920966-03-6

Basic information

• Product Name: 1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid, 4-chloro-
• Synonyms: 1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid, 4-chloro-;4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid 95%;4-Chloro-7-azaindole-5-carboxylic acid;4-Chloro-1H-pyrrol[2,3-b] pyridine-5-carboxylic acid;4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid, 5-Carboxy-4-chloro-1H-pyrrolo[2,3-b]pyridine;4-Chloro-7-azaindole-5-carboxylic acid 95%;4-Chloro-7-azaindole-5-ca...;4-Chloro-7-azaindole-5-carboxylicacid95%
• CAS NO: 920966-03-6
• Molecular Formula: C₈H₅ClN₂O₂
• Molecular Weight: 196.59
• Mol File: 920966-03-6.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Density: 1.644g/cm³
• Refractive Index: 1.744
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 0.70±0.30(Predicted)
• CAS DataBase Reference: 1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid, 4-chloro-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid, 4-chloro-(920966-03-6)
• EPA Substance Registry System: 1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid, 4-chloro-(920966-03-6)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 920966-03-6(Hazardous Substances Data)

Usage

General Description

1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid, 4-chloro- is a chemical compound with the molecular formula C10H6ClNO2. It is a derivative of pyrrolopyridine and contains a carboxylic acid and a chloro group. 1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid, 4-chloro- is used in the pharmaceutical industry as a building block for the synthesis of various biologically active molecules, including potential drugs. It has been the subject of research for its potential therapeutic applications in areas including cancer treatment, inflammation, and neurological disorders. The chloro group in the compound may also have implications for its reactivity and biological activity.

InChI:InChI=1/C8H5ClN2O2/c9-6-4-1-2-10-7(4)11-3-5(6)8(12)13/h1-3H,(H,10,11)(H,12,13)

Upstream product

• 885500-55-0 ethyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate 
• 55052-28-3 4-chloro-7-azaindole 
• 651744-48-8 4-chloro-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine 
• 1310704-15-4 ethyl 4-chloro-1-(triisopropylsilyl)-7-azaindole-5-carboxylate 

Downstream Products

• 920966-39-8 benzyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate 
• 1373213-06-9 2-Phenyl-5,6-dihydropyrazolo[3,4-d]pyrrolo[2,3-b]pyridin-3(2H)-one 
• 1373212-78-2 N-Methyl-3-oxo-2-phenyl-2,3-dihydropyrazolo[3,4-d]pyrrolo[2,3-b]pyridine-6(5H)-carboxamide 
• 1373212-83-9 N-ethyl-3-oxo-2-phenyl-2,3-dihydropyrazolo[3,4-d]pyrrolo[2,3-b]pyridine-6(5H)-carbothioamide 
• 951625-93-7 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid methyl ester 
• 920966-02-5 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile 

Relevant articles and documents

JANUS KINASE (JAK) FAMILY INHIBITOR, PREPARATION OF SAME, AND APPLICATIONS THEREOF

A 7-azaindole derivative having the structure of formula (I), a pharmaceutical composition containing the compound of formula (I), and uses of the compound in preparing a medicament for preventing or treating Janus kinase (JAK) family-related diseases, specifically, uses in preventing or treating inflammatory diseases related to protein tyrosine kinase.

Synthesis and evaluation of 1H-pyrrolo[2,3-b]pyridine derivatives as novel immunomodulators targeting Janus kinase 3

Janus kinases (JAKs) have been known to play crucial roles in modulating a number of inflammatory and immune mediators. Here, we describe a series of 1H-pyrrolo[2,3-b]pyridine derivatives as novel immunomodulators targeting JAK3 for use in treating immune diseases such as organ transplantation. In the chemical modification of compound 6, the introduction of a carbamoyl group to the C5-position and substitution of a cyclohexylamino group at the C4-position of the 1H-pyrrolo[2,3-b]pyridine ring led to a large increase in JAK3 inhibitory activity. Compound 14c was identified as a potent, moderately selective JAK3 inhibitor, and the immunomodulating effect of 14c on interleukin-2-stimulated T cell proliferation was shown. Docking calculations and WaterMap analysis of the 1H-pyrrolo[2,3-b]pyridine-5-carboxamide derivatives were conducted to confirm the substituent effects on JAK3 inhibitory activity.