940948-30-1

Usage

Uses

Used in Pharmaceutical Synthesis:
1-Benzenesulfonyl-4-chloro-2-iodo-7-azaindole is used as a key intermediate in the synthesis of various pharmaceuticals for its unique structural features and reactivity, contributing to the development of new drugs with potential therapeutic applications.
Used in Agrochemical Synthesis:
In the agrochemical industry, 1-Benzenesulfonyl-4-chloro-2-iodo-7-azaindole is utilized as a building block in the creation of novel agrochemicals, enhancing the effectiveness of crop protection products and contributing to sustainable agricultural practices.
Used in Drug Development:
1-Benzenesulfonyl-4-chloro-2-iodo-7-azaindole is employed as a potential candidate in drug development due to its unique chemical properties, which may lead to the discovery of new therapeutic agents with improved efficacy and selectivity.
Used in Organic Synthesis:
As a versatile building block, 1-Benzenesulfonyl-4-chloro-2-iodo-7-azaindole is used in organic synthesis to construct a variety of complex organic molecules, expanding the scope of chemical research and innovation.
Used in Materials Science:
1-Benzenesulfonyl-4-chloro-2-iodo-7-azaindole may also find applications in the field of materials science, where its unique structure could be leveraged to develop new materials with specific properties for various industrial applications.

InChI:InChI=1/C13H8ClIN2O2S/c14-11-6-7-16-13-10(11)8-12(15)17(13)20(18,19)9-4-2-1-3-5-9/h1-8H

Upstream product

• 744209-63-0 1-(benzenesulfonyl)-4-chloro-1H-pyrrolo[2,3-b]pyridine 

Downstream Products

• 1173657-06-1 5-(4-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-2-yl)pent-4-yn-2-ol 
• 1173657-08-3 6-(4-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-2-yl)hex-5-ynenitrile 
• 1173657-05-0 5-(4-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-2-yl)pent-4-yn-1-ol 
• 1173657-11-8 3-((4-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-2-yl)ethynyl)aniline 
• 1173657-07-2 1-((4-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-2-yl)ethynyl)cyclohexanol 
• 1173657-09-4 4-chloro-2-(phenylethynyl)-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine 
• 1173657-03-8 4-(4-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-2-yl)but-3-yn-2-ol 
• 1173657-04-9 4-(4-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-2-yl)-2-methylbut-3-yn-2-ol 
• 1173657-02-7 4-(4-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-2-yl)but-3-yn-1-ol 
• 1173657-10-7 4-chloro-1-(phenylsulfonyl)-2-(p-tolylethynyl)-1H-pyrrolo[2,3-b]pyridine 

Relevant academic research and scientific papers

HETEROCYCLYL SUBSTITUTED PYRROLOPYRIDINES THAT ARE INHIBITORS OF THE CDK12 KINASE

This invention relates to compounds that are inhibitors of the CDK12 kinase. The compounds are useful in the treatment of disorders mediated by CDK12 kinase including myotonic dystrophy type 1 (DM1) and other disorders caused by the generation of RNA repeat expansion transcripts. In particular,the invention relates to compounds of the formula (I), or a pharmaceutically acceptable salts or N-oxides thereof, wherein R1a, R2, R3, R4a, R4b and R4c are as defined herein.

Trisubstituted Imidazoles with a Rigidized Hinge Binding Motif Act As Single Digit nM Inhibitors of Clinically Relevant EGFR L858R/T790M and L858R/T790M/C797S Mutants: An Example of Target Hopping

The high genomic instability of non-small cell lung cancer tumors leads to the rapid development of resistance against promising EGFR tyrosine kinase inhibitors (TKIs). A recently detected triple mutation compromises the activity of the gold standard third-generation EGFR inhibitors. We have prepared a set of trisubstituted imidazoles with a rigidized 7-azaindole hinge binding motif as a new structural class of EGFR inhibitors by a target hopping approach from p38α MAPK inhibitor templates. On the basis of an iterative approach of docking, compound preparation, biological testing, and SAR interpretation, robust and flexible synthetic routes were established. As a result, we report two reversible inhibitors 11d and 11e of the clinically challenging triple mutant L858R/T790M/C797S with IC50 values in the low nanomolar range. Furthermore, we developed a kinome selective irreversible inhibitor 45a with an IC50 value of 1 nM against the EGFR L858R/T790M double mutant. Target binding kinetics and metabolic stability data are included. These potent mutant EGFR inhibitors may serve as a basis for the development of structurally novel EGFR probes, tools, or candidates.

A highly effective synthesis of 2-alkynyl-7-azaindoles: Pd/C-mediated alkynylation of heteroaryl halides in water

The reaction of 4-chloro-2-iodo-7-azaindole with terminal alkynes was investigated using 10% Pd/C-PPh3-CuI as a catalyst system in water. This study afforded a new, mild and selective process for the preparation of 2-alkynyl-4-chloro-7-azaindole in good yields via C-C bond forming reaction. The resulting chloro derivative can be functionalized further via another Pd-mediated C-C bond forming reaction?with arylboronic acid.

Pyrrolopyridine kinase inhibiting compounds

Compounds represented by Formula (I): or stereoisomers or pharmaceutically acceptable salts thereof, are inhibitors of least one of the Abl, Aurora-A, Blk, c-Raf, cSRC, Src, PRK2, FGFR3, Flt3, Lck, Mek1, PDK-1, GSK3β, EGFR, p70S6K, BMX, SGK, CaMKII, Tie-2, IGF-1R, Ron, Met, and KDR kinases in animals, including humans, for the treatment and/or prevention of various diseases and conditions such as cancer.