4-amino-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidin-2(1H)-one
$250.00
CAS No.: 838-07-3
Catalog No.: 196425
Purity: 95%
MF: C10H15N3O4
MW: 241.247
Storage: 2-8 degree Celsius
SMILES: NC1=NC(N(C=C1C)[C@@H]1O[C@@H]([C@H](C1)O)CO)=O
Catalog No.: 196425
Purity: 95%
MF: C10H15N3O4
MW: 241.247
Storage: 2-8 degree Celsius
SMILES: NC1=NC(N(C=C1C)[C@@H]1O[C@@H]([C@H](C1)O)CO)=O
4-amino-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidin-2(1H)-one; CAS No.: 838-07-3; 4-amino-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidin-2(1H)-one. PROPERTIES: This compound presents a 4-amino-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidin-2(1H)-one structure, combining an amino group, a hydroxytetrahydrofuran sugar moiety, and a methyl substituent on the pyrimidine framework. It typically appears as a white to off-white crystalline solid with a molecular weight of approximately 243.2 g/mol (C9H14N2O5). The melting point ranges between 140-145 C, and it exhibits moderate solubility in common organic solvents like ethanol, methanol, and DMSO while being sparingly soluble in water. Proper storage requires a tightly sealed container in a cool, dry place. Safety considerations include wearing appropriate PPE. It is classified as a skin and eye irritant (GHS07) with the hazard statement H315-H319. APPLICATIONS: 4-Amino-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidin-2(1H)-one serves as a specialized intermediate in pharmaceutical research. Its 4-amino-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidin-2(1H)-one structure enables diverse reactivity patterns, including nucleophilic substitution at the pyrimidine ring and hydrogen bonding interactions through the hydroxyl groups. In medicinal chemistry, it is used to develop bioactive molecules targeting kinases, proteases, and nucleic acid-binding proteins. The hydroxytetrahydrofuran sugar moiety provides additional hydrogen-bonding capabilities for improved target binding. This compound also functions as a building block in the synthesis of fluorescent dyes and bioconjugation reagents. Academic studies utilize it as a model system in Medicinal Chemistry journals, focusing on optimizing the 4-amino-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidin-2(1H)-one scaffold for improved biological activity and target engagement.
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