JP2002088067A - Acrylonitrile compound and harmful pest-controlling agent - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a new agrochemical, particularly an inecticide. SOLUTION: The objective acrylonitrile compound is shown by the formula (1) [wherein, A is a (specifically substituted) phenyl, (specifically substituted) naphthyl or (specifically substituted) specific heterocyclic group; B is H, a 1-4C alkyl, 1-4C haloalkyl or the like; R1 is H, a 1-10C alkyl, 1-6C haloalkyl or the like; and R2 is H, a 1-10C alkyl, 1-6C haloalkyl or the like]. The other objective agrochemical comprising the compound is provided.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

[0001] The present invention relates to a novel acrylonitrile compound and an agricultural chemical containing the compound as an active ingredient. The pesticides in the present invention include insecticides, acaricides, nematicides, herbicides, fungicides, and the like, and especially insecticides, acaricides, and nematicides in the fields of agriculture, horticulture, livestock, and sanitation. .

[0002]

2. Description of the Related Art Acrylonitrile derivatives are disclosed in JP-A-53-92769 and DE 4330105.
As insecticides and in International Patent Application Publication No.
7/40009, WO99 / 44993 and WO00 / 17193) have disclosures as pesticides. JP-A-60-11452 describes 2- (4-chlorophenyl) -3- (3-pyridyl) -3-oxopropionitrile as a herbicide, and is disclosed in JP-A-60-11401. Describe the compounds as fungicides.

[0003]

With the long-term use of insecticides and fungicides, pests have recently acquired resistance,
It has become difficult to control with conventional insecticides and fungicides.
Some insecticides are highly toxic, and some are disturbing ecosystems due to persistence. Therefore, the development of new insecticides and fungicides with low toxicity and low residue has always been expected.

[0004]

Means for Solving the Problems In order to solve the above problems, the present inventors have demonstrated excellent pest control activity at a low dose and against non-target organisms such as mammals, fish and beneficial insects. As a result of continuing research to develop a pesticide having almost no adverse effects, the present inventors have found that the following compounds have high safety and excellent pesticidal activity and completed the present invention. That is, the present invention is a compound described in the following [1] to [4] (hereinafter, referred to as the present compound) and an agricultural chemical containing the compound as an active ingredient.

[1] Equation (1):

[0006]

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[Wherein, A may be substituted by W
Phenyl, naphthyl optionally substituted by W or Y
A heterocyclic group which may be substituted with
Is thienyl, furyl, pyrrolyl, oxazolyl, iso
Xazolyl, thiazolyl, isothiazolyl, pyrazoly
, Imidazolyl, 1,3,4-oxadiazolyl,
1,2,4-oxadiazolyl, 1,3,4-thiadia
Zolyl, 1,2,4-thiadiazolyl, 1,2,4-to
Liazolyl, 1,2,3-thiadiazolyl, 1,2,3
-Triazolyl, 1,2,3,4-tetrazolyl, pyri
Jill, pyrimidinyl, pyrazinyl, pyridazinyl, 1,
3,5-triazinyl, 1,2,4-triazinyl, i
Ndazolyl, benzoxazolyl, quinolinyl, isoki
Nolinyl, quinoxalinyl, phthalazinyl, cinnolini
Or quinazolinyl. ) And B is H, C
₁~ C_FourAlkyl, C_Two~ C₆Alkenyl, C_Two~ C₆Archi
Nil, C ₁~ C_FourHaloalkyl, C_Two~ C₆Haloalkene
Le, C_Two~ C₆Haloalkynyl, C_Two~ C_FourAlkoxyal
Kill, CH_ThreeSCH_Two, CH_ThreeOC_TwoH_FourOCH_Two, R^aPut in
Transformed C₁~ C_FourAlkyl, R^bC substituted with₁~ C_Four
Alkyl, tetrahydropyranyl, (CH_Three)_ThreeSi, C
₁~ C_FourAlkylsulfonyl, halogen or C₁~ C_Four
Phenylsulfonyl optionally substituted with alkyl,
-SO_TwoCF_Three, C₁~ C_FourMonoalkylaminosulfoni
Le, C_Two~ C₈Dialkylaminosulfonyl, phenyla
Minosulfonyl, C_Two~ C_FiveCyanoalkyl, C_Three~ C₉A
Lucoxycarbonylalkyl, -C (= O) T¹, -C
(= S) T¹, -P (= O) T^TwoT^Three, -P (= S) T^TwoT
^Three, An alkali metal atom, an alkaline earth metal atom or N
HT^FourT^FiveT ⁶And R¹Is H, C₁~ C_TenAlkyl,
C_Two~ C₆Alkenyl, C_Two~ C₆Alkynyl, C₁~ C₆C
Lower alkyl, C_Two~ C₆Haloalkenyl, C_Two~ C₆Haloa
Lucinyl, C _Three~ C₆Halocycloalkyl, C₁~ C_ThreeAl
C which may be substituted by kill_Three~ C₆Cycloalkyl,
C_Two~ C_FourAlkoxyalkyl, CH_ThreeSCH_Two, CH_ThreeO
C_TwoH_FourOCH_Two, R^aC substituted with₁~ C_FourAlkyl, R
^bC substituted with₁~ C_FourAlkyl, R^aC substituted with_Two
~ C_FourAlkenyl, tetrahydropyranyl, (CH_Three)_Three
Si, C₁~ C_FourAlkylsulfonyl, halogen or
C₁~ C_FourPhenylsulfur optionally substituted with alkyl
Honyl, -SO_TwoCF_Three, C₁~ C_FourMonoalkylaminos
Ruphonyl, C_Two~ C₈Dialkylaminosulfonyl, Fe
Nylaminosulfonyl, pyr optionally substituted with Z
Zolyl, imidazolyl optionally substituted with Z,
Optionally substituted thiazolyl, substituted with Z
Phenyl, pyridyl optionally substituted with Z,
Pyrimidinyl optionally substituted with Z, substituted with Z
Optionally pyrazinyl, C_Two~ C_FiveCyanoalkyl, C
_Three~ C₉Alkoxycarbonylalkyl, -C (= O) T
¹, -C (= S) T¹, -P (= O) T^TwoT^Three, -P (=
S) T^TwoT^Three, Alkali metal atom, alkaline earth metal source
Child, NHT^FourT^FiveT⁶Or

[0008]

