107147-53-5

Usage

Class

Organic chemical compound

Type

Trione derivative

Characteristic

Presence of three carbonyl groups

Applications

a. Organic synthesis
b. Pharmaceutical synthesis
c. Development of new drugs and materials

Properties

a. Molecular structure
b. Reactivity
c. Biological activity

Research and Development

a. Further study of properties and potential uses
b. Optimization of molecular structure and reactivity
c. Exploration of new applications in drug development and material science

Upstream product

• 614-77-7 N-(2-methylphenyl)urea 
• 105-53-3 diethyl malonate 
• 95-53-4 o-toluidine 
• 108-59-8 malonic acid dimethyl ester 
• 141-82-2 malonic acid 

Downstream Products

• 929032-02-0 5,5-dibromo-1-o-tolylbarbituric acid 
• 143028-43-7 3-o-Tolyl-10-p-tolyl-10H-pyrimido[4,5-b]quinoline-2,4-dione 
• 143028-58-4 3-o-Tolyl-6-p-tolylamino-1H-pyrimidine-2,4-dione 
• 185435-43-2 10-(4-tert-butylphenyl)-3-(2-methylphenyl)[5-²H]pyrimido[4,5-b]quinoline-2,4(3H,10H)-dione 
• 185435-34-1 6-(4-tert-butylanilino)-3-(2-methylphenyl)uracil 
• 142940-85-0 6-chloro-3-(2-methylphenyl)uracil 

Relevant academic research and scientific papers

Optimization of 5-arylidene barbiturates as potent, selective, reversible LSD1 inhibitors for the treatment of acute promyelocytic leukemia

Histone lysine specific demethylase 1 (LSD1) is overexpressed in diverse hematologic disorders and recognized as a promising target for blood medicines. In this study, molecular docking-based virtual screening united with bioevaluation was utilized to identify novel skeleton of 5-arylidene barbiturate as small-molecule inhibitors of LSD1. Among the synthesized derivatives, 12a exhibited reversible and potent inhibition (IC50 = 0.41 μM) and high selectivity over the MAO-A and MAO-B. Notably, 12a strongly induced differentiation effect on acute promyelocytic leukemia NB4 cell line and distinctly escalated the methylation level on histone 3 lysine 4 (H3K4). Our findings indicate that 5-arylidene barbiturate may represent a new skeleton of LSD1 inhibitors and 12a deserve as a promising agent for the further research.

Synthesis of novel galactopyranosyl-derived spiro barbiturates

Malonic acid undergoes condensation readily with ureas to yield barbituric acids 2, which on bromination give 5,5-dibromobarbituric acids 3. Reaction of α-D-galactose with these 5,5-dibromo barbituric acids afforded 2,3-α-D-galactopyrano-1,4-dioxo-7,9-diaza-spiro[4,5]deca-6,8,10-triones 4. The structures of the products have been assigned on the basis of 1H NMR, 13C NMR, FAB-MS, optical activity, and elemental analysis. The title compounds are found to have antibacterial and antifungal activities.

Determination of energy barriers and racemization mechanisms for thermally interconvertable barbituric and thiobarbituric acid enantiomers

The enantiomers of the 5,5-dimethyl-1-(o-aryl)barbituric and 2-thiobarbituric acid derivatives have been separated by micropreparative liquid chromatography on the Chiralcel OD-H column. The activation barriers for the conversion of one enantiomer to its

Atropisomeric flavoenzyme models with a modified pyrimidine ring: Syntheses, physical properties, and stereochemistry, in the reactions with NAD(P)H analogs

Optically active 5-deazaflavin derivatives (3-aryl-10-(4-tert-butylphenyl)pyrimido[4,5-b]quinoline-2,4(3H,10H)-di one) with an axial chirality at the pyrimidine ring have been synthesized, and the kinetics of enantiomerization have been measured for some

Synthesis and reaction of novel 5-deazaflavins with axial chirality at pyrimidine ring moiety

A series of novel 5-deazaflavin derivatives possessing axial chirality at pyrimidine ring moiety have been prepared to investigate effects of the pyrimidine site on the stereoselective reactions between flavins and substrates. Successful optical resolutio