Quinoline derivatives, having in particular antiviral properties, preparation and biological applications thereof

US6670377B1 · kind B1 · utility

Assignee

• CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE · FR

Inventors

• Khalid Mekouar · Laval, CA
• Jean D'Angelo · Massy, FR
• Didier Desmaele · Fresnes, FR
• Jean-Francois Mouscadet · Paris, FR
• Frederic Subra · Paris, FR
• Christian Auclair · Paris, FR

Key dates

• Filing date: Jan 16, 2001
• Grant date: Dec 30, 2003
• Expiry date: Jan 16, 2021

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D215/48
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The invention concerns quinoline derivatives of formula (I) in which: Ra, Rb and Rc, identical or different represent one or several substituents, themselves identical or different, in any position on the cycles, this or these substituents being selected among a —(CH2)n—Y or —CH═CH—Y group, in which Y is halogen, —OH, —OR, —COH, —COR, —COOH, COOR, —COH, —COR, —CONH2, —CON(Rx, Ry)—CH═NOH, —CO— —CH═NOH, —NH2, —N(Rx, Ry), —NO2, —PO(OR)2—SH2, —SR, —SO2R, —SO2NHR, CN, or Z(Rc) in which R is a C1-C8 alkyl, or aryl or a heterocyclic compound, Rx and Ry, identical or different are C1-C5 alkyl, an aryl or heterocyclic compound and n is nil or a whole number between 1 and 5 Rb can further represent a hydrogen, and when Y is —COOH or —COOR in Rc, Z, if it represents an aryl, comprises at least 3 substituents or the quinoline ring is trisubstituted; X is an ethylene double bond; a —(CH2)n— group in which n is a whole number between 1 and 5: or a —CH(Rd—CH(Re) group, Rd and Re, identical or differ…