US 10,081,608 B2Granted

6-acyl-1,2,4-triazine-3,5-dione derivative and herbicides

AssigneeFMC Corporation

InventorsAtsushi Shibayama, Ryu Kajiki, Masami Kobayashi, Takashi Mitsunari, Atsushi Nagamatsu

Life of this patent

Estimating the term…

Abstract

Disclosed are triazine derivative compounds exhibiting sufficient herbicidal activity at low application dosage when they are applied to soils and foliage, and an agrochemical composition using the same, in particular herbicides.

Claims17

Dependent claims

A triazine derivative or a salt thereof represented by following Formula 1:

wherein R1 represents a hydrogen atom;
a C1-C12 alkyl group;
a C2-C6 alkenyl group;
a C2-C6 alkynyl group;
a C3-C6 cycloalkyl group;
a C3-C6 cycloalkenyl group;
a C3-C6 cycloalkyl C1-C6 alkyl group;
a C1-C6 haloalkyl group;
a C2-C6 haloalkenyl group;
a C2-C6 haloalkynyl group;
a C3-C6 halocycloalkyl group;
a C3-C6 halocycloalkyl C1-C6 alkyl group;
an amino C1-C6 alkyl group;
a nitro C1-C6 alkyl group;
a C1-C6 alkylamino C1-C6 alkyl group;
a di(C1-C6 alkyl)amino C1-C6 alkyl group;
a C1-C6 alkylthio C1-C6 alkyl group;
a C1-C6 alkylsulfinyl C1-C6 alkyl group;
a C1-C6 alkylsulfonyl C1-C6 alkyl group;
a C1-C6 haloalkylthio C1-C6 alkyl group;
a C1-C6 haloalkylsulfinyl C1-C6 alkyl group;
a C1-C6 haloalkylsulfonyl C1-C6 alkyl group;
a C1-C6 alkoxy C1-C6 alkyl group;
a hydroxy C1-C6 alkyl group;
a phenyl C1-C6 alkoxy C1-C6 alkyl group, wherein the phenyl in the group may be substituted with one substituent group selected from substituent group α or 2 to 5 substituent groups that are the same or different from each other and selected from substituent group α;
a C1-C6 alkoxy C1-C6 alkoxy C1-C6 alkyl group;
a C3-C6 cycloalkyloxy C1-C6 alkyl group;
a C3-C6 cycloalkyl C1-C6 alkyloxy C1-C6 alkyl group;
a phenyloxy C1-C6 alkyl group, wherein the phenyl in the group may be substituted with 1 to 5 identical or different substituents selected from the substituent group α;
a phenylthio C1-C6 alkyl group, wherein the phenyl in the group may be substituted with 1 to 5 identical or different substituents selected from the substituent group α;
a phenylsulfinyl C1-C6 alkyl group, wherein the phenyl in the group may be substituted with 1 to 5 identical or different substituents selected from the substituent group α;
a phenylsulfonyl C1-C6 alkyl group, wherein the phenyl in the group may be substituted with 1 to 5 identical or different substituents selected from the substituent group α;
a C1-C6 haloalkoxy C1-C6 alkyl group;
a phenyl group which may be substituted with one or more substituents selected from the substituent group α;
a phenyl C1-C6 alkyl group which may be substituted with one or more substituents selected from the substituent group α;
a phenyl C2-C6 alkenyl group which may be substituted with one or more substituents selected from the substituent group α;
a phenyl C2-C6 alkynyl group which may be substituted with one or more substituents selected from the substituent group α;
a C1-C6 alkoxyimino C1-C6 alkyl group;
a phenoxyimino C1-C6 alkyl group which may be substituted with one or more substituents selected from the substituent group α;
a di(C1-C6 alkoxy)C1-C6 alkyl group;
a (R31R32N—C═O)C1-C6 alkyl group;
a C1-C6 alkoxycarbonyl C1-C6 alkyl group;
a C1-C6 alkylcarbonyl C1-C6 alkyl group;
a C1-C6 alkylcarbonyloxy C1-C6 alkyl group;
a C1-C6 alkylidene aminooxy C1-C6 alkyl group;
a formyl C1-C6 alkyl group;
a C1-C6 alkylthio C1-C6 alkoxy C1-C6 alkyl group;
a C1-C6 alkylsulfinyl C1-C6 alkoxy C1-C6 alkyl group;
a C1-C6 alkylsulfonyl C1-C6 alkoxy C1-C6 alkyl group;
a cyano C1-C6 alkoxy C1-C6 alkyl group;
a cyano C1-C6 alkyl group;
a C2-C6 alkylidene amino group;
a di(C1-C10 alkyl)amino C1-C6 alkylidene amino group;
a NR31R32 group;
a C1-C6 alkoxy group;
a C2-C6 alkenyloxy group;
a C2-C6 alkynyloxy group;
a C3-C6 cycloalkyloxy group;
a C3-C6 cycloalkyl C1-C6 alkyloxy group;
a C1-C6 haloalkoxy group;
a heterocyclic group comprising 3 to 10 carbon atoms and one or more identical or different heteroatoms selected from an oxygen atom, a sulfur atom, and a nitrogen atom, wherein the group may be substituted with 1 to 5 identical or different substituents selected from the substituent group α, and when the heteroatom in the heterocyclic group is a sulfur atom, the sulfur atom may be oxidized to sulfoxide or sulfone;
a C1-C6 alkyl group substituted with a heterocyclic group comprising 3 to 10 carbon atoms and one or more identical or different heteroatoms selected from an oxygen atom, a sulfur atom, and a nitrogen atom, wherein the group may be substituted with 1 to 5 identical or different substituents selected from the substituent group α;
a C1-C6 alkoxy C1-C6 alkyl group substituted with a heterocyclic group comprising 3 to 10 carbon atoms and one or more identical or different heteroatoms selected from an oxygen atom, a sulfur atom, and a nitrogen atom, wherein the group may be substituted with 1 to 5 identical or different substituents selected from the substituent group α;
or a C1-C6 alkoxy C1-C6 alkyl group substituted with a heterocyclic-oxy group in which the heterocyclic group in the heterocyclic-oxy group comprising 3 to 10 carbon atoms and one or more identical or different heteroatoms selected from an oxygen atom, a sulfur atom, and a nitrogen atom, wherein the group may be substituted with 1 to 5 identical or different substituents selected from the substituent group α;
R2 represents a hydrogen atom;
a C1-C6 alkyl group;
a C2-C6 alkenyl group;
a C2-C6 alkynyl group;
a C3-C6 cycloalkyl group;
a C1-C6 haloalkyl group;
a C2-C6 haloalkenyl group;
a C2-C6 haloalkynyl group;
a C1-C6 alkoxy C1-C6 alkyl group;
a C3-C6 cycloalkyloxy C1-C6 alkyl group;
a di(C1-C6 alkoxy) C1-C6 alkyl group;
