← Back to Patent Explorer
US3966743A Expired / Lapsed US ⏱️ 0.0 years remaining

Ortho fused cycloalkano-4-quinolone-3-carboxylic acid derivatives

Assignee: Roche Diagnostics GmbH
•
Filing: 1974-09-09
•
Granted: 1976-06-29
•
Expires: 1994-09-09
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract Cycloalkano-quinolone derivatives having anti-microbial activity characterized by the formula:

Inventors

  • 👤 Herbert Berger
  • 👤 Alfred Rhomberg
  • 👤 Kurt Stach
  • 👤 Wolfgang Vomel
  • 👤 Winfriede Sauer

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 18:11
CPC Classifications
C; C07; C07D; C07D221/00; C07D221/02; C07D221/04; C07D221/06; C07D221/16; C07D221/08; C07D221/10

Claims Analysis

Total Claims: 37
Claim 1
Independent Claim 128 words
A cycloalkano-quinolone compound having the formula: ##SPC8## wherein one of R 1 and R 2 represents a member selected from the group consisting of hydrogen, halogen, nitro, amino and lower alkanoyl amino, and the other of R 1 and R 2 taken together with R 3 forms an alkylene bridge containing 3 to 5 carbon atoms, X is hydrogen or lower alkyl of up to 6 carbon atoms, which may be substituted by a member of the group consisting of halogen, hydroxyl, lower alkanoyloxy, lower alkoxy, phenoxy, benzyloxy, mercapto, lower alkylmercapto, lower carbocyclic arylsulfonyloxy, and lower alkylsulfonyloxy, or X is unsubstituted lower alkenyl including alkadienyl, or lower alkynyl, and Y is a member selected from the group consisting of hydroxyl and lower alkoxy; and the non-toxic salts thereof.
Claim 2
Dependent Claim 128 words
A cycloalkano-quinolone compound having the formula: ##SPC8## wherein one of R 1 and R 2 represents a member selected from the group consisting of hydrogen, halogen, nitro, amino and lower alkanoyl amino, and the other of R 1 and R 2 taken together with R 3 forms an alkylene bridge containing 3 to 5 carbon atoms, X is hydrogen or lower alkyl of up to 6 carbon atoms, which may be substituted by a member of the group consisting of halogen, hydroxyl, lower alkanoyloxy, lower alkoxy, phenoxy, benzyloxy, mercapto, lower alkylmercapto, lower carbocyclic arylsulfonyloxy, and lower alkylsulfonyloxy, or X is unsubstituted lower alkenyl including alkadienyl, or lower alkynyl, and Y is a member selected from the group consisting of hydroxyl and lower alkoxy; and the non-toxic salts thereof.
Claim 3
Dependent Claim 14 words
Compound as claimed in claim 1 wherein X is hydrogen, lower alkyl or alkenyl.
Claim 4
Dependent Claim 39 words
Compound as claimed in claim 1 wherein X is substituted lower alkyl wherein the substituent is selected from the group consisting of halogen, hydroxyl, lower alkanoyloxy, lower alkoxy, phenoxy, benzyloxy, mercapto, lower alkylmercapto, lower carbocyclic arylsulfonyoxy, and lower alkylsulfonyloxy.
Claim 5
Dependent Claim 10 words
Compound as claimed in claim 1 wherein X is allenyl.
Claim 6
Dependent Claim 11 words
Compound as claimed in claim 1 wherein X is lower alkynyl.
Claim 7
Dependent Claim 15 words
Compound as claimed in claim 1 in the form of a pharmaceutically acceptable salt thereof.
Claim 8
Dependent Claim 13 words
Compound as claimed in claim 1 wherein said salt is a base salt.
Claim 9
Dependent Claim 56 words
N-vinyl-quinolone compound as claimed in claim 1 of the formula: ##SPC9## wherein one of the symbols R 1 and R 2 is hydrogen and the other one, together with R 3 , represents a 1,3-propylene bridge; R 4 is hydrogen or lower alkyl; and Y is hydroxyl, or lower alkoxy; and the pharmacologically compatible salts thereof.
Claim 10
Dependent Claim 11 words
Compound as claimed in claim 8 wherein R 1 is hydrogen.
Claim 11
Dependent Claim 11 words
Compound as claimed in claim 8 wherein R 2 is hydrogen.
Claim 12
Dependent Claim 11 words
Compound as claimed in claim 8 wherein R 4 is hydrogen.
Claim 13
Dependent Claim 10 words
Compound as claimed in claim 8 wherein Y is hydroxyl.
Claim 14
Dependent Claim 62 words
