Claims
- 1. A compound of the formula (XVII): ##STR22## or an ester thereof of the formula (XVIII) or (XIX): ##STR23## wherein A.sub.1 is alkyl of 1 to 6 carbon atoms unsubstituted or mono-substituted by alkoxyl or alkanoyloxy of 1 to 7 carbon atoms, phthalidyl, ethoxycarbonyloxymethyl or .alpha.-ethoxycarbonyloxyethyl, A.sub.2 is alkenyl or alkynyl of up to 5 carbon atoms or phenyl unsubstituted or mono-substituted by fluoro, chloro, bromo, nitro or alkyl or alkoxyl of up to 4 carbon atoms, A.sub.3 is hydrogen, alkyl of up to 4 carbon atoms or phenyl unsubstituted or mono-substituted by fluoro, chloro, bromo, nitro, or alkyl or alkoxyl of up to 4 carbon atoms, R.sub.2 is hydrogen, fluorine, chlorine, bromine, alkyl of 1 to 3 carbon atoms, alkoxy of 1 to 3 carbon atoms, alkanoyloxy of 1 to 3 carbon atoms, hydroxyl, alkoxycarbonyl of 1 to 3 carbon atoms in the alkoxy part, or a group --N(R.sub.5)CO.R.sub.6, --N(R.sub.5)SO.sub.2 R.sub.6 or --CO--NR.sub.5 R.sub.6 wherein R.sub.5 is hydrogen, alkyl of 1 to 3 carbon atoms, phenyl or benzyl and R.sub.6 is alkyl of 1 to 3 carbon atoms, phenyl or benzyl; R.sub.3 is hydrogen, fluorine, chlorine, alkyl group of 1 to 3 carbon atoms, alkoxy of 1 to 3 carbon atoms or alkanoyloxy of 1 to 3 carbon atoms; R.sub.4 is hydrogen, fluorine, chlorine, alkyl group of 1 to 3 carbon atoms or alkoxyl of 1 to 3 carbon atoms; and X is alkylene of 1 to 4 carbon atoms.
- 2. A compound according to claim 1 in zwitterionic form.
- 3. A compound according to claim 2 wherein R.sub.2 is hydrogen, fluorine, chlorine, methoxyl, ethoxyl, hydroxyl, acetoxyl, propionyloxy, methyl, ethyl, methoxycarbonyl, ethoxy-carbonyl or acetamido; R.sub.3 is hydrogen, fluorine, chlorine, methoxyl, ethoxyl, acetoxyl, propionoxyl, methyl or ethyl; and R.sub.4 is hydrogen, fluorine, chlorine, methoxyl, ethoxyl, acetoxyl, propionoxyl, methyl or ethyl.
- 4. A compound according to claim 3 wherein R.sub.4 is hydrogen.
- 5. A compound according to claim 3 or 4 wherein R.sub.3 is hydrogen or methoxyl.
- 6. A compound according to claim 4 wherein R.sub.2 is hydrogen, fluorine, chlorine, methyl, methoxyl or acetamido and R.sub.3 l is hydrogen or methoxyl.
- 7. A compound according to claim 3 wherein X is CH.sub.2 or CH.sub.2 CH.sub.2.
- 8. A compound selected from
- (i) 9-N-(3-Phenylpropyl)aminodeoxyclavulanic acid
- (ii) 9-N-(4-Phenylbutyl)aminodeoxyclavulanic acid
- (iii) 9-N-[2-(3,4-Dimethoxyphenyl)ethyl]aminodeoxyclavulanic acid
- (iv) 9-N-(2-Phenylethyl)aminodeoxyclavulanic acid
- (v) 9-N-(3-Phenyl-2-methylpropyl)aminodeoxyclavulanic acid.
