ES2348704T3 - INSECTICIDES OF CYANOANTRANILAMIDE. - Google Patents

Abstract

A compound of formula I where each E and Z, which may be the same or different, represents oxygen or sulfur; A is C1-C6alkylene, C2-C6alkenylene, C2-C6alkylene or a bivalent fused or monocyclic bicyclic ring system of 3 to 10 members that may be partially saturated or completely saturated and may contain 1 to 4 heteroatoms selected from the nitrogen-formed group , oxygen and sulfur, without it being possible for each ring system to contain more than 2 oxygen atoms or more than 2 sulfur atoms; and it is possible that both the 3 to 10 member ring system itself and the C1-C6alkylene, C2-C6alkenylene and C2-C6alkylene groups are mono-, di- or trisubstituted with halogen, cyano, nitro, hydroxy, C1- C6alkyl, C2-6 alkenyl, C2- C6alquinilo, C3 6 cycloalkyl, C5-C7cicloalquenilo, C5-C8cicloalquinilo, C6haloalquilo C1-, C2-C6haloalquenilo, C2-C6haloalquinilo, C3-C6halocicloalquilo, C5- C7halocicloalquenilo, C5-C8halocicloalquinilo, C1-C4 alkoxy , C1-C4 haloalkoxy, C1-C4 alkylthio, C1-C4haloalkylthio, C1-C4alkylsulfinyl, C1-C4alkylsulfonyl, C1- C4alkylamino, C2-C4dialkylamino, C3-C6cycloalkylamino, C1-C6alkyl-C3-C6-cycloalkylalkyl-cycloalkylaminocarbonyl , C2- C6alkylaminocarbonyl, C3-C6dialkylaminocarbonyl, C2-C6alkoxycarbonyloxy, C2- C6alkylaminocarbonyloxy, C3-C6dialkylaminocarbonyloxy or C3-C6trialkylsilyl, or with a fused or monocyclic bicyclic ring system which may be 3 to 10 ially saturated or completely saturated and may contain 1 to 4 heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, it being not possible for each ring system to contain more than 2 oxygen atoms or more than two sulfur atoms, and being possible the 3 to 10-membered ring system is itself mono-, di- or trisubstituted with halogen, cyano, nitro, hydroxy, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C3-C6cycloalkyl, C5-C7cycloalkenyl, C5-C8cicloalquinilo, C1-C6haloalquilo, C2- C6haloalquenilo, C2-C6haloalquinilo, C3-C7halocicloalquilo, C5-C7halocicloalquenilo, C5-C8halocicloalquinilo, C1 4 alkoxy, C1-C4haloalcoxi, C1 4 alkylthio, C1- C4haloalquiltio, C1-C4alquilsulfinilo, C1- C4alkylsulfonyl, C1-C4alkylamino, C2- C4dialkylamino, C3-C6cycloalkylamino, C1-C6alkyl-C3-C6cycloalkylamino, C2- C4alkylcarbonyl, C2-C6alkoxycarbonyl, C2-C6alkylaminocarbonyl, C3-C6albonyl, C2-C6albonyl laminocarbonyloxy, C3-C6-dialkylaminocarbonyloxy, C3-C6trialkylsilyl or phenyl, it being possible that the phenyl group is in turn substituted with hydroxy, C1-C6alkyl, C1-C6haloalkyl, C1- C6alkylthio, C1-C6haloalkylthio, C3-Cnio-Cnio-Cn-C3-C6alkyl, C -alkyl-C3-C6-C -alkyl-C-6-C-6-C-6-C-6-C-6-C-6-C-6-C-6-C-6-C-6-C-3-one-one C3-C6alquiniltio, C1-3 alkoxy-C1-C3alquiltio, C2-C4alquilcabonil-C1-C3alquiltio, C2-C4alcoxicarbonil-C1- C3alquiltio, cyano-C1-C3alquiltio, C1-C6alquilsulfinilo, C1-C6haloalquilsulfinilo, C1- C6alquilsulfonilo, C1-C6haloalquilsulfonilo, aminosulfonyl, C1-C2alkylaminosulfonyl, N, N-di (C1-C2alkyl) aminosulfonyl, di (C1-C4alkyl) amino, halogen, cyano or nitro; and substituents that are not halogen in the nitrogen atoms in ring systems; X is oxygen, NH or C1-C4alkyl-N; And it is a fused or monocyclic bicyclic ring system of 3 to 10 members that can be partially saturated or completely saturated and can contain 1 to 4 heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, without it being possible for each system of rings contain more than 2 oxygen atoms or more than 2 sulfur atoms; and it being possible that the 3 to 10 member ring system itself is mono-, di- or trisubstituted with halogen, cyano, nitro, hydroxy, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C3-C6cycloalkyl, C5 -C7cicloalquenilo, C5-C8cicloalquinilo, C6haloalquilo C1-, C2-C6haloalquenilo, C2-C6haloalquinilo, C3-C6halocicloalquilo, C5- C7halocicloalquenilo, C5-C8halocicloalquinilo, C1 4 alkoxy, C1-C4haloalcoxi, C1- 4 alkylthio, C1-C4haloalquiltio, C1-C4alquilsulfinilo , C1-C4alquilsulfonilo, C4alquilamino C1-, C2-C4dialquilamino, C3-C6cicloalquilamino, C1 6 alkyl-C3- C6cicloalquilamino, C2-C4alquilcarbonilo, C2-C6alcoxicarbonilo, C2- C6alquilaminocarbonilo, C3-C6dialquilaminocarbonilo, C2-C6alcoxicarboniloxi, C2- C6alquilaminocarboniloxi, C3 -C6dialkylaminocarbonyloxy or C3-C6trialkylsilyl, or with a fused or monocyclic bicyclic ring system of 3 to 10 members that may be aromatic, be partially saturated or completely saturated and may contain 1 to 4 heteroattes We are selected from the group consisting of nitrogen, oxygen and sulfur, without it being possible for each ring system to contain more than 2 oxygen atoms or more than 2 sulfur atoms, and it is possible that the ring system of 3 to 10 members of by itself it is mono-, di- or trisubstituted with halogen, cyano, nitro, hydroxy, C1-C6alkyl, C2-C6alkenyl, C2- C6alkynyl, C3-C6cycloalkyl, C5-C7cycloalkenyl, C5-C8cycloalkynyl, C1-C6haloalkylChaloalkyl , C2-C6haloalkynyl, C3-C6halocycloalkyl, C5- C7halocycloalkenyl, C5-C8halocycloalkynyl, C1-C4alkoxy, C1-C4haloalkoxy, C1- C4alkylthio, C1-C4haloalkylthio, C1-C4alkyl-C4alkyl-C4alkyl-C4alkyl-C4alkyl-C4alkyl-C4alkyl-C4alkyl-C1-C4alkyl -C6cicloalquilamino, C1 6 alkyl-C3- C6cicloalquilamino, C2-C4alquilcarbonilo, C2-C6alcoxicarbonilo, C2- C6alquilaminocarbonilo, C3-C6dialquilaminocarbonilo, C2-C6alcoxicarboniloxi, C2- C6alquilaminocarboniloxi, C3-C6dialquilaminocarboniloxi, C3-C6trialquilsililo or pheny it being possible that the phenyl group is in turn substituted with hydroxy, C1-C6alkyl, C1-C6haloalkyl, C1-C6alkylthio, C1-C6haloalkylthio, C3-C6alkenylthio, C3- C6haloalkenylthio, C3-C6alkylthio, C1-C1-C1 C3alquiltio, C2-C4alquilcabonil-C1- C3alquiltio, C2-C4alcoxicarbonil-C1-C3alquiltio, cyano-C1-C3alquiltio, C1- C6alquilsulfinilo, C1-C6haloalquilsulfinilo, C1-C6alquilsulfonilo, C1- C6haloalquilsulfonilo, aminosulfonyl, C1-C2alquilaminosulfonilo, N, N- di (C1-C2alkyl) aminosulfonyl, di (C1-C4alkyl) amino, halogen, cyano or nitro; and substituents that are not halogen in the nitrogen atoms in ring systems; p is 0 or 1; q is 0 or 1; B is a 3 to 4 member ring system that is completely or partially saturated and can contain a heteroatom selected from the group consisting of nitrogen, oxygen and sulfur, and it is possible that the 3 to 4 member ring system itself be mono-, di- or trisubstituted with halogen, cyano, nitro, hydroxy, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C3-C6cycloalkyl, C5-C7cycloalkenyl, C5-C8cycloalkynyl, C1-C6haloalkyl, C2-cycloalkyl, Chaloalkyl, C2 - C6haloalquinilo, C3-C6halocicloalquilo, C5-C7halocicloalquenilo, C5- C8halocicloalquinilo, C1 4 alkoxy, C1-C4haloalcoxi, C1 4 alkylthio, C1-C4haloalquiltio, C1-C4alquilsulfinilo, C1-C4alquilsulfonilo, C1-C4alquilamino, C2-C4dialquilamino, C3- C6cicloalquilamino , C1-C6alkyl-C3-C6cycloalkylamino, C2-C4alkylcarbonyl, C2- C6alkoxycarbonyl, C2-C6alkylaminocarbonyl, C3-C6dialkylaminocarbonyl, C2- C6alkoxycarbonyloxy, C2-C6alkylaminocarbonyloxy, C3-C3- or C3-alkyl n fused or monocyclic bicyclic ring system of 3 to 10 members which may be aromatic, be partially saturated or completely saturated and may contain 1 to 4 heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, without each system being possible of rings contains more than two oxygen atoms or more than two sulfur atoms and it is possible that the 3 to 10 member ring system itself is mono-, di- or trisubstituted with halogen, cyano, nitro, hydroxy, C1 -C6alquilo, C2- 6 alkenyl, C2-C6alquinilo, C3 6 cycloalkyl, C5-C7cicloalquenilo, C5-C8cicloalquinilo, C1-C6haloalquilo, C2-C6haloalquenilo, C2-C6haloalquinilo, C3-C6halocicloalquilo, C5- C7halocicloalquenilo, C5-C8halocicloalquinilo, C1-C4alkoxy , C1-C4haloalkoxy, C1- C4alkylthio, C1-C4haloalkylthio, C1-C4alkylsulfinyl, C1-C4alkylsulfonyl, C1- C4alkylamino, C2-C4dialkylamino, C3-C6cycloalkylamino, C1-C6alkyl-C3-C6alkylcarbonyl , C2-C6alkoxycarbonyl, C2- C6alkylaminocarbonyl, C3-C6dialkylaminocarbonyl, C2-C6alkoxycarbonyloxy, C2- C6alkylaminocarbonyloxy, C3-C6dialkylaminocarbonyloxy, C3-C6trialkylsilyl or phenyl, with C1 being substituted with hydroxy, C1 to hydroxyl, C1 to hydroxyl; -C6haloalkyl, C1-C6alkylthio, C1-C6haloalkylthio, C3-C6alkenylthio, C3- C6haloalkenylthio, C3-C6alkylthio, C1-C3alkoxy-C1-C3alkylthio, C2-C4alkylcarbonyl-C1-C3alkyl-C1-C3alkyl-C1-C3alkyl-C1-C3alkyl-C1-C3alkyl-C1-C3alkyl-C1-C3alkyl-C1-C3alkyl -C3alkylthio, C1- C6alkylsulfinyl, C1-C6haloalkylsulfinyl, C1-C6alkylsulfonyl, C1- C6haloalkylsulfonyl, aminosulfonyl, C1-C2alkylaminosulfonyl, N, N-di (C1-C2alkyl) aminosulfonyl, di (C1-Cylalkyl, di (C1-amino), cyl ; and substituents that are not halogen in the nitrogen atoms in ring systems; Each R1 is independently halogen, nitro, cyano, hydroxy, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C3-C6cycloalkyl, C1-C6haloalkyl, C2-C6haloalkenyl, C2-C6haloalkynyl, C3-C6alkyl-C1-C6-cycloalkyl, C1-C6-cycloalkyl C4haloalkoxy, C1-C4alkylthio, C1-C4haloalkylthio, C1-C4haloalkylsulfinyl, C1-C4haloalkyl sulfonyl, C1- C4alkylsulfinyl, C1-C4alkylsulfonyl, C1-C4alkylamino, C2-C4dialkylamino, C3-alkylalkyl, C3-alkylalkyl, C3-alkylalkyl, C3-alkylalkyl, C3-alkylalkyl, C3-alkylalkyl, C3-alkylalkyl, C3-alkylalkyl, C3-alkylalkyl, C3-alkylalkyl, C3-alkylalkyl, C3-alkylalkyl C2- C6alkoxycarbonyl, C2-C6alkylaminocarbonyl, C3-C6dialkylaminocarbonyl, C2- C6alkoxycarbonyloxy, C2-C6alkylaminocarbonyloxy, C3-C6dialkylaminocarbonyloxy or C3- C6trialkylsilyl, phenyl, benzyloxy or phenyl, benzyloxy, phenyl or benzyloxy, phenyloo, benzyloxy, phenyl or benzyloxy, phenyl or benzyloxy, phenyl or benzyloxy cyano, nitro, halogen, C1-C6alkyl, C2-C6alkenyl, C2- C6alkynyl, C3-C6cycloalkyl, C1-C6haloalkyl, C2-C6haloalque

Description

 The present invention relates to new anthranilamide derivatives, processes for their preparation, compositions containing these compounds and their use to control insects or representatives of the order Acarina.

 Anthranilamide derivatives with insecticidal properties are known and described, for example, in WO 04/067528. Recently, new cyano substituted anthranilamide derivatives with pesticidal properties have been discovered, especially for the control of insects and members of the order Acarina. 10

 Thus, the present invention relates to compounds of formula I

where

each E and Z, which may be the same or different, represents oxygen or sulfur;

A is C1-C6alkylene, C2-C6alkenylene, C2-C6alkylene or a bivalent fused or monocyclic bicyclic ring system of 3 to 10 members which may be partially saturated or completely saturated and may contain 1 to 4 heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, without it being possible for each ring system to contain more than 2 oxygen atoms or more than 2 sulfur atoms; twenty

and it is possible that both the 3 to 10 member ring system itself and the C1-C6alkylene, C2-C6alkenylene and C2-C6alkylene groups are mono-, di- or trisubstituted with halogen, cyano, nitro, hydroxy, C1- C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C3-C6cycloalkyl, C5-C7cycloalkenyl, C5-C8cycloalkynyl, C1-C6haloalkyl, C2-C6haloalkenyl, C2-C6haloalquinyl, C5-C6-cyclocycloalkyl, C5-cyclocycloalkyl alkoxy, C1-C4haloalkoxy, C1-C4 alkylthio, C1-C4haloalkylthio, C1-C4alkylsulfinyl, C1-C4alkylsulfonyl, C1-

C4alquilamino, C2-C4dialquilamino, C3-C6cicloalquilamino, C1 6 alkyl-C3-C6cicloalquilamino, C2-C4alquilcarbonilo, C2-C6alcoxicarbonilo, C2-C6alquilaminocarbonilo, C3-C6dialquilaminocarbonilo, C2-C6alcoxicarboniloxi, C2-C6alquilaminocarboniloxi, C3-C6dialquilaminocarboniloxi or C3-C6trialquilsililo, or with

a fused or monocyclic bicyclic ring system of 3 to 10 members which may be aromatic, be partially saturated or completely saturated and may contain from 1 to 4 heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, it is not possible that each system of rings contains more than 2 oxygen atoms or more than two sulfur atoms, and it is possible that the ring system of 3 to 10 members in itself is mono-, di- or trisubstituted with 10 halogen, cyano, nitro, hydroxy , C1-C6alkyl, C2 -C 6 alkenyl, C2-C6alquinilo, C3 6 cycloalkyl, C5-C7cicloalquenilo, C5-C8cicloalquinilo, C1-C6haloalquilo, C2-C6haloalquenilo, C2-C6haloalquinilo, C3-C7halocicloalquilo, C5-C7halocicloalquenilo, C5-C8halocicloalquinilo, C1 -C4alkoxy, C1-C4haloalkoxy, C1-C4alkylthio, C1-C4haloalkylthio, C1-C4alkylsulfinyl, C1-C4alkylsulfonyl, C1-C4alkylamino, C2-15 C4dialkylamino, C3-C6cycloalkylamino, C1-C6alkyl-C3alkyl-C3alkyl-C3alkyl-C3alkyl-C3alkyl-C3alkyl-C3alkyl-C3alkyl-C3alkyl-C3alkyl-C3alkyl-C3alkyl-C3alkyl-C3alkyl-C3alkyl-C3alkyl-C3alkyl-C3alkyl-C3alkyl-C3alkyl-C3alkyl-C3alkyl-C3alkyl-C3alkyl-C3alkyl-C3alkyl-C3alkyl-C3alkyl , C2-C6alkoxycarbonyl, C2-C6alkylaminocarbonyl, C3-C6dialkylaminocarbonyl, C2-C6alkoxycarbonyloxy, C2-C6alkylaminocarbonyloxy, C3-C6dialkylaminocarbonyloxy, C3-C6trialkylsilyl or phenyl, with C1 being substituted with hydroxyl C1 -C6haloalkyl, C1-20 C6alkylthio, C1-C6haloalkylthio, C3-C6alkenylthio, C3-C6haloalkenylthio, C3-C6alkylthio, C1-C3alkoxy-C1-C3alkylthio, C2-C4alkylcarbonyl-C1-C3alkyl-C1-C3alkyl-C1-C3alkyl-C1-C3alkyl-C3-C3alkyl-C3-C3alkyl C1-C3alkylthio, C1-C6alkylsulfinyl, C1-C6haloalkylsulfinyl, C1-C6alkylsulfonyl, C1-C6haloalkyl sulfonyl, aminosulfonyl, C1-C2alkylaminosulfonyl, N, N-di (C1-C2alkyl) aminosulfonyl, di (C1-amino), di (C1-amino) nitro; and 25 substituents that are not halogen in the nitrogen atoms in ring systems; X is oxygen, NH or C1-C4alkyl-N;

And it is a fused or monocyclic bicyclic ring system of 3 to 10 members that may be partially saturated or completely saturated and may contain 1 to 4 heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, without it being possible for each ring system contains more than 2 oxygen atoms or more than 2 sulfur atoms;

and it being possible that the 3 to 10 member ring system itself is mono-, di- or trisubstituted with halogen, cyano, nitro, hydroxy, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C3-C6cycloalkyl, C5 -C7cycloalkenyl, C5-C8cycloalkynyl, C1-35 C6haloalkyl, C2-C6haloalkenyl, C2-C6haloalkynyl, C3-C6halocycloalkyl, C5-C7halocycloalkenyl, C5-C8halocycloalkyloyl, C1-Cycloalkyloyl, C1-Cyl-alkoxy-C1

C4alkylthio, C1-C4haloalkylthio, C1-C4alkylsulfinyl, C1-C4alkylsulfonyl, C1-C4alkylamino, C2-C4dialkylamino, C3-C6cycloalkylamino, C1-C6alkyl-C3-C6cycloalkylamino, C2-C4alkylcarbonyl C6alkylcarbonyl C6alkylcarbonyl C6alkylcarbonylcarbonyl C6alkylcarbonyl C6alkylcarbonylalkylcarbonyl C2-C6alkoxycarbonyloxy, C2-C6alkylaminocarbonyloxy, C3-C6dialkylaminocarbonyloxy or C3-C6trialkylsilyl, or with a fused or monocyclic bicyclic ring system of 3 to 10 members that may be aromatic, be partially saturated or completely saturated and may contain 1 to 4 heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, without it being possible for each ring system to contain more than 2 oxygen atoms or more than 2 sulfur atoms, and it being possible that the 3 to 10 member ring system of itself is mono-, di- or trisubstituted with halogen, cyano, nitro, hydroxy, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C3-C6cycloalkyl, C5-C7cycloalque nile, C5-C8cicloalquinilo, C1-C6haloalquilo, C2-C6haloalquenilo, C2-C6haloalquinilo, C3-C6halocicloalquilo, C5-C7halocicloalquenilo, C5-C8halocicloalquinilo, C1 4 alkoxy, C1-C4haloalcoxi, C1-15 4 alkylthio, C1-C4haloalquiltio, C1-C4alquilsulfinilo , C1-C4alquilsulfonilo, C1-C4alquilamino, C2-C4dialquilamino, C3-C6cicloalquilamino, C1 6 alkyl-C3-C6cicloalquilamino, C2-C4alquilcarbonilo, C2-C6alcoxicarbonilo, C2-C6alquilaminocarbonilo, C3-C6dialquilaminocarbonilo, C2-C6alcoxicarboniloxi, C2-C6alquilaminocarboniloxi, C3 -C6dialquilaminocarboniloxi, C3-C6trialquilsililo or phenyl, 20 being possible for the phenyl group to be in turn substituted by hydroxy, C1-C6alkyl, C1-C6haloalquilo, C1-C6alquiltio, C1-C6haloalquiltio, C3-C6alqueniltio, C3-C6haloalqueniltio, C3- C6alquiniltio, C1-3 alkoxy-C1-C3alquiltio, C2-C4alquilcabonil-C1-C3alquiltio, C2-C4alcoxicarbonil-C1-C3alquiltio, cyano-C1-C3alquiltio, C1-C6alquilsulfinilo, C1-C6haloalquilsulfinilo, C1-C6alquilsulfonilo, C1-25 C6haloalquilsulfon yl, aminosulfonyl, C1-C2alkylaminosulfonyl, N, N-di (C1-C2alkyl) aminosulfonyl, di (C1-C4alkyl) amino, halogen, cyano or nitro; and substituents that are not halogen in the nitrogen atoms in ring systems;

p is 0 or 1; 30

q is 0 or 1;

B is a 3 to 4 member ring system that is completely or partially saturated and can contain a heteroatom selected from the group consisting of nitrogen, oxygen and sulfur, and it is possible that the 3 to 4 member ring system itself be mono-, di- or trisubstituted with halogen, cyano, nitro, hydroxy, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C3-C6cycloalkyl, C5-C7cycloalkenyl, C5-C8cycloalkynyl, C1-C6haloalkyl, Chaloalkyl, C2-

C6haloalquinilo, C3-C6halocicloalquilo, C5-C7halocicloalquenilo, C5-C8halocicloalquinilo, C1-C4alkoxy, C1-C4haloalcoxi, C1 4 alkylthio, C1-C4haloalquiltio, C1-C4alquilsulfinilo, C1-C4alquilsulfonilo, C1-C4alquilamino, C2-C4dialquilamino, C3-C6cicloalquilamino, C1-C3 6 alkyl-C6cicloalquilamino, C2-C4alquilcarbonilo, C2-C6alcoxicarbonilo, C2-C6alquilaminocarbonilo, C3-C6dialquilaminocarbonilo, C2-5 C6alcoxicarboniloxi, C2-C6alquilaminocarboniloxi, C3-C6dialquilaminocarboniloxi, C3-C6trialquilsililo, or a fused bicyclic ring system or 3 to 10 monocyclic monocyclic which may be aromatic, be partially saturated or completely saturated and may contain 1 to 4 heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, without it being possible for every 10 ring system to contain more than 2 oxygen atoms or more sulfur atoms, and it is possible that the 3 to 10 member ring system itself is mono-, di- or trisubstituted or halogen, cyano, nitro, hydroxy, C1-C6alkyl, C2 -C 6 alkenyl, C2-C6alquinilo, C3 6 cycloalkyl, C5-C7cicloalquenilo, C5-C8cicloalquinilo, C1-C6haloalquilo, C2-C6haloalquenilo, C2-C6haloalquinilo, C3-C6halocicloalquilo, C5-15 C7halocicloalquenilo, C5-C8halocicloalquinilo, C1 4 alkoxy, C1-C4haloalcoxi, C1 4 alkylthio, C1-C4haloalquiltio, C1-C4alquilsulfinilo, C1-C4alquilsulfonilo, C1-C4alquilamino, C2-C4dialquilamino, C3-C6cicloalquilamino, C1 6 alkyl-C3 -C6cycloalkylamino, C2-C4alkylcarbonyl, C2-C6alkoxycarbonyl, C2-C6alkylaminocarbonyl, C3-C6dialkylaminocarbonyl, C2-C6alkoxycarbonyloxy, C2-20 C6alkylaminocarbonyloxy, C3-C6dialkylamino being phenyl to C6-alkylalkyl group hydroxy, C1-C6alkyl, C1-C6haloalkyl, C1-C6alkylthio, C1-C6haloalkylthio, C3-C6alkenylthio, C3-C6haloalkenylthio, C3-C6alkylthio, C1-C3alkoxy-C1-C3alkylthio, C2-C4alkyl-C2-C4alkyl-C2-C4-carbonyl C1-C3 alkyl io, cyano-C1-C3alkylthio, C1-25 C6alkylsulfinyl, C1-C6haloalkylsulfinyl, C1-C6alkylsulfonyl, C1-C6haloalkylsulfonyl, aminosulfonyl, C1-C2alkylaminosulfonyl, N, N-di (C1-C2alkyl) di-amino-alkylsulphon , halogen, cyano or nitro; and substituents that are not halogen in the nitrogen atoms in ring systems; 30

Each R1 is independently halogen, nitro, cyano, hydroxy, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C3-C6cycloalkyl, C1-C6haloalkyl, C2-C6haloalkenyl, C2-C6haloalkynyl, C3-C6alkyl-C1-6alkyl, C1-C6-cycloalkyl, C1-C6-cycloalkyl C4haloalcoxi, C1 4 alkylthio, C1-C4haloalquiltio, C1-C4haloalquilsulfinilo, C1-C4haloalquilsulfonilo, C1-C4alquilsulfinilo, C1-C4alquilsulfonilo, C1-C4alquilamino, C2-C4dialquilamino, C3-35 C6cicloalquilamino, C1 6 alkyl-C3-C6cicloalquilamino, C2-C4alquilcarbonilo , C2-C6alkoxycarbonyl, C2-C6alkylaminocarbonyl, C3-C6dialkylaminocarbonyl, C2-C6alkoxycarbonyloxy, C2-C6alkylaminocarbonyloxy, C3-C6dialkylaminocarbonyloxy or C3-

C6trialkylsilyl, phenyl, benzyl or phenoxy, or phenyl, benzyl or phenoxy mono-, di- or trisubstituted with halogen, cyano, nitro, halogen, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C3-C6cycloalkyl, C1-C6alkyl, C1-C6alkyl C2-C6haloalquenilo, C2-C6haloalquinilo, C3-C6halocicloalquilo, C1 4 alkoxy, C1-C4haloalcoxi, C1 4 alkylthio, C1-C4haloalquiltio, C1-C4alquilsulfinilo, C1-C4alquilsulfonilo, C1-C4alquilamino, C2-5 C4dialquilamino, C3-C6cicloalquilamino, C1 -C6alkyl-C3-C6cycloalkylamino, C2-C4alkylcarbonyl, C2-C6alkoxycarbonyl, C2-C6alkylaminocarbonyl, C3-C6dialkylaminocarbonyl, C2-C6alkoxycarbonyloxy, C2-C6alkylaminocarbonyloxy, C3-C6-alkylalkyl;

n is 0, 1, 2 or 3; 10

each R2 and R3, which may be the same or different, represents hydrogen, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl or C3-C8cycloalkyl; or C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl or C3-C8cycloalkyl substituted with one or more substituents selected from halogen, nitro, cyano, hydroxy, C1-C4alkoxy, C1-C4haloalkoxy, C1-C4alkylthio, C1-C4haloalkyl C4alkylsulfinyl, C1-15C4alkylsulfonyl, C1-C4alkylamino, C2-C4dialkylamino, C3-C6cycloalkylamino and C1-C6alkyl-C3-C6cycloalkylamino;

D is phenyl, 2-pyridyl, 3-pyridyl or 4-pyridyl; or phenyl, 2-pyridyl, 3-pyridyl or 4- pyridyl mono-, di- or trisubstituted with C1-C6alkyl, C3-C6cycloalkyl, C1-C6haloalkyl, halogen, cyano, C1-C4alkoxy, C1-C4haloalkoxy, C1-C4alkylthio, C1-C4haloalkylthio, C1-20 C4alkylsulfinyl, C1-C4alkylsulfonyl, C1-C4haloalkylsulfinyl or C1-C4haloalkylsulfonyl;

or D is a group

R4, R4 ', R10, R17 and R19, independently of each other, are hydrogen, C1-C6alkyl, C3-C6cycloalkyl, C1-C6haloalkyl, halogen, cyano, C1-C4alkoxy, C1-C4haloalkoxy, C2-C4alkoxycarbonyl, C1-C4alkylthio , C1-C4haloalkylthio, C1-C4alkylsulfinyl, C1-C4alkylsulfonyl, C1-C4haloalkylsulfinyl or C1-C4haloalkylsulfonyl;

R5, R6, R8, R11, R12, R15, R16 and R18, independently of one another, are C1-C6alkyl 5 or C1-C6alkyl-, di- or trisubstituted with halogen, cyano, nitro, hydroxy, C1-C4alkoxy, C2-C4alkoxycarbonyl, C1-C4alkylthio, C1-C4alkylsulfinyl, C1-C4alkylsulfonyl, C1-C4alkylamino, C2-C4 dialkylamino or C3-C6cycloalkylamino; or are phenyl, 2-pyridyl, 3-pyridyl, 4-pyridyl; or are phenyl, 2-pyridyl, 3-pyridyl or 4-pyridyl mono-, di- or trisubstituted with C1-C6alkyl, C3-C6cycloalkyl, C1-C6haloalkyl, halogen, cyano, 10 C1-C4alkoxy, C1-C4haloalkoxy, C1- C4alkylthio, C1-C4haloalkylthio, C1-C6alkylsulfinyl, C1-C4alkylsulfonyl, C1-C4haloalkylsulfinyl or C1-C4haloalkylsulfonyl;

R7, R9, R13 and R14, independently of one another, are hydrogen, C1-C6alkyl, C1-C6haloalkyl, C2-C6alkenyl, C2-C6haloalkenyl, C3-C6alkenyl or C3-C6haloalkenyl and salts / isomers / enantiomers / tautomers / tautomers agronomically acceptable oxides of these compounds.