a heterocyclic group comprising 3 to 10 carbon atoms and one or more identical or different heteroatoms selected from an oxygen atom, a sulfur atom, and a nitrogen atom, wherein the group may be substituted with 1 to 5 identical or different substituents selected from the substituent group α;
a phenyl group which may be substituted with one or more substituents selected from the substituent group α;
a phenyl C1-C6 alkyl group which may be substituted with one or more substituents selected from the substituent group α;
a phenyl C2-C6 alkenyl group which may be substituted with one or more substituents selected from the substituent group α;
or a phenyl C2-C6 alkynyl group which may be substituted with one or more substituents selected from the substituent group α,
Y and Z represent an oxygen atom or a sulfur atom,
A represents any one of the following formula A-1 to A-5,
R4 represents a hydroxyl group;
O−M+, wherein the M+ represents an alkali metal cation or an ammonium cation;
an amino group;
a halogen atom;
a cyano group;
an isothiocyanate group;
an isocyanate group;
a hydroxycarbonyloxy group;
a C1-C6 alkoxycarbonyloxy group;
a benzyloxycarbonyloxy group which may be substituted with a substituent group selected from substituent group α;
a C1-C6 alkoxy group;
a C2-C6 alkenyloxy group;
a C2-C6 alkynyloxy group;
a C3-C6 cycloalkyloxy group;
a cyanomethylene oxy group;
a C3-C6 cycloalkyl C1-C6 alkyloxy group;
a C1-C6 alkylcarbonyloxy group;
a C1-C6 haloalkylcarbonyloxy group;
a C2-C6 alkenylcarbonyloxy group;
a C2-C6 haloalkenylcarbonyloxy group;
a C2-C6 alkynylcarbonyloxy group;
a C2-C6 haloalkynylcarbonyloxy group;
a C1-C6 alkoxycarbonyl C1-C6 alkoxy group;
a phenyloxy group which may be substituted with one or more substituents selected from the substituent group α;
a benzyloxy group which may be substituted with one or more substituents selected from the substituent group α;
a phenylcarbonyloxy group which may be substituted with one or more substituents selected from the substituent group α;
a benzylcarbonyloxy group which may be substituted with one or more substituents selected from the substituent group α;
a phenylcarbonyl C1-C6 alkyloxy group which may be substituted with one or more substituents selected from the substituent group α;
a C1-C10 alkylsulfonlyoxy group;
a C1-C6 haloalkylsulfonlyoxy group;
a phenylsulfonyloxy group which may be substituted with one or more substituents selected from the substituent group α;
a benzylsulfonyloxy group which may be substituted with one or more substituents selected from the substituent group α;
a C1-C10 alkylthio group;
a C1-C10 alkylsulfinyl group;
a C1-C10 alkylsulfonyl group;
a C1-C6 haloalkylthio group;
a C1-C6 haloalkylsulfinyl group;
a C1-C6 haloalkylsulfonyl group;
a C2-C6 alkenylthio group;
a C2-C6 alkenylsulfinyl group;
a C2-C6 alkenylsulfonyl group;
a C2-C6 alkynylthio group;
a C2-C6 alkynylsulfinyl group;
a C2-C6 alkynylsulfonyl group;
a phenylthio group which may be substituted with one or more substituents selected from the substituent group α;
a benzylthio group which may be substituted with one or more substituents selected from the substituent group α;
a phenylsulfinyl group which may be substituted with one or more substituents selected from the substituent group α;
a benzylsulfinyl group which may be substituted with one or more substituents selected from the substituent group α;
a phenylsulfonyl group which may be substituted with one or more substituents selected from the substituent group α;
a benzylsulfonyl group which may be substituted with one or more substituents selected from the substituent group α;
a C1-C10 alkylamino group;
a di(C1-C10 alkyl)amino group;
a C1-C6 alkoxycarbonylamino group;
a C1-C6 alkoxy group substituted with a heterocyclic group comprising 3 to 10 carbon atoms and one or more identical or different heteroatoms selected from an oxygen atom, a sulfur atom, and a nitrogen atom, wherein the group may be substituted with 1 to 5 identical or different substituents selected from the substituent group α;
a heterocyclic group comprising 3 to 10 carbon atoms and one or more identical or different heteroatoms selected from an oxygen atom, a sulfur atom, and a nitrogen atom, wherein the group may be substituted with 1 to 5 identical or different substituents selected from the substituent group α;
or a heterocyclic-oxy group in which the heterocyclic group in the heterocyclic-oxy group comprising 3 to 10 carbon atoms and one or more identical or different heteroatoms selected from an oxygen atom, a sulfur atom, and a nitrogen atom, wherein the group may be substituted with 1 to 5 identical or different substituents selected from the substituent group α,
A1 represents a group represented by the following formula
A2 represents a group represented by the following formula
A3 represents a group represented by the following formula
n represents 0, 1, or 2,
R5, R6, R8, R9, R35 and R36 each independently represent a hydrogen atom or a C1-C6 alkyl group, wherein, R5 and R8 may be joined together to form a C2-C5 alkylene chain or a C2-C5 alkenylene chain, and may form a ring together with adjacent carbon atoms, and R5 and R35 may be joined together to form a C1-C5 alkylene chain to form a ring with adjacent carbon atoms,
R7, R33, and R34 each independently represent a hydrogen atom, a C1-C6 alkyl group, a C1-C6 haloalkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, or a C1-C6 alkoxy group,
R14, R15, R16, and R17 each independently represent a hydrogen atom, a C1-C6 alkyl group, a C1-C6 alkoxy group, or a benzyl group which may be substituted with one or more substituents selected from the substituent group α,
R18 represents a hydrogen atom, a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a cyanomethyl group, or a benzyl group,
