873050-23-8

Basic information

• Product Name: 3-Quinolinecarboxamide, N-[4-(1,1-dimethylethyl)-3-(hydroxymethyl)phenyl]-1,4-dihydro-4-oxo-
• Synonyms: N-[3-(hydroxymethyl)-4-tert-butyl-phenyl]-4-oxo-1H-quinoline-3-carboxamide;N-[3-(hydroxymethyl)-4-tert-butylphenyl]-4-oxo-1H-quinoline-3-carboxamide
• CAS NO: 873050-23-8
• Molecular Formula: C21H22N2O3
• Molecular Weight: 350.417
• Mol File: 873050-23-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3-Quinolinecarboxamide, N-[4-(1,1-dimethylethyl)-3-(hydroxymethyl)phenyl]-1,4-dihydro-4-oxo-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Quinolinecarboxamide, N-[4-(1,1-dimethylethyl)-3-(hydroxymethyl)phenyl]-1,4-dihydro-4-oxo-(873050-23-8)
• EPA Substance Registry System: 3-Quinolinecarboxamide, N-[4-(1,1-dimethylethyl)-3-(hydroxymethyl)phenyl]-1,4-dihydro-4-oxo-(873050-23-8)

Safety Data

• Hazardous Substances Data: 873050-23-8(Hazardous Substances Data)

Upstream product

• 873056-34-9 methyl 2-tert-butyl-5-aminobenzoate 
• 14034-90-3 2-tert-butyl-5-nitrobenzoic acid 
• 873056-28-1 2-(tert-butyl)-5-nitrobenzonitrile 
• 873056-38-3 (2-tert-butyl-5-aminophenyl)methanol 
• 13721-01-2 4-oxo-1,4-dihydroquinoline-3-carboxylic acid 
• 873056-33-8 methyl 2-tert-butyl-5-nitrobenzoate 
• 3282-56-2 4-tert-butylnitrobenzene 

Relevant articles and documents

Discovery of N -(2,4-Di- tert -butyl-5-hydroxyphenyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide (VX-770, Ivacaftor), a potent and orally bioavailable CFTR potentiator

Quinolinone-3-carboxamide 1, a novel CFTR potentiator, was discovered using high-throughput screening in NIH-3T3 cells expressing the F508del-CFTR mutation. Extensive medicinal chemistry and iterative structure-activity relationship (SAR) studies to evaluate potency, selectivity, and pharmacokinetic properties resulted in the identification of N-(2,4-di-tert-butyl-5-hydroxyphenyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide (VX-770, 48, ivacaftor), an investigational drug candidate approved by the FDA for the treatment of CF patients 6 years of age and older carrying the G551D mutation.

MODULATORS OF ATP-BINDING CASSETTE TRANSPORTERS

The present invention relates to modulators of ATP-Binding Cassette (“ABC”) transporters or fragments thereof, including Cystic Fibrosis Transmembrane Conductance Regulator, compositions thereof, and methods therewith. The present invention also relates to methods of treating ABC transporter mediated diseases using such modulators.