US3975375A
Expired / Lapsed
US
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Penicillins
Assignee: Bayer AG
•
Filing: 1974-09-03
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Granted: 1976-08-17
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Expires: 1994-09-03
Abstract
Abstract Arylmethyl- and cyclohexenylmethyl- penicillins, substituted on the α-carbon atom of the side chain by a 2,3-disubstituted imidazolidinylcarbamide or a 2,3-disubstituted imidazolidinylthiocarbamido group, or by the corresponding 2,3-disubstituted 1,3-diazacyclohexylcarbamido or thiocarbamido groups are anti-bacterial agents.
Inventors
- 👤 Hans-Bodo Konig
- 👤 Wilfried Schrock
- 👤 Karl-Georg Metzger
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 11:13
CPC Classifications
C; C07; C07D; C07D239/00; C07D239/02; C07D239/06; C07D239/08; C07D239/10; C07D233/00; C07D233/04; C07D233/28; C07D233/30; C07D233/32; C07D233/38; C07D275/00; C07D275/02; C07D333/00; C07D333/02; C07D333/04; C07D333/26; C07D333/30; C07D333/34; C07D499/00; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/10
Claims Analysis
Total Claims: 29
Claim 1
Independent Claim
105 words
A compound selected from the group consisting of a penicillin of the formula ##EQU17## wherein the carbon atom designated by * constitutes a center of chirality; R 1 is alkoxy of 1 to 8 carbon atoms; each of X, Y and Z, independently of the others, is --CO-- or --CS--; B is thienyl, cyclohexenyl, cyclohexa-1,4-dien-1-yl, phenyl or phenyl substituted by one or two members selected from the group consisting of halo, nitro, hydroxy, methoxy, methylthio and alkyl of 1 to 5 carbon atoms; and Q 1 is ethylene or trimethylene unsubstituted or substituted by one or two methyl groups; and the pharmaceutically acceptable salts thereof.
Claim 2
Dependent Claim
105 words
A compound selected from the group consisting of a penicillin of the formula ##EQU17## wherein the carbon atom designated by * constitutes a center of chirality; R 1 is alkoxy of 1 to 8 carbon atoms; each of X, Y and Z, independently of the others, is --CO-- or --CS--; B is thienyl, cyclohexenyl, cyclohexa-1,4-dien-1-yl, phenyl or phenyl substituted by one or two members selected from the group consisting of halo, nitro, hydroxy, methoxy, methylthio and alkyl of 1 to 5 carbon atoms; and Q 1 is ethylene or trimethylene unsubstituted or substituted by one or two methyl groups; and the pharmaceutically acceptable salts thereof.
Claim 3
Dependent Claim
14 words
A compound according to claim 1 wherein each of X and Y is --CO--.
Claim 4
Dependent Claim
20 words
A compound according to claim 1 wherein B is thienyl, cyclohexenyl, cyclohexa-1,4-dien-1-yl, phenyl, halophenyl, hydroxyphenyl, nitrophenyl, methoxyphenyl, methylphenyl, or methylthiophenyl.
Claim 5
Dependent Claim
39 words
A compound according to claim 1 wherein each of X and Y is --CO--; B is thienyl, cyclohexenyl, cyclohexa-1,4-dien-1yl, phenyl, halophenyl or hydroxyphenyl; and Q 1 is ethylene or trimethylene, unsubstituted or substituted by one or two methyl groups.
Claim 6
Dependent Claim
10 words
A compound according to claim 1 wherein Z is --CO--.
Claim 7
Dependent Claim
25 words
A compound according to claim 1 wherein each of X, Y and Z is --CO--; B is phenyl; and Q is ethylene, 1,2-propylene or trimethylene.
Claim 8
Dependent Claim
10 words
A compound according to claim 6 wherein Q is ethylene.
Claim 9
Dependent Claim
17 words
A compound according to claim 1 wherein the configuration about the carbon atom designated * is R.
Claim 10
Dependent Claim
17 words
A compound according to claim 1 wherein the configuration about the carbon atom designated * is S.
Claim 11
Dependent Claim
12 words
A compound according to claim 4 which is an alkali metal salt.
Claim 12
Dependent Claim
11 words
A compound according to claim 4 which is the sodium salt.
Claim 13
Dependent Claim
14 words
The compound according to claim 1 which is D(-)-α-[(3-methoxycarbonyl-imidazolidin-2-on-1-yl)-carbonylamino]-benzylpenicillin, or the sodium salt thereof.
