Patent US4067995A successfully refreshed from Google Patents.
US4067995A
Expired / Lapsed
US
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Compounds, compositions and methods of use
Assignee: Pharmacia and Upjohn Co
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Filing: 1975-11-28
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Granted: 1978-01-10
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Expires: 1995-11-28
Abstract
Abstract It has now been discovered that novel compounds of FIG. 1 ##STR1## are useful in the prophylactic treatment of sensitized humans and animals for allergy and all anaphylactic reactions of a reagin or non-reagin mediated nature. Additionally, the compounds are intermediates to the diacid or di salts which have utility in the same area as the esters. The compounds are formulated with pharmaceutical carriers for oral, parenteral, inhalation, or rectal means of administration.
Inventors
- 👤 John B. Wright
- 👤 Anthony A. Sinkula
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 17:53
CPC Classifications
C; C07; C07D; C07D261/00; C07D261/02; C07D261/06; C07D261/08
Claims Analysis
Total Claims: 24
Claim 1
Independent Claim
96 words
A compound of the formula ##STR15##wherein ##STR16##is at one of the positions 4, 5 and 6 with the proviso that where ##STR17##is at 4, then when X is at the 3 position, X is selected from the group consisting of hydrogen and alkyl from one to three carbon atoms, inclusive; when X is at the 5 position, X is selected from the group consisting of hydrogen, halogen, alkoxy from one to three carbon atoms, inclusive, and cyano; and when X is at the 6 position, X is selected from the group consisting of hydrogen and halogen;
Claim 2
Dependent Claim
96 words
A compound of the formula ##STR15##wherein ##STR16##is at one of the positions 4, 5 and 6 with the proviso that where ##STR17##is at 4, then when X is at the 3 position, X is selected from the group consisting of hydrogen and alkyl from one to three carbon atoms, inclusive; when X is at the 5 position, X is selected from the group consisting of hydrogen, halogen, alkoxy from one to three carbon atoms, inclusive, and cyano; and when X is at the 6 position, X is selected from the group consisting of hydrogen and halogen;
Claim 3
Dependent Claim
223 words
then when X is at the 3 or 6 position, X is hydrogen, and X is at the 4 position, X is selected from the group consisting of hydrogen, halogen, alkyl from one to three carbon atoms, inclusive; and alkoxy from one to three carbon atoms, inclusive; 6, when X is at the 3 or 5 position, X is selected from the group consisting of hydrogen and alkyl from one to three carbon atoms, inclusive; and X is at the 4 position, X is selected from the group consisting of hydrogen, alkyl from one to three carbon atoms, inclusive, and cyano; and R 1 and R 2 are the same or different and are selected from the group consisting of hydrogen; a physiologically acceptable metal or amine cation; alkyl of one to 12 carbon atoms, inclusive; cycloalkyl of four to eight carbon atoms, inclusive, phenyl and ##STR18##wherein n is an integer of 3 to 4 carbon atoms, inclusive, and R 5 and R 6 are the same or different and are selected from the group consisting of hydrogen and alkyl of one to four carbon atoms, inclusive, with the proviso that when one of R 1 and R 2 is hydrogen or a physiologically acceptable metal or amine cation, the other variable is not hydrogen or a physiologically acceptable metal or amine cation.
Claim 4
Dependent Claim
223 words
then when X is at the 3 or 6 position, X is hydrogen, and X is at the 4 position, X is selected from the group consisting of hydrogen, halogen, alkyl from one to three carbon atoms, inclusive; and alkoxy from one to three carbon atoms, inclusive; 6, when X is at the 3 or 5 position, X is selected from the group consisting of hydrogen and alkyl from one to three carbon atoms, inclusive; and X is at the 4 position, X is selected from the group consisting of hydrogen, alkyl from one to three carbon atoms, inclusive, and cyano; and R 1 and R 2 are the same or different and are selected from the group consisting of hydrogen; a physiologically acceptable metal or amine cation; alkyl of one to 12 carbon atoms, inclusive; cycloalkyl of four to eight carbon atoms, inclusive, phenyl and ##STR18##wherein n is an integer of 3 to 4 carbon atoms, inclusive, and R 5 and R 6 are the same or different and are selected from the group consisting of hydrogen and alkyl of one to four carbon atoms, inclusive, with the proviso that when one of R 1 and R 2 is hydrogen or a physiologically acceptable metal or amine cation, the other variable is not hydrogen or a physiologically acceptable metal or amine cation.
Claim 5
Dependent Claim
34 words
A compound in accordance with claim 1 wherein R 1 and R 2 are the same or different and are selected from the group consisting of alkyl of one to eight carbon atoms, inclusive.
