221031-08-9

Basic information

• Product Name: 4,5-DIBROMO-2-(3,4-DIFLUOROPHENYL)-3(2H)-PYRIDAZINONE
• Synonyms: 4,5-DIBROMO-2-(3,4-DIFLUOROPHENYL)-3(2H)-PYRIDAZINONE
• CAS NO: 221031-08-9
• Molecular Formula: C₁₀H₄Br₂F₂N₂O
• Molecular Weight: 0
• Mol File: 221031-08-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 369.662°C at 760 mmHg
• Flash Point: 177.366°C
• Appearance: /
• Density: 2.029g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.656
• CAS DataBase Reference: 4,5-DIBROMO-2-(3,4-DIFLUOROPHENYL)-3(2H)-PYRIDAZINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-DIBROMO-2-(3,4-DIFLUOROPHENYL)-3(2H)-PYRIDAZINONE(221031-08-9)
• EPA Substance Registry System: 4,5-DIBROMO-2-(3,4-DIFLUOROPHENYL)-3(2H)-PYRIDAZINONE(221031-08-9)

Safety Data

• Hazardous Substances Data: 221031-08-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H4Br2F2N2O/c11-6-4-15-16(10(17)9(6)12)5-1-2-7(13)8(14)3-5/h1-4H

Upstream product

• 766-38-1 mucobromic acid 
• 161886-22-2 3,4-difluorophenyl hydrazine 
• 3863-11-4 3,4-difluoroaniline 
• 40594-37-4 (3,4-difluorophenyl)phenylhydrazine hydrochloride 

Downstream Products

• 468072-82-4 ABT-963 
• 266320-83-6 2-(3,4-difluorophenyl)-4-(3-hydroxy-3-methylbutoxy)-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone 
• 266320-90-5 (R)-2-(3,4-difluorophenyl)-4-[3-(tert-butyldimethylsiloxy)-1-butoxy]-5-bromo-3(2H)-pyridazinone 

Relevant articles and documents

An efficient multikilogram synthesis of ABT-963: A selective COX-2 inhibitor

An efficient chemical process for the multikilogram synthesis of ABT-963 (3) is described. The potent and selective COX-2 inhibitor was prepared in four steps in 36% overall isolated yield from commercially available 3,4-difluoroaniline (4). The chemistry, which required no chromatography, involved a facile one-pot synthesis of the pyridazinone core, a selective alkoxylation, a high yielding Suzuki coupling, and a very efficient oxidation.

Prostaglandin endoperoxide H synthase biosynthesis inhibitors

The present invention describes pyridazinone compounds of formula I which are cyclooxygenase (COX) inhibitors, and in particular, are selective inhibitors of cyclooxygenase-2 (COX-2). COX-2 is the inducible isoform associated with inflammation, as opposed to the constitutive isoform, cyclooxygenase-1 (COX-1) which is an important “housekeeping” enzyme in many tissues, including the gastrointestinal (GI) tract and the kidneys. The selectivity of these compounds for COX-2 minimizes the unwanted GI and renal side-effects seen with currently marketed non-steroidal anti-inflammatory drugs (NSAIDs).