US4659732A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Lipoxygenase inhibiting 1-arylalkyl-, 1-arylthio-, and 1-aryloxypyrazole-4,5-diones
Assignee: Bayer AG
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Filing: 1985-08-27
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Granted: 1987-04-21
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Expires: 2005-08-27
Abstract
Abstract Combating diseases of the respiratory tract, inflammations, rheumatism, thromboembolic diseases, ischaemias and infarcts, cardiac arrhythmias and arteriosclerosis with pyrazolediones of the formula ##STR1## wherein R represents an aryl or heteroaryl radical which has 6 to 12 C atoms and optionally contains 1 to 3 identical or different substituents from the group comprising halogen, trifluoromethyl, alkyl, alkenyl, alkoxy, alkylamino, cyano, trifluoromethoxy, nitro, hydroxyl, SO n -alkyl (n=0 to 2) or SO n -trifluoromethyl ) n=0 to 2), alkyl, alkenyl and alkoxy each having up to 4 C atoms, R 1 represents hydrogen or a hydrocarbon radical which has 1 to 18 C atoms and optionally contains a hydroxyl, ether, ester or carboxyl group and optionally contains 1 to 3 halogen atoms, and X represents one of the groups --CH 2 --CH 2 --CH 2 --, --O--CH 2 --CH 2 --, --S--CH 2 --CH 2 --, --CH 2 --CH 2 --, --CH 2 -- or ##STR2## the oxygen or sulphur atom being bonded to the radical R.
Inventors
- 👤 Hartmut Stegelmeier
- 👤 Volker Fiedler
- 👤 Mithat Mardin
- 👤 Dieter Mayer
- 👤 Elisabeth Perzborn
- 👤 Friedel Seuter
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 10:54
CPC Classifications
C; C07; C07D; C07D231/00; C07D231/02; C07D231/10; C07D231/14; C07D231/28; A; A61; A61P; A61P11/00; A61P29/00; A61P43/00; A61P7/00; A61P7/02; A61P9/00; A61P9/06; A61P9/08; A61P9/10
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
154 words
A pyrazoledione of the formula ##STR27## wherein R represents a carbocyclic aryl which has 6 to 12 C atoms and is optionally substituted by 1 to 3 indentical or different substituents from the group consisting of halogen, trifluoromethyl, alkyl, alkenyl, alkoxy, alkylamino, cyano, trifluoromethoxy, nitro, hydroxyl, SO n -alkyl (n=0 to 2) or SO n -trifluoromethyl (n=0 to 2), alkyl and alkoxy each having 1 to 4 C atoms and alkenyl having 2 to 4 C atoms, R 1 represents hydrogen or a hydrocarbon radical which has 1 to 18 C atoms and is optionally substituted by 1 to 3 halogen atoms and a hydroxyl, loweralkoxy, or carboxy group and X represents one of the groups --CH 2 --CH 2 --CH 2 --, --O--CH 2 --CH 2 --, --S--CH 2 --CH 2 --, --CH 2 --CH 2 --, --CH 2 -- or ##STR28## the oxygen or sulphur atom being bonded to the radical R.
Claim 2
Dependent Claim
154 words
A pyrazoledione of the formula ##STR27## wherein R represents a carbocyclic aryl which has 6 to 12 C atoms and is optionally substituted by 1 to 3 indentical or different substituents from the group consisting of halogen, trifluoromethyl, alkyl, alkenyl, alkoxy, alkylamino, cyano, trifluoromethoxy, nitro, hydroxyl, SO n -alkyl (n=0 to 2) or SO n -trifluoromethyl (n=0 to 2), alkyl and alkoxy each having 1 to 4 C atoms and alkenyl having 2 to 4 C atoms, R 1 represents hydrogen or a hydrocarbon radical which has 1 to 18 C atoms and is optionally substituted by 1 to 3 halogen atoms and a hydroxyl, loweralkoxy, or carboxy group and X represents one of the groups --CH 2 --CH 2 --CH 2 --, --O--CH 2 --CH 2 --, --S--CH 2 --CH 2 --, --CH 2 --CH 2 --, --CH 2 -- or ##STR28## the oxygen or sulphur atom being bonded to the radical R.
Claim 3
Dependent Claim
28 words
A pyrazoledione according to claim 1, in which R represents a naphthyl, diphenyl or phenyl radical which is optionally substituted by 1 or 2 bromine or chlorine atoms.
Claim 4
Dependent Claim
32 words
A pyrazoledione according to claim 1, in which R 1 represents a phenyl, benzyl or cyclohexyl radical or an aliphatic hydrocarbon radical which is optionally substituted by a hydroxyl or loweralkoxy group.
Claim 5
Dependent Claim
26 words
A pyrazoledione according to claim 1, in which X represents --O--CH 2 --CH 2 --, --S--CH 2 --CH 2 --, --CH 2 --CH 2 --, ##STR29##
Claim 6
Dependent Claim
48 words
A pyrazoledione according to claim 1, in which R represents ##STR30## X represents a radical --O--CH 2 --CH 2 -- or ##STR31## and R 1 denotes --(CH 3 ) 3 , --CH 2 --O--CH 3 , --CH 3 , ##STR32## or --CH 2 --CH 2 --CH 3 .
Claim 7
Dependent Claim
11 words
A pyrazoledione according to claim 1, wherein such compound is 3-methyl-1-[2-(2-naphthyloxy)-ethyl]-2-pyrazole-4,5-dione.
Claim 8
Dependent Claim
47 words
A pharmaceutical composition useful in the treatment of respiratory tract allergies, asthma, bronchitis, emphysema, shock lung, pulmonary hypertension, inflammations, inflammatory rheumatism, thromboembolic diseases, ischaemias and infarcts, cardiac arrhythmias, and arteriosclerosis, comprising an amount effective therefor of a pyrazoledione according to claim 1 in admixture with a diluent.
Claim 9
Dependent Claim
19 words
A unit dose of a composition according to claim 7 in the form of a tablet, capsule or ampule.
Claim 10
Dependent Claim
49 words
A method of treating a patient prophylactically or therapeutically for respiratory tract allergies, asthma, bronchitis, emphysema, shock lung, pulmonary hypertension, an inflammation, inflammatory rheumatism, thromboembolism, ischaemias and infarcts, cardiac arrhythmias, or arteriosclerosis, which comprises administering to such patient an amount effective therefor of a pyrazoledione according to claim 1.
Claim 11
Dependent Claim
11 words
The method according to claim 9, wherein such compound is 3-methyl-1-[2-(2-naphthyloxy)-ethyl]-2-pyrazole-4,5-dione.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1990-04-20 | 1990-10-20 | 1991-04-21 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1994-04-20 | 1994-10-20 | 1995-04-21 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1998-04-20 | 1998-10-20 | 1999-04-21 | $7700.00 | Window Closed / Lapsed |