 Compounds I having at least one basic center can form, for example, acid addition salts, for example with strong inorganic acids such as mineral acids such as perchloric acid, sulfuric acid, nitric acid, nitrous acid, a phosphorous acid or a hydrogen halide; with strong organic carboxylic acids such as C1-C4 alkanocarboxylic acids such as acetic acid which may or may not be substituted, for example with halogen, such as unsaturated or saturated dicarboxylic acids such as oxalic acid, malonic acid, succinic acid, maleic acid, acid fumaric or phthalic acid, such as hydroxycarboxylic acids such as ascorbic acid, lactic acid, malic acid, tartaric acid or citric acid, or such as benzoic acid; or with organic sulfonic acids such as C1-C4alcan- or arylsulfonic acids that are substituted or not, for example with halogen, such as methane- or p-toluenesulfonic acid. Compounds I having at least one acidic group can form, for example, salts with bases, for example mineral salts such as alkali metal or alkaline earth metal salts such as sodium, potassium or magnesium salts; or salts with ammonia or an organic amine such as morpholine, piperidine, pyrrolidine, a mono-, di- or tri-lower-amine, for example ethyl-, diethyl-, triethyl- or dimethylpropylamine, or a mono-, di- or trihydroxyalkyl-lower-amine, for example mono-, di- or triethanolamine. When appropriate, the corresponding internal salts may also be formed. Preferred within the scope of the invention are agrochemically convenient salts; however, the invention also contemplates

salts that present disadvantages for agrochemical use, for example, salts that are toxic to bees or fish, and that are used, for example, to isolate or purify free compounds I or agrochemically useful salts thereof. Due to the close relationship between the compounds I in free form and in the form of salts, for the purposes of the invention, it will be understood that the free compounds I or their salts 5 described above and subsequently herein respectively include, whenever appropriate, the corresponding free salts or compounds I. The same applies analogously to tautomers of compounds I and their salts. In general, the free form is preferred in each case.

 The alkyl groups that appear in the definitions of the substituents 10 may be straight or branched chain and are, for example, methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, pentyl , hexyl, heptyl and octyl, and their branched isomers. The alkoxy, alkenyl and alkynyl radicals are derived from the mentioned alkyl radicals. The alkenyl and alkynyl groups can be mono- or polyunsaturated. fifteen

 Halogen is generally fluorine, chlorine, bromine or iodine. This also applies, correspondingly, to halogen combined with other groups, such as haloalkyl or halophenyl.

 Haloalkyl groups preferably have a chain length of 1 to 6 carbon atoms. For example, a haloalkyl is fluoromethyl, difluoromethyl, trifluoromethyl, chloromethyl, dichloromethyl, trichloromethyl, 2,2,2-trifluoroethyl, 2-fluoroethyl, 2-chloroethyl, pentafluoroethyl, 1,1-difluoro-2,2,2-trichlorethyl , 2,2,3,3-tetrafluoroethyl and 2,2,2-trichloroethyl; preferably trichloromethyl, difluorochloromethyl, difluoromethyl, trifluoromethyl and dichlorofluoromethyl.

 Suitable haloalkenyl groups are alkenyl groups which are mono- or polysubstituted with halogen, with halogen being fluorine, chlorine, bromine and iodine, and in particular fluorine and chlorine, for example 2,2-difluoro-1-methylvinyl, 3-fluoropropenyl, 3-chloropropenyl, 3-bromopropenyl, 2,3,3-trifluoropropenyl, 2,3,3-trichloropropenyl and 4,4,4-trifluorobut-2-en-1-yl. Among the C3-C20alkenyl groups that are mono-, di- or trisubstituted with halogen, preference is given to those having a chain length of 3 to 5 carbon atoms.

 Suitable haloalkynyl groups are, for example, alkynyl groups which are mono- or polysubstituted with halogen, with halogen being bromine, iodine and in particular fluorine and chlorine, for example, 3-fluoropropyl, 3-chloropropyl, 3-bromopropyl, 3,3 , 3-trifluoropropyl and 4,4,4-trifluorobut-2-in-1-yl. Between 35

alkynyl groups that are mono- or polysubstituted with halogen, preference is given to those having a chain length of 3 to 5 carbon atoms.

 The alkoxy groups preferably have a chain length of 1 to 6 carbon atoms. For example, an alkoxy is methoxy, ethoxy, propoxy, i-propoxy, n-butoxy, isobutoxy, sec-butoxy and tert-butoxy, and also the isomeric pentyloxy and 5-hexyloxy radicals; preferably methoxy and ethoxy.

 An alkoxycarbonyl is, for example, methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, isopropoxycarbonyl, n-butoxycarbonyl, isobutoxycarbonyl, sec-butoxycarbonyl or tert-butoxycarbonyl; preferably methoxycarbonyl or ethoxycarbonyl. The haloalkoxy groups preferably have a chain length of 1 to 6 carbon atoms. A haloalkoxy is, for example, fluoromethoxy, difluoromethoxy, trifluoromethoxy, 2,2,2-trifluoroethoxy, 1,1,2,2-tetrafluoroethoxy, 2-fluoroethoxy, 2-chloroethoxy, 2,2-difluoroethoxy and 2,2,2 -trichloroethoxy; preferably difluoromethoxy, 2-chloroethoxy and trifluoromethoxy. The alkylthio groups preferably have a chain length of 1 to 6 carbon atoms. An alkylthio 15 is, for example, methylthio, ethylthio, propylthio, isopropylthio, n-butylthio, isobutylthio, sec-butylthio or tert-butylthio, preferably methylthio or ethylthio. An alkylsulfinyl is, for example, methylsulfinyl, ethylsulfinyl, propylsulfinyl, isopropylsulfinyl, n-butylsulfinyl, isobutylsulfinyl, sec-butylsulfinyl, tert-butylsulfinyl; preferably methylsulfinyl or ethylsulfinyl. twenty

 An alkylsulfonyl is, for example, methylsulfonyl, ethylsulfonyl, propylsulfonyl, isopropylsulfonyl, n-butylsulfonyl, isobutyl sulfonyl, sec-butylsulfonyl or tert-butylsulfonyl; preferably methylsulfonyl or ethylsulfonyl. The alkoxyalkoxy groups preferably have a chain length of 1 to 8 carbon atoms. Some examples of alkoxyalkoxy groups are: methoxymethoxy, methoxyethoxy, methoxypropoxy, ethoxymethoxy, ethoxyethoxy, propoxymethoxy or butoxybututoxy. An alkylamino is, for example, methylamino, ethylamino, n-propylamino, isopropylamino or isomeric butylamines. A dialkylamino is, for example, dimethylamino, methylethylamino, diethylamino, n-propylmethylamino, dibutylamino and diisopropylamino. Preference is given to alkylamino groups having a chain length of 1 to 4 carbon atoms. The alkoxyalkyl groups preferably have a chain length of 1 to 6 carbon atoms. An alkoxyalkyl is, for example, methoxymethyl, methoxyethyl, ethoxymethyl, ethoxyethyl, n-propoxymethyl, n-propoxyethyl, isopropoxymethyl or isopropoxyethyl. The alkylthioalkyl groups preferably have 1 to 8 carbon atoms. An alkylthioalkyl is, for example, methylthiomethyl, methylthioethyl, ethylthiomethyl, ethylthioethyl, n-propylthiomethyl, n-propylthioethyl, isopropylthiomethyl, isopropylthioethyl,

butylthiomethyl, butylthioethyl or butylthiobutyl. The cycloalkyl groups preferably have 3 to 6 ring carbon atoms, for example, cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl. Phenyl, even when part of a substituent such as phenoxy, benzyl, benzyloxy, benzoyl, phenylthio, phenylalkyl or phenoxyalkyl, may be substituted. In such a case, the substituents may be in the ortho, meta and / or para position. Preferred positions of the substituents are the ortho and para positions relative to the point of attachment of the ring.

 Examples of B as an optionally substituted 3 to 4-membered ring system that is completely or partially saturated and may contain a heteroatom selected from the group consisting of nitrogen, oxygen and sulfur, 10 are cyclopropyl, methylcyclopropyl, cyclopropenyl, cyclobutyl, cyclobutenyl ,

 In accordance with the present invention, a fused mono- or bicyclic 3- to 10-membered ring system that may be partially saturated or fully saturated can be selected, depending on the number of 15 ring members, for example, from the group consisting of

cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, wherein said cycloalkyl groups in turn may preferably be substituted or not with C1-C6alkyl or halogen, or is

where each R26 is methyl, each R27 and each R28 are independently hydrogen, C1-C3alkyl, C1-C3alkoxy, C1-C3alkylthio or trifluoromethyl, X4 is oxygen or sulfur and r = 1, 2, 3 or 4.

 If no free valence is indicated in the definitions, for example as in, the point of attachment is located in the carbon atom labeled 5 "CH" or in a case such as, for example, in the point of attachment indicated in the bottom left. The second valence for the bivalent ring system of substituent A or Y may be located at any suitable ring position. OCH NO

 In accordance with the present invention, a fused mono- or bicyclic 3- to 10-membered ring system that may be aromatic and that may be partially or completely saturated is selected, depending on the number of ring members, for example, group consisting of

cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, wherein said cycloalkyl groups in turn may preferably be substituted or not with C1-C6alkyl or halogen, or is phenyl, benzyl, naphthyl or the following heterocyclic groups: pyrrolyl; pyridyl; pyrazolyl; pyrimidyl; pyrazinyl; imidazolyl; thiadiazolyl; quinazolinyl; furilo oxadiazolyl; indolizinyl; pyranyl; isobenzofuranyl; thienyl; naphthyridinyl; (1-methyl-1H-pyrazol-3-yl) -; (1-ethyl-1H-pyrazol-3-yl) -; (1-propyl-1H-pyrazol-3-yl) -; (1H-pyrazol-3-yl) -; 20 (1,5-dimethyl-1 H -pyrazol-3-yl) -; (4-Chloro-1-methyl-1H-pyrazol-3-yl) -; (1H-pyrazol-1-yl) -; (3-methyl-1H-pyrazol-1-yl) -; (3,5-dimethyl-1 H -pyrazol-1-yl) -; (3-isoxazol) -; (5-methyl-3-isoxazolyl) -; (3-methyl-5-isoxazolyl) -; (5-isoxazolyl) -; (1H-pyrrol-2-yl) -; (1-methyl-1H-pyrrol-2-yl) -; (1H-pyrrol-1-yl) -; (1-methyl-1H-pyrrole-3-yl) -; (2-furanyl) -; (5-methyl-2-furanyl) -; (3-furanyl) -; (5-methyl-2-thienyl) -; (2-thienyl) -; (3-thienyl) -; (1-methyl-1H-imidazol-2-yl) -; (1H-25

imidazol-2-yl); (1-methyl-1H-imidazol-4-yl) -; (1-methyl-1H-imidazol-5-yl) -; (4-methyl-2-oxazolyl) -; (5-methyl-2-oxazolyl) -; (2-oxazolyl) -; (2-methyl-5-oxazolyl) -; (2-methyl-4-oxazolyl) -; (4-methyl-2-thiazolyl) -; (5-methyl-2-thiazolyl) -; (2-thiazolyl) -; (2-methyl-5-thiazolyl) -; (2-methyl-4-thiazolyl) -; (3-methyl-4-isothiazolyl) -; (3-methyl-5-isothiazolyl) -; (5-methyl-3-isothiazolyl) -; (1-methyl-1H-1,2,3-triazol-4-yl) -; (2-methyl-2H-1,2,3-triazol-4-yl) -; (4-methyl-5 2H-1,2,3-triazol-yl) -; (1-methyl-1H-1,2,4-triazol-3-yl) -; (1,5-dimethyl-1H-1,2,4-triazol-3-yl) -; (3-methyl-1H-1,2,4-triazol-1-yl) -; (5-methyl-1H-1,2,4-triazol-1-yl) -; (4,5-dimethyl-4H-1,2,4-triazol-3-yl) -; (4-methyl-4H-1,2,4-triazol-3-yl) -; (4H-1,2,4-triazol-4-yl) -; (5-methyl-1,2,3-oxadiazol-4-yl) -; (1,2,3-oxadiazol-4-yl) -; (3-methyl-1,2,4-oxadiazol-5-yl) -; (5-methyl-1,2,4-oxadiazol-3-yl) -; (4-methyl-3-furazanil) -; (3-furazanil) -; (5-methyl-1,2,4-oxadiazol-10 2-yl) -; (5-methyl-1,2,3-thiadiazol-4-yl) -; (1,2,3-thiadiazol-4-yl) -; (3-methyl-1,2,4-thiadiazol-5-yl) -; (5-methyl-1,2,4-thiadiazol-3-yl) -, (4-methyl-1,2,5-thiadiazol-3-yl) -; (5-methyl-1,3,4-thiadiazol-2-yl) -; (1-methyl-1H-tetrazol-5-yl) -; (1H-tetrazol-5-yl); (5-methyl-1H-tetrazol-1-yl) -; (2-methyl-2H-tetrazol-5-yl) -; (2-ethyl-2H-tetrazol-5-yl) -; (5-methyl-2H-tetrazol-2-yl) -; (2H-tetrazol-2-yl) -; (2-pyridyl) -; (6-methyl-2-pyridyl) -; (4-pyridyl) -; (3-pyridyl) -; (6-methyl-3-15 pyridazinyl) -; (5-methyl-3-pyridazinyl) -; (3-pyridazinyl) -; (4,6-dimethyl-2-pyrimidinyl) -; (4-methyl-2-pyrimidinyl) -; (2-pyrimidinyl) -; (2-methyl-4-pyrimidinyl) -; (2-Chloro-4-pyrimidinyl) -; (2,6-dimethyl-4-pyrimidinyl) -; (4-pyrimidinyl) -; (2-methyl-5-pyrimidinyl) -; (6-methyl-2-pyrazinyl) -; (2-pyrazinyl) -; (4,6-dimethyl-1,3,5-triazin-2-yl) -; (4,6-dichloro-1,3,5-triazin-2-yl) -; (1,3,5-triazin-2-yl) -; (4-methyl-1,3,5-triazin-2-yl) -; (3-methyl-1,2,4-triazin-5-yl) -; (3-20 methyl-1,2,4-triazin-6-yl) -;

where each R26 is methyl, each R27 and each R28 are independently hydrogen, C1-C3alkyl, C1-C3alkoxy, C1-C3alkylthio or trifluoromethyl, X4 is oxygen or sulfur and r = 1, 2, 3 or 4.

 If no free valence is indicated in the definitions, for example as in, the point of attachment is located in the carbon atom labeled 5 "CH" or in a case such as, for example, in the point of attachment indicated in the bottom left.

 Preference is given to the subgroups of compounds of formula I where

a) p and / or q is 0;

b) E and / or Z is oxygen; and / or 10

c) R2 and / or R3 is hydrogen and / or

d) A is a saturated monocyclic ring system of 3 to 6 bivalent members.

X is preferably oxygen, NH; N-methyl or N-ethyl.

And it is preferably C3-C6cycloalkyl, especially cyclopropyl.

R4 ’is preferably hydrogen. fifteen

 Special mention should be made of the compounds of formula I in which R 1 is selected from C 1 -C 4 alkyl, halogen, C 1 -C 5 haloalkyl, nitro, C 1 -C 4 alkoxy, C 1 -C 4 haloalkoxy, C 1-C 4 alkyl, C 1 -C 4 alkylsulfinyl, C 1-C 4 alkylsulfonyl, C1-C4haloalkylthio, C1-C4haloalkylsulfinyl and C1-C4haloalkyl sulfonyl, in particular between halogen and C1-C6alkyl, preferably is selected from methyl and halogen, more preferably between methyl and chlorine, and n is 1 or 2, preferably 1. The preferred position of R1 is goal with respect to the group –C (Z) -N (R3) -AXYB.

 A prominent group of compounds of formula I comprises these compounds where A is C1-C6alkylene which may be substituted with C3-C6cycloalkyl, C2-C6alkenyl, cyano, C1-C4alkylthio, C1-C4alkylsulfonyl, C1-C4alkoxy, 25 halogen or C1-C6haloalkyl ; or A is C3-C6cycloalkylene. Preferably, A is C3-C6cycloalkylene, more preferably cyclopropylene.

 In preferred compounds of formula I, B is cyclopropyl, oxetanyl or cyclobutyl, preferably cyclopropyl.

 Special emphasis should be given to compounds of formula I where D is a group D1, where R5 is 2-pyridyl which may be substituted with halogen, preferably monosubstituted with chlorine at position 3 of the pyridine ring, and R4 5 is halogen, preferably chlorine or bromine, C1-C6haloalkyl, C1-C4haloalkoxy, more preferably 2,2,2-trifluoroethoxy, preferably C1-C6haloalkyl, more preferably trifluoromethyl.

 Preference is also given to compounds of formula I where in particular B is cyclopropyl or cyclobutyl which may be mono-, di- or trisubstituted with halogen, C1-C4alkyl, hydroxy, cyano, C1-C4alkoxy or C1-C4alkylthio; or B is CH (CH2O), CH (CHMeO), CH- (CMe2O), CH (CH2S), CH (CH2OCH2), CH (CHMeOCH2), CH (CMe2OCH2), CH (CH2S- (O) 2CH2), CH (CHMeS (O) 2CH2), CH (CMe2S (O) 2CH2), C (Me) - (CH2O), C (Me) (CHMeO), C (Me) - (CMe2O), C (Me) - (CH2S ), C (Me) - (CH2OCH2), C (Me) (CHMeOCH2), C (Me) - (CMe2OCH2), C (Me) - (CH2S (O) 2CH2), C (Me) - (CHMe-15 S (O) 2CH2) or C (Me) - (CMe2-S (O) 2CH2). In especially preferred compounds of formula I, B is cyclopropyl or cyclobutyl which may be optionally substituted with halogen or methyl, in particular with chlorine, bromine or methyl; more preferably B is cyclopropyl.

 The process according to the invention for preparing compounds of formula I is carried out analogously to the known processes, for example, those described in WO 01/70671, WO 03/016284, WO 03/015518, WO 04 / 033468 and WO 04/067528.

 The process for the preparation of a compound of formula I or, where appropriate, a tautomer thereof, in each case in free form or in saline form, comprises, for example,

a) preparing a compound of formula I, where R2 is hydrogen and E and Z are oxygen, or, where appropriate, a tautomer and / or a salt thereof, reacting a compound of formula

 30

where R1, n and D have the values given for formula I, or, where appropriate, a tautomer and / or a salt thereof with a compound of formula

HN (R3) - (A) q- (X) p-Y-B (III),

where R3, p, q, A, X, Y and B have the values given for formula I, or, where appropriate, with a tautomer and / or a salt thereof, or

b) preparing a compound of formula I or, where appropriate, a tautomer and / or a salt thereof, reacting a compound of formula

where R1, R2, n, Z and D have the values given for formula I; and X1 is a leaving group or, where appropriate, a tautomer and / or a salt thereof with a compound of formula

HN (R3) - (A) q- (X) p-Y-B (III),

where R3, p, q, A, X, Y and B have the values given for formula I or, where appropriate, with a tautomer and / or a salt thereof, or

c) preparing a compound of formula I or, where appropriate, a tautomer and / or a salt thereof, reacting a compound of formula

where R1, R2, R3, n, p, q, A, X, Y, Z and B have the values given for formula I or, where appropriate, a tautomer and / or a salt thereof with a compound of formula 20

X2C (= O) D (VI),

where R1 has the value given for formula I; and X2 is a leaving group or, where appropriate, with a tautomer and / or a salt thereof, and / or converting a compound of formula I or, where appropriate, a tautomer thereof, in each case in free form or in form saline, in another compound of formula I or, where appropriate, a tautomer thereof, separating a mixture of isomers, which can be obtained according to the process, and isolating the desired isomer, and / or converting a free compound of formula I or, where appropriate, a tautomer thereof in a salt or salt of a compound of the formula or, where appropriate, a tautomer of this or another salt.

The compounds of formula II are specially designed for the preparation of the compounds of formula I according to the present invention. The compounds of formula II can be prepared analogously to the methods described in WO 04/111030.

The compounds of formula V are also new and are specially designed for the preparation of the compounds of formula I according to the present invention. Therefore, the compounds of formula V constitute another object of the present invention. Compounds of formula V, where

R1 is C1-C4alkyl, halogen, C1-C5haloalkyl, nitro, C1-C4alkoxy, C1-C4haloalkoxy, C1-C4alkylthio, C1-C4alkylsulfinyl, C1-C4alkylsulfonyl, C1-C4haloalkylthio, C1-C4haloalkyl-C1-haloalkyl-C1-haloalkyl twenty

R2 and R3 are hydrogen;

A is C1-C6alkylene which may be substituted with C3-C6cycloalkyl, C2-C6alkenyl, cyano, C1-C4alkylthio, C1-C4alkylsulfonyl, C1-C4alkoxy, halogen or C1-C6haloalkyl; or A is C3-C6cycloalkylene;

p and q are, independently of one another, 0 or 1; 25

X is oxygen, NH; NCH3 or NC2H5;

Y is C1-C4alkylene, C2-C6alkenylene or C3-C6alkylene or C1-C4alkylene, C2-C6alkenylene or C3-C6alkylene substituted with halogen, C3-C6cycloalkyl, C1-C4alkylsulfonyl or C1-C4alkoxy; and B is cyclopropyl or cyclobutyl which may be mono-, di- or trisubstituted with halogen, C1-C4alkyl, hydroxy, cyano, C1-C4alkoxy or C1-C4alkylthio; or B is CH (CH2O), CH (CHMeO), CH (CMe2O), CH (CH2S), CH (CH2OCH2), CH (CHMeOCH2), CH (CMe2OCH2), CH (CH2S- (O) 2CH2), CH ( CHMeS (O) 2CH2), CH (CMe2S (O) 2CH2), C (Me) - (CH2O), C (Me) (CHMeO), C (Me) - (CMe2O), C (Me) - (CH2S) ,

C (Me) - (CH2OCH2), C (Me) (CHMeOCH2), C (Me) - (CMe2OCH2), C (Me) - (CH2S (O) 2CH2), C (Me) - (CHMe-S (O ) 2CH2) or C (Me) - (CMe2-S (O) 2CH2), preferably B is cyclopropyl or cyclobutyl which may be mono-, di- or trisubstituted with halogen, C1-C4alkyl, hydroxy, cyano, C1-C4alkoxy or C1-C4alkylthio.

 5

The process for the preparation of a compound of formula V or, where appropriate, a tautomer thereof, in each case in free form or in salt form, comprises, for example,

Prepare a compound of formula V or, where appropriate, a tautomer and / or a salt thereof, by reacting a compound of formula 10

where R1, R2, n have the values given in formula I with a compound of formula

HN (R3) - (A) q- (X) p-Y-B (III),

where R3, p, q, A, X, Y and B have the values given for formula I or, where appropriate, with a tautomer and / or a salt thereof.

What has been mentioned above for the tautomers and / or salts of the compounds I applies analogously to the starting materials mentioned above and subsequently herein in relation to the tautomers and / or salts thereof. twenty

The reactions described above and subsequently herein are carried out in a manner known per se, for example, in the absence or, normally, in the presence of a suitable solvent or diluent or a mixture thereof, the process being carried out, as required, with cooling to room temperature or with heating, for example, in a temperature range of about -80 oC to the boiling point of the reaction mixture, preferably from about -20 oC to about +150 oC and , if required, in a sealed flask, at reduced, normal or elevated pressure, in a

atmosphere of an inert gas and / or in anhydrous conditions. In the examples, some particularly advantageous reaction conditions can be seen.

 Unless otherwise specified, the starting materials mentioned above and subsequently herein, which are used for the preparation of compounds I or, where appropriate, the tautomers thereof, in each case in free form or in saline form, are known or can be prepared by methods known per se, for example, in accordance with the information given below.

Variant a)

 The reagents can be reacted with each other as such, that is, without adding a solvent or diluent, for example in the melt. In most cases, however, it is convenient to add an inert solvent or diluent, or a mixture of these. Some examples of these solvents or diluents that may be mentioned are: aromatic, hydrocarbons and aliphatic and alicyclic halohydrocarbons, such as benzene, toluene, xylene, mesitylene, tetralin, chlorobenzene, dichlorobenzene, bromobenzene, petroleum ether, hexane, cyclohexane, dichloromethane, trichloromethane, tetrachloromethane, dichloroethane, trichloroethene or tetrachloroethene; esters such as ethyl acetate; ethers such as diethyl ether, dipropyl ether, diisopropyl ether, dibutyl ether, tert-butyl methyl ether, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol dimethyl ether, 20 dimethoxyethyl ether, tetrahydrofuran or dioxane; ketones such as acetone, ethyl methyl ketone or methyl isobutyl ketone; alcohols such as methanol, ethanol, propanol, isopropanol, butanol, ethylene glycol or glycerol; amides such as N, N-dimethylformamide, N, N-diethylformamide, N, N-dimethylacetamide, N-methylpyrrolidone or hexamethylphosphoric triamide; nitriles, such as acetonitrile or propionitrile; and sulfoxides such as dimethyl sulfoxide.

