with methyl 1,2,3,4-tetra-O-acetyl-β-D-glucopyranuronate in the presence of trimethylsilyl trifluoromethanesulfonate gave moderate yields of the N1-(β-D-glucopyranosyluronate) barbiturate derivatives.The diastereomers of the phenobarbital derivatives were resolved by use of C18 reversed-phase HPLC.The homologous N3-methyl barbiturate N1-glucuronates were prepared by reaction of the barbital and phenobarbital N1-glucuronate derivatives with diazomethane.The absolute configuration of the phenobarbital N1-β-D-glucopyranuronate epimers was determined by oxidative removal of the glycon from the mephobarbital N1-β-D-glucopyranuronate epimers to give the optical isomers of mephobarbital.The spectroscopic data for this series of compounds will facilitate the characterization of N-glycosylated imide xenobiotics that may be detected as mammalian metabolites in biodisposition studies. Keywords: D-glucopyranosyluronate derivatives; Glucuronides; Barbiturates; Synthesis

Lipase-catalyzed enantioselective synthesis of optically active mephrobarbital, hexobarbital and febarbamate

Chiral 5,5-disubstituted N-acyloxymethylbarbiturates have been obtained in 40-99% optical yields by lipase-catalyzed hydrolyses of 5,5-disubstituted N,N'-bisacyloxymethylbarbiturates in H2O-saturated diisopropyl ether. These chiral barbiturates

Lipase-catalyzed Enantioselective Hydrolysis of N-Acyloxymethyl Groups in Organic Solvent: Syntheses of Chiral 5,5-Disubstituted 1-Methylbarbiturates

Chiral 5,5-disubstituted N-acyloxymethylbarbiturates have been obtained in 40-99percent optical yields by lipase-catalyzed hydrolyses of 5,5-disubstituted bisacyloxymethylbarbiturates in H2O-saturated diisopropyl ether.These chiral barbiturates were readi