US4086235A
Expired / Lapsed
US
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5 (6)-Benzene ring substituted benzimidazole-2-carbamate derivatives having anthelmintic activity
Assignee: Syntex USA LLC
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Filing: 1976-04-12
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Granted: 1978-04-25
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Expires: 1996-04-12
Abstract
Abstract Benzene ring substituted benzimidazole-2-carbamate derivatives represented by the formula: <IMAGE> (I) where R is a lower alkyl group having 1 to 4 carbon atoms; R' is lower alkyl having 1 to 6 carbon atoms, cycloalkyl having 3 to 7 carbon atoms, lower alkenyl or lower alkynyl having 3 to 6 carbon atoms, or phenyl; R2 is hydrogen or R'; the R'R2NC(O)- substitution being at the 5(6)-position; and the pharmaceutically acceptable salts thereof.
Inventors
- 👤 Colin C. Beard
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 20:39
CPC Classifications
C; C07; C07C; C07C335/00; C07C335/30; C07C335/38; C07D; C07D235/00; C07D235/02; C07D235/04; C07D235/24; C07D235/30; C07D235/32
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
116 words
A compound selected from the group of compounds represented by the formula ##STR6## wherein R is a lower alkyl group having 1 to 4 carbon atoms; R 1 is a lower alkenyl group of 3 to 6 carbon atoms having a single carbon to carbon double bond which is not on the α-carbon atom or lower alkynyl group of 3 to 6 carbon atoms having a single carbon to carbon triple bond which is not on the α-carbon atom; R 2 is hydrogen, R 1 , lower alkyl having 1 to 6 carbon atoms, cycloalkyl having 3 to 7 carbon atoms or phenyl; the ##STR7## substitution being at the 5(6)-position; and the pharmaceutically acceptable salts thereof.
Claim 2
Dependent Claim
116 words
A compound selected from the group of compounds represented by the formula ##STR6## wherein R is a lower alkyl group having 1 to 4 carbon atoms; R 1 is a lower alkenyl group of 3 to 6 carbon atoms having a single carbon to carbon double bond which is not on the α-carbon atom or lower alkynyl group of 3 to 6 carbon atoms having a single carbon to carbon triple bond which is not on the α-carbon atom; R 2 is hydrogen, R 1 , lower alkyl having 1 to 6 carbon atoms, cycloalkyl having 3 to 7 carbon atoms or phenyl; the ##STR7## substitution being at the 5(6)-position; and the pharmaceutically acceptable salts thereof.
Claim 3
Dependent Claim
24 words
The compound of claim 1 wherein R 1 is said lower alkenyl or said lower alkynyl and R 2 is hydrogen or lower alkyl.
Claim 4
Dependent Claim
13 words
The compound of claim 2 wherein the compound of Formula (I) is 5(6)-(N-methyl-N-prop-2-ynylcarbamoyl)-2-carbomethoxyaminobenzimidazole.
Claim 5
Dependent Claim
15 words
A compound chosen from the group consisting of 5(6)-(N,N-diethylcarbamoyl)-2-carbomethoxyaminobenzimidazole and the pharmaceutically acceptable salts thereof.
Claim 6
Dependent Claim
15 words
A compound chosen from the group consisting of 5(6)-(N,N-diethylcarbamoyl)-2-carbomethoxyaminobenzimidazole and the pharmaceutically acceptable salts thereof.
Claim 7
Dependent Claim
15 words
A compound selected from the group consisting of 5(6)-[N,N-di(isopropyl)carbamoyl]-2-carbomethoxyaminobenzimidazole and the pharmaceutically acceptable salts thereof.
Claim 8
Dependent Claim
15 words
A compound selected from the group consisting of 5(6)-[N,N-di(isopropyl)carbamoyl]-2-carbomethoxyaminobenzimidazole and the pharmaceutically acceptable salts thereof.
Claim 9
Dependent Claim
15 words
A compound chosen from the group consisting of 5(6)-[N-(t-butyl)-carbamoyl]-2-carbomethoxyaminobenzimidazole and the pharmaceutically acceptable salts thereof.
Claim 10
Dependent Claim
15 words
A compound chosen from the group consisting of 5(6)-[N-(t-butyl)-carbamoyl]-2-carbomethoxyaminobenzimidazole and the pharmaceutically acceptable salts thereof.
Claim 11
Dependent Claim
24 words
A composition for controlling helminths in mammals comprising a pharmaceutically acceptable non-toxic excipient and an anthelmintically effective amount of a compound of claim 1.
Claim 12
Dependent Claim
24 words
A composition for controlling helminths in mammals comprising a pharmaceutically acceptable non-toxic excipient and an anthelmintically effective amount of a compound of claim 4.
Claim 13
Dependent Claim
24 words
A composition for controlling helminths in mammals comprising a pharmaceutically acceptable non-toxic excipient and an anthelmintically effective amount of a compound of claim 5.
Claim 14
Dependent Claim
24 words
A composition for controlling helminths in mammals comprising a pharmaceutically acceptable non-toxic excipient and an anthelmintically effective amount of a compound of claim 6.
Claim 15
Dependent Claim
20 words
The method of controlling helminths in mammals which comprises administering an anthelmintically effective amount of a compound of claim 1.
Claim 16
Dependent Claim
20 words
A method of controlling helminths in mammals which comprises administering an anthelmintically effective amount of a compound of claim 4.
Claim 17
Dependent Claim
20 words
A method of controlling helminths in mammals which comprises administering an anthelmintically effective amount of a compound of claim 5.
Claim 18
Dependent Claim
20 words
A method of controlling helminths in mammals which comprises administering an anthelmintically effective amount of a compound of claim 6.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-04-24 | 1981-10-24 | 1982-04-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-04-24 | 1985-10-24 | 1986-04-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-04-24 | 1989-10-24 | 1990-04-25 | $7700.00 | Window Closed / Lapsed |