Isoxazoline derivative and herbicide comprising the same as active ingredient

An isoxazoline derivative represented by the following general formula [I] or a pharmaceutically acceptable salt thereof:

• 44
• wherein R1 and R2 may be the same or different and are each a hydrogen atom, a C1 to C10 alkyl group, a C3 to C8 cycloalkyl group or a C3 to C8 cycloalkyl C1 to C3 alkyl group;
• or R1 and R2 may be bonded to each other to form a C3 to C7 spiro ring together with the carbon atoms to which they bond;
• R3 and R4 may be the same or different and are each a hydrogen atom, a C1 to C10 alkyl group or a C3 to C8 cycloalkyl group;
• or R3 and R4 may be bonded to each other to form a C3 to C7 spiro ring together with the carbon atoms to which they bond;
• or R1, R2, R3 and R4 may form a 5- to 8-membered ring together with the carbon atoms to which they bond;
• R5 and R6 may be the same or different and are each a hydrogen atom or a C1 to C10 alkyl group;
• Y is a 5- to 6-membered aromatic heterocyclic-group or condensed aromatic heterocyclic group having one or more hetero atoms selected from a nitrogen atom, an oxygen atom and a sulfur atom;
• the heterocyclic group may be substituted with 0 to 6 same or different groups selected from the following substituent group α;
• when the heterocyclic group is substituted at the two adjacent positions with two alkyl groups, two alkoxy groups, an alkyl group and an alkoxy group, an alkyl group and an alkylthio group, an alkyl group and an alkylsulfonyl group, an alkyl group and a monoalkylamino group, or an alkyl group and a dialkylamino group, all selected from the substituent group α, the two groups may form, together with the atoms to which they bond, a 5- to 8-membered ring which may be substituted with 1 to 4 halogen atoms;
• the hetero atom of the heterocyclic group, when it is a nitrogen atom, may be oxidized to become N-oxide;
• n is an integer of 0 to 2.
• [Substituent group α]
• Hydroxyl group;
• thiol group;
• halogen atoms;
• C1 to C10 alkyl groups;
• C1 to C10 alkyl groups each mono-substituted with a group selected from the following substituent group β, C1 to C4 haloalkyl groups;
• C3 to C8 cycloalkyl groups;
• C1 to C10 alkoxy groups;
• C1 to C10 alkoxy groups each mono-substituted with a group selected from the following substituent group γ;
• C1 to C4 haloalkoxy groups;
• C3 to C8 cycloalkyloxy groups;
• C3 to C8 cycloalkyl C1 to C3 alkyloxy groups;
• C1 to C10 alkylthio groups;
• C1 to C10 alkylthio groups each mono-substituted with a group selected from the substituent group γ;
• C1 to C4 haloalkylthio groups;
• C2 to C6 alkenyl groups;
• C2 to C6 alkenyloxy groups;
• C2 to C6 alkynyl groups;
• C2 to C6 alkynyloxy groups;
• C1 to C10 alkylsulfinyl groups;
• C1 to C10 alkylsulfinyl groups each mono-substituted with a group selected from the substituent group γ;
• C1 to C10 alkylsulfonyl groups;
• C1 to C10 alkylsulfonyl groups each mono-substituted with a group selected from the substituent group γ;
• C1 to C4 haloalkylsulfinyl groups;
• C1 to C10 alkylsulfonyloxy groups each mono-substituted with a group selected from the substituent group γ;
• C1 to C4 haloalkylsulfonyl groups;
• C1 to C10 alkylsulfonyloxy groups;
• C1 to C4 haloalkylsulfonyloxy groups;
• optionally substituted phenyl group;
• optionally substituted phenoxy group;
• optionally substituted, phenylthio group;
• optionally substituted aromatic heterocyclic groups;
• optionally substituted aromatic heterocyclic oxy groups;
• optionally substituted aromatic heterocyclic thio groups;
• optionally substituted phenylsulfinyl groups;
• optionally substituted phenylsulfonyl groups;
• optionally substituted aromatic heterocyclic sulfonyl groups;
• optionally substituted phenylsulfonyloxy groups;
• acyl groups;
• C1 to C4 haloalkylcarbonyl groups;
• optionally substituted benzylcarbonyl group;
• optionally substituted benzoyl group;
• carboxyl group;
• C1 to C10 alkoxycarbonyl groups;
• optionally substituted benzyloxycarbonyl group;
• optionally substituted phenoxycarbonyl group;
• cyano group;
• carbamoyl group (its nitrogen atom may be substituted with same or different groups selected from C1 to C10 alkyl groups and optionally substituted phenyl group);
• C1 to C6 acyloxy groups;
• C1 to C4 haloalkylcarbonyloxy groups;
• optionally substituted benzylcarbonyloxy group;
• optionally substituted benzoyloxy group;
• nitro group;
• and amino group (its nitrogen atom may be substituted with same or different groups selected from C1 to C10 alkyl groups, optionally substituted phenyl group, C1 to C6 acyl groups, C1 to C4 haloalkylcarbonyl groups, optionally substituted benzylcarbonyl group, optionally substituted benzoyl group, C1 to C10 alkylsulfonyl group, C1 to C4 haloalkylsulfonyl groups, optionally substituted benzylsulfonyl group, and optionally substituted phenylsulfonyl group).
• [Substituent group β]
• Hydroxyl group;
• C3 to C8 cycloalkyl groups (which may be substituted with halogen atom or alkyl group);
• C1 to C10 alkoxy groups;
• C1 to C10 alkylthio groups;
• C1 to C10 alkylsulfonyl groups;
• C1 to C10 alkoxycarbonyl groups;
• C2 to C6 haloalkenyl groups;
• amino group (its nitrogen atom may be substituted with same or different groups selected from C1 to C10 alkyl groups, C1 to C6 acyl groups;
• C1 to C4 haloalkylcarbonyl groups, C1 to C10 alkylsulfonyl groups and C1 to C4 haloalkylsulfonyl groups);
• carbamoyl group (its nitrogen atom may be substituted with same or different C1 to C10 alkyl groups);
• C1 to C6 acyl groups;
• C1 to C4 haloalkylcarbonyl groups;
• C1 to C10 alkoxyimino groups;
• cyano group;
• optionally substituted phenyl group;
• and optionally substituted phenoxy group.
• [Substituent group γ]
• C1 to C10 alkoxycarbonyl groups;
• optionally substituted phenyl group;
• optionally substituted aromatic heterocyclic groups;
• cyano group;
• and carbamoyl group (its nitrogen atom may be substituted with same or different C1 to C10 alkyl groups).