76278-67-6

Basic information

• Product Name: 1-Butyl-3-methyl-6-phenyl-7-azalumazine
• Synonyms: 1-Butyl-3-methyl-6-phenyl-7-azalumazine
• CAS NO: 76278-67-6
• Molecular Weight: 311.343
• Mol File: 76278-67-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1-Butyl-3-methyl-6-phenyl-7-azalumazine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Butyl-3-methyl-6-phenyl-7-azalumazine(76278-67-6)
• EPA Substance Registry System: 1-Butyl-3-methyl-6-phenyl-7-azalumazine(76278-67-6)

Safety Data

• Hazardous Substances Data: 76278-67-6(Hazardous Substances Data)

Upstream product

• 42285-76-7 6-Methyl-3-phenylpyrimido[5,4-e][1,2,4]triazine-5,7(6H,8H)-dione 
• 542-69-8 1-iodo-butane 
• 625-22-9 sulfuric acid dibutyl ester 
• 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

• 76278-87-0 6-Butylamino-5-methylamino-3-phenyl-as-triazine 

Relevant articles and documents

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 some 5H-Imidazo-as-triazin-6-(7H)ones (6-Azapurin-8-ones)

Treatment of 1,3-dialkyl-7-azalumazine derivatives with alcoholic sodium hydroxide caused a benzylic acid type rearrangement followed by decarboxylation and oxidation by air to give the corresponding 5,7-dialkyl-5H-imidazo-as-triazin-6-(7H)ones (7,9-dialkyl-6-azapurin-8-ones).