5176-82-9

Usage

Uses

Used in Pest Control:
N,N'-dimethylparabanic acid is used as a natural pesticide for [application reason] because it is derived from caffeine, which acts as a natural pesticide that paralyzes and kills certain insects feeding on the plants.
Used in Pharmaceutical Research:
N,N'-dimethylparabanic acid is used as a research compound for [application reason] due to its structural similarity to caffeine, which has various pharmacological effects, including acting as a central nervous system stimulant, a cardiac and respiratory stimulant, and a diuretic.
Used in Environmental Studies:
N,N'-dimethylparabanic acid is used as a test substance in environmental studies for [application reason] as chronic exposure to N,N'-dimethylparabanic acid can cause inhibition of growth in certain populations, such as rotifers, while other organisms like algae seem to be unaffected.

InChI:InChI=1/C5H6N2O3/c1-6-3(8)4(9)7(2)5(6)10/h1-2H3

Upstream product

• 21802-57-3 4-hydroxy-1,3-dimethyl-2,5-dioxo-imidazolidine-4-carboxylic acid methylamide 
• 874-14-6 1,3-dimethyluracil 
• 937-14-4 3-chloro-benzenecarboperoxoic acid 
• 4401-71-2 1,3-dimethylthymine 
• 21035-65-4 1,3-Dimethyl-2-thioxoimidazolidin-4,5-dion 
• 2216-94-6 phenylpropynoic acid ethyl ester 
• 67-56-1 methanol 
• 87897-69-6 1,3-dimethyl-5-hydroxyhydantoin-5-carboxamide 
• 7664-41-7 ammonia 
• 7722-84-1 dihydrogen peroxide 
• 944-73-0 1,3-dimethyluric acid 
• 23043-88-1 7-ethyl-1,3-dimethyl-3,7-dihydro-purine-2,6-dione 
• 20041-90-1 caffeidine 
• 60-29-7 diethyl ether 

Downstream Products

• 119695-61-3 N,N'-dimethyl-5-hydroxy-5-(3-hydroxy-1,1-diphenylpropyl)hydantoin 
• 119695-62-4 N,N'-dimethyl-5-hydroxy-5-(2-methoxy-1,1-diphenylethyl)hydantoin 
• 119695-64-6 N,N'-dimethyl-5-hydroxy-5-(3-hydroxy-1,1-diphenylbutyl)hydantoin 
• 119695-55-5 spiro 
• 119846-69-4 spiro 
• 98619-36-4 N,N'-dimethyl-5-hydroxy-5-cyclohexylhydantoin 
• 119695-59-9 spiro 
• 64732-10-1 5-hydroxy-1,3-dimethylimidazolidine-2,4-dione 
• 119695-73-7 N,N'-dimethyl-5-hydroxy-5-(4-cyclohexyl-2-butenyl)hydantoin 
• 119695-74-8 N,N'-dimethyl-5-hydroxy-5-(2-cyclohexyl-1-vinylethyl)hydantoin 
• 98619-34-2 N,N'-dimethyl-5-hydroxy-5-benzylhydantoin 
• 119695-72-6 (E)-N,N'-dimethyl-5-hydroxy-5-(5-phenyl-2-pentenyl)hydantoin 
• 119695-67-9 N,N'-dimethyl-5-hydroxy-5-(3-hydroxy-3-methyl-1,1-diphenylbutyl)hydantoin 
• 119695-68-0 N,N'-dimethyl-5-hydroxy-5-(1,1,3-triphenylpropyl)hydantoin 

Relevant academic research and scientific papers

Study of the methylation reaction of 2,4-dinitroimidazole and potassium 2,4,5-trinitroimidazol-1-ide with dimethyl sulfate

[Figure not available: see fulltext.] The methylation of 2,4-dinitroimidazole and potassium salt of 2,4,5-trinitroimidazole with dimethyl sulfate was reinvestigated. When the reaction system contained a weak base, the reaction products were 1-methyl-2,4-dinitroimidazole and 1-methyl-2,4,5-trinitroimidazole, respectively. However, in the absence of a base in the reaction system, the products contained oxidation byproducts 1-methylimidazolidine-2,4,5-trione, 1,3-dimethylimidazolidine-2,4,5-trione and recovered starting materials. All products were characterized using FT-IR, NMR, and elemental analysis. The structure of 1-methylimidazolidine-2,4,5-trione and 1,3-dimethylimidazolidine-2,4,5-trione were further confirmed by single crystal X-ray diffraction.

Dibutyltin oxide catalyzed aminolysis of oxalate to carbamate, oxamate and derivatives of imidazolidine trione

Catalytic aminolysis of oxalates by simple and substituted ureas has been shown to give carbamates, oxamates and derivatives of imidazolidine trione. Various substituted ureas and oxalates were screened to verify the applicability of the protocol. The rol

5,5′-bipyridyl-2,4,6,2′,4′,6′-hexaone derivatives (hydurilic acids): Syntheses, mechanism of C-C-Bond formation and properties of the dimeric barbituric acid derivatives

A series of hydurilic acid derivatives (5,5′-bipyrimidinyl-2,4,6,2′,4′,6′-hexaones) including several new derivatives was synthesized from 5,6-diaminouracils. Mechanisms for their formation are proposed and discussed. Furthermore, a new method for the preparation of pyrimidine-2,4,5,6-tetraone-5-oxime derivatives (violuric acids) was found starting from 5-amino-6-nitrosouracils.

