US5068252A
Expired / Lapsed
US
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Methods of using phenylethenyl compounds having retinoid-like activity
Assignee: Allergan Inc
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Filing: 1991-02-08
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Granted: 1991-11-26
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Expires: 2011-02-08
Abstract
Abstract Compounds of the following formula, useful for treating diseases affected by retinoids, are disclosed herein. ##STR1##
Inventors
- 👤 Roshantha A. S. Chandraratna
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 19:56
CPC Classifications
C; C07; C07F; C07F9/00; C07F9/02; C07F9/28; C07F9/38; C07F9/40; C07F9/4003; C07F9/4056; C07C; C07C235/00; C07C235/42; C07C323/00; C07C323/01; C07C323/09; C07C323/22; C07C43/00; C07C43/02; C07C43/20; C07C43/215; C07C43/30; C07C43/315; C07C45/00; C07C45/27; C07C45/29; C07C45/292; C07C45/61; C07C45/67; C07C45/68; C07C45/70; C07C45/71; C07C47/00; C07C47/20; C07C47/277; C07C47/52; C07C47/575; C07C49/00; C07C49/20; C07C49/255; C07C49/76; C07C49/84; C07C65/00; C07C65/21; C07C65/28; C07C69/00; C07C69/76; C07C69/94
Claims Analysis
Total Claims: 24
Claim 1
Independent Claim
186 words
A method for treating dermatoses including psoriasis, in a mammal which method comprises administering a therapeutically effective amount of a compound of the formula ##STR6## in which: R 1 , R 2 , R 3 and R 4 are hydrogen, lower alkyl, halogen or lower alkoxy; R 5 is hydrogen or lower alkyl; Y is oxygen or sulfur; Z is 1-10 carbon straight or branched alkyl, or 2-10 carbon straight or branched chain alkenyl or alkynyl; n is 0-5; and A is COOH, COOR 7 , CONHR 7 , CON(R 7 ) 2 , --CH 2 OH, --CH 2 OR 7 , CH 2 OCOR 7 , --CHO, CH(OR 8 ) 2 , CHOR 9 O, --COR 6 , CR 6 (OR 8 ) 2 , or CR 6 OR 9 O where R 6 is --(CH 2 ) m CH 3 where m is 0-4, R 7 is alkyl of 1 to 10 carbons or aryl or alkyl-aryl group, R 8 is lower alkyl, and R 9 is divalent alkyl radical of 2 to 5 carbons, or administering a pharmaceutically acceptable salt of said compound.
Claim 2
Independent Claim
186 words
A method for treating dermatoses including psoriasis, in a mammal which method comprises administering a therapeutically effective amount of a compound of the formula ##STR6## in which: R 1 , R 2 , R 3 and R 4 are hydrogen, lower alkyl, halogen or lower alkoxy; R 5 is hydrogen or lower alkyl; Y is oxygen or sulfur; Z is 1-10 carbon straight or branched alkyl, or 2-10 carbon straight or branched chain alkenyl or alkynyl; n is 0-5; and A is COOH, COOR 7 , CONHR 7 , CON(R 7 ) 2 , --CH 2 OH, --CH 2 OR 7 , CH 2 OCOR 7 , --CHO, CH(OR 8 ) 2 , CHOR 9 O, --COR 6 , CR 6 (OR 8 ) 2 , or CR 6 OR 9 O where R 6 is --(CH 2 ) m CH 3 where m is 0-4, R 7 is alkyl of 1 to 10 carbons or aryl or alkyl-aryl group, R 8 is lower alkyl, and R 9 is divalent alkyl radical of 2 to 5 carbons, or administering a pharmaceutically acceptable salt of said compound.
Claim 3
Dependent Claim
42 words
The method of claim 1 comprising topical administration to a mammal of a pharmaceutical formulation which includes the therapeutically effective amount of the compound of the formula or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable excipient adapted for topical administration.
Claim 4
Dependent Claim
31 words
The method of claim 2 wherein the formulation contains the compound of the formula or a pharmaceutically acceptable salt thereof in a concentration of approximately 0.01 to 1.0 milligrams per milliliter.
