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3-bromo-4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine
$250.00
CAS No.: 944902-17-4
Catalog No.: 196358
Purity: 95%
MF: C5HBrCl2N4
MW: 267.901
Storage: 2-8 degree Celsius
SMILES: BrC1=NNC2=NC(=NC(=C21)Cl)Cl
Catalog No.: 196358
Purity: 95%
MF: C5HBrCl2N4
MW: 267.901
Storage: 2-8 degree Celsius
SMILES: BrC1=NNC2=NC(=NC(=C21)Cl)Cl
3-bromo-4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine; CAS No.: 944902-17-4; 3-bromo-4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine. PROPERTIES: This compound features a 3-bromo-4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine structure, combining a bromine atom and two chlorine atoms on the pyrazolopyrimidine framework. It typically appears as a white to off-white crystalline solid with a molecular weight of approximately 273.0 g/mol (C6H2BrCl2N4). The melting point ranges between 180-185 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-4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine serves as a versatile intermediate in pharmaceutical and chemical synthesis. Its 3-bromo-4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine structure allows for participation in various reactions, including palladium-catalyzed cross-coupling reactions at the bromine position and nucleophilic substitution at the chlorine atoms. In medicinal chemistry, it is used to develop bioactive molecules targeting kinases, proteases, and G protein-coupled receptors. The bromine and chlorine atoms provide diverse substitution patterns for creating structural analogs. This compound also functions as a building block in the synthesis of fluorescent dyes and bioconjugation reagents. Academic studies employ it as a model compound in Organic Chemistry journals, focusing on the development of novel bromochloropyrazolopyrimidine derivatives based on the 3-bromo-4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine scaffold.
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