R20 represents a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a C3-C6 cycloalkyl group, or a C3-C6 cycloalkyl C1-C6 alkyl group,
R21 represents a hydrogen atom, a C1-C6 alkyl group, or a halogen atom,
R23 represents a C1-C6 alkyl group, a C1-C6 haloalkyl group, a C3-C6 cycloalkyl group, a C1-C10 alkylthio group, a C1-C10 alkylsulfinyl group, a C1-C10 alkylsulfonyl group, a phenylthio group which may be substituted with one or more substituents selected from the substituent group α, a benzylthio group which may be substituted with one or more substituents selected from the substituent group α, a phenylsulfinyl group which may be substituted with one or more substituents selected from the substituent group α, a benzylsulfinyl group which may be substituted with one or more substituents selected from the substituent group α, a phenylsulfonyl group which may be substituted with one or more substituents selected from the substituent group α, or a benzylsulfonyl group which may be substituted with one or more substituents selected from the substituent group α,
R24 represents a hydrogen atom, a halogen atom, a cyano group, a C1-C6 alkyl group, a C3-C6 cycloalkyl group, or a C1-C6 alkoxycarbonylamino group,
R25 represents a C1-C6 alkoxycarbonyl group, a cyano group, or a nitro group,
R31 and R32 each independently represent a hydrogen atom;
a C1-C6 alkyl group;
a phenyl group which may be substituted with one or more substituents selected from the Substituent group α;
a benzyl group which may be substituted with one or more substituents selected from the substituent group α;
a C1-C6 alkoxy C1-C6 alkyl group;
a C1-C6 alkylcarbonyl group;
a C1-C10 alkylthio carbonyl group;
a C1-C6 alkoxycarbonyl group;
a C1-C6 haloalkyl group;
a C3-C6 cycloalkyl group;
a C3-C6 cycloalkyl C1-C6 alkyl group;
a C1-C6 alkylsulfonyl group;
a phenylsulfonyl group which may be substituted with one or more substituents selected from the substituent group α;
a benzylsulfonyl group which may be substituted with one or more substituents selected from the substituent group α;
a heterocyclic group comprising 3 to 10 carbon atoms and one or more identical or different heteroatoms selected from an oxygen atom, a sulfur atom, and a nitrogen atom, wherein the group may be substituted with 1 to 5 identical or different substituents selected from the substituent group α;
or a C1-C6 alkyl group substituted with a heterocyclic group in which the heterocyclic group comprising 3 to 10 carbon atoms and one or more identical or different heteroatoms selected from an oxygen atom, a sulfur atom, and a nitrogen atom, wherein the group may be substituted with 1 to 5 identical or different substituents selected from the substituent group α, wherein, R31 and R32 may be joined together to form a 5- to 6-membered ring with adjacent nitrogen atom, and the one or more carbon atoms in the ring may be substituted with a sulfur atom and/or an oxygen atom;
wherein, “substituent group α” represents a group selected from a group consisting of:
a halogen atom;
a hydroxyl group;
a C1-C6 alkyl group;
a C3-C6 cycloalkyl group;
a C3-C6 cycloalkyl C1-C6 alkyl group;
a C2-C6 alkenyl group;
a C2-C6 alkynyl group;
a C1-C6 haloalkyl group;
a C2-C6 haloalkenyl group;
a C2-C6 haloalkynyl group;
a C3-C6 halocycloalkyl group;
a C3-C6 halocycloalkyl C1-C6 alkyl group;
a C1-C6 alkoxy group;
a C3-C6 cycloalkyloxy group;
a C2-C6 alkenyloxy group;
a C2-C6 alkynyloxy group;
a C1-C6 alkylcarbonyloxy group;
a C1-C6 haloalkoxy group;
a C1-C6 alkylthio group;
a C1-C6 alkylsulfinyl group;
a C1-C6 alkylsulfonyl group;
a C1-C6 haloalkylthio group;
a C1-C6 haloalkylsulfinyl group;
a C1-C6 haloalkylsulfonyl group;
an amino group;
a C1-C6 alkylcarbonylamino group;
a mono(C1-C6 alkyl)amino group;
a di(C1-C6 alkyl)amino group;
a hydroxy C1-C6 alkyl group;
a C1-C6 alkoxy C1-C6 alkyl group;
a C1-C6 alkylthio C1-C6 alkyl group;
a C1-C6 alkylsulfinyl C1-C6 alkyl group;
a C1-C6 alkylsulfonyl C1-C6 alkyl group;
a C1-C6 haloalkylthio C1-C6 alkyl group;
a C1-C6 haloalkylsulfinyl C1-C6 alkyl group;
a C1-C6 haloalkylsulfonyl C1-C6 alkyl group;
a cyano C1-C6 alkyl group;
a C1-C6 alkoxy C1-C6 alkoxy group;
a C3-C6 cycloalkyl C1-C6 alkyloxy group;
a C1-C6 haloalkoxy C1-C6 alkoxy group;
a cyano C1-C6 alkoxy group;
a C1-C6 acyl group;
a C1-C6 alkoxyimino C1-C6 alkyl group;
a carboxyl group;
a C1-C6 alkoxycarbonyl group;
a carbamoyl group;
a mono(C1-C6 alkyl)aminocarbonyl group;
a di(C1-C6 alkyl)aminocarbonyl group;
a nitro group;
a cyano group;
a phenyl group, wherein the phenyl in the group may be substituted with 1 to 5 identical or different substituents selected from the substituent group β;
a heterocyclic group comprising 2 to 10 carbon atoms and 1 to 5 identical or different heteroatoms selected from an oxygen atom, a sulfur atom, and a nitrogen atom, wherein the group may be substituted with 1 to 5 identical or different substituents selected from the substituent group β;
a heterocyclic oxy group comprising 2 to 10 carbon atoms and 1 to 5 identical or different heteroatoms selected from an oxygen atom, a sulfur atom, and a nitrogen atom, wherein the group may be substituted with 1 to 5 identical or different substituents selected from the substituent group β;
and a C3-C6 alkylene group formed with two adjacent substituent groups, wherein 1 to 3 carbon atoms in the alkylene group may be substituted with an atom selected from a group consisting of an oxygen atom, a sulfur atom, a nitrogen atom, and a carbon atom constituting an carbonyl group;
and
“substituent group β” represents a group selected from a group consisting of a halogen atom, a nitro group, a cyano group, a C1-C6 alkyl group, a C1-C6 haloalkyl group, a C1-C6 alkoxy group, and a C1-C6 haloalkoxy group.

