Patent US4100291A successfully refreshed from Google Patents.
US4100291A
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US
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Novel 1,4-benzodioxanes
Assignee: Sanofi Aventis France
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Filing: 1977-04-28
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Granted: 1978-07-11
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Expires: 1997-04-28
Abstract
Abstract Novel 1,4-benzodioxanes of the formula ##STR1## wherein R' is selected from the group consisting of hydrogen, alkoxy of 1 to 5 carbon atoms, chlorine, bromine and fluorine, R 1 and R 2 are individually selected from the group consisting of hydrogen and alkyl of 1 to 5 carbon atoms and Y and Z are hydrogen or together form a double bond in the form of their racemic mixtures or optically active isomers and their non-toxic, pharmaceutically acceptable acid addition salts having antihypertensive activity and a novel process and novel intermediates for their preparation.
Inventors
- 👤 Francois Clemence
- 👤 Daniel Humbert
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 21:47
CPC Classifications
C; C07; C07D; C07D405/00; C07D405/02; C07D405/12; C07D319/00; C07D319/10; C07D319/14; C07D319/16; C07D319/20; A; A61; A61P; A61P9/00; A61P9/12
Claims Analysis
Total Claims: 21
Claim 1
Independent Claim
87 words
A compound selected from the group consisting of 1,4-benzodioxanes of the formula ##STR14## wherein R' is selected from the group consisting of hydrogen, alkoxy of 1 to 5 carbon atoms, chlorine, bromine and fluorine, R 1 and R 2 are individually selected from the group consisting of hydrogen and alkyl of 1 to 5 carbon atoms and Y and Z are hydrogen or together form a double bond in the form of their racemic mixtures or optically active isomers and their non-toxic, pharmaceutically acceptable acid addition salts.
Claim 2
Dependent Claim
87 words
A compound selected from the group consisting of 1,4-benzodioxanes of the formula ##STR14## wherein R' is selected from the group consisting of hydrogen, alkoxy of 1 to 5 carbon atoms, chlorine, bromine and fluorine, R 1 and R 2 are individually selected from the group consisting of hydrogen and alkyl of 1 to 5 carbon atoms and Y and Z are hydrogen or together form a double bond in the form of their racemic mixtures or optically active isomers and their non-toxic, pharmaceutically acceptable acid addition salts.
Claim 3
Dependent Claim
33 words
A compound of claim 1 wherein R' is selected from the group consisting of hydrogen and alkoxy of 1 to 5 carbon atoms, Y and Z are hydrogen and R 2 is hydrogen.
Claim 4
Dependent Claim
38 words
A compound of claim 1 wherein R' is selected from the group consisting of hydrogen, CH 3 O-- and chlorine, R 1 and R 2 are individually selected from the group consisting of hydrogen and CH 3 --.
Claim 5
Dependent Claim
30 words
A compound of claim 2 wherein R' is selected from the group consisting of hydrogen and methoxy and R 1 is selected from the group consisting of hydrogen and methyl.
Claim 6
Dependent Claim
22 words
A compound of claim 1 selected from the group consisting of racemic mixtures and optically active isomers of α-(2,3-dihydro-1,4-benzodioxin-2-yl)-4-([1H]-indol-3-yl)-1-piperidine-ethanol and its hydrochloride.
Claim 7
Dependent Claim
22 words
A compound of claim 1 selected from the group consisting of racemic mixtures and optically active isomers of α-(2,3-dihydro-1,4-benzodioxin-2-yl)-4-(6-methoxy-2-methyl[1H]-indol-3-yl)-1-piperidine-ethanol and its hydrochloride.
Claim 8
Dependent Claim
21 words
An antihypertensive composition comprising an antihypertensively effective amount of at least one compound of claim 1 and an inert pharmaceutical carrier.
Claim 9
Dependent Claim
33 words
A composition of claim 7 wherein R' is selected from the group consisting of hydrogen and alkoxy of 1 to 5 carbon atoms, Y and Z are hydrogen and R 2 is hydrogen.
Claim 10
Dependent Claim
38 words
A composition of claim 7 wherein R' is selected from the group consisting of hydrogen, CH 3 O-- and chlorine, R 1 and R 2 are individually selected from the group consisting of hydrogen and CH 3 --.
Claim 11
Dependent Claim
30 words
A composition of claim 7 wherein R' is selected from the group consisting of hydrogen and methoxy and R 1 is selected from the group consisting of hydrogen and methyl.
Claim 12
Dependent Claim
27 words
A composition of claim 7 wherein the compound is selected from the group consisting of racemic mixtures and optically active isomers of α-(2,3-dihydro-1,4-benzodioxin -2-yl)-4-([1H]-indol-3-yl)-1-piperidine-ethanol and its hydrochloride.
Claim 13
Dependent Claim
27 words
A composition of claim 7 wherein the compound is selected from the group consisting of racemic mixtures and optically active isomers of α-(2,3-dihydro-1,4-benzodioxin -2-yl)-4-(6-methoxy-2-methyl-[1H]-indol-3-yl)-piperidine-ethanol and its hydrochloride.
Claim 14
Dependent Claim
25 words
A method of relieving hypertension in warm-blooded animals comprising administering to warm-blooded animals an antihypertensively effective amount of at least one compound of claim 1.
Claim 15
Dependent Claim
33 words
A method of claim 13 wherein R' is selected from the group consisting of hydrogen and alkoxy of 1 to 5 carbon atoms, Y and Z are hydrogen and R 2 is hydrogen.
Claim 16
Dependent Claim
38 words
A method of claim 13 wherein R' is selected from the group consisting of hydrogen, CH 3 O-- and chlorine, R 1 and R 2 are individually selected from the group consisting of hydrogen and CH 3 --.
Claim 17
Dependent Claim
30 words
A method of claim 13 wherein R' is selected from the group consisting of hydrogen and methoxy and R 1 is selected from the group consisting of hydrogen and methyl.
Claim 18
Dependent Claim
27 words
A method of claim 13 wherein the compound is selected from the group consisting of racemic mixtures and optically active isomers of α-(2,3-dihydro-1,4-benzodioxin -2-yl)-4-([1H]-indol-3-yl)-1-piperidine-ethanol and its hydrochloride.
Claim 19
Dependent Claim
27 words
A method of claim 13 wherein the compound is selected from the group consisting of racemic mixtures and optically active isomers of α-(2,3-dihydro-1,4-benzodioxin -2-yl)-4-(6-methoxy-2-methyl-[1H]-indol-3-yl)-1-piperidine-ethanol and its hydrochloride.
Claim 20
Dependent Claim
22 words
A compound selected from the group consisting of racemates and optically active isomers of 4-(2-methyl-3-indolyl)-piperidine, (dl) erythro 2,3-dihydro-2-oxiranyl-1,4-benzodioxine and (dl) threo 2,3-dihydro-2-oxiranyl-1,4-benzodioxine.
Claim 21
Dependent Claim
22 words
A compound selected from the group consisting of racemates and optically active isomers of 4-(2-methyl-3-indolyl)-piperidine, (dl) erythro 2,3-dihydro-2-oxiranyl-1,4-benzodioxine and (dl) threo 2,3-dihydro-2-oxiranyl-1,4-benzodioxine.
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) | 1981-07-10 | 1982-01-09 | 1982-07-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-07-10 | 1986-01-09 | 1986-07-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-07-10 | 1990-01-09 | 1990-07-11 | $7700.00 | Window Closed / Lapsed |