Patent US4476132A successfully refreshed from Google Patents.
US4476132A
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Acylquinolinone derivatives, and antiallergic preparations and methods of inhibiting allergic reactions using them
Assignee: Novartis Corp
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Filing: 1982-03-19
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Granted: 1984-10-09
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Expires: 2002-03-19
Abstract
Abstract Quinolinone derivatives of the formula (I) ##STR1## in which X represents oxy or a direct bond, R 1 represents an aliphatic, cycloaliphatic, aromatic, araliphatic, heterocyclic or heterocyclic-aliphatic radical or hydrogen, Ph represents an optionally additionally substituted 1,2-phenylene radical containing the group R 1 --X--C(O)--, and one of the radicals R 2 and R 3 represents an optionally esterified or amidated carboxy group R 4 and the other represents hydrogen or an aliphatic radical or, in the case of a radical R 3 , hydroxy, and in which either R A and R B together represent oxo, R C and R D together represent an additional bond, or, when R 2 represents a radical R 4 , R C is hydrogen and R 3 and R D together represent oxo, and R E represents a radical R 5 which represents hydrogen or an aliphatic, cycloaliphatic, araliphatic heterocyclic-aliphatic radical, or R A represents an optionally etherified hydroxy group and R B together with R C and also R D together with R E represent an additional bond in each case, or, when R 2 represents a radical R 4 , R B and R C together represent an additional bond and R 3 and R D together represent oxo and R E represents a radical R 5 , and their salts, have antiallergic properties. They are manufactured, for example, by subjecting a compound of the formula (IV) ##STR2## in which Z represents a removable radical, or a tautomer and/or salt thereof, to intramolecular cyclisation.
Inventors
- 👤 Richard Goschke
- 👤 Pier G. Ferrini
- 👤 Alfred Sallmann
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 19:28
CPC Classifications
C; C07; C07D; C07D265/00; C07D265/04; C07D265/12; C07D265/14; C07D265/24; C07D265/26; A; A61; A61P; A61P37/00; A61P37/08; C07D209/00; C07D209/02; C07D209/04; C07D209/30; C07D209/32; C07D209/34; C07D209/38; C07D215/00; C07D215/02; C07D215/16; C07D215/48; C07D215/54; C07D215/56
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
112 words
A compound of the formula ##STR19## in which R 6 represents lower alkyl having 3 to 5 carbon atoms; R 7 represents hydrogen or lower alkyl having up to and including 4 carbon atoms, lower alkoxy having up to and including 4 carbon atoms, halogen having an atomic number of up to and including 35, or hydroxy; R 8 represents hydroxy or lower alkoxy having up to 4 carbon atoms; and R 10 represents lower alkyl, lower alkenyl or lower alkynyl having up to 4 carbon atoms, it also being possible for the 2 hydroxy-4-oxo-1,4-dihydroquinoline structure of the formula to be in the tautomeric 2-oxo-4-hydroxy-1,2-dihydro- or 2,4-dioxo-1,2,3,4-tetrahydroquinoline form, or a salt thereof.
Claim 2
Dependent Claim
112 words
A compound of the formula ##STR19## in which R 6 represents lower alkyl having 3 to 5 carbon atoms; R 7 represents hydrogen or lower alkyl having up to and including 4 carbon atoms, lower alkoxy having up to and including 4 carbon atoms, halogen having an atomic number of up to and including 35, or hydroxy; R 8 represents hydroxy or lower alkoxy having up to 4 carbon atoms; and R 10 represents lower alkyl, lower alkenyl or lower alkynyl having up to 4 carbon atoms, it also being possible for the 2 hydroxy-4-oxo-1,4-dihydroquinoline structure of the formula to be in the tautomeric 2-oxo-4-hydroxy-1,2-dihydro- or 2,4-dioxo-1,2,3,4-tetrahydroquinoline form, or a salt thereof.
Claim 3
Dependent Claim
28 words
A compound according to claim 1 in which the group R 6 --C(═O)-- is in the 6-position and the lower alkyl group R 7 is in the 7-position.
