76896-60-1

Upstream product

• 106-49-0 p-toluidine 
• 4318-56-3 3-methyl-6-chlorouracil 

Downstream Products

• 129749-65-1 6-chloro-3-methyl-10-p-tolyl-5-deazaflavin 
• 76896-48-5 10-p-tolyl-3-methylpyrimido<4,5-b>-quinoline-2,4(3H,10H)-dione 
• 129749-68-4 6-dimethylamino-3-methyl-10-p-tolyl-5-deazaflavin 
• 92978-21-7 3-Methyl-2,4-dioxo-7-phenyl-8-p-tolyl-2,3,4,8-tetrahydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid 
• 92978-43-3 6-benzoyl-1,2,3,4,7,8-hexahydro-3-methyl-8(4-methylphenyl)-2,4,7-trioxopyrido-<2,3-d>pyrimidine 
• 128772-79-2 1,5-dihydro-6-hydroxy-3-methyl-10-p-tolyl-5-deazaflavin 
• 129749-72-0 6--1,5-dihydro-3-methyl-10-p-tolyl-5-deazaflavin 
• 129749-71-9 6--3-methyl-10-p-tolyl-5-deazaflavin 
• 129749-67-3 3-methyl-10-p-tolyl-6-methylsulfonyl-5-deazaflavin 
• 129749-66-2 3-methyl-10-p-tolyl-6-methylthio-5-deazaflavin 
• 79157-26-9 10-(4-Methylphenyl)-3,7-dimethylpyrido<2,3-d:6,5-d'>pyrimidine 
• 133373-74-7 3-Methyl-10-p-tolyl-10H-benzo[g]pteridine-2,4-dione 
• 129749-70-8 6-benzyloxy-3-methyl-10-p-tolyl-5-deazaflavin 
• 76896-36-1 C₃₁H₃₀N₆O₄ 

Relevant academic research and scientific papers

Autorecycling Oxidation of Alcohols Catalysed by Pyridopyrimidines as an NAD(P)(1+) Model

Two kinds of pyridopyrimidines as new NAD-type redox catalysts, 3,7,10-trisubstituted pyridodipyrimidine-2,4,6,8(1H,3H,7H,10H)-tetraones 6 and 3,8,10-trisubstituted pyridodipyrimidine-2,4,6(3H,7H,10H)-triones 7, have been synthesized by the condensation of 6-(substituted-amino)uracils 9 and 6-(substituted-amino)-2-phenylpyrimidin-4(3H)-ones 11 with appropriate 6-chloro-5-formyluracils 12 or 2,4,6-trichloropyrimidine-5-carbaldehyde 13 in dimethylformamide (DMF) or acetic acid.Compounds 6 and 7 have been found to oxidize a variety of alcohols under neutral conditions (in the absence of base) to yield the corresponding carbonyl compounds, catalytically with a markedly high turnover number.The oxidation yields were promoted remarkably depending upon the presence of lipophilic substituents, particularly due to the presence of longer alkyl groups at the 10-position.These catalysts are so stable that the oxidation reaction proceeds until the substrate is exhausted.

Flavins as potential antimalarials. 2. 3-Methyl-10-(substituted-phenyl)flavins

A series of 3-methyl-10-(substituted-phenyl)flavins was prepared and tested for antimalarial activity against the lethal parasite Plasmodium vinckei in mice. Several of these analogues were found to be effective antimalarial agents. A quantitative structure-activity relationship study was undertaken with 44 analogues and no satisfactory relationship could be established.

Fluid Solution and Solid-State Electron Nuclear Double Resonance Studies of Flavin Model Compounds and Flavoenzymes

Partially deuterated and various substituted flavin and thiaflavin model compounds have been synthesized.For the first time, high-resolution H, D, and 14N ENDOR and TRIPLE resonance experiments in fluid solution have been performed on the paramagnetic derivatives of these compounds.Additionally, valuable information has been obtained about hyperfine anisotropies and molecular structures from ENDOR in rigid matrices.Solid matrix ENDOR studies of native flavoenzymes, namely, "Old Yellow Enzyme" (NADPH dehydrogenase), two flavodoxins, and a methanol oxidase are reported.The ENDOR matrix signals of the various flavoproteins are different in intensity, suggesting that the microenvironments are remarkably different.Applicabilities and limitations of the ENDOR technique in the studies of flavins and flavoenzymes are discussed.

Synthesis of 10-Arylpyrimidoquinoline-2,4(3H,10H)diones (10-Aryl-5-deazaflavins) and Their Use in Oxidations of Alcohols and Amines

Treatment of aryl-bis(6-anilino-3-methyluracil-5-yl)methanes, which were prepared by the condensation of 6-anilino-3-methyluracils with arylaldehydes, with diethyl azodicarboxylate (DAD) in the presence of sulfolane led to the formation of the corresponding 10-arylpyrimidoquinoline-2,4(3H,10H)-diones (10-aryl-5-deazaflavins).Heating of the methanes alone in sulfolane without DAD gave the corresponding 5-aryl-5-deazaalloxazines.The oxidizing abilities of the 10-aryl-5-deazaflavins thus obtained were examined from both kinetic and synthetic viewpoints.The oxidations of benzyl alcohol and benzylamine by these 5-deazaflavins have been shown to recycle automatically, and more than 100percent yield of benzaldehyde (based on the 5-deazaflavins) was obtained.Keywords - pyrimidoquinoline; 5-deazaflavin; alcohol oxidation; amine oxidation; diethyl azodicarboxylate; aryl-bis(6-anilinouracil-5-yl)methane; 5-deazaalloxazine; turn-over catalyst; biomimetic axidation.