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Sigma-Aldrich

3,7-Dimethyluric acid

≥95.0% (HPLC)

Sinónimos:

3,7-Dimethyl-2,6,8-trihydroxypurine

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About This Item

Fórmula empírica (notación de Hill):
C7H8N4O3
Número de CAS:
13087-49-5
Peso molecular:
196.16
Beilstein/REAXYS Number:
218966
MDL number:
MFCD00042988
UNSPSC Code:
12352100
PubChem Substance ID:
57649990
NACRES:
NA.22

assay

≥95.0% (HPLC)

mp

≥300 °C

SMILES string

CN1C(=O)NC(=O)C2=C1NC(=O)N2C

InChI

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

InChI key

HMLZLHKHNBLLJD-UHFFFAOYSA-N

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General description

3,7-Dimethyluric acid (3,7-DMU, 3,7-Dimethyl-2,6,8-trihydroxypurine), a purine derivative, is a dimethylated uric acid. It has a pyrimidine ring fused to an imidazole ring. Mechanism of the transformation of theobromine to 3,7-DMU in rat liver microsomal incubations has been investigated.
3,7-Dimethyluric acid is a primary theobromine (TB; 3,7-dimethylxanthine) metabolite. Electrochemical oxidation of 3,7-dimethyluric acid gives two voltammetric oxidation peaks (Ia and IIa) at a pyrolytic graphite electrode in aqueous solution.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

related product

Referencia del producto
Descripción
Precios

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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A Lelo et al.
Xenobiotica; the fate of foreign compounds in biological systems, 20(8), 823-833 (1990-08-01)
1. The involvement of glutathione (GSH) and cytochrome P-450 in the conversion of theobromine to 6-amino-5-(N-methylformylamino)-1-methyluracil (3,7-DAU) and 3,7-dimethyluric acid (3,7-DMU) has been investigated in rat liver microsomal incubations. 2. The ratio of formation of 3,7-DAU to 3,7-DMU increased with
Miquel Rojas-Cherto et al.
Analytical chemistry, 84(13), 5524-5534 (2012-05-23)
Multistage mass spectrometry (MS(n)) generating so-called spectral trees is a powerful tool in the annotation and structural elucidation of metabolites and is increasingly used in the area of accurate mass LC/MS-based metabolomics to identify unknown, but biologically relevant, compounds. As
Oxidation chemistry of 3, 7-dimethyluric acid: electrochemical and peroxidase-catalyzed mechanisms.
Chen TR and Dryhurst G.
J. Electroanal. Chem. Interfac. Electrochem., 177(1), 149-165 (1984)
Binxing Zhou et al.
BMC microbiology, 20(1), 269-269 (2020-08-29)
Methylxanthines, including caffeine, theobromine and theophylline, are natural and synthetic compounds in tea, which could be metabolized by certain kinds of bacteria and fungi. Previous studies confirmed that several microbial isolates from Pu-erh tea could degrade and convert caffeine and
S Gates et al.
British journal of clinical pharmacology, 47(3), 299-305 (1999-04-24)
The plasma clearance of theobromine (TB; 3,7-dimethylxanthine) is known to be induced in cigarette smokers. To determine whether TB may serve as a model substrate for cytochrome P450 (CYP) 1A2, or possibly other isoforms, studies were undertaken to identify the
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