7150-04-1

Basic information

• Product Name: 6-amino-5-bromo-1,3-dimethylpyrimidine-2,4(1H,3H)-dione
• Synonyms: 2,4(1H,3H)-pyrimidinedione, 6-amino-5-bromo-1,3-dimethyl-; 6-Amino-5-bromo-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione; 6-Amino-5-bromo-1,3-dimethylpyrimidine-2,4(1H,3H)-dione
• CAS NO: 7150-04-1
• Molecular Formula: C₆H₈BrN₃O₂
• Molecular Weight: 234.0506
• Mol File: 7150-04-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 246.3°C at 760 mmHg
• Flash Point: 102.7°C
• Density: 1.762g/cm³
• Vapor Pressure: 0.0274mmHg at 25°C
• Refractive Index: 1.612
• CAS DataBase Reference: 6-amino-5-bromo-1,3-dimethylpyrimidine-2,4(1H,3H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 6-amino-5-bromo-1,3-dimethylpyrimidine-2,4(1H,3H)-dione(7150-04-1)
• EPA Substance Registry System: 6-amino-5-bromo-1,3-dimethylpyrimidine-2,4(1H,3H)-dione(7150-04-1)

Safety Data

• Hazardous Substances Data: 7150-04-1(Hazardous Substances Data)

Upstream product

• 6642-31-5 6-Amino-1,3-dimethylbarbituric acid 

Downstream Products

• 1807-85-8 7-benzyltheophylline 
• 70404-22-7 1,3-dimethyl-7-(4-methylbenzyl)-1H-purine-2,6(3H,7H)-dione 
• 57281-04-6 1,3-dimethyl-7-(4-fluorobenzyl)-1H-purine-2,6(3H,7H)-dione 
• 373614-35-8 1,3-dimethyl-7-(4-chlorobenzyl)-1H-purine-2,6(3H,7H)-dione 
• 2309-49-1 theacrine 
• 5415-44-1 1,3,7-trimethyluric acid 
• 54729-62-3 6-amino-1,3-dimethyl-5-(methylamino)pyrimidin-2,4-dione 
• 58-55-9 theophylline 
• 58-08-2 3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione 

Relevant articles and documents

Preparation methods of three kinds of methyl uric acid compounds, intermediate and preparation method of the intermediate

The invention provides preparation methods of three types of compounds which can be extracted from plants such as tea trees and have the effects of resisting depression, tranquilizing and hypnosis, resisting inflammation and easing pain, reducing stress damage of the liver cells and improving the exercise ability, an intermediate and a preparation method of the intermediate. The method is simple and convenient to operate, high in safety, high in atom economy and less in three wastes, and the raw and auxiliary materials are cheap and easy to obtain, low in toxicity, safe and stable; the reaction conditions are mild, the impurities are few, and the yield is high. The product is purified by crystallization, column chromatography is avoided, the operation is simple and feasible, and the process is stable, easy to control and convenient in reaction after-treatment, and can be economically and conveniently used for industrial production.

Synthesis and antitumor activity of new pyrimidine and caffeine derivatives

6-Amino-1, 3-dimethyl-1H-pyrimidine-2, 4-dione 2 was prepared by alkylation of 6-amino-1H-pyrimidine-2, 4-dione 1 with methyl iodide. Formylation of 2 with formic acid afforded N-(1, 3-dimethyl-dioxo-tetrahydropyrimidin-4-yl)-formamide 3. The nitration of 3 gave N-(1,3-dimethyl-5-nitro-dioxo-tetrahydropyrimidin-4-yl) formamide 4. Reduction of 4 by zinc dust in glacial acetic acid yielded dimethyl-dihydro-purine-2, 6-dione 5. Addition of bromine to 2 leads to the formation of 6-amino-5-bromo-dimethyl-pyrimidine-2, 4-dione 7, cycloaddition of 7 with formamide afford the same product (theophylline 5), alkylated of 5 with methyl iodide to give caffeine 6. Reaction of 7 with glycine gave 2-(6-amino-dimethyl-dioxo-tetrahydropyrimidin-5-ylamino) acetic acid 8, refluxing of 8 with acetic acid /methanol gave dimethyl-dihydropyrimidopyrazine-trione 9, alkylation of 9 with alkyliodide afforded tetra-alkyldihydropyrimidopyrazine-trione 10a and 10b. The Cytotoxicity screen of the synthesized compounds was evaluated and the result showed that 10a, 10b, 9, 8, 7 and 6 exhibited highly potential antitumor activity.