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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:
33868-03-0
Molecular Weight:
196.16
Beilstein:
219682
EC Number:
251-706-2
MDL number:
MFCD00005713
UNSPSC Code:
12352100
PubChem Substance ID:
57649989
NACRES:
NA.22

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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)
M E Campbell et al.
Clinical pharmacology and therapeutics, 42(2), 157-165 (1987-08-01)
Systemic caffeine clearance and urinary metabolite profiles were determined in 15 subjects with diverse exposure histories to cytochrome P-450 inducers (cigarette smoke) and inhibitors (oral contraceptive steroids). A correlation was observed between caffeine clearance and a urinary ratio based on
M Vincent-Viry et al.
Genetic epidemiology, 11(2), 115-129 (1994-01-01)
Human acetylation phenotypes were determined with caffeine (137X) as the test substance, improved by measuring urinary caffeine metabolites with a previously described HPLC method. Caffeine, 5-acetylamino-6-formylamino-3-methyluracil (AFMU), 1-methylxanthine (IX), 1-methyluric acid (IU), 1,7-dimethylxanthine (17X), and 1,7-dimethyluric acid (17U) were quantified.
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