O-methyl derivatives of azithromycin a, process and...

C - Chemistry – Metallurgy – 07 – H

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

Patent

CA 2046956

The invention relates to O-methyl derivatives of azithromycin A of the formula (I) Image wherein Ia R1 = R2 = CO2CH2C6H5, R3 = CH3, R4 = R5 = H Ib R1 = R2 = CO2CH2C6H5, R3 = R4 = CH3, R5 = H Ic R1 = R2 = CO2CH2C6H5, R3 = R5 = H, R4 = CH3 Id R1 = R2 = CO2CH2C6H5, R3 = R4 = R5 = CH3 Ie R1 = R2 = R4 = R5 = H, R3 = CH3 If R1 = R2 = R5= H, R3 = R4 = CH3 Ig R1 = R2 = R3 = R5 = H, R4 = CH3 Ih R1 = R2,= H, R3 = R4 = R5 = CH3 li R1 = R4 = R5 = H, R2 = R3 = CH3 Ij R1 = R5 = H, R2 = R3 = R4 = CH3 Ik R1 = R3 = R5 = H, R2 = R4 = CH3 Il R1 = H, R2 = R3 = R4 = R5 = CH3 to their pharmaceutically acceptable addition salts with inorganic or organic acids, to a process for their preparation and to their use in the obtaining of antibacterialpharmaceutical preparations.

L'invention concerne des dérivés O-méthyliques de l'azithromycine A de formule (I) Image , dans laquelle Ia R1 = R2 = CO2CH2C6H5, R3 = CH3, R4 = R5 = H; Ib R1 = R2 CO2CH2C6H5, R3 = R4 = CH3, R5 = H; Ic R1 = R2 =CO2CH2C6H5, R3 = R5 = H, R4 = CH3; Id R1 = R2 = CO2CH2C6H5, R3 = R4 = R5 = CH3; Ie R1 = R2 = R4 = R5 = H, R3 = CH3; If R1 = R2 = R5 = H, R3 = R4 = CH3; Ig R1 = R2 = R3 = R5 = H, R4 = CH3; Ih R1 = R2 = H, R3 = R4 = R5 = CH3; Ii R1 = R4 = R5 = H, R2 = R3 = CH3; Ij R1 = R5 = H, R2 = R3 = R4 = CH3; Ik R1 = R3 = R5 = H, R2 = R4 = CH3; Il R1 = H, R2 = R3 = R4 = R5 = CH3, leurs sels d'addition d'utilisation pharmaceutique avec des acides organiques ou inorganiques, un procédé pour les préparer et leur utilisation dans la préparation de produits pharmaceutiques antibactériens.

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