281192-94-7

Basic information

• Product Name: 1H-Pyrrolo[2,3-b]pyridine-2,3-dione,1-methyl-(9CI)
• Synonyms: 1H-Pyrrolo[2,3-b]pyridine-2,3-dione,1-methyl-(9CI);1-methyl-1H-pyrrolo[2,3-b]pyridine-2,3-dione
• CAS NO: 281192-94-7
• Molecular Formula: C8H6N2O2
• Molecular Weight: 162.14544
• Product Categories: AMINETERTIARY
• Mol File: 281192-94-7.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-Pyrrolo[2,3-b]pyridine-2,3-dione,1-methyl-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrolo[2,3-b]pyridine-2,3-dione,1-methyl-(9CI)(281192-94-7)
• EPA Substance Registry System: 1H-Pyrrolo[2,3-b]pyridine-2,3-dione,1-methyl-(9CI)(281192-94-7)

Safety Data

• Hazardous Substances Data: 281192-94-7(Hazardous Substances Data)

Usage

Type of compound

heterocyclic compound

Structure

contains a pyrrolopyridine ring system with a methyl group attached to the 1-position and a carbonyl group at the 2,3-positions

Potential biological activity

yes

Possible uses

as a building block for the synthesis of pharmaceuticals and other organic compounds

Safety precautions

handle with care, may pose risks to health and safety if not handled properly

Further research needed

yes, to fully understand and utilize the properties and potential applications of the compound.

Upstream product

• 281192-91-4 3-bromo-1-methyl-1H-pyrrolo[2,3-b]pyridine 
• 27257-15-4 1-methyl-1H-pyrrolo[2,3-b]pyridine 
• 5654-95-5 1H-pyrrolo[2,3-b]pyridine-2,3-dione 
• 74-88-4 methyl iodide 
• 271-63-6 7-Azaindole 

Relevant articles and documents

Synthesis and Biological Evaluation of 7-Azaisoindigo Derivatives

A series of novel 7-azaisoindigo derivatives 3-14 were designed, synthesized, and structurally characterized by IR, 1H-NMR, 13C-NMR, mass spectra, and elemental analyses. Their antiproliferative activities were evaluated in a hormone-independent prostate cancer cell line DU145. Among them, compounds 8, 9, 14 showed the highest activities. Our study also showed that compounds 7, 11, 12 exhibited higher inhibitory activities on CDK2/cyclin A than that of the positive control meisoindigo. Western blot analysis on DU145 cells treated with compounds 7 and 9 demonstrated that 7-azaisoindigo derivatives could decrease the level of CDK2 activity (phosphorylation) and the expression of cyclin D1, and increase the expression of endogenous cyclin-dependent inhibitor p27.

Application of 7-azaisatins in enantioselective Morita-Baylis-Hillman reaction

7-Azaisatin and 7-azaoxindole skeletons are valuable building blocks in diverse biologically active substances. Here 7-azaisatins turned out to be more efficient electrophiles than the analogous isatins in the enantioselective Morita-Baylis-Hillman (MBH) reactions with maleimides using a bifunctional tertiary amine, β-isocupreidine (β-ICD), as the catalyst. This route allows a convenient approach to access multifunctional 3-hydroxy-7-aza-2-oxindoles with high enantiopurity (up to 94% ee). Other types of activated alkenes, such as acrylates and acrolein, could also be efficiently utilized.

Conjugate of Benzofuranone and Indole or Azaindole, and Preparation and Uses Thereof

The present invention relates to an oxo indirubin or isoindigo derivative, an oxo aza indirubin or isoindigo derivative, and their optical isomers, racemes, cis/trans isomers and pharmaceutically acceptable salts, which can be used for preparing a drug for treating or preventing diseases such as glucose metabolic disorder, inflammatory or autoimmune disease, neurodegenerative disease, a mental illness, tissue proliferation disease or tumors.