Embedded image

And R^TwoIs H, halogen, C₁~ C_Ten
Alkyl, C_Two~ C₆Alkenyl, C_Two~ C₆Alkynyl,
C₁~ C₆Haloalkyl, C_Two~ C₆Haloalkenyl, C_Two
~ C₆Haloalkynyl, C_Three~ C₆Halocycloalkyl,
C₁~ C_ThreeC optionally substituted with alkyl_Three~ C₆Shiku
Lower alkyl, C₁~ C₆Alkoxy, C_Two~ C₆Alkenyl
Oxy, C_Two~ C₆Alkynyloxy, C₁~ C₆Haloal
Coxy, C_Two~ C₆Haloalkenyloxy, C_Two~ C₆Halo
Alkynyloxy, C_Two~ C_FourAlkoxyalkyl, R^a
C substituted with₁~ C_FourAlkyl, R^bC substituted with₁~
C_FourAlkyl, R^aC substituted with_Two~ C_FourAlkenyl,
(CH_Three)_ThreeSi, C₁~ C_FourAlkylsulfenyl, C ₁
~ C_FourAlkylsulfinyl, C₁~ C_FourAlkylsulfo
Nil, halogen or C₁~ C_FourSubstituted with alkyl
Optionally phenylsulfonyl, -SO_TwoCF_Three, C_Two~
C_FiveCyanoalkyl, C_Three~ C₉Alkoxycarbonyla
Lucil, CN, -NU¹U^Two, Phenoxy, phenylami
No, -C (= O) T¹, -C (= S) T¹, Morpholini
, Piperidyl, pyrazolyl optionally substituted with Z
I, imidazolyl optionally substituted with Z, substituted with Z
Thiazolyl, which may be substituted with Z
Phenyl, pyridyl optionally substituted with Z, Z
Optionally substituted with pyrimidinyl or Z
Pyrazinyl which may be^ThreeIs H, C₁~ C_Ten
Alkyl, C_Two~ C₆Alkenyl, C_Two~ C₆Alkynyl,
C₁~ C₆Haloalkyl, C_Two~ C₆Haloalkenyl, C_Two
~ C₆Haloalkynyl, C _Three~ C₆Halocycloalkyl,
C₁~ C_ThreeC optionally substituted with alkyl_Three~ C₆Shiku
With phenyl optionally substituted with
Yes, R^FourIs H, C₁~ C_TenAlkyl, C_Two~ C₆Arche
Nil, C_Two~ C₆Alkynyl, C₁~ C₆Haloalkyl, C
_Two~ C₆Haloalkenyl, C_Two~ C₆Haloalkynyl, C _Three
~ C₆Halocycloalkyl, C₁~ C_ThreeSubstituted with alkyl
C that may be_Three~ C₆Cycloalkyl, CN, -NU
¹U^Two, Phenylamino, -C (= O) T¹Or Z
Optionally substituted phenyl, W is halogen,
C₁~ C_TenAlkyl, C_Two~ C₆Alkenyl, C_Two~ C₆
Alkynyl, C₁~ C₆Haloalkyl, C_Two~ C₆Haloal
Kenil, C_Two~ C₆Haloalkynyl, C_Three~ C₆Halocyclo
Alkyl, C₁~ C_ThreeC optionally substituted with alkyl
_Three~ C₆Cycloalkyl, C₁~ C₆Alkoxy, C_Two~ C₆
Alkenyloxy, C _Two~ C₆Alkynyloxy, C₁~
C_FourHaloalkoxy, C_Two~ C₆Haloalkenyloxy,
C_Two~ C₆Haloalkynyloxy, C_Two~ C_FourAlkoxya
Lucille, R^aC substituted with₁~ C_FourAlkyl, C₁~ C_Four
Alkylsulfenyl, C₁~ C_FourAlkylsulfini
Le, C₁~ C_FourAlkylsulfonyl, C_Two~ C₆Alkenyl
Sulfenyl, C_Two~ C₆Alkenylsulfinyl, C_Two
~ C₆Alkenylsulfonyl, C_Two~ C₆Alkynylsul
Phenyl, C_Two~ C₆Alkynylsulfinyl, C_Two~
C₆Alkynylsulfonyl, C₁~ C_FourHaloalkylsul
Phenyl, C₁~ C_FourHaloalkylsulfinyl, C₁~
C_FourHaloalkylsulfonyl, C_Two~ C₆Haloalkenyl
Sulfenyl, C_Two~ C₆Haloalkenylsulfinyl,
C_Two~ C₆Haloalkenylsulfonyl, C_Two~ C₆Haloal
Quinylsulfenyl, C_Two~ C₆Haloalkynyl sulfy
Nil, C_Two~ C₆Haloalkynylsulfonyl, NO_Two, C
N, -NU¹U^Two, Phenoxy, OH, naphthyl, C_Two~
C₇Alkoxycarbonyl, C_Two~ C_FourAlkyl carboni
Le, C_Two~ C_FiveAlkylcarbonyloxy, C_Two~ C_FiveHalo
Alkylcarbonyloxy, optionally substituted with X
Benzoyl, phenyl optionally substituted with X,
Optionally substituted pyridyl, optionally substituted with X
Good thienyl and -N = CT⁷T⁸Arbitrarily selected from
One to four substituents, or at adjacent substitution positions
5- to 8-membered ring formed by an attached alkylene
And Y is halogen, C₁~ C_TenAlkyl, C₁~ C
₆Haloalkyl, C₁~ C₆Alkoxy, C_Two~ C₆Arche
Nyloxy, C_Two~ C₆Alkynyloxy, C₁~ C_FourHalo
Alkoxy, C_Two~ C₆Haloalkenyloxy, C_Two~ C₆
Haloalkynyloxy, C_Two~ C_FourAlkoxyalkyl,
R^aC substituted with₁~ C_FourAlkyl, C₁~ C_FourAlkyl
Sulfenyl, C₁~ C_FourAlkylsulfinyl, C₁~
C_FourAlkylsulfonyl, C_Two~ C₆Alkenyl sulfe
Nil, C_Two~ C₆Alkenylsulfinyl, C _Two~ C₆Al
Kenylsulfonyl, C_Two~ C₆Alkynylsulfenyl,
C_Two~ C₆Alkynylsulfinyl, C_Two~ C₆Alkynyl
Sulfonyl, C₁~ C_FourHaloalkylsulfenyl, C₁
~ C_FourHaloalkylsulfinyl, C₁~ C_FourHaloalk
Rusulfonyl, C_Two~ C₆Haloalkenylsulfenyl,
C_Two~ C₆Haloalkenylsulfinyl, C_Two~ C₆Haloa
Lucenylsulfonyl, C_Two~ C₆Haloalkynyl sulfe
Nil, C_Two~ C₆Haloalkynylsulfinyl, C_Two~ C₆
Haloalkynylsulfonyl, NO_Two, CN, -NU
¹U^Two, Phenoxy, OH, C_Two~ C₇Alkoxycarboni
Le, C_Two~ C_FiveAlkylcarbonyloxy, C_Two~ C_FiveHalo
Alkylcarbonyloxy, C_Three~ C₇Dialkylamino
Carbonyloxy, phenyl optionally substituted by X
And -N = CT⁷T⁸One that is arbitrarily selected from
Bonded at four substituents or at adjacent substitution positions
A 5- to 8-membered ring formed by alkylene,
T¹Is C₁~ C₂₀Alkyl, C_Two~ C₆Alkenyl, C_Two
~ C₆Alkynyl, C₁~ C₆Haloalkyl, C_Two~ C₆C
Loalkenyl, C_Two~ C₆Haloalkynyl, C_Three~ C₆Halo
Cycloalkyl, C₁~ C_ThreeEven if substituted with alkyl
Good C_Three~ C₆Cycloalkyl, C_Two~ C_FourAlkoxyal
Kill, R^aC substituted with₁~ C_FourAlkyl, R^aReplaced by
C_Three~ C₆Cycloalkyl, R^aAnd C₁~ C_FourAl
A cyclopropyl substituted with a kill, R^cAnd halogen
C substituted with_Three~ C_FourCycloalkyl, R^dAnd C₁~
C_FourCyclopropyl substituted with alkyl, R^aReplaced by
C_Two~ C_FourAlkenyl, C₁~ C₁₂Alkoxy, C_Two~
C_FiveAlkenyloxy, C_Two~ C_FiveAlkynyloxy, C₁
~ C_FourHaloalkoxy, C_Two~ C₆Haloalkenyloxy
Si, C_Two~ C₆Haloalkynyloxy, C₁~ C_ThreeAlkyl
C optionally substituted with_Three~ C₆Cycloalkoxy,
Ndyloxy, C₁~ C₆Alkylsulfenyl, C_Two~
C₆Alkenylsulfenyl, C_Two~ C₆Alkynylsul
Phenyl, C_Two~ C_FiveAlkoxycarbonyl, -NU
¹U^Two, Phenylamino, a group optionally substituted with Z
Nil, phenoxy optionally substituted with Z, substituted with Z
Optionally substituted phenylsulfenyl, substituted with Z
Optionally substituted with naphthyl or Z
5- or 6-membered heterocyclic group (provided that these heterocyclic groups are
Thienyl, furyl, pyrrolyl, oxazolyl, isoxa
Zolyl, thiazolyl, isothiazolyl, pyrazolyl, i
Midazolyl, 1,3,4-oxadiazolyl, 1,2,2
4-oxadiazolyl, 1,3,4-thiadiazolyl,
1,2,4-thiadiazolyl, 1,2,4-triazolyl
1,2,3-thiadiazolyl, 1,2,3-tria
Zolyl, 1,2,3,4-tetrazolyl, pyridyl, pi
Limidinyl, pyrazinyl, pyridazinyl, 1,3,5-
Among triazinyl and 1,2,4-triazinyl
To be elected. ) And T^TwoAnd T^ThreeIs independently O
H, phenyl, C₁~ C₆Alkyl, C₁~ C₆Alkoxy
Or C₁~ C_FourAlkylsulfenyl, T^Four, T^Five
And T⁶Is independently H, C₁~ C₆Alkyl, C₁
~ C₆Alkenyl, C₁~ C_ThreeSubstituted with alkyl
Good C_Three~ C₆Is cycloalkyl or benzyl
Or T^Four, T^FiveAnd T⁶Two of them
Oxygen atom and nitrogen atom together with the nitrogen atom to which each is bound
Or a 5- to 8-membered ring group optionally containing a sulfur atom
And X and Z are each independently halo
Gen, C₁~ C_FourAlkyl, C₁~ C_FourHaloalkyl, C₁
~ C_FourAlkoxy, C₁~ C_FourHaloalkoxy, C₁~ C_Four
Alkylsulfenyl, C₁~ C_FourAlkylsulfini
Le, C₁~ C_FourAlkylsulfonyl, C_Two~ C_FiveAlkenyl
Sulfenyl, C_Two~ C_FiveAlkenylsulfinyl, C_Two
~ C_FiveAlkenylsulfonyl, C₁~ C_FourHaloalkyls
Luphenyl, C₁~ C_FourHaloalkylsulfinyl, C₁
~ C_FourHaloalkylsulfonyl, NO_Two, CN, CHO,
OH, -NU¹U^Two, Phenyl, phenoxy and C_Two~
C_FiveOne which is arbitrarily selected from alkoxycarbonyl
5 substituents, T⁷And T⁸Are independent
, H, phenyl, benzyl or C₁~ C₆With alkyl
Is or T⁷And T⁸Is bonded to the carbon atom
May form a 5- to 8-membered ring together,¹And U
^TwoIs independently H, C₁~ C₆Alkyl, C_Two~ C_FiveA
Alkylcarbonyl, C_Two~ C_FiveAlkoxycarbonyl,
Benzyl or benzyl or U ¹And U^TwoCombined with
May form a 5- to 8-membered ring with the carbon atoms
R^aIs halogen and C₁~ C_FourSelected from alkyl
Phenyl optionally substituted with one or more kinds,^b
Is halogen and C₁~ C_FourOne selected from alkyl
Benzoyl which may be substituted as described above;^cIs
Halogen and C₁~ C_FourAt least one selected from alkoxy
Is a phenyl optionally substituted above,^dIs
C optionally substituted with a logen_Two~ C_FourAlkenyl
You. An acrylonitrile compound represented by the formula:

[2] A is a phenyl optionally substituted by W or a heterocyclic group optionally substituted by Y (provided that this heterocyclic group is thienyl, furyl, pyrrolyl, oxazolyl, isoxazolyl, thiazolyl Acrylonitrile compound according to the above [1], which is isothiazolyl, pyrazolyl, imidazolyl, pyridyl, pyrimidinyl, pyrazinyl or pyridazinyl.

[3] A is a phenyl optionally substituted by W or a heterocyclic group optionally substituted by Y (provided that the heterocyclic group is thienyl, oxazolyl, thiazolyl, isothiazolyl, pyrazolyl, imidazolyl , Pyridyl or pyrimidinyl)).
The acrylonitrile compound as described above.

[4] An agricultural chemical comprising one or more of the acrylonitrile compounds according to [1] to [3] as an active ingredient.

[0013]

BEST MODE FOR CARRYING OUT THE INVENTION -C (C
The N) = C (OB)-moiety has two isomers of E-form and Z-form when B is other than a hydrogen atom, both of which are included in the present invention.

When B is a hydrogen atom, tautomers exist, which are also included in the present invention.

Further, C = N-OR of the compound (1) of the present invention
^One part and ^three parts of C = N-OR also have two isomers, E-form and Z-isomer, both of which are included in the present invention.

Next, A, B, R¹, R^Two, R^Three, R^Four, Y,
W, X, Z, T¹, T^Two, T^Three, T^Four, T ^Five, T⁶, T⁷,
T⁸, U¹And U^TwoA preferred range will be described.

However, the following heterocyclic groups in AI to AIV, R ¹ I to R ¹ III, R ² I to R ² III, and T ¹ I to T ¹ III have the following meanings. That is, thienyl is thiophen-2-yl or thiophen-3-yl, furyl is furan-2-yl or furan-3-yl, and pyrrolyl is pyrrol-1-yl, pyrrol-2-yl.
-Yl, pyrrol-3-yl, oxazolyl is oxazol-2-yl, oxazol-4-yl or oxazol-5-yl, and thiazolyl is thiazol-2-yl, thiazol-4-yl or thiazole. -5-yl, and imidazolyl is imidazole-1-
Yl, imidazol-2-yl or imidazole-4
-Yl and isoxazolyl isoxazole-3-
Yl, isoxazol-4-yl or isoxazol-5-yl, wherein isothiazolyl is isothiazol-
3-yl, isothiazol-4-yl or isothiazol-5-yl, and pyrazolyl is pyrazol-1-
Yl, pyrazol-3-yl, pyrazol-4-yl or pyrazol-5-yl; 1,3,4-oxadiazolyl is 1,3,4-oxadiazol-2-yl; 3,4-thiadiazolyl is 1,3,4-thiadiazol-2-yl and 1,2,4-oxadiazolyl is 1,2,4-oxadiazol-3-yl or 1,2,4-oxadiyl. Azole-5-yl,
1,2,4-thiadiazolyl is 1,2,4-thiadiazol-3-yl or 1,2,4-thiadiazole-5
-Yl and 1,2,4-triazolyl is 1,2,4
-Triazol-1-yl, 1,2,4-triazol-3-yl or 1,2,4-triazol-4-yl, wherein 1,2,3-thiadiazolyl is 1,2,3-thiadiazole-4 -Yl or 1,2,3-thiadiazol-5-yl, and 1,2,3-triazolyl is 1,2,3-triazol-1-yl, 1,2,3-triazol-2-yl or 1 , 2,3-triazol-4-yl; 1,2,3,4-tetrazolyl is 1,2,3,4-tetrazol-1-yl, 1,2,2
3,4-tetrazol-2-yl or 1,2,3,4
-Tetrazol-5-yl, pyridyl is pyridin-2-yl, pyridin-3-yl or pyridin-4-yl
Yl, pyrimidinyl is pyrimidin-2-yl, pyrimidin-4-yl or pyrimidin-5-yl, pyrazinyl is pyrazin-2-yl and pyridazinyl is pyridazin-3-yl or pyridazin-4-yl. 1,3,5-triazinyl is 1,3,5-triazin-2-yl and 1,2,4-triazinyl is 1,2,4-triazin-3-yl, 1,2,4- Triazin-5-yl or 1,2,4-triazine-6
-Ill.

