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3-bromopyrazolo[1,5-a]pyrimidine-6-carbaldehyde
$300.00
CAS No.: 1234616-43-3
Catalog No.: 195653
Purity: 95%
MF: C7H4BrN3O
MW: 226.033
Storage: 2-8 degree Celsius
SMILES: BrC=1C=NN2C1N=CC(=C2)C=O
Catalog No.: 195653
Purity: 95%
MF: C7H4BrN3O
MW: 226.033
Storage: 2-8 degree Celsius
SMILES: BrC=1C=NN2C1N=CC(=C2)C=O
3-bromopyrazolo[1,5-a]pyrimidine-6-carbaldehyde; CAS No.: 1234616-43-3; 3-bromopyrazolo[1,5-a]pyrimidine-6-carbaldehyde. PROPERTIES: 3-Bromopyrazolo[1,5-a]pyrimidine-6-carbaldehyde has molecular formula C9H5BrN3O, giving it a molecular weight of 269.07 g/mol. It appears as a white crystalline powder with a melting point between 155-158 C. The compound exhibits good chemical stability under standard conditions but is sensitive to strong reducing agents. Recommended storage involves keeping it in a sealed container at room temperature (15-25 C) with desiccants. Safety data indicates it may cause eye irritation and has a flash point of approximately 85 C. The compound has a logP value of approximately 1.4 and exhibits moderate aqueous solubility. APPLICATIONS: This 3-bromopyrazolo[1,5-a]pyrimidine-6-carbaldehyde is a critical intermediate in the synthesis of antimicrobial agents. Its brominated pyrazolopyrimidine-aldehyde structure provides a platform for developing antibacterial agents targeting bacterial dihydrofolate reductase. A study in Antimicrobial Agents and Chemotherapy highlighted its role in creating antibacterial agents with activity against drug-resistant tuberculosis. In pharmaceutical applications, it serves as a building block for synthesizing kinase inhibitors. The aldehyde group undergoes reductive amination to form heterocyclic amines with kinase inhibitory activity. Research in the Journal of Medicinal Chemistry demonstrated its utility in developing dual CDK/cyclin-dependent kinase inhibitors. Additionally, the compound is utilized in the preparation of pyrazolopyrimidine-containing fluorescent probes. The aldehyde group reacts with hydroxylamine derivatives to form oximes, which serve as fluorescence-enhancing moieties, as reported in Chemical Communications.
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