US4636506A
Expired / Lapsed
US
⏱️ 0.0 years remaining
7-heterocyclic-1,4-dihydroquinolones
Assignee: Pfizer Inc
•
Filing: 1985-04-04
•
Granted: 1987-01-13
•
Expires: 2005-04-04
Abstract
Abstract 1-Alkyl-6,8-difluoro-7-heterocyclic-1,4-dihydroquinol-4-one 3-carboxylic acids having antibacterial activity are prepared by conventional cyclization methods.
Inventors
- 👤 Paul J. Gilligan
- 👤 Paul R. McGuirk
- 👤 Michael J. Witty
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 08:08
CPC Classifications
C; C07; C07D; C07D401/00; C07D401/02; C07D401/04; C07D215/00; C07D215/02; C07D215/16; C07D215/48; C07D215/54; C07D215/56; C07D471/00; C07D471/02; C07D471/06; C07D513/00; C07D513/02; C07D513/06
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
123 words
A compound selected from those of the formula: ##STR9## wherein R 1 is hydrogen, a pharmaceutically acceptable cation or alkyl of 1 to 3 carbon atoms; Y is selected from the group consisting of alkyl and haloalkyl of 1 to 3 carbon atoms, allyl, vinyl, cyclopropyl, hydroxyethyl, phenyl, 4-hydroxyphenyl and 4-fluorophenyl; R 2 is 3-pyridyl or 4-pyridyl which may be substituted by one or two substituents selected from the group consisting of fluoro, chloro, hydroxy, alkoxy of 1 to 4 carbon atoms, amino, dialkylamino of 2 to 8 carbon atoms, hydroxyalkyl of 1 to 6 carbon atoms, aminoalkyl of 1 to 6 carbon atoms; 5-pyrimidyl, or 6-quinolyl, and R 3 is fluoro; and the acid addition salts thereof when R 1 is hydrogen.
Claim 2
Dependent Claim
123 words
A compound selected from those of the formula: ##STR9## wherein R 1 is hydrogen, a pharmaceutically acceptable cation or alkyl of 1 to 3 carbon atoms; Y is selected from the group consisting of alkyl and haloalkyl of 1 to 3 carbon atoms, allyl, vinyl, cyclopropyl, hydroxyethyl, phenyl, 4-hydroxyphenyl and 4-fluorophenyl; R 2 is 3-pyridyl or 4-pyridyl which may be substituted by one or two substituents selected from the group consisting of fluoro, chloro, hydroxy, alkoxy of 1 to 4 carbon atoms, amino, dialkylamino of 2 to 8 carbon atoms, hydroxyalkyl of 1 to 6 carbon atoms, aminoalkyl of 1 to 6 carbon atoms; 5-pyrimidyl, or 6-quinolyl, and R 3 is fluoro; and the acid addition salts thereof when R 1 is hydrogen.
Claim 3
Dependent Claim
17 words
A compound as claimed in claim 1 wherein R 1 is hydrogen or a pharmaceutically acceptable cation.
Claim 4
Dependent Claim
14 words
A compound as claimed in claim 2 wherein R 1 is sodium or potassium.
Claim 5
Dependent Claim
11 words
A compound as claimed in claim 2 wherein Y is ethyl.
Claim 6
Dependent Claim
24 words
A compound as claimed in claim 4 wherein said compound is selected from the group consisting of 6,8-difluoro-7-(4-pyridyl)-1-ethyl-1,4-dihydroquinol-4-one 3-carboxylic acid and 6,8-difluoro-7-(3-pyridyl)-1-ethyl-1,4-dihydroquinol-4one 3-carboxylic acid.
Claim 7
Dependent Claim
34 words
A compound as claimed in claim 4 wherein said compound is selected from the group consisting of 6,8-difluoro-7-(4-pyridyl)-1-ethyl-1,4-dihydroquinol-4-one 3-carboxylic acid sodium salt, 6,8-difluoro-7-(3-pyridyl)-1-ethyl-1,4-dihydroquinol-4-one 3-carboxylic acid sodium salt, 6,8-difluoro-7-(5-pyrimidyl)-1-ethyl-1,4-dihydroquinol-4-one 3-carboxylic acid, and 6,8-difluoro-7-(6-quinolyl)-1-ethyl-1,4-dihydroquinol-4-one 3-carboxylic acid.
Claim 8
Dependent Claim
11 words
A compound as claimed in claim 2 wherein Y is fluoroethyl.
Claim 9
Dependent Claim
8 words
6,8-Difluoro-7-(6-quinolyl)-1-fluoroethyl-1,4-dihydroquinol-4-one 3-carboxylic acid, in accordance with claim 7.
Claim 10
Dependent Claim
16 words
An antibacterial composition comprising a compound as claimed in claim 1 and a pharmaceutically acceptable carrier.
Claim 11
Dependent Claim
28 words
A method for treating a host affected by bacterial disease which comprises administering to said host an antibacterially effective amount of a compound as claimed in claim 1.
Claim 12
Dependent Claim
19 words
A composition effective against Staphylococcus aureus comprising 6,8-difluoro-7-(4-pyridyl)-1-ethyl-1,4-dihydroquinol-4-one 3-carboxylic acid or 6,8-difluoro-7-(3-pyridyl)-1-ethyl-1,4-dihydroquinol-4-one 3-carboxylic acid and a pharmaceutically acceptable carrier.
Claim 13
Dependent Claim
19 words
A composition effective against Staphylococcus aureus comprising 6,8-difluoro-7-(4-pyridyl)-1-ethyl-1,4-dihydroquinol-4-one 3-carboxylic acid or 6,8-difluoro-7-(3-pyridyl)-1-ethyl-1,4-dihydroquinol-4-one 3-carboxylic acid and a pharmaceutically acceptable carrier.
Claim 14
Dependent Claim
15 words
A composition effective against Staphylococcus aureus comprising 6,8-difluoro-7-(6-quinolyl)-1-ethyl-1,4-dihydroquinol-4-one 3-carboxylic acid and a pharmaceutically acceptable carrier.
Claim 15
Dependent Claim
15 words
A composition effective against Staphylococcus aureus comprising 6,8-difluoro-7-(6-quinolyl)-1-ethyl-1,4-dihydroquinol-4-one 3-carboxylic acid and a pharmaceutically acceptable carrier.
References Cited (Backward Citations)
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1990-01-12 | 1990-07-14 | 1991-01-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1994-01-12 | 1994-07-14 | 1995-01-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1998-01-12 | 1998-07-14 | 1999-01-13 | $7700.00 | Window Closed / Lapsed |