Patent EP0154780A1 successfully refreshed from Google Patents.
← Back to Patent Explorer
EP0154780A1 Expired / Lapsed EP ⏱️ 0.0 years remaining

Quinoline antibacterial compounds

Assignee: Abbott Laboratories
•
Filing: 1985-01-25
•
Granted: —
•
Expires: 2005-01-25
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract Quinoline compounds having the formula: wherein R is a phenyl or substituted phenyl group or an aromatic heterocyclic group, R, is a hydrogen or a carboxy-protecting group, Z is an amine group, a pyridyl or an aliphatic heterocyclic group, W and X are independently hydrogen or halogen with the proviso that W is halogen when Z is not pyridyi, and X and Z can be taken together to form a methylenedioxy bridge with the proviso that W is then hydrogen. The compounds have antibacterial activity.

Inventors

  • 👤 Daniel Tim-Wo Chu

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-10-27 17:36
CPC Classifications
C; C07; C07D; C07D215/00; C07D215/02; C07D215/16; C07D215/48; C07D215/54; C07D215/56; C07D401/00; C07D401/02; C07D401/04; C07D405/00; C07D405/02; C07D405/04; C07D409/00; C07D409/02; C07D409/04; C07D417/00; C07D417/02; C07D417/04; C07D491/00; C07D491/02; C07D491/04; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/55

