633328-33-3

Basic information

• Product Name: 3-bromo-1H-pyrazolo[4,3-b]pyridine
• Synonyms: 3-bromo-1H-pyrazolo[4,3-b]pyridine;1H-Pyrazolo[4,3-b]pyridine,3-broMo-;3-Bromo-4-azaindazole
• CAS NO: 633328-33-3
• Molecular Formula: C₆H₄BrN₃
• Molecular Weight: 198.03
• Product Categories: CHIRAL CHEMICALS;Building Blocks;Pyrazolo[x,x-y]pyridine;Heterocycle-Pyridine series
• Mol File: 633328-33-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 366.9 °C at 760 mmHg
• Flash Point: 175.7 °C
• Appearance: /
• Density: 1.894 g/cm³
• Vapor Pressure: 2.99E-05mmHg at 25°C
• Refractive Index: 1.745
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 8.76±0.40(Predicted)
• CAS DataBase Reference: 3-bromo-1H-pyrazolo[4,3-b]pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-bromo-1H-pyrazolo[4,3-b]pyridine(633328-33-3)
• EPA Substance Registry System: 3-bromo-1H-pyrazolo[4,3-b]pyridine(633328-33-3)

Safety Data

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45
• RIDADR: 2811
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: Ⅲ
• Hazardous Substances Data: 633328-33-3(Hazardous Substances Data)

Usage

General Description

3-Bromo-1H-pyrazolo[4,3-b]pyridine is a chemical compound with the molecular formula C7H4BrN3. It is a heterocyclic compound with a pyrazole ring fused to a pyridine ring, and a bromine atom attached to the pyrazole ring. 3-Bromo-1H-pyrazolo[4,3-b]pyridine is used in organic synthesis and pharmaceutical research, particularly in the development of new drugs. It has been studied for its potential biological activities, including its ability to inhibit enzymes and its potential as an anti-cancer agent. Its unique structure and potential biological activities make it an important target for further research and drug development.

InChI:InChI=1/C6H4BrN3/c7-6-5-4(9-10-6)2-1-3-8-5/h1-3H,(H,9,10)

Upstream product

• 272-52-6 1H-pyrazolo-[4,3-b]-pyridine 
• 31224-43-8 3-fluoropyridine-2-carbaldehyde 

Downstream Products

• 1357142-47-2 1-ethyl-3-[4-(pyridin-2-yloxy)phenyl]-1H-pyrazolo[4,3-b]pyridine 
• 1357142-84-7 4-(1-ethyl-1H-pyrazolo[4,3-b]pyridin-3-yl)phenol 
• 1414958-43-2 (3-bromo-1H-pyrazolo[4,3-b]pyridin-1-yl)(2-chloro-6-(trifluoro methyl)phenyl)methanone 
• 1330626-15-7 tert-butyl 3-((3-chlorophenyl)amino)-1H-pyrazolo[4,3-b]pyridine-1-carboxylate 
• 1041614-20-3 N-(3-chlorophenyl)-1H-pyrazolo[4,3-b]pyridin-3-amine 
• 1432112-05-4 2-(2-chloro-4-{[1-(4-methoxybenzyl)-1H-pyrazolo[4,3b]pyridin-3-yl]amino}phenyl)-4-methyl-1H-isoindole-1,3(2H)-dione 
• 1432112-10-1 N-(2-chlorophenyl)-4-{[1-(4-methoxybenzyl)-1H-pyrazolo[4,3-b]pyridin-3-yl]amino}benzenesulfonamide 
• 1432112-20-3 N-(3,4-dichlorophenyl)-1-(4-methoxybenzyl)-1H-pyrazolo[4,3-b]pyridin-3-amine 
• 1432135-75-5 N-(2-chloro-4-{[1-(4-methoxybenzyl)-1H-pyrazolo[4.3-b]pyridin-3-yl]amino}phenyl)acetamide 
• 1432112-24-7 2-chloro-N⁴-[1-(4-methoxybenzyl)-1H-pyrazolo[4,3-b]pyridin-3-yl]benzene-1,4-diamine 
• 1432112-27-0 2-(2-chloro-4-{[1-(4-methoxybenzyl)-1H-pyrazolo[4,3-b]pyridin-3-yl]amino}phenyl)-1H-pyrrolo[3,4-c] pyridine-1,3(2H)-dione 
• 1432112-28-1 2-chloro-N-(2-chloro-4-{[1-(4-methoxybenzyl)-1H-pyrazolo[4,3-b]pyridin-3-yl]amino}phenyl)-4-fluorobenzamide 
• 1432112-01-0 N-(4-chloro-3-methoxyphenyl)-1-(4-methoxybenzyl)-1H-pyrazolo[4,3-b]pyridin-3-amine 
• 1432111-98-2 3-bromo-1-(4-methoxybenzyl)-1H-pyrazolo[4,3-b]pyridine 

Relevant articles and documents

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.

ALLOSTERIC MODULATORS OF METABOTROPIC GLUTAMATE RECEPTORS

Disclosed are compounds of Formula (I), and salts thereof, wherein R1, RA2, RA3 and RA4, are defined herein, which have properties for positive allosteric modulation of mGluR-4 receptor sites. Also described are pharmaceutical formulations comprising the compounds of Formula (I) or their salts, and methods of treating Parkinson's disease and related disorders using the same.

PYRAZOLE COMPOUND AND MEDICINAL COMPOSITION CONTAINING THE SAME

The present invention provides a novel compound having an excellent JNK inhibitory effect. That is, it provides a compound represented by the following formula, a salt thereof or a hydrate of them. Wherein R1 designates -(CO)h-(NRa)j-(CRb=CRc)k-Ar (wherein Ra, Rb and Rc each independently designate a hydrogen atom, a halogen atom, hydroxyl group, an optionally substituted C1-6 alkyl group or the like; Cy designates a 5- or 6-membered heteroaryl; and V each independently designate the formula -L-X-Y (wherein L designates a single bond, an optionally substituted C1-6 alkylene group or the like; X designates a single bond or the formula -A- (wherein A designates NR2, O, CO, S, SO or SO2) and so on; and Y designates a hydrogen atom, a halogen atom, nitro group or the like).