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Ureidoacetamido-penicillins

Assignee: Bayer AG
•
Filing: 1973-12-19
•
Granted: 1976-01-20
•
Expires: 1993-12-19
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Abstract

Abstract 6-(α-3-Acyl-unreidoacetamido)-penicillanic acids and pharmaceutically acceptable non-toxic salts thereof in which the hydrogen atom of the nitrogen atom present in the 3-position is substituted, are effective against Gram-positive and Gram-negative infections, particularly Klebsiella aerobacter infections.

Inventors

  • 👤 Hans Disselnkotter
  • 👤 Karl Georg Metzger

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 18:17
CPC Classifications
C; C07; C07D; C07D499/00; C07D499/21; C07D499/44; C07D499/48; C07D499/58; C07D499/64; A; A61; A61K; A61K31/00; A61K31/33; A61K31/395; A61K31/41; A61K31/425; A61K31/429; A61K31/43; C07C; C07C275/00; C07C275/46; C07C275/58; C07C275/60; C07D499/68

Claims Analysis

Total Claims: 38
Claim 1
Independent Claim 65 words
A penicillin of the formula: ##EQU25## or a pharmaceutically acceptable non-toxic salt thereof wherein ##EQU26## wherein E is oxygen or sulphur; ##EQU27## B is thienyl, phenyl or phenyl substituted by lower alkyl, mono- or di-halogen, lower alkoxy, lower alkylthio, hydroxy or methylcarbonylamino; and C can have either of the two possible R- and S- stereoisomeric configurations or it can be a mixture of such diastereomers.
Claim 2
Dependent Claim 65 words
A penicillin of the formula: ##EQU25## or a pharmaceutically acceptable non-toxic salt thereof wherein ##EQU26## wherein E is oxygen or sulphur; ##EQU27## B is thienyl, phenyl or phenyl substituted by lower alkyl, mono- or di-halogen, lower alkoxy, lower alkylthio, hydroxy or methylcarbonylamino; and C can have either of the two possible R- and S- stereoisomeric configurations or it can be a mixture of such diastereomers.
Claim 3
Dependent Claim 27 words
A penicillin or a pharmaceutically acceptable non-toxic salt thereof according to claim 1 wherein B is thienyl, phenyl, tolyl, chlorophenyl, dichlorophenyl, difluorophenyl, methoxyphenyl, methylthiophenyl, hydroxyphenyl or methylcarbonylaminophenyl.
Claim 4
Dependent Claim 17 words
A penicillin or a pharmaceutically acceptable non-toxic salt thereof according to claim 2 wherein E is oxygen.
Claim 5
Dependent Claim 34 words
A penicillin or a pharmaceutically acceptable non-toxic salt thereof according to claim 3 wherein Q is (CH 2 ) 2 ; and B is phenyl, tolyl, chlorophenyl, dichlorophenyl, difluorophenyl, methoxyphenyl, methylthiophenyl, hydroxyphenyl or methylcarbonylaminophenyl.
Claim 6
Dependent Claim 19 words
A penicillin or a pharmaceutically acceptable non-toxic salt thereof according to claim 2 wherein C has the D(-)-- configuration.
Claim 7
Dependent Claim 19 words
A penicillin or a pharmaceutically acceptable non-toxic salt thereof according to claim 1 wherein C has the L(+)-- configuration.
Claim 8
Dependent Claim 13 words
A penicillin according to claim 2 in the form of the sodium salt.
Claim 9
Dependent Claim 14 words
The compound according to claim 1 which is D,L-α-[(imidazolidin-2-on-1-yl)-carbonylamino]-4-methylbenzylpenicillin or the sodium salt thereof.
Claim 10
Dependent Claim 14 words
The compound according to claim 1 which is D,L-α-[(imidazolidin-2-on-1-yl)-carbonylamino]-p-chlorobenzylpenicillin or the sodium salt thereof.
Claim 11
Dependent Claim 14 words
The compound according to claim 1 which is D(-)-α-[(imidazolidin-2-on-1-yl)-carbonylamino]-benzylpenicillin or the sodium salt thereof.
Claim 12
Dependent Claim 14 words
The compound according to claim 1 which is D,L-α-[(imidazolidin-2-on-1-yl)-carbonylamino]-4-methylthiobenzylpenicillin or the sodium salt thereof.
Claim 13
Dependent Claim 14 words
The compound according to claim 1 which is D(-)-α-[(imidazolidine-2-thion-1-yl)-carbonylamino]-benzylpenicillin or the sodium salt thereof.
Claim 14
Dependent Claim 14 words
The compound according to claim 1 which is D,L-α-[(imidazolidin-2-on-1-yl)-carbonylamino]-2,6-dichlorobenzylpenicillin or the sodium salt thereof.
Claim 15
Dependent Claim 14 words
The compound according to claim 1 which is D(-)-α-[(imidazolidin-2-on-1-yl)-carbonylamino]-2,6-dichlorobenzylpenicillin or the sodium salt thereof.
Claim 16
Dependent Claim 14 words
The compound according to claim 1 which is L(+)-α-[(imidazolidin-2-on-1-yl)-carbonylamino]-2,6-dichlorobenzylpenicillin or the sodium salt thereof.
