1,8-benzonaphtyridine derivatives and antimicrobial...

C - Chemistry – Metallurgy – 07 – D

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C07D 471/06 (2006.01) A61K 31/435 (2006.01) A61K 31/495 (2006.01) C07D 471/04 (2006.01)

Patent

CA 2119755

A novel 1,8-benzo[b]naphthyridine derivative of general formula (I), wherein R is H or a hydroxy, amino or alkylamino radical optionally substituted by amino or hydroxy, or R is dialkylamino of which the alkyl portions may form, with the nitrogen atom, a 5- or 6-membered heterocyclic ring which optionally contains a further heteroatom chosen from nitrogen, oxygen or sulphur, or R is C3-6 cycloalkylamino or an alkanylamino, N-alkyl N-alkanylamino or aminoalkylphenylamino radical; R1 and R2, which are the same or different, are in positions 2 and 3 and represent H, alkyl, C2-4 alkenyl, phenyl, or substituted phenyl, or R1 and R2 are in position 2 and represent alkyl; R3 is H or alkyl, fluoroalkyl, carboxyalkyl, C3-6 cycloalkyl, fluorophenyl, difluorophenyl, alkyloxy or alkylamino; and R4 is H or F, wherein the C1-4 alkanyl and alkyl radicals are linear or branched; stereoisomeric forms thereof or mixtures of these; and salts and hydrated forms thereof. These novel derivatives are useful as antimicrobials.

2119755 9307144 Nouveau dérivé de la benzo[b]naphtyridine-1,8 de formule générale (I) dans laquelle, R est H ou un radical hydroxy, amino, alcoylamino éventuellement substitué par amino ou hydroxy ou R est dialcoylamino dont les parties alcoyle peuvent former avec l'atome d'azote, un hétérocycle à 5 ou 6 chaînons contenant éventuellement un autre hétéroatome choisi parmi l'azote, l'oxygène ou le soufre, ou R est cycloalcoylamino (3 à 6C), ou un radical alcanoylamino, N-alcoyl N-alcanoyl amino ou aminoalcoylphénylamino, R1 et R2 identiques ou différents sont en position 2 et 3 et représentent H, alcoyle, alcényle (2 à 4C), phényle, phényle substitué, ou bien R1 et R2 sont en position 2 et représentent alcoyle, R3 est H ou alcoyle, fluoroalcoyle, carboxyalcoyle, cycloalcoyle contenant 3 à 6 atomes de carbone, fluorophényle, difluorophényle, alcoyloxy ou alcoylamino, et R4 est H ou F, les radicaux alcoyle et alcanoyle (1 à 4C) étant droits ou ramifiés, sous ses formes stéréoisomères ou leurs mélanges ainsi que ses sels et ses formes hydratées. Ces nouveaux dérivés sont utiles comme antimicrobiens.

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