20208-81-5

Basic information

• Product Name: 1-phenyl-1H-pyrazolo[3,4-b]pyridine
• CAS NO: 20208-81-5
• Molecular Formula: C₁₂H₉N₃
• Molecular Weight: 195.22
• Mol File: 20208-81-5.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 285.3°C at 760 mmHg
• Flash Point: 126.3°C
• Density: 1.21g/cm³
• Vapor Pressure: 0.00283mmHg at 25°C
• Refractive Index: 1.674
• CAS DataBase Reference: 1-phenyl-1H-pyrazolo[3,4-b]pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-phenyl-1H-pyrazolo[3,4-b]pyridine(20208-81-5)
• EPA Substance Registry System: 1-phenyl-1H-pyrazolo[3,4-b]pyridine(20208-81-5)

Safety Data

• Hazardous Substances Data: 20208-81-5(Hazardous Substances Data)

Usage

Structure

Pyridine ring fused to a pyrazole ring The compound has a bicyclic structure with a pyridine ring (a six-membered nitrogen-containing ring) fused to a pyrazole ring (a five-membered nitrogen-containing ring).

Phenyl group attachment

To the nitrogen atom A phenyl group (a carbon ring with delocalized electrons) is attached to one of the nitrogen atoms in the pyrazole ring.

Heterocyclic compound

Containing a ring structure with both carbon and nitrogen atoms The compound's structure includes multiple nitrogen atoms within the ring systems, making it a heterocyclic compound.

Potential use as a drug molecule

Ability to bind to certain receptors in the central nervous system 1-phenyl-1H-pyrazolo[3,4-b]pyridine has been studied for its potential as a drug due to its ability to interact with specific receptors in the brain.

Biological activities of derivatives

Anti-inflammatory and anti-cancer properties Researchers have investigated the biological activities of various derivatives of this compound, finding that some exhibit anti-inflammatory and anti-cancer effects.

Promise for pharmaceutical development

Further study in the development of new pharmaceutical agents The compound and its derivatives have shown potential for further research, with the aim of developing new drugs for various medical conditions.

Upstream product

• 128071-75-0 2-bromopyridine-3-carboxaldehyde 
• 59-88-1 phenylhydrazine hydrochloride 
• 591-50-4 iodobenzene 
• 271-73-8 1H-Pyrazolo[3,4-b]pyridine 
• 36404-88-3 2-chloro-3-carbaldehydepyridine 
• 100-63-0 phenylhydrazine 
• 1246849-53-5 (E)-2-(phenylamino)nicotinaldehyde oxime 
• 5334-43-0 5-Amino-4-cyano-1-phenylpyrazole 
• 826-85-7 1-phenylpyrazol-5-amine 
• 102-52-3 malonaldehydebis(dimethylacetal) 

Downstream Products

• 116855-17-5 1-Phenyl-1H-pyrazolo[3,4-b]pyridine-6-carboxylic acid amide 

Relevant articles and documents

Copper-catalyzedortho-selective direct sulfenylation ofN-aryl-7-azaindoles with disulfides

A copper-catalyzed direct C-H chalcogenation ofN-aryl-azaindoles with disulfides is described. This transformation was performed using Earth abundant Cu(OAc)2as a catalyst, benzoic acid as an additive, air as a terminal oxidant, and readily available diaryl and dialkyldisulfides (or diselenide) as chalcogenation reagents. High functional group tolerance and excellent regioselectivity are demonstrated by the efficient preparation of a wide range ofortho-sulfenylation-7-azaindoles.

Copper(I) salt/PEG-400 catalysis in one-pot direct synthesis of 1-aryl-1H-indazoles from 2-bromobenzaldehydes and arylhydrazines

2-Bromobenzaldehydes are condensed and cyclized with arylhydrazines (or their hydrochlorides) in PEG-400 at 110 °C in the presence of a catalytic amount of a copper(I) salt along with a base to give 1-aryl-1H-indazoles in high yields. Copyright 2013 John Wiley & Sons, Ltd. Condensation of 2-bromobenzaldehydes with arylhydrazines (or their hydrochlorides) followed by C-N bond formation in PEG-400 in the presence of a copper(I) salt along with a base affords 1-aryl-1H-indazoles. Copyright

Synthesis of N-arylindazoles and benzimidazoles from a common intermediate

A variety of N-aryl-1H-indazoles and benzimidazoles were synthesized from common arylamino oximes in good to excellent yields. The product selectivity depends upon the base used in the reaction, as triethylamine promoted the formation of benzimidazoles, whereas 2-aminopyridine promoted the formation of N-arylindazoles. This method is valuable to the synthetic community because both indazoles and benzimidazoles are prevalent in pharmaceuticals.