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Merck
CN

X0626

Xanthine

≥99.5% (HPLC), powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C5H4N4O2
CAS Number:
Molecular Weight:
152.11
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
200-718-6
MDL number:
Beilstein/REAXYS Number:
8733
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Product Name

Xanthine, ≥99.5% (HPLC), purified by recrystallization

InChI key

LRFVTYWOQMYALW-UHFFFAOYSA-N

InChI

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

SMILES string

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

biological source

synthetic

assay

≥99.5% (HPLC)

form

powder

purified by

recrystallization

solubility

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

storage temp.

2-8°C

Quality Level

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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.

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

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


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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)
Study on the diagnosis of gout with xanthine and hypoxanthine
Wang Y, et al.
Journal of Clinical Laboratory Analysis, 33(5), e22868-e22868 (2019)
Xanthine scaffold: scope and potential in drug development
Singh N, et al.
Heliyon, 4(10), e00829-e00829 (2018)
Immunoglobulins G of Patients with Schizophrenia Protects from Superoxide: Pilot Results
Mednova IA, et al.
Journal of personalized medicine, 12(9), 1449-1449 (2022)
Bioactive chemical constituents of Stereospermum kunthianum (Bignoniaceae)
Island, W
Research Journal of Phytochemistry, 3, 35-43 (2009)

Protocols

Enzymatic Assay of Superoxide Dismutase

在测定超氧化物歧化酶活性时,使用了一种在550 nm处的连续分光光度法进行测定。一个酶单位可将酶偶联系统的细胞色素c还原率抑制50%。

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