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CAS 7417-28-9

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5-Hydroxy-6-methyl-2,4(1H,3H)-pyrimidinedione

Description:
5-Hydroxy-6-methyl-2,4(1H,3H)-pyrimidinedione, also known as allopurinol, is a heterocyclic compound characterized by its pyrimidine ring structure, which contains two carbonyl groups and a hydroxyl group. This compound is primarily recognized for its role as a xanthine oxidase inhibitor, making it significant in the treatment of gout and hyperuricemia by reducing uric acid production. It is typically a white to off-white crystalline powder, soluble in water and various organic solvents. The molecular formula reflects its composition, which includes carbon, hydrogen, nitrogen, and oxygen atoms. Allopurinol's mechanism of action involves the inhibition of the enzyme responsible for the conversion of hypoxanthine and xanthine to uric acid, thus preventing the accumulation of uric acid crystals in joints. Additionally, it may have antioxidant properties and is studied for potential benefits in other conditions related to oxidative stress. Proper handling and dosage are essential, as with any pharmaceutical compound, to minimize side effects and ensure efficacy.
Formula:C5H6N2O3
InChI:InChI=1S/C5H6N2O3/c1-2-3(8)4(9)7-5(10)6-2/h8H,1H3,(H2,6,7,9,10)
InChI key:InChIKey=CMRSBOGQMSQPFW-UHFFFAOYSA-N
SMILES:OC1=C(C)NC(=O)NC1=O
Synonyms:
  • 2,4(1H,3H)-pyrimidinedione, 5-hydroxy-6-methyl-
  • 2,5-Dihydroxy-6-methyl-3,4-dihydropyrimidin-4-one
  • 5-Hydroxy-6-methyl-2,4(1H,3H)-pyrimidinedione
  • 5-Hydroxy-6-methylpyrimidine-2,4-dione
  • 5-Hydroxy-6-methyluracil
  • Isobarbituric acid, 6-methyl-
  • NSC 70449
  • Oxymetacil
  • Oxymethacil
  • Oxymethyluracil
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