Claim 14
Dependent Claim
15 words
The compound according to claim 1 which is D(-)-α-[ (3-i-propyloxycarbonyl-imidazolidin-2-on-1-yl)-carbonylamino]-benzylpenicillin, or the sodium salt thereof.
Claim 15
Dependent Claim
14 words
The compound according to claim 1 which is α-[(3-methoxycarbonyl-imidazolidin-2-on-1-yl)-carbonylamino]-p-methoxybenzylpenicillin, or the sodium salt thereof.
Claim 16
Dependent Claim
14 words
The compound according to claim 1 which is α-[(3-methoxycarbonyl-imidazolidin-2-on-1-yl)-carbonylamino]-p-methylthiobenzylpenicillin, or the sodium salt thereof.
Claim 17
Dependent Claim
14 words
The compound according to claim 1 which is α-[(3-methoxycarbonyl-imidazolidin-2-on-1-yl)-carbonylamino-]-p-hydroxybenzylpenicillin, or the sodium salt thereof.
Claim 18
Dependent Claim
14 words
The compound according to claim 1 which is α-[(3-methoxycarbonyl-imidazolidin-2-on-1-yl)-carbonylamino]-p-chlorobenzylpenicillin, or the sodium salt thereof.
Claim 19
Dependent Claim
14 words
The compound according to claim 1 which is α-[(3-methoxycarbonyl-imidazolidin-2-on-1-yl)-carbonylamino]-p-nitrobenzylpenicillin, or the sodium salt thereof.
Claim 20
Dependent Claim
14 words
The compound according to claim 1 which is α-[(3-methoxycarbonyl-imidazolidin-2-on-1-yl)-carbonylamino]-α-thienyl(2)-methylpenicillin, or the sodium salt thereof.
Claim 21
Dependent Claim
14 words
The compound according to claim 1 which is α-[(3-methoxycarbonyl-imidazolidin-2-on-1-yl)-carbonylamino]-α-thienyl(3)-methylpenicillin, or the sodium salt thereof.
Claim 22
Dependent Claim
14 words
The compound according to claim 1 which is D(-)-α-[(3-methoxycarbonyl-4-methyl-imidazolidin-2-on-1-yl)-carbonylamino]-benzylpenicillin, or the sodium salt thereof.
Claim 23
Dependent Claim
14 words
The compound according to claim 1 which is D(-)-α-[(3-methoxy-carbonyl-5-methyl-imidazolidin-2-on-1-yl)-carbonylamino]-benzylpenicillin, or the sodium salt thereof.
Claim 24
Dependent Claim
14 words
The compound according to claim 1 which is D(-)-α-[(3-methoxycarbonyl-1,3-diaza-cyclohexan-2-on-1-yl)-carbonylamino]-benzylpenicillin, or the sodium salt thereof.
Claim 25
Dependent Claim
14 words
The compound according to claim 1 which is D(-)-α-[(3-i-propyloxycarbonyl-4-methyl-imidazolidin-2-on-1-yl)-carbonylamino]-benzylpenicillin, or the sodium salt thereof.
Claim 26
Dependent Claim
14 words
The compound according to claim 1 which is D(-)-α-[(3-i-propyloxycarbonyl-5-methyl-imidazolidin-2-on-1-yl)-carbonylamino]-benzylpenicillin, or the sodium salt thereof.
Claim 27
Dependent Claim
14 words
The compound according to claim 1 which is D(-)-α-[(3-i-propyloxycarbonyl-1,3-diaza-cyclohexan-2-on-1-yl)-carbonylamino]-benzylpenicillin, or the sodium salt thereof.
Claim 28
Dependent Claim
14 words
The compound according to claim 1 which is D(-)-α-[(3-i-propyloxycarbonyl-imidazolidin-2-on-1-yl)-carbonylamino]-benzylpenicillin, or the sodium salt thereof.
Claim 29
Dependent Claim
14 words
The compound according to claim 1 which is α-[(3-methoxycarbonyl-imidazolidin-2-on-1-yl)-carbonylamino]-p-methylbenzylpenicillin, or the sodium salt thereof.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-08-17 | 1980-02-16 | 1980-08-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-08-17 | 1984-02-16 | 1984-08-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-08-17 | 1988-02-16 | 1988-08-17 | $7700.00 | Window Closed / Lapsed |