US4590201A
Expired / Lapsed
US
⏱️ 0.0 years remaining
5-amino or substituted amino 1,2,3-triazoles
Assignee: Merck and Co Inc
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Filing: 1984-02-02
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Granted: 1986-05-20
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Expires: 2004-02-02
Abstract
Abstract Novel 5-amino or substituted amino 1,2,3-triazoles are disclosed as having anticoccidial activity. The compounds are useful for controlling coccidiosis when administered in minor quantities to animals, in particular to poultry, usually in admixture with animal sustenance.
Inventors
- 👤 Richard J. Bochis
- 👤 John C. Chabala
- 👤 Michael H. Fisher
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 03:06
CPC Classifications
C; C07; C07C; C07C247/00; A; A61; A61P; A61P33/00; A61P33/02; C07C255/00; C07C317/00; C07C323/00; C07C45/00; C07C45/42; C07C45/45; C07C45/46; C07C45/61; C07C45/63; C07C45/67; C07C45/673; C07C49/00; C07C49/76; C07C49/80; C07C49/813; C07D; C07D249/00; C07D249/02; C07D249/04; C07D249/06; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/18; C07F7/1804
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
122 words
A compound having the formula: ##STR4## wherein: ##STR5## wherein p is 0 to 2; m is 0 to 4; and n is 0 to 5; X is O, S, SO, SO 2 , CO, CHCN, CH 2 or C═NR 6 where R 6 is hydrogen, loweralkyl, hydroxy, loweralkoxy, amino, loweralkylamino, diloweralkylamino or cyano; and, R 4 and R 5 are independently halogen, cyano, trifluoromethyl, loweralkanoyl, nitro, loweralkyl, loweralkoxy, carboxy, lowercarbalkoxy, trifluoromethoxy, acetamido, loweralkylthio, loweralkylsulfinyl, loweralkylsulfonyl, trichlorovinyl, trifluoromethylthio, trifluoromethylsulfinyl, or trifluoromethylsulfonyl; R 2 is amino, mono or diloweralkyl amino, acetamido, acetimido, ureido, formamido, formimido or guanidino; and R 3 is carbamoyl, cyano, carbazoyl, amidino or N-hydroxycarbamoyl; wherein said loweralkyl, loweralkyl containing, lower alkoxy and loweralkanoyl groups contain from 1 to 3 carbon atoms.
Claim 2
Dependent Claim
122 words
A compound having the formula: ##STR4## wherein: ##STR5## wherein p is 0 to 2; m is 0 to 4; and n is 0 to 5; X is O, S, SO, SO 2 , CO, CHCN, CH 2 or C═NR 6 where R 6 is hydrogen, loweralkyl, hydroxy, loweralkoxy, amino, loweralkylamino, diloweralkylamino or cyano; and, R 4 and R 5 are independently halogen, cyano, trifluoromethyl, loweralkanoyl, nitro, loweralkyl, loweralkoxy, carboxy, lowercarbalkoxy, trifluoromethoxy, acetamido, loweralkylthio, loweralkylsulfinyl, loweralkylsulfonyl, trichlorovinyl, trifluoromethylthio, trifluoromethylsulfinyl, or trifluoromethylsulfonyl; R 2 is amino, mono or diloweralkyl amino, acetamido, acetimido, ureido, formamido, formimido or guanidino; and R 3 is carbamoyl, cyano, carbazoyl, amidino or N-hydroxycarbamoyl; wherein said loweralkyl, loweralkyl containing, lower alkoxy and loweralkanoyl groups contain from 1 to 3 carbon atoms.
Claim 3
Dependent Claim
63 words
The compound of claim 1 wherein p is 1; X is O, S, SO, SO 2 , CO or C═NR 6 wherein R 6 is hydrogen, hydroxy, methoxy or cyano; R 4 is fluoro, chloro, bromo, methyl, trifluoromethyl, cyano, carbomethoxy, trifluoromethoxy, trifluoromethylthio, or trichlorovinyl; R 5 is halogen, methyl, trifluoromethyl, cyano, carbalkoxy, or trichlorovinyl; R 2 is amino and R 3 is carbamoyl.
Claim 4
Dependent Claim
81 words
The compound of claim 2 wherein p is 1; X is S, SO, SO 2 , CO or C═NR 6 wherein R 6 is hydrogen, hydroxy, methoxy, or cyano; R 4 is one or two substituents ortho to X and are independently fluoro, chloro, methyl, trifluoromethyl, cyano or carbomethoxy; R 5 is 1 to 3 substituents meta and/or para to X and which are independently fluoro, chloro, methyl, cyano, carbomethoxy or trichlorovinyl; R 2 is amino; and R 3 is carbamoyl.
Claim 5
Dependent Claim
8 words
The compound of claim 1 which is 5-amino-1-[4-(4-chlorobenzoyl)-3-trifluoromethylbenzyl]-1,2,3-triazole-4-carboxamide.
Claim 6
Dependent Claim
8 words
The compound of claim 1 which is 5-amino-1-[4-(4-chlorobenzoyl)-3,5-dichlorobenzyl]-1,2,3-triazole-4-carboxamide.
Claim 7
Dependent Claim
9 words
The compound of claim 1 which is 5-amino-1-[4-(4-chlorophenylthio)-3,5-dichlorobenzyl]-1,2,3- triazole-4-carboxamide.
Claim 8
Dependent Claim
8 words
The compound of claim 1 which is 5-amino-1-[4-(4-chlorophenylsulfinyl)-3,5-dichlorobenzyl]-1,2,3-triazole-4-carboxamide.
Claim 9
Dependent Claim
8 words
The compound of claim 1 which is 5-amino-1-[4-(4-chlorobenzoyl)-3-chloro-5-methylbenzyl]-1,2,3-triazole-4-carboxamide.
Claim 10
Dependent Claim
9 words
The compound of claim 1 which is 5-amino-1-[4-(4-chlorobenzoyl)-3,5-dimethylbenzyl]-1,2,3 -triazole-4-carboxamide.
Claim 11
Dependent Claim
8 words
The compound of claim 1 which is 5-amino-1-[4-(4-trifluoromethylbenzoyl)-3-chloro-5-methylbenzyl]-1,2,3-triazole-4-carboxamide.
Claim 12
Dependent Claim
8 words
The compound of claim 1 which is 5-amino-1-[4-(3,4-dichlorobenzoyl)-3,5-dichlorobenzyl-1,2,3-triazole-4-carboxamide.
Claim 13
Dependent Claim
8 words
The compound of claim 1 which is 5-amino-1-(4-[1-(3-methylbenzimino)]-3,5-dichlorobenzyl)-1,2,3-triazole-4-carboxamide.
Claim 14
Dependent Claim
8 words
The compound of claim 1 which is 5-amino-1-[4-(4-fluorobenzoyl)-3-chloro-5-methylbenzyl]-1,2,3-triazole-4-carboxamide.
Claim 15
Dependent Claim
29 words
A method for preventing or treating coccidiosis in poultry which comprises administering to an animal in need of such treatment an effective amount of a compound of claim 1.
Claim 16
Dependent Claim
27 words
A composition useful for the prevention and treatment of coccidiosis in poultry which comprises an inert carrier and an effective amount of a compound of claim 1.
References Cited (Backward Citations)
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1989-05-19 | 1989-11-18 | 1990-05-20 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-05-19 | 1993-11-18 | 1994-05-20 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-05-19 | 1997-11-18 | 1998-05-20 | $7700.00 | Window Closed / Lapsed |