Preferred ranges of A are the following groups.

That is, AI: phenyl optionally substituted with W, thienyl optionally substituted with Y, furyl optionally substituted with Y, pyrrolyl optionally substituted with Y, and optionally substituted with Y Oxazolyl, isoxazolyl optionally substituted with Y, thiazolyl optionally substituted with Y, isothiazolyl optionally substituted with Y, pyrazolyl optionally substituted with Y, imidazolyl optionally substituted with Y, Y
1,2,4-triazolyl optionally substituted with Y, 1,2,3-triazolyl optionally substituted with Y, 1,2,3-thiadiazolyl optionally substituted with Y, optionally substituted with Y Good pyridyl, pyrimidinyl optionally substituted with Y, pyrazinyl optionally substituted with Y and pyridazinyl optionally substituted with Y.

AII: phenyl optionally substituted with W, Y
Thiazolyl optionally substituted with Y, pyrazolyl optionally substituted with Y, pyridyl optionally substituted with Y and pyrimidinyl optionally substituted with Y.

AIII: phenyl optionally substituted with W,
Thiazolyl optionally substituted with Y, pyrazolyl optionally substituted with Y, and pyridyl optionally substituted with Y.

AIV: Thiazolyl which may be substituted by Y.

AV: pyrazolyl which may be substituted by Y.

AVI: pyridyl which may be substituted by Y.

Preferred ranges of B are the following groups.

That is, BI: H, C ₁ -C ₄ alkyl, C _2-
C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₁ -C ₄ haloalkyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ haloalkynyl, C ₂ -C ₄ alkoxyalkyl, CH ₃ OC ₂ H ₄ O
CH ₂ , C ₁ -C ₄ alkylsulfonyl, phenylsulfonyl optionally substituted with halogen or C ₁ -C ₄ alkyl, —SO ₂ CF ₃ , C ₂ -C ₈ dialkylaminosulfonyl, C ₃ -C ₉ alkoxy Carbonylalkyl,-
^{C (= O) T 1,} -C (= S) T 1, -P (= O) T
^{2 T 3, -P (= S} ) T 2 T 3, an alkali metal atom, an alkaline earth metal atom and NHT ⁴ T ⁵ T ^6.

BII: H, C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl, C ₂ -C ₄ alkoxyalkyl, CH ₃ OC ₂
H ₄ OCH ₂ , C ₁ -C ₄ alkylsulfonyl, —SO ₂ C
_{F 3, -C (= O)} T 1, -C (= S) T 1, alkali metal atom, an alkaline earth metal atom and NHT ⁴ T ⁵ T ^6.

BIII: H, C ₂ -C ₄ alkoxyalkyl, C ₁ -C ₄ alkylsulfonyl, —SO ₂ CF ₃ , —C
(＝ O) T ¹ , —C (＝ S) T ¹ , alkali metal atom, alkaline earth metal atom and NHT ⁴ T ⁵ T ⁶ .

BIV: H, C ₂ -C ₄ alkoxyalkyl,
C ₁ -C _{4 alkylsulfonyl, -SO 2 CF 3, -C (} =
O) T ¹ and -C (= S) T ^1.

Preferred ranges of R ¹ are the following groups.

That is, R ¹ I: H, C ₁ -C ₁₀ alkyl, C ₂
-C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₁ -C ₆ haloalkyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ haloalkynyl, C ₁ -C ₃ optionally C ₃ optionally substituted with alkyl
-C ₆ cycloalkyl, C ₂ -C ₄ alkoxyalkyl,
_{CH 3 OC 2 H 4 OCH 2} , C substituted with R ^a ₁ -C ₄ alkyl, C ₁ -C ₄ alkyl substituted with R ^b, C ₂ ~C ₄ alkenyl substituted with R ^a, tetrahydropyranyl Le, C ₁
-C ₄ alkylsulfonyl, halogen or C ₁ -C ₄
Phenylsulfonyl optionally substituted with alkyl,
—SO ₂ CF ₃ , C ₁ -C ₄ monoalkylaminosulfonyl, C ₂ -C ₈ dialkylaminosulfonyl, phenylaminosulfonyl, phenyl optionally substituted with Z,
Pyridyl optionally substituted with Z, pyrimidinyl optionally substituted with Z, pyrazinyl optionally substituted with Z, C ₂ -C ₅ cyanoalkyl, —C (＝ O) T ¹ ,
-C (= S) T ¹ and

[0032]

Embedded image

[0033]

R ¹ II: C ₁ -C ₁₀ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₁ -C ₆ haloalkyl,
C ₂ ~C ₆ haloalkenyl, C ₂ ~C ₆ haloalkynyl, C
₁ -C ₃ may be alkyl substituted C ₃ -C ₆ cycloalkyl, C ₂ -C ₄ alkoxyalkyl, CH ₃ OC ₂ H
₄ OCH ₂ , C ₁ -C ₄ alkyl substituted with ^Ra , tetrahydropyranyl, phenylsulfonyl optionally substituted with halogen or C ₁ -C ₄ alkyl, phenylaminosulfonyl, even substituted with Z Good phenyl,
Pyridyl optionally substituted with Z, pyrimidinyl optionally substituted with Z, pyrazinyl optionally substituted with Z, C ₂ -C ₅ cyanoalkyl, —C (＝ O) T ¹ ,
-C (= S) T ¹ and

[0035]

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[0036]

R ¹ III: C ₁ -C ₁₀ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₁ -C ₆ haloalkyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ haloalkynyl , C ₃ -C ₆ optionally substituted with C ₁ -C ₃ alkyl
Cycloalkyl, C ₁ -C ₄ alkyl substituted with R ^a ,
Tetrahydropyranyl, phenyl optionally substituted with Z, pyridyl optionally substituted with Z, pyrimidinyl optionally substituted with Z, -C (= O) T ¹ and

[0038]

Embedded image

[0039]

Preferred ranges of R ² are the following groups.

That is, R ² I: H, halogen, C ₁ -C ₁₀ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C _{2
1 ~C 6} haloalkyl, C ₂ ~C ₆ haloalkenyl, C ₂ ~
C ₆ haloalkynyl, C ₃ -C ₆ halocycloalkyl, C ₁
-C may be substituted with ₃ alkyl C ₃ -C ₆ cycloalkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₄ alkyl substituted with R ^a, with R ^a substituted C ₂ -C ₄ alkenyl, C ₁ -C ₄ alkylsulfenyl, C ₁ -C ₄ alkylsulfinyl, C ₁ -C ₄ alkylsulfonyl, optionally substituted by halogen or C ₁ -C ₄ alkyl Phenylsulfonyl, CN, -NU ¹
U ² , phenoxy, phenylamino, —C (＝ O) T ¹ ,
—C (＝ S) T ¹ , morpholinyl, piperidyl, pyrazolyl optionally substituted with Z, imidazolyl optionally substituted with Z, thiazolyl optionally substituted with Z, even substituted with Z Good phenyl, pyridyl optionally substituted with Z, pyrimidinyl optionally substituted with Z, and pyrazinyl optionally substituted with Z.

R ² II: H, halogen, C ₁ -C ₁₀ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₁ -C ₆
C ₆ haloalkyl, C ₂ ~C ₆ haloalkenyl, C ₂ ~C ₆
Haloalkynyl, C ₁ -C ₃ optionally substituted by alkyl C ₃ -C ₆ cycloalkyl, optionally substituted by CN and Z phenyl.

Preferred ranges of R ³ are the following groups.

That is, R ³ I: C ₁ -C ₁₀ alkyl, C ₂ -C
₆ alkenyl, C ₂ -C ₆ alkynyl, C ₁ -C ₆ haloalkyl, C ₂ -C ₆ haloalkenyl, C ₃ -C ₆ halocycloalkyl, C ₁ -C ₃ optionally C ₃ optionally substituted with alkyl
-C ₆ cycloalkyl and phenyl optionally substituted by Z.

Preferred ranges of R ⁴ are the following groups.

That is, R ⁴ I: H, C ₁ -C ₁₀ alkyl, C ₂
C ₆ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₁ -C ₆ haloalkyl, C ₂ -C ₆ haloalkenyl, C ₃ -C ₆ halocycloalkyl, C ₁ -C ₃ alkyl optionally substituted ₃ -C ₆ cycloalkyl, CN, -C (= O) T 1 and phenyl optionally substituted by Z.

Preferred ranges of Y are the following groups.

That is, YI: halogen, C₁~ C₆Archi
Le, C₁~ C_FourHaloalkyl, C₁~ C_FourAlkoxy, C_Two
~ C_FourAlkenyloxy, C_Two~ C_FourAlkynyloxy,
C₁~ C_FourHaloalkoxy, C_Two~ C_FourHaloalkenyloxy
Si, C_Two~ C_FourHaloalkynyloxy, C_Two~ C_FourAlkoki
Cycloalkyl, R^aC substituted with₁~ C_FourAlkyl, C₁~
C _FourAlkylsulfenyl, C₁~ C_FourAlkylsulfi
Nil, C₁~ C_FourAlkylsulfonyl, C_Three~ C_FourAlkene
Rusulfenyl, C_Three~ C_FourAlkenylsulfinyl, C
_Three~ C_FourAlkenylsulfonyl, C_Three~ C_FourAlkynylsul
Phenyl, C_Three~ C_FourAlkynylsulfinyl, C_Three~ C_Four
Alkynylsulfonyl, C₁~ C_FourHaloalkyl sulfe
Nil, C₁~ C_FourHaloalkylsulfinyl, C₁~ C_FourC
Loalkylsulfonyl, C_Three~ C_FourHaloalkenyl sulf
Enil, C_Three~ C_FourHaloalkenylsulfinyl, C_Three~
C_FourHaloalkenylsulfonyl, C_Three~ C_FourHalo alkini
Rusulfenyl, C_Three~ C_FourHaloalkynylsulfini
Le, C_Three~ C_FourHaloalkynylsulfonyl, NO_Two, C
N, -NU¹U^Two, C_Two~ C_FourAlkoxycarbonyl, C_Two
~ C_FourAlkylcarbonyloxy, C_Two~ C_FourHaloalk
Carbonyloxy and X
A substituent arbitrarily selected from phenyl (however,
When there are two or more groups, they may be the same or different. )
And the number of the substituents is 1, 2 or 3.

