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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
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 T Landi et al.
Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology, 5(9), 693-698 (1996-09-01)
Cytochrome P4501A2 (CYP1A2) activity may be related to bladder cancer risk through metabolic activation of aromatic amines, such as 4-aminobiphenyl (ABP), to reactive intermediates that can form DNA and hemoglobin (Hb) adducts. In the context of a study on smoking
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.
Frank Haberman et al.
Neuromolecular medicine, 9(4), 315-323 (2007-11-14)
Uric acid is a major antioxidant in the blood of humans that can protect cultured neurons against oxidative and metabolic insults. However, uric acid has a very low solubility which compromises its potential clinical use for neurodegenerative disorders. Here we
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