33868-03-0
Chemical Structure
1,7-Dimethyluric acid
- CAS No.: 33868-03-0
- Formula:C7H8N4O3
- Molecular Weight:196.16
IUPAC Name: 1,7-dimethyl-7,9-dihydro-1H-purine-2,6,8(3H)-trione
InChIKey: NOFNCLGCUJJPKU-UHFFFAOYSA-N
SMILES: O=C(N1C)NC2=C(N(C)C(N2)=O)C1=O
Biological Activity: 1,7-Dimethyluric acid is an N-methylated uric acid and purine derivative, as well as a caffeine metabolite. When 1,7-Dimethyluric acid is acted upon by peroxidase in the presence of H2O2, it follows the same oxidation pathway to generate a UV-absorbing intermediate, which decays via first-order kinetics. 1,7-Dimethyluric acid can adsorb onto pyrolytic graphite electrodes, but not onto glassy carbon electrodes or platinum electrodes. The N-methylation modification of its pyrimidine ring prevents ring contraction of the diol intermediate, and no NMR evidence of O-alkylation is observed during propylation under the test conditions[1][2][3].
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1,7-Dimethyluric acid | 99.9% | 1,7-Dimethyluric acid is an N-methylated uric acid and purine derivative, as well as a caffeine metabolite. When 1,7-Dimethyluric acid is acted upon by peroxidase in the presence of H2O2, it follows the same oxidation pathway to generate a UV-absorbing intermediate, which decays via first-order kinetics. 1,7-Dimethyluric acid can adsorb onto pyrolytic graphite electrodes, but not onto glassy carbon electrodes or platinum electrodes. The N-methylation modification of its pyrimidine ring prevents ring contraction of the diol intermediate, and no NMR evidence of O-alkylation is observed during propylation under the test conditions. | ||||||||||||||||||||
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1,7-Dimethyluric acid-d3 | 1,7-Dimethyluric acid-d3 is the deuterium labeled 1,7-Dimethyluric acid. 1,7-Dimethyluric acid is the metabolite of caffeine. | |||||||||||||||||||||
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References
- [1]. Goyal R N, et al. Electrochemical and peroxidase catalysed oxidation of 1, 7-dimethyluric acid and effect of methyl groups on the oxidation mechanism[J]. Journal of the Chemical Society, Perkin Transactions 2, 1996 (6): 1153-1159.
- [2]. Callery P S, et al. Carbon-13 NMR Characterization of an O-Alkylated Derivative of the Theophylline Metabolite 1, 3-Dimethyluric Acid[J]. Analytical Letters, 1985, 18(20): 2537-2549.
- [3]. Gracia-Lor E, et al. Estimation of caffeine intake from analysis of caffeine metabolites in wastewater. Sci Total Environ. 2017;609:1582-1588. [Content Brief]
