Caprazene as novel compound and derivatives thereof, and...

Details Caprazene as novel compound and derivatives thereof, and... Caprazene as novel compound and derivatives thereof, and...

C - Chemistry, Metallurgy

07

H

C07H 19/06 (2006.01) A61K 31/7072 (2006.01)

Patent

CA 2514930

Caprazene and caprazol are prepared by hydrolysis of caprazamycin. Caprazene- 1~~~-amide derivatives of the general formula (II) and caprazene-1~~~-ester derivatives of the general formula (III) are prepared from caprazene. Caprazol- 1~~~-amide derivative of the general formula (V), caprazol-1~~~-amide -3~~~- ester derivatives, and caprazol-3~~~-ester derivatives are prepared from caprazol. Further, imidazolidinone derivatives are prepared from a product obtained from caprazol via ring opening of the 1,4-diazepinone ring. The novel caprazene derivatives, the novel caprazol derivatives, and the novel imidazolidinone derivatives exhibit excellent antibacterial activities against various bacteria including acid-fast bacteria.

L'invention concerne de nouveaux composés appelés caprazène et caprazol, ces composés étant préparés par hydrolyse de caprazamycine. Des dérivés caprazène-1'''-amides de formule générale (II) et des dérivés caprazène-1'''-esters de formule générale (III) sont préparés à partir de caprazène. Des dérivés caprazol-1'''-amides de formule générale (V), des dérivés caprazol-1'''-amide-3'''-esters et des dérivés caprazol-3'''-esters sont préparés à partir de caprazol. Par ailleurs, des dérivés d'imidazolidinone sont préparés à partir d'un produit obtenu à partir de caprazol par l'intermédiaire d'une ouverture du cycle 1,4-diazépinone. Ces nouveaux dérivés de caprazène, ces nouveaux dérivés de caprazol et ces nouveaux dérivés d'imidazolidinone présentent d'excellentes activités antibactériennes contre diverses bactéries, notamment contre les bactéries acido-résistantes.

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