Claims
- 1. A pharmaceutical composition useful for treating bacterial infections in humans and domestic mammals which comprises a synergistically effective amount of a compound of the formula (II): ##STR16## or a pharmaceutically acceptable acid addition salt thereof wherein R.sub.3 is hydrogen, fluorine, chlorine, alkyl of 1-3 carbon atoms, alkoxyl of 1-3 carbon atoms or alkanoyloxy of 1-3 carbon atoms, R.sub.4 is hydrogen, fluorine, chlorine, alkyl of 1-3 carbon atoms or alkoxy of 1-3 carbon atoms, and R.sub.7 is nitro, cyano, amino or aminomethyl, and an antibacterially effective amount of a penicillin in combination with a pharmaceutically acceptable carrier.
- 2. A composition according to claim 1 wherein R.sub.7 is nitro.
- 3. A composition according to claim 1 wherein R.sub.7 is amino.
- 4. A composition according to claim 1 wherein R.sub.7 is cyano.
- 5. A composition according to claim 1 wherein R.sub.7 is aminomethyl.
- 6. A composition according to claim 1 wherein R.sub.3 is hydrogen, fluorine, chlorine, methoxyl or methyl.
- 7. A composition according to claim 1 wherein R.sub.4 is hydrogen, methyl or methoxyl.
- 8. A composition according to claim 1 wherein R.sub.3 is hydrogen and R.sub.4 is hydrogen.
- 9. A composition according to claim 1 wherein the compound is of the formula (III), (IV), (V) or (VI): ##STR17## wherein R.sub.3 is hydrogen, fluorine, chlorine, alkyl of 1-3 carbon atoms, alkoxyl of 1-3 carbon atoms or alkanoyloxy of 1-3 carbon atoms, and R.sub.4 is hydrogen, fluorine, chlorine, alkyl of 1-3 carbon atoms or alkoxy of 1-3 carbon atoms.
- 10. A composition according to claim 1 wherein R.sub.3 is hydrogen, chlorine, fluorine, methoxyl, ethoxyl, acetoxyl, propionoxyl, methyl or ethyl.
- 11. A composition according to claim 1 wherein R.sub.4 is hydrogen, fluorine, chlorine, methoxyl, ethyoxyl, acetoxyl, propionoxyl, methyl or ethyl.
- 12. A composition according to claim 1 wherein R.sub.3 and R.sub.4 are each hydrogen.
- 13. A composition according to claim 1 wherein the compound is a pharmaceutically acceptable acid addition salt of a compound of the formula (IV) or (VI): ##STR18## wherein R.sub.3 is hydrogen, fluorine, chlorine, alkyl of 1-3 carbon atoms, alkoxyl of 1-3 carbon atoms or aklanoyloxy of 1-3 carbon atoms, and R.sub.4 is hydrogen, fluorine, chlorine, alkyl of 1-3 carbon atoms or alkoxy of 1-3 carbon atoms.
- 14. A composition according to claim 13 wherein the salt is the hydrochloride salt.
- 15. A composition according to claim 1 wherein the compound is 9-N-(3'-cyanobenzyl) aminodeoxyclavulanic acid.
- 16. A composition according to claim 1 wherein the compound is 9-N-(4'-cyanobenzyl) aminodeoxyclavulanic acid.
- 17. A composition according to claim 1 wherein the compound is 9-N-(4'-nitrobenzyl) aminodexyclavulanic acid.
- 18. A composition according to claim 1 wherein the compound is 9-N-(4'-aminobenzyl) aminodeoxyclavulanic acid.
- 19. A composition according to claim 1 in oral administration form.
- 20. A composition according to claim 1 in parenteral administration form.
- 21. A composition according to claim 1 in injectible administration form.
- 22. A composition according to claim 1 in infusion administration form.
- 23. A composition according to claim 1 in a form suitable for topical application.
- 24. A composition according to claim 1 wherein the penicillin is amoxycillin.
