83996-20-7

Basic information

• Product Name: 2,4(1H,3H)-Pyrimidinedione, 6-(1-methylhydrazino)-3-phenyl-
• CAS NO: 83996-20-7
• Molecular Formula: C11H12N4O2
• Molecular Weight: 232.242
• Mol File: 83996-20-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2,4(1H,3H)-Pyrimidinedione, 6-(1-methylhydrazino)-3-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4(1H,3H)-Pyrimidinedione, 6-(1-methylhydrazino)-3-phenyl-(83996-20-7)
• EPA Substance Registry System: 2,4(1H,3H)-Pyrimidinedione, 6-(1-methylhydrazino)-3-phenyl-(83996-20-7)

Safety Data

• Hazardous Substances Data: 83996-20-7(Hazardous Substances Data)

Upstream product

• 60-34-4 methylhydrazine 
• 5759-75-1 6-chloro-3-phenylpyrimidine-2,4(1H,3H)-dione 

Downstream Products

• 148613-57-4 6-{N-Methyl-N'-[1-p-tolyl-meth-(E)-ylidene]-hydrazino}-3-phenyl-1H-pyrimidine-2,4-dione 
• 148613-56-3 6-{N-Methyl-N'-[1-phenyl-meth-(E)-ylidene]-hydrazino}-3-phenyl-1H-pyrimidine-2,4-dione 
• 148613-61-0 6-{N'-[1-(4-Bromo-phenyl)-meth-(E)-ylidene]-N-methyl-hydrazino}-3-phenyl-1H-pyrimidine-2,4-dione 
• 83996-27-4 1-methyl-3,4,6-triphenyl-4-deazatoxoflavin 
• 91284-76-3 1-methyl-3,4,6-triphenyl-4,8-dihydro-4-deazatoxoflavin 
• 1448807-18-8 3-(4-ethylphenyl)-1-methyl-6-phenylpyrimido[5,4-e][1,2,4]triazine-5,7-dione 
• 1448807-12-2 6-[N-[(E)-(4-ethylphenyl)methyleneamino]-N-methylamino]-3-phenyl-1H-pyrimidine-2,4-dione 
• 148613-72-3 3-(3,4-Dichloro-phenyl)-1-methyl-4-oxy-6-phenyl-1H-pyrimido[5,4-e][1,2,4]triazine-5,7-dione 
• 148613-73-4 3-(4-Bromo-phenyl)-1-methyl-4-oxy-6-phenyl-1H-pyrimido[5,4-e][1,2,4]triazine-5,7-dione 
• 148613-70-1 3-(3-Chloro-phenyl)-1-methyl-4-oxy-6-phenyl-1H-pyrimido[5,4-e][1,2,4]triazine-5,7-dione 
• 148613-71-2 3-(4-Chloro-phenyl)-1-methyl-4-oxy-6-phenyl-1H-pyrimido[5,4-e][1,2,4]triazine-5,7-dione 
• 148613-66-5 3-(3,4-Dichloro-phenyl)-1-methyl-6-phenyl-1H-pyrimido[5,4-e][1,2,4]triazine-5,7-dione 
• 148613-69-8 1-Methyl-4-oxy-6-phenyl-3-p-tolyl-1H-pyrimido[5,4-e][1,2,4]triazine-5,7-dione 
• 148613-68-7 1-Methyl-4-oxy-3,6-diphenyl-1H-pyrimido[5,4-e][1,2,4]triazine-5,7-dione 

Relevant articles and documents

Syntheses of 3-substituted 1-methyl-6-phenylpyrimido[5,4-e]-1,2,4-triazine-5,7(1H,6H)-diones (6-phenyl analogs of toxoflavin) and their 4-oxides, and evaluation of antimicrobial activity of toxoflavins and their analogs

6-Phenyl analogs of toxoflavin {1-methyl-6-phenylpyrimido[5,4-e]-1,2,4-triazine-5,7(1H,6H)-diones} (7a-f) and their 4-oxides (8a-f) were synthesized by nitrosative or nitrative cyclization of the aldehyde hydrazones (6a-f) of 6-(1-methylhydrazino)-3-phenyluracil (5). Both sets of compounds, 7a-f and 8a-f, gave the corresponding 1-demethyl derivatives (10a-f) upon treatment with nucleophiles such as dimethylformamide (DMF) and acetic acid under heating. The activities of toxoflavins (1a-e), toxoflavin 4-oxides (3a-e) and their 6-phenyl analogs (7a-f and 8a-f) against a variety of bacterial and fungal strains were examined. Most of the compounds showed strong inhibitory activities against gram-positive bacteria. Among the compounds, 1c, 1d, 1e, and 3c exhibited the strongest inhibitions of Micrococcus lutea (0.5 μg/ml minimal growth-inhibitory concentration) and Staphylococcus aureus 4R (1 μg/ml), as well as Bacillus subtilis and Staphylococcus aureus (1-2 μg/ml). Most of the compounds had strong antifungal activity (2-100 μg/ml minimal growth-inhibitory concentration) against Candida albicans and Saccharomyces cerevisiae.

Synthesis and Properties of 3,4-Disubstituted 1-Methylpyrimidopyridazine-5,7(1H,6H)-diones (3,4-Disubstituted 4-Deazatoxoflavins) and 3,4-Disubstituted 4-Deazatoxoflavin Bound to Polystyrene and Their Use in Autorecycling Oxidation of Amines

3,4-Disubstituted 1-methylpyrimidopyridazine-5,7(1H,6H)-diones (3,4-disubstituted 4-deazatoxoflavins) and their analogues (II) were synthesized by the condensation of 6-(1-methylhydrazino)uracil derivatives (I) and appropriate α-diketones.Reduction