- 9. A method of treating bacterial infections in mammals including humans which comprises administering to such a mammal in need thereof an antibacterially effective amount of a compound of the formula (XVIII): ##STR24## wherein A.sub.1 is tetrahydropyranyl, tetrahydrofuranyl or a moiety of the formula
- --CHA.sub.5 --OA.sub.6 (c)
- --CHA.sub.5 --COA.sub.6 (d)
- --CHA.sub.5 --CO.sub.2 A.sub.6 (e)
- wherein
- A.sub.5 is hydrogen or methyl;
- A.sub.6 is alkyl of up to 4 carbon atoms, phenyl, benzyl or phenyl or benzyl substituted by one or two alkyl or alkoxy moieties up to 3 carbon atoms or by fluoro, chloro, bromo or nitro, or A.sub.5 is joined to A.sub.6 to form an ortho-phenylene moiety unsubstituted or substituted by one or two alkyl or alkoxyl moieties of up to 3 carbon atoms or by fluoro, chloro, bromo or nitro,
- R.sub.2 is hydrogen, fluorine, chlorine, bromine, alkyl of 1 to 3 carbon atoms, alkoxy of 1 to 3 carbon atoms, alkanoyloxy of 1 to 3 carbon atoms, hydroxyl, alkoxycarbonyl of 1 to 3 carbon atoms in the alkoxy part, or a group --N(R.sub.5)CO.R.sub.6, --N(R.sub.5).SO.sub.2 R.sub.6 or --CO--NR.sub.5 R.sub.6 wherein
- R.sub.5 is hydrogen, alkyl of 1 to 3 carbon atoms, phenyl or benzyl and
- R.sub.6 is alkyl of 1 to 3 carbon atoms, phenyl or benzyl;
- R.sub.3 is hydrogen, fluorine, chlorine, alkyl group of 1 to 3 carbon atoms, alkoxy of 1 to 3 carbon atoms or alkanoyl of 1 to 3 carbon atoms;
- R.sub.4 is hydrogen, fluorine, chlorine, alkyl group of 1 to 3 carbon atoms or alkoxyl of 1 to 3 carbon atoms; and
- X is alkylene of 1 to 4 carbon atoms, in combination with a pharmaceutically acceptable carrier.
- 10. A method according to claim 9 wherein A.sub.6 is methyl, ethyl, propyl, butyl, phenyl or benzyl.
- 11. A method according to claim 9 wherein A.sub.1 is tetrahydropyranyl or tetrahydrofuranyl.
- 12. A method according to claim 9 wherein A.sub.1 is --CH.sub.2 --OA.sub.6 wherein A.sub.6 is alkyl of up to 4 carbon atoms, phenyl, benzyl or phenyl or benzyl substituted by 1 or 2 alkyl or alkoxyl moieties of up to 3 carbon atoms, or by fluoro, chloro, bromo or nitro.
- 13. A pharmaceutical composition useful for treating bacterial infections in mammals including humans which comprises an antibacterially effective amount of a compound of the formula (XVII): ##STR25## or an ester thereof of the formula (XVIII) or (XIX): ##STR26## wherein A.sub.1 is alkyl of 1 to 6 carbon atoms unsubstituted or mono-substituted by alkoxyl or alkanoyloxy of 1 to 7 carbon atoms, phthalidyl, ethoxycarbonyloxymethyl or .alpha.-ethoxycarbonyloxyethyl, A.sub.2 is alkenyl or alkynyl of up to 5 carbon atoms or phenyl unsubstituted or mono-substituted by fluoro, chloro, bromo, nitro or alkyl or alkoxyl of up to 4 carbon aoms, A.sub.3 is hydrogen, alkyl of up to 4 carbon atoms or phenyl unsubstituted or mono-substituted by fluoro, chloro, bromo, nitro, or alkyl or alkoxyl of up to 4 carbon atoms, R.sub.2 is hydrogen, fluorine, chlorine, bromine, alkyl of 1 to 3 carbon atoms, alkoxy of 1 to 3 carbon atoms, alkanoyloxy of 1 to 3 carbon atoms, hydroxyl, alkoxycarbonyl of 1 to 3 carbon atoms in the alkoxy part, or a group --N(R.sub.5)CO.R.sub.6 --N(R.sub.5)SO.sub.2 R.sub.6 or --CO--NR.sub.5 R.sub.6 wherein R.sub.5 is hydrogen, alkyl of 1 to 3 carbon atoms, phenyl or benzyl and R.sub.6 is alkyl of 1 to 3 carbon atoms, phenyl or benzyl; R.sub.3 is hydrogen, fluorine, chlorine, alkyl group of 1 to 3 carbon atoms, alkoxy of 1 to 3 carbon atoms or alkanoyloxy of 1 to 3 carbon atoms; R.sub.4 is hydrogen, fluorine, chlorine, alkyl group of 1 to 3 carbon atoms or alkoxyl of 1 to 3 carbon atoms; and X is alkylene of 1 to 4 carbon atoms as the sole antibacterial agent, in combination with a pharmaceutically acceptable carrier.
