US3935209A
Expired / Lapsed
US
⏱️ 0.0 years remaining
5(6)-Benzene ring substituted benzimidazole-2-carbamate derivatives having anthelmintic activity
Assignee: Syntex USA LLC
•
Filing: 1974-02-11
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Granted: 1976-01-27
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Expires: 1994-02-11
Abstract
Abstract Benzene ring substituted benzimidazole-2-carbamate derivatives represented by the formula: ##SPC1## Where R is a lower alkyl group having 1 to 4 carbon atoms; R 1 is a heterocyclic ring having 1-4 hetero atoms; and M is O, S, or ##EQU1## The R 1 M-substitution is at the 5(6)-position. The compounds are useful as pesticides, particularly as anthelmintic and antifungal agents.
Inventors
- 👤 Colin C. Beard
- 👤 John A. Edwards
- 👤 John H. Fried
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 09:09
CPC Classifications
C; C07; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/60; C07D213/62; C07D213/63; C07D213/64; C07D213/643; C07D213/70; C07D233/00; C07D233/54; C07D233/66; C07D233/84; C07D239/00; C07D239/02; C07D239/24; C07D239/28; C07D239/32; C07D239/38; C07D241/00; C07D241/02; C07D241/10; C07D241/14; C07D241/18; C07D249/00; C07D249/02; C07D249/08; C07D249/10; C07D249/12; C07D277/00; C07D277/02; C07D277/20; C07D277/32; C07D277/34; C07D277/36; C07D333/00; C07D333/02; C07D333/04; C07D333/26; C07D333/30; C07D333/34
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
72 words
A compound selected from the group of compounds represented by the formula: ##SPC3## where R is a lower alkyl group having 1 to 4 carbon atoms; R 1 is selected from the group consisting of thiazolyl, pyridyl, imidazolyl, pyrimidinyl, thienyl, pyridazinyl, pyrazinyl, pyrrolyl, pyrazolyl, oxazolyl, furyl, isothiazolyl, isoxazolyl, thiadiazolyl, and triazolyl, and M is O, S, or ##EQU3## the R 1 M-substitution being at the 5(6)-position; or a pharmaceutically acceptable salt thereof.
Claim 2
Dependent Claim
72 words
A compound selected from the group of compounds represented by the formula: ##SPC3## where R is a lower alkyl group having 1 to 4 carbon atoms; R 1 is selected from the group consisting of thiazolyl, pyridyl, imidazolyl, pyrimidinyl, thienyl, pyridazinyl, pyrazinyl, pyrrolyl, pyrazolyl, oxazolyl, furyl, isothiazolyl, isoxazolyl, thiadiazolyl, and triazolyl, and M is O, S, or ##EQU3## the R 1 M-substitution being at the 5(6)-position; or a pharmaceutically acceptable salt thereof.
Claim 3
Dependent Claim
9 words
The compound of claim 1 wherein R is methyl.
Claim 4
Dependent Claim
9 words
The compound of claim 1 wherein M is O.
Claim 5
Dependent Claim
9 words
The compound of claim 1 wherein M is S.
Claim 6
Dependent Claim
9 words
The compound of claim 1 wherein M is ##EQU4##
Claim 7
Dependent Claim
10 words
The compound of claim 1 where R 1 is thiazol-2-yl.
Claim 8
Dependent Claim
10 words
The compound of claim 1 where R 1 is pyrid-2-yl.
Claim 9
Dependent Claim
10 words
The compound of claim 1 where R 1 is pyrimidin-2-yl.
Claim 10
Dependent Claim
10 words
The compound of claim 1 where R 1 is thien-2-yl.
Claim 11
Dependent Claim
10 words
The compound of claim 1 wherein said compound is 5(6)-(thiazol-2-ylthio)-2-carbomethoxyaminobenzimidazole.
Claim 12
Dependent Claim
10 words
The compound of claim 1 wherein said compound is 5(6)-(pyrid-2-ylthio)-2-carbomethoxyaminobenzimidazole.
Claim 13
Dependent Claim
10 words
The compound of claim 1 wherein said compound is 5(6)-(pyrid-2-ylsulfinyl)-2-carbomethoxyaminobenzimidazole.
Claim 14
Dependent Claim
10 words
The compound of claim 1 wherein said compound is 5(6)-(pyrid-2-yloxy)-2-carbomethoxyaminobenzimidazole.
Claim 15
Dependent Claim
10 words
The compound of claim 1 wherein said compound is 5(6)-(pyrimidin-2-ylsulfinyl)-2-carbomethoxyaminobenzimidazole.
Claim 16
Dependent Claim
10 words
The compound of claim 1 wherein said compound is 5(6)-(thien-2-ylthio)-2-carbomethoxyaminobenzimidazole.
Claim 17
Dependent Claim
10 words
The compound of claim 1 wherein said compound is 5(6)-(pyrid-4-ylthio)-2-carbomethoxyaminobenzimidazole.
Claim 18
Dependent Claim
10 words
The compound of claim 1 wherein said compound is 5(6)-(fur-2-ylsulfinyl)-2-carbomethoxyaminobenzimidazole.
Claim 19
Dependent Claim
10 words
The compound of claim 1 where R 1 is pyrid-4-yl.
Claim 20
Dependent Claim
10 words
The compound of claim 1 where R 1 is fur-2-yl.
Claim 21
Dependent Claim
10 words
The compound of claim 1 where R 1 is pyrazin-2-yl.
Claim 22
Dependent Claim
10 words
The compound of claim 1 wherein said compound is 5(6)-(pyrazin-2-ylsulfinyl)-2-carbomethoxyaminobenzimidazole.
Claim 23
Dependent Claim
10 words
The compound of claim 1 wherein said compound is 5(6)-(fur-2-ylthio)-2-carbomethoxyaminobenzimidazole.
References Cited (Backward Citations)
US3401173A
Cited
US3839347A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-01-26 | 1979-07-28 | 1980-01-27 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-01-26 | 1983-07-28 | 1984-01-27 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-01-26 | 1987-07-28 | 1988-01-27 | $7700.00 | Window Closed / Lapsed |