757978-33-9

Basic information

• Product Name: 1H-Pyrrolo[2,3-b]pyridine-3-carboxaldehyde, 5-bromo-
• Synonyms: 1H-Pyrrolo[2,3-b]pyridine-3-carboxaldehyde, 5-bromo-;5-Bromo-7-azaindole-3-carboxaldehyde;5-BroMo-3-forMyl-7-azaindole;5-bromo-5,6-dihydro-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde
• CAS NO: 757978-33-9
• Molecular Formula: C₈H₅BrN₂O
• Molecular Weight: 225.05
• Product Categories: Heterocycle-Pyridine series
• Mol File: 757978-33-9.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• Density: 1.83g/cm³
• Refractive Index: 1.769
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 1H-Pyrrolo[2,3-b]pyridine-3-carboxaldehyde, 5-bromo-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrolo[2,3-b]pyridine-3-carboxaldehyde, 5-bromo-(757978-33-9)
• EPA Substance Registry System: 1H-Pyrrolo[2,3-b]pyridine-3-carboxaldehyde, 5-bromo-(757978-33-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• Hazardous Substances Data: 757978-33-9(Hazardous Substances Data)

Usage

General Description

1H-Pyrrolo[2,3-b]pyridine-3-carboxaldehyde, 5-bromo- is a chemical compound with the molecular formula C9H6BrNO. It is a derivative of pyrrolopyridine and is commonly used in the synthesis of various pharmaceuticals and organic compounds. 1H-Pyrrolo[2,3-b]pyridine-3-carboxaldehyde, 5-bromo- is characterized by its highly reactive aldehyde and bromo functional groups, which make it useful for chemical reactions and derivatization. It is also known for its potential as a building block in the development of novel drug candidates and bioactive molecules, due to its unique structural properties and biological activity. Additionally, it may have potential applications in materials science, as a component in the synthesis of functional organic materials and polymers.

InChI:InChI=1/C8H5BrN2O/c9-6-1-7-5(4-12)2-10-8(7)11-3-6/h1-4H,(H,10,11)

Upstream product

• 64-19-7 acetic acid 
• 183208-35-7 5-bromo-1H-pyrrolo[2,3-b]pyridine 
• 905966-34-9 5-bromo-3-(2-(trimethylsilyl)ethynyl)pyridine-2-amine 
• 381233-96-1 2-amino-3-iodo-5-bromopyridine 
• 100-97-0 hexamethylenetetramine 
• 4885-02-3 Dichloromethyl methyl ether 
• 183208-54-0 1-(5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)-N,N-dimethylmethanamine 

Downstream Products

• 1207626-51-4 5-bromo-1-tosyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde 
• 757978-34-0 5-bromo-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile 
• 1261435-99-7 5-phenyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde 

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.

Alkenyl compound and its method and use thereof

The invention provides a new substituted alkenyl compound, pharmaceutically acceptable salts of the new substituted alkenyl compound, a medicinal preparation of the new substituted alkenyl compound, and application of the new substituted alkenyl compound, the pharmaceutically acceptable salts and the medicinal preparation of the new substituted alkenyl compound in aspects of regulating the activity of protein kinase and regulating the intercellular or intracellular signal response. The invention also relates to a medicament composition containing the compound at the same time, and relates to a method for treating high-proliferative diseases of mammals especially the human by using the medicament composition.

ALKENYL COMPOUNDS AND METHODS OF USE

The present invention provides novel substituted alkenyl compounds, pharmaceutical acceptable salts and formulations thereof useful in modulating the protein tyrosine kinase activity, and in modulating cellular activities such as proliferation, differentiation, apoptosis, migration and invasion. The invention also provides pharmaceutically acceptable compositions comprising such compounds and methods of using the compositions in the treatment of hyperproliferative disorders in mammals, especially humans.