221 more elements

A triazine derivative or a salt thereof represented by following Formula 2:

wherein B represents a hydroxyl group or a C1-C6 alkoxy group;
R1 represents a chemical group selected from the group consisting of a C2-C6 alkenyl group;
a C2-C6 alkynyl group;
a C3-C6 cycloalkyl group;
a C3-C6 cycloalkenyl group;
a C1-C6 haloalkyl group;
a C2-C6 haloalkenyl group;
a C1-C6 alkoxy C1-C6 alkyl group;
a C1-C6 alkylthio C1-C6 alkyl group;
a C1-C6 alkylsulfinyl C1-C6 alkyl group;
a C1-C6 alkylsulfonyl C1-C6 alkyl group;
a C1-C6 alkoxyimino C1-C6 alkyl group;
a C1-C6 alkoxycarbonyl C1-C6 alkyl group;
a C1-C6 alkylcarbonyl C1-C6 alkyl group;
a phenyl group which may be substituted with one or more substituents selected from the substituent group α;
a phenyl C1-C6 alkyl group;
and a heterocyclic group selected from the group consisting of pyridyl group, pyrimidinyl group, pyrazinyl group, pyridazinyl group, thienyl group, thiazolyl group, isoxazolyl group, pyrazolyl group, morpholinyl group, thiomorpholinyl group, and pyperazinyl group, wherein the group may be substituted with 1 to 5 identical or different substituents selected from the substituent group α, and when the heteroatom in the heterocyclic group is a sulfur atom, the sulfur atom may be oxidized to sulfoxide or sulfone;
R2 represents a chemical group selected from the group consisting of a C1-C6 alkyl group, a C1-C6 haloalkyl group, and a pyridyl group;
Y represents an oxygen atom;
Z represent an oxygen atom or a sulfur atom;
wherein, “substituent group α” represents a chemical group selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a C1-C6 haloalkyl group, a C1-C6 alkoxy group, a C1-C6 haloalkoxy group, a C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group, a nitro group, a cyano group, a phenyl group, and a methylenedioxy group;
and
“substituent group β” represents a group selected from a group consisting of a halogen atom, a nitro group, a cyano group, a C1-C6 alkyl group, a C1-C6 haloalkyl group, a C1-C6 alkoxy group, and a C1-C6 haloalkoxy group.

20 more elements

Dependencies are inferred from the claim text.

Facts

Application: 15/393,850Filed 29 Dec 2016 · continuation
Priority: JP 2010-14828629 Jun 2010
Published: US 2017/0129861 A111 May 2017
Granted: 25 Sep 2018
Term ends: Not estimatedThe source records don’t support an estimate.

Classification43 codes

C07D 253/075
With hetero atoms, or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals,…:…
A01N 43/707
Having rings with three nitrogen atoms as the only ring hetero atoms: 1,2,3- or 1,2,4-triazines; Hydrogenated 1,2,3- or 1,2,4-triazines
A01N 43/78
Five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3: 1,3-Thiazoles; Hydrogenated 1,3-thiazoles
A01N 43/80
Having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms: five-membered rings with one nitrogen atom and either one oxygen…

Family

PCT/JP2011/062643Parent of this continuation · filed 26 May 2011
Application14/603,029Parent of this continuation · filed 22 Jan 2015
US 2017/0129861 A1Pre-grant publication · published 11 May 2017
US 9,573,909 B2Parent of this continuation
Application13/807,590Parent of this continuation
US 8,969,554 B2Parent of this continuation
US 2013/0102468 A1Published application
US 2015/0203457 A1Published application
US 10,081,608 B2This patent

From the US filing history. Foreign family members aren’t listed.

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Abstract

A triazine derivative or a salt thereof represented by following Formula 1:

