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40407

Sigma-Aldrich

1,7-Dimethyluric acid

≥97.0% (HPLC)

Synonym(s):

1,7-Dimethyl-2,6,8-trihydroxypurine

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About This Item

Empirical Formula (Hill Notation):
C7H8N4O3
CAS Number:
Molecular Weight:
196.16
Beilstein:
219682
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥97.0% (HPLC)

SMILES string

CN1C(=O)NC2=C(N(C)C(=O)N2)C1=O

InChI

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

InChI key

NOFNCLGCUJJPKU-UHFFFAOYSA-N

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General description

1,7-Dimethyluric acid is an important metabolite of caffeine. Electrochemical oxidation of 1,7-dimethyluric acid was studied over a wide pH range of 2.2-10.3 at solid electrodes.

Application

1,7-Dimethyluric acid is the suitable reagent used for the simultaneous determination of plasma levels of theophylline and its metabolites without interference from caffeine or caffeine metabolites by HPLC.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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J Kizu et al.
Biomedical chromatography : BMC, 13(1), 15-23 (1999-04-07)
A high performance liquid chromatography (HPLC) method has been developed for the simultaneous determination of plasma levels of theophylline and its metabolites without interference from caffeine or caffeine metabolites. The method is simple and of practical use because it is
H M Crews et al.
Food additives and contaminants, 18(12), 1075-1087 (2002-01-05)
The feasibility of using metabolites specific to caffeine as urinary biomarkers to be employed in the estimation of dietary caffeine intake is reported. The influence of inter-individual differences in the metabolism of caffeine and the effect of volunteer phenotype on
Electrochemical and peroxidase catalysed oxidation of 1, 7-dimethyluric acid and effect of methyl groups on the oxidation mechanism.
Goyal RN, et al.
J. Chem. Soc. Perkin Trans. II, 6, 1153-1159 (1996)
K L Rost et al.
Clinical pharmacology and therapeutics, 55(4), 402-411 (1994-04-01)
Omeprazole has previously been shown to induce hepatic cytochrome P4501A2 activity, as evidenced by an accelerated N-3-demethylation in the 13C-[N-3-methyl]-caffeine breath test. In this study we investigated whether the inducing potency of omeprazole can be quantified by the determination of
E Asprodini et al.
The Journal of pharmacology and experimental therapeutics, 368(2), 262-271 (2018-12-29)
The purpose of the study was to determine whether the in vivo activities of drug-metabolizing enzymes CYP1A2 and CYP2A6, xanthine oxidase (XO), and N-acetyltransferase-2 (NAT2) vary across the menstrual cycle. Forty-two healthy women were studied at early follicular phase (EFP:

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