Claim 4
Dependent Claim
12 words
A compound as claimed in claim 1 being 6-butyryl-4-hydroxy-1,7-dimethylcarbostyril-3-carboxyclic acid ethyl ester.
Claim 5
Dependent Claim
12 words
A compound as claimed in claim 1 being 6-butyryl-4-hydroxy-7-methyl-1-propylcarbostyril-3-carboxylic acid ethyl ester.
Claim 6
Dependent Claim
12 words
A compound as claimed in claim 1 being 1-ethyl-6-butryl-4-hydroxy-7-methylcarbostyril-3-carboxylic acid ethyl ester.
Claim 7
Dependent Claim
12 words
A compound as claimed in claim 1 being 1-allyl-6-butyryl-4-hydroxy-7-methylcarbostyril-3-carboxylic acid ethyl ester.
Claim 8
Dependent Claim
12 words
A compound as claimed in claim 1 being 1-ethyl-6-butyryl-4-hydroxycarbostyril-3-carboxylic acid ethyl ester.
Claim 9
Dependent Claim
12 words
A compound as claimed in claim 1 being 1-butyl-6-butyryl-4-hydroxy-7-methylcarbostyril-3-carboxylic acid ethyl ester.
Claim 10
Dependent Claim
2 words
1-ethyl-6-butyryl-4-hydroxy-7-methylcarbostyril-3-carboxylic acid.
Claim 11
Dependent Claim
2 words
1-ethyl-6-butyryl-4-hydroxy-7-methylcarbostyril-3-carboxylic acid.
Claim 12
Dependent Claim
39 words
A antiallergic preparation comprising an effective amount of one or more than one compound according to claim 1 in the free form or in the form of a pharmaceutically acceptable salt in addition to customary pharmaceutical adjuncts and carriers.
Claim 13
Independent Claim
135 words
A method for inhibiting allergic reactions comprising administering to a warm blooded animal in need of such administration an effective amount of a compound of the following formula ##STR20## in which R 6 represents lower alkyl having 3 to 5 carbon atoms; R 7 represents hydrogen or lower alkyl having up to and including 4 carbon atoms, lower alkoxy having up to and including 4 carbon atoms, halogen having an atomic number of up to and including 35, or hydroxy; R 8 represents hydroxy or lower alkoxy having up to 4 carbon atoms; and R 10 represents lower alkyl, lower alkenyl or lower alkynyl having up to 4 carbon atoms, it also being possible for the 2 hydroxy-4-oxo-1,4-dihydroquinoline structure of the formula to be in the tautomeric 2-oxo-4-hydroxy-1,2-dihydro- or 2,4-dioxo-1,2,3,4-tetrahydroquinoline form, or a salt thereof.
Claim 14
Independent Claim
135 words
A method for inhibiting allergic reactions comprising administering to a warm blooded animal in need of such administration an effective amount of a compound of the following formula ##STR20## in which R 6 represents lower alkyl having 3 to 5 carbon atoms; R 7 represents hydrogen or lower alkyl having up to and including 4 carbon atoms, lower alkoxy having up to and including 4 carbon atoms, halogen having an atomic number of up to and including 35, or hydroxy; R 8 represents hydroxy or lower alkoxy having up to 4 carbon atoms; and R 10 represents lower alkyl, lower alkenyl or lower alkynyl having up to 4 carbon atoms, it also being possible for the 2 hydroxy-4-oxo-1,4-dihydroquinoline structure of the formula to be in the tautomeric 2-oxo-4-hydroxy-1,2-dihydro- or 2,4-dioxo-1,2,3,4-tetrahydroquinoline form, or a salt thereof.
Claim 15
Dependent Claim
12 words
A compound as claimed in claim 1 being 1-ethyl-6-butyryl-4-hydroxy-7-methylcarbostyril-3-carboxylic acid tert-butyl ester.
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1987-10-09 | 1988-04-09 | 1988-10-09 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-10-09 | 1992-04-09 | 1992-10-09 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-10-09 | 1996-04-09 | 1996-10-09 | $7700.00 | Window Closed / Lapsed |