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US 11,825,838 B2Granted
Tricyclic carboxamides for controlling arthropods
AssigneeBayer CropScience AG
InventorsTobias Harschneck, Alexander Arlt, Robert Velten, Michael Maue, Kerstin Ilg, Werner Hallenbach, Ulrich Goergens, Sebastian Horstmann, Peter Loesel, Andreas Turberg
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Abstract
The invention relates, inter alia, to compounds of general formula (I). The invention also relates to methods for synthesizing the compounds of formula (I). The compounds according to the invention are in particular suitable for controlling insects, arachnids and nematodes in agricultural applications and for controlling ectoparasites in veterinary medicine.
Claims19
A compound of formula (I)
- in which
- R1 is H, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C7-cycloalkyl, C1-C6-alkylcarbonyl, C1-C6-alkoxycarbonyl, C6-,C10-,C14-aryl(C1-C3)-alkyl, 3, 4, 5, 6, 7, 8, 9 or 10-membered heterocyclyl or 3, 4, 5, 6, 7, 8, 9 or 10-membered-heterocyclyl(C1-C3)-alkyl, optionally in each case mutually independently substituted by one or more substituents, selected from the group consisting of amino, hydroxyl, halogen, nitro, cyano, isocyano, mercapto, isothiocyanato, C1-C4-carboxyl, carbonamide, SF5, aminosulfonyl, C1-C4-alkyl, C3-C4-cycloalkyl, C2-C4-alkenyl, C5-C6-cycloalkenyl, C2-C4-alkynyl, N-mono-C1-C4-alkylamino, N,N-di-C1-C4-alkylamino, N—C1-C4-alkanoylamino, C1-C4-alkoxy, C2-C4-alkenyloxy, C2-C4-alkynyloxy, C3-C4-cycloalkoxy, C5-C6-cycloalkenyloxy, C1-C4-alkoxycarbonyl, C2-C4-alkenyloxycarbonyl, C2-C4-alkynyloxycarbonyl, C6-,C10-,C14-aryloxycarbonyl, C1-C4-alkanoyl, C2-C4-alkenylcarbonyl, C2-C4-alkynylcarbonyl, C6-,C10-,C14-arylcarbonyl, C1-C4-alkylsulfanyl, C3-C4-cycloalkylsulfanyl, C1-C4-alkylthio, C2-C4-alkenylthio, C5-C6-cycloalkenylthio, C2-C4-alkynylthio, C1-C4-alkylsulfenyl and C1-C4-alkylsulfinyl, wherein both enantiomers of the C1-C4-alkylsulfinyl group are included, C1-C4-alkylsulfonyl, N-mono-C1-C4-alkylaminosulfonyl, N,N-di-C1-C4-alkylaminosulfonyl, C1-C4-alkylphosphinyl, C1-C4-alkylphosphonyl, wherein for C1-C4-alkylphosphinyl or C1-C4-alkylphosphonyl both enantiomers are included, N—C1-C4-alkylaminocarbonyl, N,N-di-C1-C4-alkylaminocarbonyl, N—C1-C4-alkanoylaminocarbonyl, N—C1-C4-alkanoyl-N—C1-C4-alkylaminocarbonyl, C6-,C10-,C14-aryl, C6-,C10-,C14-aryloxy, benzyl, benzyloxy, benzylthio, C6-,C10-,C14-arylthio, C6-,C10-,C14-arylamino, benzylamino, heterocyclyl and trialkylsilyl;
- R2 is H or C1-C6-alkyl, optionally substituted by one or more substituents mutually independently selected from the group consisting of amino, hydroxyl, halogen, nitro, cyano, mercapto, C1-C4-carboxyl, carbonamide, aminosulfonyl, C1-C4-alkyl, C3-C4-cycloalkyl, C2-C4-alkenyl, C5-C6-cycloalkenyl, C2-C4-alkynyl, N-mono-C1-C4-alkylamino, N,N-di-C1-C4-alkylamino, N—C1-C4-alkanoylamino, C1-C4-alkoxy, C2-C4-alkenyloxy, C2-C4-alkynyloxy, C3-C4-cycloalkoxy, C5-C6-cycloalkenyloxy, C1-C4-alkoxycarbonyl, C2-C4-alkenyloxycarbonyl, C2-C4-alkynyloxycarbonyl, C6-,C10-,C14-aryloxycarbonyl, C1-C4-alkanoyl, C2-C4-alkenylcarbonyl, C2-C4-alkynylcarbonyl, C6-,C10-,C14-arylcarbonyl, C1-C4-alkylsulfanyl, C3-C4-cycloalkylsulfanyl, C1-C4-alkylthio, C2-C4-alkenylthio, C5-C6-cycloalkenylthio, C2-C4-alkynylthio, C1-C4-alkylsulfenyl and C1-C4-alkylsulfinyl, wherein both enantiomers of the C1-C4-alkylsulfinyl group are included, C1-C4-alkylsulfonyl, N-mono-C1-C4-alkylaminosulfonyl, N,N-di-C1-C4-alkylaminosulfonyl, C1-C4-alkylphosphinyl, C1-C4-alkylphosphonyl, wherein both enantiomers are included for C1-C4-alkylphosphinyl or C1-C4-alkylphosphonyl, N—C1-C4-alkylaminocarbonyl, N,N-di-C1-C4-alkylaminocarbonyl, N—C1-C4-alkanoylaminocarbonyl, N—C1-C4-alkanoyl-N—C1-C4-alkylaminocarbonyl, C6-,C10-,C14-aryl, C6-,C10-,C14-aryloxy, benzyloxy, benzylthio, C6-,C10-,C14-arylthio, C6-,C10-,C14-arylamino, benzylamino, heterocyclyl and trialkylsilyl;
- the moieties
- A1, A2 and A3 are each independently N, O, CR3, S or N—R4, wherein A1, A2, A3, Z and the carbon atom of the ring form an aromatic system;
- R3 is each independently H, Cl, F, I, Br or optionally halogenated C1-C4-alkyl;
- R4 is each independently H or optionally halogenated C1-C4-alkyl;
- Q is O or S;
- Z is C or N;
- B1, B2, B4, and B5 are each independently C—R5 and
- wherein
- R5 is each independently H, halogen, cyano, nitro, SF5, C1-C6-alkyl, C3-C6-cycloalkyl, C1-C6-alkoxy, N—C1-C6-alkoxyimino-C1-C3-alkyl, C1-C6-alkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, N—C1-C6-alkylamino or N,N-di-C1-C6-alkylamino, in each case optionally substituted by one or more substituents selected from the group consisting of amino, hydroxyl, halogen, nitro, cyano, isocyano, mercapto, isothiocyanato, C1-C4-carboxyl, carbonamide, SF5, aminosulfonyl, C1-C4-alkyl, C3-C4-cycloalkyl, C2-C4-alkenyl, C5-C6-cycloalkenyl, C2-C4-alkynyl, N-mono-C1-C4-alkylamino, N,N-di-C1-C4-alkylamino, N—C1-C4-alkanoylamino, C1-C4-alkoxy, C2-C4-alkenyloxy, C2-C4-alkynyloxy, C3-C4-cycloalkoxy, C5-C6-cycloalkenyloxy, C1-C4-alkoxycarbonyl, C2-C4-alkenyloxycarbonyl, C2-C4-alkynyloxycarbonyl, C6-,C10-,C14-aryloxycarbonyl, C1-C4-alkanoyl, C2-C4-alkenylcarbonyl, C2-C4-alkynylcarbonyl, C6-,C10-,C14-arylcarbonyl, C1-C4-alkylsulfanyl, C3-C4-cycloalkylsulfanyl, C1-C4-alkylthio, C2-C4-alkenylthio, C5-C6-cycloalkenylthio, C2-C4-alkynylthio, C1-C4-alkylsulfenyl and C1-C4-alkylsulfinyl, wherein both enantiomers of the C1-C4-alkylsulfinyl group are included, C1-C4-alkylsulfonyl, N-mono-C1-C4-alkylaminosulfonyl, N,N-di-C1-C4-alkylaminosulfonyl, C1-C4-alkylphosphinyl, C1-C4-alkylphosphonyl, wherein both enantiomers are included for C1-C4-alkylphosphinyl or C1-C4-alkylphosphonyl, N—C1-C4-alkylaminocarbonyl, N,N-di-C1-C4-alkylaminocarbonyl, N—C1-C4-alkanoylaminocarbonyl, N—C1-C4-alkanoyl-N—C1-C4-alkylaminocarbonyl, C6-,C10-,C14-aryl, C6-,C10-,C14-aryloxy, benzyl, benzyloxy, benzylthio, C6-,C10-,C14-arylthio, C6-,C10-,C14-arylamino, benzylamino, heterocyclyl and trialkylsilyl;
- B3 is CR5, wherein R5 is perhalogenated C1-C4-alkyl;
- T is one of the following listed 5-membered heteroaromatics T1-T4 and T6,
- wherein the bond to
- is marked with a hash #,
- and/or a salt, N-oxide and/or tautomeric form of a compound of formula (I).
14 more elements
Dependencies are inferred from the claim text.