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X0626

Sigma-Aldrich

Xanthine

≥99.5% (HPLC), purified by recrystallization

Synonym(s):

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

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5 G
$102.00
10 G
$193.00
25 G
$342.99

About This Item

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

$102.00


In StockDetails


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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1 of 4

This Item
X4002X73751720203
Xanthine ≥99.5% (HPLC), purified by recrystallization

X0626

Xanthine

Xanthine BioUltra, ≥99%

X4002

Xanthine

Xanthine ≥99%

X7375

Xanthine

Xanthone United States Pharmacopeia (USP) Reference Standard

1720203

Xanthone

Quality Level

400

Quality Level

200

Quality Level

300

Quality Level

-

assay

≥99.5% (HPLC)

assay

≥99%

assay

≥99%

assay

-

form

powder

form

powder

form

powder

form

-

solubility

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

solubility

1 M NaOH: 0.1 M, clear, colorless to light yellow

solubility

1 M NaOH: soluble 50 mg/mL, clear to slightly hazy, NH4OH: freely soluble, NaOH: freely soluble

solubility

-

purified by

recrystallization

purified by

-

purified by

-

purified by

-

General description

Xanthine is an important component of the various natural and synthetic medicinal active compounds.[1] Various forms of xanthine such as caffeine, theobromine, and theophylline are found in chocolate, cocoa, tea, yeast, potatoes, animal organs, and coffee.[2] Xanthine is a purine-based natural heterocyclic alkaloid [2] composed of a central nitrogen atom and a pyrimidine ring that is fused with an imidazole ring.[1] 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.[3]

Biochem/physiol Actions

Xanthine participates in the catabolism of nucleic acids and nucleotides and is a precursor of uric acid.[2] 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.[1] Xanthine acts as a biomarker for detecting gout.[4]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

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


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