- 14. A composition according to claim 13 wherein the compound is in zwitterionic form.
- 15. A composition according to claim 13 wherein R.sub.2 is hydrogen, fluorine, chlorine, methoxyl, ethoxyl, hydroxyl, acetoxyl, propionyloxy, methyl, ethyl, methoxycarbonyl, ethoxycarbonyl or acetamido; R.sub.3 is hydrogen, fluorine, chlorine, methoxyl, ethoxyl, acetoxyl, propionoxyl, methyl or ethyl; and R.sub.4 is hydrogen, fluorine, chlorine, methoxyl, ethoxyl, acetoxyl, propionoxyl, methyl or ethyl.
- 16. A composition according to claim 13 wherein R.sub.4 is hydrogen.
- 17. A composition according to claim 13 or 14 wherein R.sub.3 is hydrogen or methoxyl.
- 18. A composition according to claim 16 wherein R.sub.2 is hydrogen, fluorine, chlorine, methyl, methoxyl or acetamido and R.sub.3 is hydrogen or methoxyl.
- 19. A composition according to claim 15 wherein X is CH.sub.2 or CH.sub.2 CH.sub.2.
- 20. A composition according to claim 13 wherein the compound is 9-N-(3-Phenylpropyl)aminodeoxyclavulanic acid.
- 21. A composition according to claim 13 wherein the compound is 9-N-(4-Phenylbutyl)aminodeoxyclavulanic acid.
- 22. A composition according to claim 13 wherein the compound is 9-N-[2-(3,4-Dimethoxyphenyl)ethyl]aminodeoxyclavulanic acid.
- 23. A composition according to claim 13 wherein the compound is 9-N-(2-Phenylethyl)aminodeoxyclavulanic acid.
- 24. A composition according to claim 13 wherein the compound is 9-N-(3-Phenyl-2-methylpropyl)aminodeoxyclavulanic acid.
- 25. A composition according to claim 13 in oral administration form.
- 26. A composition according to claim 13 in a form suitable for administration by injection.
- 27. A method of treating bacterial infections in mammals which comprises administering to a mammal in need thereof an antibacterially effective amount of a compound of the formula (XVII): ##STR27## or an ester thereof of the formula (XVIII) or (XIX): ##STR28## wherein A.sub.1 is alkyl of 1 to 6 carbon atoms unsubstituted or mono-substituted by alkoxyl or alkanoyloxy of 1 to 7 carbon atoms, phthalidyl, ethoxycarbonyloxymethyl or .alpha.-ethoxycarbonyloxyethyl, A.sub.2 is alkenyl or alkynyl of up to 5 carbon atoms or phenyl unsubstituted or mono-substituted by fluoro, chloro, bromo, nitro or alkyl or alkoxyl of up to 4 carbon atoms, A.sub.3 is hydrogen, alkyl of up to 4 carbon atoms or phenyl unsubstituted or mono-substituted by fluoro, chloro, bromo, nitro, or alkyl or alkoxyl of up to 4 carbon atoms, R.sub.2 is hydrogen, fluorine, chlorine, bromine, alkyl of 1 to 3 carbon atoms, alkoxy of 1 to 3 carbon atoms, alkanoyloxy of 1 to 3 carbon atoms, hydroxyl, alkoxycarbonyl of 1 to 3 carbon atoms in the alkoxy part, or a group --N(R.sub.5)CO.R.sub.6 --N(R.sub.5)SO.sub.2 R.sub.6 or --CO--NR.sub.5 R.sub.6 wherein R.sub.5 is hydrogen, alkyl of 1 to 3 carbon atoms, phenyl or benzyl and R.sub.6 is alkyl of 1 to 3 carbon atoms, phenyl or benzyl; R.sub.3 is hydrogen, fluorine, chlorine, alkyl group of 1 to 3 carbon atoms, alkoxy of 1 to 3 carbon atoms or alkanoyloxy of 1 to 3 carbon atoms; R.sub.4 is hydrogen, fluorine, chlorine, alkyl group of 1 to 3 carbon atoms or alkoxyl of 1 to 3 carbon atoms; and X is alkylene of 1 to 4 carbon atoms, in combination with a pharmaceutically acceptable carrier.