YII: halogen, C₁~ C_FourAlkyl, C₁
~ C_FourHaloalkyl, C₁~ C_FourAlkoxy, C₁~ C_FourA
Rukylsulfenyl, C₁~ C_FourAlkylsulfinyl,
C₁~ C_FourAlkylsulfonyl, C₁~ C_FourHaloalkyls
Luphenyl, C₁~ C_FourHaloalkylsulfinyl, C₁
~ C_FourHaloalkylsulfonyl, NO_Two, CN, C_Two~ C _Four
Optionally substituted with alkoxycarbonyl and X
A substituent arbitrarily selected from phenyl (however,
When two or more substituents are present, they may be the same or different from each other.
No. ) Wherein the number of substituents is 1, 2 or 3
is there.

The number of Y differs depending on the type of heterocyclic ring substituted by Y, and the heterocyclic ring is 1,3,4-oxadiazolyl, 1,2,4-oxadiazolyl, 1,3,4-thiadiazolyl, 1,2,2 4-thiadiazolyl, 1,2,3
In the case of thiadiazolyl or 1,2,3,4-tetrazolyl, the number of Y is 0 or 1, and preferably 1. The heterocycle is thiazolyl, oxazolyl, isoxazolyl, isothiazolyl, 1,3,4-triazolyl, 1,2,4-triazolyl, 1,2,3-triazolyl, 1,3,5-triazinyl, 1,2,4- In the case of triazinyl or 1,2,4-triazinyl, the number of Y is an integer of 0 to 2, preferably 1 or 2. When the heterocyclic ring is thienyl, furyl, pyrazolyl, imidazolyl, pyrimidinyl, pyrazinyl or pyridazinyl, the number of Y is an integer of 0 to 3, preferably 1 to 3. When the heterocycle is pyrrolyl or pyridyl, the number of Y is an integer of 0 to 4, preferably an integer of 0 to 3, and more preferably 1 or 2.

Preferred ranges of W are the following groups.

That is, WI: halogen, C₁~ C₆Archi
Le, C₁~ C_FourHaloalkyl, C₁~ C_FourAlkoxy, C₁
~ C_FourHaloalkoxy, R^aC substituted with₁~ C_FourArchi
Le, C₁~ C_FourAlkylsulfenyl, C₁~ C_FourAlkyl
Sulfinyl, C₁~ C_FourAlkylsulfonyl, C₁~ C_Four
Haloalkylsulfenyl, C₁~ C_FourHaloalkylsul
Finil, C₁~ C_FourHaloalkylsulfonyl, C_Three~ C_Four
Alkenyloxy, C_Three~ C_FourHaloalkenyloxy, C
_Three~ C_FourAlkenylsulfenyl, C_Three~ C_FourAlkenyls
Rufinil, C_Three~ C_FourAlkenylsulfonyl, C_Three~ C_Four
Haloalkenylsulfenyl, C_Three~ C_FourHaloalkenyl
Sulfinyl, C_Three~ C_FourHaloalkenylsulfonyl, C
_Three~ C_FourAlkynyloxy, C_Three~ C_FourAlkynyl sulfe
Nil, C _Three~ C_FourAlkynylsulfinyl, C_Three~ C_FourAl
Quinylsulfonyl, NO_Two, CN, C_Two~ C_FourAlkoxy
Carbonyl, C_Two~ C_FourAlkylcarbonyl, C_Two~ C_FourA
Alkylcarbonyloxy and -NU¹U^TwoArbitrarily selected from
Substituents (however, when two or more substituents
It may be one or different. ) Wherein the substituent is
The number is one, two, three or four.

WII: halogen, C ₁ -C ₄ alkyl, C ₁
-C ₄ haloalkyl, C ₁ -C ₄ alkoxy, C ₁ -C ₄ haloalkoxy, C ₁ -C ₄ alkylsulfenyl, C ₁ ~
C ₄ alkylsulfinyl, C ₁ -C ₄ alkylsulfonyl, C ₁ -C ₄ haloalkylsulfenyl, C ₁ -C ₄ haloalkylsulfinyl, C ₁ -C _{4 haloalkylsulfonyl, NO 2, CN, C 2} ~C 4 alkoxycarbonyl , C ₂
-C ₄ alkylcarbonyl and C ₂ -C ₄ alkylcarbonyl optionally selected substituents from oxy (provided that the substituents may be different in the same or mutually in the case of two or more.) Comprising The number of the substituents is one, two or three.

WIII: halogen, C ₁ -C ₄ alkyl, C ₁
-C ₄ haloalkyl, C ₁ -C ₄ alkoxy, C ₁ -C ₄ haloalkoxy, C ₁ -C ₄ alkylsulfenyl, C ₁ ~
A substituent arbitrarily selected from C ₄ alkylsulfinyl, C ₁ -C ₄ alkylsulfonyl, NO ₂ and CN (however, when two or more substituents are present, they may be the same or different from each other). The number of the substituents is one or two.

Preferred ranges of T ¹ are the following groups.

That is, T ¹ I: C ₁ -C ₁₈ alkyl, C ₂ -C
₆ alkenyl, C ₁ -C ₄ haloalkyl, C ₂ -C ₅ alkoxyalkyl, C ₃ -C ₆ halocycloalkyl, C ₁ -C ₄ alkyl substituted with R ^a , substituted with C ₁ -C ₃ alkyl which may be C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ cycloalkyl substituted with R ^a, C ₂ -C substituted with R ^a
₄ alkenyl, C ₁ -C ₁₀ alkoxy, C ₁ -C ₄ haloalkoxy, C ₃ -C ₅ alkenyloxy, C ₃ -C ₆ cycloalkoxy optionally substituted by C ₁ -C ₃ alkyl, benzyloxy, C ₁ -C ₆ alkylsulfenyl, C _2-
C ₆ alkenyl Le phenyl, C ₂ -C ₆ alkyl Nils Le phenyl, C ₂ -C ₅ alkoxycarbonyl, -NU
¹ U ² , phenyl optionally substituted with Z, phenoxy optionally substituted with Z, phenylsulfenyl optionally substituted with Z, naphthyl optionally substituted with Z and Z-substituted An optionally substituted heterocyclic group (provided that
This heterocyclic group is thienyl, furyl, pyrrolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl,
Pyrazolyl, imidazolyl, 1,3,4-oxadiazolyl, 1,2,4-oxadiazolyl, 1,3,4-thiadiazolyl, 1,2,4-thiadiazolyl, 1,2,2
4-triazolyl, 1,2,3-thiadiazolyl, 1,
It is selected from 2,3-triazolyl, 1,2,3,4-tetrazolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, 1,3,5-triazinyl and 1,2,4-triazinyl. ).

T¹II: C₁~ C₁₈Alkyl, C_Two~ C₆Al
Kenil, C₁~ C_FourHaloalkyl, C _Two~ C_FourAlkoxya
Lucille, R^aC substituted with₁~ C_FourAlkyl, C₁~ C_Three
C optionally substituted with alkyl_Three~ C₆Cycloalkyl
Le, R^aC substituted with_Three~ C ₆Cycloalkyl, R^aPut in
Transformed C_Two~ C_FourAlkenyl, C₁~ C_TenAlkoxy,
C₁~ C_FourHaloalkoxy, C_Three~ C_FiveAlkenyloxy,
C₁~ C_ThreeC optionally substituted with alkyl_Three~ C₆Shiku
Lower alkoxy, benzyloxy, C₁~ C₆Alkylsul
Phenyl, C_Two~ C₆Alkenylsulfenyl, C_Two~ C₆
Alkynylsulfenyl, C_Two~ C_FiveAlkoxycarboni
Phenyl optionally substituted with Z, substituted with Z
Optionally substituted with phenoxy and Z
Phenylsulfenyl, naphthyl optionally substituted by Z
And a heterocyclic group optionally substituted by Z (however,
Heterocyclic groups are thienyl, furyl, oxazolyl, thiazo
Selected from Ril, Pyrazolyl and Pyridyl
You. ).

T¹III: C₁~ C₁₇Alkyl, C_Two~ C₆A
Lucenyl, C₁~ C_FourHaloalkyl, R^aC substituted with₁
~ C_FourAlkyl, C₁~ C_ThreeEven if substituted with alkyl
Good C_Three~ C₆Cycloalkyl, R^aC substituted with_Three~ C
₆Cycloalkyl, R^aC substituted with_Two~ C_FourAlkene
Le, C₁~ C₈Alkoxy, C₁~ C_FourHaloalkoxy, C
_Three~ C_FiveAlkenyloxy, C₁~ C_ThreeSubstituted with alkyl
May be C_Three~ C₆Cycloalkoxy, benzyloxy
Si, C₁~ C₆Alkylsulfenyl, C_Two~ C₆Alkene
Rusulfenyl, C_Two~ C₆Alkynylsulfenyl, C
_Two~ C_FiveAlkoxycarbonyl, optionally substituted with Z
Phenyl, phenoxy optionally substituted with Z, Z
Optionally substituted phenylsulfenyl, naphthyl
And pyrazolyl optionally substituted with Z and Z
Pyrazolylpyridyl which may be replaced.

Preferred ranges of T ² are the following groups.

That is, T ² I: phenyl, C ₁ -C ₄ alkyl, C ₁ -C ₄ alkoxy and C ₁ -C ₄ alkylsulfenyl.

Preferred ranges of T ³ are the following groups.

T ³ I: phenyl, C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy and C ₁ -C ₄ alkylsulfenyl.

The preferred range of T ⁴ is the following group.

That is, T ⁴ I: H, C ₁ -C ₄ alkyl, C ₃
-C ₆ cycloalkyl, benzyl, and two of T ⁴ , T ⁵ and T ⁶ , each of which may contain an oxygen, nitrogen, or sulfur atom with the nitrogen atom to which each is attached. Form a ring, 6-membered or 7-membered ring group.

Preferred ranges of T ⁵ are the following groups.

That is, T ⁵ I: H, C ₁ -C ₄ alkyl, C ₃
-C ₆ cycloalkyl, benzyl, and two of T ⁴ , T ⁵ and T ⁶ , each of which may contain an oxygen, nitrogen, or sulfur atom with the nitrogen atom to which each is attached. Form a ring, 6-membered or 7-membered ring group.

Preferred ranges of T ⁶ are the following groups.

That is, T ⁶ I: H, C ₁ -C ₄ alkyl, C ₃
-C ₆ cycloalkyl, benzyl, and two of T ⁴ , T ⁵ and T ⁶ , each of which may contain an oxygen, nitrogen, or sulfur atom with the nitrogen atom to which each is attached. Form a ring, 6-membered or 7-membered ring group.

Preferred ranges of X are the following groups.

That is, XI: halogen, C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl, C ₁ -C ₄ alkoxy, C ₁
-C ₄ haloalkoxy, C ₁ -C ₄ alkylsulfenyl, C ₁ -C ₄ alkylsulfinyl, C ₁ -C ₄ alkylsulfonyl, C ₃ -C ₅ alkenyl Le phenyl, C ₃ ~
C ₅ alkenylsulfinyl, C ₃ -C ₅ alkenylsulfonyl, C ₁ -C ₄ haloalkylsulfenyl, C ₁ -C ₄
A substituent arbitrarily selected from haloalkylsulfinyl, C ₁ -C ₄ haloalkylsulfonyl, NO ₂ , CN, —NU ¹ U ² and C ₂ -C ₅ alkoxycarbonyl (provided that the number of substituents is two or more; May be the same or different from each other), and the number of the substituents is 1, 2, or 3.

