Description
6-Hydroxy-2-methoxypyrimidin-4(3H)-one (CAS No. 1758-98-1) is a high-purity pyrimidine derivative with the molecular formula C5H6N2O3, widely utilized in pharmaceutical and biochemical research. This compound, also known by its IUPAC name 4-hydroxy-2-methoxy-1H-pyrimidin-6-one, features a methoxy-substituted pyrimidine core with a hydroxyl group at the 6-position, making it a versatile intermediate in heterocyclic synthesis. With a molecular weight of 142.11 g/mol, it is supplied as a fine crystalline powder with ≥95% purity (HPLC), ensuring consistency for sensitive applications. Ideal for nucleoside analog development, enzyme inhibition studies, and medicinal chemistry, this product is rigorously tested for impurities (≤0.5% by TLC) and stored under inert conditions to guarantee stability. Available in research quantities (100mg to 10g) with optional custom packaging.
Properties
- CAS Number: 1758-98-1
- Complexity: 219
- IUPAC Name: 4-hydroxy-2-methoxy-1H-pyrimidin-6-one
- InChI: InChI=1S/C5H6N2O3/c1-10-5-6-3(8)2-4(9)7-5/h2H,1H3,(H2,6,7,8,9)
- InChI Key: INZGPQPOYOLJOW-UHFFFAOYSA-N
- Exact Mass: 142.03784206
- Molecular Formula: C5H6N2O3
- Molecular Weight: 142.11
- SMILES: COC1=NC(=CC(=O)N1)O
- Topological: 70.9
- Monoisotopic Mass: 142.03784206
- Synonyms: 1758-98-1, DTXSID90548466, 6-Hydroxy-2-methoxypyrimidin-4(3H)-one, DTXCID20499250, 2-Methoxypyrimidine-4,6-diol, 4,6-Dihydroxy-2-methoxypyrimidine, 4-hydroxy-2-methoxy-1H-pyrimidin-6-one, 2-methoxy-4,6-dihydroxypyrimidine, 4(3H)-Pyrimidinone, 6-hydroxy-2-methoxy-, MFCD00209660, 6-Hydroxy-2-methoxy-4(3H)-pyrimidone, SCHEMBL1285445, 2-Methoxy-pyrimidine-4,6-diol, 2-methoxy-4,6-dihydroxypyrimidin, INZGPQPOYOLJOW-UHFFFAOYSA-N, 2-methoxy-4,6-dihydroxy-pyrimidine, AKOS006272187, 2-Methoxypyrimidine-4 pound not6-diol, DS-1253, SB56701, DB-081784, 4,6-Dihydroxy-2-methoxypyrimidine;2-methoxy-4,6-dihydroxypyrimidine
Application
6-Hydroxy-2-methoxypyrimidin-4(3H)-one serves as a key building block in the synthesis of modified nucleosides and antiviral agents. Researchers employ this compound in structure-activity relationship (SAR) studies targeting thymidylate synthase inhibition. Its reactive hydroxyl group facilitates further functionalization for drug discovery pipelines, particularly in oncology and infectious disease research. The methoxy substitution pattern also enables investigations into RNA/DNA analog stability under physiological conditions.
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