Penicillins substituted with heterocyclic and substituted phenyl

Details Penicillins substituted with heterocyclic and substituted phenyl Penicillins substituted with heterocyclic and substituted phenyl

1974-12-24

1976-11-16

Schwartz, Gerald A.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

424250, 424251, 424256, 424258, C07D49970

Patent

active

039923711

ABSTRACT:
Novel penicillins of the formula ##SPC1##
Wherein ##EQU1## represents a substituted or unsubstituted benzene or nitrogen atom-containing heteroaromatic ring which may be substituted, ##EQU2## represents a pyridine, pyrazine or pyridazine ring, X represents an oxygen or sulfur atom, Y represents a hydrogen atom or a loer alkoxycarbonyl or lower alkanoyl group, and R.sub.1, R.sub.2 and R.sub.3 are each a hydrogen or halogen atom or a nitro, lower alkylamino, di(lower)alkylamino, aine, lower alkoxycarbonylamino, lower alkanoylamino, amino(lower)alkyl, lower alkyl, lower alkoxy, hydroxyl, sulfamoyl, trifluoromethyl, lower alkylthio or lower alkylsulfonyl group, excluding the cases where all of R.sub.1, R.sub.2 and R.sub.3 are hydrogen atoms and where R.sub.1 is a hydroxyl group and R.sub.2 and R.sub.3 are each a hydrogen or halogen atom, and their nontoxic, pharmaceutically acceptable salts, which can be prepared by reacting a carboxylic acid of the formula: ##EQU3## wherein ##EQU4## X and Y are each as defined above or its reactive derivative with a compound of the formula: ##SPC2##
Wherein R.sub.1, R.sub.2 and R.sub.3 are each as defined above or its reactive derivative, and are ueful as antimicrobial agents against gram-positive and gram-negative bacteria including Pseudomonas.

REFERENCES:
patent: 2985648 (1961-05-01), Doyle et al.
patent: 3268513 (1966-08-01), Grant et al.
patent: 3381001 (1968-04-01), McGregor
patent: 3454557 (1969-07-01), Putchett et al.
patent: 3579501 (1971-05-01), McGregor
patent: 3864329 (1975-02-01), Tobihe et al.

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