 The reaction is conveniently carried out in a temperature range from about -80 oC to about +140 oC, preferably from about -30 oC to about +100 oC, in many cases in the range between room temperature and about +80 oC . 30

Variant b)

 Examples of suitable leaving groups X1, in compounds IV, are hydroxy, C1-C8alkoxy, halo-C1-C8alkoxy, C1-C8alkanoyloxy, mercapto, C1-C8alkylthio, halo-C1-C8alkylthio, C1-C8alkylsulfonyloxy, halo-C1- C8alkylsulfonyloxy, benzenesulfonyloxy, toluenesulfonyloxy and halogen, such as chlorine. Hydroxy, C1-C8alkoxy and chlorine are preferred. 35

 The reagents can be reacted with each other as such, that is, without adding a solvent or diluent. In most cases, however, it is convenient to add an inert solvent or diluent, or a mixture of these. Examples of suitable solvents or diluents are those of the type described in variant a). 5

 The reaction is conveniently carried out in a temperature range from about -80 oC to about +140 oC, preferably from about -20 oC to about +100 oC, in many cases in the range between room temperature and reflux temperature of the reaction mixture. 10

Variant c)

 Examples of suitable leaving groups X2, in compounds IV, are hydroxy, C1-C8alkoxy, halo-C1-C8alkoxy, C1-C8alconyloxy mercapto, C1-C8alkylthio, halo-C1-C8alkylthio, C1-C8alkylsulfonyloxy, halo-C1-C8alkylsulfonyloxy , benzenesulfonyloxy, toluenesulfonyloxy and halogen, such as chlorine. Hydroxy and chlorine are preferred. fifteen

 The reagents can be reacted in the presence of a base. Examples of suitable bases to facilitate the release of HX2 are alkali metal or alkaline earth metal hydroxides, alkali metal or alkaline earth metal hydrides, alkali metal or alkaline earth metal amides, alkali metal or alkaline earth metal alkoxides, alkali metal acetates or alkaline earth metals, alkali metal or alkaline earth metal carbonates, alkali metal or alkaline earth metal dialkyl amides, or alkali metal earth alkali metal or alkaline earth metal alkyls, alkylamines, alkylenediamines, cycloalkylamines free or N-alkyls saturated or unsaturated, basic heterocycles, ammonium hydroxides carbocyclic The 25 examples that can be mentioned are sodium hydroxide, sodium hydride, sodium amide, sodium methoxide, sodium acetate, sodium carbonate, potassium tert-butoxide, potassium hydroxide, potassium carbonate, potassium hydride, diisopropylamide lithium, potassium bis (trimethylsilyl) amide, calcium hydride, triethylamine, diisopropylethylamine, triethylene diamine, cyclohexylamine, N-cyclohexyl-30 N, N-dimethylamine, N, N-diethylaniline, pyridine, 4- (N, N-dimethylamino) pyridine, quinuclidine, N-methylmorpholine, benzyltrimethylammonium hydroxide and 1,8-diazabicyclo [5.4.0] undec-7-ene (DBU).

 The reagents can be reacted with each other as such, that is, without adding a solvent or diluent. In most cases, however, it is convenient to add an inert solvent or diluent, or a mixture of these. The

Examples of suitable solvent or diluents are of the type described in variant a). If the reaction is carried out in the presence of a base, the bases that are used in excess, such as triethylamine, pyridine, N-methylmorpholine or N, N-diethylaniline, can also act as solvents or diluents.

 The reaction is conveniently carried out in a temperature range of about -80 ° C to about +140 ° C, preferably from about -30 ° C to about +100 ° C, in many cases in the range of between room temperature and about +80 oC.

 A compound I may be converted in a manner known per se to another compound I by replacing one or more substituents of the starting compound I, in the usual manner, with another or other substituents according to the invention.

 For example,

-in compounds I, where R2 is hydrogen, this R2 hydrogen can be replaced by a R2 substituent other than hydrogen; or 15

-in compounds I, where R3 is hydrogen, this R3 hydrogen can be replaced by an R3 substituent other than hydrogen.

 Depending on the choice of reaction conditions and starting materials that are suitable in each case, it is possible, for example, to replace a substituent in a single reaction step with another substituent according to the invention or several may be replaced. substituents by other substituents according to the invention in the same reaction step.

 Salts of compounds I can be prepared in a manner known per se. Thus, for example, acid addition salts of compounds I can be obtained by treatment with a suitable acid or a suitable ion exchange reagent, and salts with bases are obtained by treatment with a suitable base or with an exchange reagent Ionic suitable.

 The salts of compounds I can be converted in the usual way into free compounds I, acid addition salts, for example, by treatment with a suitable basic compound or with a suitable ion exchange reagent, and salts with bases, for example , by treatment with a suitable acid or with a suitable ion exchange reagent.

 The salts of compounds I can be converted in a manner known per se to other salts of compounds I, acid addition salts, for example, to other acid addition salts, for example, by treatment of a salt of an inorganic acid such as hydrochloric, with a salt of a suitable metal, such as a sodium, barium or silver salt, of an acid, for example with silver acetate, in a suitable solvent in which an inorganic salt is formed, for example Silver chloride, be insoluble and therefore precipitate in the reaction mixture.

 Depending on the process or reaction conditions, compounds I with properties that facilitate the formation of salts can be obtained in free form or in the form of salts. 10

 The compounds I and, where appropriate, the tautomers of these, in each case in free form or in saline form, may be present in the form of one of the possible isomers or as a mixture of these, for example, in the form of pure isomers. as antipodes and / or diastereomers, or as isomeric mixtures as mixtures of enantiomers, for example racemates, mixtures of diastereomers or mixtures of racemates, depending on the number, the absolute or relative configuration of the asymmetric carbon atoms present in the molecule and / or depending on the configuration of non-aromatic double bonds present in the molecule; The invention relates to pure isomers and also to all possible isomeric mixtures, and will be understood in this sense in each case above and later in this case, even when the stereochemical details in each case are not specifically mentioned.

 The diastereomeric mixtures or mixtures of racemates of compounds I, in free form or in saline form, which can be obtained depending on which starting materials and procedures have been chosen, can be separated in a known way into pure diastereomers or racemates depending on of the physicochemical differences of the components, for example, by crystallization, distillation and / or fractional chromatography.

 Mixtures of enantiomers, such as racemates, which can be obtained in a similar manner can be resolved in the optical antipodes by known methods, for example, by recrystallization in an optically active solvent, by chromatography in chiral adsorbents, for example high chromatography. Resolution (HPLC) in acetyl cellulose, with the aid of suitable microorganisms, by cleavage with specific immobilized enzymes, by forming inclusion compound, for example using chiral crown ethers, when complexes with a single enantiomer are formed, or by conversion into salts

diastereomerics, for example by reacting a basic racemate obtained as an end product with an optically active acid such as a carboxylic acid, for example camphor, tartaric or malic acid, or sulfonic acid, for example camphorsulfonic acid, and separating the diastereomeric mixture that can be obtained in this way, for example by fractional crystallization based on their different solubilities, to obtain the diastereomers, from which the desired enantiomer can be released by the action of suitable agents, for example basic agents.

 Pure enantiomers or diastereomers can be obtained according to the invention not only by separating suitable isomeric mixtures, but also by generally known methods of diastereomeric or enantioselective synthesis, for example, by carrying out the process according to the invention with materials of heading with a suitable stereochemistry.

 It is convenient to isolate or synthesize in each case the most biologically effective isomer, for example enantiomer or diastereomer, or mixture of isomers, for example, mixture of enantiomers or diastereomers, if the individual components have a different biological activity.

 The compounds according to the invention and, where appropriate, the tautomers thereof, in each case in free form or in saline form, where appropriate, can also be obtained in the form of hydrates and / or include other solvents, for example those which may have been used for the crystallization of compounds that are present in solid form.

 The compounds according to the invention are valuable active ingredients from the point of view of cure and prevention in the field of pest control, even with low application rates, which have a very favorable biocidal spectrum and are well tolerated by species. of warm blood, fish and plants. The active ingredients according to the invention act against all stages or against individual stages of the development of normally sensitive but also resistant animal pests, such as insects or representatives of the order Acarina. The insecticidal or acaricidal activity of the active ingredients according to the invention can be directly manifested, that is, by the destruction of the pests, which takes place immediately or after only a period of time passes, for example, during ecdysis, or indirectly, for example, by a reduced oviposition and / or incubation rate, a good activity corresponding to the destruction (mortality) rate of at least 50-60%. 35

 Examples of the animal pests mentioned above are:

of the order Acarina, for example,

Acarus siro, Aceria sheldoni, Aculus schlechtendali, Amblyomma spp., Argas spp., Boophilus spp., Brevipalpus spp., Bryobia praetiosa, Calipitrimerus spp., Chorioptes spp., Dermanyssus gallinae, Eotetranychus carpp. Ixodes spp., Olygonychus pratensis, Ornithodoros spp., Panonychus spp., 5 Phyllocoptruta oleivora, Polyphagotarsonemus latus, Psoroptes spp., Rhipicephalus spp., Rhizoglyphus spp., Sarcoptes spp., Tarsonemus spp. and Tetranychus spp .;

of the order Anoplura, for example,

Haematopinus spp., Linognathus spp., Pediculus spp., Pemphigus spp. and Phylloxera spp .; 10

of the order Coleoptera, for example,

Agriotes spp., Anthonomus spp., Atomaria linearis, Chaetocnema tibialis, Cosmopolites spp., Curculio spp., Dermestes spp., Diabrotica spp., Epilachna spp., Eremnus spp., Leptinotarsa decemlineata, Lissorhoptrus spp., Melp spp., Otiorhynchus spp., Phlyctinus spp., Popillia spp., Psylliodes spp., 15 Rhizopertha spp., Scarabeidae, Sitophilus spp., Sitotroga spp., Tenebrio spp., Tribolium spp. and Trogoderma spp .;

of the order Diptera, for example,

Aedes spp., Antherigona soccata, Bibio hortulanus, Calliphora erythrocephala, Ceratitis spp., Chrysomyia spp., Culex spp., Cuterebra spp., Dacus spp., Drosophila 20 melanogaster, Fannia spp., Gastrophilus spp., Glossinaderp. spp., Hyppobosca spp., Liriomyza spp., Lucilia spp., Melanagromyza spp., Musca spp., Oestrus spp., Orseolia spp., Oscinella frit, Pegomyia hyoscyami, Phorbia spp., Rhagoletis pomonella, Sciarayspp., Stomox spp. ., Tabanus spp., Tannia spp. And Tipula spp .; 25

of the order Heteroptera, for example,

Cimex spp., Distantiella theobroma, Dysdercus spp., Euchistus spp., Eurygaster spp., Leptocorisa spp., Nezara spp., Piesma spp., Rhodnius spp., Sahlbergella singularis, Scotino-phara spp. and Triatoma spp .;

of the order Homoptera, for example, 30

Aleurothrixus floccosus, Aleyrodes brassicae, Aonidiella spp., Aphididae, Aphis spp., Aspi- diotus spp., Bemisia tabaci, Ceroplaster spp., Chrysomphalus aonidium, Chrysomphalus dictyospermi, Coccus hesperidp, Empoasp. spp., Laodelphax spp., Lecanium corni,

Lepidosaphes spp., Macrosiphus spp., Myzus spp., Nephotettix spp., Nilaparvata spp., Parlatoria spp., Pemphigus spp., Planococ- cus spp., Pseudaulacaspis spp., Pseudococcus spp., Psylla apt. spp., Rhopalosiphum spp., Saissetia spp., Scaphoideus spp., Schizaphis spp., Sitobion spp., Trialeurodes vaporariorum, Trioza erytreae and Unaspis citri; 5

of the order Hymenoptera, for example,

Acromyrmex, Atta spp., Cephus spp., Diprion spp., Diprionidae, Gilpinia polytoma, Hoplo- campa spp., Lasius spp., Monomorium pharaonis, Neodiprion spp., Solenopsis spp. and Vespa spp .;

of the order Isoptera, for example, 10

Reticulitermes spp .;

of the order Lepidoptera, for example,

Acleris spp., Adoxophyes spp., Aegeria spp., Agrotis spp., Alabama argillaceae, Amylois spp., Anticarsia gemmatalis, Archips spp., Argyrotaenia spp., Autographa spp., Busseola fusca, Cadra cautella, Carposina nipponensis, Chilo spp. , 15 Choristoneura spp., Clysia ambiguuel, Cnaphalocrocis spp., Cnephasia spp., Cochylis spp., Coleophora spp., Crocidolomia binotalis, Cryptophlebia leucotreta, Cydia spp., Diatraea spp., Diparopsia castanea, Epipaarias spp. ., Eucosma spp., Eupoecilia ambiguella, Euproctis spp., Euxoa spp., Grapholita spp., Hedya nubiferana, Heliothis spp., HeIIuIa undalis, Hyphantria cunea, Keiferia lycopersicella, 20 Leucoptera scitthiana, Lithocle. Lymantria spp., Ly- onetia spp., Malacosoma spp., Mamestra brassicae, Manduca sixth, Operophtera spp., Ostrinia nubilalis, Pammene spp., Pandemis spp., Panolis flammea, Pectinophora gossypi-ela, Phthorimaea opercuella, Pieris, Pieris spp., Plutella xylostella, Prays spp., Scir- pophaga spp., Sesamia spp., Sparganothis spp., Spodoptera spp., 25 Synanthedon spp., Thaumetopoea spp., Tortrix spp., Trichoplusia ni and Yponomeuta spp .;

of the order Mallophaga, for example,

Damalinea spp. and Trichodectes spp .;

of the order Orthoptera, for example, 30

Blatta spp., Blattella spp., Gryllotalpa spp., Leucophaea maderae, Locusta spp., Periplaneta spp. and Schistocerca spp .;

of the order Psocoptera, for example,

Liposcelis spp .;

of the order Siphonaptera, for example,

Ceratophyllus spp., Ctenocephalides spp. and Xenopsylla cheopis;

of the order Thysanoptera, for example,

Frankliniella spp., Hercinothrips spp., Scirtothrips aurantii, Taeniothrips spp., Thrips 5 palmi and Thrips tabaci;

and of the order Thysanura, for example,

Lepisma saccharina.

 The active ingredients according to the invention can be used to control, that is, contain or destroy pests of the aforementioned type 10 that can occur particularly in plants, especially in useful and ornamental plants in agriculture, horticulture and forests, or in organs, such as fruits, flowers, foliage, stems, tubers or roots, of such plants, or in some cases even the plant organs that are formed later remain protected against these pests. fifteen

 Suitable target crops are, in particular, cereals such as wheat, barley, rye, oats, rice, corn or sorghum; beet such as sugar beet or fodder beet; fruit, for example grapefruit fruit, stone fruit or berries, such as apples, pears, plums, peaches, almonds, cherries or berries, for example, strawberries, raspberries or blackberries; leguminous crops such as beans, lentils, 20 peas or soybeans; oil crops such as rapeseed, mustard, poppies, olives, sunflowers, coconut, castor, cocoa or peanut; cucurbitaceae such as pumpkins, cucumbers or melons; fibrous plants such as cotton, flax, hemp or jute; citrus fruit such as oranges, lemons, grapefruit or tangerines; vegetables such as spinach, lettuce, asparagus, cabbage, carrots, onions, tomatoes, potatoes or bell peppers; 25 Lauraceae as avocado, Cinnamonium or camphor; and also tobacco, nuts, coffee, eggplants, sugar cane, tea, pepper, vines, hops, the banana family, latex and ornamental plants.

 The active ingredients according to the invention are especially suitable for controlling Aphis craccivora, Diabrotica balteata, Heliothis virescens, 30 Myzus persicae, Plutella xylostella and Spodoptera littoralis in cotton, vegetable, corn, rice and soybean crops. The active ingredients according to the invention are also especially suitable for controlling Mamestra (preferably in vegetables), Cydia pomonella (preferably in apples), Empoasca (preferably in vegetables, vineyards), Leptinotarsa (preferably in 35 potatoes) and Chilo supressalis (preferably in rice).

 It should be understood that the term "cultures" also includes crops that have become herbicide tolerant such as bromoxynil or herbicide classes (such as, for example, HPPD inhibitors, ALS inhibitors, for example primisulfuron, prosulfuron and trifloxisulfuron, inhibitors of EPSPS (5-enol-pyrovil-shikimato-3-phosphate synthase), GS (glutamine synthetates) inhibitors as a result of conventional methods of selective culture or genetic engineering. An example of a culture that has become tolerant to imidazolinones, e.g. eg, imazamox, by conventional methods of selective culture (mutagenesis) is Clearfield® rapeseed (canola). Examples of crops that have become herbicide tolerant or herbicide classes by genetic engineering methods include glyphosate and glufosinate resistant corn varieties that can be purchased from commercial suppliers under the trade names RoundupReady®, Herculex I® and LibertyLink ®.

 It should be understood that the term "cultures" also includes crop plants that have been so transformed by the use of recombinant DNA techniques that are capable of synthesizing one or more selectively acting toxins, such as those known, for example, from bacteria that produce toxins, especially those of the genus Bacillus.

 Toxins that can be expressed by said transgenic plants include, for example, insecticidal proteins of Bacillus cereus or Bacillus popliae; or 20 Bacillus thuringiensis insecticidal proteins, such as δ-endotoxins, e.g. eg, CrylA (b), CrylA (c), CryIF, CrylF (a2), CryllA (b), CryIIIA, CryIIIB (b1) or Cry9c, or vegetative insecticidal proteins (VIP), p. eg, VIP1, VIP2, VIP3 or VIP3A; or insecticidal proteins of bacterial colonizing nematodes, e.g. eg, Photorhabdus spp. or Xenorhabdus spp., such as Photorhabdus luminescens, Xenorhabdus nematophilus; toxins produced by animals, such as scorpion toxins, arachnid toxins, wasp toxins and other insect-specific neurotoxins; toxins produced by fungi, such as Streptomycetes toxins, vegetable lectins, such as pea lectins, barley lectins or winter bell lectins; agglutinins; Proteinase inhibitors, such as trypsin inhibitors, serine protease inhibitors, patatin, cystatin, papain; inactivating ribosome proteins (RIP), such as ricin, corn RIP, abrin, luffin, saporin or briodine; Steroid metabolism enzymes, such as 3-hydroxysteroid oxidase, ecdysteroid-UDP-glycosyl transferase, cholesterol oxidases, ecdysone inhibitors, HMG-COA reductase, ionic channel blockers such as sodium or calcium channel blockers, juvenile hormone esterase , diuretic hormone receptors, stilbene synthase, bibenzyl synthase, chitinases and glucanases.

 In the context of the present invention by δ-endotoxins will be understood, for example, CrylA (b), CrylA (c), CrylF, CrylF (a2), CryllA (b), CrylllA, 40 CrylllB (b1) or Cry9c, or vegetative insecticidal proteins (VIP), for example, VIP1, VIP2, VIP3 or VIP3A, expressly also hybrid toxins, truncated toxins and

modified toxins Hybrid toxins are produced recombinantly by a new combination of different domains of these proteins (see, for example, WO 02/15701). Several truncated toxins are known, for example, a truncated CrylA (b). In the case of modified toxins, one or more amino acids of the natural toxin are substituted. In said amino acid substitutions, protease recognition sequences that are not naturally present in the toxin are preferably inserted, such as, for example, in the case of CrylllA055, a cathepsin-D recognition sequence is inserted into a CrylllA toxin (see WO 03/018810).

 Examples of said toxins or transgenic plants capable of synthesizing said toxins are disclosed, for example, in EP-A-0 374 753, WO 93/07278, WO 95/34656, EP-A-0 427 529, EP-A- 451 878 and WO 03/052073.

 The person skilled in the art will be familiar with the processes for the preparation of said transgenic plants and are described, for example, in the publications mentioned above. Cryl 15 deoxyribonucleic acids and their preparation are described, for example, in WO 95/34656, EP-A-0 367 474, EP-A-0 401 979 and WO 90/13651.

 The toxins included in transgenic plants give plants tolerance to harmful insects. These insects can belong to any taxonomic group of insects, but they are especially among beetles 20 (Coleoptera), bialate insects (Diptera) and butterflies (Lepidoptera).

 Transgenic plants are known that contain one or more genes that encode an insecticidal resistance and express one or more toxins, and some of them can be purchased from commercial suppliers. Examples of such plants are: YieldGard® (variety of corn expressing a CrylA (b) toxin); YieldGard 25 Rootworm® (variety of corn expressing a CrylllB (b1) toxin); YieldGard Plus® (variety of corn that expresses a CrylA (b) and a CrylllB (b1) toxin); Starlink® (variety of corn expressing a Cry9 (c) toxin); Herculex I® (variety of corn that expresses a CrylF (a2) toxin and the enzyme phosphinothricin N-acetyltransferase (PAT) to achieve herbicide tolerance to ammonium glufosinate); NuCOTN 33B® 30 (cotton variety that expresses a CrylA (c) toxin); Bollgard I® (cotton variety that expresses a CrylA (c) toxin); Bollgard II® (cotton variety that expresses a CrylA (c) toxin and a CryllA (b) toxin); VIPCOT® (cotton variety that expresses a VIP toxin); NewLeaf® (potato variety that expresses a CrylllA toxin); NatureGard® Agrisure® GT Advantage (GA21 glyphosate tolerant line), 35 Agrisure® CB Advantage (Bt11 corn borer (CB) line) and Protecta®.

 Other examples of transgenic crops of this type are:

1. Corn Bt11 from Syngenta Seeds SAS, Chemin de I'Hobit 27, F-31 790 St. Sauveur, France, registration number C / FR / 96/05/10. Zea mays genetically modified that has become resistant to attack by the European corn borer (Ostrinia nubilalis and Sesamia nonagrioides) by transgenic expression of a CrylA toxin (b). Bt1 1 corn also transgenically expresses the enzyme PAT 5 to acquire tolerance to the herbicide glufosinate ammonium.

2. Corn Bt176 from Syngenta Seeds SAS, Chemin de I'Hobit 27, F-31 790 St. Sauveur, France, registration number C / FR / 96/05/10. Genetically modified Zea mays that has become resistant to attack by the European corn borer (Ostrinia nubilalis and Sesamia nonagrioides) by transgenic expression of a CrylA toxin (b). Bt176 corn also transgenically expresses the PAT enzyme to acquire tolerance to the herbicide glufosinate ammonium.

3. Corn MIR604 from Syngenta Seeds SAS, Chemin de I'Hobit 27, F-31 790 St. Sauveur, France, registration number C / FR / 96/05/10. Corn that has become resistant to insects by transgenic expression of a modified CrylllA 15 toxin. This toxin is Cry3A055 modified by insertion of a cathepsin-D-protease recognition sequence. The preparation of transgenic corn plants of this type is described in WO 03/018810.

4. Corn MON 863 of Monsanto Europe S.A. 270-272 Avenue de Tervuren, B-1150 Brussels, Belgium, registration number C / DE / 02/9. MON 863 expresses a 20 CrylllB (b1) toxin and exhibits resistance to certain Coleoptera insects.

5. Cotton IPC 531 of Monsanto Europe S.A. 270-272 Avenue de Tervuren, B-1150 Brussels, Belgium, registration number C / ES / 96/02.

6. Corn 1507 from Pioneer Overseas Corporation, Avenue Tedesco, 7 B-1160 Brussels, Belgium, registration number C / NL / 00/10. Genetically modified corn for the expression of Cry1 F protein to achieve resistance to certain Lepidoptera insects and PAT protein to achieve tolerance to the herbicide glufosinate ammonium.

7. Corn NK603 x MON 810 of Monsanto Europe S.A. 270-272 Avenue de Tervuren, B-1150 Brussels, Belgium, registration number C / GB / 02 / M3 / 03. It consists of 30 hybrid maize varieties conventionally bred by crossing the genetically modified NK603 and MON 810 varieties. NK603 x MON 810 corn transgenically expresses the CP4 EPSPS protein, obtained from the CP4 strain of Agrobacterium sp., Which confers tolerance to the herbicide Roundup® (which contains glyphosate), and also a CrylA (b) toxin obtained from Bacillus thuringiensis sυbsp. Kurstaki 35 provides tolerance to certain Lepidoptera, including the European corn borer.

Transgenic crops of insect-resistant plants are also described in BATS (Zentrum für Biosicherheit und Nachhaltigkeit, Zentrum BATS, Clarastrasse 13, 4058 Basel, Switzerland) Report 2003, (
http://bats.ch).

 It should be understood that the term "cultures" also includes crop plants that have been transformed using recombinant DNA techniques, 5 which are capable of synthesizing antipathogenic substances with selective action, such as those known as "pathogenesis-related proteins. ”(PRP, refer, eg, to EP-A-0 392 225). There are several examples of such antipathogenic substances and transgenic plants capable of synthesizing them, for example, in EP-A-0 392 225, WO 95/33818 and EP-A-0 353 191. The person skilled in the art will generally be , familiar with the production methods of said transgenic plants and are described, for example, in the publications mentioned above.

 Antipathogenic substances that can express such transgenic plants include, for example, ion channel blockers, such as sodium and calcium channel blockers, for example, viral toxins KP1, KP4 or KP6; stilbene synthases; bibencil synthases; chitinasas; glucanases; those known as "pathogenesis-related proteins" (PRP; refer to, eg, EP-A-0 392 225); antipathogenic substances produced by microorganisms, for example peptide antibiotics or heterocyclic antibiotics (see, eg, WO 20 95/33818) or protein or polypeptide factors involved in plant pathogenic defense (known as "plant disease resistant genes", as described in WO 03/000906).

 Other areas of use of the compounds according to the invention are the protection of stored products and warehouses, and the protection of raw materials such as wood, textiles, floor coverings or buildings, and also in the sanitary sector, especially the protection of humans, pets and productive livestock against pests of the type mentioned.

 In the health sector, the compounds according to the invention are active against ectoparasites such as hard ticks, soft ticks, scabies mites, harvest mites, flies (biting or sucking), parasitic fly larvae, lice, lice hair, bird lice and fleas.

 Examples of such parasites are:

of the order Anoplurida: Haematopinus spp., Linognathus spp., Pediculus spp. and Phtirus spp., Solenopotes spp. 35

of the order Mallophagida: Trimenopon spp., Menopon spp., Trinoton spp., Bovicola spp., Wemeckiella spp., Lepikentron spp., Damalina spp., Trichodectes spp. and Felicola spp.

from the order of Diptera and the suborders Nematocerina and Brachycerina, for example, Aedes spp., Anopheles spp., Culex spp., Simulium spp., Eusimulium spp., Phlebotomus spp., Lutzomyia spp., Culicoides spp., Chrysops spp., Hybomitra spp., Atylotus spp., Tabanus spp., Haematopota spp., Philipomyia spp., Braula spp., Musca spp., Hydrotaea spp., Stomoxys spp., Haematobia spp., Morellia spp., Fannia 5 spp., Glossina spp., Calliphora spp., Lucilia spp., Chrysomyia spp., Wohlfahrtia spp., Sarcophaga spp., Oestrus spp., Hypoderma spp., Gasterophilus spp., Hippobosca spp., Lipoptena spp. and Melophagus spp.

from the order Siphonapterida, for example, Pulex spp., Ctenocephalides spp., Xenopsylla spp., Ceratophyllus spp. 10

of the order Heteropteride, for example, Cimex spp., Triatoma spp., Rhodnius spp., Panstrongylus spp.

from the order Blattarida, for example, Blatta orientalis, Periplaneta americana, Blattelagermanica and Supella spp.

of the subclass Acaria (Acarida) and the orders Meta- and Meso-stigmata, for example, 15 Argas spp., Ornithodorus spp., Otobius spp., Ixodes spp., Amblyomma spp., Boophilus spp., Dermacentor spp., Haemophysalis spp., Hyalomma spp., Rhipicephalus spp., Dermanyssus spp., Raillietia spp., Pneumonyssus spp., Sternostoma spp. and Varroa spp.

of the orders Actinedida (Prostigmata) and Acaridida (Astigmata), for example, 20 Acarapis spp., Cheyletiella spp., Ornithocheyletia spp., Myobia spp., Psorergatesspp., Demodex spp., Trombicula spp., Listrophorus spp., Acarus spp., Acarus ., Tyrophagus spp., Caloglyphus spp., Hypodectes spp., Pterolichus spp., Psoroptes spp., Chorioptes spp., Otodectes spp., Sarcoptes spp., Notoedres spp., Knemidocoptes spp., Cytodites spp. and Laminosioptes spp. 25

 The compounds according to the invention are also suitable to protect against an infestation of insects in the case of materials such as wood, textiles, plastics, adhesives, glues, paints, paper and cardboard, skin and floor coverings and buildings.

