← Back to Patent Explorer
US4990519A Expired / Lapsed US ⏱️ 0.0 years remaining

Method of using quinolyloxazole-2-ones as proteinkinase C inhibitors

Assignee: Aventis Pharmaceuticals Inc
•
Filing: 1990-02-23
•
Granted: 1991-02-05
•
Expires: 2010-02-23
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract This invention relates to novel quinolyloxazole-2-ones which are useful as protein kinase C inhibitors, effective in the treatment of hypertension and asthma. This invention also includes a novel procedure for producing an intermediate ketone compound involving the reaction of a bromo-quinoline compound with butyl lithium and further reacting the lithiated compound with N-methyl-N-methoxyalkanamide.

Inventors

  • 👤 Winton D. Jones
  • 👤 George P. Claxton
  • 👤 Richard C. Dage
  • 👤 Hsien C. Cheng
  • 👤 Phillip J. Robinson

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 20:17
CPC Classifications
C; C07; C07D; C07D413/00; C07D413/02; C07D413/04

Claims Analysis

Total Claims: 3
Claim 1
Independent Claim 151 words
A method of treating asthma which comprises administering to a patient in need thereof a compound of the formula ##STR5## wherein R and R 1 are each independently selected from the group consisting of hydrogen, C 1 -C 6 alkyl, C 1 -C 3 alkylphenyl wherein the phenyl ring is optionally substituted with one, two or three of the substituents selected from the group consisting of fluorine, chlorine, bromine, C 1 -C 4 alkyl, and C 1 -C 4 alkoxy nitro and trifluoromethyl; and R 2 is a 2-, 3-, or 4-quinolyl group optionally substituted with one, two or three of the substituents selected from the group consisting of fluorine, chlorine, bromine, C 1 -C 4 alkyl, or C 1 -C 4 alkoxy, nitro and trifluoromethyl; or R 2 is a 5-, 6-, 7-, or 8-quinolyl group; or a pharmaceutically-acceptable salt thereof, in an amount necessary to effect a bronchodilatory result.
Claim 2
Independent Claim 151 words
A method of treating asthma which comprises administering to a patient in need thereof a compound of the formula ##STR5## wherein R and R 1 are each independently selected from the group consisting of hydrogen, C 1 -C 6 alkyl, C 1 -C 3 alkylphenyl wherein the phenyl ring is optionally substituted with one, two or three of the substituents selected from the group consisting of fluorine, chlorine, bromine, C 1 -C 4 alkyl, and C 1 -C 4 alkoxy nitro and trifluoromethyl; and R 2 is a 2-, 3-, or 4-quinolyl group optionally substituted with one, two or three of the substituents selected from the group consisting of fluorine, chlorine, bromine, C 1 -C 4 alkyl, or C 1 -C 4 alkoxy, nitro and trifluoromethyl; or R 2 is a 5-, 6-, 7-, or 8-quinolyl group; or a pharmaceutically-acceptable salt thereof, in an amount necessary to effect a bronchodilatory result.
Claim 3
Dependent Claim 28 words
A method of producing a bronchodilatory effect, in a patient in need thereof through the administration of a pharmaceutically-effective amount of a compound of claim 1, Formula 1.

References Cited (Backward Citations)

US4670450A Cited
US4698353A Cited
US4866085A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1994-02-04 1994-08-06 1995-02-05 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1998-02-04 1998-08-06 1999-02-05 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2002-02-04 2002-08-06 2003-02-05 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag