Pharmaceutical compositions comprising 7-acyl-3-(substituted triazolyl thiomethyl)-cephalosporins and methods of treating bacterial infections
AssigneeSmithKline Corporation
InventorDavid A. Berges
Life of this patent
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Abstract
The compounds of this invention are cephalosporins having various acyl substituents at the 7-position and a substituted triazolyl thiomethyl group at the 3-position of the cephem nucleus and intermediates for the preparation thereof. The 7-acylated compounds have antibacterial activity.
Claims20
A pharmaceutical composition having anti-bacterial activity comprising in an effective but nontoxic amount to produce said activity, a compound of the formula:
- ##STR3## in which:
- R.sup.1 is thienyl, phenyl or phenyl substituted with one or two groups selected from hydroxy, halo, nitro, hydroxymethyl, amino, lower alkylamino, di(lower)alkylamino, or carboxymethylamino, each alkyl having from one to four carbon atoms;
- X is amino or hydroxy;
- and
- Het is 1,2,4-triazolyl or 1,2,3-triazolyl each of which is substituted with --(CHR.sup.2).sub.n COR.sup.3 were R.sup.2 is hydrogen or lower alkyl or from one to four carbon atoms, n is zero to six and R.sup.3 is hydroxy, lower alkoxy of from one to four carbon atoms, amino, lower alkylamino or di(lower)alkylamino, each alkyl having from one to four carbon atoms, or a non-toxic pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier therefor.
A method of treating bacterial infections comprising administering internally either orally or by injection to an infected or susceptible warm-blooded animal an antibacterially effective but nontoxic dose of a compound of the formula:
- ##STR4## in which:
- R.sup.1 is thienyl, phenyl or phenyl substituted with one or two groups selected from hydroxy, halo, nitro, hydroxymethyl, amino, lower alkylamino, di(lower)alkylamino, or carboxymethylamino, each alkyl having from one to four carbon atoms;
- X is amino or hydroxy;
- and
- Het is 1,2,4-triazolyl or 1,2,3-triazolyl each of which is substituted with --(CHR.sup.2).sub.n COR.sup.3 where R.sup.2 is hydrogen or lower alkyl or from one to four carbon atoms, n is zero to six and R.sup.3 is hydroxy, lower alkoxy of from one to four carbon atoms, amino, lower alkylamino or di(lower) alkylamino, each alkyl having from one to four carbon atoms, or a non-toxic pharmaceutically acceptable salt thereof.
Dependencies are inferred from the claim text.