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US 4,255,423 AGranted
Cephalosporin compounds
AssigneeMerck & Co., Inc.
InventorsThomas R. Beattie, John Hannah, David B. R. Johnston
Life of this patent
Estimating the term…
Abstract
Novel cephalosporin compounds having a substituted or unsubstituted vinyl group at the 3-position are prepared by the reaction of a phosphoranylidene compound with a compound containing a carbonyl group. The novel cephalosporin compounds are active against a range of gram-negative and gram-positive microorganisms and are of value in human and veterinary medicine.
Claims8
Compounds of the formula:
- ##STR37## and the pharmaceutically acceptable salts and esters thereof;
- wherein R.sub.4 is an acyl group selected from the group consisting of:
- phenacetyl,
- 3-bromophenylacetyl,
- p-aminomethylphenylacetyl,
- 4-carboxylmethylphenylacetyl,
- 4-carboxamidomethylphenylacetyl,
- 2furylacetyl,
- 5-nitrofurylacetyl,
- 3-furylacetyl,
- 2-thienylacetyl,
- 5-chlorothienylacetyl,
- 5-methoxythienylacetyl,
- .alpha.-guanidino-2-thienylacetyl,
- 3-thienylacetyl,
- 4-methylthienylacetyl,
- 3-isothiazolylacetyl,
- 4-methoxyisothiazolylacetyl,
- 4-isothiazolylacetyl,
- 3-methylisothiazolylacetyl,
- 5-isothiazolylacetyl,
- 3-chloroisothiazolylacetyl,
- 3-methyl-1,2,5-oxadiazolylacetyl,
- 1,2,5-thiadiazolyl-4-acetyl,
- 3-methyl-1,2,5-thiadiazolyl-4-acetyl, p1 3-chloro-1,2,5-thiadiazolyl-4-acetyl,
- 3-methoxy-1,2,5-thiadiazolyl-4-acetyl,
- phenylthioacetyl,
- 4-pyridylthioacetyl,
- cyanoacetyl,
- tetrazolylacetyl,
- .alpha.-fluorophenylacetyl,
- D-phenylglycyl,
- 4-hydroxy-D-phenylglycyl,
- 2-thienylglycyl,
- 3-thienylglycyl,
- phenylmalonyl,
- 3-chlorophenylmalonyl,
- 2-thienylmalonyl,
- 3-thienylmalonyl,
- .alpha.-phosphonophenylacetyl,
- .alpha.-sulfaminophenylacetyl,
- .alpha.-hydroxyphenylacetyl,
- .alpha.-tetrazolylphenylacetyl, and
- .alpha.-sulfophenylacetyl;
- B is hydrogen or methoxy
- wherein when B is methoxy:
- R.sub.2 and R.sub.3 may be the same or different and are each selected from the following:
- (a) hydrogen;
- (b) substituted and unsubstituted:
- lower alkyl of 1-6 carbon atoms;
- wherein the substituents are selected from halo, hydroxyl, NH.sub.2, and NO.sub.2 ;
- and wherein when B is hydrogen:
- R.sub.2 and R.sub.3 may be the same or different and are each selected from the following:
- (a) hydrogen with the proviso that both R.sub.2 and R.sub.3 may not be hydrogen;
- (b) alkanoyloxyalkyl wherein the alkanoyl moiety has 1-6 carbon atoms and the alkyl portion has 1-6 carbon atoms.
52 more elements
A compound of the formula:
- ##STR38## wherein R.sup.2 is lower alkyl having one through six carbon atoms, and pharmaceutically acceptable salts thereof.
Dependencies are inferred from the claim text.