587885-87-8

Basic information

• Product Name: 4(1H)-Quinolinone, 8-bromo-2-(trifluoromethyl)-
• CAS NO: 587885-87-8
• Molecular Formula: C10H5BrF3NO
• Molecular Weight: 292.055
• Mol File: 587885-87-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 4(1H)-Quinolinone, 8-bromo-2-(trifluoromethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4(1H)-Quinolinone, 8-bromo-2-(trifluoromethyl)-(587885-87-8)
• EPA Substance Registry System: 4(1H)-Quinolinone, 8-bromo-2-(trifluoromethyl)-(587885-87-8)

Safety Data

• Hazardous Substances Data: 587885-87-8(Hazardous Substances Data)

Upstream product

• 372-31-6 ethyl 4,4,4-trifluoroacetoacetate 
• 615-36-1 2-bromoaniline 

Relevant articles and documents

QUINOLINE DERIVATIVES AS SMO INHIBITORS

Disclosed are quinoline derivatives as hedgehog pathway inhibitors, especially as SMO inhibitors. Compounds of the present invention can be used in treating diseases relating to hedgehog pathway including cancer.

Selective and efficient structural elaboration of 2-(trifluoromethyl)quinolinones

The acid-catalyzed cyclization-condensation between anilines and ethyl 4,4,4-trifluoroacetoacetate affords 1,4-dihydro-2-trifluoromethyl-4H-4-quinolinones (1), which can easily be converted into 4-bromo-2-(trifluoromethyl)quinolines. These undergo halogen/metal exchange, generating 2-trifluoromethyl-4-quinolyllithiums, when treated with butyllithium, and hydrogen/metal exchange, generating 4-bromo-2-trifluoromethyl-3-quinolyllithiums, when treated with lithium diisopropylamide. Trapping of the latter intermediates provides 3-functionalized products that may be further elaborated by electrophilic substitution of the bromine atom. A few unexpected findings resulted from these investigations, the most noteworthy being an unprecedented buttressing effect and a counterintuitive halogen reactivity. ( Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003).