16348-04-2

Basic information

• Product Name: 1-(4-METHYLPHENYL)PYRIMIDINE-2,4,6(1H,3H,5H)-TRIONE
• Synonyms: AKOS B028776;1-(4-METHYLPHENYL)PYRIMIDINE-2,4,6(1H,3H,5H)-TRIONE;IFLAB-BB F1912-0022;1-p-Tolyl-pyrimidine-2,4,6-trione
• CAS NO: 16348-04-2
• Molecular Formula: C₁₁H₁₀N₂O₃
• Molecular Weight: 218.21
• Mol File: 16348-04-2.mol
• Article Data: 5

Chemical Properties

• Melting Point: 243-244 °C
• Appearance: /
• Density: 1.334g/cm³
• Refractive Index: 1.587
• PKA: 4.76±0.40(Predicted)
• CAS DataBase Reference: 1-(4-METHYLPHENYL)PYRIMIDINE-2,4,6(1H,3H,5H)-TRIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-METHYLPHENYL)PYRIMIDINE-2,4,6(1H,3H,5H)-TRIONE(16348-04-2)
• EPA Substance Registry System: 1-(4-METHYLPHENYL)PYRIMIDINE-2,4,6(1H,3H,5H)-TRIONE(16348-04-2)

Safety Data

• Hazardous Substances Data: 16348-04-2(Hazardous Substances Data)

Usage

Description

1-(4-METHYLPHENYL)PYRIMIDINE-2,4,6(1H,3H,5H)-TRIONE, a pyrimidine derivative with the molecular formula C12H8N2O3, features a trione functional group and a methylphenyl substituent attached to the pyrimidine ring. This unique structure and reactivity make it a valuable compound for the synthesis of various organic compounds and pharmaceuticals. Its potential applications span across the development of new drugs, agrochemicals, and materials, with further research and exploration expected to expand its utilization in diverse industrial and scientific fields.

Uses

Used in Pharmaceutical Industry:
1-(4-METHYLPHENYL)PYRIMIDINE-2,4,6(1H,3H,5H)-TRIONE is used as a building block for the synthesis of new pharmaceuticals due to its unique structure and reactivity. Its potential in the development of novel drugs makes it a valuable asset in the pharmaceutical industry.
Used in Agrochemical Industry:
In the agrochemical industry, 1-(4-METHYLPHENYL)PYRIMIDINE-2,4,6(1H,3H,5H)-TRIONE is used as a key component in the development of new agrochemicals. Its unique properties contribute to the creation of innovative products for agricultural applications.
Used in Material Science:
1-(4-METHYLPHENYL)PYRIMIDINE-2,4,6(1H,3H,5H)-TRIONE is utilized as a component in the development of new materials. Its unique structure and reactivity allow for the creation of advanced materials with potential applications in various industries.
Used in Organic Chemistry Research:
As a promising building block, 1-(4-METHYLPHENYL)PYRIMIDINE-2,4,6(1H,3H,5H)-TRIONE is used in organic chemistry research for the synthesis of various organic compounds. Its unique properties make it an attractive candidate for further exploration and development in the field of organic chemistry.

InChI:InChI=1/C11H10N2O3/c1-7-2-4-8(5-3-7)13-10(15)6-9(14)12-11(13)16/h2-5H,6H2,1H3,(H,12,14,16)

Upstream product

• 622-51-5 p-tolylurea 
• 108-59-8 malonic acid dimethyl ester 
• 106-49-0 p-toluidine 
• 105-53-3 diethyl malonate 
• 1663-67-8 malonoyl dichloride 
• 141-82-2 malonic acid 

