US4424231A
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Compounds
Assignee: Fisons Ltd
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Filing: 1982-03-19
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Granted: 1984-01-03
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Expires: 2002-03-19
Abstract
Abstract There are described compounds of formula I, ##STR1## in which Ra, Rb, Rc, Rd, Re, Rf and Rg, which may be the same or different, each represent hydrogen, amino, hydroxy, alkoxy, alkenyloxy, halogen, acyl, alkenyl, alkyl, or alkoxy substituted by phenyl, Rh is hydrogen, alkyl or --COOH. X is a hydrocarbon chain containing from 2 to 10 carbon atoms and optionally substituted by a hydroxy group, A has no significance or represents Y, OY, or SY and Y represents a C 1 to 4 hydrocarbon chain which is optionally substituted by alkyl C 1 to 4, E and G, which may be the same or different, each represent --O--, --S-- or --CH 2 --, provided that at least one of E and G is --O-- or --S--, L, together with the carbon atoms to which it is attached, forms a benzene, furan, thiophene, pyrrole, or pyran-2-one ring, and pharmaceutically acceptable derivatives thereof.
Inventors
- 👤 John R. Bantick
- 👤 John Fuher
- 👤 David N. Hardern
- 👤 Thomas B. Lee
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 11:01
CPC Classifications
C; C07; C07D; C07D333/00; C07D333/50; C07D333/52; C07D333/62; C07D333/68; C07D333/70; C07C; C07C323/00; C07C43/00; C07C43/02; C07C43/20; C07C43/225; C07C43/23; C07C45/00; C07C45/61; C07C45/67; C07C45/68; C07C45/70; C07C45/71; C07C47/00; C07C47/52; C07C47/56; C07C47/565; C07C59/00; C07C59/40; C07C59/58; C07C59/64; C07C59/66; C07C59/68; C07C59/70; C07C59/74; C07C59/76; C07C59/90; C07C65/00; C07C65/21; C07C65/24; C07C65/32; C07C65/40; C07D209/00; C07D209/02; C07D209/04; C07D209/30; C07D209/42; C07D307/00; C07D307/77; C07D307/78; C07D307/82; C07D307/84; C07D307/85; C07D311/00; C07D311/02; C07D311/04; C07D311/06; C07D311/08; C07D311/16
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
171 words
A compound of formula I, ##STR9## in which Ra, Rb, Rc, Rd, Re, Rf and Rg, which may be the same or different, each represent hydrogen, amino, hydroxy, alkoxy, alkenyloxy, halogen, acyl, alkenyl, alkyl, or alkoxy substituted by phenyl, Rh is hydrogen, alkyl or --COOH, X is a hydrocarbon chain containing from 2 to 10 carbon atoms and optionally substituted by a hydroxy group, A has no significance or represents Y, OY, or SY and Y represents a C 1 to 4 hydrocarbon chain which is optionally substituted by alkyl C 1 to 4, E and G, which may be the same or different, each represent --O--, --S-- or --CH 2 --, provided that at least one of E and G is --O-- or --S--, L, together with the carbon atoms to which it is attached, forms a furan, thiophene, or pyrrole ring, Ra, Rb, Rc, Rd, Re, Rf, Rg and Rh, when they contain carbon, each containing less than 7 carbon atoms, and pharmaceutically acceptable salts, esters and amides thereof.
Claim 2
Dependent Claim
171 words
A compound of formula I, ##STR9## in which Ra, Rb, Rc, Rd, Re, Rf and Rg, which may be the same or different, each represent hydrogen, amino, hydroxy, alkoxy, alkenyloxy, halogen, acyl, alkenyl, alkyl, or alkoxy substituted by phenyl, Rh is hydrogen, alkyl or --COOH, X is a hydrocarbon chain containing from 2 to 10 carbon atoms and optionally substituted by a hydroxy group, A has no significance or represents Y, OY, or SY and Y represents a C 1 to 4 hydrocarbon chain which is optionally substituted by alkyl C 1 to 4, E and G, which may be the same or different, each represent --O--, --S-- or --CH 2 --, provided that at least one of E and G is --O-- or --S--, L, together with the carbon atoms to which it is attached, forms a furan, thiophene, or pyrrole ring, Ra, Rb, Rc, Rd, Re, Rf, Rg and Rh, when they contain carbon, each containing less than 7 carbon atoms, and pharmaceutically acceptable salts, esters and amides thereof.
