US3936449A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Anti-arrhythmic agents
Assignee: Individual
•
Filing: 1974-04-11
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Granted: 1976-02-03
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Expires: 1994-04-11
Abstract
Abstract A series of 5-endo-carbamoyloxy-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-phenylcarbamoyloxy-N-(3-dimethylaminopropyl)bicyclo[2.2.1]heptane-2,3-diendo-carboxylic acid imide hydrochloride.
Inventors
- 👤 Ichiro Matuo
- 👤 Sadao Ohki
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 17:53
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: 18
Claim 1
Independent Claim
80 words
A compound having the formula ##SPC46## in which Z is a radical of the formula ##SPC47## wherein R 1 , R 2 or R 3 is H, Cl, Br, F, (lower)alkyl, nitro, OH or (lower)alkoxy, n is an integer of 2 to 4 inclusive and R 4 or R 5 is H, (lower)alkyl or when taken together with the nitrogen a radical of the formula ##SPC48## in which R 6 is (lower)alkyl; or a pharmaceutically acceptable acid addition salt thereof.
Claim 2
Dependent Claim
80 words
A compound having the formula ##SPC46## in which Z is a radical of the formula ##SPC47## wherein R 1 , R 2 or R 3 is H, Cl, Br, F, (lower)alkyl, nitro, OH or (lower)alkoxy, n is an integer of 2 to 4 inclusive and R 4 or R 5 is H, (lower)alkyl or when taken together with the nitrogen a radical of the formula ##SPC48## in which R 6 is (lower)alkyl; or a pharmaceutically acceptable acid addition salt thereof.
Claim 3
Dependent Claim
86 words
A compound of claim 1 having the formula ##SPC49## in which Z is a radical of the formula ##SPC50## 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 or R 5 is H, (lower)alkyl or when taken together with the nitrogen a radical of the formula ##SPC51## in which R 6 is (lower)alkyl; or a pharmaceutically acceptable acid addition salt thereof.
Claim 4
Dependent Claim
45 words
A compound of claim 2 wherein R 1 and R 2 are alike or different and each is H, F, Cl, nitro or (lower)alkyl, R 4 or R 5 is H, (lower)alkyl or when taken together with the nitrogen a radical of the formula ##SPC52##
Claim 5
Dependent Claim
33 words
A compound of claim 2 wherein R 1 and R 2 are (lower)alkyl, R 4 and R 5 are (lower)alkyl or when taken together with the nitrogen a radical of the formula ##SPC53##
Claim 6
Dependent Claim
33 words
A compound of claim 2 wherein R 1 is hydrogen, R 2 is chloro, n is an integer of 3 and R 4 and R 5 are methyl; or the hydrochloride salt thereof.
Claim 7
Dependent Claim
8 words
(±)-5-Endo-N-phenylcarbamoyloxy-N-(3-dimethylaminopropyl)bicyclo[2.2.1]heptane-2,3-di-endo-carboxylic acid imide; or the hydrochloride salt thereof.
Claim 8
Dependent Claim
8 words
(±)-5-Endo-N-phenylcarbamoyloxy-N-(3-dimethylaminopropyl)bicyclo[2.2.1]heptane-2,3-di-endo-carboxylic acid imide; or the hydrochloride salt thereof.
Claim 9
Dependent Claim
32 words
The compound of claim 2 wherein R 1 and R 2 are hydrogen, n is an integer of 2 and R 4 and R 5 are methyl; or the hydrochloride salt thereof.
Claim 10
Dependent Claim
51 words
The compound of claim 1 in which Z is ##SPC54## wherein R 1 and R 3 are hydrogen, R 2 is p-methyl, n is an integer of 3 and R 4 and R 5 taken together with the nitrogen is a radical of the formula ##SPC55## or the hydrochloride salt thereof.
Claim 11
Dependent Claim
51 words
The compound of claim 1 in which Z is ##SPC56## wherein R 1 and R 3 are hydrogen, R 2 is p-chloro, n is an integer of 3 and R 4 and R 5 taken together with the nitrogen is a radical of the formula ##SPC57## of the hydrochloride salt thereof.
Claim 12
Dependent Claim
52 words
The compound of claim 1 in which Z is ##SPC58## wherein R 1 and R 3 are hydrogen, R 2 is p-nitro, n is an integer of 3 and R 4 and R 5 when taken together with the nitrogen is a radical of the formula ##SPC59## of the hydrochloride salt thereof.
Claim 13
Dependent Claim
45 words
The compound of claim 1 in which Z is ##SPC60## wherein R 1 and R 3 are hydrogen, R 2 is methyl, hydrogen or p-nitro, n is an integer of 3 and R 4 and R 5 are each (lower)alkyl; or the hydrochloride salt thereof.
Claim 14
Dependent Claim
41 words
The compound of claim 1 in which Z is ##SPC61## wherein R 1 and R 3 are hydrogen, R 2 is p-nitro, n is an integer of 3 and R 4 and R 5 are methyl; or the hydrochloride salt thereof.
Claim 15
Dependent Claim
11 words
The essentially pure levorotatory isomers of the compounds of claim 1.
Claim 16
Dependent Claim
11 words
The essentially pure levorotatory isomers of the compounds of claim 2.
Claim 17
Dependent Claim
16 words
The essentially pure levorotatory isomer of the compound of claim 6; or the hydrochloride salt thereof.
Claim 18
Dependent Claim
16 words
The essentially pure dextrorotatory isomer of the compound of claim 6; or the hydrochloride salt thereof.
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) | 1979-02-02 | 1979-08-04 | 1980-02-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-02-02 | 1983-08-04 | 1984-02-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-02-02 | 1987-08-04 | 1988-02-03 | $7700.00 | Window Closed / Lapsed |