2,6-Dihydroxypurine

2,6-Dihydroxypurine
  • CAS No.:69-89-6
Other grades of this product :
2,6-Dihydroxypurine Basic information
Product Name:2,6-Dihydroxypurine
Synonyms:ISOXANTHINE;2,6-DIOXOPURINE;2,6-DIOXYPURINE;2,6-DIHYDROXYPURINE;9H-PURINE-2,6-DIOL;PURINE-2,6(1H,3H)-DIONE;TIMTEC-BB SBB004054;UREOUS ACID
CAS:69-89-6
MF:C5H4N4O2
MW:152.11
EINECS:200-718-6
Product Categories:Heterocycles, Metabolites & Impurities;co-factor/nucleoside;Biochemistry;Nucleobases and their analogs;Nucleosides, Nucleotides & Related Reagents;Nucleic acids;Pyridines, Pyrimidines, Purines and Pteredines;Purine;Purines;Food Additives;Heterocycles;Metabolites & Impurities;bc0001
Mol File:69-89-6.mol
2,6-Dihydroxypurine Chemical Properties
Melting point 300 °C
Boiling point 274.55°C (rough estimate)
density 1.5452 (rough estimate)
vapor density 5.3 (vs air)
refractive index 1.8500 (estimate)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility NH4OH: freely soluble
pkapKa 9.95 (Uncertain)
form Powder
color White to slightly yellow
OdorOdorless
Water Solubility Soluble in water(0.067g/L).
Merck 14,10059
BRN 8733
InChIKeyLRFVTYWOQMYALW-UHFFFAOYSA-N
CAS DataBase Reference69-89-6(CAS DataBase Reference)
NIST Chemistry ReferenceXanthine(69-89-6)
EPA Substance Registry SystemXanthine (69-89-6)
Safety Information
Hazard Codes Xi
Risk Statements 36-43-36/37/38
Safety Statements 36/37-37/39-26
WGK Germany 3
RTECS ZD7700000
TSCA Yes
HS Code 29335990
MSDS Information
ProviderLanguage
2,6-Dihydroxypurine English
SigmaAldrich English
ACROS English
ALFA English
2,6-Dihydroxypurine Usage And Synthesis
Chemical PropertiesWhite to off-white crystalline powder
Uses2,6-Dihydroxypurine was fund in animal organs, yeast, patatoes, coffee beans, tea. 2,6-Dihydroxypurine can be used to relax and widen certain breathing passages of the lungs. It is also found that a large number of derivatives have adenoside receptor antagonist properties.
UsesXanthine and xanthine oxidase system can be used to produce superoxide radicals.
DefinitionA poisonous colorless crystalline organic compound that occurs in blood, coffee beans, potatoes, and urine. It is used as a chemical intermediate.
DefinitionXanthine: a purine base, C5H4N4O2,found in many organisms.
Synthesis Reference(s)Chemical and Pharmaceutical Bulletin, 22, p. 1200, 1974 DOI: 10.1248/cpb.22.1200
General DescriptionXanthine is a purine that can be produced in the purine metabolic pathway via different precursors:
  • Guanine deamination by guanine deaminase
  • Hypoxanthine conversion by xanthine oxidoreductase
Biochem/physiol ActionsA high level of xanthine is implicated in metabolic disorders like Lesch-Nyhan syndrome. A xanthine-based biosensor may be useful for detecting xanthine in food and clinical samples. Blood and urine samples of patients with renal failure, gout and xanthinuria show high levels of xanthine.
Purification MethodsThe monohydrate separates in a microcrystalline form on slow acidification with acetic acid of a solution of xanthine in dilute NaOH. It is also precipitated by addition of conc NH3 to its solution in hot 2N HCl (charcoal). After washing with H2O and EtOH, it is dehydrated by heating above 125o. Its solubility in H2O is 1 in 14,000parts at 16o and 1 in 1,500parts of boiling H2O, and separates as plates . It has no m, but the perchlorate has m 262-264o [Lister Purines Part II, Fused Pyrimidines Brown Ed, Wiley-Interscience pp252-253 1971, ISBN 0-471-38205-1]. [Beilstein 26 H 447, 26 I 131, 26 II 260, 26 III/IV 2327.]

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