Claim 6
Dependent Claim
34 words
A compound in accordance with claim 2 wherein R 1 and R 2 are the same or different and are selected from the group consisting of alkyl of four to six carbon atoms, inclusive.
Claim 7
Dependent Claim
16 words
A compound in accordance with claim 1 wherein R 1 and R 2 are the same.
Claim 8
Dependent Claim
16 words
A compound in accordance with claim 2 wherein R 1 and R 2 are the same.
Claim 9
Dependent Claim
16 words
A compound in accordance with claim 3 wherein R 1 and R 2 are the same.
Claim 10
Dependent Claim
19 words
A compound in accordance with claim 4 wherein ##STR19##is at the 4 or 5 position and X is hydrogen.
Claim 11
Dependent Claim
19 words
A compound in accordance with claim 5 wherein ##STR20##is at the 4 or 5 position and X is hydrogen.
Claim 12
Dependent Claim
19 words
A compound in accordance with claim 6 wherein ##STR21##is at the 4 or 5 position and X is hydrogen.
Claim 13
Dependent Claim
100 words
A therapeutic composition comprising a compound of the formula ##STR22##wherein ##STR23##is at one of the positions 4, 5 and 6 with the proviso that where ##STR24##is at 4, then when X is at the 3 position, X is selected from the group consisting of hydrogen and alkyl from one to three carbon atoms, inclusive; when X is at the 5 position, X is selected from the group consisting of hydrogen, halogen, alkoxy from one to three carbon atoms, inclusive, and cyano; and when X is at the 6 position, X is selected from the group consisting of hydrogen and halogen;
Claim 14
Dependent Claim
100 words
A therapeutic composition comprising a compound of the formula ##STR22##wherein ##STR23##is at one of the positions 4, 5 and 6 with the proviso that where ##STR24##is at 4, then when X is at the 3 position, X is selected from the group consisting of hydrogen and alkyl from one to three carbon atoms, inclusive; when X is at the 5 position, X is selected from the group consisting of hydrogen, halogen, alkoxy from one to three carbon atoms, inclusive, and cyano; and when X is at the 6 position, X is selected from the group consisting of hydrogen and halogen;
Claim 15
Dependent Claim
229 words
then when X is at the 3 or 6 position, X is hydrogen, and X is at the 4 position, X is selected from the group consisting of hydrogen, halogen, alkyl from one to three carbon atoms, inclusive; and alkoxy from one to three carbon atoms, inclusive; 6, when X is at the 3 or 5 position, X is selected from the group consisting of hydrogen and alkyl from one to three carbon atoms, inclusive; an X is at the 4 position, X is selected from the group consisting of hydrogen, alkyl from one to three carbon atoms, inclusive, and cyano; and R 1 and R 2 are the same or different and are selected from the group consisting of hydrogen; a physiologically acceptable metal or amine cation; alkyl of one to 12 carbon atoms, inclusive; cycloalkyl of four to eight carbon atoms, inclusive, phenyl and ##STR25##wherein n is an integer of three to four carbon atoms, inclusive, and R 5 and R 6 are the same or different and are selected from the group consisting of hydrogen and alkyl of one to four carbon atoms, inclusive, with the proviso that when one of R 1 and R 2 is hydrogen or a physiologically acceptable metal or amine cation, the other variable is not hydrogen or a physiologically acceptable metal or amine cation, in association with a pharmaceutical carrier.
Claim 16
Dependent Claim
229 words
then when X is at the 3 or 6 position, X is hydrogen, and X is at the 4 position, X is selected from the group consisting of hydrogen, halogen, alkyl from one to three carbon atoms, inclusive; and alkoxy from one to three carbon atoms, inclusive; 6, when X is at the 3 or 5 position, X is selected from the group consisting of hydrogen and alkyl from one to three carbon atoms, inclusive; an X is at the 4 position, X is selected from the group consisting of hydrogen, alkyl from one to three carbon atoms, inclusive, and cyano; and R 1 and R 2 are the same or different and are selected from the group consisting of hydrogen; a physiologically acceptable metal or amine cation; alkyl of one to 12 carbon atoms, inclusive; cycloalkyl of four to eight carbon atoms, inclusive, phenyl and ##STR25##wherein n is an integer of three to four carbon atoms, inclusive, and R 5 and R 6 are the same or different and are selected from the group consisting of hydrogen and alkyl of one to four carbon atoms, inclusive, with the proviso that when one of R 1 and R 2 is hydrogen or a physiologically acceptable metal or amine cation, the other variable is not hydrogen or a physiologically acceptable metal or amine cation, in association with a pharmaceutical carrier.