- 25. A method of treating bacterial infections in humans and domestic mammals which comprises administering to a human or domestic mammal in need thereof a synergistically effective amount of a compound of the formula (II): ##STR19## or a pharmaceutically acceptable addition salt thereof wherein R.sub.3 is hydrogen, fluorine, chlorine, alkyl of 1-3 carbon atoms, alkoxyl of 1-3 carbon atoms or alkanoyloxy of 1-3 carbon atoms, R.sub.4 is hydrogen, fluorine, chlorine, alkyl of 1-3 carbon atoms or alkoxy of 1-3 carbon atoms, and R.sub.7 is nitro, cyano, amino or aminomethyl, and an antibacterially effective amount of a penicillin.
- 26. A method according to claim 25 wherein R.sub.7 is nitro.
- 27. A method according to claim 25 wherein R.sub.7 is amino.
- 28. A method according to claim 25 wherein R.sub.7 is cyano.
- 29. A method according to claim 25 wherein R.sub.7 is aminomethyl.
- 30. A method according to claim 25 wherein R.sub.3 is hydrogen, fluorine, chlorine, methoxyl, or methyl.
- 31. A method according to claim 25 wherein R.sub.4 is hydrogen, methyl or methoxyl.
- 32. A method according to claim 25 wherein R.sub.3 is hydrogen and R.sub.4 is hydrogen.
- 33. A method according to claim 25 wherein the compound is of the formula (III), (IV), (V) or (VI): ##STR20## wherein R.sub.3 is hydrogen, fluorine, chlorine, alkyl of 1-3 carbon atoms, alkoxyl of 1-3 carbon atoms or alkanoyloxy of 1-3 carbon atoms, and R.sub.4 is hydrogen, fluorine, chlorine, alkyl of 1-3 carbon atoms or alkoxy of 1-3 carbon atoms.
- 34. A method according to claim 25 wherein R.sub.3 is hydrogen, chlorine, fluorine, methoxyl, ethoxyl, acetoxyl, propionoxyl, methyl or ethyl.
- 35. A method according to claim 25 wherein R.sub.4 is hydrogen, fluorine, chlorine, methoxyl, ethyoxyl, acetoxyl, propionoxyl, methyl or ethyl.
- 36. A method according to claim 25 wherein R.sub.3 and R.sub.4 are each hydrogen.
- 37. A method according to claim 25 wherein the compound is a pharmaceutically acceptable acid addition salt of a compound of the formula (IV) or (VI): ##STR21## wherein R.sub.3 is hydrogen, fluorine, chlorine, alkyl of 1-3 carbon atoms, alkoxyl of 1-3 carbon atoms or alkanoyloxy of 1-3 carbon atoms, and R.sub.4 is hydrogen, fluorine, chlorine, alkyl of 1-3 carbon atoms or alkoxy of 1-3 carbons atoms.
- 38. A method according to claim 25 wherein the salt is the hydrochloride salt.
- 39. A method according to claim 25 wherein the compound is 9-N-(3'-cyanobenzyl) aminodeoxyclavulanic acid.
- 40. A method according to claim 25 wherein the compound is 9-N-(4'-cyanobenzyl) aminodeoxyclavulanic acid.
- 41. A method according to claim 25 wherein the compound is 9-N-(4'-nitrobenzyl) aminodeoxyclavulanic acid.
- 42. A method according to claim 25 wherein the compound is 9-N-(4'-aminobenzyl) aminodeoxyclavulanic acid.
- 43. A method according to claim 25 wherein the administration is oral.
- 44. A method according to claim 25 wherein the administration is parenteral.
- 45. A method according to claim 25 wherein the administration is by injection.
- 46. A method according to claim 25 wherein the administration is by infusion.
- 47. A method according to claim 25 wherein the administration is by topical application.
- 48. A method according to claim 25 wherein the penicillin is amoxycillin.
Priority Claims (1)
Number |
Date |
Country |
Kind |
41957/78 |
Oct 1978 |
GBX |
|
CROSS-REFERENCE
This is a division of Ser. No. 83,838 filed Oct. 11, 1979.
Foreign Referenced Citations (2)
Number |
Date |
Country |
79494 |
Apr 1978 |
BEX |
2646003 |
Apr 1977 |
DEX |
Non-Patent Literature Citations (1)
Entry |
Stirling et al., Chemical Abstracts 50: 168574X (1979), Abstracting Ger. Offen 2,817,085, published 10-26-78. |
Divisions (1)
|
Number |
Date |
Country |
Parent |
83838 |
Oct 1979 |
|