US4010267A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Benzodioxole compounds
Assignee: Science Union et Cie
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Filing: 1975-03-26
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Granted: 1977-03-01
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Expires: 1995-03-26
Abstract
Abstract Benzodioxole compounds of the formula: vasodilator ##STR1## WHEREIN R 1 is hydrogen, lower alkyl, aryl, haloaryl, lower-alkylaryl, lower-alkoxyaryl, methylenedioxyaryl, ethylenedioxyaryl, trifluoromethylaryl, nitroaryl or aminoaryl, R 2 is lower-alkyl, aryl, haloaryl, lower-alkylaryl, lower-alkoxyaryl, methylenedioxyaryl, ethylenedioxyaryl, trifluoromethylaryl, nitroaryl or aminoaryl, or R 1 + r 2 are --(CH 2 ) 4 --, --(CH 2 ) 5 -- or --(CH 2 ) 6 -- and Het is pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, quinazolinyl, 1,3,5 triazinyl or 1,3-thiazolyl, each being optionally substituted by lower-alkyl, lower-alkoxy, hydroxyl or phenyl. These compounds are used as medicines especially as peripheral vasocilator agent and central nervous system stimulant.
Inventors
- 👤 Gilbert Regnier
- 👤 Roger Canevari
- 👤 Michel Laubie
- 👤 Jean-Claude Poignant
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 15:37
CPC Classifications
C; C07; C07D; C07D405/00; C07D405/14; C07D317/00; C07D317/08; C07D317/72; A; A61; A61P; A61P25/00; A61P25/26; A61P9/00; A61P9/08; C07D317/44; C07D317/46; C07D417/00; C07D417/14
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
101 words
A compound selected from the group consisting of: A. benzodioxole compounds of the general formula: ##STR7##wherein: R 1 is selected from the group consisting of hydrogen and alkyl having 1 to 5 carbon atoms inclusive; R 2 is selected from the group consisting of alkyl having 1 to 5 carbon atoms inclusive and phenyl; or R 1 and R 2 together represent a polymethylenic chain --(CH 2 ) n -- wherein n is selected from 4, 5 and 6; and Het is selected from the group consisting of 2-thiazolyl, methyl-2-thiazolyl, phenyl-2-thiazolyl, and dimethyl-2-thiazolyl, and B. physiologically tolerable acid addition salts thereof.
Claim 2
Dependent Claim
101 words
A compound selected from the group consisting of: A. benzodioxole compounds of the general formula: ##STR7##wherein: R 1 is selected from the group consisting of hydrogen and alkyl having 1 to 5 carbon atoms inclusive; R 2 is selected from the group consisting of alkyl having 1 to 5 carbon atoms inclusive and phenyl; or R 1 and R 2 together represent a polymethylenic chain --(CH 2 ) n -- wherein n is selected from 4, 5 and 6; and Het is selected from the group consisting of 2-thiazolyl, methyl-2-thiazolyl, phenyl-2-thiazolyl, and dimethyl-2-thiazolyl, and B. physiologically tolerable acid addition salts thereof.
Claim 3
Dependent Claim
11 words
A compound of claim 1 which is 5-[4-(2-thiazolyl)-1-piperazinyl] methyl-2-methyl benzo [d]-1,3-dioxole.
Claim 4
Dependent Claim
11 words
A compound of claim 1 which is 5-[4-(4-methyl-2-thiazolyl)-1-piperazinyl] methyl-2-methyl benzo [d]-1,3-dioxole.
Claim 5
Dependent Claim
11 words
A compound of claim 1 which is 5-[4-(4-phenyl-2-thiazolyl)-1-piperazinyl] methyl-2-methyl benzo [d]-1,3-dioxole.
Claim 6
Dependent Claim
10 words
A compound of claim 1 which is 5-[4-(4,5-dimethyl-2-thiazolyl)-1-piperazinyl]methyl-2-methyl benzo [d]-1,3-dioxole.
Claim 7
Dependent Claim
11 words
A compound of claim 1 which is 5-[4-(5-methyl-2-thiazolyl)-1-piperazinyl] methyl-2-methyl benzo [d]-1,3-dioxole.
Claim 8
Dependent Claim
11 words
A compound of claim 1 which is 5-[4-(5-phenyl-2-thiazolyl)-1-piperazinyl] methyl-2-methyl benzo [d]-1,3-dioxole.
Claim 9
Dependent Claim
18 words
A pharmaceutical composition containing as active principle a compound of claim 1 together with a suitable pharmaceutical carrier.
Claim 10
Dependent Claim
35 words
A method of treating a living animal body afflicted with vasoconstriction, or CNS depression, comprising the step of administering an amount of a compound of claim 1 effective for the alleviation of the said condition.
Claim 11
Dependent Claim
31 words
A method of treating a living animal body afflicted with parkinsonism comprising the step of administering an amount of a compound of claim 1 effective for the alleviation of said condition.
Claim 12
Dependent Claim
20 words
The method of claim 10, wherein dosages of 20 to 200 mg 1 to 5 times a day are administered.
Claim 13
Dependent Claim
39 words
The method of claim 11, wherein the compound is selected from the group consisting of: 5-[4-(2-thiazolyl-1-piperazinyl] methyl-2-methyl benzo [d]-1,3-dioxole; 5-[4-(4-methyl-2-thiazolyl)-1-piperazinyl] methyl-2-methyl benzo [d]-1,3-dioxole; 5-[4-(4-phenyl-2-thiazolyl)-1-piperazinyl] methyl-2-methyl benzo [d]-1,3-dioxole; 5-[4-(4,5-dimethyl-2-thiazolyl)-1-piperazinyl] methyl-2-methyl benzo [d]-1,3-dioxole; 5-[4-(5-methyl-2-thiazolyl)-1-piperazinyl] methyl-2-methyl benzo [d]-1,3-dioxole; 5-[4-(5-phenyl-2-thiazolyl)-1-piperazinyl] methyl-2-methyl benzo [d]-1,3-dioxole.
Claim 14
Dependent Claim
13 words
The method of claim 11, wherein the compound is 5-[4-(2-thiazolyl)-1-piperazinyl] methyl-2-methyl benzo [d]-1,3-dioxole.
References Cited (Backward Citations)
US3299067A
Cited
US3585193A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-02-29 | 1980-08-30 | 1981-03-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-02-29 | 1984-08-30 | 1985-03-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-02-29 | 1988-08-30 | 1989-03-01 | $7700.00 | Window Closed / Lapsed |