5415-44-1

Basic information

• Product Name: 1,3,7-TRIMETHYLURIC ACID
• Synonyms: 1,3,7-Trimethyl-7,9-dihydro-1H-purine-2,6,8(3H)-trione;1H-Purine-2,6,8(3H)-trione, 7,9-dihydro-1,3,7-trimethyl-;7,9-dihydro-1,3,7-trimethyl-1h-purine-2,6,8(3h)-trione;8(3h)-trione,7,9-dihydro-1,3,7-trimethyl-1h-purine-6;Ba 2753;ba2753;Uric acid, 1,3,7-trimethyl-;2,6,8-TRIHYDROXY-1,3,7-TRIMETHYLPURINE
• CAS NO: 5415-44-1
• Molecular Formula: C₈H₁₀N₄O₃
• Molecular Weight: 210.19
• EINECS: 226-507-9
• Mol File: 5415-44-1.mol
• Article Data: 15

Chemical Properties

• Melting Point: ≥300 °C
• Boiling Point: 349.7°C (rough estimate)
• Flash Point: 242.1°C
• Appearance: /
• Density: 1.3649 (rough estimate)
• Refractive Index: 1.6590 (estimate)
• Storage Temp.: Refrigerator
• Solubility: DMSO (Slightly, Heated), Methanol (Slightly, Heated)
• PKA: 5.85±0.70(Predicted)
• Water Solubility: 24mg/L(room temperature)
• CAS DataBase Reference: 1,3,7-TRIMETHYLURIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,7-TRIMETHYLURIC ACID(5415-44-1)
• EPA Substance Registry System: 1,3,7-TRIMETHYLURIC ACID(5415-44-1)

Safety Data

• WGK Germany: 2
• RTECS: UP0783750
• Hazardous Substances Data: 5415-44-1(Hazardous Substances Data)

Usage

Uses

1,3,7-Trimethyluric Acid is a caffeine derivative, and a methyl derivative of uric acid. Detected as a urine marker of caffeine consumption.

Definition

ChEBI: An oxopurine in which the purine ring is substituted by oxo groups at positions 2, 6, and 8, and the nitrogens at positions 1, 3, and 7 are substituted by methyl groups. It is a metabolite of caffeine.

Purification Methods

Crystallise it from water and dry it at 100o in a vacuum. It has UV: 289nm (pH 2.5). [Beilstein 26 III/IV 2623.]

InChI:InChI=1/C8H10N4O3/c1-10-5-4(9-7(10)14)6(13)12(3)8(15)11(5)2/h1-3H3,(H,9,14)

Upstream product

• 69-93-2 uric Acid 
• 74-88-4 methyl iodide 
• 878726-17-1 8-(2-isopropyl-5-methyl-phenoxy)-1,3,7-trimethyl-3,7-dihydro-purine-2,6-dione 
• 42297-40-5 1,3,7-trimethyl-2,6-dioxo-8-nitro-1H,3H,7H-xanthine 
• 58-08-2 3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione 
• 94-36-0 dibenzoyl peroxide 
• 7150-04-1 6-amino-5-bromo-1,3-dimethylpyrimidine-2,4(1H,3H)-dione 
• 54107-71-0 6-amino-5-chloro-1,3-dimethylpyrimidin-2,4-dione 
• 6642-31-5 6-Amino-1,3-dimethylbarbituric acid 
• 54729-62-3 6-amino-1,3-dimethyl-5-(methylamino)pyrimidin-2,4-dione 
• 530-62-1 1,1'-carbonyldiimidazole 
• 616-38-6 carbonic acid dimethyl ester 
• 2099-73-2 8-nitrotheophylline 
• 58-55-9 theophylline 

Downstream Products

• 2309-49-1 theacrine 
• 57-13-6 urea 
• 74-89-5 methylamine 
• 2757-85-9 1,3-dimethylalloxan 
• 1022129-88-9 3,8-dimethyl-1-oxa-3,6,8-triaza-spiro[4.4]nonane-2,4,7,9-tetraone 
• 5176-82-9 1,3-dimethylparabanic acid 
• 598-50-5 N-Methylurea 
• 7664-41-7 ammonia 
• 4921-49-7 8-chlorocaffeine 
• 615-35-0 N,N'-dimethyloxamide 
• 5426-50-6 8-Ethylcoffein 
• 569-34-6 8-methoxycaffeine 

Relevant articles and documents

Relative contribution of rat cytochrome P450 isoforms to the metabolism of caffeine: The pathway and concentration dependence

The aim of the present study was to estimate the relative contribution of rat P450 isoforms to the metabolism of caffeine and to assess the usefulness of caffeine as a marker substance for estimating the activity of P450 in rat liver and its potential for

The relative contribution of human cytochrome P450 isoforms to the four caffeine oxidation pathways: An in vitro comparative study with cDNA-expressed P450s including CYP2C isoforms

The aim of the present study was to estimate the relative contribution of cytochrome P450 isoforms (P450s), including P450s of the CYP2C subfamily, to the metabolism of caffeine in human liver. The experiments were carried out in vitro using cDNA-expresse

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).

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.