Patent US4159336A successfully refreshed from Google Patents.
US4159336A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Meta and para phenylenedi-5-isoxazole carboxylic acids, esters and salts
Assignee: Pharmacia and Upjohn Co
•
Filing: 1977-10-06
•
Granted: 1979-06-26
•
Expires: 1997-10-06
Abstract
Abstract Compounds, compositions and methods of using the compounds of the formula as anti-allergics ##STR1## wherein X' is the same as X, X' is at the 3 or 4 position and is ##STR2## R is selected from the group consisting of hydrogen alkyl of one to eight carbon atoms, inclusive, and a physiologically acceptable metal or amine cation; R 1 and R 2 are the same or different and are selected from the group consisting of hydrogen, alkyl of one to six carbon atoms, inclusive, alkoxy of one to six carbon atoms, inclusive, phenyl, cyano, nitro, trifluoromethyl, fluoro, chloro, and bromo, with the proviso that one of R 1 and R 2 is other than hydrogen.
Inventors
- 👤 John B. Wright
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 02:30
CPC Classifications
C; C07; C07D; C07D271/00; C07D271/02; C07D271/06; C07C; C07C259/00; C07C259/12; C07C259/14
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
106 words
A compound of the formula ##STR12## wherein X' is the 3 or 4 position, is the same as X and is ##STR13## wherein R is selected from the group consisting of hydrogen, alkyl of one to eight carbon atoms, inclusive, and a physiologically acceptable metal or amine cation; R 1 and R 2 are the same or different and are selected from the group consisting of hydrogen, alkyl of one to six carbon atoms, inclusive, alkoxy of one to six carbon atoms, inclusive, phenyl, cyano, nitro, trifluoromethyl, fluoro, chloro, and bromo, with the proviso that one of R 1 and R 2 is other than hydrogen.
Claim 2
Dependent Claim
106 words
A compound of the formula ##STR12## wherein X' is the 3 or 4 position, is the same as X and is ##STR13## wherein R is selected from the group consisting of hydrogen, alkyl of one to eight carbon atoms, inclusive, and a physiologically acceptable metal or amine cation; R 1 and R 2 are the same or different and are selected from the group consisting of hydrogen, alkyl of one to six carbon atoms, inclusive, alkoxy of one to six carbon atoms, inclusive, phenyl, cyano, nitro, trifluoromethyl, fluoro, chloro, and bromo, with the proviso that one of R 1 and R 2 is other than hydrogen.
Claim 3
Dependent Claim
76 words
A compound in accordance with claim 1 wherein R is selected from the group consisting of hydrogen, alkyl of one to six carbon atoms, inclusive, and a physiologically acceptable metal or amine cation; R 1 and R 2 are the same or different and are selected from the group consisting of hydrogen, alkyl of one to four carbon atoms, inclusive, alkoxy of one to four carbon atoms, inclusive, phenyl, cyano, nitro, trifluoromethyl, fluoro, chloro, and bromo.
Claim 4
Dependent Claim
79 words
A compound in accordance with claim 2 wherein X' is at the 3-position, R is selected from the group consisting of hydrogen, alkyl of one to three carbon atoms, inclusive, a physiologically acceptable metal or amine cation, R 1 and R 2 are the same or different and are selected from the group consisting of hydrogen, alkyl of one to three carbon atoms, inclusive, alkoxy of one to three carbon atoms, inclusive, phenyl, cyano, trifluoromethyl, fluoro, chloro and bromo.
Claim 5
Dependent Claim
48 words
A compound in accordance with claim 3 wherein R 1 and R 2 are the same or different and are selected from the group consisting of hydrogen, alkyl of one to three carbon atoms, inclusive, alkoxy of one to three carbon atoms, inclusive, cyano, trifluoromethyl, fluoro and chloro.
Claim 6
Dependent Claim
21 words
A compound in accordance with claim 4 wherein R 1 and R 2 are at the 2 and 5 positions, respectively.
Claim 7
Dependent Claim
111 words
A pharmaceutical composition comprising an anti-reagin or non-reagin mediated allergy effective amount of a compound of the formula ##STR14## wherein X' is at the 3 or 4 position, is the same as X and is ##STR15## wherein R is selected from the group consisting of hydrogen, alkyl of one to eight carbon atoms, inclusive, and a physiologically acceptable metal or amine cation; R 1 and R 2 are the same or different and are selected from the group consisting of hydrogen, alkyl of one to six carbon atoms, inclusive, alkoxy of one to six carbon atoms, inclusive, phenyl, cyano, nitro, trifluoromethyl, fluoro, chloro, and bromo in association with a pharmaceutical carrier.
Claim 8
Dependent Claim
111 words
A pharmaceutical composition comprising an anti-reagin or non-reagin mediated allergy effective amount of a compound of the formula ##STR14## wherein X' is at the 3 or 4 position, is the same as X and is ##STR15## wherein R is selected from the group consisting of hydrogen, alkyl of one to eight carbon atoms, inclusive, and a physiologically acceptable metal or amine cation; R 1 and R 2 are the same or different and are selected from the group consisting of hydrogen, alkyl of one to six carbon atoms, inclusive, alkoxy of one to six carbon atoms, inclusive, phenyl, cyano, nitro, trifluoromethyl, fluoro, chloro, and bromo in association with a pharmaceutical carrier.
Claim 9
Dependent Claim
13 words
A composition in accordance with claim 6 wherein the compound is diethyl 3,3'-m-phenylenedi-5-isoxazolecarboxylate.
Claim 10
Dependent Claim
13 words
A composition in accordance with claim 6 wherein the compound is 3,3'-m-phenylenedi-5-isoxazolecarboxylic acid.
Claim 11
Dependent Claim
125 words
A process for the prophylactic treatment of allergy of a reagin or non-reagin mediated nature in a mammal which comprises administering to a mammal in need of said treatment an effective amount of a compound of the formula ##STR16## wherein X' is at the 3 or 4 position, is the same as X, and is ##STR17## wherein R is selected from the group consisting of hydrogen, alkyl of one to eight carbon atoms, inclusive, and a physiologically acceptable metal or amine cation; R 1 and R 2 are the same or different and are selected from the group consisting of hydrogen, alkyl of one to six carbon atoms, inclusive, alkoxy of one to six carbon atoms, inclusive, phenyl, cyano, nitro, trifluoromethyl, fluoro, chloro, and bromo.
Claim 12
Dependent Claim
125 words
A process for the prophylactic treatment of allergy of a reagin or non-reagin mediated nature in a mammal which comprises administering to a mammal in need of said treatment an effective amount of a compound of the formula ##STR16## wherein X' is at the 3 or 4 position, is the same as X, and is ##STR17## wherein R is selected from the group consisting of hydrogen, alkyl of one to eight carbon atoms, inclusive, and a physiologically acceptable metal or amine cation; R 1 and R 2 are the same or different and are selected from the group consisting of hydrogen, alkyl of one to six carbon atoms, inclusive, alkoxy of one to six carbon atoms, inclusive, phenyl, cyano, nitro, trifluoromethyl, fluoro, chloro, and bromo.
Claim 13
Dependent Claim
13 words
A process in accordance with claim 9 wherein the compound is diethyl 3,3'-m-phenylenedi-5-isoxazolecarboxylate.
Claim 14
Dependent Claim
13 words
A process in accordance with claim 9 wherein the compound is 3,3'-m-phenylenedi-5-isoxazolecarboxylic acid.
Claim 15
Dependent Claim
23 words
A process in accordance with claim 9 wherein a dosage form of tablet, capsule, powder for insufflation, or aerosol for inhalation is administered.
References Cited (Backward Citations)
US3471509A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-06-25 | 1982-12-25 | 1983-06-26 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-06-25 | 1986-12-25 | 1987-06-26 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-06-25 | 1990-12-25 | 1991-06-26 | $7700.00 | Window Closed / Lapsed |