Process for the preparation of ampicillin derivatives...

Details Process for the preparation of ampicillin derivatives... Process for the preparation of ampicillin derivatives...

C - Chemistry, Metallurgy

07

D

260/114.1

C07D 499/72 (2006.01) A61K 31/43 (2006.01) C07D 499/12 (2006.01) C07D 499/44 (2006.01) C07D 499/68 (2006.01) C07D 499/70 (2006.01)

Patent

CA 1050971

PROCESS FOR THE PREPARATION OF AMPICILLIN DERIVATIVES SUBSTITUTED BY HETEROCYCLIC ACYL GROUP ABSTRACT The ampicillin derivatives represented by the general formula Image wherein R represents Image (1) wherein R' represents a hydrogen atom, a methyl group, or an ethyl group and A and B each represents a hydrogen atom, a hydroxy group, a methyl group, a methoxy group, a nitro group, or a halogen atom and further said B may combine with A on the carbon atom at 3- position to form Image group (wherein Z represents -CH=N- or -CH=CH- and R2 represents a hydrogen atom, a hydroxy group, a phenyl group, a methyl group, an ethyl group, a methoxy group, an ethoxy group, a methylthio group, a trifluoromethyl group, a halo- gen atom, a nitro group, an acetyl group, an acetamido group, an ethoxycarbonyloxy group, or a methylsulfonyl group and further R2 and Image may form a thiazolo, isothiazolo, pyrrolo, furo, or benzo fused ring which may be substituted by an oxo group, a methyl. group, or an acetyl group), and the dotted line means an arbitrary double bond, (2) Image wherein R3 and R4 each represents a hydrogen atom or a methyl group, (3) Image wherein R5 represents a halogen atom, a methoxy group, a nitro group, or a hydroxy group and R6 represents a hydrogen atom, a methoxy group, a halogen atom, a nitro group, or a hydroxy group, or (4) Image wherein R7 represents a hydrogen atom or a hydroxy group, Y rep- resents O or S, and the dotted line means an arbitrary double bond, said substituent group bonding to the ampicillin molecule through -CO- at the 2-position, 3-position, 5-position or 6- position when the oxo group (=O) is at thr 4-position and bonding to the ampicillin molecule through -CO- at the 2-position, 4- position, or 5-position when the oxy group is at the 6-position, and salts of the ampicillin derivatives. Those compounds are valuable as antibacterial agents.

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