(Hetero) arylacrylamides for the control of ectoparasites

A compound of formula

• including all geometric and stereoisomers, N-oxides, S-oxides, salts and prodrugs thereof,
• R1 is independently halogen, cyano (—CN), nitro (—NO2), C1-C6-alkyl, C3-C6-cycloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, N-mono- or N,N-di-C1-C6-alkylamino, C1-C6 alkoxycarbonyl, C1-C6-alkylcarbonyl, aminosulfonyl, C1-C6-alkylaminosulfonyl, C1-C6-alkylsulfonylamino or phenyl which is unsubstituted or substituted by halogen, cyano, nitro, C1-C4-haloalkyl, C1-C4-haloalkoxy or C1-C4-haloalkylthio;
• or
• R1 is a C1-C4 carbon chain which optionally contains 1-2 heteroatoms from the group of N, S, and O, which is bonded to two adjacent ring positions and which forms an aliphatic, aromatic, heteroaromatic or heterocyclic ring which is optionally mono- or polysubstituted by C1-C6-alkyl or halogen, in which case n is 2;
• Y is a radical of formula
• where the second (right-hand) connection site in each case is connected to the C(O)NR7R8 moiety;
• R7 is H, C1-C6-alkyl which is unsubstituted or substituted by halogen, C1-C4-alkoxy, C1-C2-alkylthio, cyano, nitro, amino or N-mono- or N,N-di-C1-C4alkylamino, or is C2-C4-alkenyl, C2-C4-alkynyl or C3-C6-cycloalkyl;
• R8 is H;
• a group —CH═N—OR9;
• a radical Q;
• a radical Q1;
• or is C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C6-cycloalkyl, C4-C7-alkylcycloalkyl, C4-C7-cycloalkylalkyl, C5-C10-bicyclo-alkylene or C3-C6-cycloalkanone which is each unsubstituted or substituted in the alkyl, cycloalkyl, alkenyl or alkynyl moiety by halogen, hydroxy, carboxy (COOH), C1-C4-alkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, cyano, nitro, amino, N-mono- or N,N-di-C1-C6-alkylamino, C3-C6-cycloalkylamino, C1-C6-alkoxycarbonyl, C2-C6-alkylcarbonyl, C1-C6-alkylcarbonylamino, aminosulfonyl, N-mono- or N,N, di-C1-C4-alkylaminosulfonyl, a group —C(W′)NR9R10 or a radical Q′;
• or R7 and R8 together are a group ═C(R11)—NR12R13 or ═C(R11)—C(NH2)—OR12);
• or
• R7 and R8 together with the N-atom to which they are attached, form a 3- to 7-membered ring which optionally contains a further heteroatom selected from the group consisting of N, S and O, and which ring is further unsubstituted or mono- or polysubstituted by C1-C2-alkyl, C1-C2-haloalkyl, C1-C2-alkoxy, hydroxy, halogen, cyano, nitro, N,N-di-C1-C2-alkylaminomethyl or N,N-di-C1-C2-alkylaminocarbonylmethyl;
• Q and Q′ are each independently a C6-C10-aryl, an aliphatic or aromatic 4-, 5- or 6-membered heterocyclic ring, or an aliphatic or aromatic 8-, 9- or 10-membered fused hetero-bicyclic ring, each of them being unsubstituted or mono- or polysubstituted by halogen, hydroxy, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C2-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, cyano, nitro, amino, N-mono- or N,N-di-C1-C6-alkylamino, C3-C6-cycloalkylamino, COOH, C1-C6-alkoxycarbonyl, C2-C6-alkylcarbonyl, C1-C6-alkylcarbonyl-amino, aminocarbonyl, N-mono- or N,N-di-C1C6-alkylaminocarbonyl, aminosulfonyl, N-mono- or N,N, di-C1-C4-alkylaminosulfonyl, unsubstituted or halogen- or nitro-substituted phenyl-C1-C4-alkyl, 5- or 6-membered heterocyclyl-C1-C4-alkyl or a radical Q″;
• Q″ is a C6-C10-carbocyclic ring or a 4-, 5- or 6-membered heterocyclic ring, each of them being aromatic or not, each of them being unsubstituted or mono- or polysubstituted by halogen, hydroxy, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C6-cycloalkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, cyano, nitro, amino, N-mono- or N,N-di-C1-C6-alkylamino, C3-C6-cycloalkylamino, COOH, C1-C6-alkoxycarbonyl, C2-C6-alkylcarbonyl, C1-C6-alkylcarbonyl-amino, aminocarbonyl, N-mono- or N,N-di-C1C6-alkylaminocarbonyl, aminosulfonyl, or N-mono- or N,N, di-C1-C4-alkylaminosulfonyl;
• Q1 is a radical
• wherein Z is O or CH2 and R14 is H, C1-C4-alkyl, or C1-C1-haloalkyl,
• R9 is H or C1-C6-alkyl;
• R10 is H, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C6-cycloalkyl, C4-C7-alkylcycloalkyl or C4-C7-cycloalkylalkyl, which is each unsubstituted or substituted in the alkyl, alkenyl, alkynyl or cycloalkyl moiety by halogen, cyano, nitro, hydroxy, carboxy (COOH), C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, amino, N-mono- or N,N-di-C1-C6-alkylamino, C3-C6-cycloalkylamino, C1-C6-alkoxycarbonyl, C2-C6-alkylcarbonyl, C1-C6-alkylcarbonylamino, aminocarbonyl, N-mono- or N,N-di-C1C6-alkylaminocarbonyl, aminosulfonyl, N-mono- or N,N, di-C1-C4-alkylamino-sulfonyl or a radical Q″;
• R11 is H C1-C6-alkyl or C1-C6-alkoxy, and
• R12 and R13 are each independently of the other C1-C6-alkyl
• W′ is O or S.