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US3980667A
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Anti-arrhythmic 5-endo-substituted oxy-N-(aminoloweralkyl)bicycle [2.2.2.]oc
Assignee: Bristol Myers Co
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Filing: 1975-03-05
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Granted: 1976-09-14
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Expires: 1995-03-05
Abstract
Abstract Series of 5-endo-benzoyloxy-N-[amino(lower)-alkyl]bicyclo[2.2.2]octane-2,3-di-endo-carboxylic acid imides, 5-endo-(3-indolecarbonyloxy)-N-[amino-(lower)alkyl]bicyclo[2.2.2]octane-2,3-di-endo-carboxylic acid imides, 5-endo-n-substituted-carbamoyloxy-N-[amino(lower)alkyl]bicyclo[2.2.2]octane-2,3-di-endo-carboxylic acid imides and 5-endo-(1-naphthoyloxy)-N-[amino(lower)alkyl]bicyclo[2.2.2]octane-2,3-di-endo-carboxylic acid imides have been found to possess unique prophylactic and therapeutic activity as anti-arrhythmia agents. An example of such a compound possessing activity is 5-endo-(3-indolecarbonyloxy)-N-(3-dimethylaminopropyl)bicyclo[2.2.2]octane-2,3-di-endo-carboxylic acid imide hydrochloride of the formula ##SPC1##
Inventors
- 👤 Richard Anthony Partyka
- 👤 Henry Michael Holava
- 👤 Alex Michael Jelenevsky
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 17:32
CPC Classifications
C; C07; C07D; C07D307/00; C07D307/77; C07D209/00; C07D209/56; C07D209/58; C07D209/72; C07D209/76
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
107 words
A compound having the formula ##SPC80## wherein R is a radical having the formula ##SPC81## wherein R 11 is hydrogen or (lower)alkyl, R 12 is chloro, bromo, fluoro, hydrogen or (lower)alkyl and R 9 and R 10 are alike or different and each is H, Cl, Br, F, (lower)alkyl, nitro, CF 3 , OH or (lower)alkoxy; n is an integer of 2 to 4 inclusive and R 4 or R 5 are alike or different and each is H, (lower)alkyl or when taken together with the nitrogen a radical of the formula ##SPC82## in which R 16 is (lower)alkyl; or a pharmaceutically acceptable acid addition salt thereof.
Claim 2
Dependent Claim
107 words
A compound having the formula ##SPC80## wherein R is a radical having the formula ##SPC81## wherein R 11 is hydrogen or (lower)alkyl, R 12 is chloro, bromo, fluoro, hydrogen or (lower)alkyl and R 9 and R 10 are alike or different and each is H, Cl, Br, F, (lower)alkyl, nitro, CF 3 , OH or (lower)alkoxy; n is an integer of 2 to 4 inclusive and R 4 or R 5 are alike or different and each is H, (lower)alkyl or when taken together with the nitrogen a radical of the formula ##SPC82## in which R 16 is (lower)alkyl; or a pharmaceutically acceptable acid addition salt thereof.
Claim 3
Dependent Claim
25 words
A compound of claim 1 wherein R is a radical having the formula ##SPC83## wherein R 12 is H, F, Cl, methoxy, ethoxy or n-propoxy.
Claim 4
Dependent Claim
46 words
A compound having the formula ##SPC84## wherein R is a radical having the formula ##SPC85## n is an integer of 2 to 4 inclusive and R 4 and R 5 are alike or different and each is (lower)alkyl; or a pharmaceutically acceptable acid addition salt thereof.
Claim 5
Dependent Claim
46 words
A compound having the formula ##SPC84## wherein R is a radical having the formula ##SPC85## n is an integer of 2 to 4 inclusive and R 4 and R 5 are alike or different and each is (lower)alkyl; or a pharmaceutically acceptable acid addition salt thereof.
Claim 6
Dependent Claim
22 words
The compound of claim 1 wherein R 4 and R 5 are methyl and R is 3-indolecarbonyl; or the hydrochloride salt thereof.
Claim 7
Dependent Claim
11 words
The essentially pure levorotatory isomers of the compounds of claim 1.
Claim 8
Dependent Claim
11 words
The essentially pure dextrorotatory isomers of the compounds of claim 1.
References Cited (Backward Citations)
US3850922A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-09-14 | 1980-03-15 | 1980-09-14 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-09-14 | 1984-03-15 | 1984-09-14 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-09-14 | 1988-03-15 | 1988-09-14 | $7700.00 | Window Closed / Lapsed |