XII: halogen, C ₁ -C ₄ alkyl, C ₁
-C ₄ haloalkyl, C ₁ -C ₄ alkoxy, C ₁ -C ₄ haloalkoxy, C ₁ -C ₄ alkylsulfenyl, C ₁ ~
C ₄ alkylsulfinyl, C ₁ -C ₄ alkylsulfonyl, C ₃ -C ₅ alkenyl Le phenyl, C ₁ -C ₄ haloalkylsulfenyl, C ₁ -C ₄ haloalkylsulfinyl, of C ₁ -C ₄ haloalkylsulfonyl and NO ₂ A substituent arbitrarily selected from among them (however, when the number of the substituents is two or more, they may be the same or different from each other);
The number of the substituents is 1, 2, or 3.

XIII: halogen, C ₁ -C ₄ alkyl, C ₁
-C ₄ haloalkyl and C ₁ -C ₄ optionally selected substituents from alkoxy (provided that the substituents may be different in the same or mutually in the case of two or more.) Comprising the substituent Is one or two.

The number of X differs depending on the ring substituted by X,
When the ring is phenyl, the number of X is an integer from 0 to 5, preferably an integer from 0 to 3. When the ring is pyridyl, the number of X is an integer from 0 to 4, preferably 0, 1 or 2, more preferably 0 or 1.
It is. In the case of thienyl, the number of X is an integer of 0 to 3, preferably 0 or 1.

Preferred ranges of Z are the following groups.

That is, ZI: halogen, C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl, C ₁ -C ₄ alkoxy, C ₁
-C ₄ haloalkoxy, C ₁ -C ₄ alkylsulfenyl, C ₁ -C ₄ alkylsulfinyl, C ₁ -C ₄ alkylsulfonyl, C ₃ -C ₅ alkenyl Le phenyl, C ₃ ~
C ₅ alkenylsulfinyl, C ₃ -C ₅ alkenylsulfonyl, C ₁ -C ₄ haloalkylsulfenyl, C ₁ -C ₄
A substituent arbitrarily selected from haloalkylsulfinyl, C ₁ -C ₄ haloalkylsulfonyl, NO ₂ , CN, —NU ¹ U ² and C ₂ -C ₅ alkoxycarbonyl (provided that the number of substituents is two or more; May be the same or different from each other), and the number of the substituents is 1, 2, 3, or 4.

ZII: halogen, C ₁ -C ₄ alkyl, C ₁
-C ₄ haloalkyl, C ₁ -C ₄ alkoxy, C ₁ -C ₄ haloalkoxy, C ₁ -C ₄ alkylsulfenyl, C ₁ ~
C ₄ alkylsulfinyl, C ₁ -C ₄ alkylsulfonyl, C ₃ -C ₅ alkenyl Le phenyl, C ₃ -C ₅ alkenylsulfinyl, C ₃ -C ₅ alkenylsulfonyl, C
₁ -C ₄ haloalkylsulfenyl, C ₁ -C ₄ haloalkylsulfinyl and C ₁ -C ₄ optionally selected substituents from among haloalkylsulfonyl (provided that the substituent is 2
In the case of two or more, they may be the same or different from each other. ) Wherein the number of substituents is 1, 2, 3 or 4.

The number of Z differs depending on the type of ring substituted by Z. When the ring substituted by Z is phenyl, the number of Z is 0.
And is preferably an integer of 0 to 4, more preferably 0, 1, 2 or 3. When the ring substituted by Z is naphthyl, the number of Z is an integer of 0 to 7, preferably 0. When the ring substituted by Z is a heterocyclic group, the number of Z differs depending on the heterocyclic ring, and the heterocyclic ring is 1,3,4-oxadiazolyl, 1,2,4-oxadiazolyl, 1,3,4-thiadiazolyl, 1,2,
4-thiadiazolyl, 1,2,3-oxadiazolyl,
In the case of 1,2,3-thiadiazolyl, 1,2,3,4-tetrazolyl or 1,2,3,5-tetrazolyl, the number of Z is 0 or 1. The heterocycle is thiazolyl,
Oxazolyl, isoxazolyl, isothiazolyl,
1,3,4-triazolyl, 1,2,4-triazolyl, 1,2,3-triazolyl, 1,3,5-triazinyl, 1,2,4-triazinyl or 1,2,4-triazinyl Is a number of Z is an integer from 0 to 2,
Preferably it is 1 or 2. The heterocycle is thienyl,
In the case of furyl, pyrazolyl, imidazolyl, pyrimidinyl, pyrazinyl or pyridazinyl, the number of Z is an integer from 0 to 3, preferably an integer from 0 to 2, and more preferably 1 or 2. When the heterocyclic ring is pyrrolyl or pyridyl, the number of Z is an integer of 0 to 4, preferably an integer of 0 to 2, and more preferably 1 or 2.

Preferred ranges of T ⁷ are the following groups.

That is, T ⁷ I: H, phenyl, benzyl, C
₁ -C ₄ alkyl, and T ⁷ and the T ⁸ to form a 5- or 6-membered ring together with the carbon atom bonded.

The preferred range of T ⁸ is the following group.

That is, T ⁸ I: phenyl, benzyl, C _1-
Together with the C ₄ alkyl and the carbon atom to which T ⁷ and T ⁸ are attached, they form a 5- or 6-membered ring.

Preferred ranges of U ¹ are the following groups.

That is, U¹I: H, C₁~ C_FourAlkyl, C_Two
~ C_FiveAlkylcarbonyl, and U ¹And U^TwoAnd combine
Form a 5-, 6-, or 7-membered ring with the carbon atoms
You.

Preferred ranges of U ² are the following groups.

That is, U^TwoI: H, C₁~ C_FourAlkyl, C_Two
~ C_FiveAlkylcarbonyl, and U ¹And U^TwoAnd combine
Form a 5-, 6-, or 7-membered ring with the carbon atoms
You.

Each group in the above-mentioned preferred substituents can be arbitrarily combined, and the particularly preferred ranges of the compounds of the present invention are shown below.

That is, the preferred range of the substituent is AI, BI,
R ¹ I, R ² I, R ³ I, R ⁴ I, YI, WI, T ¹ I, T ² I,
T ³ I, T ⁴ I, T ⁵ I, T ⁶ I, XI, ZI, T ⁷ I, T ⁸ I, U ¹ I
And the compound of the present invention, which is U ² I.

The preferred substituent ranges are AII, BI, R ¹ I
I, R ² I, R ³ I, R ⁴ I, YI, WI, T ¹ I, T ² I, T
^The compounds of the present invention which are ³ I, T ⁴ I, T ⁵ I, T ⁶ I, XI, ZI, T ⁷ I, T ⁸ I, U ¹ I and U ² I.

The preferred range of the substituent is AII, BI, R ¹ I
I, R ² II, R ³ I, R ⁴ I, YI, WI, T ¹ I, T ² I, T
^The compounds of the present invention which are ³ I, T ⁴ I, T ⁵ I, T ⁶ I, XI, ZI, T ⁷ I, T ⁸ I, U ¹ I and U ² I.

Preferred ranges of the substituents are AIII, BI, R ¹
I, R ² I, R ³ I, R ⁴ I, YI, WI, T ¹ I, T ² I, T ^{3
I, T 4 I, T 5} I, T 6 I, XI, ZI, T 7 I, T 8 I, a compound of the invention which is U ¹ I and U ² I.

Preferred ranges of the substituents are AIII, BII, R ¹
II, R ² II, R ³ I, R ⁴ I, YII, T ¹ II, T ² I, T ³ I,
^{T 4 I, T 5 I,} T 6 I, XII, ZII, T 7 I, T 8 I, U 1 I and U
^A compound of the present invention which is ² I.

Preferred ranges of the substituents are AIII, BIII, R
¹ II, R ² II, R ³ I, R ⁴ I, YII, T ¹ III, T ² I, T
³ I, T ⁴ I, T ⁵ I, T ⁶ I, XIII, ZII, T ⁷ I, T ⁸ I, U ¹
The compound of the present invention, which is I and U ² I.

Preferred ranges of the substituents are AIII, BIII, R
¹ I, R ² I, R ³ I, R ⁴ I, YII, T ¹ III, T ² I, T
³ I, T ⁴ I, T ⁵ I, T ⁶ I, XIII, ZII, T ⁷ I, T ⁸ I, U ¹
The compound of the present invention, which is I and U ² I.

Preferred ranges of the substituents are AIV, BIII, R ¹
I, R ² I, R ³ I, R ⁴ I, YII, T ¹ III, T ² I, T
³ I, T ⁴ I, T ⁵ I, T ⁶ I, XIII, ZII, T ⁷ I, T ⁸ I, U ¹
The compound of the present invention, which is I and U ² I.

The preferred range of the substituent is AIV, BIV, R¹
I, R^TwoI, R^ThreeI, R^FourI, YII, T ¹III, T^TwoI, T
^ThreeI, T^FourI, T^FiveI, T⁶I, XIII, ZII, T⁷I, T⁸I, U¹
I and U^TwoA compound of the present invention which is I.

Preferred ranges of the substituents are AIV, BIV, R¹I
I, R^TwoII, R^ThreeI, R^FourI, YII, T ¹III, T^TwoI, T^ThreeI,
T^FourI, T^FiveI, T⁶I, XIII, ZII, T⁷I, T⁸I, U¹I and
U^TwoA compound of the present invention which is I.

Preferred ranges of the substituents are AV, BIII, R¹I
I, R^TwoII, R^ThreeI, R^FourI, YII, T ¹III, T^TwoI, T^ThreeI,
T^FourI, T^FiveI, T⁶I, XIII, ZII, T⁷I, T⁸I, U¹I and
U^TwoA compound of the present invention which is I.

Preferred substituent ranges are AV, BIV and R ¹ I.
I, R ² II, R ³ I, R ⁴ I, YII, T ¹ III, T ² I, T ³ I,
The compound of the present invention, which is T ⁴ I, T ⁵ I, T ⁶ I, XIII, ZII, T ⁷ I, T ⁸ I, U ¹ I and U ² I.

Preferred ranges of the substituents are AV, BIV, R¹II
I, R^TwoII, R^ThreeI, R^FourI, YII, T ¹III, T^TwoI, T^ThreeI,
T^FourI, T^FiveI, T⁶I, XIII, ZII, T⁷I, T⁸I, U¹I and
U^TwoA compound of the present invention which is I. The preferred substituent range is AV
I, BIII, R¹II, R^TwoII, R^ThreeI, R^FourI, YII, T¹II
I, T^TwoI, T^ThreeI, T^FourI, T^FiveI, T⁶I, XIII, ZII, T
⁷I, T⁸I, U¹I and U^TwoA compound of the present invention which is I.

The preferred range of the substituent is AVI, BIV, R¹I
I, R^TwoII, R^ThreeI, R^FourI, YII, T ¹III, T^TwoI, T^ThreeI,
T^FourI, T^FiveI, T⁶I, XIII, ZII, T⁷I, T⁸I, U¹I and
U^TwoA compound of the present invention which is I.