 The invention, therefore, also relates to pesticidal compositions 30 such as emulsifying concentrates, suspension concentrates, directly vaporizable or soluble solutions, spreads, diluted emulsions, soluble powders, dispersible powders, wettable powders, powders, granules or encapsulations in polymeric substances comprising at least one of the active ingredients according to the invention and which are selected according to the desired purposes and the circumstances in force.

 In these compositions, the active ingredient is used in pure form, a solid active ingredient for example with a specific particle size or, preferably, together with at least one of the auxiliary compounds that are conventionally employed in the field of formulation, such as extenders, for example, solvents or solid carriers, or as active surface compounds (surfactants).

 Examples of suitable solvents are: non-hydrogenated or partially hydrogenated aromatic hydrocarbons, preferably C8-C12 alkylbenzene fractions such as mixtures of xylenes, alkylated naphthalenes or tetrahydronaphthalene, aliphatic or cycloaliphatic hydrocarbons such as paraffins or cyclohexane, alcohols such as ethanol, propanol or ethanol, propanol , glycols and their ethers and esters such as propylene glycol, dipropylene glycol ether, ethylene glycol ether or monomethyl ethylene glycol, or monoethyl ethylene glycol ether, ketones such as cyclohexanone, isophorone or diacetonic alcohol, very polar solvents such as N-methylpyrrolid-2-dimethoxy sulfide , N-dimethylformamide, water, unpoxidized or epoxidized vegetable oils such as rapeseed, castor, coconut or soybean oil, and silicone oils.

 Solid carriers that are used, for example, for dispersible powders and powders are, as a rule, ground natural minerals such as calcite, talc, kaolin, montmorillonite or attapulgite. To improve the physical properties, it is also possible to add very dispersed silicas or very dispersed absorbent polymers. Suitable particulate adsorbent carriers for granules are of pore types, such as pumice, brick grain, sepiolite or bentonite, and suitable non-sorbent carrier materials are calcite or sand. In addition, many granulated materials of an organic or inorganic nature can be used, in particular dolomite or 25 vegetable waste residues.

 Suitable active surface compounds are, depending on the type of active ingredient to be formulated, nonionic, cationic and / or anionic surfactants, or mixtures of surfactants with good emulsifying, dispersing and wetting properties. The surfactants mentioned below should only be considered as examples; in the relevant literature many other surfactants that are conventionally employed in the field of formulation and that are suitable according to the invention are described.

 Suitable non-ionic surfactants are, in particular, polyglycol ether derivatives of aliphatic or cycloaliphatic alcohols, of saturated or unsaturated fatty acids or alkylphenols which may contain from about 3 to about 30 glycol ether groups and from about 8 to about 20 carbon atoms in the aliphatic hydrocarbon (cyclo) radical or from about 6 to about 18 carbon atoms in the alkyl moiety of the alkylphenols. Also suitable are water-soluble polyethylene oxide adducts with propylene glycol, ethylene diamine polypropylene glycol or

alkyl polypropylene glycol with from 1 to about 10 carbon atoms in the alkyl chain and from about 20 to about 250 ethylene glycol ether groups and from about 10 to about 100 propylene glycol ether groups. Normally, the compounds mentioned above contain from 1 to about 5 units of ethylene glycol per unit 5 of propylene glycol. Examples that can be mentioned are nonylphenoxypolyethoxyethanol, polyglycol ether of castor oil, polyethylene oxide / polypropylene glycol adducts, tributhenophenoxypolyethoxyethanol, polyethylene glycol or octylphenoxypolyethoxyethanol. Also suitable are polyoxyethylene sorbitan fatty acid esters, such as polyoxyethylene sorbitan trioleate. 10

 Cationic surfactants are, in particular, quaternary ammonium salts that generally have at least one alkyl radical of about 8 to about 22 carbon atoms as substituents and as other substituents (halogenated or non-halogenated) lower alkyl or hydroalkyl or benzyl alkyl radicals. The salts are preferably in the form of halides, methyl sulfates or ethyl sulfates. Examples are stearyltrimethylammonium chloride and benzylbis (2-chloroethyl) ethylammonium bromide.

 Examples of suitable anionic surfactants are water-soluble soaps or water-soluble synthetic active surface compounds. Examples of suitable soaps are alkali metal, alkaline earth metal or ammonium salts (substituted or unsubstituted 20) of fatty acids with from about 10 to about 22 carbon atoms, such as sodium or potassium salts of oleic or stearic acid, or from mixtures of natural fatty acids that can be obtained, for example, from coconut or pine oil; Mention should also be made of fatty acid methyl taurates. However, synthetic surfactants are more commonly used, in particular, fatty sulphonates, fatty sulfates, sulphonated benzoimidazole derivatives or alkylaryl sulphonates. As a general rule, fatty sulphonates and fatty sulfates are present as alkali metal or alkaline earth metal or ammonium salts (substituted or unsubstituted) and usually have an alkyl radical of about 8 to about 22 carbon atoms, it should also be understood that alkyl includes the alkyl moiety of acyl radicals; Examples that may be mentioned are the sodium or calcium salts of lignosulfonic acid, dodecylsulfuric ester or a mixture of fatty alcohol sulfates prepared from natural fatty acids. This group also includes salts of sulfuric esters and sulfonic acids of fatty alcohol / ethylene oxide adducts. The sulfonated benzoimidazole derivatives preferably contain 2 sulfonyl groups and a fatty acid radical of about 8 to about 22 carbon atoms. Examples of alkylarylsulfonates are the sodium, calcium or triethanolammonium salts of decylbenzenesulfonic acid, dibutylnaphthalenesulfonic acid or a condensate of naphthalenesulfonic acid / formaldehyde. Phosphates are also possible

Suitable as salts of the phosphoric ester of a p-nonylphenol / ethylene oxide (4-14) adduct, or phospholipids.

 As a general rule, the compositions comprise 0.1 to 99%, especially 0.1 to 95%, of active ingredient and 1 to 99.9%, especially 5 to 99.9%, of at least one adjuvant solid or liquid, 5 being possible as a rule that from 0 to 25%, especially from 0.1 to 20%, of the composition are surfactants (in each case% means percentage by weight). Although concentrated compositions tend to be preferred for commercial products, the final consumer generally uses diluted compositions with substantially lower concentrations of active principle. Preferred compositions are composed in particular of the following (% = weight percentage):

Emulsifiable concentrates:

active substance: from 1 to 95%, preferably from 5 to 20%

surfactant: from 1 to 30%, preferably from 10 to 20% 15

solvent: from 5 to 98%, preferably from 70 to 85%

Powder:

active substance: from 0.1 to 10%, preferably from 0.1 to 1%

solid carrier: from 99.9 to 90%, preferably from 99.9 to 99%

Concentrates in suspension: 20

active substance: from 5 to 75%, preferably from 10 to 50%

Water: 94 to 24%, preferably 88 to 30%

surfactant: from 1 to 40%, preferably from 2 to 30%

Wettable Powders:

active substance: from 0.5 to 90%, preferably from 1 to 80% 25

surfactant: from 0.5 to 20%, preferably from 1 to 15%

solid carrier: from 5 to 99%, preferably from 15 to 98%

Granules:

active substance: from 0.5 to 30%, preferably from 3 to 15%

solid carrier: from 99.5 to 70%, preferably from 97 to 85%

 The compositions may also comprise other solid or liquid auxiliary compounds, such as stabilizers, for example, unpoxidized or epoxidized vegetable oils (for example, coconut oil, rapeseed oil or epoxidized soybean oil), antifoams, for example, oil silicone, preservatives, viscosity regulators, binders and / or fixatives, fertilizers or other active ingredients to achieve specific effects, for example, bactericides, fungicides, nematicides, plant activators, molluscicides or herbicides. 10

 The compositions according to the invention are prepared in a manner known per se, without auxiliary compounds, for example, by grinding, screening and / or compressing a solid active ingredient and in the presence of at least one auxiliary compound, for example, by intimately mixing and / or by grinding the active ingredient with one or more auxiliary compounds. The processes for the preparation of the compositions and the use of the compounds I for the preparation of these compositions are also an object of the invention.

 The methods of application for the compositions, that is, the pest control methods of the type mentioned above, such as vaporizing, atomizing, dusting, brushing, coating, spreading or pouring (which will be selected according to the desired purposes of the circumstances in force) and the use of the compositions to control pests of the type mentioned above are also other objects of the invention. Typical concentration ranges are 0.1 to 1000 ppm, preferably 0.1 to 500 ppm, of active ingredient. The application range per hectare is generally 1 to 2000 g of active ingredient per 25 hectare, in particular 10 to 1000 g / ha, preferably 10 to 600 g / ha.

 A preferred method of application in the field of crop protection is the application to the foliage of the plants (foliar application), being possible to select the frequency and application rate to counteract the danger of infestation of the pest in question. Alternatively, the active ingredient can access the plants 30 through the root system (systemic action), by spraying the location of the plants with a liquid composition or by incorporating the active ingredient in solid form to the location of the plants, for example, to the ground, for example, in the form of granules (application to the soil). In the case of palay crops, said granules can be introduced into the flooded palay field. 35

 The compositions according to the invention are also suitable for the protection of plant propagation material, for example, seeds, such as fruit, tubers or grains, or nursery plants against pests of the type mentioned above. The propagation material can be treated with the compositions

Before planting, for example, a seed can be treated before sowing. Alternatively, the compositions can be applied to seed grains (coating), by immersing the grains in a liquid composition or by applying a layer of a solid composition. It is also possible to apply the compositions when the propagation material is raised at the place of application, for example, 5 in the seed groove during drilling. These treatment methods for the plant propagation material and said treated plant propagation material are other objects of the invention.

Preparatory examples

Example P1: Preparation of 2- (3-Chloropyridin-2-yl) -5-trifluoromethyl-2H-pyrazole-3- [2- (bicyclopropyl-1-ylcarbamoyl) -4-cyano-6-10 methylphenyl] amide carboxylic (A.1.1)

 To a solution of 2- [2- (3-chloropyridin-2-yl) -5-trifluoromethyl-2H-pyrazol-3-yl] -8-methyl-4-oxo-4H-benzo [d] [1,3 ] oxazin-6-carbonitrile (1.2 g, 2.8 mmol) (prepared according to WO 04/067528) in tetrahydrofuran (40 ml), bicyclopropyl-1-ylamine hydrochloride (0.6 g, 4.2 mmol) and 1.2 ml was added (8.4 mmol) of triethylamine, and the solution was heated at a temperature of 60 ° C for 8 h. The solution was cooled to room temperature and the solvent evaporated. Subsequently, the mixture was recrystallized from 100 ml of water and the crystals were washed with water and ether to obtain 20 0.85 g of the title compound. The mother liquor was evaporated and a second batch of crystals was obtained by crystallization from diisopropyl ether to obtain 0.46 g of the title compound (F: 270-272 oC).

Example P2: Preparation of 2- (3-Chloropyridin-2-yl) -5-trifluoromethyl-2H-pyrazole-3-25 [2- (bicyclopropyl-1-ylcarbamoyl) -4-cyano-6-methylphenyl] amide carboxylic (A.1.1)

 To a solution of 3.29 g (5.23 mmol) of 2- (3-chloropyridin-2-yl) -5-trifluoromethyl-2H [2- (bicyclopropyl-1-ylcarbamoyl) -4-iodo-6-methylphenyl] amide -pyrazol-3-carboxylic acid in 50 ml of tetrahydrofuran was added 1.19 g (6.52 mmol) of CuI, 0.30 g of tetrakis (triphenylphosphino) palladium and 2.78 g (31.0 mmol) of CuCN. The mixture was heated for 1 h at 80 ° C and turned dark green. After cooling, the mixture was filtered through Hyflo and evaporated. The residue was dissolved in 15 ml of DMF and poured onto 100 ml of water containing 5 g of NaHCO3. After stirring 30 min, the crystals were filtered, washed with water and a mixture of hexane / acetone (1: 3) to obtain 2.8 g of the title compound. 10

Preparation of 2- (3-Chloropyridin-2-yl) -5-trifluoromethyl-2H-pyrazole-3-carboxylic acid [2- (bicyclopropyl-1-ylcarbamoyl) -4-iodo-6-methylphenyl] amide

 2.08 g (3.91 mmol) of (2- [2- (3-chloropyridin-2-yl) -5-trifluoromethyl-2H-pyrazol-3-yl] -8-hydroxy-6-iodobenzo [d] [1] , 3] oxazin-4-one 15 (prepared according to WO 04/067528), 0.6 g (4.50 mmol) of bicyclopropyl-1-ylamine hydrochloride and 0.63 ml (4.50 mmol) of triethylamine in 20 ml of THF for 20 after refluxing, after cooling, the precipitate was filtered and the mother liquor evaporated.The residue was dissolved in 5 ml of DMF and poured onto 40 ml of water.The crystals formed were filtered and purified by flash chromatography 20 (dichloromethane 40, diethyl ether 1) to obtain 1.85 g of the title compound 1 H-NMR (CDCl 3, 400 MHz, ppm): 0.11 (c, 2H), 0.45 (c, 2H), 0.62 (s, 4H), 1.4 ( m, 1H), 2.10 (s, 3H), 6.50 (s, 1H), 7.40 (m, 2H), 7.51 (s, 1H), 7.77 (s, 1H), 7.85 (dd, 1H), 8.49 (m , 1H), 10.45 (s, 1H).

Preparation of 2-amino-N-bicyclopropyl-1-yl-5-cyano-3-methylbenzamide

 600 mg (1.98 mmol) of 6-iodo-8-methyl-1H-benzo [d] [1,3] oxazin-2,4-dione (prepared according to known procedures, refer to GM Coppola, Synthesis, 1980, 505), 212 mg (2.37 mmol) of 5 CuCN, 377 mg (1.98 mmol) of CuI and 114 mg of tetrakis (triphenylphosphino) palladium in 60 ml of THF for 5 h at reflux. After cooling, the mixture was filtered through Hyflo. The organic phase was washed with water and evaporated. The residue was crystallized from a mixture of dichloromethane, ethyl acetate and hexane to obtain 245 mg of 8-methyl-2,4-dioxo-1,4-dihydro-2H-benzo [d] [1,3] oxazin-6 -carbonitrile, which is used directly in the next step.

 236 mg (1.16 mmol) of 8-methyl-2,4-dioxo-1,4-dihydro-2H-benzo [d] [1,3] oxazin-6-carbonitrile, 234 mg (1.75 mmol) of hydrochloride were heated of bicyclopropyl-1-ylamine and 177 mg (1.75 mmol) of triethylamine in 25 ml of THF for 4 h at reflux. The mixture was cooled and evaporated. The residue was dissolved in ethyl acetate and extracted with water. After purifying in a short bed of silica gel, 63 mg of the title compound was isolated as yellow crystals. F: 171-172 oC.

Preparation of bicyclopropyl-1-ylamine:

 twenty

 93.2 ml (328 mmol) of Ti (OiPr) 4 was added to a solution of 20 g (298 mmol) of cyclopropane carbonitrile in 300 ml of ether. Subsequently, the solution was cooled to -78 ° C and 199 ml (596 mmol) of ethylmagnesium bromide (3 M in ether) was added slowly. After 10 min at -78 ° C, the suspension was allowed to warm to room temperature and stirred for 1 hour. Subsequently, 84.6 g (595 mmol) of BF3.OEt2 were added and the mixture was stirred at room temperature for 18 hours. To this mixture 600 ml of 2N NaOH was added slowly at a temperature of 0 oC. The organic phase was separated and extracted with 600 ml of 2N HCl. The aqueous phase was evaporated and the residue was recrystallized from ether to obtain 30.9 g of the title compound as a hydrochloride salt. 30

 The following examples are intended to illustrate the invention and show preferred compounds of formula I. "Me" refers to the methyl group. "Et" refers to the ethyl group. If no definition is given for the substituent X, then p is 0; if X is a substituent, then p is 1. If no definition is given for substituent A, then q is 0; if A is a substituent, then q is 1. Group 5 C (CH2CH2) for substituent Y refers to cyclopropyl with two free valences:

Table A: Compounds of formula Ia:

 Comp. Do not

 R91 R93 A X Y B

 A.1.1

 Me CF3 - - C (CH2CH2) cyclopropyl

 A.1.2

 Cl CF3 - - C (CH2CH2) cyclopropyl

 A.1.3

 Br CF3 - - C (CH2CH2) cyclopropyl

 A.1.4

 Me Cl - - C (CH2CH2) cyclopropyl

 A.1.5

 Cl Cl - - C (CH2CH2) cyclopropyl

 A.1.6

 Br Cl - - C (CH2CH2) cyclopropyl

 A.1.7

 Me Br - - C (CH2CH2) cyclopropyl

 A.1.8

 Cl Br - - C (CH2CH2) cyclopropyl

 A.1.9

 Br Br - - C (CH2CH2) cyclopropyl

 A.1.10

 Me OCHF2 - - C (CH2CH2) cyclopropyl

 A.1.11

 Cl OCHF2 - - C (CH2CH2) cyclopropyl

 A.1.12

 Br OCHF2 - - C (CH2CH2) cyclopropyl

 A.1.13

 Me OCH2CF3 - - C (CH2CH2) cyclopropyl

 A.1.14

 Cl OCH2CF3 - - C (CH2CH2) cyclopropyl

 A.1.15

 Br OCH2CF3 - - C (CH2CH2) cyclopropyl

 A.1.16

 Me CHF2 - - C (CH2CH2) cyclopropyl

 A.1.17

 Cl CHF2 - - C (CH2CH2) cyclopropyl

 A.1.18

 Br CHF2 - - C (CH2CH2) cyclopropyl

 A.1.19

 Me CH2CF3 - - C (CH2CH2) cyclopropyl

 A.1.20

 Cl CH2CF3 - - C (CH2CH2) cyclopropyl

 A.1.21

 Br CH2CF3 - - C (CH2CH2) cyclopropyl

 A.1.22

 Me CF3 - - CH (cyclopropyl) cyclopropyl

 A.1.23

 Me CF3 - - C (CH2CH2) cyclopropyl

 A.1.24

 Me CF3 - - C (CH2CHF) cyclopropyl

 A.1.25

 Me CF3 - - C (CH2CF2) cyclopropyl

 A.1.26

 Me CF3 - - C (CH2CHCl) cyclopropyl

 A.1.27

 Me CF3 - - C (CH2CFCl) cyclopropyl

 A.1.28

 Me CF3 - - C (CH2CCl2) cyclopropyl

 A.1.29

 Me CF3 - - C (CH2CHBr) cyclopropyl

 A.1.30

 Me CF3 - - C (CH2CBr2) cyclopropyl

 A.1.31

 Me CF3 C (CH2CHMe) - C (CH2CHMe) cyclopropyl

 A.1.32

 Me CF3 - - C (CH2CMe2) cyclopropyl

 A.1.33

 Me CF3 - - C (CH2CHEt) cyclopropyl

 A.1.34

 Me CF3 - - C (CH2CEt2) cyclopropyl

 A.1.35

 Me CF3 - - C (CH2OCH2) cyclopropyl

 A.1.36

 Me CF3 - - C (CH2S (O) 2CH2 cyclopropyl

 A.1.37

 Me CF3 C (CH2CH2) O C (CH2CH2) cyclopropyl

 A.1.38

 Me CF3 CH2 CH2 C (CH2CH2) cyclopropyl

 A.1.39

 Me CF3 CH2 O CH (cyclopropyl) cyclopropyl

 A.1.40

 Me CF3 CH2 O C (CH2S (O) 2Me) cyclopropyl

 A.1.41

 Me CF3 CH2 O CH (CH2OMe) cyclopropyl

 A.1.42

 Me CF3 CH2 O C (CH2CH2) cyclopropyl

 A.1.43

 Me CF3 CH2 O C (CH2CHF) cyclopropyl

 A.1.44

 Me CF3 CH2 O C (CH2CF2) cyclopropyl

 A.1.45

 Me CF3 CH2 O C (CH2CHCl) cyclopropyl

 A.1.46

 Me CF3 CH2 O C (CH2CFCl) cyclopropyl

 A.1.47

 Me CF3 CH2 O C (CH2CCl2) cyclopropyl

 A.1.48

 Me CF3 CH2 O C (CH2CHBr) cyclopropyl

 A.1.49

 Me CF3 CH2 O C (CH2CBr2) cyclopropyl

 A.1.50

 Me CF3 CH2 O C (CH2CHMe) cyclopropyl

 A.1.51

 Me CF3 CH2 O C (CH2CMe2) cyclopropyl

 A.1.52

 Me CF3 CH2 O C (CH2CHEt) cyclopropyl

 A.1.53

 Me CF3 CH2 O C (CH2CEt2) cyclopropyl

 A.1.54

 Me CF3 - - C (CH2CH2) 1-fluorocyclopropyl

 A.1.55

 Me CF3 - - C (CH2CH2) 1-Chlorocyclopropyl

 A.1.56

 Me CF3 - - C (CH2CH2) 1-Bromocyclopropyl

 A.1.57

 Me CF3 - - C (CH2CH2) 1-methylcyclopropyl

 A.1.58

 Me CF3 - - C (CH2CH2) 1-ethylcyclopropyl

 A.1.59

 Me CF3 - - C (CH2CH2) 1-cyanocyclopropyl

 A.1.60

 Me CF3 - - C (CH2CH2) 1-methylthiocyclopropyl

 A.1.61

 Me CF3 - - C (CH2CH2) 1-methoxycyclopropyl

 A.1.62

 Me CF3 - - C (CH2CH2) 1-hydroxycyclopropyl

 A.1.63

 Me CF3 - - C (CH2CH2) 1-trifluoromethylcyclopropyl

 A.1.64

 Me CF3 - - C (CH2CH2) 2-fluorocyclopropyl

 A.1.65

 Me CF3 - - C (CH2CH2) 2,2-difluorocyclopropyl

 A.1.66

 Me CF3 - - C (CH2CH2) 2-Chlorocyclopropyl

 A.1.67

 Me CF3 - - C (CH2CH2) 2,2-dichlorocyclopropyl

 A.1.68

 Me CF3 - - C (CH2CH2) 2-Bromocyclopropyl

 A.1.69

 Me CF3 - - C (CH2CH2) 2,2-dibromocyclopropyl

 A.1.70

 Me CF3 - - C (CH2CH2) 2-chloro-2-fluorocyclopropyl

 A.1.71

 Me CF3 - - C (CH2CH2) 2-methylcyclopropyl

 A.1.72

 Me CF3 - - C (CH2CH2) 2,2-dimethylcyclopropyl

 A.1.73

 Me CF3 - - C (CH2CH2) 2-ethylcyclopropyl

 A.1.74

 Me CF3 - - C (CH2CH2) 2,2-diethylcyclopropyl

 A.1.75

 Me CF3 - - C (CH2CH2) 2-cyanocyclopropyl

 A.1.76

 Me CF3 - - C (CH2CH2) 2-methylthiocyclopropyl

 A.1.77

 Me CF3 - - C (CH2CH2) 2-methoxycyclopropyl

 A.1.78

 Me CF3 - - C (CH2CH2) 2-hydroxycyclopropyl

 A.1.79

 Me CF3 - - C (CH2CH2) 2-trifluoromethylcyclopropyl

 A.1.80

 Me CF3 - - C (CH2CH2) Cyclobutyl

 A.1.81

 Me CF3 - - C (CH2CH2) 2-fluorocyclobutyl

 A.1.82

 Me CF3 - - C (CH2CH2) 2,2-Difluorocyclobutyl

 A.1.83

 Me CF3 - - C (CH2CH2) 2-Chlorocyclobutyl

 A.1.84

 Me CF3 - - C (CH2CH2) 2,2-dichlorocyclobutyl

 A.1.85

 Me CF3 - - C (CH2CH2) 2-Bromocyclobutyl

 A.1.86

 Me CF3 - - C (CH2CH2) 2,2-dibromocyclobutyl

 A.1.87

 Me CF3 - - C (CH2CH2) 2-chloro-2-fluorocyclobutyl

 A.1.88

 Me CF3 - - C (CH2CH2) 2-methylcyclobutyl

 A.1.89

 Me CF3 - - C (CH2CH2) 2,2-dimethylcyclobutyl

 A.1.90

 Me CF3 - - C (CH2CH2) 2-ethylcyclobutyl

 A.1.91

 Me CF3 - - C (CH2CH2) 2,2-diethylcyclobutyl

 A.1.92

 Me CF3 - - C (CH2CH2) 2-cyanocyclobutyl

 A.1.93

 Me CF3 - - C (CH2CH2) 2-methylthiocyclobutyl

 A.1.94

 Me CF3 - - C (CH2CH2) 2-methoxycyclobutyl

 A.1.95

 Me CF3 - - C (CH2CH2) 2-hydroxycyclobutyl

 A.1.96

 Me CF3 - - C (CH2CH2) 2-trifluoromethylcyclobutyl

 A.1.97

 Me CF3 - - C (CH2CH2) 3-methylcyclobutyl

 A.1.98

 Me CF3 - - C (CH2CH2) 3,3-dimethylcyclobutyl

 A.1.99

 Me CF3 - - C (CH2CH2) 3-Chlorocyclobutyl

 A.1.100

 Me CF3 - - C (CH2CH2) 3,3-dichlorocyclobutyl

 A.1.101

 Me CF3 - - C (CH2CH2) CH (CH2O)

 A.1.102

 Me CF3 - - C (CH2CH2) CH (CHMeO)

 A.1.103

 Me CF3 - - C (CH2CH2) CH (CMe2O)

 A.1.104

 Me CF3 - - C (CH2CH2) CH (CH2S)

 A.1.105

 Me CF3 - - C (CH2CH2) CH (CH2OCH2)

 A.1.106

 Me CF3 - - C (CH2CH2) CH (CHMeOCH2)

 A.1.107

 Me CF3 - - C (CH2CH2) CH (CMe2OCH2)

 A.1.108

 Me CF3 - - C (CH2CH2) CH (CH2S (O) 2CH2)

 A.1.109

 Me CF3 - - C (CH2CH2) CH (CHMeS (O) 2CH2)

 A.1.110

 Me CF3 - - C (CH2CH2) CH (CMe2S (O) 2CH2)

 A.1.111

 Me CF3 - - C (CH2CH2) C (Me) (CH2O)

 A.1.112

 Me CF3 - - C (CH2CH2) C (Me) (CHMeO)

 A.1.113

 Me CF3 - - C (CH2CH2) C (Me) (CMe2O)

 A.1.114

 Me CF3 - - C (CH2CH2) C (Me) (CH2S)

 A.1.115

 Me CF3 - - C (CH2CH2) C (Me) (CH2OCH2)

 A.1.116

 Me CF3 - - C (CH2CH2) C (Me) (CHMeOCH2)

 A.1.117

 Me CF3 - - C (CH2CH2) C (Me) (CMe2OCH2)

 A.1.118

 Me CF3 - - C (CH2CH2) C (Me) (CH2S (O) 2CH2)

 A.1.119

 Me CF3 - - C (CH2CH2) C (Me) (CHMeS (O) 2CH2)

 A.1.120

 Me CF3 - - C (CH2CH2) C (Me) (Me2S (O) 2CH2)

