Claims
- 1. A 7.alpha.-methoxy-cephalosporin represented by the formula: ##STR48## wherein R.sup.1 is a hydrogen atom or a pharmaceutically acceptable salt-forming cation; R.sup.2 is a substituted or unsubstituted heterocyclic thio group in which the thio linkage is attached to a carbon atom of a 5 or 6 membered aromatic heterocyclic ring composed of carbon and at least one hetero atom selected from oxygen, sulfur and nitrogen, the heterocyclic moiety of said heterocyclic thio group being composed of said aromatic heterocyclic ring or of said aromatic heterocyclic ring fused to a benzene ring or being triazolopyridyl or purinyl, there being up to three substituents in the substituted group, the substituents being selected from halogen, hydroxyl, alkyl having 1 to 13 carbon atoms, alkyloxy having 1 to 5 carbon atoms, hydroxyalkyl having 1 to 5 carbon atoms, alkylthio having 1 to 5 carbon atoms, alkylamino having 1 to 5 carbon atoms, dialkylamino having 1 to 5 carbon atoms in each alkyl, alkanoyl-amino having 2 to 5 carbon atoms, alkanoyl having 2 to 5 carbon atoms, alkanoyloxy having 2 to 5 carbon atoms, N,N-dialkylaminoalkyl having 1 to 5 carbon atoms in each alkyl, alkyloxyalkyl having 1 to 5 carbon atoms in each alkyl, carboxyalkyl having 2 to 6 carbon atoms, sulfoalkyl having 1 to 5 carbon atoms, sulfamoylalkyl having 1 to 5 carbon atoms, carbamoylalkyl having 1 to 5 carbon atoms, phenyl, naphthyl, nitro,, cyano, carboxyl, carbamoyl, sulfo, sulfamoyl and oxo; R.sup.3 and R.sup.4 are independently a hydrogen atom or a lower alkyl group; A is a singly substituted or unsubstituted alkyl group having 1 to 13 carbon atoms, the substituent on said substituted alkyl group being selected from halogen, hydroxyl, alkyloxy having 1 to 5 carbon atoms, alkylthio having 1 to 5 carbon atoms, nitro, cyano, carboxyl and alkanoyl having 2 to 5 carbon atoms; and X is a hydrogen atom or a hydroxyl group.
- 2. The 7.alpha.-methoxy-cephalosporin according to claim 1, wherein R.sup.2 is a substituted or unsubstituted heterocyclic thio group, said substituents of the substituted group being as defined in claim 1 and said heterocyclic thio group being selected from oxazolylthio, thiazolylthio, isoxazolylthio, isothiazolylthio, imidazolylthio, pyrazolylthio, pyridylthio, pyrazinylthio, pyrimidinylthio, pyridazinylthio, quinolylthio, isoquinolylthio, quinazolylthio, indolylthio, indazolylthio, oxadiazolylthio, thiadiazolylthio, triazolylthio, tetrazolylthio, triazinylthio, benzimidazolylthio, benzoxazolylthio, benzthiazolylthio, triazolopyridylthio, purinylthio and pyridine-1-oxide-2-ylthio.
- 3. The 7.alpha.-methoxy-cephalosporin according to claim 1, wherein R.sup.2 is a 5-(1-methyl-1,2,3,4-tetrazolyl)thio, 2-(5-methyl-1,3,4-thiadiazolyl)thio, 5-(1,2,3-triazolyl)thio, 5-(1,2,3,4-tetrazolyl)thio, or 2-(1,3,4-thiadiazolyl)thio; R.sup.3 is a hydrogen atom; R.sup.4 is a hydrogen atom or a lower alkyl group; and A is a lower alkyl group.
- 4. The 7.alpha.-methoxy-cephalosporin according to claim 3, wherein R.sup.2 is 5-(1-methyl-1,2,3,4-tetrazolyl)thio, or 2-(5-methyl-1,3,4-thiadiazolyl)thio; R.sup.4 is a hydrogen atom; and A is methyl or ethyl.
- 5. The 7.alpha.-methoxy-cephalosporin according to claim 4, wherein A is ethyl.
- 6. The 7.alpha.-methoxy-cephalosporin according to claim 5, wherein X is hydroxyl.
- 7. The 7.alpha.-methoxy-cephalosporin according to claim 5, wherein X is hydrogen.