The preferred range of the substituent is AVI, BIV, R ¹ I
II, R ² II, R ³ I, R ⁴ I, YII, T ¹ III, T ² I, T
³ I, T ⁴ I, T ⁵ I, T ⁶ I, XIII, ZII, T ⁷ I, T ⁸ I, U ¹
The compound of the present invention, which is I and U ² I.

Next, A, B, R¹, R^Two, R^Three, R^Four, R^a,
R^b, R^c, R^d, Y, W, X, Z, T ¹, T^Two, T^Three,
T^Four, T^Five, T⁶, T⁷, T⁸, U¹And U^TwoIn the definition of
Examples of each atom and group are shown below.

The halogen atom in the definition of R ² , R ^a , R ^b , R ^c , R ^d , W, X, Y and Z includes a fluorine atom, a chlorine atom, a bromine atom and an iodine atom,
Preferred are a fluorine atom, a chlorine atom and a bromine atom.

B, R ¹ , R ² , R ³ , R ⁴ , R ^a , R ^b ,
T ¹ , T ² , T ³ , T ⁴ , T ⁵ , T ⁶ , T ⁷ , T ⁸ , U ¹ , U ² ,
As alkyl in the definition of W, X, Y and Z,
It may be linear or branched, methyl, ethyl,
n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, sec-butyl, pentyl-
1, pentyl-2, pentyl-3, 2-methylbutyl-
1,2-methylbutyl-2,2-methylbutyl-3,3
-Methylbutyl-1,2,2-dimethylpropyl-1,
Hexyl-1, hexyl-2, hexyl-3, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl,
1,2-dimethylbutyl, 1,3-dimethylbutyl,
2,2-dimethylbutyl, 2,3-dimethylbutyl,
3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1,1,2-trimethylpropyl, 1,2,2
2-trimethylpropyl, 1-ethyl-1-methylpropyl, 1-ethyl-2-methylpropyl, n-heptyl, n-octyl, n-nonyl, n-undecyl, n-
Dodecyl, n-tridecyl, n-tetradecyl, n-pentadecyl, n-hexadecyl, n-heptadecyl, n
-Octadecyl, n-nonadecyl, n-icosyl and the like, and each is selected within the range of the specified number of carbon atoms.

B, R ¹ , R ² , R ³ , R ⁴ , T ¹ , T ⁴ ,
Alkenyl in the definition of T ⁵ , T ⁶ and W includes
It may be linear or branched, and may be ethenyl, 1-propenyl, 2-propenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl-2-propenyl, 2-
Methyl-2-propenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl, 1-methyl-
2-butenyl, 2-methyl-2-butenyl, 3-methyl-2-butenyl, 1-methyl-3-butenyl, 2-methyl-3-butenyl, 3-methyl-3-butenyl, 1,1
-Dimethyl-2-propenyl, 1,2-dimethyl-2-
Propenyl, 1-ethyl-2-propenyl, 1-hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 5-hexenyl, 1-methyl-2-pentenyl, 2
-Methyl-2-pentenyl, 3-methyl-2-pentenyl, 4-methyl-2-pentenyl, 1-methyl-3-pentenyl, 2-methyl-3-pentenyl, 3-methyl-
3-pentenyl, 4-methyl-3-pentenyl, 1-methyl-4-pentenyl, 2-methyl-4-pentenyl,
3-methyl-4-pentenyl, 4-methyl-4-pentenyl, 1,1-dimethyl-2-butenyl, 1,1-dimethyl-3-butenyl, 1,2-dimethyl-2-butenyl, 1,2- Dimethyl-3-butenyl, 1,3-dimethyl-2-butenyl, 1,3-dimethyl-3-butenyl,
2,3-dimethyl-2-butenyl, 2,3-dimethyl-
3-butenyl, 3,3-dimethyl-2-butenyl, 1-
Ethyl-2-butenyl, 1-ethyl-3-butenyl, 2
-Ethyl-2-butenyl, 2-ethyl-3-butenyl,
Examples thereof include 1,1,2-trimethyl-2-propenyl and 1-ethyl-1-methyl-2-propenyl, each of which is selected from the specified carbon number range.

The alkynyl in the definition of B, R ¹ , R ² , R ³ , R ⁴ , T ¹ and W may be linear or branched, and may be ethynyl, 1-propynyl, 2-propynyl, 1-propynyl or 1-propynyl. Butynyl, 2-butynyl, 3-butynyl,
1-methyl-2-propynyl, 1-pentynyl, 2-pentynyl, 3-pentynyl, 4-pentynyl, 1-methyl-2-butynyl, 1-methyl-3-butynyl, 2-methyl-3-butynyl, hexynyl, 1-methyl-3-pentynyl, 1-methyl-4-pentynyl, 2-methyl-
3-pentynyl, 2-methyl-4-pentynyl, 3-methyl-4-pentynyl, 4-methyl-2-pentynyl,
1,1-dimethyl-2-butynyl, 1,1-dimethyl-
3-butynyl, 1,2-dimethyl-3-butynyl, 2,
2-dimethyl-3-butynyl, 1-ethyl-2-butynyl, 1-ethyl-3-butynyl and 2-ethyl-3-
Butynyl and the like, and each is selected from the designated carbon number range.

B, R ¹ , R ² , R ³ , R ⁴ , T ¹ , W, X,
The haloalkyl in the definition of Y and Z may be linear or branched, and may be fluoromethyl, chloromethyl, bromomethyl, fluoroethyl, chloroethyl, bromoethyl, fluoro-n-propyl, chloro-
n-propyl, difluoromethyl, chlorodifluoromethyl, trifluoromethyl, dichloromethyl, trichloromethyl, difluoroethyl, trifluoroethyl, trichloroethyl, chlorodifluoromethyl, bromodifluoromethyl, trifluorochloroethyl, hexafluoro-n-propyl , Chlorobutyl, fluorobutyl, chloro-n-pentyl, fluoro-n-pentyl, chloro-n-hexyl, fluoro-n-hexyl and the like, and each is selected from the specified carbon number range.

W, R ¹ , R ² , R ³ , R ⁴ , T ¹ , T ⁴ , T ⁵
And in the definition of T ^6, as the C ₁ -C ₃ optionally C ₃ -C ₆ cycloalkyl optionally substituted with alkyl, cyclopropyl, 1-methylcyclopropyl, 2,2,3,
3, -tetramethylcyclopropyl, cyclobutyl, 1
-Ethylcyclobutyl, 1-n-butylcyclobutyl,
Cyclopentyl, 1-methylcyclopentyl, cyclohexyl, 1-methylcyclohexyl, 4-methylcyclohexyl and the like.

In the definitions of B, R ¹ , R ² , Y, W and T ¹ , C ₁ -C ₄ alkyl substituted with R ^a includes:
Benzyl, 2-chlorobenzyl, 3-bromobenzyl,
4-chlorobenzyl, 4-methylbenzyl, 4-tert-butylbenzyl, 1-phenylethyl, 1- (3
-Chlorophenyl) ethyl, 2-phenylethyl, 1-
Methyl-1-phenylethyl, 1- (4-chlorophenyl) -1-methylethyl, 1- (3-chlorophenyl)
-1-methylethyl, 1-phenylpropyl, 2-phenylpropyl, 3-phenylpropyl, 1-phenylbutyl, 2-phenylbutyl, 3-phenylbutyl, 4-
Phenylbutyl, 1-methyl-1-phenylpropyl,
1-methyl-2-phenylpropyl, 1-methyl-3-
Examples include phenylpropyl, 2-methyl-2-phenylpropyl, 2- (4-chlorophenyl) -2-methyl-propyl, 2-methyl-2- (3-methylphenyl) propyl and the like.

C ₃ substituted by R ^a in the definition of T ¹
-C ₆ cycloalkyl includes 1-phenylcyclopropyl, 1- (3-chlorophenyl) cyclopropyl,
1- (4-chlorophenyl) cyclopropyl, 1- (4
-Bromophenyl) cyclopropyl, 1- (4-fluorophenyl) cyclopropyl, 1- (4-ethylphenyl) cyclopropyl, 1- (4-propylphenyl) cyclopropyl, 2-phenylcyclopropyl, 1-phenylcyclo Butyl, 2-phenylcyclobutyl, 1-phenylcyclopentyl, 1- (4-chlorophenyl) cyclopentyl, 2-phenylcyclopentyl, 3-phenylcyclopentyl, 1-phenylcyclohexyl,
1- (3-fluorophenyl) cyclohexyl, 1-
(4-Chlorophenyl) cyclohexyl, 1- (4-tert-butylphenyl) cyclohexyl, 2-phenylcyclohexyl, 3-phenylcyclohexyl, 4-phenylcyclohexyl and the like can be mentioned.

In the definition of T ¹ , cyclopropyl substituted by R ^a and C ₁ -C ₄ alkyl includes 2,2-
Dimethyl-1-phenylcyclopropyl, 1- (4-chlorophenyl) -2,2-dimethylcyclopropyl,
2,2-dimethyl-3-phenylcyclopropyl, 3-
(3-chlorophenyl) -2,2-dimethylcyclopropyl, (4-chlorophenyl) -2,2-dimethyl-3
-Phenylcyclopropyl, (4-bromophenyl)-
2,2-dimethyl-3-phenylcyclopropyl, 2,
2-dimethyl-3- (4-methylphenyl) cyclopropyl and (4-tert-butylphenyl) -2,
2-dimethyl-3-phenylcyclopropyl and the like.

In the definition of T ¹ , R ³ and C ₃ -C ₄ cycloalkyl substituted by halogen include 2,2-
Dichloro-1-phenylcyclopropyl, 2,2-dichloro-1- (3-chlorophenyl) cyclopropyl,
2,2-dichloro-1- (4-methoxyphenyl) cyclopropyl, 2,2-dichloro-1- (4-ethoxyphenyl) cyclopropyl, 2,2-dichloro-1- (4
-I-propyloxyphenyl) cyclopropyl, 2,
2-dichloro-1- (4-t-butylphenyl) cyclopropyl, 2,2-dichloro-1- (4-methoxyphenyl) -3-phenylcyclopropyl and 1- (4-
(Ethoxyphenyl) -2,2,3,3-tetrafluorobutyl and the like.

In the definition of T ¹ , cyclopropyl substituted by R ^d and C ₁ -C ₄ alkyl includes 2,2-
Dimethyl-3- (2,2-dimethylethenyl) cyclopropyl, 3- (2,2-dibromoethenyl) -2,2-
Dimethylcyclopropyl, 3- (2,2-dichloroethenyl) -2,2-dimethylcyclopropyl and 3-
(2,2-chlorotrifluoroethenyl) -2,2-dimethylcyclopropyl and the like.

C ₃ -C ₆ cycloalkoxy which may be substituted with C ₁ -C ₃ alkyl in the definition of T ¹ includes:
Cyclopropoxy, cyclobutoxy, cyclopentoxy, cyclohexyloxy and 1-methylcyclopropoxy.