Claim 3
Dependent Claim
23 words
A compound according to claim 1, wherein Ra to Rg are selected from hydrogen, acetyl, formyl, hydroxy, methyl, propyl, allyl, allyloxy and chlorine.
Claim 4
Dependent Claim
35 words
A compound according to claim 1, wherein none, or only one, of Ra, Rb and Rc are other than hydrogen and two, three or four of Rd, Re, Rf and Rg are other than hydrogen.
Claim 5
Dependent Claim
21 words
A compound according to claim 3, wherein an adjacent three of Rd, Re, Rf and Rg are acetyl, hydroxy and propyl.
Claim 6
Dependent Claim
26 words
A compound according to claim 1, where A is not present or is Y or OY and Y is --CH 2 -- or --CH(CH 3 )--.
Claim 7
Dependent Claim
22 words
A compound according to claim 1, wherein E and G are both oxygen or one is oxygen and the other is sulphur.
Claim 8
Dependent Claim
52 words
A compound according to claim 1, wherein E and G are both oxygen, Rg, Ra and Rb are all hydrogen, Rc, Rd, Re and Rf are hydrogen, hydroxy, alkanoyl, alkenyl or alkyl and the ring L, together with the group --A--COOH is of formula, ##STR10## in which Rh is hydrogen or alkyl.
Claim 9
Dependent Claim
50 words
A compound according to claim 1 and selected from 6- 3-(4-Acetyl-3-hydroxy-2-propylphenoxy)-2-hydroxypropoxy!-7-propylbenzofuran-2-carboxylic acid, 5- 3-(4-Acetyl-3-hydroxy-2-propylphenoxy)propoxy!-4-(prop-2-enyl)benzofuran-2-carboxylic acid, 3-Methyl-6-(5-phenylpentylthio)-7-propylbenzo b!furan-2-carboxylic acid, 5- 3-(4-Acetyl-3-hydroxy-2-propylphenoxy)propoxy!-benzofuran-2-carboxylic acid, 6- 3-(4-Acetyl-3-hydroxy-2-propylphenoxy)propoxy!-7-methylbenzofuran-2-carboxylic acid, 6- 3-(4-Acetyl-3-amino-2-propylphenylthio)propoxy!-7-methylbenzofuran-2-carboxylic acid, 6- 3-(4-Chloro-3-methylphenoxy)propoxy!-7-methylbenzofuran-2-carboxylic acid, 5- 3-(4-Acetyl-3-hydroxy-2-propylphenoxy)propoxy!-2-methylindole-3-carboxylic acid, 5- 3-(4-Acetyl-3-hydroxy-2-propylphenoxy)propyloxy!-benzothiophene-2-carboxylic acid, 6- 3-(4-Acetyl-3-hydroxy-2-propylphenoxy)propyloxy!-7-methyl-5(prop-2-enyl)benzofuran-2-carboxylic acid, 6-{- 4-Acetyl-3-(2-propenyloxy)-2-propylphenoxy!-propoxy}-7-methylbenzofuran-2-carboxylic acid, and the sodium salts of any one thereof.
Claim 10
Dependent Claim
26 words
A pharmaceutical formulation comprising an effective anti SRS-A amount of a compound according to claim 1 in admixture with a pharmaceutically acceptable adjuvant, diluent or carrier.
Claim 11
Dependent Claim
35 words
A method of treatment of a disorder in which SRS-A is a factor, which comprises administration of an effective amount of a compound according to claim 1 to a patient suffering from such a condition.
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) | 1987-01-02 | 1987-07-04 | 1988-01-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-01-02 | 1991-07-04 | 1992-01-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-01-02 | 1995-07-04 | 1996-01-03 | $7700.00 | Window Closed / Lapsed |