- 8. 7.beta.-[D(-)-.alpha.-(4-ethyl-2,3-dioxo-1-piperazinylcarbonylamino)phenylacetamido]-7.alpha.-methoxy-3-[5-(1-methyl-1,2,3,4-tetrazolyl)thiomethyl]-.DELTA..sup.3 -cephem-4-carboxylic acid or its non-toxic salt.
- 9. 7.beta.-[D(-)-.alpha.-(4-ethyl-2,3-dioxo-1-piperazinylcarbonylamino)-p-hydroxyphenylacetamido]-7.alpha.-methoxy-3-[5-(1-methyl-1,2,3,4-tetrazolyl)thiomethyl]-.DELTA..sup.3 -cephem-4-carboxylic acid or its non-toxic salt.
- 10. 7.beta.-[D(-)-.alpha.-(4-ethyl-2,3-dioxo-1-piperazinylcarbonylamino)phenylacetamido]-7.alpha.-methoxy-3-[2-(5-methyl-1,3,4-thiadiazolyl)thiomethyl]-.DELTA..sup.3 -cephem-4-carboxylic acid or its non-toxic salt.
- 11. 7.beta.-[D(-)-.alpha.-(4-ethyl-2,3-dioxo-1-piperazinylcarbonylamino)-p-hydroxyphenylacetamido]-7.alpha.-methoxy-3-[2-(5-methyl-1,3,4-thiadiazolyl)thiomethyl]-.DELTA..sup.3 -cephem-4-carboxylic acid or its non-toxic salt.
- 12. A 7.alpha.-methoxy-cephalosporin represented by the formula: ##STR49## wherein R.sup.1 is a protective group; R.sup.2 is a substituted or unsubstituted heterocyclic thio group in which the thio linkage is attached to a carbon atom of a 5 or 6 membered aromatic heterocyclic ring composed of carbon and at least one hetero atom selected from oxygen, sulfur or nitrogen, the heterocyclic moiety of said heterocyclic thio group being composed of said aromatic heterocyclic ring or of said aromatic heterocyclic ring fused to a benzene ring or being triazolopyridyl or purinyl, there being up to three substituents in the substituted group, the substituents being selected from halogen, hydroxyl, alkyl having 1 to 13 carbon atoms, alkyloxy having 1 to 5 carbon atoms, hydroxyalkyl having 1 to 5 carbon atoms, alkylthio having 1 to 5 carbon atoms, alkylamino having 1 to 5 carbon atoms, dialkylamino having 1 to 5 carbon atoms in each alkyl, alkanoyl amino having 2 to 5 atoms, alkanoyl having 2 to 5 carbon atoms, alkanoyloxy having 2 to 5 carbon atoms, N,N-dialkylaminoalkyl having 1 to 5 carbon atoms in each alkyl, alkyloxyalkyl having 1 to 5 carbon atoms in each alkyl, carboxyalkyl having 2 to 6 carbon atoms, sulfoalkyl having 1 to 5 carbon atoms, sulfamoylalkyl having 1 to 5 carbon atoms, carbamoylalkyl having 1 to 5 carbon atoms, phenyl, naphthyl, nitro, cyano, carboxyl, carbamoyl, sulfo, sulfamoyl and oxo; R.sup.3 and R.sup.4 are independently a hydrogen atom or a lower alkyl group; A is a singly substituted or unsubstituted alkyl group having 1 to 13 carbon atoms, the substituent on said substituted alkyl group being selected from halogen, hydroxyl, alkyloxy having 1 to 5 carbon atoms, alkylthio having 1 to 5 carbon atoms, nitro, cyano, carboxyl and alkanoyl having 2 to 5 carbon atoms; and X is a hydrogen atom or a hydroxyl group.
Priority Claims (2)
Number |
Date |
Country |
Kind |
52-86613 |
Jul 1977 |
JPX |
|
52-87540 |
Jul 1977 |
JPX |
|
CROSS-REFERENCES TO RELATED APPLICATIONS
This application is a continuation-in-part of application Ser. No. 759,134 filed Jan. 13, 1977, now U.S. Pat. No. 4,129,730.
US Referenced Citations (5)
Foreign Referenced Citations (1)
Number |
Date |
Country |
51-113890 |
Oct 1976 |
JPX |
Continuation in Parts (1)
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Number |
Date |
Country |
Parent |
759134 |
Jan 1977 |
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