 A.1.121

 Me CF3 - - C (CH2CH2) 1- (COOEt) cyclopropyl

 A.1.122

 CL SMe - - C (CH2CH2) cyclopropyl

 A.1.123

 Me SMe - - C (CH2CH2) cyclopropyl

 A.1.124

 Br SMe - - C (CH2CH2) cyclopropyl

 A.1.125

 SOMe - - C (CH2CH2) cyclopropyl

 A.1.126

 Cl SOMe - - C (CH2CH2) cyclopropyl

 A.1.127

 Br SOMe - - C (CH2CH2) cyclopropyl

 A.1.128

 Me SO2ME - - C (CH2CH2) cyclopropyl

 A.1.129

 Cl SO2Me - - C (CH2CH2) cyclopropyl

 A.1.130

 Br SO2ME - - C (CH2CH2) cyclopropyl

 A.1.131

 Me OCF2OFHCF3 - - C (CH2CH2) cyclopropyl

 A.1.132

 Me OCF2OFHCF3 - - C (CH2CH2) cyclopropyl

 A.1.133

 Br OCF2OFHCF3 - - C (CH2CH2) cyclopropyl

 A.1.134

 Me OCH2CF2CF3 - - C (CH2CH2) cyclopropyl

 A.1.135

 Cl OCH2CF2CF3 - - C (CH2CH2) cyclopropyl

 A.1.136

 Br OCH2CF2CF3 - - C (CH2CH2) cyclopropyl

Table B: Compounds of formula Ib:

 5

 Comp. Do not

 R91 R93 R94 A X Y B

 B.1.1

 Me CF3 Br - - C (CH2CH2) cyclopropyl

 B.1.2

 Cl CF3 Br - - C (CH2CH2) cyclopropyl

 B.1.3

 Br CF3 Br - - C (CH2CH2) cyclopropyl

 B.1.4

 Me Cl Br - - C (CH2CH2) cyclopropyl

 B.1.5

 Cl Cl Br - - C (CH2CH2) cyclopropyl

 B.1.6

 Br Cl Br - - C (CH2CH2) cyclopropyl

 B.1.7

 Me Br Br - - C (CH2CH2) cyclopropyl

 B.1.8

 Cl Br Br - - C (CH2CH2) cyclopropyl

 B.1.9

 Br Br Br - - C (CH2CH2) cyclopropyl

 B.1.10

 Me CF3 Cl - - C (CH2CH2) cyclopropyl

 B.1.11

 Cl CF3 Cl - - C (CH2CH2) cyclopropyl

 B.1.12

 Br CF3 Cl - - C (CH2CH2) cyclopropyl

 B.1.13

 Me Cl Cl - - C (CH2CH2) cyclopropyl

 B.1.14

 Cl Cl Cl - - C (CH2CH2) cyclopropyl

 B.1.15

 Br Cl Cl - - C (CH2CH2) cyclopropyl

 B.1.16

 Me Br Cl - - C (CH2CH2) cyclopropyl

 B.1.17

 Cl Br Cl - - C (CH2CH2) cyclopropyl

 B.1.18

 Br Br Cl - - C (CH2CH2) cyclopropyl

 B.1.19

 Me CF3 Me - - C (CH2CH2) cyclopropyl

 B.1.20

 Cl CF3 Me - - C (CH2CH2) cyclopropyl

 B.1.21

 Br CF3 Me - - C (CH2CH2) cyclopropyl

 B.1.22

 Me Cl Me - - C (CH2CH2) cyclopropyl

 B.1.23

 Cl Cl Me - - C (CH2CH2) cyclopropyl

 B.1.24

 Br Cl Me - - C (CH2CH2) cyclopropyl

 B.1.25

 Me Br Me - - C (CH2CH2) cyclopropyl

 B.1.26

 Cl Br Me - - C (CH2CH2) cyclopropyl

 B.1.27

 Br Br Me - - C (CH2CH2) cyclopropyl

 B.1.28

 Me OCH2CF3 Br - - C (CH2CH2) cyclopropyl

 B.1.29

 Cl OCH2CF3 Br - - C (CH2CH2) cyclopropyl

 B.1.30

 Br OCH2CF3 Br - - C (CH2CH2) cyclopropyl

 B.1.31

 Me OCH2CF3 Cl - - C (CH2CH2) cyclopropyl

 B.1.32

 Cl OCH2CF3 Cl - - C (CH2CH2) cyclopropyl

 B.1.33

 Br OCH2CF3 Cl - - C (CH2CH2) cyclopropyl

 B.1.34

 Me OCH2CF3 Me - - C (CH2CH2) cyclopropyl

 B.1.35

 Cl OCH2CF3 Me - - C (CH2CH2) cyclopropyl

 B.1.36

 Br OCH2CF3 Me - - C (CH2CH2) cyclopropyl

Table C: Physical data of the compounds of Tables A and B:

 Compound No.

 P.f. [oC]

 A.1.1

 270-272

 A.1.13

 175-178

 A.1.4

 249-255

 A.1.7

 254-260

 B.1.28

 169-174

 A.1.122

 243-244

 A.1.131

 170-172

 A.1.134

 200-205

 A.1.16

 250-251

 A.1.72

 158-160

 A.1.57

 247-249

Table D: Compounds of formula Va:

 Comp. Do not

 R91 and B p.f. [oC]

 D1

 Me C (CH2CH2) cyclopropyl 171-172

 D2

 Me CH (cyclopropyl) cyclopropyl

 D3

 Me C (CH2CHF) cyclopropyl

 D4

 Me C (CH2CF2) cyclopropyl

 D4

 Me C (CH2CHCl) cyclopropyl

 D6

 Me C (CH2CFCl) cyclopropyl

 D7

 Me C (CH2CCl2) cyclopropyl

 D8

 Me C (CH2CHBr) cyclopropyl

 D9

 Me C (CH2CBr2) cyclopropyl

 D11

 Me C (CH2CMe2) cyclopropyl

 D12

 Me C (CH2CHEt) cyclopropyl

 D13

 Me C (CH2CEt2) cyclopropyl

 D14

 Me C (CH2OCH2) cyclopropyl

 D15

 Me C (CH2S (O) 2CH2) cyclopropyl

 D16

 Me C (CH2CH2) 1-fluorocyclopropyl

 D17

 Me C (CH2CH2) 1-Chlorocyclopropyl

 D18

 Me C (CH2CH2) 1-Bromocyclopropyl

 D19

 Me C (CH2CH2) 1-methylcyclopropyl

 D20

 Me C (CH2CH2) 1-ethylcyclopropyl

 D21

 Me C (CH2CH2) 1-cyanocyclopropyl

 D22

 Me C (CH2CH2) 1-methylthiocyclopropyl

 D23

 Me C (CH2CH2) 1-methoxycyclopropyl

 D24

 Me C (CH2CH2) 1-hydroxycyclopropyl

 D25

 Me C (CH2CH2) 1-trifluoromethylcyclopropyl

 D26

 Me C (CH2CH2) 2-fluorocyclopropyl

 D27

 Me C (CH2CH2) 2,2-difluorocyclopropyl

 D28

 Me C (CH2CH2) 2-Chlorocyclopropyl

 D29

 Me C (CH2CH2) 2,2-dichlorocyclopropyl

 D30

 Me C (CH2CH2) 2-Bromocyclopropyl

 D31

 Me C (CH2CH2) 2,2-dibromocyclopropyl

 D32

 Me C (CH2CH2) 2-chloro-2-fluorocyclopropyl

 D33

 Me C (CH2CH2) 2-methylcyclopropyl

 D34

 Me C (CH2CH2) 2,2-dimethylcyclopropyl

 D35

 Me C (CH2CH2) 2-ethylcyclopropyl

 D36

 Me C (CH2CH2) 2,2-diethylcyclopropyl

 D37

 Me C (CH2CH2) 2-cyanocyclopropyl

 D38

 Me C (CH2CH2) 2-methylthiocyclopropyl

 D39

 Me C (CH2CH2) 2-methoxycyclopropyl

 D40

 Me C (CH2CH2) 2-hydroxycyclopropyl

 D41

 Me C (CH2CH2) 2-trifluoromethylcyclopropyl

 D42

 Me C (CH2CH2) Cyclobutyl

 D43

 Me C (CH2CH2) 2-fluorocyclobutyl

 D44

 Me C (CH2CH2) 2,2-difluorocyclobutyl

 D45

 Me C (CH2CH2) 2-Chlorocyclobutyl

 D46

 Me C (CH2CH2) 2,2-dichlorocyclobutyl

 D47

 Me C (CH2CH2) 2-Bromocyclobutyl

 D48

 Me C (CH2CH2) 2,2-dibromocyclobutyl

 D49

 Me C (CH2CH2) 2-chloro-2-fluorocyclobutyl

 D50

 Me C (CH2CH2) 2-methylcyclobutyl

 D51

 Me C (CH2CH2) 2,2-dimethylcyclobutyl

 D52

 Me C (CH2CH2) 2-ethylcyclobutyl

 D53

 Me C (CH2CH2) 2,2-diethylcyclobutyl

 D54

 Me C (CH2CH2) 2-cyanocyclobutyl

 D55

 Me C (CH2CH2) 2-methylthiocyclobutyl

 D56

 Me C (CH2CH2) 2-methoxycyclobutyl

 D57

 Me C (CH2CH2) 2-hydroxycyclobutyl

 D58

 Me C (CH2CH2) 2-trifluoromethylcyclobutyl

 D59

 Me C (CH2CH2) 3-methylcyclobutyl

 D60

 Me C (CH2CH2) 3,3-dimethylcyclobutyl

 D61

 Me C (CH2CH2) 3-Chlorocyclobutyl

 D62

 Me C (CH2CH2) 3,3-dichlorocyclobutyl

 D63

 Me C (CH2CH2) CH (CH2O)

 D64

 Me C (CH2CH2) CH (CHMeO)

 D65

 Me C (CH2CH2) CH (CMe2O)

 D66

 Me C (CH2CH2) CH (CH2S)

 D67

 Me C (CH2CH2) CH (CH2OCH2)

 D68

 Me C (CH2CH2) CH (CHMeOCH2)

 D69

 Me C (CH2CH2) CH (CMe2OCH2)

 D70

 Me C (CH2CH2) CH (CH2S (O) 2CH2)

 D71

 Me C (CH2CH2) CH (CHMeS (O) 2CH2)

 D72

 Me C (CH2CH2) CH (CMe2S (O) 2CH2)

 D73

 Me C (CH2CH2) C (Me) (CH2O)

 D74

 Me C (CH2CH2) C (Me) (CHMeO)

 D75

 Me C (CH2CH2) C (Me) (CMe2O)

 D76

 Me C (CH2CH2) C (Me) (CH2S)

 D77

 Me C (CH2CH2) C (Me) (CH2OCH2)

 D78

 Me C (CH2CH2) C (Me) (CHMeOCH2)

 D79

 Me C (CH2CH2) C (Me) (CMe2OCH2)

 D80

 Me C (CH2CH2) C (Me) (CH2S (O) 2CH2)

 D81

 Me C (CH2CH2) C (Me) (CHMeS (O) 2CH2)

 D82

 Me C (CH2CH2) CMe (CMe2S (O) 2CH2)

 D83

 Me C (CH2CH2) 1- (COOEt) cyclopropyl

 D84

 Cl C (CH2CH2) cyclopropyl

 D85

 Br C (CH2CH2) cyclopropyl

 D86

 Cl C (CH2CH2) 1-methylcyclopropyl

 D87

 Br C (CH2CH2) 1-methylcyclopropyl

 D88

 Cl C (CH2CH2) 2,2-dimethylcyclopropyl

 D89

 Br C (CH2CH2) 2,2-dimethylcyclopropyl

Formulations examples (% = weight percentage)

Example F1: Concentrates in emulsions a) b) c)

Active ingredient 25% 40% 50% 5

Calcium dodecylbenzenesulfonate 5% 8% 6%

Glycol ether of castor oil (36 mol of EO) 5% - -

Tributylphenoxy polyethylene glycol ether (30 mol of EO) - 12% 4%

Cyclohexanone - 15% 20%

Mixture of xylenes 65% 25% 20% 10

 Emulsions of any desired concentration can be prepared from these concentrates by diluting with water.

Example F2: Solutions a) b) c) d)

Active ingredient 80% 10% 5% 95%

20% monomethyl ethylene glycol ether - - - 15

Polyethylene glycol PM 400 - 70% - -

N-Methylpyrrolid-2-one - 20% - -

Epoxidized coconut oil - - 1% 5%

Petroleum ether (boiling range: 160-190 oC) - - 94% -

The solutions are suitable for use in the form of micro drops.

Example F3: Granules a) b) c) d)

Active ingredient 5% 10% 8% 21%

Kaolin 94% - 79% 54% 5

Very dispersed silica 1% - 13% 7%

Atapulgita - 90% - 18%

The active substance is dissolved in dichloromethane, the solution is sprayed on the carrier or carriers, and the solvent is subsequently evaporated in vacuo.

Example F4: Powders a) b) 10

Active ingredient 2% 5%

Very dispersed silica 1% 5%

Talc 97% -

Kaolin - 90%

Ready-to-use powders are obtained by intimately mixing the carriers and the active ingredient.

Example F5: Wettable powders a) b) c)

Active ingredient 25% 50% 75%

Sodium lignosulfonate 5% 5% -

Sodium Lauryl Sulfate 3% - 5% 20

Sodium Diisobutylnaphthalenesulfonate - 6% 10%

Polyethylene glycol octylphenoxy ether (7-8 mol of EO) - 2% -

Very dispersed silica 5% 10% 10%

Kaolin 62% 27% -

The active substance is mixed with the additives and the mixture is thoroughly ground in a suitable mill. In this way, wettable powders are obtained, which can be diluted with water to obtain suspensions of any desired concentration.

Example F6: Extruded granules 5

10% active substance

2% sodium lignosulfonate

1% carboxymethyl cellulose

Kaolin 87%

The active substance is mixed with the additives and the mixture is ground, moistened with water, extruded, granulated and dried in a stream of air.

Example F7: Extruded Granules

3% active substance

Polyethylene Glycol (PM 200) 3%

Kaolin 94% 15

In a mixer, the finely ground active ingredient is uniformly ground onto the kaolin, which has been moistened with the polyethylene glycol. From here, powder-free coated granules are obtained.

Example F8: Concentrate in suspension

Active ingredient 40% 20

10% ethylene glycol

Polyethylene glycol nonylphenoxy ether (15 mol of EO) 6%

10% sodium lignosulfonate

1% carboxymethyl cellulose

37% aqueous formaldehyde solution 0.2% 25

Silicone oil (75% in aqueous emulsion) 0.8%

Water 32%

The finely ground active substance is intimately mixed with the additives. Suspensions of any desired concentration can be prepared from the suspension concentrate thus obtained by dilution with water.

 The activity of the compounds according to the invention can be considerably extended and adapted to the current circumstances by adding other insecticidal or acaracically active principles. Suitable additions of active ingredients herein are, for example, representatives of the following classes of active ingredients: organophosphorus compounds, nitrophenol derivatives, thioureas, juvenile hormones, formamidines, benzophenone derivatives, ureas, pyrrole derivatives, carbamates, pyrethroids, chlorinated hydrocarbons, acylureas, derivatives of pyridylmethyleneamino, macrolides, neonicotinoids and preparations of Bacillus thuringiensis.

 The following mixtures of the compounds of formula I with active ingredients are preferred (the abbreviation "TX" means "a compound selected from the group consisting of the compounds specifically described in Tables A and B of the present invention"):

 an adjuvant selected from the group of substances consisting of petroleum oils (alternative name) (628) + TX,

 an acaricide selected from the group of substances consisting of 1,1-bis (4-20 chlorophenyl) -2-ethoxyethanol (name IUPAC) (910) + TX, 2,4-dichlorophenyl benzenesulfonate (name lUPAC / Chemical Abstracts) (1059 ) + TX, 2-fluoro-N-methyl-N-1-naphthylacetamide (name IUPAC) (1295) + TX, 4-chlorophenyl phenylsulfone (Name IUPAC) (981) + TX, abamectin (1) + TX, acequinocil (3) + TX, acetoprol [CCN] + TX, acrinatrin (9) + TX, aldicarb (16) + TX, aldoxicarb (863) + TX, alpha-cypermethrin (202) 25 + TX, amidition (870) + TX , amidoflumet [CCN] + TX, amidothioate (872) + TX, amiton (875) + TX, amiton hydrogenoxalate (875) + TX, amitraz (24) + TX, aramite (881) + TX, arsenious oxide (882) + TX, AVI 382 (compound code) + TX, AZ 60541 (compound code) + TX, azinphos-ethyl (44) + TX, azinphos-methyl (45) + TX, azobenzene (IUPAC name) (888) + TX, azocyclothin (46) + TX, azotoate (889) + TX, 30 benomyl (62) + TX, benoxaphos (alternative name) [CCN] + TX, benzoximate (71) + TX , benzyl benzoate (name IUPAC) [CCN] + TX, biphenazate (74) + TX, biphentrine (76) + TX, binapacryl (907) + TX, brofenvalerate (alternative name) + TX, bromine (918) + TX, bromophos (920) + TX, bromophos-ethyl (921) + TX, bromopropylate (94) + TX, buprofezin (99) + TX, butocarboxim (103) + TX, 35 butoxycarboxim (104) + TX, butylpyridben (alternative name) + TX, calcium polysulphide (name IUPAC) (111) + TX, camfeclor (941) + TX, carbanolate (943) + TX, carbaryl (115) + TX, carbofuran (118) + TX, carbophenotion (947) + TX , CGA 50'439 (development code) (125) + TX, quinomethionate (126) + TX, chlorbenside (959) + TX, clordimeform (964) + TX, clordimeform hydrochloride (964) + TX, chlorphenapir 40

(130) + TX, chlorfenetol (968) + TX, chlorfenson (970) + TX, chlorfensulfide (971) + TX, chlorfenvinfos (131) + TX, chlorobenzilate (975) + TX, chloromebuform (977) + TX, chloromethuron ( 978) + TX, chloropropylate (983) + TX, chlorpyrifos (145) + TX, methyl chlorpyrifos (146) + TX, chlorthiophos (994) + TX, kinein I (696) + TX, kinein Il (696) + TX , cinerines (696) + TX, clofentezine (158) + TX, closantel (alternative name 5) [CCN] + TX, coumafos (174) + TX, crotamiton (alternative name) [CCN] + TX, cryotoxifos (1010) + TX cufraneb (1013) + TX, cianthoate (1020) + TX, ciflumetofen (CAS No: 400882-07-7) + TX, cyhalotrine (196) + TX, cyhexatin (199) + TX, cypermethrin (201) + TX, DCPM (1032) + TX, DDT (219) + TX, demefion (1037) + TX, demefion-O (1037) + TX, demefion-S (1037) + TX, demeton (1038) + TX, 10 demeton -methyl (224) + TX, demeton-0 (1038) + TX, demeton-O-methyl (224) + TX, demeton-S (1038) + TX, demeton-S-methyl (224) + TX, demeton- S-Methylsulfon (1039) + TX, diaf entiuron (226) + TX, dialifos (1042) + TX, diazinon (227) + TX, diclofluanide (230) + TX, dichlorvos (236) + TX, diclifos (alternative name) + TX, dicofol (242) + TX, dichrotophos (243) + TX, diene chloro (1071) + TX, dimefox (1081) + TX, dimethoate 15 (262) + TX, dinactin (alternative name) (653) + TX, dinex (1089) + TX, dinex-diclexin (1089) + TX, dinobuton (269) + TX, dinocap (270) + TX, dinocap-4 [CCN] + TX, dinocap-6 [CCN] + TX, dinocton (1090) + TX, dinopenton (1092) + TX, dinosulfon (1097) + TX, dinoterbón (1098) + TX, dioxation (1102) + TX, diphenyl sulfone (Name IUPAC) (1103) + TX, disulfiram (alternative name) [CCN] + TX, disulfoton 20 (278 ) + TX, DNOC (282) + TX, dofenapyn (1113) + TX, doramectin (alternative name) [CCN] + TX, endosulfan (294) + TX, endotion (1121) + TX, EPN (297) + TX, eprinomectin (alternative name) [CCN] + TX, ethion (309) + TX, ethoate-methyl (1134) + TX, ethoxazole (320) + TX, etrimfos (1142) + TX, fenazaflor (1147) + TX, fenazaquina (328) + TX, fenbutatin oxide (330) + TX, phenothiocarb (337) + TX, 25 fenpropatrin (342) + TX, fenpirad (alternative name) + TX, phenypiroxate (345) + TX, phenson (1 157) + TX, fentrifanil (1161) + TX, fenvalerate (349) + TX, fipronil (354) + TX, fluacripirim (360) + TX, fluazuron (1166) + TX, flubenzimine (1167) + TX, flucycloxuron (366) + TX, flucitrinate (367) + TX, fluenetil (1169) + TX, flufenoxuron (370) + TX, flumethrin (372) + TX, fluorbense (1174) + TX, fluvalinate (1184) + TX, 30 FMC 1137 (code development) (1185) + TX, formate (405) + TX, formate hydrochloride (405) + TX, formotion (1192) + TX, formparanate (1193) + TX, gamma-HCH (430) + TX, gliodin (1205 ) + TX, halfenprox (424) + TX, heptenophos (432) + TX, hexadecyl cyclopropanecarboxylate (name lUPAC / Chemical Abstracts) (1216) + TX, hexitiazox (441) + TX, iodomethane (name IUPAC) (542) + TX, 35 isocarbophos (alternative name) (473) + TX, O- (methoxyamothiophosphoryl) isopro salicylate pilo (name IUPAC) (473) + TX, ivermectin (alternative name) [CCN] + TX, jasmolina I (696) + TX, jasmolina Il (696) + TX, jodfenfos (1248) + TX, lindane (430) + TX, lufenuron (490) + TX, malathion (492) + TX, malonoben (1254) + TX, mecarbam (502) + TX, mefosfolane (1261) + TX, mesulfen (alternative name) [CCN] + TX, 40 methacrypha (1266) + TX, methamidophos (527) + TX, methidathion (529) + TX, methiocarb (530) + TX, methyleyl (531) + TX, methyl bromide (537) + TX, metolcarb (550) + TX, mevinfos (556) + TX, mexacarbonate (1290) + TX, milbemectin (557) + TX, milbemycin oxime (alternative name) [CCN] + TX, mipafox (1293) + TX,

monocrotophos (561) + TX, morphothion (1300) + TX, moxidectin (alternative name) [CCN] + TX, naled (567) + TX, NC-184 (compound code) + TX, NC-512 (compound code ) + TX, nifluridide (1309) + TX, nikomycins (alternative name) [CCN] + TX, nitrilacarb (1313) + TX, 1: 1 nitrilacarb complex and zinc chloride (1313) + TX, NNI-0101 (code of the compound) + TX, NNI-0250 (code of the 5 compound) + TX, ometoate (594) + TX, oxamyl (602) + TX, oxideprofos (1324) + TX, oxidisulfoton (1325) + TX, pp'-DDT (219) + TX, parathion (615) + TX, permethrin (626) + TX, petroleum oils (alternative name) (628) + TX, fencapton (1330) + TX, fentoate (631) + TX, forate (636 ) + TX, fosalone (637) + TX, phospholane (1338) + TX, fosmet (638) + TX, phosphamidon (639) + TX, foxim (642) + TX, pyrimiphos-methyl (652) + 10 TX, polychloroterpenes (traditional name) (1347) + TX, polynactins (alternative name) (653) + TX, proclonol (1350) + TX, profenofos (662) + TX, promacil (1354) + TX , propargite (671) + TX, propetamphos (673) + TX, propoxur (678) + TX, protidation (1360) + TX, protoate (1362) + TX, pyrethrin I (696) + TX, pyrethrin Il (696) + TX, pyrethrins (696) + TX, pyridaben (699) + TX, pyridafention (701) + TX, 15 pyrimidiphene (706) + TX, pyrimitate (1370) + TX, quinalfos (711) + TX, quintiophos (1381) + TX, R-1492 (development code) (1382) + TX, RA-17 (development code) (1383) + TX, rotenone (722) + TX, schradan (1389) + TX, sebufos (alternative name) + TX, selamectin (alternative name) [CCN] + TX, SI-0009 (compound code) + TX, sofamide (1402) + TX, spirodiclofen (738) + TX, spiromesifene 20 (739) + TX, SSI-121 ( development code) (1404) + TX, sulfiram (alternative name) [CCN] + TX, sulfluramid (750) + TX, sulfotep (753) + TX, sulfur (754) + TX, SZI-121 (development code) (757) + TX, tau-fluvalinate (398) + TX, tebufenpirad (763) + TX, TEPP (1417) + TX, terbam (alternative name) + TX, tetrachlorvinfos (777) + TX, te tradiphon (786) + TX, tetranectin (alternative name) (653) + TX, tetrasul (1425) + 25 TX, thiafenox (alternative name) + TX, thiocarboxime (1431) + TX, thiophanox (800) + TX, thiometon ( 801) + TX, thioquinox (1436) + TX, thuringiensin (alternative name) [CCN] + TX, triamiphos (1441) + TX, triaratene (1443) + TX, triazophos (820) + TX, triazuron (alternative name) + TX, trichlorfon (824) + TX, triphenophos (1455) + TX, trinactin (alternative name) (653) + TX, vamidotion (847) + TX, vaniliprol [CCN] and 30 YI-5302 (compound code) + TX ,

an algaecide selected from the group of substances consisting of betoxazine [CCN] + TX, copper dioctanoate (name IUPAC) (170) + TX, copper sulfate (172) + TX, cibutrin [CCN] + TX, diclone (1052) + TX, dichlorophen (232) + TX, endotal (295) + TX, phentine (347) + TX, hydrated lime [CCN] + TX, nabam (566) + TX, quinoclamine (714) 35 + TX, quinonamide (1379) + TX, simazine (730) + TX, triphenyltin acetate (name IUPAC) (347) and triphenyltin hydroxide (name IUPAC) (347) + TX,

a preliminary selected from the group of substances consisting of abamectin (1) + TX, crufomate (1011) + TX, doramectin (alternative name) [CCN] + TX, emamectin (291) + TX, emamectin benzoate (291) + TX, eprinomectin 40 (alternative name) [CCN] + TX, ivermectin (alternative name) [CCN] + TX, milbemycin oxime (alternative name) [CCN] + TX, moxidectin (name

alternative) [CCN] + TX, piperazine [CCN] + TX, selamectin (alternative name) [CCN] + TX, spinosad (737) and thiophanate (1435) + TX,

an avicide selected from the group of substances consisting of chloralose (127) + TX, endrin (1122) + TX, fenthion (346) + TX, pyridin-4-amine (name IUPAC) (23) and strychnine (745) + TX, 5

a bactericide selected from the group of substances consisting of 1-hydroxy-1 H- pyridin-2-thione (name IUPAC) (1222) + TX, 4- (quinoxalin-2-ylamino) benzenesulfonamide (name IUPAC) (748) + TX , 8-hydroxyquinoline sulfate (446) + TX, bronopol (97) + TX, copper dioctanoate (name IUPAC) (170) + TX, copper hydroxide (name IUPAC) (169) + TX, cresol [CCN] + TX, 10 dichlorophen (232) + TX, dipyrithione (1105) + TX, dodicine (1112) + TX, fenaminosulf (1144) + TX, formaldehyde (404) + TX, hydrargaphene (alternative name) [CCN] + TX, kasugamycin (483) + TX, hydrated kasugamycin hydrochloride (483) + TX, nickel bis (dimethyldithiocarbamate) (name IUPAC) (1308) + TX, nitrapirin (580) + TX, octylinone (590) + TX, oxolinic acid (606) ) + TX, oxytetracycline (611) + TX, 15 potassium hydroxyquinoline sulfate (446) + TX, probenazole (658) + TX, streptomycin (744) + TX, streptomycin sesquisulfate (744) + TX, tecloftalam (766) + TX and thiomersal (alternative name) [CCN] + TX,

a biological agent selected from the substance group consisting of Adoxophyes orana GV (alternative name) (12) + TX, Agrobacterium radiobacter 20 (alternative name) (13) + TX, Amblyseius spp. (alternative name) (19) + TX, Anagrapha falcifera NPV (alternative name) (28) + TX, Anagrus atomus (alternative name) (29) + TX, Aphelinus abdominalis (alternative name) (33) + TX, Aphidiυs colemani ( alternative name) (34) + TX, Aphidoletes aphidimyza (alternative name) (35) + TX, Autographa califomica NPV (alternative name) (38) + TX, 25 Bacillus firmus (alternative name) (48) + TX, Bacillus sphaericus Neide (scientific name) (49) + TX, Bacillus thuringiensis Berliner (scientific name) (51) + TX, Bacillus thuringiensis subsp. aizawai (scientific name) (51) + TX, Bacillus thuringiensis subsp. israelensis (scientific name) (51) + TX, Bacillus thuringiensis subsp. japonensis (scientific name) (51) + TX, Bacillus thuringiensis subsp. 30 kurstaki (scientific name) (51) + TX, Bacillus thuringiensis subsp. tenebrionis (scientific name) (51) + TX, Beauveria bassiana (alternative name) (53) + TX, Beauveria brongniartii (alternative name) (54) + TX, Chrysoperla carnea (alternative name) (151) + TX, Cryptolaemus montrouzieri ( alternative name) (178) + TX, Cydia pomonella GV (alternative name) (191) + TX, Dacnusa sibirica (alternative name 35) (212) + TX, Diglyphus isaea (alternative name) (254) + TX, Encarsia formosa ( scientific name) (293) + TX, Eretmocerus eremicus (alternative name) (300) + TX, Helicoverpa zea NPV (alternative name) (431) + TX, Heterorhabditis bacteriophora and H. megidis (alternative name) (433) + TX, Hippodamia convergens (alternative name) (442) + TX, Leptomastix dactylopii (alternative name) (488) + 40 TX, Macrolophus caliginosus (alternative name) (491) + TX, Mamestra brassicae NPV (alternative name) (494) + TX, Metaphycus helvolus (alternative name)

