730-66-5

Usage

Chemical Properties

White Solid

InChI:InChI=1/C14H16N2O3/c1-4-14(10-8-6-5-7-9-10)11(17)15(2)13(19)16(3)12(14)18/h5-9H,4H2,1-3H3

Upstream product

• 74-83-9 methyl bromide 
• 50-06-6 phenobarbital 
• 115-38-8 mephobarbital 
• 74-88-4 methyl iodide 
• 101938-70-9 2-thio-N,N'-dimethylphenobarbital 
• 104169-72-4 5-ethyl-1-methyl-5-phenyl-2-thioxo-1,2-dihydropyrimidine-4,6(3H,5H)-dione 
• 186581-53-3 diazomethane 
• 60-29-7 diethyl ether 

Downstream Products

• 101938-70-9 2-thio-N,N'-dimethylphenobarbital 

Relevant academic research and scientific papers

Methylation of 5-ethyl-5-phenyl-2-thioxo-4,6(1H,3H,5H)-pyrimidinedione

Methylation of the title compound (2-thiophenobarbital) under different conditions yielded two pairs of isomeric N-, and S--monomethyl and N,N'- and N,S-dimethyl derivatives.Spectral data confirm their structure and allow to identify the methyl substitution.Preliminary results of irradiation of N-CH3 substituted compounds are also presented. Key words: pyrimidines, sulfur compounds, 2-thiobarbiturate

N-Alkyl barbiturates. A series of compounds for the study of metabolic structure-activity relationships

Many therapeutic agents are metabolised along multiple pathways, but up to now there have been few investigations addressing the question of which chemical features of drugs govern the participation in, and quantitative significance of, different biotransformation pathways. To assess the influence of variations of the chemical structure upon metabolim, a series of novel barbiturate analogues has been synthesized. The N1-monoalkylated and N1,N2-dialkylated phenobarbitones and 2-desoxyphenobarbitones have been synthesized via condensation of ethylphenylmalonic acid derivatives with different N-alkylated ureas or thioureas, and/or by base-catalyzed N-alkylation of different barbituric acids.

Anticonvulsants. IV. Metharbital and phenobarbital derivatives

Several metharbital and phenobarbital derivatives were found to possess potent anticonvulsant activity and yet were either devoid of the marked hypnotic effects of the parent compounds or displayed very weak hypnotic activity. Particularly active compounds were the monomethoxymethyl derivative of phenobarbital, the 1 methyl 3 butoxymethyl derivative of phenobarbital, and the 3 methoxymethyl derivative of metharbital.