US4018767A
Expired / Lapsed
US
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Anti-arrhythmic agents
Assignee: Bristol Myers Co
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Filing: 1975-05-22
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Granted: 1977-04-19
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Expires: 1995-05-22
Abstract
Abstract A series of 5-endo-(1-naphthoyloxy)-N-[amino-(lower)alkyl]bicyclo[2.2.1]heptane-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 excellent activity is 5-endo-(1-naphthoyloxy)-N-(3-dimethylaminopropyl)bicyclo[2.2.1]heptane-2,3-di-endo-carboxylic acid imide hydrochloride.
Inventors
- 👤 Joseph Paul Buyniski
- 👤 Alex Michael Jelenevsky
- 👤 Ronald Leslie Buchanan
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 16:50
CPC Classifications
C; C07; C07D; C07D307/00; C07D307/77; C07D307/93; C07D209/00; C07D209/56; C07D209/58; C07D209/72; C07D209/76
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
82 words
A compound having the formula ##STR51## wherein R 1 , R 2 and R 3 are alike or different and each is H, Cl, Br, F, (lower)alkyl, nitro, OH or (lower)alkoxy, n is an integer of 2 to 4 inclusive and R 4 and R 5 are alike or different and each is H, (lower)alkyl or when taken together with the nitrogen a radical of the formula ##STR52## in which R 6 is (lower)alkyl; or a pharmaceutically acceptable acid addition salt thereof.
Claim 2
Dependent Claim
82 words
A compound having the formula ##STR51## wherein R 1 , R 2 and R 3 are alike or different and each is H, Cl, Br, F, (lower)alkyl, nitro, OH or (lower)alkoxy, n is an integer of 2 to 4 inclusive and R 4 and R 5 are alike or different and each is H, (lower)alkyl or when taken together with the nitrogen a radical of the formula ##STR52## in which R 6 is (lower)alkyl; or a pharmaceutically acceptable acid addition salt thereof.
Claim 3
Dependent Claim
85 words
A compound of claim 1 having the formula ##STR53## wherein R 1 , R 2 and R 3 are alike or different and each is H, Cl, Br, F, (lower)alkyl, nitro, OH or (lower)alkoxy, n is an integer of 2 to 4 inclusive and R 4 and R 5 are alike or different and each is H, (lower)alkyl or when taken together with the nitrogen a radical of the formula ##STR54## in which R 6 is (lower)alkyl; or a pharmaceutically acceptable acid addition salt thereof.
Claim 4
Dependent Claim
89 words
A compound of claim 1 having the formula ##STR55## wherein R 1 is H or (lower)alkoxy, and R 2 and R 3 are alike or different and each is H, Cl, Br, F, (lower)alkyl, nitro, OH or (lower)alkoxy, n is an integer of 2 to 4 inclusive and R 4 and R 5 are alike or different and each is H, (lower)alkyl or when taken together with the nitrogen a radical of the formula ##STR56## in which R 6 is (lower)alkyl; or a pharmaceutically acceptable acid addition salt thereof.
Claim 5
Dependent Claim
82 words
A compound of claim 1 having the formula ##STR57## wherein R 1 and R 2 are alike or different and each is H, Cl, Br, F, (lower)alkyl, nitro, OH or (lower)alkoxy, n is an integer of 2 to 4 inclusive and R 4 and R 5 are alike or different and each is H, (lower)alkyl or when taken together with the nitrogen a radical of the formula ##STR58## in which R 6 is (lower)alkyl; or a pharmaceutically acceptable acid addition salt thereof.
Claim 6
Dependent Claim
68 words
A compound having the formula ##STR59## wherein R 1 is H, F, Cl, methoxy, ethoxy or n-propoxy, n is an integer of 2 to 4 inclusive and R 4 and R 5 are alike or different and each is H, (lower)alkyl or when taken together with the nitrogen a radical of the formula ##STR60## in which R 6 is (lower)alkyl; or a pharmaceutically acceptable acid addition salt thereof.
Claim 7
Dependent Claim
68 words
A compound having the formula ##STR59## wherein R 1 is H, F, Cl, methoxy, ethoxy or n-propoxy, n is an integer of 2 to 4 inclusive and R 4 and R 5 are alike or different and each is H, (lower)alkyl or when taken together with the nitrogen a radical of the formula ##STR60## in which R 6 is (lower)alkyl; or a pharmaceutically acceptable acid addition salt thereof.
Claim 8
Dependent Claim
53 words
A compound of claim 1 having the formula ##STR61## wherein R 1 is H, F, Cl, methoxy, ethoxy or n-propoxy, n is an integer of 2 to 4 inclusive and R 4 and R 5 are alike or different and each is H or (lower)alkyl; or a pharmaceutically acceptable acid addition salt thereof.
Claim 9
Dependent Claim
41 words
A compound of claim 6 having the formula ##STR62## in which R 1 is H, methoxy or ethoxy, and R 4 and R 5 are alike or different and are H or (lower)alkyl; or a pharmaceutically acceptable acid addition salt thereof.
Claim 10
Dependent Claim
39 words
A compound having the formula ##STR63## in which R 1 is methoxy or ethoxy, and R 4 and R 5 are alike or different and each is H, methyl or ethyl; or a pharmaceutically acceptable acid addition salt thereof.
Claim 11
Dependent Claim
39 words
A compound having the formula ##STR63## in which R 1 is methoxy or ethoxy, and R 4 and R 5 are alike or different and each is H, methyl or ethyl; or a pharmaceutically acceptable acid addition salt thereof.
Claim 12
Dependent Claim
11 words
The compound having the formula ##STR64## or the hydrochloride salt thereof.
Claim 13
Dependent Claim
11 words
The compound having the formula ##STR64## or the hydrochloride salt thereof.
Claim 14
Dependent Claim
11 words
The essentially pure levorotatory isomer of the compound of claim 9.
Claim 15
Dependent Claim
11 words
The essentially pure dextrorotatory isomer of the compound of claim 9.
Claim 16
Dependent Claim
11 words
The essentially pure dextrorotatory isomers of the compounds of claim 1.
Claim 17
Dependent Claim
11 words
The essentially pure levorotatory isomers of the compounds of claim 1.
Claim 18
Dependent Claim
11 words
The essentially pure levorotatory isomers of the compounds of claim 6.
Claim 19
Dependent Claim
11 words
The essentially pure dextrorotatory isomers of the compounds of claim 6.
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) | 1980-04-18 | 1980-10-18 | 1981-04-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-04-18 | 1984-10-18 | 1985-04-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-04-18 | 1988-10-18 | 1989-04-19 | $7700.00 | Window Closed / Lapsed |