(522) + TX, Metarhizium anisopliae var. acridum (scientific name) (523) + TX, Metarhizium anisopliae var. anisopliae (scientific name) (523) + TX, Neodiprion sertifer NPV and N. lecontei NPV (alternative name) (575) + TX, Orius spp. (alternative name) (596) + TX, Paecilomyces fumosoroseus (alternative name) (613) + TX, Phytoseiulus persimilis (alternative name) (644) + TX, Spodoptera exigua 5 multicapsid, nuclear polyhedrosis virus (scientific name) (741 ) + TX, Steinernema bibionis (alternative name) (742) + TX, Steinernema carpocapsae (alternative name) (742) + TX, Steinernema feltiae (alternative name) (742) + TX, Steinernema glaseri (alternative name) (742) + TX, Steinernema Riobrave (alternative name) (742) + TX, Steinernema Riobravis (alternative name) (742) + 10 TX, Steinernema scapterisci (alternative name) (742) + TX, Steinernema spp. (alternative name) (742) + TX, Trichogramma spp. (alternative name) (826) + TX, Typhlodromus occidentalis (alternative name) (844) and Verticillium lecanii (alternative name) (848) + TX,

a soil sterilizer selected from the group of substances consisting of 15 iodomethane (Name IUPAC) (542) and methyl bromide (537) + TX,

a chemosterilizer selected from the group of substances consisting of afolate [CCN] + TX, bisazir (alternative name) [CCN] + TX, busulfan (alternative name) [CCN] + TX, diflubenzuron (250) + TX, dimatif (alternative name) [CCN] + TX, hemel [CCN] + TX, female [CCN] + TX, metepa [CCN] + TX, methotepa 20 [CCN] + TX, methyl afolate [CCN] + TX, morzid [CCN] + TX , penfluron (alternative name) [CCN] + TX, tepa [CCN] + TX, thiohempa (alternative name) [CCN] + TX, thiotepa (alternative name) [CCN] + TX, tretamine (alternative name) [CCN] and uredepa (alternative name) [CCN] + TX,

an insect pheromone selected from the group of substances consisting of (E) -dec-5- en-1-yl acetate with (E) -dec-5-en-1-ol (name IUPAC) (222) + TX , (E) -tridec-4-en-1-yl acetate (name IUPAC) (829) + TX, (E) -6-methylhept-2-en-4-ol (name IUPAC) (541) + TX , (E + TX, Z) -tetradeca-4 + TX acetate, 10-dien-1-yl acetate (name IUPAC) (779) + TX, (Z) -dodec-7-in-1- acetate ilo (name IUPAC) (285) + TX, (Z) -hexadec-11 -enal (name IUPAC) (436) + TX, acetate (Z) -30 hexadec-11-en-1-ilo (name IUPAC) (437) + TX, (Z) -hexadec-13-en-11-in-1-yl acetate (name IUPAC) (438) + TX, (Z) -icos-13-en-10-one (name IUPAC) (448) + TX, (Z) -tetradec-7-en-1-al (name IUPAC) (782) + TX, (Z) -tetradec-9-en-1-ol (name IUPAC) (783 ) + TX, (Z) -tetradec-9-en-1-yl acetate (name IUPAC) (784) + TX, (7E + TX, 9Z) acetate - dodeca-7 + TX, 9-dien acetate -1-ilo (name 35 IUPAC) (283) + TX, (9Z + TX, 11E) -tetradeca-9 + TX, 11-dien-1-ilo acetate (name IUPAC) (780) + TX, (9 Z + TX, 12E) -tetradeca-9 + TX, 12-dien-1-yl acetate (name IUPAC) (781) + TX, 14-methyl octadedec-1-ene (name IUPAC) (545) + TX, 4 -methylnonan-5-ol with 4-methylnonan-5-one (name IUPAC) (544) + TX, alpha-multistriatine (alternative name) [CCN] + TX, brevicomin (alternative name) 40 [CCN] + TX, codlelura (alternative name) [CCN] + TX, codlemone (alternative name) (167) + TX, collision (alternative name) (179) + TX, disparlura (277) +

TX, dodec-8-en-1-yl acetate (name IUPAC) (286) + TX, dodec-9-en-1-yl acetate (name IUPAC) (287) + TX, dodeca-8 + TX, 10-dien-1-yl acetate (name IUPAC) (284) + TX, dominicalura (alternative name) [CCN] + TX, ethyl 4-methyl octanoctanoate (name IUPAC) (317) + TX, eugenol (alternative name) [CCN] + TX, frontalina (alternative name) [CCN] + TX, gossyplure (alternative name) (420) + 5 TX, grandlure (421) + TX, grandlure I (alternative name) (421) + TX, grandlure Il (alternative name) (421) + TX, grandlure III (alternative name) (421) + TX, grandlure IV (alternative name) (421) + TX, hexalure [CCN] + TX, ipsdienol (alternative name) [CCN] + TX, ipsenol (alternative name) [CCN] + TX, japonilure (alternative name) (481) + TX, lineatin (alternative name) [CCN] + TX, litlure 10 (alternative name) [CCN] + TX, looplure (name alternative) [CCN] + TX, medlure [CCN] + TX, megatomoic acid (alternative name) [CCN] + TX, methylene hydrogen (alternate name ativo) (540) + TX, muscalure (563) + TX, octadeca-2 + TX, 13-dien-1-yl acetate (name IUPAC) (588) + TX, octadeca-3 + TX, 13- acetate dien-1-ilo (name IUPAC) (589) + TX, orfralure (alternative name) [CCN] + TX, orictalure 15 (alternative name) (317) + TX, ostramona (alternative name) [CCN] + TX, siglure [CCN] + TX, sordidine (alternative name) (736) + TX, sulcatol (alternative name) [CCN] + TX, tetradec-11-en-1-yl acetate (IUPAC name) (785) + TX, trimedlure (839) + TX, trimedlure A (alternative name) (839) + TX, trimedlure B1 (alternative name) (839) + TX, trimedlure B2 (alternative name) (839) + TX, trimedlure C 20 (alternative name) ( 839) and trunc-call (alternative name) [CCN] + TX,

an insect repellent selected from the group of substances consisting of 2- (octylthio) -ethanol (name IUPAC) (591) + TX, butopyronoxy (933) + TX, butoxy (polypropylene glycol) (936) + TX, dibutyl adipate (name IUPAC) (1046) + TX, dibutyl phthalate (1047) + TX, dibutyl succinate (name IUPAC) (1048) + 25 TX, diethyltoluamide [CCN] + TX, dimethyl carbonate [CCN] + TX, dimethyl phthalate [CCN] + TX, ethylhexanediol (1137) + TX, hexamide [CCN] + TX, metoquin-butyl (1276) + TX, methylneodecanamide [CCN] + TX, oxamate [CCN] and picaridine [CCN] + TX,

an insecticide selected from the group of substances consisting of 1 + TX, 1-dichloro-1-nitroethane (name lUPAC / Chemical Abstracts) (1058) + TX, 1 + TX, 30 1-dichloro-2 + TX, 2-bis ( 4-ethylphenyl) ethane (name IUPAC) (1056) + TX, 1 + TX, 2-dichloropropane (name lUPAC / Chemical Abstracts) (1062) + TX, 1 + TX, 2-dichloropropane with 1 + TX, 3-dichloropropene (name IUPAC) (1063) + TX, 1-bromine-2-chloroethane (name lUPAC / Chemical Abstracts) (916) + TX, 2 + TX, 2 + TX, 2-trichloro-1- acetate (3 + TX , 4-dichlorophenyl) ethyl (name IUPAC) (1451) + TX, 2 + 35 TX, 2-dichlorovinyl phosphate and 2-ethylsulfinylethylmethyl (name IUPAC) (1066) + TX, 2- (1 + TX, 3-dimethylcarbamate) -dithiolan-2-yl) phenyl (name IUPAC / Chemical Abstracts) (1109) + TX, 2- (2-butoxyethoxy) ethyl thiocyanate (name lUPAC / Chemical Abstracts) (935) + TX, 2- (4-methylcarbamate) + TX, 5-dimethyl-1 + TX, 3-dioxolan-2-yl) phenyl (name IUPAC / Chemical Abstracts) (1084) + TX, 2- (4-chloro-3 + TX, 5-40 xyloxy) ethanol (Name IUPAC) (98 6) + TX, 2-chlorovinyl diethyl phosphate (name IUPAC) (984) + TX, 2-imidazolidone (name IUPAC) (1225) + TX, 2-isovalerilindan-1

+ TX, 3-dione (name IUPAC) (1246) + TX, 2- methyl methylcarbamate (prop-2-inyl) aminophenyl (name IUPAC) (1284) + TX, 2-thiocyanatoethyl laurate (name IUPAC) (1433 ) + TX, 3-bromo-1-chloroprop-1-eno (name IUPAC) (917) + TX, 3-methyl-1-phenylpyrazol-5-yl dimethylcarbamate (name IUPAC) (1283) + TX, 4- methyl (prop-2-inyl) amino-3 + TX, 5-xylyl methylcarbamate (name IUPAC) (1285) + 5 TX, 5 + TX, 5-dimethyl-3-oxocyclohex-1-enyl dimethylcarbamate (name IUPAC ) (1085) + TX, abamectin (1) + TX, acetate (2) + TX, acetamiprid (4) + TX, acetion (alternative name) [CCN] + TX, acetoprol [CCN] + TX, acrinatrine (9) + TX, acrylonitrile (name IUPAC) (861) + TX, alanicarb (15) + TX, aldicarb (16) + TX, aldoxicarb (863) + TX, aldrin (864) + TX, aletrin (17) + TX, alosamidine (alternative name 10) [CCN] + TX, alixicarb (866) + TX, alpha-cypermethrin (202) + TX, alpha-ecdysone (alternative name) [CCN] + TX, aluminum phosphide (640) + TX, amidition (870) + TX, amidothioate (872) + TX, aminocarb (873) + TX, amiton (875) + TX, amiton hydrogenoxalate (875) + TX, amitraz (24) + TX, anabasin (877) + TX, attention (883) + TX, AVI 382 ( compound code) + TX, AZ 60541 (compound code 15) + TX, azadirachtin (alternative name) (41) + TX, azamethyl (42) + TX, azinphos-ethyl (44) + TX, azinphos-methyl (45 ) + TX, azotoate (889) + TX, Bacillus thυringiensis delta endotoxins (alternative name) (52) + TX, barium hexafluorosilicate (alternative name) [CCN] + TX, barium polysulfide (name lUPAC / Chemical Abstracts) ( 892) + TX, [CCN] + TX, Bayer 22/190 (development code) (893) 20 + TX, Bayer 22408 (development code) (894) + TX, bendiocarb (58) + TX, benfuracarb ( 60) + TX, bensultap (66) + TX, beta-ciflutrin (194) + TX, beta-cypermethrin (203) + TX, biphentrine (76) + TX, bioaletrin (78) + TX, S-cyclopentenyl isomer of bioaletrine (alternative name) (79) + TX, bioetanometrine [CCN] + TX, biopermethrin (908) + TX, bior Smethrin (80) + TX, bis (2-25 chloroethyl) ether (Name IUPAC) (909) + TX, bistrifluron (83) + TX, borax (86) + TX, brofenvalerate (alternative name) + TX, bromfenvinfos ( 91) + TX, bromo-motorcycle (918) + TX, bromine-DDT (alternative name) [CCN] + TX, bromophos (920) + TX, bromophos-ethyl (921) + TX, bufencarb (924) + TX, buprofezin ( 99) + TX, butacarb (926) + TX, butathiophos (927) + TX, butocarboxim (103) + TX, butonate (932) + TX, 30 butoxycarboxim (104) + TX, butylpyridaben (alternative name) + TX, cadusafos (109) + TX, calcium arsenate [CCN] + TX, calcium cyanide (444) + TX,

calcium polysulfide (name IUPAC) (111) + TX, camfechlor (941) + TX, carbanolate (943) + TX, carbaryl (115) + TX, carbofuran (118) + TX, carbon disulfide (name lUPAC / Chemical Abstracts ) (945) + TX, carbon tetrachloride (name 35 IUPAC) (946) + TX, carbophenotion (947) + TX, carbosulfan (119) + TX, cartap (123) + TX, cartap hydrochloride (123) + TX , cevadine (alternative name) (725) + TX, chlorbiciclen (960) + TX, chlordane (128) + TX, chlordecone (963) + TX, chlordimeform (964) + TX, chlordimeform hydrochloride (964) + TX, chlorethoxyphos (129) + TX, chlorfenapir (130) + TX, chlorfenvinfos (131) + TX, chlorfluazuron (132) + TX, chloroforms 40 (136) + TX, chloroform [CCN] + TX, chloropicrin (141) + TX, chlorfoxim (989) + TX, chlorprazophos (990) + TX, chlorpyrifos (145) + TX, chlorpyrifos-methyl (146) + TX, chlorthiophos (994) + TX, chromafenozide (150) + TX, kinein I (696) + TX , cinerina Il (696) + TX,

cinerines (696) + TX, cis-resmethrin (alternative name) + TX, cismethrin (80) + TX, chlocitrin (alternative name) + TX, chloetocarb (999) + TX, closantel (alternative name) [CCN] + TX, Clothianidine (165) + TX, copper acetoarseniate [CCN] + TX, copper arsenate [CCN] + TX, copper oleate [CCN] + TX, coumafos (174) + TX, coumitoate (1006) + TX, crotamiton ( alternative name) [CCN] + TX, cryotoxifos 5 (1010) + TX, crufomato (1011) + TX, cryolite (alternative name) (177) + TX, CS 708 (development code) (1012) + TX, cyanophephos ( 1019) + TX, cyanophos (184) + TX, cyananto (1020) + TX, cicletrine [CCN] + TX, cycloprotrin (188) + TX, ciflutrin (193) + TX, cyhalotrin (196) + TX, cypermethrin (201 ) + TX, kyphenotrine (206) + TX, ciromazine (209) + TX, citioate (alternative name) [CCN] + TX, d-limonene 10 (alternative name) [CCN] + TX, d-tetramethrin (alternative name) (788) + TX, DAEP (1031) + TX, dazomet (216) + TX, DDT (219) + TX, decarbofuran (1034) + TX, deltamet rina (223) + TX, demefión (1037) + TX, demefión-0 (1037) + TX, demefión-S (1037) + TX, demeton (1038) + TX, demeton-methyl (224) + TX, demeton- O (1038) + TX, demeton-O-methyl (224) + TX, demeton-S (1038) + TX, demeton-S-methyl (224) + 15 TX, demeton-S-methyl sulfon (1039) + TX, diafentiuron (226) + TX, dialifos (1042) + TX, diamidaphs (1044) + TX, diazinon (227) + TX, dicapton (1050) + TX, diclofention (1051) + TX, dichlorvos (236) + TX, diclifos (alternative name) + TX, dicresil (alternative name) [CCN] + TX, dicrotophos (243) + TX, diciclanil (244) + TX, dieldrin (1070) + TX, 5-methylpyrazole-3-yl diethyl phosphate ( IUPAC name) (1076) 20 + TX, diflubenzuron (250) + TX, dilor (alternative name) [CCN] + TX, dimeflutrin [CCN] + TX, dimefox (1081) + TX, dimetan (1085) + TX, dimethoate (262) + TX, dimethrin (1083) + TX, dimethylvinphos (265) + TX, dimethyl (1086) + TX, dinex (1089) + TX, dinex-diclexin (1089) + TX, dinoprop (1093) + TX, Dinosam (1094) + TX, Dinoseb (1095) + TX, dinotefuran (271) + TX, diophenollan (1099) + TX, dioxabenzophos 25 (1100) + TX, dioxacarb (1101) + TX, dioxation (1102) + TX, disulfoton (278) + TX, dithicrofos (1108) + TX, DNOC (282) + TX, doramectin (alternative name) [CCN] + TX, DSP (1115) + TX, ecdisterone (alternative name) [CCN] + TX, El 1642 (development code) ( 1118) + TX, emamectin (291) + TX, emamectin benzoate (291) + TX, EMPC (1120) + TX, empentrine (292) + TX, endosulfan (294) + TX, endotion 30 (1121) + TX, endrin (1122) + TX, EPBP (1123) + TX, EPN (297) + TX, epophenonane (1124) + TX, eprinomectin (alternative name) [CCN] + TX, sphevalerate (302) + TX, etaphos (alternative name ) [CCN] + TX, etiofencarb (308) + TX, ethion (309) + TX, ethiprole (310) + TX, ethoate-methyl (1134) + TX, etoprofos (312) + TX, ethyl formate (name IUPAC ) [CCN] + TX, ethyl-DDD (alternative name) (1056) + TX, ethylene dibromide (316) + TX, ethylene dichloride (chemical name) (1136) + TX, e oxide tylene [CCN] + TX, etofenprox (319) + TX, etrimfos (1142) + TX, EXD (1143) + TX, famfur (323) + TX, fenamiphos (326) + TX, fenazaflor (1147) + TX, fenclorfos (1148) + TX, fenetacarb (1149) + TX, fenflutrin (1150) + TX, fenitrotion (335) + TX, phenobucarb (336) + TX, phenoxacrim (1153) + TX, phenoxycarb (340) + TX, fenpiritrin 40 (1155) + TX, fenpropatrin (342) + TX, fenpirad (alternative name) + TX, phensulfothion (1158) + TX, phention (346) + TX, ethyl phention [CCN] + TX, fenvalerate (349) + TX , fipronil (354) + TX, flonicamid (358) + TX, flubendiamide (CAS No .: 272451 -65-7) + TX, flucofuron (1168) + TX, flucycloxuron (366) + TX, flucitrinate

(367) + TX, fluenetil (1169) + TX, flufenerim [CCN] + TX, flufenoxuron (370) + TX, flufenprox (1171) + TX, flumethrin (372) + TX, fluvalinate (1184) + TX, FMC 1137 (development code) (1185) + TX, phonophos (1191) + TX, formate (405) + TX, formate hydrochloride (405) + TX, formotion (1192) + TX, formparanate (1193) + TX, phosmethylane ( 1194) + TX, phospirate (1195) + TX, fostiazato (408) + TX, fostiet an 5 (1196) + TX, furatiocarb (412) + TX, furethrin (1200) + TX, gamma-cyhalothrin (197) + TX , gamma-HCH (430) + TX, guazatine (422) + TX, guazathine acetates (422) + TX, GY-81 (development code) (423) + TX, halfenprox (424) + TX, halofenozide (425 ) + TX, HCH (430) + TX, HEOD (1070) + TX, heptachlor (1211) + TX, heptenophos (432) + TX, heterophos [CCN] + TX, hexaflumuron (439) + TX, HHDN (864) + TX, hydramethylnone 10 (443) + TX, hydrogen cyanide (444) + TX, hydroprene (445) + TX, hiquincarb (1223) + TX, imidacloprid (458) + TX, imiprotrin (460) + TX, indoxacarb ( 465) + TX, iodomethane (name IUPAC) (542) + TX, IPSP (1229) + TX, isazophos (1231) + TX, isobenzan (1232) + TX, isocarbophos (alternative name) (473) + TX, isodrin ( 1235) + TX, isophephos (1236) + TX, isolane (1237) + TX, isoprocarb (472) + TX, O-15 (methoxyaminothiophosphoryl) isopropyl salicylate (name IUPAC) (473) + TX, isoprotiolane (474) + TX, isothioate (1244) + TX, isoxathion (480) + TX, ivermectin (alternative name) [CCN] + TX, Jasmine I (696) + TX, Jasmine Il (696) + TX, Jodfenfos (1248) + TX, juvenile hormone I (alternative name) [CCN] + TX, juvenile hormone Il (alternative name) [CCN] + TX, juvenile hormone III (alternative name) 20 [CCN] + TX, kelevan (1249) + TX, kinoprene (484 ) + TX, lambda-cihalotrine (198) + TX, lead arsenate [CCN] + TX, lepimectin (CCN) + TX, leptophos (1250) + TX, lindane (430) + TX, lyrimfos (1251) + TX, lufenuron (490) + TX, lithidation (1253) + TX, m-cumenyl methylcarbamate (name IUPAC) (1014) + TX, magnesium phosphide (name and IUPAC) (640) + TX, malathion (492) + TX, malonoben (1254) + TX, mazidox 25 (1255) + TX, mecarbam (502) + TX, mecarfón (1258) + TX, menazón (1260) + TX, mephospholane (1261) + TX, mercuric chloride (513) + TX, mesulfenphos (1263) + TX, metaflumizone (CCN) + TX, metam (519) + TX, metam-potassium (alternative name) (519) + TX , metam-sodium (519) + TX, methacrypha (1266) + TX, methamidophos (527) + TX, methanesulfonyl fluoride (name lUPAC / Chemical Abstracts) (1268) + TX, 30 methidathion (529) + TX, methiocarb ( 530) + TX, methocrotophos (1273) + TX, metomyl (531) + TX, methoprene (532) + TX, methoquin-butyl (1276) + TX, methotrin (alternative name) (533) + TX, methoxychlor (534) + TX, methoxyphenozide (535) + TX, methyl bromide (537) + TX, methyl isothiocyanate (543) + TX, methyl chloroform (alternative name) [CCN] + TX, methylene chloride [CCN] + TX, metoflutrin [ CCN] + TX, 35 metolcarb (550) + TX, methoxadiazone (1288) + TX, mevinphos (556) + TX, mexacarbonate (1290) + TX, milbemectin (5 57) + TX, milbemicin oxime (alternative name) [CCN] + TX, mipafox (1293) + TX, mirex (1294) + TX, monocrotophos (561) + TX, morphothion (1300) + TX, moxidectin (alternative name) [CCN] + TX, naphthalophos (alternative name) [CCN] + TX, naled (567) + TX, naphthalene (name 40 lUPAC / Chemical Abstracts) (1303) + TX, NC-170 (development code) (1306) + TX, NC-184 (compound code) + TX, nicotine (578) + TX, nicotine sulfate (578) + TX, nifluridide (1309) + TX, nitenpyram (579) + TX, nitiazine (1311) + TX , nitrilacarb (1313) + TX, 1: 1 complex of nitrilacarb and zinc chloride (1313) + TX, NNI-0101

(compound code) + TX, NNI-0250 (compound code) + TX, nornicotine (traditional name) (1319) + TX, novaluron (585) + TX, noviflumuron (586) + TX, O-ethyl ethylphosphonothioate O -5-dichloro-4-iodophenyl (name IUPAC) (1057) + TX, O-4-methyl-2-oxo-2H-chromen-7-yl O-diethyl phosphorothioate (name IUPAC) (1074) + TX, O-6-methyl-2-propylpyrimidin-4-yl O-diethyl phosphorothioate (name 5 IUPAC) (1075) + TX, O, O, O 'dithiopyrophosphate (name IUPAC) (1424) + TX, oleic acid (name IUPAC) (593) + TX, ometoate (594) + TX, oxamyl (602) + TX, oxidemethylmethyl (609) + TX, oxideprofos (1324) + TX, oxydisulfoton ( 1325) + TX, pp'-DDT (219) + TX, para-dichlorobenzene [CCN] + TX, parathion (615) + TX, parathion-methyl (616) + TX, penfluron (alternative name) [CCN] + TX , 10 pentachlorophenol (623) + TX, pentachlorophenyl laurate (name IUPAC) (623) + TX, permethrin (626) + TX, petroleum oils (alternative name) (628) + TX, PH 60-38 (code or developmental) (1328) + TX, fenkapton (1330) + TX, phenotrin (630) + TX, phentoate (631) + TX, forate (636) + TX, fosalone (637) + TX, phospholane (1338) + TX, fosmet (638) + TX, fosniclor (1339) + TX, phosphamidon (639) + TX, phosphine (name 15 IUPAC) (640) + TX, foxim (642) + TX, foxim-methyl (1340) + TX , pyrimetaphos (1344) + TX, pyrimicarb (651) + TX, pyrimiphos-ethyl (1345) + TX, pyrimiphos-methyl (652) + TX, polychlorodichlorpentadiene isomers (name IUPAC) (1346) + TX, polychloroterpenes (traditional name ) (1347) + TX, potassium arsenate [CCN] + TX, potassium thiocyanate [CCN] + TX, praletrin (655) + TX, precocene I (alternative name 20) [CCN] + TX, precocene Il (alternative name ) [CCN] + TX, precocene III (alternative name) [CCN] + TX, primidophos (1349) + TX, profenophos (662) + TX, proflutrin [CCN] + TX, promacil (1354) + TX, promecarb (1355 ) + TX, propafos (1356) + TX, propetamfos (673) + TX, propoxur (678) + TX, protidation (1360) + TX, protiofos (686) + TX, protoa to (1362) + TX, protrifenbuto [CCN] + TX, pimetrozin 25 (688) + TX, pyraclofos (689) + TX, pyrazophos (693) + TX, pyresmethrin (1367) + TX, pyrethrin I (696) + TX , pyrethrin Il (696) + TX, pyrethrins (696) + TX, pyridaben (699) + TX, pyridalyl (700) + TX, pyridafention (701) + TX, pyrimidiphene (706) + TX, pyrimitate (1370) + TX , pyriproxyphene (708) + TX, quassia (alternative name) [CCN] + TX, quinalfos (711) + TX, quinalfos-methyl (1376) + TX, quinotion (1380) + TX, quintiophos 30 (1381) + TX, R-1492 (development code) (1382) + TX, rafoxanide (alternative name) [CCN] + TX, resmethrin (719) + TX, rotenone (722) + TX, RU 15525 (development code) (723) + TX, RU 25475 (development code) (1386) + TX, riania (alternative name) (1387) + TX, ryanodine (traditional name) (1387) + TX, sabadila (alternative name) (725) + TX, scradan ( 1389) + TX, sebufos (alternative name 35) + TX, selamectin (alternative name) [CCN] + TX, Sl- 0009 (compound code) + TX, SI -0205 (compound code) + TX, SI-0404 (compound code) + TX, SI-0405 (compound code) + TX, silafluophen (728) + TX, SN 72129 (development code) (1397) + TX, sodium arsenate [CCN] + TX, sodium cyanide (444) + TX, sodium fluoride (name lUPAC / Chemical Abstracts) (1399) + TX, 40 sodium hexafluorosilicate (1400) + TX, sodium pentachlorophenoxide ( 623) + TX, sodium selenate (IUPAC name) (1401) + TX, sodium thiocyanate [CCN] + TX, sofamide (1402) + TX, spinosad (737) + TX, spiromesifene (739) + TX, spirotetramat ( CCN) + TX, sulcofuron (746) + TX, sulcofuron-sodium (746) + TX,

sulfluramid (750) + TX, sulfotep (753) + TX, sulfuryl fluoride (756) + TX, sulprofos (1408) + TX, tar oils (alternative name) (758) + TX, tau-fluvalinate (398) + TX, tazimcarb (1412) + TX, TDE (1414) + TX, tebufenozide (762) + TX, tebufenpirad (763) + TX, tebupirimfos (764) + TX, teflubenzuron (768) + TX, teflutrin (769) + TX , temefos (770) + TX, TEPP (1417) + TX, teraletrine (1418) + TX, 5 terbam (alternative name) + TX, terbufos (773) + TX, tetrachloroethane [CCN] + TX, tetrachlorvinfos (777) + TX, tetramethrin (787) + TX, theta-cypermethrin (204) + TX, thiacloprid (791) + TX, thiafenox (alternative name) + TX, thiamethoxam (792) + TX, ticrofos (1428) + TX, thiocarboxime (1431 ) + TX, thiocyclam (798) + TX, thiocyclic hydrogenoxalate (798) + TX, thiodicarb (799) + TX, thiophanox (800) + TX, thiometon 10 (801) + TX, thionazine (1434) + TX, thiosultap ( 803) + TX, thiosultap-sodium (803) + TX, thuringiensin (alternative name) [CCN] + TX, tolfenpirad (809) + TX, tralometrine (812) + TX, transflutrin (813) + TX, transpermethrin (1440) + TX, triamiphos (1441) + TX, triazamate (818) + TX, triazophos (820) + TX, triazuron (alternative name) + TX, trichlorfon (824) + TX, trichlormetaphos-3 (alternative name) [CCN] + TX, trichloronat 15 (1452) + TX, triphenophos (1455) + TX, triflumuron (835) + TX, trimetacarb (840) + TX, triprene ( 1459) + TX, vamidotion (847) + TX, vanyliprol [CCN] + TX, veratridine (alternative name) (725) + TX, veratrin (alternative name) (725) + TX, XMC (853) + TX, xililcarb ( 854) + TX, YI-5302 (compound code) + TX, zeta-cypermethrin (205) + TX, zetamethrin (alternative name) + TX, zinc phosphide 20 (640) + TX, zolaprofos (1469) and ZXI 8901 (development code) (858) + TX,

a molluscicide selected from the group of substances consisting of bis (tributyltin) oxide (name IUPAC) (913) + TX, bromoacetamide [CCN] + TX, calcium arsenate [CCN] + TX, chloetocarb (999) + TX, acetoarsenite copper [CCN] + TX, copper sulfate (172) + TX, phentine (347) + TX, ferric phosphate (name IUPAC) 25 (352) + TX, metaldehyde (518) + TX, methiocarb (530) + TX, niclosamide (576) + TX, niclosamide-olamine (576) + TX, pentachlorophenol (623) + TX, sodium pentachlorophenoxide (623) + TX, tazimcarb (1412) + TX, thiodicarb (799) + TX, tributyltin oxide ( 913) + TX, triphemorph (1454) + TX, trimetacarb (840) + TX, triphenyltin acetate (name IUPAC) (347) and triphenyltin hydroxide (name IUPAC) (347) + TX, 30

a nematicide selected from the group of substances consisting of AKD-3088 (compound code) + TX, 1 + TX, 2-dibromo-3-chloropropane (name lUPAC / Chemical Abstracts) (1045) + TX, 1 + TX, 2- dichloropropane (name IUPAC / Chemical Abstracts) (1062) + TX, 1 + TX, 2-dichloropropane with 1 + TX, 3-dichloropropene (name IUPAC) (1063) + TX, 1 + TX, 3-dichloropropene (233) + TX, 3 35 + TX, 4-dichlorotetrahydrothiophene 1 + TX, 1-dioxide (name lUPAC / Chemical Abstracts) (1065) + TX, 3- (4-chlorophenyl) -5- methylrodanine (name IUPAC) (980) + TX , 5-methyl-6-thioxo-1 + TX, 3 + TX, 5- thiadiazinan-3-ylacetic acid (name IUPAC) (1286) + TX, 6-isopentenylaminopurine (alternative name) (210) + TX, abamectin ( 1) + TX, acetoprol [CCN] + TX, alanicarb (15) + TX, aldicarb (16) + TX, aldoxicarb 40 (863) + TX, AZ 60541 (compound code) + TX, benclothiaz [CCN] + TX , benomyl (62) + TX, butylpyridabeno (alternative name) + TX, cadusafos (109) + TX,

carbofuran (118) + TX, carbon disulfide (945) + TX, carbosulfan (119) + TX, chloropicrin (141) + TX, chlorpyrifos (145) + TX, chloetocarb (999) + TX, cytokinins (alternative name) ( 210) + TX, dazomet (216) + TX, DBCP (1045) + TX, DCIP (218) + TX, diamidaphs (1044) + TX, diclofentión (1051) + TX, diclifos (alternative name) + TX, dimethoate ( 262) + TX, doramectin (alternative name) [CCN] + TX, 5 emamectin (291) + TX, emamectin benzoate (291) + TX, eprinomectin (alternative name) [CCN] + TX, etoprofos (312) + TX , ethylene dibromide (316) + TX, fenamiphos (326) + TX, fenpirad (alternative name) + TX, fensulfotion (1158) + TX, fostiazato (408) + TX, fostiethane (1196) + TX, furfural (alternative name ) [CCN] + TX, GY-81 (development code) (423) + TX, heterophos [CCN] + TX, iodomethane 10 (name IUPAC) (542) + TX, isamidophos (1230) + TX, isazophos (1231 ) + TX, ivermectin (alternative name) [CCN] + TX, kinetin (alternative name) (210) + TX, mecarphone (1 258) + TX, metam (519) + TX, metam-potassium (alternative name) (519) + TX, metam-sodium (519) + TX, methyl bromide (537) + TX, methyl isothiocyanate (543) + TX, milbemycin oxime (alternative name) [CCN] + TX, moxidectin 15 (alternative name) [CCN] + TX, composition of Myrothecium verrucaria (alternative name) (565) + TX, NC-184 (compound code) + TX , oxamil (602) + TX, forate (636) + TX, phosphamidon (639) + TX, fosfocarb [CCN] + TX, sebufos (alternative name) + TX, selamectin (alternative name) [CCN] + TX, spinosad ( 737) + TX, terbam (alternative name) + TX, terbufos (773) + TX, tetrachlorothiophene (name 20 IUPAC / Chemical Abstracts) (1422) + TX, thiafenox (alternative name) + TX, thionazine (1434) + TX, triazophos (820) + TX, triazuron (alternative name) + TX, xyleneols [CCN] + TX, YI-5302 (compound code) and zeatin (alternative name) (210) + TX,

a nitrification inhibitor selected from the group of substances consisting of potassium ethylxantate [CCN] and nitrapirin (580) + TX,

a plant activator selected from the group of substances consisting of acibenzolar (6) + TX, acibenzolar-S-methyl (6) + TX, probenazole (658) and Reynoutria sachalinensis extract (alternative name) (720) + TX,

a rodenticide selected from the group of substances consisting of 2-30 isovalerilindan-1 + TX, 3-dione (name IUPAC) (1246) + TX, 4- (quinoxalin-2-ylamino) benzenesulfonamide (name IUPAC) (748) + TX , alpha-chlorohydrin [CCN] + TX, aluminum phosphide (640) + TX, antu (880) + TX, arsenious oxide (882) + TX, barium carbonate (891) + TX, bistiosemi (912) + TX, brodifacoum (89) + TX, bromadiolone (91) + TX, brometalin (92) + TX, calcium cyanide (444) + TX, 35 chloralose (127) + TX, chlorophacinone (140) + TX, cholecalciferol (alternative name) (850) + TX, coumaclor (1004) + TX, coumafuryl (1005) + TX, coumatetralil (175) + TX, crimidine (1009) + TX, diphenacoum (246) + TX, diphtherone (249) + TX, defacinone ( 273) + TX, ergocalciferol (301) + TX, flocoumaphene (357) + TX, fluoroacetamide (379) + TX, flupropadine (1183) + TX, flupropadine hydrochloride (1183) + TX, 40 gamma-HCH (430) + TX, HCH (430) + TX, hydrogen cyanide (444) + TX, iodomethane (name IUPAC) (542) + TX, lindan or (430) + TX, magnesium phosphide

(name IUPAC) (640) + TX, methyl bromide (537) + TX, norbormide (1318) + TX, fosacetim (1336) + TX, phosphine (name IUPAC) (640) + TX, phosphorus [CCN] + TX , pindone (1341) + TX, potassium arsenite [CCN] + TX, pyrinuron (1371) + TX, scilyroside (1390) + TX, sodium arsenite [CCN] + TX, sodium cyanide (444) + TX, fluoroacetate sodium (735) + TX, strichnin (745) + TX, thallium sulfate [CCN] + TX, 5 warfarin (851) and zinc fophide (640) + TX,

a synergist selected from the group of substances consisting of 2- (2-butoxyiethoxy) ethyl piperonylate (name IUPAC) (934) + TX, 5- (1 + TX, 3-benzodioxol-5-yl) -3-hexylcyclohex-2 -enone (name IUPAC) (903) + TX, famesol with nerolidol (alternative name 10) (324) + TX, MB-599 (development code) (498) + TX, MGK 264 (development code) (296) + TX, piperonyl butoxide (649) + TX, piprotal (1343) + TX, propyl isomer (1358) + TX, S421 (development code) (724) + TX, sesamex (1393) + TX, sesasmoline (1394 ) and sulfoxide (1406) + TX,

an animal repellent selected from the group of substances consisting of anthraquinone (32) + TX, chloralose (127) + TX, copper naphthenate [CCN] + TX, copper oxychloride (171) + TX, diazinone (227) + TX , dicyclopentadiene (chemical name) (1069) + TX, guazatine (422) + TX, guazathine acetates (422) + TX, methiocarb (530) + TX, pyridine-4-amine (IUPAC name) (23) + TX, tiram (804) + TX, trimetacarb (840) + TX, zinc naphthenate [CCN] and ziram (856) + TX, 20

a virucidal selected from the group of substances consisting of imanine (alternative name) [CCN] and ribavirin (alternative name) [CCN] + TX,

and a wound protector selected from the group of substances consisting of mercuric oxide (512) + TX, octylinone (590) and thiophanate-methyl (802) + TX, the compound of formula A-1 25

the formula A-2

the formula A-3

the formula A-4

 5

the formula A-5

the formula A-6

the formula A-7

the formula A-8 5

the formula A-9

the formula A-10

the formula A-11

the formula A-12 5

the formula A-13

the formula A-14

the formula A-15

the formula A-16 5

the formula A-17

the formula A-18

the formula A-19

the formula A-20 5

the formula A-21

the formula A-22

the formula A-23

the formula A-24 5

the formula A-25

the formula A-26

and Azaconazole (60207-31 -0] + TX, Bitertanol [70585-36-3] + TX, Bromuconazole [116255-48-2] + TX, Ciproconazole [94361 -06-5] + TX, Diphenoconazole [119446-68 -3] + TX, Diniconazole [83657-24-3] + TX, Epoxiconazol [106325-08-0] + TX, Fenbuconazole 5 [114369-43-6] + TX, Fluquinconazole [136426-54-5] + TX , Flusilazol [85509-19-9] + TX, Flutriafol [76674-21 -0] + TX, Hexaconazol [79983-71 -4] + TX, Imazalil [35554-44-0] + TX, Imibenconazole [86598-92 -7] + TX, Ipconazole [125225- 28-7] + TX, Metconazole [125116-23-6] + TX, Miclobutanyl [88671-89-0] + TX, Pefurazoate [101903-30-4] + TX, Penconazole [66246-88-6] + TX, Protioconazole [178928-70-6] + TX, Pirifenox 10 [88283-41 -4] + TX, Prochloraz [67747-09-5] + TX, Propiconazole [60207-90 -1] + TX, Simeconazole [149508-90-7] + TX, Tebuconazol [107534-96-3] + TX, Tetraconazole [112281-77-3] + TX, Triadimefón [43121 -43-3] + TX, Triadimenol [55219-65-3] + TX, Triflumizol [99387-89-0] + TX, Triticonazole [131983-72-7] + TX, Ancimidol [12771-68-5] + TX, Fenarim ol [60168-88-9] + TX, Nuarimol [63284-71 -9] + TX, Bupirimato 15 [41483-43-6] + TX, Dimetirimol [5221-53-4] + TX, Etirimol [23947-60 -6] + TX, Dodemorf [1593-77-7] + TX, Fenpropidine [67306-00-7] + TX, Fenpropimorf [67564-91-4] + TX, Spiroxamine [118134-30-8] + TX, Tridemorf [81412-43-3] + TX, Ciprodinyl [121552-61 -2] + TX, Mepanipirim [110235-47-7] + TX, Pyrimethanyl [53112-28-0] + TX, Phepiclonyl [74738-17- 3] + TX, Fludioxonyl [131341-86-1] + TX, 20 Benalaxyl [71626-11 -4] + TX, Furalaxyl [57646-30-7] + TX, Metalaxyl [57837-19-1] + TX, R-Metalaxyl [70630-17-0] + TX, Ofurace [58810- 48-3] + TX, Oxadixilo [77732-09-3] + TX, Benomilo [17804-35-2] + TX, Carbendazim [10605- 21 -7] + TX, Debacarb [62732-91 -6] + TX, Fuberidazol [3878-19- 1] + TX, Thiabendazole [148-79-8] + TX, Chlozolinate [84332-86-5] + TX , Diclozoline [24201-58-9] + TX, lprodione [36734-19-25 7] + TX, Miclozoline [54864-61-8] + TX, Procimidone [32809-16-8] + TX, Vinclozoline [50471- 44-8] + TX, Boscalid [188425 -85-6] + TX, Carboxine [5234-68-4] + TX, Fenfuram [24691-80-3] + TX, Flutolanyl [66332-96-5] + TX, Mepronyl [55814-41-0] + TX, Oxycarboxine [5259-88-1] + TX, Pentiopirad [183675-82-3] + TX, Tifluzamide [130000-40-7] + TX, Guazatina [108173-90-6] + TX, Dodina [2439- 10-3] [112-65-2] 30 (free base) + TX, lminoctadine [13516-27-3] + TX, Azoxystrobin [131860-33-8] + TX, Dimoxystrobin [149961-52-4] + TX, Enestroburin {Proc. BCPC + TX, Int. Congr. + TX, Glasgow + TX, 2003 + TX, 1 + TX, 93} + TX, Fluoxastrobin [361377-29-9] + TX, Kresoxim-methyl [143390-89-0] + TX, Metominostrobin [133408-50- 1] + TX, Trifloxystrobin [141517-21-7] + TX, Orisastrobin [248593-16-0] + TX, Picoxystrobin 35

[117428-22-5] + TX, Pyraclostrobin [175013-18-0] + TX, Ferbam [14484-64-1] + TX, Mancozeb [8018-01 -7] + TX, Maneb [12427-38-2 ] + TX, Metiram [9006-42-2] + TX, Propineb [12071 -83-9] + TX, Tiram [137-26-8] + TX, Zineb [12122-67-7] + TX, Ziram [ 137-30-4] + TX, Captafol [2425-06-1] + TX, Captan [133-06-2] + TX, Diclofluanid [1085-98-9] + TX, Fluoroimide [41205-21 -4] + TX, Folpet [133-07-3] + TX, 5 ToIiIfluanid [731-27-1] + TX, Bordeaux Mix [8011-63-0] + TX, copper hydroxide [20427-59-2] + TX, copper oxychloride [1332-40-7] + TX, copper sulfate [7758-98-7] + TX, copper oxide [1317-39-1] + TX, Mancobre [53988-93-5] + TX, Oxina-copper [10380-28-6] + TX, Dinocap [131 -72-6] + TX, Nitrotal-isopropyl [10552-74-6] + TX, Edifenfos [17109-49-8] + TX, lprobenfos [26087-47-8] + TX, lsoprotiolane 10 [50512-35-1] + TX, Phosdifen [36519-00-3] + TX, Pyrazophos [13457-18-6] + TX, Tolclofos-methyl [57018 -04-9] + TX, Acibenzolar-S-methyl [135158-54-2] + TX, Anilazine [101 -05-3] + TX , Bentiavalicarb [413615-35-7] + TX, Blasticidine-S [2079-00-7] + TX, Quinomethionate [2439-01 -2] + TX, Chloroneb [2675-77-6] + TX, Chlorothalonyl [1897 -45-6] + TX, Ciflufenamide [180409-60-3] + TX, Cimoxanil [57966-95-7] + TX, Diclone 15 [1 17-80-6] + TX, Diclocimet [139920-32-4 ] + TX, Diclomezine [62865-36-5] + TX, Dichloran [99-30-9] + TX, Dietofencarb [87130-20-9] + TX, Dimetomorf [110488-70-5] + TX, SYP- LI90 (Flumorf) [211867-47-9] + TX, Ditianone [3347-22-6] + TX, Etaboxam [162650-77-3] + TX, Etridiazol [2593- 15-9] + TX, Famoxadona [131807 -57-3] + TX, Fenamidone [161326-34-7] + TX, Phenoxanil [115852-48-7] + TX, Phentine 20 [668-34-8] + TX, Ferimzona [89269-64-7] + TX, Fluazinam [79622-59-6] + TX, Fluopicolide [239110-15-7] + TX, Flusulfamide [106917- 52-6] + TX, Fenhexamide [126833-17-8] + TX, Phosetil-aluminum [39148-24-8] + TX, Himexazol [10004-44-1] + TX, Iprovalicarb [140923-17-7] + TX, IKF-916 (Ciazofamide) [120116-88-3] + TX, Kasugamycin [ 6980-18-3] + TX, Metasulfocarb [6695 2-49-6] + TX, Metrafenone 25 [220899-03-6] + TX, Pencicuron [66063-05-6] + TX, Phthalide [27355-22-2] + TX, Polyoxins [11113-80-7 ] + TX, Probenazol [27605-76-1] + TX, Propamocarb [25606-41-1] + TX, Proquinazid [189278-12-4] + TX, Piroquilon [57369- 32-1] + TX, Quinoxifene [ 124495-18-7] + TX, Quintozeno [82-68-8] + TX, Schwefel [7704-34-9] + TX, Thiadinyl [223580-51 -6] + TX, Triazoxide [72459-58-6] + TX, Triciclazole [41814-30 78-2] + TX, Triforin [26644-46-2] + TX, Validamycin [37248-47-8] + TX, Zoxamide (RH7281) [156052-68-5] + TX , Mandipropamide [374726-62-2] + TX, the compound of formula F-1

where Ra5 is trifluoromethyl or difluoromethyl (WO2004 / 058723) + TX; the compound of formula F-2

where Ra6 is trifluoromethyl or difluoromethyl (WO2004 / 058723) + TX; the racemic compound of formula F-3 (sin) 5

where Ra7 is trifluoromethyl or difluoromethyl (WO2004 / 035589) + TX, the racemic mixture of formula F-4 (anti)

wherein Ra7 is trifluromethyl or difluoromethyl (WO2004 / 035589) + TX, the compound of formula F-5

which is an epimeric mixture of racemic compounds of the formulas F-3 (sin) and F-4 (anti), where the proportion of racemic compounds of formula F-3 (sin) with respect to that of racemic compounds of formula F- 4 (anti) is 1000: 1 to 1: 1000, and where Ra7 is trifluoromethyl or difluoromethyl (WO2004 / 035589) + TX, the compound of formula F-6

wherein Ra8 is trifluoromethyl or difluoromethyl (WO2004 / 035589) + TX, the racemic compound 10 of formula F-7 (trans)

wherein Ra9 is trifluoromethyl or difluoromethyl (WO03 / 074491) + TX, the racemic compound of formula F-8 (cis)

wherein Ra9 is trifluoromethyl or difluoromethyl (WO03 / 074491) + TX, the compound of formula F-9

which is a mixture of the racemic compounds of formulas F-7 (trans) and F-8 (cis), where the proportion of the racemic compound of formula F-7 (trans) with respect to the racemic compound of formula F-8 (cis ) is from 2: 1 to 100: 1, and where Ra9 is trifluoromethyl or difluoromethyl (WO03 / 074491) + TX, 10

the compound of formula F-10

wherein R10 is trifluoromethyl or difluoromethyl (EO2004 / 058723) + TX, the racemic compound of formula F-11 (trans)

wherein R11 is trifluoromethyl or difluoromethyl (WO03 / 074491) + TX, the compound of formula F-12 (cis)

wherein R11 is trifluoromethyl or difluoromethyl (WO03 / 074491) + TX, the compound of formula F-13

which is a racemic mixture of the formulas F-11 (trans) and F-12 (cis), and where R11 is trifluoromethyl or difluoromethyl (WO 03/074491) + TX, and the compound of formula F-14

(WO2004 / 058723) + TX, and the compound of formula F-15 5

 The mixture of active ingredients of the compounds of formula I selected from tables A and B with active ingredients described above comprises a compound selected from tables A and B, and an active ingredient such as those described above preferably in a mixing ratio of 100 : 1 to 1: 6000, 10 especially 50: 1 to 1: 50, more especially in a ratio of 20: 1 to 1: 20, even more especially 10: 1 to 1: 10, especially 5: 1 at 1: 5, giving special preference to a ratio of 2: 1 to 1: 2, and also preferring a ratio of 4: 1 to 2: 1, especially in a ratio of 1: 1 or 5: 1, or 5 : 2, or 5: 3, or 5: 4, or 4: 1, or 4: 2, or 4: 3, or 3: 1, or 3: 2, or 2: 1, or 1: 5, or 2 : 5, 15 or 3: 5, or 4: 5, or 1: 4, or 2: 4, or 3: 4, or 1: 3, or 2: 3, or 1: 2, or 1: 600, or 1: 300, or 1: 150, or 1: 35, or 2: 35, or 4: 35, or 1: 75, or 2: 75, or 4: 75, or 1: 6000, or 1: 3000, or 1: 1500, or 1: 350, or 2: 350, or 4: 350, or 1: 750, or 2: 750, or 4: 750. It will be understood that these mixing ratios include, on the other hand, weight ratios and also, on the other hand, molar ratios. twenty

 Mixtures comprising a compound of formula I selected from Tables A and B, and one or more active ingredients such as those described above can be applied, for example, in a "premixed" form, in a combined spray type mixture composed of formulations separated from the individual components of the active ingredient, such as a "tank mixture", and in a combined use of independent active ingredients when applied sequentially, that is, one after the other within a reasonably short period, such as A few hours or days. The order of application of the compounds of formula I selected from Tables A and B, and the active ingredients such as those described above is not essential for the present invention to work. 10

The references in square brackets indicated after the active substances, p. ex. [3878-19-1], refer to the registration number in Chemical Abstract. The compounds of formulas A-1 to A-26 are described in WO 03/015518 or in WO 04/067528. The mixing patterns described above are known. When the active substances are included in “The Pesticide Manual” * The 15 Pesticide Manual - A World Compendium; thirteenth edition; Publisher: CDS Tomlin; The British Crop Protection Council], are described therein with the entry number indicated in square brackets hereinabove for the particular compound; for example, the compound "abamectin" is described with the entry number (1). When "* CNN +" is hereinafter added to the particular compound 20, the compound in question is included in the "Compendium of Pesticide Common Names", which can be accessed on the Internet [A. Wood: Compendium of Pesticide Common Names, Copyright © 1995-2004]; for example, the compound "acetoprol" is described on the website
http://www.alanwood.net/pesticides/acetoprol.html. 25

 Herein, reference is made above to most of the active ingredients previously described by what is known as "common name", the relevant "common ISO name" or another "common name" used in individual cases. If the denomination is not a "common name", the nature of the denomination used instead is indicated in parentheses for the particular compound; in that case, the name IUPAC is used, the name IUPAC / Chemical Abstracts, a “chemical name”, a “traditional name”, a “name of a compound” or a “development code”, if none of the These denominations nor a "common name", an "alternative name" is used. “CAS Reg. No.” refers to the registration number in Chemical Abstracts. 35

Biological examples (% = percentage by weight, unless otherwise specified)

Example B1: Activity against Cydia pomonella:

 Standard Cydia cubes (1.5 cm thick) are pierced with a stick and immersed in liquid paraffin (ca. 80 oC). Once the 40 layer has hardened

Paraffin, an aqueous emulsion containing 400 ppm of active ingredient is applied using a De Vilbis vaporizer (25 ml, 1 bar). Once the vaporized layer has dried, the cubes are placed in plastic containers that are then populated with two freshly hatched Cydia pomonella (1st stage). The containers are subsequently closed with a plastic lid. After 14 days of incubation at 5 26oC and 40-60% relative humidity, the survival rate of the caterpillars is determined as well as their growth regulation. In this test, the compounds listed in Table C above show good activity. In particular, compounds A.1.1, A.1.13, A.1.7 and A.1.4 have an activity greater than 80%. 10

Example B2: Activity against Diabrotica balteata

 Corn seeds are sprayed with a mixture of aqueous vaporized emulsion comprising 400 ppm of active ingredient and, once the vaporized layer has dried, it is populated with 10 larvae (2nd stage) of Diabrotica balteata and introduced into a plastic container 6 days later, the percentage reduction of the population (% activity) is determined by comparing the number of dead larvae of the treated plants with the untreated ones.

 In this test, the compounds listed in Table C above show good activity. In particular, compounds A.1.13, A.1.1, A.1.4, B.1.28 and A.1.122 and A.1.7 have an activity greater than 80%. twenty

Example B3: Activity against Heliothis virescens (foliar application)

 Young soybean plants are sprayed with a mixture of vaporized aqueous emulsion comprising 400 ppm of active ingredient and, once the vaporized layer has dried, it is populated with 10 caterpillars (1st stage) of Heliothis virescens and introduced into a plastic container 6 days later, the 25 percent reduction in population and in food damage (% activity) is determined by comparing the number of dead caterpillars and the food damage of untreated plants with those treated.

 In this test, the compounds listed in Table C above show good activity. In particular, compounds A.1.13, A.1.4, A.1.1 and A.1.7 30 have an activity greater than 80%.

Example B4: Activity against Heliothis virescens (application to eggs)

 Eggs of Heliothis virescens that have been laid on cotton are sprayed with a mixture of vaporized aqueous emulsion comprising 400 ppm of active ingredient. 8 days later, the hatching rate in percentage of the eggs and 35 the survival rate of the caterpillars (% activity) are evaluated compared to the untreated control batches.

 In this test, the compounds listed in Table C above show good activity. In particular, compounds A.1.13, A.1.1, A.1.4, B.1.28, A.1.122, A.1.57, A.1.131 and A.1.7 have an activity greater than 80%.

Example B5: Activity against Myzus persicae (foliar application)

 Pea seeds are infected with Myzus persicae, then sprayed with a vaporized mixture comprising 400 ppm of active ingredient and then incubated at 20 °. 3 and 6 days later, the percentage reduction in the population (% of activity) is determined by comparing the number of dead aphids of the treated with untreated plants.

 In this test, the compounds listed in the Canterior Table show a good activity. In particular, compounds A.1.13, A.1.4, A.1.122 and A.1.7 have an activity greater than 80%.

Example B6: Activity against Myzus persicae (systemic application)

 Pea seeds are infected with Myzus persicae, and subsequently their roots are introduced into a vaporized mixture comprising 400 ppm of active ingredient. The seeds are then incubated at 20 and. 3 and 6 days later, the percentage reduction in the population (% of activity) is determined by comparing the number of dead aphids of the treated with untreated plants. In this test, the compounds listed in Table C above show good activity. In particular, compounds A.1.4, A.1.122 and A.1.7 have an activity of greater than 80%.

Example B7: Activity against Plutella xylostella

 Young cabbage plants are sprayed with a mixture of vaporized aqueous emulsion comprising 400 ppm of active ingredient and, once the vaporized layer has dried, it is populated with 10 caterpillars (3rd stage) of Plutella 25 xylostella and introduced In a plastic container. 3 days later, the percentage reduction in the population and in the food damage (% of activity) are determined by comparing the number of dead caterpillars and the food damage of the treated plants with the untreated ones.

 In this test, the compounds listed in Table C above show good activity. In particular, compounds A.1.13, A.1.1, A.1.4, B.1.28, A.1.122, A.1.57, A.1.131, A.1.134 and A.17 have an activity greater than 80%.

Example B8: Activity against Spodoptera littoralis

 Young soybean plants are sprayed with a vaporized aqueous emulsion mixture comprising 400 ppm of active ingredient and, once it has been

After drying the vaporized layer, it is populated with 10 caterpillars (1st stage) of Spodoptera littoralis and placed in a plastic container. 3 days later, the percentage reduction in the population and in the food damage (% of activity) are determined by comparing the number of dead caterpillars and the food damage of the treated plants with the untreated ones. 5

 In this test, the compounds listed in Table C above show good activity. In particular, compounds A.1.13, A.1.1, A.1.4, B.1.28, A.1.122, A.1.57, A.1.131 and A.17 have an activity greater than 80%.

Example B9: Systemic insecticide test for Spodoptera littoralis (cotton leaf worm): 10

 4-day corn seeds (Zea mais, Stoneville variety) are introduced into individual vials containing 24 ml of water in which the chemical is diluted to a concentration of 12.5 ppm. The seeds are allowed to grow for 6 days. Subsequently, the leaves are cut and placed in Petri dishes (5 cm in diameter), inoculated with 12-15 larvae of S. littoralis of 1st stage and incubated 15 for four days in a growth chamber (25 ° C, 50% RH, photographic period 18: 6 L: D). The number of live insects is counted and the percentage of deaths is calculated. The tests are carried out in duplicate. In this test, the compounds listed in Table C above show good activity. In particular, compounds A.1.13, A.1.1, A.1.4, A.1.7, A.1.13, A.1.122, A.1.131 and 20 B.1.28, have an activity greater than 80%.

Example B10: Activity against Frankliniella occidentalis:

Bean leaf disks are treated on agar in Petri dishes or bean plants in a vaporization chamber with diluted test solutions. After drying the leaf disks, they are cut and placed in plastic cups on the surface 25 of an agar layer and infested with the mixed population. 6 days (leaf discs) or 14 days (plants) after the infestation, it is checked whether the treated population was reduced and compared with the untreated population. In this test, the compounds listed in Table C above show good activity. In particular, compounds A.1.1, A.1.4, A.1.13, A.1.122 and A.17 have an activity greater than 30 80%.

Claims (28)

1. A compound of formula I where each E and Z, which may be the same or different, represents oxygen or sulfur; 5 A is C1-C6alkylene, C2-C6alkenylene, C2-C6alkylene or a bivalent fused or monocyclic bicyclic ring system of 3 to 10 members that may be partially saturated or completely saturated and may contain 1 to 4 heteroatoms selected from the nitrogen-formed group , oxygen and sulfur, without it being possible for each ring system to contain more than 2 atoms of 10 oxygen or more than 2 atoms of sulfur; and it is possible that both the 3 to 10 member ring system itself and the C1-C6alkylene, C2-C6alkenylene and C2-C6alkylene groups are mono-, di- or trisubstituted with halogen, cyano, nitro, hydroxy, C1- C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C3-C6cycloalkyl, C5-C7cycloalkenyl, C5-C8cycloalkynyl, C1-15 C6haloalkyl, C2-C6haloalkenyl, C2-C6haloalquinyl, C-cyclo-Cyl-C6-C6-cyclocycloalloyl alkoxy, C1-C4 haloalkoxy, C1-C4 alkylthio, C1-C4haloalkylthio, C1-C4alkylsulfinyl, C1-C4alkylsulfonyl, C1-C4alkylamino, C2-C4dialkylamino, C3-C6cycloalkylamino, C1-C6alkyl-C3-C6alkyl, C2-alkyl C6alkoxycarbonyl, C2-20 C6alkylaminocarbonyl, C3-C6dialkylaminocarbonyl, C2-C6alkoxycarbonyloxy, C2-C6alkylaminocarbonyloxy, C3-C6dialkylaminocarbonyloxy or C3-C6trialkylsilyl, or with a fused or monocyclic bicyclic ring system of 3 to 10 members which may be aromatic, be partially saturated or completely saturated and may contain from 1 to 4 heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, it is not possible that each system of rings contains more than 2 oxygen atoms or more than two sulfur atoms, and it is possible that the 3 to 10 member ring system is itself mono-, di- or trisubstituted with halogen, cyano, nitro, hydroxy, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C3- C6cycloalkyl, C5-C7cycloalkenyl, C5-C8cycloalkynyl, C1-C6haloalkyl, C2-C6haloalkenyl, C2-C6haloalquinyl, C3-C7halocycloalkyl, C5-C7halocycloalkenyl, C5-Chalo-C1-C8alkyl, C1-C4alkyl, C1-C4alkyl, C1-C4alkyl, C1-C4alkyl, C1-C4alkyl, C1-C4alkyl, C1-C4alkyl, C1-C4alkyl C1-C4alquilsulfinilo, C1-C4alquilsulfonilo, C1-C4alquilamino, C2-C4dialquilamino, C3-C6cicloalquilamino, C1 6 alkyl-C3-C6cicloalquilamino, C2-5 C4alquilcarbonilo, C2-C6alcoxicarbonilo, C2-C6alquilaminocarbonilo, C3-C6dialquilaminocarbonilo, C2-C6alcoxicarboniloxi, C2 -C6alquilaminocarboniloxi, C3-C6dialquilaminocarboniloxi, C3-C6trialquilsililo or phenyl, it being possible for the phenyl group to be in turn substituted by hydroxy, C1-C6alkyl, C1-C6haloalquilo, C1-C6alquiltio, C1-C6haloalquiltio, C3-C6alqueniltio, C3-C6haloalqueniltio , C3-C6alkylthio, 10 C1-C3alkoxy-C1-C3alkylthio, C2-C4alkylcarbonyl-C1-C3alkylthio, C2-C4alkoxycarbonyl-C1-C3alkylthio, cyano-C1-C3alkylthio, C1-C6alkylsulfinyl, C1-C6alkyl-C1-C6alkyl-C1-C6alkyl-C1-C6alkyl nyl, C1-C6haloalkylsulfonyl, aminosulfonyl, C1-C2alkylaminosulfonyl, N, N-di (C1-C2alkyl) aminosulfonyl, di (C1-C4alkyl) amino, halogen, cyano or nitro; and substituents that are not halogen in the nitrogen atoms in the 15 ring systems; X is oxygen, NH or C1-C4alkyl-N; And it is a fused or monocyclic bicyclic ring system of 3 to 10 members that may be partially saturated or completely saturated and may contain 1 to 4 heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, without it being possible for each ring system contains more than 2 oxygen atoms or more than 2 sulfur atoms; and it being possible that the 3 to 10 member ring system itself is mono-, di- or trisubstituted with halogen, cyano, nitro, hydroxy, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C3-C6cycloalkyl, C5 -C7cicloalquenilo, C5-C8cicloalquinilo, C1-25 C6haloalquilo, C2-C6haloalquenilo, C2-C6haloalquinilo, C3-C6halocicloalquilo, C5-C7halocicloalquenilo, C5-C8halocicloalquinilo, C1 4 alkoxy, C1-C4haloalcoxi, C1 4 alkylthio, C1-C4haloalquiltio, C1- C4alquilsulfinilo, C1-C4alquilsulfonilo, C1-C4alquilamino, C2-C4dialquilamino, C3-C6cicloalquilamino, C1 6 alkyl-C3-C6cicloalquilamino, C2-C4alquilcarbonilo, C2-C6alcoxicarbonilo, C2-30 C6alquilaminocarbonilo, C3-C6dialquilaminocarbonilo, C2-C6alcoxicarboniloxi, C2-C6alquilaminocarboniloxi , C3-C6dialkylaminocarbonyloxy or C3-C6trialkylsilyl, or with a fused or monocyclic bicyclic ring system of 3 to 10 members which may be aromatic, be partially saturated or completely saturated and may contain 1 to 4 heteroatom os selected from the group consisting of nitrogen, oxygen and sulfur, without it being possible for each ring system to contain more than 2 oxygen atoms or more than 2 sulfur atoms, and being it is possible that the 3 to 10 member ring system itself is mono-, di- or trisubstituted with halogen, cyano, nitro, hydroxy, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C3-C6cycloalkyl, C5-C7cycloalkenyl , C5-C8cicloalquinilo, C1-C6haloalquilo, C2-C6haloalquenilo, C2-C6haloalquinilo, C3-C6halocicloalquilo, C5-C7halocicloalquenilo, C5-C8halocicloalquinilo, C1 4 alkoxy, C1-C4haloalcoxi, C1-5 4 alkylthio, C1-C4haloalquiltio, C1-C4alquilsulfinilo, C1-C4alkylsulfonyl, C1-C4alkylamino, C2-C4dialkylamino, C3-C6cycloalkylamino, C1-C6alkyl-C3-C6cycloalkylamino, C2-C4alkylcarbonyl, C2-C6alkoxycarbonyl, C2-C6alkylaminocarbonyl, C2-C6-alkylaxycarbonyl C6dialquilaminocarboniloxi, C3-C6trialquilsililo or phenyl, 10 being possible for the phenyl group to be in turn substituted by hydroxy, C1-C6alkyl, C1-C6haloalquilo, C1-C6alquiltio, C1-C6haloalquiltio, C3-C6alqueniltio, C3-C6haloalqueniltio, C3-C6alquiniltio , C 1-3 alkoxy-C1-C3alquiltio, C2-C4alquilcabonil-C1-C3alquiltio, C2-C4alcoxicarbonil-C1-C3alquiltio, cyano-C1-C3alquiltio, C1-C6alquilsulfinilo, C1-C6haloalquilsulfinilo, C1-C6alquilsulfonilo, C1-15 C6haloalquilsulfonilo, aminosulfonyl, C1 -C2alkylaminosulfonyl, N, N-di (C1-C2alkyl) aminosulfonyl, di (C1-C4alkyl) amino, halogen, cyano or nitro; and substituents that are not halogen in the nitrogen atoms in ring systems; p is 0 or 1; twenty q is 0 or 1; B is a 3 to 4 member ring system that is completely or partially saturated and can contain a heteroatom selected from the group consisting of nitrogen, oxygen and sulfur, and it is possible that the 3 to 4 member ring system itself be mono-, di- or trisubstituted with halogen, cyano, nitro, hydroxy, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C3-C6cycloalkyl, C5-C7cycloalkenyl, C5-C8cycloalkynyl, C1-C6haloalkyl, Chaloalkyl, C2-C6haloalkynyl, C3-C6halocycloalkyl, C5-C7halocycloalkenyl, C5-C8halocycloalkynyl, C1-C4alkoxy, C1-C4haloalkoxy, C1-C4alkylthio, C1-C4haloalkylthio, C1-C4alkyl-C4alkyl-C4alkyl-C4-alkylalkyl-C4-alkylalkyl-C2-alkylalkyl-C4-alkylalkyl-C2-alkylalkyl-C2-alkylalkyl 30 C6cicloalquilamino, C1 6 alkyl-C3-C6cicloalquilamino, C2-C4alquilcarbonilo, C2-C6alcoxicarbonilo, C2-C6alquilaminocarbonilo, C3-C6dialquilaminocarbonilo, C2-C6alcoxicarboniloxi, C2-C6alquilaminocarboniloxi, C3-C6dialquilaminocarboniloxi, C3-C6trialquilsililo, or u n fused or monocyclic bicyclic ring system of 3 to 10 members which may be aromatic, be partially saturated or completely saturated and may contain 1 to 4 heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, without it being possible for each ring system contains more than two oxygen atoms or more than two sulfur atoms and it is possible that the 3 to 10 member ring system itself is mono-, di- or trisubstituted with halogen, cyano, nitro, hydroxy, C1-C6alkyl, C2 -C 6 alkenyl, C2-C6alquinilo, C3 6 cycloalkyl, C5-C7cicloalquenilo, C5-C8cicloalquinilo, C1-C6haloalquilo, C2-C6haloalquenilo, C2-C6haloalquinilo, C3-C6halocicloalquilo, C5-5 C7halocicloalquenilo, C5-C8halocicloalquinilo, C1 -C4alcoxi, C1-C4haloalcoxi, C1 4 alkylthio, C1-C4haloalquiltio, C1-C4alquilsulfinilo, C1-C4alquilsulfonilo, C1-C4alquilamino, C2-C4dialquilamino, C3-C6cicloalquilamino, C1 6 alkyl-C3-C6cicloalquilamino, C2-C4alquilcarbonilo, C2-C6alcoxicarbonilo , C2-C6alkylaminocarbonyl, C3-C6dialkylaminocarbonyl, C2-C6alkoxycarbonyloxy, C2-10 C6alkylaminocarbonyloxy, C3-C6dialkylaminocarbonyloxy, C3-C6trialkylsilyl or phenyl, it being possible that the phenyl group is in turn C1-substituted by hydroxy chyle, C1-C6alquiltio, C1-C6haloalquiltio, C3-C6alqueniltio, C3-C6haloalqueniltio, C3-C6alquiniltio, C1-3 alkoxy-C1-C3alquiltio, C2-C4alquilcabonil-C1-C3alquiltio, C2-C4alcoxicarbonil-C1-C3alquiltio, cyano-C1- C3alkylthio, C1-15C6alkylsulfinyl, C1-C6haloalkylsulfinyl, C1-C6alkylsulfonyl, C1-C6haloalkyl sulfonyl, aminosulfonyl, C1-C2alkylaminosulfonyl, N, N-di (C1-C2alkyl) aminosulfonyl, di (C1-C4alkyl) ; and substituents that are not halogen in the nitrogen atoms in ring systems; twenty Each R1 is independently halogen, nitro, cyano, hydroxy, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C3-C6cycloalkyl, C1-C6haloalkyl, C2-C6haloalkenyl, C2-C6haloalkynyl, C3-C6alkyl-C1-C6-alkoxy-C1-C6-alkoxyl C4haloalkoxy, C1-C4alkylthio, C1-C4haloalkylthio, C1-C4haloalkylsulfinyl, C1-C4haloalkyl sulfonyl, C1-C4alkylsulfinyl, C1-C4alkylsulfonyl, C1-C4alkylamino, C2-C4dialkylamino-Calkyl-C6alkyl-C3alkyl-Calkyl-Calkyl-Calkyl-Calkyl-Calkyl-Calkyl-Calkyl-C2alkyl-Calkyl-Calkyl-Calkyl-Calkyl-Calkyl-Calkyl-Calkyl-Calkyl-Calkyl-Calkyl-Calkyl-Calkyl-Calkyl-Calkyl-Calkyl-Calkyl-Calkyl-Calkyl-Calkyl-C2alkyl , C2-C6alkoxycarbonyl, C2-C6alkylaminocarbonyl, C3-C6dialkylaminocarbonyl, C2-C6alkoxycarbonyloxy, C2-C6alkylaminocarbonyloxy, C3-C6dialkylaminocarbonyloxy or C3-C6trialkylsilyl, phenyl or benzylo or phenyl, benzylo or di-pheoxy, benzylo or di-phenyl, benzylo or phenyl, benzylo or di-phenyl, benzylo or halocylo , cyano, nitro, halogen, C1-C6alkyl, C2-C6alkenyl, C2-30 C6alkynyl, C3-C6cycloalkyl, C1-C6haloalkyl, C2-C6haloalkenyl, C2-C6haloalkynyl, C3-C6halocycloalkyl, C1-Ciloxy-C1, C1-Cylloxyl, C1-C1-Cylxyl, C1-Cylloxy-C1 C4alkylthio, C1-C4ha loalquiltio, C1-C4alquilsulfinilo, C1-C4alquilsulfonilo, C1-C4alquilamino, C2-C4dialquilamino, C3-C6cicloalquilamino, C1 6 alkyl-C3-C6cicloalquilamino, C2-C4alquilcarbonilo, C2-C6alcoxicarbonilo, C2-C6alquilaminocarbonilo, C3-35 C6dialquilaminocarbonilo, C2-C6alcoxicarboniloxi , C2-C6alkylaminocarbonyloxy, C3-C6dialkylaminocarbonyloxy or C3-C6trialkylsilyl; n is 0, 1, 2 or 3; each R2 and R3, which may be the same or different, represents hydrogen, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl or C3-C8cycloalkyl; or C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl or C3-C8cycloalkyl substituted with one or more substituents selected from halogen, nitro, cyano, hydroxy, C1-C4alkoxy, C1-5 C4haloalkoxy, C1-C4alkylthio, C1-C4haloalkylthio -C4alkylsulfinyl, C1-C4alkylsulfonyl, C1-C4alkylamino, C2-C4dialkylamino, C3-C6cycloalkylamino and C1-C6alkyl-C3-C6cycloalkylamino; D is phenyl, 2-pyridyl, 3-pyridyl or 4-pyridyl; or phenyl, 2-pyridyl, 3-pyridyl or 4- pyridyl mono-, di- or trisubstituted with C1-C6alkyl, C3-C6cycloalkyl, C1-C6haloalkyl, 10 halogen, cyano, C1-C4alkoxy, C1-C4haloalkoxy, C1-C4alkylthio , C1-C4haloalkylthio, C1-C4alkylsulfinyl, C1-C4alkylsulfonyl, C1-C4haloalkylsulfinyl or C1-C4haloalkylsulfonyl; or D is a group  fifteen R4, R4 ', R10, R17 and R19, independently of each other, are hydrogen, C1-C6alkyl, C3-C6cycloalkyl, C1-C6haloalkyl, halogen, cyano, C1-C4alkoxy, C1-C4haloalkoxy, C2-C4alkoxycarbonyl, C1-C4alkylthio , C1-C4haloalkylthio, C1-C4alkylsulfinyl, C1-C4alkylsulfonyl, C1-C4haloalkylsulfinyl or C1-C4haloalkylsulfonyl; R5, R6, R8, R11, R12, R15, R16 and R18, independently of one another, are C1-C6alkyl 20 or C1-C6alkyl-, di- or trisubstituted with halogen, cyano, nitro, hydroxy, C1-C4alkoxy, C2-C4alkoxycarbonyl, C1-C4alkylthio, C1-C4alkylsulfinyl, C1-C4alkylsulfonyl, C1-C4alkylamino, C2-C4 dialkylamino or C3-C6cycloalkylamino; or are phenyl, 2-pyridyl, 3-pyridyl, 4-pyridyl; or are phenyl, 2-pyridyl, 3-pyridyl or 4-pyridyl mono-, di- or trisubstituted by C1-C6alkyl, C3 6 cycloalkyl, C1-C6haloalquilo, halogen, cyano, C1-C4alkoxy, C1-C4haloalcoxi, C1 4 alkylthio, C1-C4haloalquiltio, C1-C6alquilsulfinilo, C1-C4alquilsulfonilo, C1-C4haloalquilsulfinilo or C1-C4haloalquilsulfonilo ; R7, R9, R13 and R14, independently of one another, are hydrogen, C1-C6alkyl, C1-C6haloalkyl, C2-C6alkenyl, C2-C6haloalkenyl, C3-C6alkenyl or C3-5 C6haloalkenyl and salts / isomers / enantiomers / tautomers / tautomers - agronomically acceptable oxides of these compounds. 2. A compound according to claim 1, wherein R4 'is hydrogen. 3. A compound according to claim 1, wherein p and q are 0. 4. A compound according to claim 1, wherein E and Z are oxygen. 10 5. A compound according to claim 1, wherein R2 and R3 are hydrogen. 6. A compound according to claim 1, wherein A is a bivalent 3 to 6 membered monocyclic saturated ring system. 7. A compound according to claim 1, wherein X is oxygen, NH; N-methyl or N-ethyl. fifteen 8. A compound according to claim 1, wherein Y is C3-C6cycloalkyl. 9. A compound according to claim 1, wherein R1 is selected from C1-C4alkyl, halogen, C1-C5haloalkyl, nitro, C1-C4alkoxy, C1-C4haloalkoxy, C1-C4alkylthio, C1-C4alkylsulfinyl, C1-C4alkylsulfonyl, C1- C4haloalkylthio, C1-C4haloalkylsulfinyl and C1-C4haloalkylsulfonyl, and n is 1 or 2. 20 10. A compound according to claim 1, wherein A is C1-C6alkylene which may be substituted with C3-C6cycloalkyl, C2-C6alkenyl, cyano, C1-C4alkylthio, C1-C4alkylsulfonyl, C1-C4alkoxy, halogen or C1-C6haloalkyl. 11. A compound according to claim 1, wherein A is C3-C6cycloalkylene. 25 12. A compound according to claim 1, wherein A is cyclopropylene. 13. A compound according to claim 1, wherein B is cyclopropyl, oxetanyl or cyclobutyl. 14. A compound according to claim 1, wherein B is cyclopropyl. 15. A compound according to claim 1, wherein D is a group D1, wherein R5 is 2-pyridyl which can be substituted with halogen and R4 is halogen, C1-C6haloalkyl or C1-C4haloalkoxy. 16. A compound according to claim 1, wherein B is cyclopropyl or cyclobutyl which may be mono-, di- or trisubstituted with halogen, C1-C4alkyl, hydroxy, cyano, C1-C4alkoxy or C1-C4alkylthio. 17. A compound according to claim 1, wherein B is CH (CH2O), CH (CHMeO), CH- (CMe2O), CH (CH2S), CH (CH2OCH2), CH (CHMeOCH2), CH (CMe2OCH2), CH (CH2S- (O) 2CH2), CH (CHMeS (O) 2CH2), CH (CMe2S (O) 2CH2), C (Me) - (CH2O), C (Me) (CHMeO), C (Me) - (CMe2O), C (Me) - (CH2S), C (Me) - (CH2OCH2), 10 C (Me) (CHMeOCH2), C (Me) - (CMe2OCH2), C (Me) - (CH2S (O) 2CH2), C (Me) - (CHMe-S (O) 2CH2) or C (Me) - (CMe2-S (O) 2CH2). 18. A compound according to claim 1, wherein B is cyclopropyl or cyclobutyl which may be substituted with halogen or methyl. 19. A pesticidal composition, comprising at least one compound according to claim 1 of formula I or, where appropriate, a tautomer thereof, in each case in free form or in an agronomically usable salt form, as active ingredient and at least one auxiliary compound. 20. A composition according to claim 19 for controlling insects or representatives of the order Acarina. twenty 21. A method of controlling pests, which comprises applying a composition according to claim 19 to the pests or their environment, which excludes methods for the treatment of the human or animal body. 22. A method according to claim 21 for controlling insects or representatives of the order Acarina. 25 23. A method according to claim 21 for the protection of plant propagation material against attack by pests, comprising treating the propagation material or the location where the propagation material is raised. 24. Plant propagation material treated according to the method described in claim 23. 25. A process for preparing a compound of formula I according to claim 1 or, where appropriate, a tautomer thereof, in each case in free form or in salt form, comprising a) preparing a compound of formula I, where R2 is hydrogen and E and Z are oxygen, or, where appropriate, a tautomer and / or a salt thereof, reacting a compound of formula where R1, n and D have the values given for formula I, or, where appropriate, a tautomer and / or a salt thereof with a compound of formula HN (R3) - (A) q- (X) p-Y-B (III), where R3, p, q, A, X, Y and B have the values given for formula I, or, where appropriate, with a tautomer and / or a salt thereof, or b) preparing a compound of formula I or, where appropriate, a tautomer and / or a salt thereof, reacting a compound of formula where R1, R2, n, Z and D have the values given for formula I; and X1 is a leaving group or, where appropriate, a tautomer and / or a salt thereof with a compound of formula 15 HN (R3) - (A) q- (X) p-Y-B (III), where R3, p, q, A, X, Y and B have the values given for formula I or, where appropriate, with a tautomer and / or a salt thereof, or c) preparing a compound of formula I or, where appropriate, a tautomer and / or a salt thereof, reacting a compound of formula 20 where R1, R2, R3, n, p, q, A, X, Y, Z and B have the values given for formula I or, where appropriate, a tautomer and / or a salt thereof with a compound of formula X2C (= O) D (VI), 5 where R1 has the value given for formula I; and X2 is a leaving group or, where appropriate, with a tautomer and / or a salt thereof. 26. A compound of formula  10 wherein R1, R2, R3, n, p, q, A, X, Y, Z and B have the values given for formula I in claim 1. 27. A compound according to claim 26, wherein R1 is C1-C4alkyl, halogen, C1-C5haloalkyl, nitro, C1-C4alkoxy, C1-C4haloalkoxy, C1-C4alkylthio, C1-C4alkylsulfinyl, C1-C4alkylsulfonyl, C1-C4haloalkylthio, C1-15 C4haloalkyl-C1-haloalkyl-C1-haloalkyl R2 and R3 are hydrogen; A is C1-C6alkylene which may be substituted with C3-C6cycloalkyl, C2-C6alkenyl, cyano, C1-C4alkylthio, C1-C4alkylsulfonyl, C1-C4alkoxy, halogen or C1-C6haloalkyl; or A is C3-C6cycloalkylene; twenty p and q are, independently of one another, 0 or 1; X is oxygen, NH; NCH3 or NC2H5; Y is C1-C4alkylene, C2-C6alkenylene or C3-C6alkylene or C1-C4alkylene, C2-C6alkenylene or C3-C6alkylene substituted with halogen, C3-C6cycloalkyl, C1-C4alkylsulfonyl or C1-C4alkoxy; and B is cyclopropyl or cyclobutyl which may be mono-, di- or trisubstituted with halogen, C1-C4alkyl, hydroxy, cyano, C1-C4alkoxy or C1-C4alkylthio; or B is CH (CH2O), CH (CHMeO), CH (CMe2O), CH (CH2S), CH (CH2OCH2), CH (CHMeOCH2), CH (CMe2OCH2), CH (CH2S- (O) 2CH2), CH ( CHMeS (O) 2CH2), CH (CMe2S (O) 2CH2), C (Me) - (CH2O), C (Me) (CHMeO), C (Me) - (CMe2O), C (Me) - (CH2S) , C (Me) - (CH2OCH2), C (Me) (CHMeOCH2), C (Me) - (CMe2OCH2), C (Me) - (CH2S (O) 2CH2), 10 C (Me) - (CHMe-S (O) 2CH2) or C (Me) - (CMe2-S (O) 2CH2). 28. A compound according to claim 27, wherein B is cyclopropyl or cyclobutyl which may be mono-, di- or trisubstituted with halogen, C1-C4alkyl, hydroxy, cyano, C1-C4alkoxy or C1-C4alkylthio.  fifteen