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1-METHYLURIC ACID

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1-METHYLURIC ACID Basic information

Product Name:
1-METHYLURIC ACID
Synonyms:
  • 1-METHYLURIC ACID
  • 1-METHYL-2,6,8-TRIHYDROXYPURINE
  • 7,9-dihydro-1-methyl-1H-purine-2,6,8(3H)-trione
  • 1-methyl-7,9-dihydro-3H-purine-2,6,8-trione
  • 1-Methyluric acid ,98%
  • 1-Methyluric acid,1-Methyl-2,6,8-trihydroxypurine
  • 1MUA
  • 1-U
CAS:
708-79-2
MF:
C6H6N4O3
MW:
182.14
EINECS:
211-905-7
Product Categories:
  • Bases & Related Reagents
  • Heterocycles
  • Metabolites & Impurities
  • Nucleotides
  • Building Blocks
  • Chemical Synthesis
  • Heterocyclic Building Blocks
  • Purines
Mol File:
708-79-2.mol
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1-METHYLURIC ACID Chemical Properties

Melting point:
>325°C
Boiling point:
315.51°C (rough estimate)
Density 
1.5283 (rough estimate)
refractive index 
1.6500 (estimate)
storage temp. 
Refrigerator
solubility 
Aqueous Base (Slightly, Heated), DMSO (Slightly, Heated, Sonicated)
form 
Solid
pka
5.60±0.50(Predicted)
color 
Pale Yellow to Pale Brown
Water Solubility 
1.585g/L(temperature not stated)
BRN 
195190
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Safety Information

WGK Germany 
3
HS Code 
29242990

MSDS

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1-METHYLURIC ACID Usage And Synthesis

Chemical Properties

White to Off-White Solid

Uses

1-Methyluric acid, a metabolite of Theophylline, has been used:
for the determination of uric acid in stool samples by liquid chromatography and tandem mass spectrometry
in turbidimetric assay of synthetic urine samples
as a substrate for CYP1A2(cytochrome P450 family 1 subfamily A member 2) assay

Definition

ChEBI: An oxopurine that is 7,9-dihydro-1H-purine-2,6,8(3H)-trione substituted by a methyl group at N-1. It is one of the metabolites of caffeine found in human urine.

Biochem/physiol Actions

1-Methyluric acid (1-U) is a major metabolite of caffeine and theophylline with antioxidant activity that protects molecules such as low density lipoproteins (LDL) from oxidative modifications. 1-Methyluric acid may be used in studies aimed at differentiating the activities of caffeine and theophylline metabolites.

Purification Methods

Recrystallise it from H2O. Its solubility at 17.5o is 1g in 353mL of H2O. [Bergmann & Dikstein J Am Chem Soc 77 691 1955.] It has UV: max at 231 and 283nm (pH 3), and 217.5 and 292.5nm (pH >12) [Johnson Biochem J 5 133 1952]. [Beilstein 26 II 299, 26 III/IV 2621.]

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