- 28. A method according to claim 27 wherein the compound is in zwitterionic form.
- 29. A method according to claim 17 wherein R.sub.2 is hydrogen, fluorine, chlorine, methoxyl, ethoxyl, hydroxyl, acetoxyl, propionyloxy, methyl, ethyl, methoxycarbonyl, ethoxycarbonyl or acetamido; R.sub.3 is hydrogen, fluorine, chlorine, methoxy, ethoxyl, acetoxyl, propionoxyl, methyl or ethyl; and R.sub.4 is hydrogen, fluorine, chlorine, methoxyl, ethoxyl, acetoxyl, propionoxyl, methyl or ethyl.
- 30. A method according to claim 27 wherein R.sub.4 is hydrogen.
- 31. A method according to claim 27 or 28 wherein R.sub.3 is hydrogen or methoxyl.
- 32. A method according to claim 30 wherein R.sub.2 is hydrogen, fluorine, chlorine, methyl, methoxyl or acetamido and R.sub.3 is hydrogen or methoxyl.
- 33. A method according to claim 29 wherein X is CH.sub.2 or CH.sub.2 CH.sub.2.
- 34. A method according to claim 27 wherein the compound is 9-N-(3-Phenylpropyl)aminodeoxyclavulanic acid.
- 35. A method according to claim 27 wherein the compound is 9-N-(4-Phenylbutyl)aminodeoxyclavulanic acid.
- 36. A method according to claim 27 wherein the compound is 9-N-[2-(3,4-Dimethoxyphenyl)ethyl]aminodeoxyclavulanic acid.
- 37. A method according to claim 27 wherein the compound is 9-N-(2-Phenylethyl)aminodeoxyclavulanic acid.
- 38. A method according to claim 27 wherein the compound is 9-N-(3-Phenyl-2-methylpropyl)aminodeoxyclavulanic acid.
- 39. A method according to claim 27 wherein the administration is oral.
- 40. A method according to claim 27 wherein the administration is in a form suitable by injection.
- 41. A method according to claim 9 wherein A.sub.1 is --CH.sub.2 --CO--A.sub.6 wherein A.sub.6 is alkyl of up to 4 carbon atoms, phenyl, benzyl or phenyl or benzyl substituted by 1 or 2 alkyl or alkoxyl moieties of up to 3 carbon atoms, or by fluoro, chloro, bromo, or nitro.
- 42. A method according to claim 9 wherein A.sub.1 is --CH.sub.2 --CO.sub.2 A.sub.6 wherein A.sub.6 is alkyl of up to 4 carbon atoms, phenyl, benzyl or phenyl or benzyl substituted by 1 or 2 alkyl or alkoxyl moieties of up to 3 carbon atoms, or by fluoro, chloro, bromo or nitro.
- 43. A method according to claim 9 wherein A.sub.1 is --CH(CH.sub.3)--CO.sub.2 A.sub.6 wherein A.sub.6 is alkyl of up to 4 carbon atoms, phenyl, benzyl or phenyl or benzyl substituted by 1 or 2 alkyl or alkoxyl moieties of up to 3 carbon atoms, or by fluoro, chloro, bromo or nitro.
