Claims
- 1. A compound of formula (II): ##STR12## or a pharmaceutically acceptable salt or ester thereof wherein A is hydrogen or a pharmaceutically acceptable salifyling or esterifying radical and X is alkylene of 1-12 carbon atoms optionally substituted by hydroxy, amino, or alkoxy of 1 to 6 carbon atoms, which substituents are not on the carbon atom adjacent the nitrogen atom; or a C.sub.5-7 cycloalkylene group.
- 2. A compound according to claim 1 wherein X is an alkylene group of 1-7 carbon atoms optionally substituted by a hydroxy or alkoxy of 1 to 6 carbon atoms group which substituents are not on the carbon atom adjacent the nitrogen atom.
- 3. A compound according to claim 2 wherein X is an alkylene group of 1-7 carbon atoms.
- 4. A compound according to claim 3 wherein X is --CH.sub.2 --CH.sub.2 --.
- 5. A compound according to claim 1 wherein A is hydrogen or alkyl of 1 to 6 carbon atoms.
- 6. A compound according to claim 5 wherein A is hydrogen.
- 7. Lithium 9-N-(carboxymethyl)amino-9-deoxyclavulanate.
- 8. The compound according to claim 1 which is:
- 9-N-(2'-Carboxyethyl)aminodeoxyclavulanic acid,
- 9-N-(4'-Carboxybutyl)aminodeoxyclavulanic acid,
- 9-N-(2'-Methoxycarbonylethyl)aminodeoxyclavulanic acid,
- Methyl 9-N-(2'-carboxyethyl)aminodeoxyclavulanate,
- 9-N-(5'-Carboxypentyl)aminodeoxyclavulanic acid,
- 9-N-(3'-Carboxypropyl)aminodeoxyclavulanic acid,
- 9-N-(10'-Carboxydecyl)aminodeoxyclavulanic acid, or
- 9-[N .epsilon.(L)-Lysyl]deoxyclavulanic acid.
- 9. A pharmaceutical composition useful for treating bacterial infections in mammals including humans and for effecting beta-lactamase inhibitory activity in mammals including humans which comprises a therapeutically effective amount of a compound of the formula (II): ##STR13## a pharmaceutically acceptable salt thereof or a pharmaceutically acceptable ester thereof, wherein A is hydrogen or a pharmaceutically acceptable salifyling or esterifying radical and X is alkylene of 1-12 carbon atoms optionally substituted by hydroxy, amino, or alkoxy of 1 to 6 carbon atoms, which substituents are not on the carbon atom adjacent the nitrogen atom; or a C.sub.5-7 cycloalkylene group, in combination with a pharmaceutically acceptable carrier.
- 10. A composition according to claim 9 wherein X is an alkylene group of 1-7 carbon atoms optionally substituted by a hydroxy or alkoxy of 1 to 6 carbon atoms group which substituents are not on the carbon atom adjacent the nitrogen atom.
- 11. A composition according to claim 9 wherein X is an alkylene group of 1-7 carbon atoms.
- 12. A composition according to claim 9 wherein X is --CH.sub.2 --CH.sub.2 --.
- 13. A composition according to claim 9 wherein A is hydrogen or alkyl of 1-6 carbon atoms.
- 14. A composition according to claim 9 wherein A is hydrogen.
- 15. A composition according to claim 9 wherein the compound is:
- 9-N-(2'-Carboxyethyl)aminodeoxyclavulanic acid,
- 9-N-(4'-Carboxybutyl)aminodeoxyclavulanic acid,
- 9-N-(2'-Methoxycarbonylethyl)aminodeoxyclavulanic acid,
- Methyl 9-N-(2'-carboxyethyl)aminodeoxyclavulanate,
- 9-N-(5'-Carboxypentyl)aminodeoxyclavulanic acid,
- 9-N-(3'-Carboxypropyl)aminodeoxyclavulanic acid,
- 9-N-(10'-Carboxydecyl)aminodeoxyclavulanic acid, or
- 9-[N.epsilon.(L)-Lysyl]deoxyclavulanic acid.
- 16. A pharmaceutical composition useful for treating bacterial infections in mammals including humans and for effecting beta-lactamase inhibitory activity in mammals including humans which comprises a therapeutically effective amount of 9-N-(2'-Carboxyethyl)aminodeoxyclavulanic acid.
- 17. A method of treating bacterial infections in mammals including humans which comprises administering to such a mammal in need thereof an antibacterially effective amount or a beta-lactamase inhibitory amount of a compound of the formula (II): ##STR14## a pharmaceutically acceptable salt thereof or a pharmaceutically acceptable ester thereof, wherein A is hydrogen or a pharmaceutically acceptable salifyling or esterifying radical and X is alkylene of 1-12 carbon atoms optionally substituted by hydroxy, amino, or alkoxy of 1 to 6 carbon atoms, which substituents are not on the carbon atom adjacent the nitrogen atom; or a C.sub.5-7 cycloalkylene group, in combination with a pharmaceutically acceptable carrier.
- 18. A method according to claim 17 wherein X is an alkylene group of 1-7 carbon atoms optionally substituted by a hydroxy or alkoxy of 1 to 6 carbon atoms group which substituents are not on the carbon atom adjacent the nitrogen atom.
- 19. A method according to claim 17 wherein X is an alkylene group of 1-7 carbon atoms.
- 20. A method according to claim 17 wherein X is --CH.sub.2 --CH.sub.2 --.
- 21. A method according to claim 17 wherein A is hydrogen or alkyl of 1-6 carbon atoms.
- 22. A method according to claim 17 wherein A is hydrogen.
- 23. A method according to claim 17 wherein the compound is:
- 9-N-(2'-Carboxyethyl)aminodeoxyclavulanic acid,
- 9-N-(4'-Carboxybutyl)aminodeoxyclavulanic acid,
- 9-N-(2'-Methoxycarbonylethyl)aminodeoxyclavulanic acid,
- Methyl 9-N-(2'-carboxyethyl)aminodeoxyclavulanate,
- 9-N-(5'-Carboxypentyl)aminodeoxyclavulanic acid,
- 9-N-(3'-Carboxypropyl)aminodeoxyclavulanic acid,
- 9-N-(10'-Carboxydecyl)aminodeoxyclavulanic acid, or
- 9-[N.epsilon.(L)-Lysyl]deoxyclavulanic acid.
- 24. A method of treating bacterial infections in mammals including humans and for effecting beta-lactamase inhibitory activity in mammals including humans which comprises administering to a mammal in need thereof a therapeutically effective amount of 9-N-(2'-Carboxyethyl)aminodeoxyclavulanic acid.
Priority Claims (1)
Number |
Date |
Country |
Kind |
7927236 |
Aug 1979 |
GBX |
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CROSS-REFERENCE
This is a continuation of Ser. No. 176,161 filed Aug. 7, 1980, now abandoned.
US Referenced Citations (44)
Foreign Referenced Citations (2)
Number |
Date |
Country |
25271 |
Mar 1981 |
EPX |
2747599 |
Apr 1978 |
DEX |
Non-Patent Literature Citations (3)
Entry |
Stirling et al. Chem. Abs. 90, 168574 (1978). |
Ponsford et al. Chem. Abs. 87, 84978g (1977). |
Cherry et al. Chem. Abs. 88, 6861v (1977). |
Continuations (1)
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Number |
Date |
Country |
Parent |
176161 |
Aug 1980 |
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