Ampicillin derivatives substituted by heterocyclic acyl group

Details Ampicillin derivatives substituted by heterocyclic acyl group Ampicillin derivatives substituted by heterocyclic acyl group

1973-05-01

1976-04-27

Rizzo, Nicholas S.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

424271, C07D49944

Patent

active

039534286

ABSTRACT:
The ampicillin derivatives represented by the general formula ##SPC1##
Wherein R represents ##SPC2##
Wherein R' represents a hydrogen atom, a methyl group, or an ethyl group and A and B each represents a hydrogen atom, a hydroxyl 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 the position to form ##SPC3##
Group (where in Z represents --CH=N-- or --CH=CH-- and an R.sup.2 represents a hydrogen atom, a hydroxyl group, a phenyl group, a methyl group, an ethyl group, a methoxy group, an ethoxyl group, a methylthio group, a trifluoromethyl group, a halogen atom, a nitro group, an acetyl group, an acetamido group, a ethoxycarbonyloxy group, or a methylsulfonyl group and further R.sub.2 and ##SPC4##
May form a thiazole, 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, ##SPC5##
Wherein R.sup.3 and R.sup.4 each represents a hydrogen atom or a methyl group, ##SPC6##
Wherein R.sup.5 represents a halogen atom, a methoxy group, a nitro group, or a hydroxyl group and R.sup.6 represents a hydrogen atom, a methoxy group, a halogen atom, a nitro group, or a hydroxyl group, or ##SPC7##
Wherein R.sup.7 represents a hydrogen atom or a hydroxyl group, Y represents O or S, and the dotted line means an arbitrary double bond, said substituent group, being bonded to the ampicillin molecule through --CO-- at the 2-position, 3-position, 5-position or 6-position when the oxo group (+0) is at the 4-portion and being bonded to the ampicillin molecule through the --CO-- group 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.

REFERENCES:
patent: 3532688 (1970-10-01), Hatt et al.
patent: 3668198 (1972-06-01), Bernstein et al.
patent: 3711471 (1973-01-01), Kaplan et al.

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