- 44. A compound according to claim 1 wherein A.sub.1 methyl, methoxymethyl, acetoxymethyl, acetoxyethyl, phthalidyl, ethoxycarbonyloxymethyl, or .alpha.-ethoxycarbonyloxyethyl.
- 45. A compound according to claim 1 wherein A.sub.2 is phenyl or 4-methoxyphenyl.
- 46. A compound according to claim 1 wherein A.sub.3 is hydrogen.
- 47. A composition according to claim 13 wherein A.sub.1 is methyl, methoxymethyl, acetoxymethyl, acetoxyethyl, phthalidyl, ethoxycarbonyloxymethyl, or .alpha.-ethoxycarbonyloxyethyl.
- 48. A composition according to claim 13 wherein A.sub.2 is phenyl or 4-methoxyphenyl.
- 49. A composition according to claim 13 wherein A.sub.3 is hydrogen.
- 50. A method according to claim 27 wherein A.sub.1 is methyl, methoxymethyl, acetoxymethyl, acetoxyethyl, phthalidyl, ethoxycarbonyloxymethyl, or .alpha.-ethoxycarbonyloxyethyl.
- 51. A method according to claim 27 wherein A.sub.2 is phenyl or 4-methoxyphenyl.
- 52. A method according to claim 27 wherein A.sub.3 is hydrogen.
- 53. An ester according to claim 1 which is the methyl, ethyl, n-propyl, n-butyl, allyl, CH.sub.2 --C.tbd.CH, methoxymethyl, acetoxymethyl, propionoxymethyl, pivaloyloxymethyl, ethoxycarbonyloxymethyl, methoxycarbonyloxyethyl, ethoxycarbonyloxyethyl, dimethoxyphthalidyl, benzyl, methoxybenzyl, ethoxybenzyl, nitrobenzyl or chlorobenzyl ester.
- 54. A composition according to claim 47 wherein the compound is in the form of the methyl, ethyl, n-propyl, n-butyl, allyl, CH.sub.2 --C.tbd.CH, methoxymethyl, acetoxymethyl, propionoxymethyl, pivaloyloxymethyl, ethoxycarbonyloxymethyl, methoxycarbonyloxyethyl, ethoxycarbonyloxyethyl, dimethoxyphthalidyl, benzyl, methoxybenzyl, ethoxybenzyl, nitrobenzyl or chlorbenzyl ester.
- 55. A method according to claim 54 wherein the compound is administered in the form of the methyl, ethyl, n-propyl, n-butyl, allyl, CH.sub.2 --C.tbd.CH, methoxymethyl, acetoxymethyl, propionoxymethyl, pivaloyloxymethyl, ethoxycarbonyloxymethyl, methoxycarbonyloxyethyl, ethoxycarbonyloxyethyl, dimethoxyphthalidyl, benzyl, methoxybenzyl, ethoxybenzyl, nitrobenzyl or chlorobenzyl ester.
- 56. A compound of the formula (XVII): ##STR29## or an ester thereof of the formula (XVIII): ##STR30## wherein A.sub.1 is tetrahydropyranyl, tetrahydrofuranyl or a moiety of the formula
- --CHA.sub.5 --OA.sub.6 (c)
- --CHA.sub.5 --COA.sub.6 (d)
- --CHA.sub.5 --CO.sub.2 A.sub.6 (e)
- wherein
- A.sub.5 is hydrogen or methyl;
- A.sub.6 is alkyl of up to 4 carbon atoms, phenyl, benzyl or phenyl or benzyl substituted by one or two alkyl or alkoxy moieties of up to 3 carbon atoms or by fluoro, chloro, bromo or nitro, or A.sub.5 is joined to A.sub.6 to form an ortho-phenylene moiety unsubstituted or substituted by one or two alkyl or alkoxyl moieties of up to 3 carbon atoms or by fluoro, chloro, bromo or nitro,
- R.sub.2 is hydrogen, fluorine, chlorine, bromine, alkyl of 1 to 3 carbon atoms, alkoxy of 1 to 3 carbon atoms, alkanoyloxy of 1 to 3 carbon atoms, hydroxyl, alkoxycarbonyl of 1 to 3 carbon atoms in the alkoxy part, or a group --N(R.sub.5)CO.R.sub.6,--N(R.sub.5)SO.sub.2 R.sub.6 or --CO--NR.sub.5 R.sub.6 wherein
- R.sub.5 is hydrogen, alkyl of 1 to 3 carbon atoms, phenyl or benzyl and
- R.sub.6 alkyl of 1 to 3 carbon atoms, phenyl or benzyl;
- R.sub.3 is hydrogen, fluorine, chlorine, alkyl group of 1 to 3 carbon atoms, alkoxy of 1 to 3 carbon atoms or alkanoyl of 1 to 3 carbon atoms;
- R.sub.4 is hydrogen, fluorine, chlorine, alkyl group of 1 to 3 carbon atoms or alkoxyl of 1 to 3 carbon atoms; and
- X is alkylene of 1 to 4 carbon atoms.