Claim 17
Dependent Claim
11 words
A composition in accordance with claim 10 suitable for inhalation administration.
Claim 18
Dependent Claim
11 words
A composition in accordance with claim 10 suitable for oral administration.
Claim 19
Dependent Claim
118 words
A process for the prophylactic treatment of allergy of a reagin or non-reagin mediated nature in a mammal which comprises administering a compound of the formula ##STR26## wherein ##STR27##is at one of the positions 4, 5 and 6, with the proviso that where ##STR28##is at 4, then when X is at the 3 position, X is selected from the group consisting of hydrogen and alkyl from one to three carbon atoms, inclusive; when X is at the 5 position, X is selected from the group consisting of hydrogen, halogen, alkoxy from one to three carbon atoms, inclusive, and cyano; and when X is at the 6 position, X is selected from the group consisting of hydrogen and halogen;
Claim 20
Dependent Claim
118 words
A process for the prophylactic treatment of allergy of a reagin or non-reagin mediated nature in a mammal which comprises administering a compound of the formula ##STR26## wherein ##STR27##is at one of the positions 4, 5 and 6, with the proviso that where ##STR28##is at 4, then when X is at the 3 position, X is selected from the group consisting of hydrogen and alkyl from one to three carbon atoms, inclusive; when X is at the 5 position, X is selected from the group consisting of hydrogen, halogen, alkoxy from one to three carbon atoms, inclusive, and cyano; and when X is at the 6 position, X is selected from the group consisting of hydrogen and halogen;
Claim 21
Dependent Claim
229 words
then when X is at the 3 or 6 position, X is hydrogen, and X is at the 4 position, X is selected from the group consisting of hydrogen, halogen, alkyl from one to three carbon atoms, inclusive; and alkoxy from one to three carbon atoms, inclusive; 6, when X is at the 3 or 5 position, X is selected from the group consisting of hydrogen and alkyl from one to three carbon atoms, inclusive; and X is at the 4 position, X is selected from the group consisting of hydrogen, alkyl from one to three carbon atoms, inclusive, and cyano; and R 1 and R 2 are the same or different and are selected from the group consisting of hydrogen; a physiologically acceptable metal or amine cation; alkyl of one to 12 carbon atoms, inclusive; cycloalkyl of four to eight carbon atoms, inclusive, phenyl and ##STR29##wherein n is an integer of three to four carbon atoms, inclusive, and R 5 and R 6 are the same or different and are selected from the group consisting of hydrogen and alkyl of one to four carbon atoms, inclusive, with the proviso that when one of R 1 and R 2 is hydrogen or a physiologically acceptable metal or amine cation, the other variable is not hydrogen or a physiologically acceptable metal or amine cation, in association with a pharmaceutical carrier.
Claim 22
Dependent Claim
229 words
then when X is at the 3 or 6 position, X is hydrogen, and X is at the 4 position, X is selected from the group consisting of hydrogen, halogen, alkyl from one to three carbon atoms, inclusive; and alkoxy from one to three carbon atoms, inclusive; 6, when X is at the 3 or 5 position, X is selected from the group consisting of hydrogen and alkyl from one to three carbon atoms, inclusive; and X is at the 4 position, X is selected from the group consisting of hydrogen, alkyl from one to three carbon atoms, inclusive, and cyano; and R 1 and R 2 are the same or different and are selected from the group consisting of hydrogen; a physiologically acceptable metal or amine cation; alkyl of one to 12 carbon atoms, inclusive; cycloalkyl of four to eight carbon atoms, inclusive, phenyl and ##STR29##wherein n is an integer of three to four carbon atoms, inclusive, and R 5 and R 6 are the same or different and are selected from the group consisting of hydrogen and alkyl of one to four carbon atoms, inclusive, with the proviso that when one of R 1 and R 2 is hydrogen or a physiologically acceptable metal or amine cation, the other variable is not hydrogen or a physiologically acceptable metal or amine cation, in association with a pharmaceutical carrier.
Claim 23
Dependent Claim
24 words
A compound in accordance with claim 1 wherein ##STR30##is at the 4 position, X is hydrogen and R 1 and R 2 are methyl.
Claim 24
Dependent Claim
24 words
A compound in accordance with claim 1 wherein ##STR31##is at the 5 position, X is hydrogen and R 1 and R 2 are methyl.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-01-09 | 1981-07-11 | 1982-01-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-01-09 | 1985-07-11 | 1986-01-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-01-09 | 1989-07-11 | 1990-01-10 | $7700.00 | Window Closed / Lapsed |