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Merck

X0626

Sigma-Aldrich

Xanthine

≥99.5% (HPLC), purified by recrystallization

Sinónimos:

2,6-Dioxopurine, 3,7-Dihydropurine-2,6-dione, Xanthin, 2,6-Dihydroxypurine

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About This Item

Fórmula empírica (notación de Hill):
C5H4N4O2
Número de CAS:
Peso molecular:
152.11
Beilstein/REAXYS Number:
8733
EC Number:
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51

Quality Level

assay

≥99.5% (HPLC)

form

powder

purified by

recrystallization

solubility

1 M NaOH: soluble 50 mg/mL, clear, colorless to faintly yellow

SMILES string

O=C1NC(=O)c2nc[nH]c2N1

InChI

1S/C5H4N4O2/c10-4-2-3(7-1-6-2)8-5(11)9-4/h1H,(H3,6,7,8,9,10,11)

InChI key

LRFVTYWOQMYALW-UHFFFAOYSA-N

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General description

Xanthine is an important component of the various natural and synthetic medicinal active compounds. Various forms of xanthine such as caffeine, theobromine, and theophylline are found in chocolate, cocoa, tea, yeast, potatoes, animal organs, and coffee. Xanthine is a purine-based natural heterocyclic alkaloid composed of a central nitrogen atom and a pyrimidine ring that is fused with an imidazole ring. Xanthine is produced from several different precursors in the purine metabolic pathway: deamination of guanine-by-guanine deaminase and conversion of hypoxanthine by xanthine oxidoreductase.

Biochem/physiol Actions

Xanthine participates in the catabolism of nucleic acids and nucleotides and is a precursor of uric acid. It is a versatile compound that shows therapeutic effects in several pharmacological conditions related to respiratory tract, central nervous system (CNS), kidney, stomach, smooth muscle cells, and heart. Xanthine acts as a biomarker for detecting gout.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


Certificados de análisis (COA)

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Visite la Librería de documentos

P Leanderson et al.
Carcinogenesis, 17(3), 545-550 (1996-03-01)
The formation of DNA-strand breaks was studied in cultured human lung cells (A 549) subjected to iron, either in the form of iron(III) citrate or in combination with the metal chelators ethylene diamine tetra-acetic acid (EDTA), nitrilo triacetic acid (NTA)
Xanthine scaffold: scope and potential in drug development
Singh N, et al.
Heliyon, 4(10), e00829-e00829 (2018)
Study on the diagnosis of gout with xanthine and hypoxanthine
Wang Y, et al.
Journal of Clinical Laboratory Analysis, 33(5), e22868-e22868 (2019)
Different processed milk with residual xanthine oxidase activity and risk of increasing serum uric acid level
Sha W, et al.
Food Bioscience, 40, 100892-100892 (2021)
Physiological acclimation to gradients of solar irradiance within mats of the filamentous green macroalga Chaetomorpha linum from southern Spain.
Bischof, Kai, et al.
Marine Ecology Progress Series, 306, 165-175 (2006)

Protocolos

Enzymatic Assay of Superoxide Dismutase

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