US4596809A
Expired / Lapsed
US
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Substituted 1,8-naphthyridinones, useful as anti-allergic agents
Assignee: Merck Sharp & Dohme LLC
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Filing: 1985-03-25
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Granted: 1986-06-24
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Expires: 2005-03-25
Abstract
Abstract Substituted 1,8-naphthyridinones are anti-allergic, anti-inflammatory and cytoprotective agents. Methods for their preparation and use are disclosed.
Inventors
- 👤 Margaret H. Sherlock
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 11:44
CPC Classifications
C; C07; C07D; C07D491/00; C07D491/12; C07D491/14; A; A61; A61P; A61P29/00
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
213 words
A compound represented by the formulae ##STR6## wherein n is 1 or 2; R 1 and R 2 may combined to form a bond, or R 1 is hydrogen and R 2 is OR, halogen or NR 3 R 4 ; R is hydrogen, ##STR7## R 3 and R 4 are independently hydrogen or alkyl having from 1 to 6 carbon atoms, or R 3 and R 4 may be combined with the nitrogen to which they are attached to form a pyrrolidino, piperidino, morpholino or piperazino ring; R 5 is hydrogen or ##STR8## R 6 is alkyl having from 1 to 9 carbon atoms, alkenyl having from 2 to 7 carbon atoms, alkynyl having from 2 to 7 carbon atoms, phenyl, substituted phenyl wherein the substituents are as defined for X, or benzyl; R 7 and R 8 are independently hydrogen, lower alkyl having from 1 to 6 carbon atoms, or hydroxyalkyl having from 1 to 6 carbon atoms; X is hydrogen, hydroxy, alkyl having from 1 to 6 carbon atoms, alkoxy having from 1 to 6 carbon atoms, nitro, halogen, alkyl-S(O) m having from 1 to 6 carbon atoms, and wherein m is zero, 1 or 2, or trifluoromethyl; and Y is CH or N; and the acid addition salts thereof.
Claim 2
Dependent Claim
213 words
A compound represented by the formulae ##STR6## wherein n is 1 or 2; R 1 and R 2 may combined to form a bond, or R 1 is hydrogen and R 2 is OR, halogen or NR 3 R 4 ; R is hydrogen, ##STR7## R 3 and R 4 are independently hydrogen or alkyl having from 1 to 6 carbon atoms, or R 3 and R 4 may be combined with the nitrogen to which they are attached to form a pyrrolidino, piperidino, morpholino or piperazino ring; R 5 is hydrogen or ##STR8## R 6 is alkyl having from 1 to 9 carbon atoms, alkenyl having from 2 to 7 carbon atoms, alkynyl having from 2 to 7 carbon atoms, phenyl, substituted phenyl wherein the substituents are as defined for X, or benzyl; R 7 and R 8 are independently hydrogen, lower alkyl having from 1 to 6 carbon atoms, or hydroxyalkyl having from 1 to 6 carbon atoms; X is hydrogen, hydroxy, alkyl having from 1 to 6 carbon atoms, alkoxy having from 1 to 6 carbon atoms, nitro, halogen, alkyl-S(O) m having from 1 to 6 carbon atoms, and wherein m is zero, 1 or 2, or trifluoromethyl; and Y is CH or N; and the acid addition salts thereof.
Claim 3
Dependent Claim
9 words
A compound of claim 1 represented by formula I.
Claim 4
Dependent Claim
9 words
A compound of claim 1 wherein Y is CH.
Claim 5
Dependent Claim
13 words
A compound of claim 1 represented by formula I wherein Y is CH.
Claim 6
Dependent Claim
9 words
A compound of claim 4 wherein n is 1.
Claim 7
Dependent Claim
16 words
A compound of claim 4 wherein R 1 and R 2 combine to form a bond.
Claim 8
Dependent Claim
10 words
A compound of claim 4 wherein R 1 is hydrogen.
Claim 9
Dependent Claim
10 words
A compound of claim 7 wherein R 2 is OR.
Claim 10
Dependent Claim
9 words
A compound of claim 8 wherein R is hydrogen.
Claim 11
Dependent Claim
10 words
A compound of claim 8 wherein R is ##STR9## .
Claim 12
Dependent Claim
10 words
A compound of claim 8 wherein R is ##STR10## .
Claim 13
Dependent Claim
10 words
A compound of claim 7 wherein R 2 is halogen.
Claim 14
Dependent Claim
14 words
A compound of claim 7 wherein R 2 is NR 3 R 4 .
Claim 15
Dependent Claim
8 words
The compound of claim 4 which is 3,5-dihydro-2-(hydroxymethyl)-5-phenyl-furo[3,2-c]-1,8-naphthyridin-4(2H)-one.
Claim 16
Dependent Claim
8 words
The compound of claim 4 which is 2-(acetyloxymethyl)-3,5-dihydro-5-phenyl-furo[3,2-c]-1,8-naphthyridin-4(2H)-one.
Claim 17
Dependent Claim
29 words
An anti-allergic pharmaceutical composition which comprises an anti-allergic effective amount of a compound having a structural formula as defined in claim 1, in combination with a pharmaceutically acceptable carrier.
Claim 18
Dependent Claim
27 words
A method for treating allergic reactions in a mammal which comprises administering an anti-allergic effective amount of the pharmaceutical composition defined in claim 16 to said mammal.
Claim 19
Dependent Claim
43 words
A method for treating inflammation in a mammal which comprises administering an anti-inflammatory pharmaceutical composition which comprises an anti-inflammatory effective amount of a compound having a structural formula as defined in claim 1, in combination with a pharmaceutically acceptable carrier to said mammal.
References Cited (Backward Citations)
EP0127135A2
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1989-06-23 | 1989-12-23 | 1990-06-24 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-06-23 | 1993-12-23 | 1994-06-24 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-06-23 | 1997-12-23 | 1998-06-24 | $7700.00 | Window Closed / Lapsed |