1379330-67-2

Basic information

• Product Name: 6-BroMo-4-hydroxyquinolin-2(1H)-one
• CAS NO: 1379330-67-2
• Molecular Formula: C9H6BrNO2
• Molecular Weight: 240.05344
• Mol File: 1379330-67-2.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 6-BroMo-4-hydroxyquinolin-2(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-BroMo-4-hydroxyquinolin-2(1H)-one(1379330-67-2)
• EPA Substance Registry System: 6-BroMo-4-hydroxyquinolin-2(1H)-one(1379330-67-2)

Safety Data

• Hazardous Substances Data: 1379330-67-2(Hazardous Substances Data)

Upstream product

• 1434103-22-6 6-bromo-3-methoxyquinolin-2(1H)-one 
• 87-48-9 5-Bromo-1H-indole-2,3-dione 

Relevant articles and documents

Enantioselective Intermolecular Excited-State Photoreactions Using a Chiral Ir Triplet Sensitizer: Separating Association from Energy Transfer in Asymmetric Photocatalysis

Enantioselective catalysis of excited-state photoreactions remains a substantial challenge in synthetic chemistry, and intermolecular photoreactions have proven especially difficult to conduct in a stereocontrolled fashion. Herein, we report a highly enantioselective intermolecular [2 + 2] cycloaddition of 3-alkoxyquinolones catalyzed by a chiral hydrogen-bonding iridium photosensitizer. Enantioselectivities as high as 99% ee were measured in reactions with a range of maleimides and other electron-deficient alkene reaction partners. An array of kinetic, spectroscopic, and computational studies supports a mechanism in which the photocatalyst and quinolone form a hydrogen-bonded complex to control selectivity, yet upon photoexcitation of this complex, energy transfer sensitization of maleimide is preferred. The sensitized maleimide then reacts with the hydrogen-bonded quinolone-photocatalyst complex to afford a highly enantioenriched cycloadduct. This finding contradicts a long-standing tenet of enantioselective photochemistry that held that stereoselective photoreactions require strong preassociation to the sensitized substrate in order to overcome the short lifetimes of electronically excited organic molecules. This system therefore suggests that a broader range of alternate design strategies for asymmetric photocatalysis might be possible.

THERAPEUTIC HYDROXYQUINOLONES

The invention provides compounds of formula (I) and salts thereof wherein R4-R8 have any of the meanings defined in the specification, as well as pharmaceutical compositions comprising the compounds or salts and methods for their use in therapy. The compounds have useful antiviral properties.