42285-76-7

Basic information

• Product Name: 6-methyl-3-phenylpyrimido[5,4-e][1,2,4]triazine-5,7(6H,8H)-dione
• Synonyms: pyrimido[5,4-e]-1,2,4-triazine-5,7(6H,8H)-dione, 6-methyl-3-phenyl-
• CAS NO: 42285-76-7
• Molecular Formula: C₁₂H₉N₅O₂
• Molecular Weight: 255.2322
• Mol File: 42285-76-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 381.4°C at 760 mmHg
• Flash Point: 184.4°C
• Density: 1.407g/cm³
• Vapor Pressure: 5.1E-06mmHg at 25°C
• Refractive Index: 1.63
• CAS DataBase Reference: 6-methyl-3-phenylpyrimido[5,4-e][1,2,4]triazine-5,7(6H,8H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 6-methyl-3-phenylpyrimido[5,4-e][1,2,4]triazine-5,7(6H,8H)-dione(42285-76-7)
• EPA Substance Registry System: 6-methyl-3-phenylpyrimido[5,4-e][1,2,4]triazine-5,7(6H,8H)-dione(42285-76-7)

Safety Data

• Hazardous Substances Data: 42285-76-7(Hazardous Substances Data)

Upstream product

• 56098-01-2 benzaldehyde methyl-(1-methyl-5-nitro-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidin-4-yl)-hydrazone 
• 32502-63-9 3-phenyltoxoflavin 
• 4318-56-3 3-methyl-6-chlorouracil 
• 42747-84-2 3-methyl-6-(1-methylhydrazinyl)pyrimidine-2,4(1H,3H)-dione 
• 164520-15-4 1-cyclohexyl-6-methyl-3-phenyl-1H-pyrimido[5,4-e][1,2,4]triazine-5,7-dione 
• 164520-05-2 1-Ethyl-6-methyl-3-phenyl-1H-pyrimido[5,4-e][1,2,4]triazine-5,7-dione 
• 164520-06-3 6-Methyl-3-phenyl-1-propyl-1H-pyrimido[5,4-e][1,2,4]triazine-5,7-dione 
• 164520-14-3 1-Cyclopentyl-6-methyl-3-phenyl-1H-pyrimido[5,4-e][1,2,4]triazine-5,7-dione 
• 164520-07-4 1-Butyl-6-methyl-3-phenyl-1H-pyrimido[5,4-e][1,2,4]triazine-5,7-dione 
• 164520-16-5 1-Isopropyl-6-methyl-3-phenyl-1H-pyrimido[5,4-e][1,2,4]triazine-5,7-dione 

Downstream Products

• 42285-87-0 3-Methyl-6-phenyl-1-(2-propyl)-7-azalumazine 
• 25696-85-9 3-phenylfervenulin 
• 164520-15-4 1-cyclohexyl-6-methyl-3-phenyl-1H-pyrimido[5,4-e][1,2,4]triazine-5,7-dione 
• 42285-85-8 8-ethyl-6-methyl-3-phenyl-8H-pyrimido[5,4-e][1,2,4]triazine-5,7-dione 
• 164520-05-2 1-Ethyl-6-methyl-3-phenyl-1H-pyrimido[5,4-e][1,2,4]triazine-5,7-dione 
• 1207377-79-4 6-methyl-8-phenethyl-3-phenylpyrimido[5,4-e][1,2,4]triazine-5,7(6H,8H)-dione 
• 1207377-85-2 8-(3-fluorobenzyl)-6-methyl-3-phenylpyrimido[5,4-e]-1,2,4-triazine-5,7(6H,8H)-dione 
• 42285-89-2 8-(2-hydroxy-ethyl)-6-methyl-3-phenyl-8H-pyrimido[5,4-e][1,2,4]triazine-5,7-dione 
• 61428-02-2 5-methyl-3-phenyl-5H-imidazo[4,5-e][1,2,4]triazin-6(7H)-one 
• 76278-87-0 6-Butylamino-5-methylamino-3-phenyl-as-triazine 
• 76278-86-9 5-Methylamino-3-phenyl-6-propylamino-as-triazine 
• 32502-63-9 3-phenyltoxoflavin 
• 164520-14-3 1-Cyclopentyl-6-methyl-3-phenyl-1H-pyrimido[5,4-e][1,2,4]triazine-5,7-dione 
• 164520-07-4 1-Butyl-6-methyl-3-phenyl-1H-pyrimido[5,4-e][1,2,4]triazine-5,7-dione 

Relevant articles and documents

Rational design, synthesis and biological profiling of new KDM4C inhibitors

The human histone demethylases of the KDM4 family have been related to diseases such as prostate and breast cancer. Majority of currently known inhibitors suffer from the low permeability and low selectivity between the enzyme isoforms. In this study, toxoflavin motif was used to design and synthesize new KDM4C inhibitors with improved biological activity and in vitro ADME properties. Inhibitors displayed good passive cellular permeability and metabolic stability. However, diminishing of redox liability and consequently non-specific influence on cell viability still remains a challenge.

General syntheses of 1-alkyltoxoflavin and 8-alkylfervenulin derivatives of biological significance by the regioselective alkylation of reumycin derivatives and the rates of transalkylation from 1-alkyltoxoflavins into nucleophiles

Regioselective alkylations of reumycin derivatives under alkaline conditions with a dialkyl sulfate or alkyl halide in 1,4-dioxane or DMF to provide 1-alkyltoxoflavin or 8-alkylfervenulin derivatives of biological significance, are described. Namely, the primary and secondary alkylations of reumycin derivatives with appropriate dialkyl sulfates or alkyl bromides under alkaline conditions in 1,4-dioxane gave predominantly 1-alkyltoxoflavin derivatives, while the same alkylations in DMF instead of 1,4-dioxane gave predominantly 8-alkylfervenulin derivatives. In the case of tertiary alkylation, the reumycin derivative with 2-bromo-2-methylpropane in both solvents under the same conditions yielded only the 1-alkyltoxoflavin derivative. Moreover, the rates of transalkylation from 1-alkyltoxoflavin derivatives into nucleophiles, e.g. DMF and n-butylamine, are also described. That is, the toxoflavin derivatives possessing a primary alkyl group at the 1-position were easily dealkylated from the 1-position by heating with DMF, whereupon reumycin (i.e., 1-dealkyltoxoflavin, 8-dealkylfervenulin) derivatives were formed. In other words, transalkylation from the toxoflavin derivatives into DMF took place, However, the transalkylation of 1-alkyltoxoflavin derivatives possessing a secondary or tertiary alkyl group at the 1-position was not observed under such conditions. On the other hand, when heating 1-alkyltoxoflavin derivatives with n-butylamine in 1,4-dioxane, the transalkylations were more easily observed even in the case of 1-alkyltoxoflavin derivatives substituted by a tertiary alkyl group.

Synthesis of imidazo[4,5-e]-as-triazine (6-azapurine) derivatives

-