wherein R1 represents a hydrogen atom;
a C1-C12 alkyl group;
a C2-C6 alkenyl group;
a C2-C6 alkynyl group;
a C3-C6 cycloalkyl group;
a C3-C6 cycloalkenyl group;
a C3-C6 cycloalkyl C1-C6 alkyl group;
a C1-C6 haloalkyl group;
a C2-C6 haloalkenyl group;
a C2-C6 haloalkynyl group;
a C3-C6 halocycloalkyl group;
a C3-C6 halocycloalkyl C1-C6 alkyl group;
an amino C1-C6 alkyl group;
a nitro C1-C6 alkyl group;
a C1-C6 alkylamino C1-C6 alkyl group;
a di(C1-C6 alkyl)amino C1-C6 alkyl group;
a C1-C6 alkylthio C1-C6 alkyl group;
a C1-C6 alkylsulfinyl C1-C6 alkyl group;
a C1-C6 alkylsulfonyl C1-C6 alkyl group;
a C1-C6 haloalkylthio C1-C6 alkyl group;
a C1-C6 haloalkylsulfinyl C1-C6 alkyl group;
a C1-C6 haloalkylsulfonyl C1-C6 alkyl group;
a C1-C6 alkoxy C1-C6 alkyl group;
a hydroxy C1-C6 alkyl group;
a phenyl C1-C6 alkoxy C1-C6 alkyl group, wherein the phenyl in the group may be substituted with one substituent group selected from substituent group α or 2 to 5 substituent groups that are the same or different from each other and selected from substituent group α;
a C1-C6 alkoxy C1-C6 alkoxy C1-C6 alkyl group;
a C3-C6 cycloalkyloxy C1-C6 alkyl group;
a C3-C6 cycloalkyl C1-C6 alkyloxy C1-C6 alkyl group;
a phenyloxy C1-C6 alkyl group, wherein the phenyl in the group may be substituted with 1 to 5 identical or different substituents selected from the substituent group α;
a phenylthio C1-C6 alkyl group, wherein the phenyl in the group may be substituted with 1 to 5 identical or different substituents selected from the substituent group α;
a phenylsulfinyl C1-C6 alkyl group, wherein the phenyl in the group may be substituted with 1 to 5 identical or different substituents selected from the substituent group α;
a phenylsulfonyl C1-C6 alkyl group, wherein the phenyl in the group may be substituted with 1 to 5 identical or different substituents selected from the substituent group α;
a C1-C6 haloalkoxy C1-C6 alkyl group;
a phenyl group which may be substituted with one or more substituents selected from the substituent group α;
a phenyl C1-C6 alkyl group which may be substituted with one or more substituents selected from the substituent group α;
a phenyl C2-C6 alkenyl group which may be substituted with one or more substituents selected from the substituent group α;
a phenyl C2-C6 alkynyl group which may be substituted with one or more substituents selected from the substituent group α;
a C1-C6 alkoxyimino C1-C6 alkyl group;
a phenoxyimino C1-C6 alkyl group which may be substituted with one or more substituents selected from the substituent group α;
a di(C1-C6 alkoxy)C1-C6 alkyl group;
a (R31R32N—C═O)C1-C6 alkyl group;
a C1-C6 alkoxycarbonyl C1-C6 alkyl group;
a C1-C6 alkylcarbonyl C1-C6 alkyl group;
a C1-C6 alkylcarbonyloxy C1-C6 alkyl group;
a C1-C6 alkylidene aminooxy C1-C6 alkyl group;
a formyl C1-C6 alkyl group;
a C1-C6 alkylthio C1-C6 alkoxy C1-C6 alkyl group;
a C1-C6 alkylsulfinyl C1-C6 alkoxy C1-C6 alkyl group;
a C1-C6 alkylsulfonyl C1-C6 alkoxy C1-C6 alkyl group;
a cyano C1-C6 alkoxy C1-C6 alkyl group;
a cyano C1-C6 alkyl group;
a C2-C6 alkylidene amino group;
a di(C1-C10 alkyl)amino C1-C6 alkylidene amino group;
a NR31R32 group;
a C1-C6 alkoxy group;
a C2-C6 alkenyloxy group;
a C2-C6 alkynyloxy group;
a C3-C6 cycloalkyloxy group;
a C3-C6 cycloalkyl C1-C6 alkyloxy group;
a C1-C6 haloalkoxy group;
a heterocyclic group comprising 3 to 10 carbon atoms and one or more identical or different heteroatoms selected from an oxygen atom, a sulfur atom, and a nitrogen atom, wherein the group may be substituted with 1 to 5 identical or different substituents selected from the substituent group α, and when the heteroatom in the heterocyclic group is a sulfur atom, the sulfur atom may be oxidized to sulfoxide or sulfone;
a C1-C6 alkyl group substituted with a heterocyclic group comprising 3 to 10 carbon atoms and one or more identical or different heteroatoms selected from an oxygen atom, a sulfur atom, and a nitrogen atom, wherein the group may be substituted with 1 to 5 identical or different substituents selected from the substituent group α;
a C1-C6 alkoxy C1-C6 alkyl group substituted with a heterocyclic group comprising 3 to 10 carbon atoms and one or more identical or different heteroatoms selected from an oxygen atom, a sulfur atom, and a nitrogen atom, wherein the group may be substituted with 1 to 5 identical or different substituents selected from the substituent group α;
or a C1-C6 alkoxy C1-C6 alkyl group substituted with a heterocyclic-oxy group in which the heterocyclic group in the heterocyclic-oxy group comprising 3 to 10 carbon atoms and one or more identical or different heteroatoms selected from an oxygen atom, a sulfur atom, and a nitrogen atom, wherein the group may be substituted with 1 to 5 identical or different substituents selected from the substituent group α;
R2 represents a hydrogen atom;
a C1-C6 alkyl group;
a C2-C6 alkenyl group;
a C2-C6 alkynyl group;
a C3-C6 cycloalkyl group;
a C1-C6 haloalkyl group;
a C2-C6 haloalkenyl group;
a C2-C6 haloalkynyl group;
a C1-C6 alkoxy C1-C6 alkyl group;
a C3-C6 cycloalkyloxy C1-C6 alkyl group;
a di(C1-C6 alkoxy) C1-C6 alkyl group;
a heterocyclic group comprising 3 to 10 carbon atoms and one or more identical or different heteroatoms selected from an oxygen atom, a sulfur atom, and a nitrogen atom, wherein the group may be substituted with 1 to 5 identical or different substituents selected from the substituent group α;
a phenyl group which may be substituted with one or more substituents selected from the substituent group α;
a phenyl C1-C6 alkyl group which may be substituted with one or more substituents selected from the substituent group α;
a phenyl C2-C6 alkenyl group which may be substituted with one or more substituents selected from the substituent group α;
or a phenyl C2-C6 alkynyl group which may be substituted with one or more substituents selected from the substituent group α,
Y and Z represent an oxygen atom or a sulfur atom,
A represents any one of the following formula A-1 to A-5,
R4 represents a hydroxyl group;
O−M+, wherein the M+ represents an alkali metal cation or an ammonium cation;
an amino group;
a halogen atom;
a cyano group;
an isothiocyanate group;
an isocyanate group;
a hydroxycarbonyloxy group;
a C1-C6 alkoxycarbonyloxy group;
a benzyloxycarbonyloxy group which may be substituted with a substituent group selected from substituent group α;
a C1-C6 alkoxy group;
a C2-C6 alkenyloxy group;
a C2-C6 alkynyloxy group;
a C3-C6 cycloalkyloxy group;
a cyanomethylene oxy group;
a C3-C6 cycloalkyl C1-C6 alkyloxy group;
a C1-C6 alkylcarbonyloxy group;
a C1-C6 haloalkylcarbonyloxy group;
a C2-C6 alkenylcarbonyloxy group;
a C2-C6 haloalkenylcarbonyloxy group;
a C2-C6 alkynylcarbonyloxy group;
a C2-C6 haloalkynylcarbonyloxy group;
a C1-C6 alkoxycarbonyl C1-C6 alkoxy group;
a phenyloxy group which may be substituted with one or more substituents selected from the substituent group α;
a benzyloxy group which may be substituted with one or more substituents selected from the substituent group α;
a phenylcarbonyloxy group which may be substituted with one or more substituents selected from the substituent group α;
a benzylcarbonyloxy group which may be substituted with one or more substituents selected from the substituent group α;
a phenylcarbonyl C1-C6 alkyloxy group which may be substituted with one or more substituents selected from the substituent group α;
a C1-C10 alkylsulfonlyoxy group;
a C1-C6 haloalkylsulfonlyoxy group;
a phenylsulfonyloxy group which may be substituted with one or more substituents selected from the substituent group α;
a benzylsulfonyloxy group which may be substituted with one or more substituents selected from the substituent group α;
a C1-C10 alkylthio group;
a C1-C10 alkylsulfinyl group;
a C1-C10 alkylsulfonyl group;
a C1-C6 haloalkylthio group;
a C1-C6 haloalkylsulfinyl group;
a C1-C6 haloalkylsulfonyl group;
a C2-C6 alkenylthio group;
a C2-C6 alkenylsulfinyl group;
a C2-C6 alkenylsulfonyl group;
a C2-C6 alkynylthio group;
a C2-C6 alkynylsulfinyl group;
a C2-C6 alkynylsulfonyl group;
a phenylthio group which may be substituted with one or more substituents selected from the substituent group α;
a benzylthio group which may be substituted with one or more substituents selected from the substituent group α;
