1-arylpyrazole derivatives pesticidal agents
The invention relates to 5-(oximinoalkyl- and hydrazonalkyl-amino)pyrazole derivatives of formula (I) or salts thereof: formula (I), wherein the various symbols are as defined in the description, to processes for their preparation, to compositions thereof, and to their use for the control of pests (including arthropods and helminths).
1. A compound of formula (I):
wherein:
R 1 is CN, CSNH 2 , or C(═N—V)—S(O) r -Q;
R 2 is halogen;
W is C-halogen;
R 3 is CF 3 , OCF 3 , or SF 5 ;
R 4 is H, or (C 1 -C 6 )-alkyl;
R 5 and R 5a are each independently hydrogen, or (C 1 -C 4 )-alkyl;
R 6 is H, or (C 1 -C 6 )-alkyl;
R 7 is (C 1 -C 3 )-alkyl, or (C 1 -C 3 )-haloalkyl;
R 8 is phenyl unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, (C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkyl, (C 1 -C 6 )-alkoxy, (C 1 -C 6 )-haloalkoxy, CN, NO 2 , and OH;
R 13 is (C 1 -C 6 )-alkyl, or (C 1 -C 6 )-haloalkyl;
V is H, (C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-alkynyl, (CH 2 ) q R 8 , COR 13 , CO 2 —(C 1 -C 6 )-alkyl, S(O) p R 13 or S(O) p —(CH 2 ) R 8 ;
Q is (C 1 -C 6 )-alkyl or CH 2 R 8 ;
X is O or NR 17 ;
Y is H, Z, COZ, CO 2 Z, CHO, CSNH 2 , CSNHR 13 , or S(O) p R 13 ; or
R 17 , Y and the attached N atom together form a five- or six-membered saturated ring which optionally contains an additional heteroatom in the ring which is selected from O, S and N;
Z is (C 3 -C 6 )-alkenyl, (C 3 -C 6 )-alkynyl, R 8 , heteroaryl, or (C 1 -C 6 )-alkyl which last mentioned group is unsubstituted or substituted by one or more radicals selected from the group consisting of R 18 ;
R 17 is H, or (C 1 -C 6 )-alkyl;
R 18 is halogen, (C 1 -C 6 )-alkoxy, (C 1 -C 6 )-haloalkoxy, (C 3 -C 6 )-cycloalkyl, R 8 , or CO 2 R 13 ;
s is 1, 2 or 3;
n, p and r are independently 0, 1 or 2; and
each heterocyclyl in the above mentioned radicals is independently a heterocyclic radical having 3 to 7 ring atoms and 1, 2 or 3 heteroatoms in the ring selected from the group consisting of N, O and S;
or a pesticidally acceptable salt thereof.
2. A compound or a salt thereof as claimed in claim 1 wherein R 1 is CN.
3. A compound or a salt thereof as claimed in claim 1 , wherein R 3 and R 7 are each CF 3 .
4. A compound or a salt thereof as claimed in claim 1 wherein:
R 1 is CN or CSNH 2 ;
R 2 is Cl;
W is C—Cl;
R 3 is CF 3 or OCF 3 ;
R 4 is H, or (C 1 -C 6 )-alkyl;
R 5 and R 5a are each independently H or (C 1 -C 3 )-alkyl;
R 6 is H or (C 1 -C 3 )-alkyl;
R 7 is CF 3 ;
X is O or NH;
Y is Z, COZ, CO 2 Z, CSNH 2 , or CSNHR 13 ; and
s is 1 or 2.
5. A pesticidal composition comprising a compound of formula (I) or a pesticidally acceptable salt thereof as defined in claim 1 , in association with a pesticidally acceptable diluent or carrier and/or surface active agent.