Organic compounds -- part of the class 532-570 series – Organic compounds – Chalcogen in the nitrogen containing substituent
Patent
1978-06-19
1979-05-15
Daus, Donald G.
Organic compounds -- part of the class 532-570 series
Organic compounds
Chalcogen in the nitrogen containing substituent
544 18, 544 26, 544 27, 544 28, 544 30, 2602391, 2603067C, C07D49912, C07D50106
Patent
active
041549279
ABSTRACT:
Compounds of the formula ##STR1## wherein A is ##STR2## R is hydrogen, lower alkyl, benzyl, p-methoxybenzyl, p-nitrobenzyl, diphenylmethyl, tri(lower alkyl)silyl, lower alkoxymethyl, 2,2,2-trichloroethyl, ##STR3## Y is halogen or lower alkoxy; R.sub.1 is lower alkyl, phenyl, or substituted phenyl; and X is hydrogen, lower alkanoyloxy, ##STR4## or certain heterothio groups; R.sub.4 is hydrogen or lower alkyl; R.sub.5 is lower alkyl; are disclosed. These compounds, particularly the free acids, possess the useful pharmacological property of inhibiting .beta.-lactamase enzymes as well as being useful as intermediates, particularly where R is a readily cleavable ester, in the preparation of antibacterially active 6.alpha.-methoxy penicillins and 7.alpha.-methoxy cephalosporins.
REFERENCES:
patent: 3907788 (1975-09-01), Nudelman
patent: 3919207 (1975-11-01), Terao et al.
patent: 4008226 (1977-02-01), Sellstedt
patent: 4008229 (1977-02-01), Spitzer
patent: 4032521 (1977-06-01), Christensen et al.
patent: 4060687 (1977-11-01), Christensen et al.
Daus Donald G.
Davis Stephen B.
E. R. Squibb & Sons Inc.
Levinson Lawrence S.
Smith Merle J.
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