- 57. A compound accordng to claim 56 wherein A.sub.1 is --CH.sub.2 --OA.sub.6 wherein A.sub.6 is alkyl of up to 4 carbon atoms, phenyl, benzyl or phenyl or benzyl substituted by 1 or 2 alkyl or alkoxyl moieties of up to 3 carbon atoms, or by fluoro, chloro, bromo or nitro.
- 58. A compound according to claim 56 wherein A.sub.1 is --CH.sub.2 --CO--A.sub.6 wherein A.sub.6 is alkyl of up to 4 carbon atoms, phenyl, benzyl or phenyl or benzyl substituted by 1 or 2 alkyl or alkoxyl moieties of up to 3 carbon atoms, or by fluoro, chloro, bromo, or nitro.
- 59. A compound according to claim 56 wherein A.sub.1 is --CH.sub.2 --CO.sub.2 A.sub.6 wherein A.sub.6 is alkyl of up to 4 carbon atoms, phenyl, benzyl or phenyl or benzyl substituted by 1 or 2 alkyl or alkoxyl moieties of up to 3 carbon atoms, or by fluoro, chloro, bromo or nitro.
- 60. A compound according to claim 56 wherein A.sub.1 is --CH(CH.sub.3)--CO.sub.2 A.sub.6 wherein A.sub.6 is alkyl of up to 4 carbon atoms, phenyl, benzyl or phenyl or benzyl substituted by 1 or 2 alkyl or alkoxyl moieties of up to 3 carbon atoms, or by fluoro, chloro, bromo or nitro.
- 61. A compound according to claim 56 wherein A.sub.6 is methyl, ethyl, propyl, butyl, phenyl or benzyl.
- 62. A compound according to claim 56 wherein A.sub.1 is tetrahydropyranyl or tetrahydrofuranyl.
- 63. A pharmaceutical composition useful for treating bacterial infections in mammals including humans which comprises an antibacterially effective amount of the compound of the formula (XVIII): ##STR31## wherein A.sub.1 is tetrahydropyranyl, tetrahydrofuranyl or a moiety of the formula
- --CHA.sub.5 --OA.sub.6 (c)
- --CHA.sub.5 --COA.sub.6 (d)
- --CHA.sub.5 --CO.sub.2 A.sub.6 (e)
- wherein
- A.sub.5 is hydrogen or methyl;
- A.sub.6 is alkyl of up to 4 carbon atoms, phenyl, benzyl or phenyl or benzyl substituted by one or two alkyl or alkoxy moieties of up to 3 carbon atoms or by fluoro, chloro, bromo or nitro, or A.sub.5 is joined to A.sub.6 to form an ortho-phenylene moiety unsubstituted or substituted by one or two alkyl or alkoxyl moieties of up to 3 carbon atoms or by fluoro, chloro, bromo or nitro.
