90929-73-0

Basic information

• Product Name: Ethanone, 2-bromo-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)-
• Synonyms: Ethanone, 2-bromo-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)-;2-bromo-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)ethanone;3-bromoacetyl-7-azaindole;2-BROMO-1-(1H-PYRROLO[2,3-B]PYRIDIN-3-YL)ETHAN-1-ONE
• CAS NO: 90929-73-0
• Molecular Formula: C₉H₇BrN₂O
• Molecular Weight: 239.07
• Mol File: 90929-73-0.mol
• Article Data: 10

Chemical Properties

• Melting Point: 280-282℃
• Appearance: /
• Density: 1.71
• Refractive Index: 1.706
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Ethanone, 2-bromo-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 2-bromo-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)-(90929-73-0)
• EPA Substance Registry System: Ethanone, 2-bromo-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)-(90929-73-0)

Safety Data

• Hazardous Substances Data: 90929-73-0(Hazardous Substances Data)

Usage

General Description

Ethanone, 2-bromo-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)- is a chemical compound with the molecular formula C12H8BrN3O. It is a derivative of pyrrolo[2,3-b]pyridine, and it contains a bromine atom and a ketone group. Ethanone, 2-bromo-1-(1H-pyrrolo[2,3-b]pyridin-3-yl)- is used in chemical research and development, particularly in the pharmaceutical industry for the synthesis of potential drug candidates. Its structure and properties make it a valuable building block for the creation of novel compounds with potential biological activity. As a result, it is of interest to researchers and scientists working on drug discovery and development.

InChI:InChI=1/C9H7BrN2O/c10-4-8(13)7-5-12-9-6(7)2-1-3-11-9/h1-3,5H,4H2,(H,11,12)

Upstream product

• 74420-15-8 3-bromo-1H-pyrrolo[2,3-b]pyridine 
• 83393-46-8 1-(1H-pyrrolo[2,3-b]pyridin-3-yl)ethan-1-one 
• 271-63-6 7-Azaindole 
• 598-21-0 2-Bromoacetyl bromide 

Downstream Products

• 1314082-86-4 3-[2-(3-methylphenyl)-1,3-thiazol-4-yl]-1H-7-azaindole 
• 1314083-10-7 3-[2-(4-bromophenyl)-1,3-thiazol-4-yl]-1H-7-azaindole 
• 1314083-14-1 3-[2-(4-fluorophenyl)-1,3-thiazol-4-yl]-1H-7-azaindole 
• 1314082-90-0 3-[2-(3-fluorophenyl)-1,3-thiazol-4-yl]-1H-7-azaindole 
• 1314082-82-0 3-[2-(2-fluorophenyl)-1,3-thiazol-4-yl]-1H-7-azaindole 
• 1314082-77-3 3-[2-(2-chlorophenyl)-1,3-thiazol-4-yl]-1H-7-azaindole 
• 1314082-94-4 3-(2-phenyl-1,3-thiazol-4-yl)-1H-7-azaindole 
• 1314083-06-1 3-[2-(4-chlorophenyl)-1,3-thiazol-4-yl]-1H-7-azaindole 

Relevant articles and documents

Design, synthesis, and biological evaluation of urea-based ROCK2 inhibitors

A series of urea-based ROCK2 inhibitors were design and synthesized. The inhibitory activity on ROCK2 was screened by enzyme-linked immunosorbent assay (ELISA). The study results showed that the urea derivatives exhibited certain ROCK2 inhibitory activity. The most potent compound 10p showed ROCK2 inhibitory activity with the IC50?value of 0.03?μM. A preliminary structure-activity relationship was then summarized. The molecular docking studies showed that further optimization needs to conduct to obtain more potent ROCK inhibitors.

ROCK inhibitors 3: Design, synthesis and structure-activity relationships of 7-azaindole-based Rho kinase (ROCK) inhibitors

Rho kinase (ROCK) inhibitors are potential therapeutic agents for the treatment of a variety of disorders including hypertension, glaucoma and erectile dysfunction. Here we disclose a series of potent and selective ROCK inhibitors based on a substituted 7-azaindole scaffold. Substitution of the 3-position of 7-azaindole led to compounds such as 37, which possess excellent ROCK inhibitory potency and high selectivity against the closely related kinase PKA.

Synthesis and antiproliferative activity of thiazolyl-bis-pyrrolo[2,3-b]pyridines and indolyl-thiazolyl-pyrrolo[2,3-c]pyridines, nortopsentin analogues

Two new series of nortopsentin analogues, in which the imidazole ring of the natural product was replaced by thiazole and indole units were both substituted by 7-azaindole moieties or one indole unit was replaced by a 6-azaindole portion, were efficiently synthesized. Compounds belonging to both series inhibited the growth of HCT-116 colorectal cancer cells at low micromolar concentrations, whereas they did not affect the viability of normal-like intestinal cells. A compound of the former series induced apoptosis, evident as externalization of plasma membrane phosphatidylserine (PS), and changes of mitochondrial trans-membrane potential, while blocking the cell cycle in G2/M phase. In contrast, a derivative of the latter series elicited distinct responses in accordance with the dose. Thus, low concentrations (GI30) induced morphological changes characteristic of autophagic death with massive formation of cytoplasmic acid vacuoles without apparent loss of nuclear material, and with arrest of cell cycle at the G1 phase, whereas higher concentrations (GI70) induced apoptosis with arrest of cell cycle at the G1 phase.