a phenylsulfinyl group which may be substituted with one or more substituents selected from the substituent group α;
a benzylsulfinyl group which may be substituted with one or more substituents selected from the substituent group α;
a phenylsulfonyl group which may be substituted with one or more substituents selected from the substituent group α;
a benzylsulfonyl group which may be substituted with one or more substituents selected from the substituent group α;
a C1-C10 alkylamino group;
a di(C1-C10 alkyl)amino group;
a C1-C6 alkoxycarbonylamino group;
a C1-C6 alkoxy group substituted with a heterocyclic group comprising 3 to 10 carbon atoms and one or more identical or different heteroatoms selected from an oxygen atom, a sulfur atom, and a nitrogen atom, wherein the group may be substituted with 1 to 5 identical or different substituents selected from the substituent group α;
a heterocyclic group comprising 3 to 10 carbon atoms and one or more identical or different heteroatoms selected from an oxygen atom, a sulfur atom, and a nitrogen atom, wherein the group may be substituted with 1 to 5 identical or different substituents selected from the substituent group α;
or a heterocyclic-oxy group in which the heterocyclic group in the heterocyclic-oxy group comprising 3 to 10 carbon atoms and one or more identical or different heteroatoms selected from an oxygen atom, a sulfur atom, and a nitrogen atom, wherein the group may be substituted with 1 to 5 identical or different substituents selected from the substituent group α,
A1 represents a group represented by the following formula
A2 represents a group represented by the following formula
A3 represents a group represented by the following formula
n represents 0, 1, or 2,
R5, R6, R8, R9, R35 and R36 each independently represent a hydrogen atom or a C1-C6 alkyl group, wherein, R5 and R8 may be joined together to form a C2-C5 alkylene chain or a C2-C5 alkenylene chain, and may form a ring together with adjacent carbon atoms, and R5 and R35 may be joined together to form a C1-C5 alkylene chain to form a ring with adjacent carbon atoms,
R7, R33, and R34 each independently represent a hydrogen atom, a C1-C6 alkyl group, a C1-C6 haloalkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, or a C1-C6 alkoxy group,
R14, R15, R16, and R17 each independently represent a hydrogen atom, a C1-C6 alkyl group, a C1-C6 alkoxy group, or a benzyl group which may be substituted with one or more substituents selected from the substituent group α,
R18 represents a hydrogen atom, a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a cyanomethyl group, or a benzyl group,
R20 represents a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a C3-C6 cycloalkyl group, or a C3-C6 cycloalkyl C1-C6 alkyl group,
R21 represents a hydrogen atom, a C1-C6 alkyl group, or a halogen atom,
R23 represents a C1-C6 alkyl group, a C1-C6 haloalkyl group, a C3-C6 cycloalkyl group, a C1-C10 alkylthio group, a C1-C10 alkylsulfinyl group, a C1-C10 alkylsulfonyl group, a phenylthio group which may be substituted with one or more substituents selected from the substituent group α, a benzylthio group which may be substituted with one or more substituents selected from the substituent group α, a phenylsulfinyl group which may be substituted with one or more substituents selected from the substituent group α, a benzylsulfinyl group which may be substituted with one or more substituents selected from the substituent group α, a phenylsulfonyl group which may be substituted with one or more substituents selected from the substituent group α, or a benzylsulfonyl group which may be substituted with one or more substituents selected from the substituent group α,
R24 represents a hydrogen atom, a halogen atom, a cyano group, a C1-C6 alkyl group, a C3-C6 cycloalkyl group, or a C1-C6 alkoxycarbonylamino group,
R25 represents a C1-C6 alkoxycarbonyl group, a cyano group, or a nitro group,
R31 and R32 each independently represent a hydrogen atom;
a C1-C6 alkyl group;
a phenyl group which may be substituted with one or more substituents selected from the Substituent group α;
a benzyl group which may be substituted with one or more substituents selected from the substituent group α;
a C1-C6 alkoxy C1-C6 alkyl group;
a C1-C6 alkylcarbonyl group;
a C1-C10 alkylthio carbonyl group;
a C1-C6 alkoxycarbonyl group;
a C1-C6 haloalkyl group;
a C3-C6 cycloalkyl group;
a C3-C6 cycloalkyl C1-C6 alkyl group;
a C1-C6 alkylsulfonyl group;
a phenylsulfonyl group which may be substituted with one or more substituents selected from the substituent group α;
a benzylsulfonyl group which may be substituted with one or more substituents selected from the substituent group α;
a heterocyclic group comprising 3 to 10 carbon atoms and one or more identical or different heteroatoms selected from an oxygen atom, a sulfur atom, and a nitrogen atom, wherein the group may be substituted with 1 to 5 identical or different substituents selected from the substituent group α;
or a C1-C6 alkyl group substituted with a heterocyclic group in which the heterocyclic group comprising 3 to 10 carbon atoms and one or more identical or different heteroatoms selected from an oxygen atom, a sulfur atom, and a nitrogen atom, wherein the group may be substituted with 1 to 5 identical or different substituents selected from the substituent group α, wherein, R31 and R32 may be joined together to form a 5- to 6-membered ring with adjacent nitrogen atom, and the one or more carbon atoms in the ring may be substituted with a sulfur atom and/or an oxygen atom;
wherein, “substituent group α” represents a group selected from a group consisting of:
a halogen atom;
a hydroxyl group;
a C1-C6 alkyl group;
a C3-C6 cycloalkyl group;
a C3-C6 cycloalkyl C1-C6 alkyl group;
a C2-C6 alkenyl group;
a C2-C6 alkynyl group;
a C1-C6 haloalkyl group;
a C2-C6 haloalkenyl group;
a C2-C6 haloalkynyl group;
a C3-C6 halocycloalkyl group;
a C3-C6 halocycloalkyl C1-C6 alkyl group;
a C1-C6 alkoxy group;
a C3-C6 cycloalkyloxy group;
a C2-C6 alkenyloxy group;
a C2-C6 alkynyloxy group;
a C1-C6 alkylcarbonyloxy group;
a C1-C6 haloalkoxy group;
a C1-C6 alkylthio group;
a C1-C6 alkylsulfinyl group;
a C1-C6 alkylsulfonyl group;
a C1-C6 haloalkylthio group;
a C1-C6 haloalkylsulfinyl group;
a C1-C6 haloalkylsulfonyl group;
an amino group;
a C1-C6 alkylcarbonylamino group;
a mono(C1-C6 alkyl)amino group;
a di(C1-C6 alkyl)amino group;
a hydroxy C1-C6 alkyl group;
a C1-C6 alkoxy C1-C6 alkyl group;
a C1-C6 alkylthio C1-C6 alkyl group;
a C1-C6 alkylsulfinyl C1-C6 alkyl group;
a C1-C6 alkylsulfonyl C1-C6 alkyl group;
a C1-C6 haloalkylthio C1-C6 alkyl group;
a C1-C6 haloalkylsulfinyl C1-C6 alkyl group;
a C1-C6 haloalkylsulfonyl C1-C6 alkyl group;
a cyano C1-C6 alkyl group;
a C1-C6 alkoxy C1-C6 alkoxy group;
a C3-C6 cycloalkyl C1-C6 alkyloxy group;
a C1-C6 haloalkoxy C1-C6 alkoxy group;
a cyano C1-C6 alkoxy group;
a C1-C6 acyl group;
a C1-C6 alkoxyimino C1-C6 alkyl group;
a carboxyl group;
a C1-C6 alkoxycarbonyl group;
a carbamoyl group;
a mono(C1-C6 alkyl)aminocarbonyl group;
a di(C1-C6 alkyl)aminocarbonyl group;
a nitro group;
a cyano group;
a phenyl group, wherein the phenyl in the group may be substituted with 1 to 5 identical or different substituents selected from the substituent group β;
a heterocyclic group comprising 2 to 10 carbon atoms and 1 to 5 identical or different heteroatoms selected from an oxygen atom, a sulfur atom, and a nitrogen atom, wherein the group may be substituted with 1 to 5 identical or different substituents selected from the substituent group β;
a heterocyclic oxy group comprising 2 to 10 carbon atoms and 1 to 5 identical or different heteroatoms selected from an oxygen atom, a sulfur atom, and a nitrogen atom, wherein the group may be substituted with 1 to 5 identical or different substituents selected from the substituent group β;
and a C3-C6 alkylene group formed with two adjacent substituent groups, wherein 1 to 3 carbon atoms in the alkylene group may be substituted with an atom selected from a group consisting of an oxygen atom, a sulfur atom, a nitrogen atom, and a carbon atom constituting an carbonyl group;
and
“substituent group β” represents a group selected from a group consisting of a halogen atom, a nitro group, a cyano group, a C1-C6 alkyl group, a C1-C6 haloalkyl group, a C1-C6 alkoxy group, and a C1-C6 haloalkoxy group.