Cycloalkanoquinolone-carboxylic acid ester compounds as claimed in claim 1, of the formula ##SPC10## wherein R is lower alkyl; X is lower carbocyclic alkyl or substituted lower alkyl wherein the substituent is one member selected from chlorine, hydroxy, lower alkoxy, lower alkanoyloxy, lower alkylthio, lower alkylsulfonyloxy and lower carbocyclic aryl sulfonyloxy; or X is lower alkenyl; and n is 3, 4 or 5.
Claim 15
Dependent Claim 17 words
Compound as claimed in claim 13 wherein R is alkyl of from 1 to 5 carbon atoms.
Claim 16
Dependent Claim 17 words
Compound as claimed in claim 13 wherein X is alkyl of from 1 to 5 carbon atoms.
Claim 17
Dependent Claim 49 words
Compound as claimed in claim 13 wherein X is substituted alkyl of from 1 to 5 carbon atoms, wherein the substituent is chlorine, hydroxy, alkoxy of from 1 to 5 carbon atoms, alkanoyl of from 1 to 5 carbon atoms, or alkylthio of from 1 to 5 carbon atoms.
Claim 18
Dependent Claim 17 words
Compound as claimed in claim 13 wherein X is alkenyl of from 1 to 5 carbon atoms.
Claim 19
Dependent Claim 8 words
Compound as claimed in claim 1 designated 1-ethyl-1,4-dihydro-3-carboxy-cyclopentano(h)-quinolone-(4).
Claim 20
Dependent Claim 8 words
Compound as claimed in claim 1 designated 1-propyl-1,4-dihydro-3-carboxy-cyclopentano(h)-quinolone-(4).
Claim 21
Dependent Claim 8 words
Compound as claimed in claim 1 designated 1-allyl-1,4-dihydro-3-carboxy-cyclopentano(h)-quinolone-(4).
Claim 22
Dependent Claim 8 words
Compound as claimed in claim 1 designated 1-ethyl-1,4-dihydro-3-carboxy-cyclopentano(g)-quinolone-(4).
Claim 23
Dependent Claim 8 words
Compound as claimed in claim 1 designated 1-ethyl-1,4-dihydro-3-carboxy-8-amino-cyclopentano-(g)-quinolone-(4).
Claim 24
Dependent Claim 8 words
Compound as claimed in claim 1 designated 1-ethyl-1,4-dihydro-3-carboxy-8-chloro-cyclopentano-(g)-quinolone-(4).
Claim 25
Dependent Claim 8 words
Compound as claimed in claim 1 designated 1-ethyl-1,4-dihydro-3-carboxy-6-chloro-cyclopentano-(h)-quinolone-(4).
Claim 26
Dependent Claim 8 words
Compound as claimed in claim 1 designated 1-ethyl-1,4-dihydro-3-carboxy-6-formylamino-cyclopentano-(h)-quinolone-(4)
Claim 27
Dependent Claim 8 words
Compound as claimed in claim 1 designated 1-allenyl-3-carboxy-1,4-dihydro-cyclopentano-(h)-quinolone-(4).
Claim 28
Dependent Claim 8 words
Compound as claimed in claim 1 designated 1-propyl-1,4-dihydro-3-carboxy-6-formylamino-cyclopentano-(h)-quinolone-(4).
Claim 29
Dependent Claim 8 words
Compound as claimed in claim 1 designated 1-allyl-3-carboxy-1,4-dihydro-6-amino-cyclopentano-(h)-quinolone-(4).
Claim 30
Dependent Claim 8 words
Compound as claimed in claim 1 designated 1-allyl-3-carboxy-1,4-dihydro-6-formylamino-cyclopentano-(h)-quinolone-(4).
Claim 31
Dependent Claim 8 words
Compound as claimed in claim 1 designated 1-[propen-(1')-yl-(1')]-1,4-dihydro-3-carboxy-cyclopentano-(h)-quinolone-(4).
Claim 32
Dependent Claim 8 words
Compound as claimed in claim 1 designated 1-ethyl-3-carbethoxy-1,4-dihydrocyclopentano(h)quinolone-(4).
Claim 33
Dependent Claim 8 words
Compound as claimed in claim 1 designated 1-ethyl-3-carbomethoxy-1,4-dihydrocyclopentano(h)quinolone-(4).
Claim 34
Dependent Claim 8 words
Compound as claimed in claim 1 designated 1-ethyl-3-carbopropoxy-1,4-dihydrocyclopentano(h)quinolone-(4).
Claim 35
Dependent Claim 8 words
Compound as claimed in claim 1 designated 1-[β-chloroethyl]-3-carbethoxy-1,4-dihydrocyclopentano(h)quinolone-(4).
Claim 36
Dependent Claim 8 words
Compound as claimed in claim 1 designated 1-[β-hydroxyethyl]-3-carbethoxy-1,4-dihydrocyclopentano(h)quinolone-(4).
Claim 37
Dependent Claim 8 words
Compound as claimed in claim 1 designated 1-[β-methoxyethyl]-3-carbethoxy-1,4-dihydrocyclopentano(h)quinolone-(4).

References Cited (Backward Citations)

US2966489A Cited
US3324135A Cited
US3287458A Cited
US3524858A Cited
GB1210638A Cited
DE1770951A1 Cited
US3506667A Cited
FR2054503A1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-06-29 1979-12-29 1980-06-29 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-06-29 1983-12-29 1984-06-29 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-06-29 1987-12-29 1988-06-29 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag