Claims
- 1. A syn compound of the formula ##STR37## wherein R.sup.2 is C.sub.1 to C.sub.8 alkyl,
- R.sup.5 is carboxy or pharmaceutically acceptable esterified carboxy and R.sup.6 is amino or protected amino, and pharmaceutically acceptable salt thereof.
- 2. A syn compound of the formula ##STR38## wherein R.sup.2 is C.sub.1 to C.sub.8 alkyl,
- R.sup.5 is carboxy or pharmaceutically acceptable esterified carboxy and
- R.sup.6 is amino or protected amino, and pharmaceutically acceptable salt thereof.
- 3. The compound of the claim 2, wherein R.sup.6 is amino or lower alkanamido.
- 4. The compound of claim 3, wherein R.sup.6 is amino.
- 5. The compound of claim 4, wherein R.sup.2 is methyl, ethyl, propyl, isopropyl, butyl, isobutyl, pentyl, hexyl, heptyl, or octyl.
- 6. The compound of the claim 5, wherein R.sup.5 is carboxy.
- 7. The compound of the claim 6, which is 7-[2-(2-aminothiazol-4-yl)-2-methoxyiminioacetamido]-3-cephem-4-carboxylic acid (syn isomer).
- 8. The compound of the claim 6, which is 7-[2-(2-aminothiazol-4-yl)-2-ethoxyiminoacetamido]-3-cephem-4-carboxylic acid (syn isomer).
- 9. The compound of the claim 6, which is 7-[2-(2-aminothiazol-4-yl)-2-propoxyiminoacetamido]-3-cephem-4-carboxylic acid (syn isomer).
- 10. The compound of the claim 6, which is 7-[2-(2-aminothiazol-4-yl)-2-isopropoxyiminoacetamido]-3-cephem-4-carboxylic acid (syn isomer).
- 11. The compound of the claim 6, which is 7-[2-(2-aminothiazol-4-yl)-2-butoxyiminoacetamido]-3-cephem-4-carboxylic acid (syn isomer).
- 12. The compound of the claim 6, which is 7-[2-(2-aminothiazol-4-yl)-2-isobutoxyiminoacetamido]-3-cephem-4-carboxylic acid (syn isomer).
- 13. The compound of the claim 6, which is 7-[2-(2-aminothiazol-4-yl)-2-pentyloxyiminoacetamido]-3-cephem-4-carboxylic acid (syn isomer).
- 14. The compound of the claim 6, which is 7-[2-(2-aminothiazol-4-yl)-2-hexyloxyiminoacetamido]-3-cephem-4-carboxylic acid (syn isomer).
- 15. The compound of the claim 6, which is 7-[2-(2-aminothiazol-4-yl)-2-octyloxyiminoacetamido]-3-cephem-4-carboxylic acid (syn isomer).
- 16. The compound of the claim 6, wherein the pharmaceutically acceptable salt is sodium, potassium, calcium, magnesium, lysine or arginine salt or the hydrochloride.
- 17. The compound of the claim 16, which is sodium 7-[2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-cephem-4-carboxylate (syn isomer).
- 18. The compound of the claim 16, which is potassium, calcium, magnesium, lysine or arginine salt of 7-[2-(2-aminiothiazol-4-yl)-2-methoxyiminoacetamido]-3-cephem-4-carboxylic acid (syn isomer).
- 19. The compound of the claim 16, which is 7-[2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-cephem-4-carboxylic acid hydrochloride (syn isomer).
- 20. The compound of the claim 5, wherein R.sup.5 is nitro-substituted benzyloxycarbonyl or alkanoyloxy(lower)alkoxycarbonyl.
- 21. The compound of the claim 20, wherein R.sup.5 is p-nitrobenzyloxycarbonyl.
- 22. The compound of the claim 21, which is p-nitrobenzyl 7-[2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-cephem-4-carboxylate (syn isomer).
- 23. The compound of the claim 21, which is p-nitrobenzyl 7-[2-(2-aminothiazol-4-yl)-2-ethoxyiminoacetamido]-3-cephem-4-carboxylate (syn isomer).
- 24. The compound of the claim 21, which is p-nitrobenzyl 7-[2-(2-aminothiazol-4-yl)-2-propoxyiminoacetamido]-3-cephem-4-carboxylate (syn isomer).
- 25. The compound of the claim 21, which is p-nitrobenzyl 7-[2-(2-aminothiazol-4-yl)-2-isopropoxyiminoacetamido]-3-cephem-4-carboxylate (syn isomer).
- 26. The compound of the claim 20, which is hexanoyloxymethyl 7-[2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-cephem-4-carboxylate (syn isomer).
- 27. The compound of the claim 3, wherein R.sup.6 is lower alkanamido.
- 28. The compound of the claim 27, wherein R.sup.6 is formamido and R.sup.2 is methyl, butyl, isobutyl or pentyl.
- 29. The compound of the claim 28, wherein R.sup.5 is carboxy.
- 30. The compound of the claim 29, which is 7-[2-(2-formamidothiazol-4-yl)-2-methoxyiminoacetamido]-3-cephem-4-carboxylic acid (syn isomer).
- 31. The compound of the claim 29, which is 7-[2-(2-formamidothiazol-4-yl)-2-butoxyiminoacetamido]-3-cephem-4-carboxylic acid (syn isomer).
- 32. The compound of the claim 29, which is 7-[2-(2-formamidothiazol-4-yl)-2-isobutoxyiminoacetamido]-3-cephem-4-carboxylic acid (syn isomer).
- 33. The compound of the claim 29, which is 7-[2-(2-formamidothiazol-4-yl)-2-pentyloxyiminoacetamido]-3-cephem-4-carboxylic acid (syn isomer).
- 34. The compound of the claim 28, wherein R.sup.5 is nitro-substituted benzyloxycarbonyl.
- 35. The compound of the claim 34, wherein R.sup.5 is p-nitrobenzyloxycarbonyl.
- 36. The compound of the claim 35, which is p-nitrobenzyl 7-[2-(2-formamidothiazol-4-yl)-2-methoxyiminoacetamido]-3-cephem-4-carboxylate (syn isomer).
- 37. The compound of the claim 35, which is p-nitrobenzyl 7-[2-(2-formamidothiazol-4-yl)-2-butoxyiminoacetamido]-3-cephem-4-carboxylate (syn isomer).
- 38. The compound of the claim 35, which is p-nitrobenzyl 7-[2-(2-formamidothiazol-4-yl)-2-isobutoxyiminoacetamido]-3-cephem-4-carboxylate (syn isomer).
- 39. The compound of the claim 35 which is p-nitrobenzyl 7-[2-(2-formamidothiazol-4-yl)-2-pentyloxyiminoacetamido]-3-cephem-4-carboxylate (syn isomer).
- 40. An antimicrobial pharmaceutical composition comprising, as an effective ingredient, the compound of claim 1, in association with a pharmaceutically acceptable, substantially nontoxic carrier or excipient.
- 41. A method for treating an infectious disease caused by pathogens, which comprises administering the compound of claim 1 to infected human being or animals.
- 42. The compound of the claim 29, which is 7-[2-(2-formamidothiazol-4-yl)-2-octyloxyiminoacetamido]-3-cephem-4-carboxylic acid (syn isomer).
- 43. The compound of the claim 20, wherein R.sup.5 is lower alkanoyloxy (lower) alkoxycarbonyl.
- 44. The compound of the claim 43, wherein R.sup.5 is hexanoyloxymethoxycarbonyl.
Priority Claims (4)
Number |
Date |
Country |
Kind |
10699/77 |
Mar 1977 |
GBX |
|
29245/77 |
Jul 1977 |
GBX |
|
42315/77 |
Oct 1977 |
GBX |
|
75/78 |
Jan 1978 |
GBX |
|
Parent Case Info
This is a division, of application Ser. No. 886,340, filed Mar. 14, 1978.
US Referenced Citations (4)
Number |
Name |
Date |
Kind |
4278793 |
Durckheimer et al. |
Jul 1981 |
|
4284631 |
Takaya et al. |
Aug 1981 |
|
4370326 |
Takaya et al. |
Jan 1983 |
|
4372952 |
Takaya et al. |
Feb 1983 |
|
Divisions (1)
|
Number |
Date |
Country |
Parent |
886340 |
Mar 1978 |
|