1627-27-6

Basic information

• Product Name: 1,6-dimethylpyrimidine-2,4(1H,3H)-dione
• Synonyms: 1,6-Dimethylpyrimidine-2,4(1H,3H)-dione; 2,4(1H,3H)-pyrimidinedione, 1,6-dimethyl-
• CAS NO: 1627-27-6
• Molecular Formula: C₆H₈N₂O₂
• Molecular Weight: 140.1399
• Mol File: 1627-27-6.mol
• Article Data: 5

Chemical Properties

• Density: 1.189g/cm³
• Refractive Index: 1.5
• CAS DataBase Reference: 1,6-dimethylpyrimidine-2,4(1H,3H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1,6-dimethylpyrimidine-2,4(1H,3H)-dione(1627-27-6)
• EPA Substance Registry System: 1,6-dimethylpyrimidine-2,4(1H,3H)-dione(1627-27-6)

Safety Data

• Hazardous Substances Data: 1627-27-6(Hazardous Substances Data)

Usage

Structure

A derivative of uric acid with two methyl groups attached to the 1 and 6 positions of the pyrimidine ring

Appearance

White crystalline powder

Solubility

Sparingly soluble in water and ethanol

Uses

a. Reference standard in analytical chemistry
b. Researched for potential biomedical applications

Structural similarity

To uric acid

Potential effects

On oxidative stress and inflammation in the body

Enzyme inhibition

Xanthine oxidase

Possible treatment applications

Gout and related conditions

Upstream product

• 7781-23-9 2,4-dimethoxy-6-methylpyrimidine 
• 74-88-4 methyl iodide 
• 6220-44-6 4-methoxy-1,6-dimethyl-1H-pyrimidin-2-one 
• 54069-33-9 1,6-dimethyl-2-(methylsulfanyl)pyrimidin-4(1H)-one 
• 98140-00-2 N-<3-Chlor-crotonoyl>-N'-methyl-harnstoff 
• 56-04-2 6-methyl-2-thiouracil 
• 98140-00-2 N-((Z)-3-chloro-crotonoyl)-N'-methyl-urea 
• 626-48-2 6-Methyluracil 
• 7647-01-0 hydrogenchloride 
• 54069-60-2 1,6-dimethyl-4-methylsulfanyl-1H-pyrimidin-2-one 
• 7190-58-1 Ethyl N-(acetoacetyl)carbamate 
• 74-89-5 methylamine 
• 77-78-1 dimethyl sulfate 
• 674-82-8 4-methyleneoxetan-2-one 

Downstream Products

• 585-05-7 oxaluric acid 
• 13509-52-9 1,3,6-trimethyluracil 
• 102613-20-7 3-butyl-5-dimethylamino-1,6-dimethyl-1H-pyrimidine-2,4-dione 
• 4116-38-5 1,3-dimethylorotic acid 
• 89281-42-5 methylcarbamoyl-oxalamic acid 
• 144-62-7 oxalic acid 
• 598-50-5 N-Methylurea 
• 7417-28-9 5-hydroxy-6-methyluracil 

Relevant articles and documents

PYRROLO[3,2-D]PYRIMIDINE-2,4(3H,5H)-DIONE DERIVATIVES

This invention relates to novel Pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione derivatives of Formula (I), and their use as TRPC5 modulators, pharmaceutical compositions containing the same, and methods of using the same as agents for the treatment of TRPC5 receptor mediated disorders or conditions. R1, R2, R3 R4 and R5 have meanings given in the description.

New pyrrolopyrimidin-6-yl benzenesulfonamides: Potent A2B adenosine receptor antagonists

A new series of 4-(1,3-dialkyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidin-6 -yl)benzenesulfonamides has been identified as potent A2B adenosine receptor antagonists. The products have been evaluated for their binding affinities for the human A2B, A1 and A3 adenosine receptors. 6-(4-{[4-(4-Bromobenzyl)piperazin-1-yl]sulfonyl}phenyl)-1,3-dimethyl-1H- pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione (16) showed a high affinity for the A2B adenosine receptor (IC50 = 1 nM) and selectivity (A1: 183x; A3: 12660x). Synthesis and SAR of this novel class of compounds showing improved absorption properties is presented herein.

Kinetics and Mechanisms of Hydrolytic Reactions of Methylated Cytidines under Acidic and Neutral Conditions

First-order constants have been determined for acidic hydrolysis, and for acidic and acid buffer-catalysed, deamination of cytidine and a number of its methylated derivatives.Rate constants for deamination under neutral conditions (frequently referred to as spontaneous deamination) have also been determined.N4-Methyl groups retard both deamination and hydrolysis, the former influence being much larger.A 6-methyl substituent retards deamination even more markedly, but accelerates hydrolysis.The effect of a 5-methyl group on the rates of both reactions is minor.The mechanisms of the deamination reactions under various conditions are discussed on the basis of structural effects, rates of hydrogen exchange at C5 and kinetic α-secondary isotope effects.Relevance of the data to enzyme-catalysed deamination and non-enzymatic deamination of cytosine residues in nucleic acids is briefly discussed.