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US4857539A
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Heterocyclic substituted-phenoxyalkylisoxazoles as antiviral useful agents
Assignee: Sanofi Aventis France
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Filing: 1987-06-16
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Granted: 1989-08-15
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Expires: 2007-06-16
Abstract
Abstract Compounds of the formula <IMAGE> wherein: Y is an alkylene bridge of 3-9 carbon atoms; Z is N or HC; R is hydrogen or lower-alkyl of 1-5 carbon atoms, with the proviso that when Z is N, R is lower-alkyl; R1 and R2 are hydrogen, halogen, lower-alkyl, lower-alkoxy, nitro, lower-alkoxycarbonyl or trifluoromethyl; and Het is selected from specified heterocyclic groups, are useful and antiviral agents, particularly against picornaviruses, including numerous strains of rhinovirus.
Inventors
- 👤 Guy D. Diana
- 👤 Philip M. Carabateas
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 01:12
CPC Classifications
C; C07; C07D; C07D413/00; C07D413/02; C07D413/12; A; A61; A61L; A61L15/00; A61L15/16; A61L15/42; A61L15/60; A61P; A61P31/00; A61P31/12; C07C; C07C255/00; C07D261/00; C07D261/02; C07D261/06; C07D261/08; C07D263/00; C07D263/02; C07D263/08; C07D263/10; C07D263/14; C07D413/10
Claims Analysis
Total Claims: 22
Claim 1
Independent Claim
105 words
A compound of the formula: ##STR21## wherein: Y is an alkylene bridge of 3-9 carbon atoms; Z in N; R is lower-alkyl of 1-5 carbon atoms; R 1 and R 2 are hydrogen, halogen, lower-alkyl, lower-alkoxy, nitro, lower-alkoxycarbonyl or trifluoromethyl; and Het is selected from the group consisting of: ##STR22## where n is 2 or 3; and R 3 , R 4 and R 5 are hydrogen or lower-alkyl of 1-5 carbon atoms; R 6 is hydrogen, lower-alkyl of 1.5 carbon atoms or chloro; R 7 is hydrogen, or alkyl or hydroxyalkyl of 1-5 carbon atoms; or pharmaceutically acceptable acid-addition salts of basic members thereof.
Claim 2
Dependent Claim
105 words
A compound of the formula: ##STR21## wherein: Y is an alkylene bridge of 3-9 carbon atoms; Z in N; R is lower-alkyl of 1-5 carbon atoms; R 1 and R 2 are hydrogen, halogen, lower-alkyl, lower-alkoxy, nitro, lower-alkoxycarbonyl or trifluoromethyl; and Het is selected from the group consisting of: ##STR22## where n is 2 or 3; and R 3 , R 4 and R 5 are hydrogen or lower-alkyl of 1-5 carbon atoms; R 6 is hydrogen, lower-alkyl of 1.5 carbon atoms or chloro; R 7 is hydrogen, or alkyl or hydroxyalkyl of 1-5 carbon atoms; or pharmaceutically acceptable acid-addition salts of basic members thereof.
Claim 3
Dependent Claim
25 words
A compound according to claim 1 of the formula ##STR23## wherein R 1 , R 2 and Het have the meanings given in claim 1.
Claim 4
Dependent Claim
12 words
A compound according to claim 2 wherein Het is a furanyl group.
Claim 5
Dependent Claim
5 words
5-{5-[2,6-Dichloro-4-(2-furanyl)phenoxy]pentyl}-3-methylisoxazole, according to claim 3.
Claim 6
Dependent Claim
5 words
5-{5-[2,6-Dimethyl-4-(5-methyl-2-furanyl)phenoxy]pentyl}-3-methylisoxazole, according to claim 3.
Claim 7
Dependent Claim
12 words
A compound according to claim 2 wherein Het is a thienyl group.
Claim 8
Dependent Claim
5 words
5-{5-[2,6-Dichloro-4-(2-thienyl)phenoxy]pentyl}-3-methylisoxazole, according to claim 6.
Claim 9
Dependent Claim
12 words
A compound according to claim 2 wherein Het is a tetrazolyl group.
Claim 10
Dependent Claim
5 words
5-{5-[2,6-Dichloro-4-(2-methyl-2H-tetrazol-5-yl)phenoxy]pentyl}-3-methylisoxazole, according to claim 8.
Claim 11
Dependent Claim
5 words
5-{5-[2,6-Dimethyl-4-(2-methyl-2H-tetrazol-5-yl)phenoxy]pentyl}-3-methylisoxazole, according to claim 8.
Claim 12
Dependent Claim
5 words
5-{5-[2,6-Dichloro-4-(2-ethyl-2H-tetrazol-5-yl)phenoxy]pentyl}-3-methylisoxazole, according to claim 8.
Claim 13
Dependent Claim
5 words
5-{5-[2,6-Dimethyl-4-(2-ethyl-2H-tetrazol-5-yl)phenoxy]pentyl}-3-methylisoxazole, according to claim 8.
Claim 14
Dependent Claim
26 words
A composition for combating picornaviruses which comprises an antivirally effective amount of a compound according to claim 1, in admixture with a suitable carrier or diluent.
Claim 15
Dependent Claim
9 words
A composition according to claim 13 for combating rhinoviruses.
Claim 16
Dependent Claim
13 words
A composition according to claim 14 wherein the antivirally effective compound is 5-{5-[2,6-dichloro-4-(2-methyl-2H-tetrazol-5-yl)phenoxy]pentyl}-3-methylisoxazole.
Claim 17
Dependent Claim
13 words
A composition according to claim 14 wherein the antivirally effective compound is 5-{5-[2,6-dimethyl-4-(2-methyl-2H-tetrazol-5-yl)phenoxy]pentyl}-3-methylisoxazole.
Claim 18
Dependent Claim
20 words
A method for combating picornaviruses which comprises contacting the locus of said viruses with a compound according to claim 1.
Claim 19
Dependent Claim
9 words
A method according to claim 17 for combating rhinoviruses.
Claim 20
Dependent Claim
12 words
A method according to claim 18 wherein the compound used is 5-{5-[2,6-dichloro-4-(2-methyl-2H-tetrazol-5-yl)phenoxy]pentyl}-3-methylisoxazole.
Claim 21
Dependent Claim
12 words
A method according to claim 18 wherein the compound used is 5-{5-[2,6-dimethyl-4-(2-methyl-2H-tetrazol-5-yl)phenoxy]pentyl}-3-methylisoxazole.
Claim 22
Dependent Claim
28 words
A method for combating an picornaviral infection in a mammalian host which comprises administering to said host an antivirally effective amount of a compound according to claim 1.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1992-08-14 | 1993-02-13 | 1993-08-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-08-14 | 1997-02-13 | 1997-08-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-08-14 | 2001-02-13 | 2001-08-15 | $7700.00 | Window Closed / Lapsed |