Thiobarbituric acid derivatives and their use as anthelminthics
First Claim
1. A 5-phenylcarbamoylthiobarbituric acid compound of the formula I ##STR20## wherein R1 and R2 are each independently C1 -C5 alkyl or methoxy,R3 is unsubstituted pyridyl or pyridyl which is substituted by 1 to 3 identical or different members selected from the group consisting of C1 -C5 alkyl, halogen, nitro and C1 -C5 haloalkyl having 1 to 5 halogen atoms, andR4 and R5 are each independently hydrogen, halogen, C1 -C5 alkyl, C1 -C5 haloalkyl having 1 to 3 halogen atoms, or are C1 -C3 alkoxy or nitro,or a tautomer or salt thereof.
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Abstract
The invention relates to novel 5-phenylcarbamoylthiobarbituric acid derivatives of the general formula ##STR1## wherein R1 and R2 are each independently C1 -C5 alkyl or methoxy,
R3 is unsubstituted phenyl, unsubstituted pyridyl, or phenyl which is substituted by 1 to 3 identical or different members selected from the group consisting of C1 -C5 alkyl, C1 -C4 cyanoalkyl, halogen, nitro and C1 -C5 haloalkyl containing 1 to 5 halogen atoms, or is pyridyl which is substituted by 1 to 3 identical or different members selected from the group consisting of C1 -C5 alkyl, halogen, nitro and C1 -C5 haloalkyl containing 1 to 5 halogen atoms and
R4 and R5 are each independently hydrogen, halogen, C1 -C5 alkyl, C1 -C2 haloalkyl containing 1 to 3 halogen atoms, or are C1 -C3 -alkoxy or nitro,
and to the tautomers and salts thereof, as anthelmintics.
The compounds may be used by themselves or together with suitable carriers and further adjuvants for controlling helminths which are parasites of animals.
15 Citations
13 Claims
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1. A 5-phenylcarbamoylthiobarbituric acid compound of the formula I ##STR20## wherein R1 and R2 are each independently C1 -C5 alkyl or methoxy,
R3 is unsubstituted pyridyl or pyridyl which is substituted by 1 to 3 identical or different members selected from the group consisting of C1 -C5 alkyl, halogen, nitro and C1 -C5 haloalkyl having 1 to 5 halogen atoms, and R4 and R5 are each independently hydrogen, halogen, C1 -C5 alkyl, C1 -C5 haloalkyl having 1 to 3 halogen atoms, or are C1 -C3 alkoxy or nitro, or a tautomer or salt thereof.
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9. A compound selected from the group consisting of
1,3-dimethyl-5-[2-isopropyl-4-(5-trifluoromethylpyrid-2-yloxy)phenylcarbamoyl]-2-thiobarbituric acid, 1,3-dimethyl-5-[4-(5-trifluoromethylpyrid-2-yloxy)phenylcarbamoyl]-2-thiobarbituric acid, triethylamine salt, 1,3-dimethyl-5-[4-(3-chloro-5-trifluoromethylpyrid-2-yloxy)phenylcarbamoyl]-2-thiobarbituric acid, 1,3-dimethyl-5-[2,6-dimethyl-4-(5-trifluoromethylpyrid-2-yloxy)phenylcarbamoyl]-2-thiobarbituric acid and 1,3-dimethyl-5-[4-(3,5-dichloropyrid-2-yloxy)phenylcarbamoyl]-2-thiobarbituric acid.
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10. 1,3-Dimethyl-5-[4-(5-trifluoromethylpyrid-2-yloxy)phenylcarbamoyl]-2-thiobarbituric acid.
Specification