272-52-6

Basic information

• Product Name: 1H-PYRAZOLO[4,3-B]PYRIDINE
• Synonyms: 1H-PYRAZOLO[4,3-B]PYRIDINE;PYRAZOLOPYRIDINE;Pyrazolo[4,3-b]pyridine;1H-pyrazolo[4,3-b]pyridin...;4-Aza-1H-indazole
• CAS NO: 272-52-6
• Molecular Formula: C₆H₅N₃
• Molecular Weight: 119.12
• Product Categories: Heterocycle-Pyridine series
• Mol File: 272-52-6.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 294.466 °C at 760 mmHg
• Flash Point: 145.716 °C
• Appearance: /
• Density: 1.349 g/cm³
• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.715
• Storage Temp.: 2-8°C
• PKA: 10.94±0.30(Predicted)
• CAS DataBase Reference: 1H-PYRAZOLO[4,3-B]PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-PYRAZOLO[4,3-B]PYRIDINE(272-52-6)
• EPA Substance Registry System: 1H-PYRAZOLO[4,3-B]PYRIDINE(272-52-6)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 272-52-6(Hazardous Substances Data)

Usage

General Description

1H-Pyrazolo[4,3-b]pyridine is a chemical compound with the molecular formula C7H6N2. It is a heterocyclic compound with a fused pyrazole and pyridine ring system. 1H-Pyrazolo[4,3-b]pyridine has potential pharmaceutical applications, particularly in the development of new drugs. It has been investigated for its potential as a bioactive agent, with research focusing on its antimicrobial, antiviral, and anticancer properties. Additionally, 1H-Pyrazolo[4,3-b]pyridine has been studied for its potential as a building block in organic synthesis and as a precursor for the synthesis of other bioactive compounds. Overall, 1H-Pyrazolo[4,3-b]pyridine shows promise as a versatile and useful chemical compound with a wide range of potential applications in various fields.

InChI:InChI=1/C6H5N3/c1-2-5-6(7-3-1)4-8-9-5/h1-4H,(H,8,9)

Upstream product

• 31224-43-8 3-fluoropyridine-2-carbaldehyde 
• 52090-62-7 1-(1H-pyrazolo[4,3-b]pyridin-1-yl)-ethan-1-one 
• 372-47-4 3-Fluoropyridine 
• 25976-65-2 2-pyridinecarboxaldehyde hydrazone 

Downstream Products

• 753483-46-4 (2-pyrazolo[4,5-b]pyridin-1-ylethyl)carbamic acid tert-butyl ester 
• 753483-45-3 (3-pyrazolo[4,5-b]pyridin-1-ylpropyl)carbamic acid tert-butyl ester 
• 753483-44-2 (3-pyrazolo[4,5-b]pyridin-2-ylpropyl)carbamic acid tert-butyl ester 
• 753483-48-6 methyl-(3-pyrazolo[4,5-b]pyridin-1-ylpropyl)carbamic acid tert-butyl ester 
• 753483-47-5 methyl-(2-pyrazolo[4,5-b]pyridin-1-ylethyl)carbamic acid tert-butyl ester 
• 753483-49-7 (2-hydroxyethyl)-(3-pyrazolo[4,5-b]pyridin-1-ylpropyl)carbamic acid tert-butyl ester 
• 1033772-20-1 1-[[2-(trimethylsilyl)ethoxy]methyl]-1H-pyrazolo[4,3-b]pyridine 

Relevant articles and documents

Palladium-Catalyzed C3-Arylations of 1H- and 2H-Pyrazolo[4,3- b]pyridines on Water

Direct C3-arylation of 1H-pyrazolo[4,3-b]pyridines and direct C3-arylation of 2H-pyrazolo[4,3-b]pyridines in water has been developed. A new protocol for a sequential C3-arylation procedure on a mixture of 1H- and 2H-pyrazolo[4,3-b]pyridines followed by in situ PMB cleavage has also been achieved. This procedure led to unprotected (NH) C3-arylated 1H-pyrazolo[4,3-b]pyridines in good yields.

PYRIDINE AND PYRIMIDINE DERIVATIVES AND THEIR USE IN TREATMENT, AMELIORATION OR PREVENTION OF INFLUENZA

Provided herein is a compound of formula (I), optionally in the form of a pharmaceutically acceptable salt, solvate, polymorph, prodrug, codrug, cocrystal, tautomer, racemate, enantiomer,or diastereomer or mixture thereof, which is useful in treating, ameliorating or preventing influenza.

Discovery, Synthesis, and Preclinical Characterization of N-(3-Chloro-4-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-3-amine (VU0418506), a Novel Positive Allosteric Modulator of the Metabotropic Glutamate Receptor 4 (mGlu4)

The efficacy of positive allosteric modulators (PAMs) of the metabotropic glutamate receptor 4 (mGlu4) in preclinical rodent models of Parkinson's disease has been established by a number of groups. Here, we report an advanced preclinically characterized mGlu4 PAM, N-(3-chloro-4-fluorophenyl)-1H-pyrazolo[4,3-b]pyridin-3-amine (VU0418506). We detail the discovery of VU0418506 starting from a common picolinamide core scaffold and evaluation of a number of amide bioisosteres leading to the novel pyrazolo[4,3-b]pyridine head group. VU0418506 has been characterized as a potent and selective mGlu4 PAM with suitable in vivo pharmacokinetic properties in three preclinical safety species.