Cephem derivatives

Cephem derivatives of the general formula ##STR1## is which the R.sub.2 O group is in the syn-position, a process for their manufacture and pharmaceutical formulations which are active against bacterial infections and contain these compounds.

Skip to:  ·  Claims  ·  References Cited  · Patent History  ·  Patent History

Claims

1. A syn compound of the formula

R.sub.3 is hydrogen, an alkali metal cation, or a carboxylic acid protecting group;
R.sub.4 is hydrogen or methoxy;
R.sub.1 is hydrogen or an amino protecting group; and
R.sub.2 is hydrogen or C.sub.1 -C.sub.4 -alkyl.

2. A syn compound as in claim 1 which is ##STR1100## wherein R.sub.3 is hydrogen or an alkali metal cation.

3. A syn compound of the formula ##STR1101##

4. A method for combating a bacterial infection in a patient suffering from such an infection, which method comprises administering to said patient a bactericidally effective amount of a compound as in claim 3.

5. A pharmaceutical composition for combating bacterial infections, acid composition comprising a bactericidally effective amount of a compound as in claim 3 and a pharmaceutically acceptable carrier therefor.

6. The compound of claim 1 wherein R.sub.3 is a carboxylic acid protecting group.

7. The compound of claim 6 wherein R.sub.3 is benzhydryl.

8. The compound of claim 1 wherein R.sub.3 is hydrogen or an alkali metal cation.

9. The compound of claim 8 wherein R.sub.4 is methoxy.

10. The compound of claim 8 wherein R.sub.4 is hydrogen.

11. The compound of claim 10 wherein R.sub.2 is C.sub.1 -C.sub.4 alkyl.

12. The compound of claim 11 wherein R.sub.2 is methyl.

13. The compound of claim 12 wherein R.sub.2 is hydrogen.

15. The compound of claim 3 wherein C.sub.1 -C.sub.4 -alkyl is methyl.

16. A method for combating a bacterial infection in a patient suffering from such an infection, which method comprises administering to said patient a bactericidally effective amount of a compound as in claim 1.

17. A pharmaceutical composition for combating bacterial infections, said composition comprising a bactericidally effective amount of a compound as in claim 1 and a pharmaceutically acceptable carrier therefor.

Referenced Cited
U.S. Patent Documents
4020058 April 26, 1977 Cocker et al.
4091211 May 23, 1978 Montavon et al.
4098888 July 4, 1978 Ochiai et al.
4166115 August 28, 1979 Takaya et al.
4264595 April 28, 1981 Numata et al.
4278671 July 14, 1981 Ochiai et al.
4278793 July 14, 1981 Durkheimer et al.
4298606 November 3, 1981 Ochiai et al.
4303655 December 1, 1981 Komiya et al.
4355160 October 19, 1982 Ochiai et al.
4366153 December 28, 1982 Takaya et al.
4758556 July 19, 1988 Durckheimer et al.
Foreign Patent Documents
850662 July 1977 BEX
852860 September 1977 BEX
852971 September 1977 BEX
857933 February 1978 BEX
864074 August 1978 BEX
865298 September 1978 BEX
865299 September 1978 BEX
Other references
  • Ochiai, J. Antibiotics 34, 171-177 at 174 (1981).
Patent History
Patent number: RE35754
Type: Grant
Filed: Jul 11, 1990
Date of Patent: Mar 24, 1998
Assignee: Hoechst Aktiengesellschaft (Frankfurt am Main)
Inventors: Walter Durckheimer (Hattersheim am Main), Dieter Bormann (Kelkheim), Eberhard Ehlers (Hofheim am Taunus), Elmar Schrinner (Wiesbaden), Rene Heymes (Romainville)
Primary Examiner: MArk L. Berch
Law Firm: Curtis, Morris & Safford
Application Number: 7/551,615