875639-57-9

Basic information

• Product Name: Ethanone, 2-broMo-1-(5-broMo-1H-pyrrolo[2,3-b]pyridin-3-yl)-
• Synonyms: Ethanone, 2-broMo-1-(5-broMo-1H-pyrrolo[2,3-b]pyridin-3-yl)-;2-bromo-1-(5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)ethanone
• CAS NO: 875639-57-9
• Molecular Formula: C9H6Br2N2O
• Molecular Weight: 317.96474
• Mol File: 875639-57-9.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Ethanone, 2-broMo-1-(5-broMo-1H-pyrrolo[2,3-b]pyridin-3-yl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 2-broMo-1-(5-broMo-1H-pyrrolo[2,3-b]pyridin-3-yl)-(875639-57-9)
• EPA Substance Registry System: Ethanone, 2-broMo-1-(5-broMo-1H-pyrrolo[2,3-b]pyridin-3-yl)-(875639-57-9)

Safety Data

• Hazardous Substances Data: 875639-57-9(Hazardous Substances Data)

Upstream product

• 598-21-0 2-Bromoacetyl bromide 
• 183208-35-7 5-bromo-1H-pyrrolo[2,3-b]pyridine 
• 22118-09-8 2-bromoacetyl chloride 

Downstream Products

• 1071455-03-2 5-(5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)-thiazol-2-ylamine 
• 1379670-78-6 3-(2-benzylthiazol-4-yl)-5-bromo-1H-pyrrolo[2,3-b]pyridine 
• 1379669-71-2 3-(2-benzylthiazol-4-yl)-5-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo-[2,3-b]pyridine 
• 1046793-77-4 4-(5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)-N,N-diethylthiazol-2-amine 
• 1046793-78-5 4-(5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-methylthiazole 
• 1046793-71-8 4-(5-Bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)-thiazole-2-carboxylic acid ethyl ester 

Relevant articles and documents

ROCK inhibitors 4: Structure-activity relationship studies of 7-azaindole-based rho kinase (ROCK) inhibitors

Rho kinase (ROCK) inhibitors are of therapeutic value for the treatment of disorders such as hypertension and glaucoma, and potentially of wider use against diseases such as cancer and multiple sclerosis. We previously reported a series of potent and selective ROCK inhibitors based on a substituted 7-azaindole scaffold. Here we extend the SAR exploration of the 7-azaindole series to identify leads for further evaluation. New compounds such as 16, 17, 19, 21 and 22 showed excellent ROCK potency and protein kinase A (PKA) selectivity, combined with microsome and hepatocyte stability.

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.

FUSED RING HETEROCYCLE KINASE MODULATORS

The present invention provides fused ring heterocycles as kinase modulators, pharmaceutical compositions containing these modulators, and methods of using these modulators to treat diseases mediated by kinase activity.