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US 7,678,797 B2Granted
1-phenyl-3-piperazine-pyrazoles and pesticidal compositions of matter thereof
AssigneeMerial Limited
InventorsStefan Schnatterer, Michael Maier, Friederike Petry, Werner Knauf, Karl Seeger
Life of this patent
Estimating the term…
Abstract
The invention relates to 5-diazacycloalkylpyrazole derivatives of the formula (I) or salts thereof a process for their preparation, to compositions thereof and to their use for the control of pests, including arthropods and helminths
Claims10
5-diazacycloalkylpyrazole derivatives of formula (I):
- wherein:
- R1 is CN, CH3, CF3, C(═N-Z)—S(O)p—(C1-C4)-alkyl or CSNH2;
- wherein Z is H, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C3-C6)-alkenyl, (C3-C6)-alkynyl, —(CH2)qR8, COR9, CO2—(C1-C6)-alkyl;
- or S(O)pR9
- R2 is halogen, CH3 or NR11R12;
- R3 is (C1-C3)-haloalkyl, (C1-C3)-haloalkoxy or SF5;
- R4 (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, CO2—(C1-C6)-alkyl, CO2—(C3-C6)-alkenyl, CO2—(C3-C6)-alkynyl, CO2—(CH2)qR8, CO2—(CH2)qR10, CONR6R7 or SO2R9;
- formyl, COCO2-(C1-C6)-alkyl or CO2—(C1-C6)-alkyl unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy, (C3-C6)-alkenyloxy, (C3-C6)haloalkenyloxy, (C3-C6)-alkynyloxy, (C3-C6)-haloalkynyloxy, (C3-C7)cycloalkyl, S(O)pR9, CN, NO2, OH, R8, R10, COR9, NR6R7, OR9 and CO2R9;
- or CO—(CH2)mR8;
- or CO—(CH2)mR10;
- or (C1-C6)-alkyl substituted by one or more radicals selected from the group consisting of halogen, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy, (C3-C6)-alkenyloxy, (C3-C6)-haloalkenyloxy, (C3-C6)alkynyloxy, (C3-C6)-haloalkynyloxy, S(O)pR9, CN, NO2, OH, R10, COR9, NR6R7, OR9, COOH and CO2R9;
- or R8 and R10;
- R5 is (C1-C6)-alkyl, or(C1-C6)-haloalkyl, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl,(C2-C6)-alkynyl or (C2-C6)-haloalkynyl;
- A is (C1-C6)-alkylene or (C2-C6)-alkenylene which groups are unsubstituted or substituted by one or more (C1-C6)-alkyl, (C1-C6)-haloalkyl;
- —COCH2—;, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C3-C7)-cycloalkyl, (C3-C7)-cycloalkyl-(C1-C4)-alkyl,(CH2)qR8 or (CH2)qR10
- E is (C2-C6)-alkylene or (C2-C6)-alkenylene which groups are unsubstituted or substituted by one or more (C1-C6)-alkyl, (C1-C6)-haloalkyl;, (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C3-C7)-cycloalkyl, (C3-C7)-cycloalkyl-(C1C4)-alkyl, (CH2)qR8 or (CH2)qR10;
- R6 and R7 is each independently H, (C1-C6)-alkyl, (C1-C6)-haloalkyl , (C2-C6)-alkenyl, (C2-C6)-haloalkenyl, (C2-C6)-alkynyl, (C2-C6)-haloalkynyl, (C3-C7)-cycloalkyl, (C3-C7)-cycloalkyl-(C1-C4)-alkyl, (CH2)qR8 or (CH2)qR10;
- or
- R6 and R7 may be formed together with the attached N atom a four- to seven-membered saturated ring or a five- to seven-membered unsaturated ring, which ring optionally contains one or more additional hetero atoms in the ring which are selected from 0, S and N;
- R8 is phenyl unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy, CN, NO2, S(O)pR9 and NR6R7;
- R9 is (C1-C6)-alkyl, (C1-C6)-haloalkyl, (C3-C7)-cycloalkyl, -(C1-C4)-alkyl-(C3-C7)-cycloalkyl, (CH2)qR8 or (CH2)qR10;
- R10 is heterocyclyl unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C1-C4)-alkoxy, S(O)pR9, OH and oxo;
- R11 and R12 are each independently H, (C1-C6)-alkyl, (C2-C6)-alkenyl or (C2-C6)-alkynyl, which last three mentioned groups are unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, (C3-C7)-cycloalkyl, R8, R10, (C1-C6)-alkoxy, (C1-C6)-haloalkoxy;
- n, p and q are each independently zero, one or two;
- m is zero, one, two or three;
- and
- each heterocyclyl in the above-mentioned radicals is independently a heterocyclic radical having 3 to 7 ring atoms and 1, 2 or 3 hetero atoms in the ring selected from the group consisting of N, O and S;
- or a pesticidally acceptable salt thereof.
25 more elements
Dependencies are inferred from the claim text.