3''-desmethoxy derivatives of erythromycin and azithromycin

Details 3''-desmethoxy derivatives of erythromycin and azithromycin 3''-desmethoxy derivatives of erythromycin and azithromycin

C - Chemistry, Metallurgy

07

H

C07H 17/08 (2006.01) A61K 31/70 (2006.01) C07H 17/00 (2006.01)

Patent

CA 2184734

A compound having for- mula (IV), wherein Z is CH2- N(CH3), N(CH3)-CH2, or (a); R1 and R2 are selected from 1) one of R1 and R2 is OH and the other of R1 and R2 is (C1-C6)alkyl, (C2- C6)alkenyl, or phenyl, with the proviso that Z is not CO; 2) one of R1 and R2 is H and the other of R1 and R2 is NR5R6, wherein R5 and R6 are independently se- lected from H and (C1-C6)alkyl, or is OR7, wherein R7 is H or (C1-C6)alkyl; and 3) R1 and R2 together form an oxo or oxime group; R3 and R4 are each hydroxyl or together form a carbonate or thiocarbonate group; and pharmaceuti- cally acceptable salts thereof.

L'invention se rapporte à un composé de la formule (IV) dans laquelle Z représente CH¿2?-N(CH¿3?), N(CH¿3?)-CH¿2?, ou (a); R?1¿ et R?2¿ sont sélectionnés parmi 1) un segment de R?1¿ et R?2¿ représente OH, et l'autre représente alkyle (C¿1?-C¿6?), alcényle (C¿2?-C¿6?), ou phényle, à condition que Z ne représente pas CO; 2) un segment de R?1¿ et R?2¿ représente H et l'autre représente NR?5¿R?6¿ où R?5¿ et R?6¿ sont indépendamment sélectionnés parmi H et alkyle (C¿1?-C¿6?), ou bien représentent OR?7¿ où R?7¿ représente H ou alkyle (C¿1?-C¿6?); et 3) R?1¿ et R?2¿ réunis forment un groupe oxo ou oxime; R?3¿ et R?4¿ représentent chacun hydroxyle ou, réunis, forment un groupe carbonate ou thiocarbonate. L'invention se rapporte également aux sels pharmaceutiquement acceptables de ce composé.

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