Oxidation of 1,3-dimethylthymine and 1,3-dimethyluracil with oxone in the solid to solid state

The oxidation of the title substrates with Oxone in the presence of camphor in the solid to solid state afforded a simple and efficient method for epoxidation under mild reaction condition.

Oxidation of nucleic acid related compounds by the peroxodisulfate ion

The treatment of nucleic acid bases, nucleosides, and nucleotides with peroxodisulfate ion in a phosphate buffer solution at pH 7.0 or water at 70-75°C was investigated. The reaction of thymine and 5-methylcytosine nucleosides and nucleotides resulted in the oxidation of the 5-methyl groups. The oxidation products from 1,3-dimethyluracils and the time-course of the reaction of uracils led to two plausible reaction mechanisms for the oxidation of uracils.

Oxidation of Thymines by Peroxosulfate Ions in Water

Oxidation of thymines by sodium peroxodisulfate in water at 85 deg C gave the corresponding 5-(hydroxymethyl)uracils and 5-formyluracils.The reaction may proceed via thymine cation radicals.On the other hand, oxidation of thymines by potassium peroxomonosulfate in water gave the corresponding cis-5,6-dihydroxy-5,6-dihydrothymines and 5-hydroxy-5-methylbarbituric acids.Furthermore, treatment of thymine with both potassium peroxomonosulfate and hydrogen peroxide in water gave cis-6-hydroperoxy-5-hydroxy-5,6-dihydrothymine.

Oxidation of Pyrimidine Base Derivatives with m-Chloroperbenzoic Acid

Oxidation of 1,3-dimethylthymine (1), 3',5'-diacetylthymidine (2), 1,3-dimethyluracil (3), 5-fluoro-1,3-dimethyluracil (4), and 2',3',5'-triacetyluridine (5) with m-chloroperbenzoic acid were investigated.Dimethylthymine (1) gave the hydroxy ester (6), the stereostructure of which was determined by an X-ray analysis, while diacetylthymidine (2) gave 10a and 10b.Dimethyluracil (3) provided 11, 12, and 13, and 5-fluoro-dimethyluracil (4) provided 11.Triacetyluridine (5) afforded 16 in dichloromethane and 17 in benzene.A plausible mechanism for formation of these oxidation products is presented.Keywords - m-chloroperbenzoic acid oxidation; 1,3-dimethylthymine; 3',5'-diacetylthymidine; 1,3-dimethyluracil; 5-fluoro-1,3-dimethyluracil; 2',3',5'-triacetyluridine; cis-1,3-dimethyl-5,6-dihydroxy-5,6-dihydrothymine

OXIDATION OF 1,3-DIMETHYL DERIVATIVES OF PYRIMIDINE BASES WITH m-CHLOROPERBENZOIC ACID

Oxidation of 1,3-dimethylthymine (1), 1,3-dimethyluracil (2), and 5-fluoro-1,3-dimethyluracil (3) with m-chloroperbenzoic acid were investigated. 1 gave the cis diol 5,6-dihydrothymine derivative (4) stereoselectively.Its stereostructure was definitely determined by an X-ray analysis. 2 afforded 7, 8, and 9, and 3 afforded 8.KEYWORDS - m-chloroperbenzoic acid oxidation; 1,3-dimethylthymine; 1,3-dimethyluracil; 5-fluoro-1,3-dimethyluracil; cis 5,6-dihydroxy-5,6-dihydrothymine

New Light-Induced Reactions of Thioketones with Alkynes

The reaction of the 1,3-dimethyl-2-thioparabanic acid (1) in the presence of dimethyl acetylenedicarboxylate, induced by visible light (λ ca. 400 nm), leads to formation of the adduct 5, whereas the analogous reaction of 1 with diphenylacetylene (tolan) surprisingly produces the stable spirothiete derivative 7 (57-42percent) and the 1,2-dithiol derivative 8 (22percent).In the same way, tetramethyl-2-thiobarbituric acid (13) reacts with tolan with formation of 14 and 15.On irradiation with yellow light (λ = 589 nm), xanthione (16a) or thioxanthione (16b) combine with tolan to form the spirothiete derivatives 17a (91percent) or 17b (64percent), respectively.On the other hand, the photoreaction of 1 with ethyl phenylpropiolate yields two regioisomeric spirothiete derivatives 21a (26-18percent) and 21b (42-41percent).Without exclusion of oxygen, however, in the last case the reaction proceeds with formation of 21a (15percent) and the 1,2-dithiol derivative 22 (5percent) as well as 1,3-dimethylparabanic acid (24, 40percent).The main product 24 results from a cycloaddition reaction of singlet oxygen to 1 followed by elimination of SO.