Centre National De La Recherche Scientifique

Institut National De La Sante Et De La Recherche Medicale

Institut Gustave Roussy

Bioalliance Pharma

Université Paris Sud-paris Xi

Jean-Francois Mouscadet

Didier Desmaele

Jean D'Angelo

Christian Auclair

Fatima Zouhiri

Christophe Benard

Michele Danet

Marc Le Bret

Marie Bayle

Laurence Jeanson

Khalid Mekouar

Fr&egrave;d&egrave;ric Subra

The invention relates to derivatives corresponding to formula I: in which

Quinoline derivatives process of synthesis and medicaments containing these derivatives

The invention concerns quinoline derivatives of formula (I) in which: R , R and R , 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 &mdash;(CH ) &mdash;Y or &mdash;CH&boxH;CH&mdash;Y group, in which Y is halogen, &mdash;OH, &mdash;OR, &mdash;COH, &mdash;COR, &mdash;COOH, COOR, &mdash;COH, &mdash;COR, &mdash;CONH , &mdash;CON(R , R )&mdash;CH&boxH;NOH, &mdash;CO&mdash; &mdash;CH&boxH;NOH, &mdash;NH , &mdash;N(R , R ), &mdash;NO , &mdash;PO(OR) &mdash;SH , &mdash;SR, &mdash;SO R, &mdash;SO NHR, CN, or Z(R ) in which R is a C1-C8 alkyl, or aryl or a heterocyclic compound, R and R , identical or different are C1-C5 alkyl, an aryl or heterocyclic compound and n is nil or a whole number between 1 and 5 R can further represent a hydrogen, and when Y is &mdash;COOH or &mdash;COOR in R , Z, if it represents an aryl, comprises at least 3 substituents or the quinoline ring is trisubstituted; X is an ethylene double bond; a &mdash;(CH ) &mdash; group in which n is a whole number between 1 and 5: or a &mdash;CH(R &mdash;CH(R ) group, R and R , identical or different, representing a hydrogen, a halogen, hydroxy or epoxy; or a &mdash;(CH ) , &mdash;O&mdash;C&mdash;(CH ) &mdash;, &mdash;(CH ) , &mdash;C(O)&mdash;O&mdash;(CH ) , &mdash;(CH ) , &mdash;O&mdash;(CH ) &mdash;, (CH ) , &mdash;N(Q)&mdash;(CH ) &mdash;, or (CH ) , &mdash;S(O)&mdash;(CH ) &mdash;, group, in which n&equals;1 to 8, m&equals;0 to 8, t&equals;0, 1 or 2, and Q&equals;h, aryl or alkyl. The invention also concerns the pharmaceutically acceptable salts of these derivatives, the diastereoisomeric and the enantiomeric forms thereof. The invention is useful as medicines with HIV anti-integrase inhibiting effect.

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

Growing community of inventors

Sceaux, France

Jean-Francois Mouscadet