Cephalosporin type antibacterials
AssigneeSyntex (U.S.A.) Inc.
InventorPhilip J. Beeby
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Abstract
3-[3-(1-Methyltetrazol-5-ylthio)-prop-1-(t)-enyl]-7.beta.-(.alpha.-phenylac etamido)-ceph-3-em-4-carboxylic acid; 7.beta.-(.alpha.-phenylacetamido)-3-[3-(1,2,4-triazol-5-ylthio)-prop-1-(t) -enyl]-ceph-3-em-4-carboxylic acid derivatives and salts thereof; and intermediates and processes for preparing such compounds. The compounds are useful as antibacterials and are active against a wide variety of gram positive and gram negative bacteria.
Claims39
A compound selected from the group having the formula:
- ##STR23## wherein the propenyl double bond is trans;
- R.sup.1 is 1-methyltetrazol-5-yl;
- or 1,2,4-triazol-5-yl;
- R.sup.2 is hydrogen, diphenylmethyl, p-methoxybenzyl, p-nitrobenzyl, o-nitrobenzyl, benzyl, t-butyl, 2,2,2,-trichloroethyl, phenacyl or pivaloyloxymethyl;
- R.sup.3 is hydrogen or a group having the formulas:
- ##STR24## wherein R.sup.4 is hydrogen, hydroxy, sulfo or carboxy;
- X is hydrogen or hydroxy;
- and pharmaceutically acceptable salts of the above compounds wherein R.sup.3 is other than H.
A compound having the formula:
- ##STR28## wherein the propenyl double bond is trans;
- R.sup.1 is 1-methyltetrazol-5-yl or 1,2,4-triazol-5-yl;
- and R.sup.2' is diphenylmethyl, p-methoxy-benzyl, p-nitrobenzyl, o-nitrobenzyl, benzyl, t-butyl, 2,2,2-trichloroethyl, phenacyl or pivaloyloxymethyl.
A process for preparing the compounds of claim 32 which comprises reacting the corresponding 3-(1-hydroxyprop-2-enyl)-7.beta.-(thiophen-2-yl-acetamido)-ceph-2-em-4-car boxylate ester with 5-mercapto-1-methyltetrazole or 5-mercapto-1,2,4-triazole to yield the corresponding compound of claim 41.
Dependencies are inferred from the claim text.