Claim 17
Dependent Claim 14 words
The compound according to claim 1 which is D,L-α-[(imidazolidin-2-on-1-yl)-carbonylamino]-4-methoxybenzylpenicillin or the sodium salt thereof.
Claim 18
Dependent Claim 14 words
The compound according to claim 1 which is D(-)-α-[(imidazolidin-2-on-1-yl)-carbonylamino]-4-methoxybenzylpenicillin or the sodium salt thereof.
Claim 19
Dependent Claim 14 words
The compound according to claim 1 which is L(+)-α-[(imidazolidin-2-on-1-yl)-carbonylamino]-4-methoxybenzylpenicillin or the sodium salt thereof.
Claim 20
Dependent Claim 14 words
The compound according to claim 1 which is α-[imidazolidin-2-on-1-yl)-carbonylamino]-4-hydroxybenzylpenicillin or the sodium salt thereof.
Claim 21
Dependent Claim 14 words
The compound according to claim 1 which is α-[(imidazolidin-2-on-1-yl)-carbonylamino]-3-hydroxybenzylpenicillin or the sodium salt thereof.
Claim 22
Dependent Claim 14 words
The compound according to claim 1 which is α-[(imidazolidin-2-on-1-yl)-carbonylamino]-2-chlorobenzylpenicillin or the sodium salt thereof.
Claim 23
Dependent Claim 14 words
The compound according to claim 1 which is α-[(imidazolidin-2-on-1-yl)-carbonylamino]-2,6-difluorobenzylpenicillin or the sodium salt thereof.
Claim 24
Dependent Claim 14 words
The compound according to claim 1 which is α-[(imidazolidin-2-on-1-yl)-carbonylamino]-2-chloro-6-fluorobenzylpenicillin or the sodium salt thereof.
Claim 25
Dependent Claim 14 words
The compound according to claim 1 which is α-[(imidazolidin-2-on-1-yl)-carbonylamino]-4-acetylaminobenzylpenicillin or the sodium salt thereof.
Claim 26
Dependent Claim 14 words
The compound according to claim 1 which is α-[(4-methylimidazolidin-2-on-1-yl)-carbonylamino]-4-methylbenzylpenicillin or the sodium salt thereof.
Claim 27
Dependent Claim 14 words
The compound according to claim 1 which is α-[(5-methylimidazolidin-2-on-1-yl)-carbonylamino]-4-chlorobenzylpenicillin or the sodium salt thereof.
Claim 28
Dependent Claim 14 words
The compound according to claim 1 which is α-[(5-methylimidazolidin-2-on-1-yl)-carbonylamino]-4-methylthiobenzylpenicillin or the sodium salt thereof.
Claim 29
Dependent Claim 14 words
The compound according to claim 1 which is α-[(5-methylimidazolidin-2-on-1-yl)-carbonylamino]-4-hydroxybenzylpenicillin or the sodium salt thereof.
Claim 30
Dependent Claim 14 words
The compound according to claim 1 which is α-[(5-methylimidazolidin-2-on-1-yl)-carbonylamino]-α-thienyl(2)-methylpenicillin or the sodium salt thereof.
Claim 31
Dependent Claim 14 words
The compound according to claim 1 which is α-[(5-methylimidazolidin-2-on-1-yl)-carbonylamino]-α-thienyl(3)-methylpenicillin or the sodium salt thereof.
Claim 32
Dependent Claim 14 words
The compound according to claim 1 which is D(-)-α-[(5,5-dimethylimidazolidin-2-on-1-yl)-carbonylamino]-benzylpenicillin or the sodium salt thereof.
Claim 33
Dependent Claim 14 words
The compound according to claim 1 which is α-[(5,5-dimethylimidazolidin-2-on-1-yl)-carbonylamino]-4-methylbenzylpenicillin or the sodium salt thereof.
Claim 34
Dependent Claim 14 words
The compound according to claim 1 which is α-[(5,5-dimethylimidazolidin-2-on-1-yl)-carbonylamino]-4-chlorobenzylpenicillin or the sodium salt thereof.
Claim 35
Dependent Claim 14 words
The compound according to claim 1 which is α-[(4,5-dimethylimidazolidin-2-on-1-yl)-carbonylamino]-4-methylthiobenzylpenicillin or the sodium salt thereof.
Claim 36
Dependent Claim 14 words
The compound according to claim 1 which is α-[(5,5-dimethylimidazolidin-2-on-1-yl)-carbonylamino]-4-hydroxybenzylpenicillin or the sodium salt thereof.
Claim 37
Dependent Claim 15 words
The compound according to claim 1 which is α-[(5,5-dimethylimidazolidin-2-on-1-yl)-carbonylamino]-α-thienyl (2)-methylpenicillin or the sodium salt thereof.
Claim 38
Dependent Claim 15 words
The compound according to claim 1 which is crystalline D(-)-α-[(imidazolidin-2-on-1-yl)-carbonylamino]-benzylpenicillin or the sodium salt thereof.

References Cited (Backward Citations)

BE734455A Cited
US3479339A Cited
US3481922A Cited
US3483188A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-01-19 1979-07-21 1980-01-20 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-01-19 1983-07-21 1984-01-20 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-01-19 1987-07-21 1988-01-20 $7700.00 Window Closed / Lapsed

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