- R.sub.2 is hydrogen, fluorine, chlorine, bromine, alkyl of 1 to 3 carbon atoms, alkoxy of 1 to 3 carbon atoms, alkanoyloxy of 1 to 3 carbon atoms, hydroxyl, alkoxycarbonyl of 1 to 3 carbon atoms in the alkoxy part, or a group --N(R.sub.5)CO.R.sub.6 --N(R.sub.5)SO.sub.2 R.sub.6 or --CO--NR.sub.5 R.sub.6 wherein
- R.sub.5 is hydrogen, alkyl of 1 to 3 carbon atoms, phenyl or benzyl and
- R.sub.6 is alkyl of 1 to 3 carbon atoms, phenyl or benzyl;
- R.sub.3 is hydrogrn, fluorine, chlorine, alkyl group of 1 to 3 carbon atoms, alkoxy of 1 to 3 carbon atoms or alkanoyl of 1 to 3 carbon atoms;
- R.sub.4 is hydrogen, fluorine, chlorine, alkyl group to 1 to 3 carbon atoms or alkoxyl of 1 to 3 carbon atoms; and
- X is alkylene of 1 to 4 carbon atoms as the sole antibacterial agent, in combination with a pharmaceutically acceptable carrier.
- 64. A composition according to claim 63 wherein A.sub.1 is --CH.sub.2 --OA.sub.6 wherein A.sub.6 is alkyl of up to 4 carbon atoms, phenyl, benzyl or phenyl or benzyl substituted by 1 or 2 alkyl or alkoxyl moieties of up to 3 carbon atoms, or by fluoro, chloro, bromo or nitro.
- 65. A composition according to claim 63 wherein A.sub.1 is --CH.sub.2 --CO--A.sub.6 wherein A.sub.6 is alkyl of up to 4 carbon atoms, phenyl, benzyl or phenyl or benzyl substituted by 1 or 2 alkyl or alkoxyl moieties of up to 3 carbon atoms, or by fluoro, chloro, bromo, or nitro.
- 66. A composition according to claim 63 wherein A.sub.1 is --CH.sub.2 --CO.sub.2 A.sub.6 wherein A.sub.6 is alkyl of up to 4 carbon atoms, phenyl, benzyl or phenyl or benzyl substituted by 1 or 2 alkyl or alkoxyl moieties of up to 3 carbon atoms, or by fluoro, chloro, bromo or nitro.
- 67. A composition according to claim 63 wherein A.sub.1 is --CH(CH.sub.3)--CO.sub.2 A.sub.6 wherein A.sub.6 is alkyl of up to 4 carbon atoms, phenyl, benzyl or phenyl or benzyl substituted by 1 or 2 alkyl or alkoxyl moieties of up to 3 carbon atoms, or by fluoro, chloro, bromo or nitro.
- 68. A composition according to claim 63 wherein A.sub.6 is methyl, ethyl, propyl, butyl, phenyl or benzyl.
- 69. A composition according to claim 63 wherein A.sub.1 is tetrahydropyranyl or tetrahydrofuranyl.
Priority Claims (7)
Number |
Date |
Country |
Kind |
1674/77 |
Apr 1977 |
GBX |
|
37072/77 |
Sep 1977 |
GBX |
|
50229/77 |
Dec 1977 |
GBX |
|
53866/77 |
Dec 1977 |
GBX |
|
31624/78 |
Jul 1978 |
GBX |
|
36265/78 |
Sep 1978 |
GBX |
|
36270/78 |
Sep 1978 |
GBX |
|
Parent Case Info
This application is a continuation-in-part of application Ser. No. 056,071 filed July 9, 1979, which is a C.I.P. of Ser. No. 896,441, filed Apr. 14, 1978, now abandoned.
US Referenced Citations (2)
Number |
Name |
Date |
Kind |
4078067 |
Christensen |
Mar 1978 |
|
4256638 |
Ponsford et al. |
Mar 1981 |
|
Foreign Referenced Citations (1)
Number |
Date |
Country |
2646003 |
Apr 1977 |
DEX |
Continuation in Parts (2)
|
Number |
Date |
Country |
Parent |
56071 |
Jul 1979 |
|
Parent |
896441 |
Apr 1978 |
|