In the definition of R ¹ , R ² and T ¹ , the C ₂ -C ₄ alkenyl substituted by R ^a includes 1-phenylethenyl, 2-phenylethenyl, 2- (2-chlorophenyl) Ethenyl, 2- (3-chlorophenyl) ethenyl, 2- (4-chlorophenyl) ethenyl, 2- (4
-Methylphenyl) ethenyl, 2- (2,6-difluorophenyl) ethenyl, 2- (2,5-dimethylphenyl) ethenyl, 1-methyl-2-phenylethenyl, 2
-Phenyl-1-propenyl, 2- (4-bromophenyl) -1-propenyl and 2- (2,4,6-trimethylphenyl) -1-propenyl.

The alkoxy in the definition of R ² , R ^C , T ¹ , T ² , T ³ , W, X, Y and Z may be linear or branched, and may be methoxy, ethoxy, n-
Propoxy, isopropoxy, n-butoxy, isobutoxy, sec-butoxy, tert-butoxy, n-pentyloxy, 1-methylbutyloxy, 2-methylbutyloxy, 3-methylbutyloxy, 1,1-dimethylpropoxy, , 2-dimethylpropoxy, 2,2-
Dimethylpropoxy, 1-ethylpropyloxy, n-
Hexyloxy, 1-methylpentyloxy, 2-methylpentyloxy, 3-methylpentyloxy, 4-methylpentyloxy, 1,1-dimethylbutyloxy,
1,2-dimethylbutyloxy, 1,3-dimethylbutyloxy, 2,2-dimethylbutyloxy, 2,3-dimethylbutyloxy, 3,3-dimethylbutyloxy,
1-ethylbutyloxy, 2-ethylbutyloxy,
1,1,2-trimethylpropyloxy, 1,2,2-
Trimethylpropyloxy, 1-ethyl-1-methylpropyloxy, 1-ethyl-2-methylpropyloxy, n-heptyloxy, n-octyloxy, n-nonyloxy and n-decyloxy, and the like. It is selected from a range of carbon numbers.

C ₃ -C ₆ halocycloalkyl in the definition of R ¹ , R ² , R ³ , R ⁴ , W and T ¹ includes fluorocyclopropyl, difluorocyclopropyl, chlorocyclopropyl, dichlorocyclopropyl, 1-methyl-2,2-dichlorocyclopropyl, chlorocyclobutyl, dichlorocyclobutyl, chlorocyclopentyl,
Dichlorocyclopentyl, chlorocyclohexyl, dichlorocyclohexyl, tetrafluorocyclobutyl and the like.

In the definition of R ² , R ⁴ , T ¹ , W, X, Y and Z, —NU ¹ U ² represents methylamino, ethylamino, n-propylamino, isopropylamino, n-
Butylamino, isobutylamino, sec-butylamino, tert-butylamino, n-pentylamino,
-Methylbutylamino, 2-methylbutylamino, 3-
Methylbutylamino, 1,1-dimethylpropylamino, 1,2-dimethylpropylamino, 2,2-dimethylpropylamino, 1-ethylpropylamino, n-hexylamino, 1-methylpentylamino, 2-methylpentylamino 3-methylpentylamino, 4-methylpentylamino, 1,1-dimethylbutylamino,
1,2-dimethylbutylamino, 1,3-dimethylbutylamino, 2,2-dimethylbutylamino, 2,3-dimethylbutylamino, 3,3-dimethylbutylamino,
1-ethylbutylamino, 2-ethylbutylamino,
1,1,2-trimethylpropylamino, 1,2,2-
Trimethylpropylamino, 1-ethyl-1-methylpropylamino, 1-ethyl-2-methylpropylamino, dimethylamino, diethylamino, di-n-propylamino, diisopropylamino, di-n-butylamino, di-sec- Butylamino, diisobutylamino,
Di-n-pentylamino, di-n-hexylamino, methylethylamino, methylpropylamino, methylisopropylamino, methylbutylamino, methyl-sec
-Butylamino, methylisobutylamino, methyl-t
ert-butylamino, methylpentylamino, methylhexylamino, ethylpropylamino, ethylisopropylamino, ethylbutylamino, ethyl-sec-
Butylamino, ethylisobutylamino, ethylpentylamino, ethylhexylamino, phenylamino, benzylamino, N-methylacetamide, N-ethylacetamide, N-phenylacetamide, N-acetylacetamide and the like; Is selected in the range.

The alkoxycarbonyl in the definition of T ¹ , W, X, Y and Z includes methoxycarbonyl,
Ethoxycarbonyl, n-propoxycarbonyl, is
o-propoxycarbonyl, n-butoxycarbonyl,
Examples thereof include sec-butoxycarbonyl, iso-butoxycarbonyl, tert-butoxycarbonyl, n-pentyloxycarbonyl, and n-hexyloxycarbonyl, and each is selected within the range of the specified number of carbon atoms.

The haloalkoxy in the definition of R ² , T ¹ , W, X, Y and Z may be linear or branched, and may be fluoromethoxy, difluoromethoxy, trifluoromethoxy, chlorodifluoromethoxy, Bromodifluoromethoxy, dichlorofluoromethoxy, chloromethoxy, dichloromethoxy, trichloromethoxy, bromomethoxy, fluoroethoxy, chloroethoxy, bromoethoxy, difluoroethoxy, trifluoroethoxy, tetrafluoroethoxy, pentafluoroethoxy, trichloroethoxy, trifluorochloro Ethoxy, fluoropropoxy, chloropropoxy, bromopropoxy, fluorobutoxy, chlorobutoxy, fluoro-iso-propoxy and chloro-i
so-propoxy and the like.

R ² , T ¹ , T ² , T ³ , W, X, Y and Z
Examples of the alkylsulfenyl in the definition of are methylthio, ethylthio, n-propylthio, iso-propylthio, n-butylthio, iso-butylthio, sec.
-Butylthio and tert-butylthio.

C _{1 in} the definition of R ² , W, X, Y and Z
The -C ₄ alkylsulfinyl, methylsulfinyl, ethylsulfinyl, n- propyl sulfinyl, iso- propyl sulfinyl, n- butylsulfinyl, iso- butylsulfinyl, sec- butylsulfinyl and tert- butylsulfinyl and the like.

C ₁ -C ₄ alkylsulfonyl in the definition of B, R ¹ , W, X, Y and Z includes methylsulfonyl, ethylsulfonyl, n-propylsulfonyl,
iso-propylsulfonyl, n-butylsulfonyl,
iso-butylsulfonyl, sec-butylsulfonyl and tert-butylsulfonyl.

The C ₂ -C ₄ alkoxyalkyl in the definition of B, R ¹ , R ² , W, T ¹ and Y includes C ₁ -C ₄
C ₃ alkoxy - methyl, alkoxy of C ₁ -C ₂ - ethyl, etc. methoxyethoxymethyl and methoxypropyl and the like.

The alkylcarbonyl in the definition of U ¹ , U ² and W includes acetyl, propionyl, butanoyl and iso-butanoyl.

The C ₂ -C ₅ haloalkylcarbonyloxy in the definition of W and Y includes chloroacetyloxy, trifluoroacetyloxy, 3,3,3-trifluoropropionyloxy and pentafluoropropionyloxy.

Examples of the C ₃ -C ₇ dialkylaminocarbonyloxy in the definition of Y include dimethylaminocarbonyloxy, diethylaminocarbonyloxy and di-i-propylaminocarbonyloxy.

The naphthyl in the definition of A, W and T ¹ includes 1-naphthyl and 2-naphthyl.

The pyridyl optionally substituted with X in the definition of W includes 2-pyridyl optionally substituted with X, 3-pyridyl optionally substituted with X, and pyridyl optionally substituted with X. Preferred are 4-pyridyl, preferably 2-pyridyl optionally substituted by X and 3-pyridyl optionally substituted by X, more preferably 2-pyridyl optionally substituted by X It is.

The thienyl optionally substituted by X in the definition of W includes 2-thienyl optionally substituted by X and 3-thienyl optionally substituted by X.

-N = CT ⁷ T ⁸ in the definition of W and Y
Means alkylideneamino, benzylideneamino, arylideneamino or cycloalkylideneamino, methylideneamino, ethylideneamino, propylideneamino, isopropylideneamino, 4-methyl-2-pentylideneamino, cyclopentylideneamino and cyclohexylidene Amino and the like.

The C ₁ -C ₄ monoalkylaminosulfonyl in the definition of B and R ¹ includes methylaminosulfonyl, ethylaminosulfonyl, n-propylaminosulfonyl, isopropylaminosulfonyl and n
-Butylaminosulfonyl and the like.

The C ₂ -C ₈ dialkylaminosulfonyl in the definition of B and R ¹ includes dimethylaminosulfonyl, diethylaminosulfonyl, di-n-propylaminosulfonyl, diisopropylaminosulfonyl, di-n-butylaminosulfonyl and the like. Can be

In the definitions of B, R ¹ and R ² , the C ₁ -C ₄ alkyl substituted by R ^b includes phenacyl, 2
-Fluorophenacyl, 3-chlorophenacyl, 4-bromophenacyl, 2-methylphenacyl, 3-ethylphenacyl, 4-i-propylphenacyl, 4-t-butylphenacyl and the like.

In the definition of B, R ¹ and R ² , phenylsulfonyl optionally substituted by halogen or C ₁ -C ₄ alkyl includes 2-fluorophenylsulfonyl, 4-fluorophenylsulfonyl, 2-chlorophenylsulfonyl , 4-chlorophenylsulfonyl,
4-bromophenylsulfonyl, 2,5-dichlorophenylsulfonyl, pentafluorophenylsulfonyl,
4-methylphenylsulfonyl, 2-methylphenylsulfonyl, 4-t-butylphenylsulfonyl, 2,5
-Dimethylphenylsulfonyl, 2,4-dimethylphenylsulfonyl, 2,4,6-trimethylphenylsulfonyl, 2,4,6-tri-i-propylphenylsulfonyl and the like.

C ₂ -C ₅ in the definition of B, R ¹ and R ²
Examples of cyanoalkyl include cyanomethyl, 2-cyanoethyl, 3-cyanopropyl and 1-cyano-1-methylethyl.

C ₃ -C ₉ in the definition of B, R ¹ and R ²
The alkoxycarbonylalkyl may be linear or branched, and may be methoxycarbonylmethyl, ethoxycarbonylmethyl, n-propoxycarbonylmethyl, i-propoxycarbonylmethyl, n-butoxycarbonylmethyl, i-butoxycarbonylmethyl, t-
-Butoxycarbonylmethyl, n-hexyloxycarbonylmethyl, n-heptyloxycarbonylmethyl,
1-methoxycarbonylethyl, 1-ethoxycarbonylethyl, 1-n-butoxyethyl, 2-methoxycarbonylethyl, 2-ethoxycarbonylethyl, 1-methoxycarbonylpropyl, 3-ethoxycarbonylpropyl, 4-methoxycarbonylbutyl, 6 -Ethoxycarbonylhexyl, 1-methoxycarbonyl-1-methylethyl, 1-iso-propoxycarbonyl-1-methylethyl, 1-ethoxycarbonyl-2-methylpropyl and the like.

The alkali metals in the definition of B and R ¹ include lithium, sodium and potassium.

The alkaline earth metals in the definitions of B and R ¹ include magnesium, calcium, strontium and barium, preferably magnesium, calcium and barium.

