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3-bromo-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one
$350.00
CAS No.: 54738-73-7
Catalog No.: 196357
Purity: 95%
MF: C5H3BrN4O
MW: 215.01
Storage: 2-8 degree Celsius
SMILES: BrC1=NNC=2N=CNC(C21)=O
Catalog No.: 196357
Purity: 95%
MF: C5H3BrN4O
MW: 215.01
Storage: 2-8 degree Celsius
SMILES: BrC1=NNC=2N=CNC(C21)=O
3-bromo-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one; CAS No.: 54738-73-7; 3-bromo-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one. PROPERTIES: This compound presents a 3-bromo-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one structure, combining a bromine atom and a pyrazolopyrimidinone framework. It typically appears as a white to off-white crystalline solid with a molecular weight of approximately 254.0 g/mol (C6H3BrN4O). The melting point ranges between 170-175 C, and it exhibits moderate solubility in common organic solvents like DMSO and DMF 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: 3-Bromo-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one serves as a specialized intermediate in pharmaceutical research. Its 3-bromo-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one structure enables diverse reactivity patterns, including palladium-catalyzed cross-coupling reactions at the bromine position and nucleophilic substitution at the pyrimidinone ring. In medicinal chemistry, it is used to develop bioactive molecules targeting kinases, proteases, and G protein-coupled receptors. The bromine atom provides a handle for introducing aryl, vinyl, or heterocyclic substituents. 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 3-bromo-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one scaffold for improved biological activity and pharmacokinetic properties.
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