1445993-96-3

Basic information

• Product Name: ethyl 4-bromo-6-methyl-7-oxo-1-toluenesulfonyl-6,7-dihydro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate
• Synonyms: ethyl 4-bromo-6-methyl-7-oxo-1-toluenesulfonyl-6,7-dihydro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate
• CAS NO: 1445993-96-3
• Molecular Weight: 453.313
• Mol File: 1445993-96-3.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: ethyl 4-bromo-6-methyl-7-oxo-1-toluenesulfonyl-6,7-dihydro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 4-bromo-6-methyl-7-oxo-1-toluenesulfonyl-6,7-dihydro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate(1445993-96-3)
• EPA Substance Registry System: ethyl 4-bromo-6-methyl-7-oxo-1-toluenesulfonyl-6,7-dihydro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate(1445993-96-3)

Safety Data

• Hazardous Substances Data: 1445993-96-3(Hazardous Substances Data)

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 116212-46-5 6-methyl-1H-pyrrolo<2,3-c>pyridin-7(6H)-one 
• 634-97-9 pyrrole-2-carboxyl acid 
• 116212-45-4 N-(2,2-dimethoxyethyl)-N-methyl-1H-pyrrole-2-carboxamide 
• 152684-30-5 5-bromo-2-methoxy-3-nitropyridine 
• 74-88-4 methyl iodide 
• 1361481-63-1 4-bromo-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one 
• 1622303-42-7 (E)-5-bromo-4-(2-(dimethylamino)vinyl)-1-methyl-3-nitropyridin-2(1H)-one 
• 1446237-40-6 5-bromo-1,4-dimethyl-3-nitro-1,2-dihydropyridin-2-one 
• 228410-90-0 2-hydroxy-5-bromo-4-methyl-3-nitropyridine 
• 100367-40-6 2-amino-3-nitro-4-methyl-5-bromopyridine 
• 6635-86-5 2-amino-4-methyl-3-nitropyridine 
• 67443-38-3 5-bromo-2-chloro-3-nitropyridine 
• 425380-38-7 4-bromo-7-chloro-3a,7a-dihydro-1H-pyrrolo[2,3-c]pyridine 

Relevant articles and documents

PYRROLE AMIDOPYRIDONE COMPOUND, PREPARATION METHOD THEREFOR AND USE THEREOF

Disclosed are a pyrrole amidopyridone represented by general formula I, or a pharmaceutically acceptable salt thereof, or an enantiomer, a diastereomer, a tautomer, a solvate, a polymorph, or a prodrug thereof, a preparation method therefor and use thereof in pharmacy, the definition of each group being as described in the description.

Discovery of N-Ethyl-4-[2-(4-fluoro-2,6-dimethyl-phenoxy)-5-(1-hydroxy-1-methyl-ethyl)phenyl]-6-methyl-7-oxo-1 H-pyrrolo[2,3-c]pyridine-2-carboxamide (ABBV-744), a BET Bromodomain Inhibitor with Selectivity for the Second Bromodomain

The BET family of proteins consists of BRD2, BRD3, BRD4, and BRDt. Each protein contains two distinct bromodomains (BD1 and BD2). BET family bromodomain inhibitors under clinical development for oncology bind to each of the eight bromodomains with similar affinities. We hypothesized that it may be possible to achieve an improved therapeutic index by selectively targeting subsets of the BET bromodomains. Both BD1 and BD2 are highly conserved across family members (>70% identity), whereas BD1 and BD2 from the same protein exhibit a larger degree of divergence (a?40% identity), suggesting selectivity between BD1 and BD2 of all family members would be more straightforward to achieve. Exploiting the Asp144/His437 and Ile146/Val439 sequence differences (BRD4 BD1/BD2 numbering) allowed the identification of compound 27 demonstrating greater than 100-fold selectivity for BRD4 BD2 over BRD4 BD1. Further optimization to improve BD2 selectivity and oral bioavailability resulted in the clinical development compound 46 (ABBV-744).

BROMODOMAIN INHIBITORS

Compounds of formula (I), wherein R 1, R 2, R 3, R 5, R 6, R 7, A 1, A 2, A 3, A 4, X 1, and X 2 have any of the values defined in the specification and pharmaceutically acceptable salts thereof, which are useful as agents in the treatment of diseases and conditions, including inflammatory diseases, cancer, and AIDS are provided. Pharmaceutical compositions comprising of compounds of formula (I) are also provided.