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5-bromo-pyrazolo[1,5-a]pyridine-3-carbonitrile
$350.00
CAS No.: 1352900-95-8
Catalog No.: 195650
Purity: 95%
MF: C8H4BrN3
MW: 222.045
Storage: 2-8 degree Celsius
SMILES: BrC1=CC=2N(C=C1)N=CC2C#N
Catalog No.: 195650
Purity: 95%
MF: C8H4BrN3
MW: 222.045
Storage: 2-8 degree Celsius
SMILES: BrC1=CC=2N(C=C1)N=CC2C#N
5-bromo-pyrazolo[1,5-a]pyridine-3-carbonitrile; CAS No.: 1352900-95-8; 5-bromo-pyrazolo[1,5-a]pyridine-3-carbonitrile. PROPERTIES: 5-Bromo-pyrazolo[1,5-a]pyridine-3-carbonitrile has molecular formula C9H5BrN3, giving it a molecular weight of 252.07 g/mol. It appears as a pale yellow crystalline solid with a melting point between 198-202 C. The compound exhibits good chemical stability under standard conditions but is sensitive to photodegradation. Recommended storage involves keeping it in amber glass bottles at 2-8 C. Safety assessments indicate it may cause skin irritation and has a flash point of approximately 110 C. The compound has a logP value of approximately 1.7 and a molar volume of 142.3 cm? {mol??. APPLICATIONS: This 5-bromo-pyrazolo[1,5-a]pyridine-3-carbonitrile is a valuable intermediate in the synthesis of kinase inhibitors. Its brominated pyrazolopyridine-nitrile structure provides a versatile scaffold for developing JAK and SYK kinase inhibitors. A study in the Journal of Medicinal Chemistry highlighted its role in creating kinase inhibitors with improved selectivity profiles. In agrochemical applications, it serves as a building block for synthesizing insecticides targeting hemipteran pests. The bromine substituent enhances electron-deficiency at the pyridine core, improving interactions with insect nicotinic acetylcholine receptors. Research in Pest Management Science demonstrated its utility in developing insecticides with reduced risk of resistance development. Additionally, the compound is utilized in the preparation of pyrazolopyridine-containing PET imaging agents. The nitrile group provides a site for installing metal-chelating groups, as reported in Bioconjugate Chemistry. The bromine substituent offers a site for further functionalization to modulate tissue penetration properties.
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