13087-49-5

Basic information

• Product Name: 3,7-DIMETHYL-2,6,8-TRIHYDROXYPURINE
• Synonyms: 3,7-DIMETHYL-2,6,8-TRIHYDROXYPURINE;3,7-DIMETHYLURIC ACID;3,7-dimethyl-9H-purine-2,6,8-trione;3,7-Dimethyl-1H-purine-2,6,8(3H,7H,9H)-trione;3,7-Dimethyl-7H-purine-2,6,8(1H,3H,9H)-trione;7,9-Dihydro-3,7-dimethyl-1H-purine-2,6,8(3H)-trione;8-Hydroxy-3,7-dimethylxanthine;8-Oxotheobromine
• CAS NO: 13087-49-5
• Molecular Formula: C₇H₈N₄O₃
• Molecular Weight: 196.16
• Mol File: 13087-49-5.mol
• Article Data: 2

Chemical Properties

• Melting Point: ≥300 °C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.63g/cm³
• Refractive Index: 1.675
• PKA: 5.84±0.70(Predicted)
• BRN: 218966
• CAS DataBase Reference: 3,7-DIMETHYL-2,6,8-TRIHYDROXYPURINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,7-DIMETHYL-2,6,8-TRIHYDROXYPURINE(13087-49-5)
• EPA Substance Registry System: 3,7-DIMETHYL-2,6,8-TRIHYDROXYPURINE(13087-49-5)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 13087-49-5(Hazardous Substances Data)

Usage

Uses

3,7-Dimethyluric Acid is caffeine metabolite which eliminates through urine.

Definition

ChEBI: An oxopurine that is 7,9-dihydro-1H-purine-2,6,8(3H)-trione substituted by methyl groups at N-3 and N-7.

General Description

3,7-Dimethyluric acid (3,7-DMU, 3,7-Dimethyl-2,6,8-trihydroxypurine), a purine derivative, is a dimethylated uric acid. It has a pyrimidine ring fused to an imidazole ring. Mechanism of the transformation of theobromine to 3,7-DMU in rat liver microsomal incubations has been investigated.

InChI:InChI=1/C7H8N4O3/c1-10-3-4(8-6(10)13)11(2)7(14)9-5(3)12/h1-2H3,(H,8,13)(H,9,12,14)

Upstream product

• 60-29-7 diethyl ether 
• 612-37-3 7-methyluric acid 
• 74-88-4 methyl iodide 
• 160486-38-4 5-chloro-3,7-dimethyl-5,7-dihydro-3H-purine-2,6,8-trione 
• 83-67-0 theobromine / 
• 861616-49-1 4,5-diethoxy-3,7-dimethyl-tetrahydro-purine-2,6,8-trione 
• 10034-85-2 hydrogen iodide 
• 7647-01-0 hydrogenchloride 
• 598-50-5 N-Methylurea 
• 4921-55-5 8-chloro-3,7-dimethyl-1H-purine-2,6(3H,7H)-dione 
• 15371-15-0 8-bromo-3,7-dimethylxanthine 
• 860749-47-9 4,5-dichloro-3,7-dimethyl-tetrahydro-purine-2,6,8-trione 

Downstream Products

• 612-37-3 7-methyluric acid 
• 5415-44-1 1,3,7-trimethyluric acid 
• 4921-55-5 8-chloro-3,7-dimethyl-1H-purine-2,6(3H,7H)-dione 
• 16404-16-3 2,6,8-trichloro-7-methylpurine 
• 55441-72-0 3,7,9-trimethyluric acid 
• 569-34-6 8-methoxycaffeine 

Relevant articles and documents

Br?nsted acid catalysis in the oxidation of purine based alkaloids by Mn(VII) in aqueous acetonitrile and sodium fluoride medium: A kinetic approach

Br?nsted acid (HClO4, H2SO4) catalyzed Mn(VII) oxidation of purine alkaloids such as caffeine, theophylline and theobromine in aqueous acetonitrile and sodium fluoride medium revealed first order kinetics in both [(Mn(VII)] and [Alkaloid] at constant acidity and temperature. Sodium fluoride was added to the reaction mixture in order to avoid/suppress auto catalytic reaction due to the generation of Mn(III) and Mn(IV) species during the course of Mn(VII) oxidations in acidic solutions. An increase in the Br?nsted acids (HClO4, H2SO4) concentration accelerated the rate of oxidation. Rate enhancements observed here in are analyzed by Zucker-Hammett, Bunnett and Bunnett-Olsen criteria of acidity functions. On the basis of observed Bunnett-Olsen criteria of acidity functions, the most plausible mechanism has been proposed with the involvement of water molecule in the slow step (as proton transferring agent).