Claim 5
Dependent Claim
42 words
The method of claim 1 comprising systemic administration to a mammal of a pharmaceutical formulation which includes the therapeutically effective amount of the compound of the formula or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable excipient adapted for systemic administration.
Claim 6
Dependent Claim
42 words
The method of claim 4 wherein the daily dose of the compound of the formula or of a pharmaceutically acceptable salt thereof is approximately 0.01 to 5.0 milligrams per kilogram body weight of the mammal to whom the pharmaceutical formulation is administered.
Claim 7
Dependent Claim
15 words
The method of claim 1 where in the formula of the compound Y is 0.
Claim 8
Dependent Claim
18 words
The method of claim 6 where in the formula of the compound n is 0, 1 or 2.
Claim 9
Dependent Claim
27 words
The method of claim 7 where in the formula of the compound A is COOH, COOR 7 , COONHR 7 , or COON(R 7 ) 2 .
Claim 10
Dependent Claim
25 words
The method of claim 8 where in the formula of the compound R 1 , R 2 , R 3 and R 4 are hydrogen.
Claim 11
Dependent Claim
15 words
The method of claim 8 where in the formula of the compound Z-Y is 3-methyl-2-buteneoxy.
Claim 12
Dependent Claim
46 words
The method of claim 10 where in the formula of the compound A is COOH or COOR 7 , n is 0, R 1 , R 2 , R 3 and R 4 are hydrogen, and the phenyl ring bearing the A group is para substituted.
Claim 13
Dependent Claim
16 words
The method of claim 11 where in the formula of the compound R 5 is methyl.
Claim 14
Dependent Claim
12 words
The method of claim 12 where the compound is 4-(E-2-methyl-2-(4-(3-methyl-2-butenoxy)phenyl)ethenyl benzoic acid.
Claim 15
Dependent Claim
12 words
The method of claim 12 where the compound is ethyl 4-(E-2-methyl-2-(4-(3-methyl-2-butenoxy)phenyl)ethenyl benzoate.
Claim 16
Dependent Claim
15 words
The method of claim 1 where in the formula of the compound Y is S.
Claim 17
Dependent Claim
18 words
The method of claim 15 where in the formula of the compound n is 0, 1 or 2.
Claim 18
Dependent Claim
27 words
The method of claim 16 where in the formula of the compound A is COOH, COOR 7 , COONHR 7 , or COON(R 7 ) 2 .
Claim 19
Dependent Claim
25 words
The method of claim 17 where in the formula of the compound R 1 , R 2 , R 3 and R 4 are hydrogen.
Claim 20
Dependent Claim
15 words
The method of claim 17 where in the formula of the compound Z-Y is 3-methyl-2-thiobutenyl.
Claim 21
Dependent Claim
47 words
The method of claim 19 where in the formula of the compound where A is COOH or COOR 7 , n is 0, R 1 , R 2 , R 3 and R 4 are hydrogen, and the phenyl ring bearing the A group is para substituted.
Claim 22
Dependent Claim
16 words
The method of claim 20 where in the formula of the compound R 5 is hydrogen.
Claim 23
Dependent Claim
12 words
The method of claim 21 where the compound is 4-(E-2-(4-(3-methyl-2-thiobutenyl)phenyl)ethenyl benzoic acid.
Claim 24
Dependent Claim
12 words
The method of claim 21 where the compound is ethyl 4-(E-2-(4-(3-methyl-2-thiobutenyl)phenyl)ethenyl benzoate.
References Cited (Backward Citations)
US4326055A
Cited
US4723028A
Cited
US4740519A
Cited
US4739098A
Cited
US4810804A
Cited
US4992468A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1994-11-25 | 1995-05-27 | 1995-11-26 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1998-11-25 | 1999-05-27 | 1999-11-26 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2002-11-25 | 2003-05-27 | 2003-11-26 | $7700.00 | Window Closed / Lapsed |