65452-77-9

Usage

Class

Pyrazolopyridine

Structure

Pyrazole ring fused to a pyridine ring with a phenyl group attached to the 3-position of the pyrazole ring

Pharmacological properties

Potential applications in medicinal chemistry

Synthesis

Useful building block in the synthesis of various pharmaceuticals and biologically active compounds

Research and development

Potential use in drug discovery.

Upstream product

• 80099-81-6 3-benzoyl-2-chloro-pyridine 
• 5424-19-1 3-Benzoylpyridine 
• 68618-36-0 3-Bromo-1H-pyrazolo<3,4-b>pyridine 
• 98-80-6 phenylboronic acid 
• 36404-88-3 2-chloro-3-carbaldehydepyridine 
• 271-73-8 1H-Pyrazolo[3,4-b]pyridine 
• 117007-52-0 3-iodo-1H-pyrazolo[3,4-b]pyridine 
• 920036-34-6 tert-butyl 3-iodo-1H-pyrazolo[3,4-b]pyridine-1-carboxylate 
• 29022-36-4 3-benzoylpyridine N-oxide 

Downstream Products

• 1204771-95-8 C₁₆H₁₀N₄O₂S 
• 1569279-94-2 C₁₈H₁₄N₄O₂S 

Relevant academic research and scientific papers

Selective N7 Alkylation of 7-Azaindazoles

A general and mild procedure for alkylation of 7-azaindazoles at the N7 position using alkyl halides in butanone is reported, which requires no additives such as acids or bases. The scope of the reaction regarding substituents on 7-azaindazoles and the alkyl electrophiles is presented.

"On Water" Direct C-3 Arylation of 2H-Pyrazolo[3,4-b]pyridines

An "on water" palladium-catalyzed direct (hetero)arylation of 2H-pyrazolo[3,4-b]pyridines has been developed. The reactions proceeds smoothly with at low catalytic loading at low temperature providing the C3 (hetero)arylated products in good to excellent isolated yields. Free NH 3-arylated 7-azaindazoles were also prepared by simple cleavage of the N-protected groups.

ML212: A small-molecule probe for investigating fluconazole resistance mechanisms in Candida albicans

The National Institutes of Health Molecular Libraries and Probe Production Centers Network (NIH-MLPCN) screened >300,000 compounds to evaluate their ability to restore fluconazole susceptibility in resistant Candida albicans isolates. Additional counter screens were incorporated to remove substances inherently toxic to either mammalian or fungal cells. A substituted indazole possessing the desired bioactivity profile was selected for further development, and initial investigation of structure-activity relationships led to the discovery of ML212.