Claims Analysis

Total Claims: 23
Claim 1
Independent Claim 279 words
A compound having the formula: wherein R 1 is hydrogen or a carboxy protecting group; R is selected from the group consisting of an aromatic heterocyclic ring containing 5 to 7 atoms therein, with the hetero atom being at least one of S, 0 and N and the remaining atoms in the ring being carbon atoms, and a phenyl group having the formula: wherein R 2 is one or more groups selected from the group consisting of hydrogen, halogen, nitro, carboxyl, methylenedioxy, cyano, C l to C 6 alkyl and substituted derivatives thereof, a group having the formula: -Y-R 3 wherein -Y- is -0- or -S- and R 3 is hydrogen or C 1 to C 6 alkyl, and an amine group having the formula: wherein R 4 and R 5 are independently hydrogen or C 1 to C 6 alkyl; and, Z is a pyridyl or is selected from the group consisting of an aliphatic heterocyclic ring containing 4 to 7 atoms and substituted derivatives thereof, an amino group of the formula: wherein R 6 is hydrogen or C 1 to C 10 alkyl and substituted derivatives thereof and R 7 is selected from the group consisting of C 1 to C 10 alkyl and substituted derivatives thereof, an amine group, a mono-(C 1 to C 6 ) alkylamino group and a di-(C 1 to C 6 ) alkylamino group; W and X are independently selected from hydrogen or halogen, with the proviso that when Z is not pyridyl, W is a halogen; X and Z can be taken together to form a methylenedioxy bridge, with the proviso that W is then hydrogen; and pharmaceutically acceptable salts thereof.
Claim 2
Dependent Claim 279 words
A compound having the formula: wherein R 1 is hydrogen or a carboxy protecting group; R is selected from the group consisting of an aromatic heterocyclic ring containing 5 to 7 atoms therein, with the hetero atom being at least one of S, 0 and N and the remaining atoms in the ring being carbon atoms, and a phenyl group having the formula: wherein R 2 is one or more groups selected from the group consisting of hydrogen, halogen, nitro, carboxyl, methylenedioxy, cyano, C l to C 6 alkyl and substituted derivatives thereof, a group having the formula: -Y-R 3 wherein -Y- is -0- or -S- and R 3 is hydrogen or C 1 to C 6 alkyl, and an amine group having the formula: wherein R 4 and R 5 are independently hydrogen or C 1 to C 6 alkyl; and, Z is a pyridyl or is selected from the group consisting of an aliphatic heterocyclic ring containing 4 to 7 atoms and substituted derivatives thereof, an amino group of the formula: wherein R 6 is hydrogen or C 1 to C 10 alkyl and substituted derivatives thereof and R 7 is selected from the group consisting of C 1 to C 10 alkyl and substituted derivatives thereof, an amine group, a mono-(C 1 to C 6 ) alkylamino group and a di-(C 1 to C 6 ) alkylamino group; W and X are independently selected from hydrogen or halogen, with the proviso that when Z is not pyridyl, W is a halogen; X and Z can be taken together to form a methylenedioxy bridge, with the proviso that W is then hydrogen; and pharmaceutically acceptable salts thereof.
Claim 3
Dependent Claim 47 words
A compound as defined in claim 1 wherein the aliphatic heterocyclic ring has the structure: wherein R 8 is dimethylene or a group of the formula -CH 2 -R 9 -CH 2 - wherein R 9 is selected from the group consisting of -S-, -0- and -N-.
Claim 4
Dependent Claim 84 words
A compound as defined in claim 1 wherein the aliphatic heterocyclic ring is substituted with one or more substituents selected from the group consisting of C 1 to C 6 alkyl, C l to C 6 hydroxyalkyl, hydroxy, alkanoyl containing 1 to 6 carbon atoms, alkanoylamido containing 1 to 6 carbon atoms and an amine of the formula: wherein R 10 and R 11 are each independently selected from the group consisting of hydrogen, C 1 to C 6 alkyl and substituted derivatives thereof.
Claim 5
Dependent Claim 51 words
A compound as defined in claim 1 wherein R is an aromatic heterocyclic group containing 5 to 7 atoms in the ring and containing 1 to 2 hetero atoms selected from the group consisting of S, 0, N and combinations thereof and the remaining atoms in the ring being carbon atoms.
Claim 6
Dependent Claim 62 words
A compound as defined in claim 4 wherein the aromatic heterocyclic group is substituted with one or more substituents selected from the group consisting of C 1 to C 6 alkyl and substituted derivatives thereof, halogen and a group of the formula -Y-R 3 wherein Y is -0- or -S- and R 3 is hydrogen or C 1 to C 6 alkyl.
Claim 7
Dependent Claim 60 words
A compound as defined in claim 1 wherein Z is an amino group having the formula: wherein R 6 is hydrogen, C 1 -C 10 alkyl or substituted derivatives thereof and R 7 is C 1 -C 10 alkyl, substituted derivatives thereof, an amino group, a mono-(C 1 -C 4 )-alkylamino group or a di(C 1 -C 4 )alkylamino group.
Claim 8
Dependent Claim 102 words
A compound as defined in claim 1 wherein Z is a group of the formula: substituted with one or more hydrogen, halogen or substituents selected from the group consisting of C 1 to C 6 alkyl, a group of the formula -Y-R 3 wherein Y is -0- or -S- and R 3 is lower alkyl, hydroxy, alkanoyl containing 1 to 6 carbon atoms, alkanoylamido containing I to 6 carbon atoms and an amine of the formula: wherein R 10 and R 11 are each independently selected from the group consisting of hydrogen, C 1 to C 6 alkyl and substituted derivatives thereof.
Claim 9
Dependent Claim 24 words
A compound as defined in claim 1 wherein R is phenyl, Z is piperazinyl, X and W are fluoro and R 1 is hydrogen.
Claim 10
Dependent Claim 24 words
A compound as defined in claim 1 wherein R is phenyl, Z is 4-methylpiperazinyl, X and W are fluoro and R 1 is hydrogen.
Claim 11
Dependent Claim 24 words
A compound as defined in claim 1 wherein R is p-fluorophenyl, Z is piperazinyl, X and W are fluoro and R 1 is hydrogen.
Claim 12
Dependent Claim 24 words
A compound as defined in claim 1 wherein R is p-fluorophenyl, Z is 4-methylpiperazinyl, X and W are fluoro and R 1 is hydrogen.
Claim 13
Dependent Claim 24 words
A compound as defined in claim 1 wherein R is hydroxyphenyl, Z is piperazinyl, X and W are fluoro and R 1 is hydrogen.
Claim 14
Dependent Claim 24 words
A compound as defined in claim 1 wherein R is o,p-difluorophenyl, Z is piperazinyl, X and W are fluoro and R 1 is hydrogen.
Claim 15
Dependent Claim 24 words
A compound as defined in claim 1 wherein R is phenyl, R 1 and W are hydrogen, X is fluoro and Z is 4-pyridyl.
Claim 16
Dependent Claim 23 words
A compound as defined in claim 1 wherein R is p-fluorophenyl, R 1 , X and W are hydrogen and Z is 4-pyridyl.
Claim 17
Dependent Claim 24 words
A compound as defined in claim 1 wherein R is p-fluorophenyl, R 1 and W are hydrogen, X is fluoro and Z is 4-pyridyl.
Claim 18
Dependent Claim 24 words
A compound as defined in claim 1 wherein R is p-hydroxyphenyl, R 1 and W are hydrogen, X is fluoro and Z is 4-pyridyl.
Claim 19
Dependent Claim 21 words
A compound as defined in claim 1 wherein X and Z taken together form a methylenedioxy bridge and W is hydrogen.
Claim 20
Dependent Claim 18 words
A compound as defined in claim 18 wherein R is phenyl or p-fluorophenyl and R 1 is hydrogen.
Claim 21
Dependent Claim 20 words
A composition having antibacterial activity in pharmaceutical dosage form containing a diluent and a compound as defined in claim 1.
Claim 22
Dependent Claim 18 words
A compound according to claim 1 for use in the treatment of a bacterial infection in a patient.
Claim 23
Dependent Claim 24 words
A compound as defined in claim 1 wherein R 1 is hydrogen, R is p-fluorophenyl, X and W are fluoro and Z is 3-amino-l-pyrrolidinyl.

References Cited (Backward Citations)

DE2021100A1 Cited
US4017622A Cited
US4292317A Cited
US4284629A Cited
GB2094305A Cited
EP0126355A1 Cited
EP0131839A1 Cited

USPTO Annuity & Maintenance Windows

Maintenance schedule is calculated for granted US utility patents.

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag