507462-26-2

Basic information

• Product Name: 1H-Pyrrolo[2,3-b]pyridine, 5-broMo-3-nitro-
• Synonyms: 1H-Pyrrolo[2,3-b]pyridine, 5-broMo-3-nitro-;5-BroMo-3-nitro-7-azaindole;5-Bromo-3-nitro-1H-pyrrolo[2,3-b]pyridine
• CAS NO: 507462-26-2
• Molecular Formula: C₇H₄BrN₃O₂
• Molecular Weight: 242.02956
• Mol File: 507462-26-2.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1H-Pyrrolo[2,3-b]pyridine, 5-broMo-3-nitro-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrolo[2,3-b]pyridine, 5-broMo-3-nitro-(507462-26-2)
• EPA Substance Registry System: 1H-Pyrrolo[2,3-b]pyridine, 5-broMo-3-nitro-(507462-26-2)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 507462-26-2(Hazardous Substances Data)

Usage

General Description

1H-Pyrrolo[2,3-b]pyridine, 5-bromo-3-nitro- is a chemical compound with the molecular formula C8H5BrN2O2. It belongs to the pyrrolopyridine family of organic compounds and contains a pyrrolo[2,3-b]pyridine skeleton substituted with a bromine atom at position 5 and a nitro group at position 3. 1H-Pyrrolo[2,3-b]pyridine, 5-bromo-3-nitro- is used in the field of medicinal chemistry as a building block for the synthesis of various biologically active molecules. It is also used in research and development of pharmaceuticals and agrochemicals. Additionally, it has potential applications in the production of dyes and pigments due to its unique chemical structure and reactivity.

Upstream product

• 905966-34-9 5-bromo-3-(2-(trimethylsilyl)ethynyl)pyridine-2-amine 
• 381233-96-1 2-amino-3-iodo-5-bromopyridine 
• 183208-35-7 5-bromo-1H-pyrrolo[2,3-b]pyridine 

Downstream Products

• 1449318-35-7 1-benzyl-1H-pyrazol-4-carboxylic acid (5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)amide 
• 1449319-61-2 1-benzyl-1H-pyrazol-4-carboxylic acid [5-(4-formylphenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]amide 
• 1449319-59-8 1-benzyl-1H-pyrazol-4-carboxylic acid [5-(4-piperidin-1-ylmethylphenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]amide 
• 1449319-63-4 1-benzyl-1H-pyrazol-4-carboxylic acid [5-(4-{[(2-methoxyethyl)methylamino]methyl}phenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]amide 
• 1449319-69-0 1-benzyl-1H-pyrazol-4-carboxylic acid {5-[4-(4-fluoropiperidin-1-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}amide 
• 1449319-84-9 1-benzyl-1H-pyrazol-4-carboxylic acid [5-bromo-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]amide 
• 1449319-87-2 1-benzyl-1H-pyrazol-4-carboxylic acid [5-(3-formylphenyl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]amide 
• 1449319-89-4 1-benzyl-1H-pyrazol-4-carboxylic acid [5-(3-dimethylaminomethylphenyl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]amide 
• 1449319-82-7 1-benzyl-1H-pyrazol-4-carboxylic acid [5-(3-dimethylaminomethylphenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]amide 
• 1449319-96-3 1-benzyl-1H-pyrazol-4-carboxylic acid {5-[3-(3,3-difluoropiperidin-1-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}amide 
• 1449319-98-5 1-benzyl-1H-pyrazol-4-carboxylic acid [5-[3-(3,3-difluoropiperidin-1-ylmethyl)phenyl]-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]amide 
• 1449320-04-0 1-benzyl-1H-pyrazol-4-carboxylic acid [5-(5-pyrrolidin-1-ylmethylthiophen-2-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl]amide 
• 1449320-08-4 1-benzyl-1H-pyrazol-4-carboxylic acid [5-(5-pyrrolidin-1-ylmethylthiophen-3-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl]amide 
• 1449320-11-9 1-benzyl-1H-pyrazol-4-carboxylic acid {5-[5-(3,3-difluoroazetidin-1-ylmethyl)thiophen-3-yl]-1H-pyrrolo[2,3-b]pyridin-3-yl}amide 

Relevant articles and documents

Synthesis and Structure-Activity Relationships of 3,5-Disubstituted-pyrrolo[2,3- b]pyridines as Inhibitors of Adaptor-Associated Kinase 1 with Antiviral Activity

There are currently no approved drugs for the treatment of emerging viral infections, such as dengue and Ebola. Adaptor-associated kinase 1 (AAK1) is a cellular serine-threonine protein kinase that functions as a key regulator of the clathrin-associated host adaptor proteins and regulates the intracellular trafficking of multiple unrelated RNA viruses. Moreover, AAK1 is overexpressed specifically in dengue virus-infected but not bystander cells. Because AAK1 is a promising antiviral drug target, we have embarked on an optimization campaign of a previously identified 7-azaindole analogue, yielding novel pyrrolo[2,3-b]pyridines with high AAK1 affinity. The optimized compounds demonstrate improved activity against dengue virus both in vitro and in human primary dendritic cells and the unrelated Ebola virus. These findings demonstrate that targeting cellular AAK1 may represent a promising broad-spectrum antiviral strategy.

Azaindole compound and preparation method and use thereof

The invention provides a compound shown in a formula I, or a pharmaceutically-acceptable salt, or prodrug or hydrate or solvate thereof. The invention further provides a preparation method and use ofthe compound. It is proved through experiments that the compound has a potential as a TPK inhibitor, has a significant inhibitory effect on tumor cells, particularly colon cancer cells, and has a verygood application prospect in the preparation of drugs for treating cancers.

1H-PYRROLO[2,3-B] PYRIDINE DERIVATIVES AND THEIR USE AS KINASE INHIBITORS

The inventions relates to compounds of (I) and therapeutic uses thereof: (I) The terms Z, Y, and R1 are as defined in the claims.