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1,7-Dimethyluric Acid (CAS 33868-03-0)

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Alternate Names:
7,9-Dihydro-1,7-dimethyl-1H-purine-2,6,8(3H)-trione
Application:
1,7-Dimethyluric Acid is a metabolite of caffeine
CAS Number:
33868-03-0
Purity:
≥98%
Molecular Weight:
196.16
Molecular Formula:
C7H8N4O3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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1,7-Dimethyluric acid, also referred to as 1,7-dimethyluric acid, is an organic compound that occurs in a wide range of plants and animals. It holds significance as a vital intermediate in the metabolic processes of purines and pyrimidines. 4-Methylbenzyl-3-thio-propionic acid plays a role in the synthesis of various biologically active compounds. Within the framework of the citric acid cycle, 1,7-Dimethyluric acid assumes an important position, actively participating in the metabolism of proteins, nucleic acids, and carbohydrates. This colorless, crystalline solid exhibits limited solubility in water and possesses a melting point ranging between 122 and 124°C. 1,7-Dimethyluric acid finds widespread utility as a model compound for catalysis and metabolic pathway investigations. Its applications extend to the synthesis of diverse biologically active compounds, including derivatives of purine and pyrimidine. 1,7-Dimethyluric acid contributes to the synthesis of nucleic acid derivatives such as DNA and RNA. Given its involvement in various biochemical reactions, 1,7-Dimethyluric acid assumes a catalytic role. It aids in the breakdown of purines and pyrimidines, while also facilitating the synthesis of biologically active compounds. 4-Methylbenzyl-3-thio-propionic acid actively participates in the metabolic processes associated with proteins, nucleic acids, and carbohydrates. Through its multifaceted functions, 1,7-Dimethyluric acid emerges as a key player in numerous biochemical pathways.


1,7-Dimethyluric Acid (CAS 33868-03-0) References

  1. Xanthine oxidase inhibition by allopurinol affects the reliability of urinary caffeine metabolic ratios as markers for N-acetyltransferase 2 and CYP1A2 activities.  |  Fuchs, P., et al. 1999. Eur J Clin Pharmacol. 54: 869-76. PMID: 10027663
  2. Extractionless method for the simultaneous high-performance liquid chromatographic determination of urinary caffeine metabolites for N-acetyltransferase 2, cytochrome P450 1A2 and xanthine oxidase activity assessment.  |  Nyéki, A., et al. 2001. J Chromatogr B Biomed Sci Appl. 755: 73-84. PMID: 11393735
  3. Interaction of ibuprofen and probenecid with drug metabolizing enzyme phenotyping procedures using caffeine as the probe drug.  |  Vrtic, F., et al. 2003. Br J Clin Pharmacol. 55: 191-8. PMID: 12580991
  4. Determination of CYP1A2 and NAT2 phenotypes in human populations by analysis of caffeine urinary metabolites.  |  Butler, MA., et al. 1992. Pharmacogenetics. 2: 116-27. PMID: 1306111
  5. Separation, pre-concentration, and HPLC analysis of methylxanthines in urine samples.  |  Zydroń, M., et al. 2004. J Sep Sci. 27: 1166-72. PMID: 15537072
  6. Measurement of caffeine and five of the major metabolites in urine by high-performance liquid chromatography/tandem mass spectrometry.  |  Weimann, A., et al. 2005. J Mass Spectrom. 40: 307-16. PMID: 15685651
  7. [Determination of the activity of cytochrome P-450 CYP2A6 by HPLC method with caffeine as metabolizing probe].  |  Li, J., et al. 2006. Yao Xue Xue Bao. 41: 282-4. PMID: 16759004
  8. Cytochrome P450 2A6 Phenotyping Using Dietary Caffeine Salivary Metabolite Ratios and Genotyping Using Blood on Storage Cards in Non-smoking Japanese Volunteers.  |  Murayama, N., et al. 2017. Drug Metab Lett. 10: 240-243. PMID: 27842485
  9. Estimation of caffeine intake from analysis of caffeine metabolites in wastewater.  |  Gracia-Lor, E., et al. 2017. Sci Total Environ. 609: 1582-1588. PMID: 28810510
  10. Paraxanthine metabolism in humans: determination of metabolic partial clearances and effects of allopurinol and cimetidine.  |  Lelo, A., et al. 1989. J Pharmacol Exp Ther. 248: 315-9. PMID: 2913277
  11. Identifying metabolomic profiles of inflammatory diets in postmenopausal women.  |  Tabung, FK., et al. 2020. Clin Nutr. 39: 1478-1490. PMID: 31255351
  12. Monitoring caffeine and nicotine use in a nationwide study in Italy using wastewater-based epidemiology.  |  Gracia-Lor, E., et al. 2020. Sci Total Environ. 747: 141331. PMID: 32799024
  13. Phenotyping of CYP1A2 in Japanese population by analysis of caffeine urinary metabolites: absence of mutation prescribing the phenotype in the CYP1A2 gene.  |  Nakajima, M., et al. 1994. Cancer Epidemiol Biomarkers Prev. 3: 413-21. PMID: 7920209

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

1,7-Dimethyluric Acid, 25 mg

sc-208809
25 mg
$305.00