221 more elements

Facts

Application

15/393,850Filed 29 Dec 2016 · continuation

Priority

JP 2010-14828629 Jun 2010

Published

US 2017/0129861 A111 May 2017

Granted

25 Sep 2018

Term ends

Not estimatedThe source records don’t support an estimate.

Classification43 codes

C07D 253/075
With hetero atoms, or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals,…:…
A01N 43/707
Having rings with three nitrogen atoms as the only ring hetero atoms: 1,2,3- or 1,2,4-triazines; Hydrogenated 1,2,3- or 1,2,4-triazines
A01N 43/78
Five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3: 1,3-Thiazoles; Hydrogenated 1,3-thiazoles
A01N 43/80
Having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms: five-membered rings with one nitrogen atom and either one oxygen…

Family

PCT/JP2011/062643Parent of this continuation · filed 26 May 2011

Application14/603,029Parent of this continuation · filed 22 Jan 2015

US 2017/0129861 A1Pre-grant publication · published 11 May 2017

US 9,573,909 B2Parent of this continuation

Application13/807,590Parent of this continuation

US 8,969,554 B2Parent of this continuation

US 2013/0102468 A1Published application

US 2015/0203457 A1Published application

US 10,081,608 B2This patent

From the US filing history. Foreign family members aren’t listed.