76006-08-1

Basic information

• Product Name: 5-CHLORO-1H-PYRAZOLO[3,4-C]PYRIDINE
• Synonyms: 5-CHLORO-1H-PYRAZOLO[3,4-C]PYRIDINE;1H-Pyrazolo[3,4-c]pyridine,5-chloro-;5-chloro-1H-pyrazolo[3;5-Chloro-1H-pyrazolo[3,4-...
• CAS NO: 76006-08-1
• Molecular Formula: C₆H₄ClN₃
• Molecular Weight: 153.57
• Product Categories: Heterocycle-Pyridine series
• Mol File: 76006-08-1.mol
• Article Data: 5

Chemical Properties

• Melting Point: 184-185 °C
• Boiling Point: 357.5°C at 760 mmHg
• Flash Point: 201.2°C
• Appearance: /
• Density: 1.531g/cm³
• Vapor Pressure: 5.6E-05mmHg at 25°C
• Refractive Index: 1.72
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 9.74±0.40(Predicted)
• CAS DataBase Reference: 5-CHLORO-1H-PYRAZOLO[3,4-C]PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-CHLORO-1H-PYRAZOLO[3,4-C]PYRIDINE(76006-08-1)
• EPA Substance Registry System: 5-CHLORO-1H-PYRAZOLO[3,4-C]PYRIDINE(76006-08-1)

Safety Data

• Hazardous Substances Data: 76006-08-1(Hazardous Substances Data)

Usage

General Description

5-CHLORO-1H-PYRAZOLO[3,4-C]PYRIDINE is a chemical compound that belongs to the pyrazolo[3,4-c]pyridine family. It is commonly used in the pharmaceutical industry as a building block for the synthesis of various bioactive compounds and drugs. 5-CHLORO-1H-PYRAZOLO[3,4-C]PYRIDINE is characterized by the presence of a chlorine atom on the 5th position of the pyrazole ring, which gives it unique chemical and biological properties. It has been studied for its potential as an anti-inflammatory and anti-cancer agent, and its structure also makes it a promising candidate for the development of new drug molecules. Additionally, 5-CHLORO-1H-PYRAZOLO[3,4-C]PYRIDINE is used in chemical research and synthesis, and its versatile nature makes it a valuable tool for the design and production of novel compounds with therapeutic applications.

InChI:InChI=1/C6H4ClN3/c7-6-1-4-2-9-10-5(4)3-8-6/h1-3H,(H,9,10)

Upstream product

• 6635-92-3 5-acetamido-2-chloro-4-methylpyridine 
• 23056-33-9 2-chloro-4-methyl-5-nitro-pyridine 

Downstream Products

• 76006-21-8 2-Benzyl-5-chloro-2H-pyrazolo[3,4-c]pyridine 
• 76006-20-7 1-Benzyl-5-chloro-1H-pyrazolo[3,4-c]pyridine 
• 1521237-92-2 5-chloro-1-methyl-1H-pyrazolo[3,4-c]pyridine 

Relevant articles and documents

Synthesis, docking study and kinase inhibitory activity of a number of new substituted pyrazolo[3,4-c]pyridines

A series of new pyrazolo[3,4-c]pyridines bearing various 1, 3, 5 or 1, 3, 7 pattern substitutions, were designed and synthesized. Some of them showed interesting inhibitory activity mainly against glycogen synthase kinase 3 (GSK3)α/β as well as against cdc2-like kinases 1 (CLK1) and dual-specificity tyrosine phosphorylation-regulated kinase 1A (DYRK1A), with good selectivity and remarkable structure-activity relationships (SARs), without being cytotoxic. Molecular simulations in correlation with biological data revealed the importance of the existence of N1-H as well as the absence of a bulky 7-substituent.

The discovery of new cytotoxic pyrazolopyridine derivatives

A number of new 3,7-disubstituted pyrazolo[3,4-c]pyridines have been designed and synthesized from suitable 2-aminopyridines. The antiproliferative activity of the derivatives was determined against the pancreatic MIA PaCa-2 and ovarian SCOV3 cancer cell-lines. IC50values of the most promising analogue 46 lie in the submicromolar or low micromolar range. Furthermore, compound 46 shows similar inhibitory activities against DU145, A2058 and PC-3 cancer cells, blocks the cell cycle at the G0/G1phase and induce apoptosis, as determined by the appearance of apoptotic nuclei.

Pyrazolopyridines. Part 5. Preparation and Reactions of Pyrazolopyridines

A series of pyrazolopyridines has been prepared by nitrosation of 3-acetamido-4-methylpyridines and subsequent rearrangement and cyclisation of the N-acetyl-N-nitroso-compounds produced.The reactions of the pyrazolopyridines have been investigated. 1- and 2-Acetyl and 1- and 2-benzyl compounds were obtained and their structures elucidated spectroscopically.The ring system readily undergoes electrophilic substitution in the 3-position. 7-Chloropyrazolopyridine has been shown to be more susceptible to nucleophilic substitution than the isomeric 5-chloro-compound.