Downstream Products

• 1566577-44-3 (E)-5-((dimethylamino)methylene)-1-p-tolylpyrimidine-2,4,6-trione 
• 1566577-68-1 1-(4-methylphenyl)-5-((3-fluoro-4-(6-methoxy-7-(3-(pyrrolidin-1-yl)propoxy)quinolin-4-oxy)phenylamino)methylene)pyrimidine-2,4,6(1H,3H,5H)-trione 
• 1566577-76-1 1-(4-methylphenyl)-5-((3-fluoro-4-(6-methoxy-7-(3-(4-morpholinyl)propoxy)quinolin-4-oxy)phenylamino)methylene)pyrimidine-2,4,6(1H,3H,5H)-trione 
• 1566577-84-1 1-(4-methylphenyl)-5-((3-fluoro-4-(6-methoxy-7-(3-(4-methyl-1-piperazinyl)propoxy)quinolin-4-oxy)phenylamino)methylene)pyrimidine-2,4,6(1H,3H,5H)-trione 
• 1566577-52-3 1-(4-methylphenyl)-5-((3-fluoro-4-(6-methoxy-7-(3-(1-piperidinyl)propoxy)quinolin-4-oxy)phenylamino)methylene)pyrimidine-2,4,6(1H,3H,5H)-trione 
• 1566577-60-3 1-(4-methylphenyl)-5-((3-fluoro-4-(6-methoxy-7-(3-(4-methyl-1-piperidinyl)propoxy)quinolin-4-oxy)phenylamino)methylene)pyrimidine-2,4,6(1H,3H,5H)-trione 
• 1923749-80-7 5-((1H-indol-2-yl)methylene)-1-(p-tolyl)pyrimidine-2,4,6(1H,3H,5H)-trione 
• 53855-71-3 1-(4-methylphenyl)-3-(4-methylphenylsulfonyl)pyrimidine-2,4,6-(1H,3H,5H)-trione 
• 1228963-47-0 1-(4-methylphenyl)-3-phenylsulfonylpyrimidine-2,4,6-(1H,3H,5H)-trione 
• 1228963-48-1 1-(4-methylphenyl)-3-(4-chlorophenylsulfonyl)pyrimidine-2,4,6-(1H,3H,5H)-trione 

Relevant articles and documents

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 and antitumor evaluation of novel cyclic arylsulfonylureas: ADME-T and pharmacophore prediction

Novel derivatives of 5-(substituted)benzylidene-3-(4-substituted)phenylsulfonylimidazolidine-2,4-diones (3a-r), 1-(4-substituted)phenylsulfonyl-3-(4-substituted)phenylpyrimidine-2,4,6-(1H,3H,5H)-triones (6a-l), and 3-(4-substituted)phenyl-1-(4-substituted)phenylsulfonylquinazoline-2,4(1H,3H)- diones (8a-l) have been synthesized and tested for their antitumor activity against 60 tumor cell lines taken from 9 different organs. The tested compounds have showed good inhibitory effect at the ovarian cancer (IGROV1) cell line. A significant inhibition for (RXF393) renal cancer cells was observed with series 3 compounds, while in the other two series 6 and 8, there was a significant inhibition of ovarian cancer cells (OVCAR-8) and melanoma cells (SK-MEL-2). Interestingly; beside the strong inhibition of compound 3q to IGROV1 and RXF393 cells, a great inhibition (199.62%) for (M14) Melanoma cells was observed at the tested concentration (10?μM). ADME-T and pharmacophore prediction methodology were used to study the antitumor activity of the most active compounds and to identify the structural features required for antitumor activity.

Chemical modification of plant alkaloids. 2. Reaction of cotarnine with barbituric acid derivatives and structure of 5-dihydrocotarnylbarbituric acids

The reaction of barbituric acid and its N-substituted derivatives and 2-thio analogs with cotarnine forms 5-(4-methoxy-6-methyl-5,6,7,8-tetrahydro-2H-1,3-methylenedioxy-[4,5-g]isoquinolinyl-1)barbituric acids, a new class of zwitter-ions, the structure of which was studied by 1H and 13C NMR spectroscopy and mass spectrometry. The prepared compounds exist in solution as stable intermolecular associates and have a complicated H-bonded structure.