NHT ⁴ T ⁵ T ⁶ in the definition of B and R ¹
As the ammonium represented by, ammonium, monomethylammonium, dimethylammonium, trimethylammonium, diethylammonium, triethylammonium, diisopropylammonium, diisopropylethylammonium, hexylmethylammonium, cyclopropylmethylammonium, cyclohexylmethylammonium, allylmethylammonium, benzylmethyl Ammonium, 4-methylcyclohexylethylammonium, and two of T ⁴ , T ⁵ and T ⁶ may contain an oxygen, nitrogen or sulfur atom formed with the nitrogen atom to which each is attached. Heterocyclic 5-, 6-, 7- or 8-membered ammonium and the like.

[0141] T ^4, T ⁵ and T ⁴ in the definition of T ^6, T
Heterocyclic 5-, 6-, 7- or 8-membered rings which may contain an oxygen, nitrogen or sulfur atom which two of ⁵ and T ⁶ form together with the nitrogen atom to which they are each attached; Examples of the membered ring ammonium include pyrrolidine, pyrazolidine, imidazolidine, oxazolidine, isoxazolidine, thiazolidine, piperidine, piperazine, morpholine, thiamorpholine, hexamethyleneimine and heptamethyleneimine.

The haloalkylsulfenyl in the definition of W, X, Y and Z includes, as a straight-chain or branched-chain haloalkylthio, fluoromethylthio, chlorodifluoromethylthio, bromodifluoromethylthio, trifluoromethylthio, trichloromethylthio,
Examples thereof include 2,2-trifluoroethylthio, 1,1,2,2-tetrafluoroethylthio, fluoroethylthio, pentafluoroethylthio, and fluoro-iso-propylthio.

The haloalkylsulfinyl in the definition of W, X, Y and Z may be linear or branched and may be fluoromethylsulfinyl, chlorodifluoromethylsulfinyl, bromodifluoromethylsulfinyl, trifluoromethylsulfinyl, trichloromethyl Methylsulfinyl, 2,2,2-trifluoroethylsulfinyl, 1,1,2,2-tetrafluoroethylsulfinyl, fluoroethylsulfinyl,
Pentafluoroethylsulfinyl and fluoro-i
and so-propylsulfinyl and the like.

The haloalkylsulfonyl in the definition of W, X, Y and Z may be linear or branched, and may be fluoromethylsulfonyl, chlorodifluoromethylsulfonyl, bromodifluoromethylsulfonyl, trifluoromethylsulfonyl, trichloromethylsulfonyl. Examples include methylsulfonyl, 2,2,2-trifluoroethylsulfonyl, 1,1,2,2-tetrafluoroethylsulfonyl, fluoroethylsulfonyl, pentafluoroethylsulfonyl and fluoro-iso-propylsulfonyl.

As the haloalkenyl in the definition of B, R ¹ , R ² , R ³ , R ⁴ , T ¹ and W, 2-chloroethenyl which is a C ₂ -C ₄ linear or branched haloalkenyl, -Bromoethenyl and 2,2-dichloroethenyl.

The alkenyloxy in the definition of R ² , T ¹ , W and Y may be straight-chain or branched, and includes allyloxy, 2-propenyloxy, 2-butenyloxy and 2-methyl-2-propenyloxy. Is raised.

The haloalkenyloxy in the definition of R ² , T ¹ , W and Y may be linear or branched, and may be 3-chloro-2-propenyloxy, 3,3
-Dichloro-2-propenyloxy, 4-chloro-2-
Butenyloxy, 4,4-dichloro-3-butenyloxy and 4,4-difluoro-3-butenyloxy.

The alkenylsulfenyl in the definition of T ¹ , W, X, Y and Z may be linear or branched, and may be allylsulfenyl, 2-propenylsulfenyl, 2-butenylsphenyl or 2 -Methyl-2-propenylsulfenyl and the like.

The alkenylsulfinyl in the definition of W, X, Y and Z may be linear or branched, and may be allylsulfinyl, 2-propenylsulfinyl, 2-butenylsulfinyl and 2-methyl-2.
-Propenylsulfinyl and the like.

The alkenylsulfonyl in the definition of W, X, Y and Z may be linear or branched, and includes allylsulfonyl, 2-propenylsulfonyl, 2-butenylsulfonyl and 2-methyl-2-propenylsulfonyl. can give.

The haloalkenylsulfenyl in the definition of W and Y may be linear or branched and may be 3-chloro-2-propenylsulfenyl, 4-chloro-2-propenylsulfenyl,
Chloro-2-butenylsulfenyl, 3,3-dichloro-2-propenylsulfenyl, 4,4-dichloro-3
-Butenylsulfenyl and 4,4-difluoro-3
-Butenylsulfenyl and the like.

The haloalkenylsulfinyl in the definition of W and Y may be linear or branched, and may be 3-chloro-2-propenylsulfinyl,
3-dichloro-2-propenylsulfinyl, 4-chloro-2-butenylsulfinyl, 4,4-dichloro-3
-Butenylsulfinyl and 4,4-difluoro-3
-Butenylsulfinyl and the like.

The haloalkenylsulfonyl in the definition of W and Y may be linear or branched, and may be 3-chloro-2-propenylsulfonyl, 3,3-
Dichloro-2-propenylsulfonyl, 4-chloro-2
-Butenylsulfonyl, 4,4-dichloro-3-butenylsulfonyl, 4,4-difluoro-3-butenylsulfonyl and the like.

Haloalkynyl in the definition of B, R ¹ , R ² , R ³ , R ⁴ , T ¹ and W includes chloroethynyl, bromoethynyl, iodoethynyl, 3-chloro-1
-Propynyl and 3-bromo-1-butynyl and the like.

Alkynyloxy in the definition of R ² , T ¹ , W and Y includes 2-propynyloxy, 2-butynyloxy and 1-methyl-2-propynyloxy.

Haloalkynyloxy in the definition of R ² , T ¹ , W and Y includes 3-chloro-2-propynyloxy, 3-bromo-2-propynyloxy and 3
-Iodo-2-propynyloxy and the like.

Alkynylsulfenyl in the definition of T ¹ , W and Y includes 2-propynylsulfenyl, 2-butynylsulfenyl and 1-methyl-2-
And propynylsulfenyl.

The alkynylsulfinyl in the definition of W and Y includes 2-propynylsulfinyl, 2-
Butynylsulfinyl and 1-methyl-2-propynylsulfinyl and the like.

The alkynylsulfonyl in the definition of W and Y includes 2-propynylsulfonyl, 2-butynylsulfonyl, 1-methyl-2-propynylsulfonyl and the like.

Examples of haloalkynylsulfenyl in the definition of W and Y include 3-chloro-2-propynylsulfenyl, 3-bromo-2-propynylsulfenyl, 3-iodo-2-propynylsulfenyl and the like.

Examples of haloalkynylsulfinyl in the definition of W and Y include 3-chloro-2-propynylsulfinyl, 3-bromo-2-propynylsulfinyl, 3-iodo-2-propynylsulfinyl and the like.

Examples of haloalkynylsulfonyl in the definition of W and Y include 3-chloro-2-propynylsulfonyl, 3-bromo-2-propynylsulfonyl, 3-iodo-2-propynylsulfonyl and the like.

Examples of the alkylcarbonyloxy in the definition of W and Y include acetoxy, propanoyloxy, butanoyloxy, and isopropylcarbonyloxy, and each is selected within the range of the specified number of carbon atoms.

As the benzoyl optionally substituted with X in the definition of W, benzoyl, 2-chlorobenzoyl, 3-chlorobenzoyl, 4-chlorobenzoyl,
4-bromobenzoyl, 4-fluorobenzoyl, 3-
Methylbenzoyl, 4-methylbenzoyl, 4-tert-butylbenzoyl, 3,4-dichlorobenzoyl and the like can be mentioned.

The compound of the present invention is useful for so-called agricultural pests that infect agricultural and horticultural crops and trees, so-called livestock pests that infest livestock and poultry, so-called sanitary pests that have various adverse effects on human living environments such as houses, and warehouses. So-called stored pests that injure stored grains and the like, and any pests such as mites, nematodes, mollusks, and crustaceans that occur and injure in similar situations can be effectively controlled at low concentrations.

Insects which can be controlled using the compounds of the present invention;
Specific examples of mites, nematodes, molluscs, and crustaceans include, but are not limited to, the following:

[0170] Nikameiga, Kobunomeiga, Futaobikoyaga, Ichimonjiseri, Konaga, Yotoga, Monshiro butterfly, Kaburayaga, Hasuomoto, Shiroichimonjiyoto, Giant tobacco moth, Crancodon terrestris, Chahamaki, Momomosinki, Papilio terrestris
Lepidopteran pests such as tobacco bud worm, European corn borer, fall army worm, codling moth, and American white starling, black leafhopper, brown leafhopper, peach peach aphid, cotton aphid, onyx whitefly, silver leaf whitefly, pear whitefly, tsutsugunebayashiya Hemiptera pests such as scale insects, ruby beetles, giant beetles, giant stag beetles, locusts, bedbugs, and bedbugs, ladybird beetles, douganebuui, beetle beetle, rice weevil, weevil weevil, beetle beetle, beetle beetle Arigata kanekushi, Matsunomadara beaked beetle, Kansame bezel, Himehiratakeshiki Lee, corn rootworm, Kokokuzou, Coleoptera pests such as Grana Lee weevil and the red flour beetle,

[0168] The bean leaf fly, seed fly, hessian fly, sea fly, medfly, housefly, sandfly, sheep flies, cypress oxflies, bullflies, sheep flies, tsetse flies, kashiobuyuyu, bullflies, mosquitoes, and porpoises Hymenoptera pests such as winged pests, wasps, pine wood wasps, chestnut wasps, guntai ants, black ants, giant hornets, bulldog ant, fire ant and pharaoh ant, etc. Such as pteridophytes, black cockroaches, black cockroaches, and German cockroaches Orthopterous pests such as Lepidoptera, Kera, Emma cricket, Tonosama grasshopper, Kobaneinago and Saba-kuttaribatta, Termite pests such as house termite, Yamato termite and Taiwan termite, cat flea, human flea and cheops frogs, etc., Lepidopteran pests such as chicken lice and bovine lice, lice pests such as bovine lice, porcine lice, and bovine lice and staghorn lice; total tail pests such as yamatosimi; , Red spider mites, apple spider mites, spider mites, spider mites, and Kanzawa spider mites,

Dermatophagoid mites, such as Citrus mite, Dermatophagoides mite, Tulip rust mite and Dermatophagoides farinae, Dermatophagoid mites such as Dermatophagoides farinae and Cyclamenidae, Dermatophagoids such as Dermatophagoides farinae and Robin nematodes, Dermatophagoids and other ticks and mites Ticks such as ticks, dwarf mites such as sheep mites, sarcoptic mites such as bark mite, lip-legs such as tobism mosquitoes, akazum mosquitoes and barnacles, double-legged mosquitoes such as pheasant and fusidae, sweet potato nematodes, northern roots Nematodes such as walnut nematodes, potato cyst nematodes and pine wood nematodes, Lottery, giant African snail, mollusk, such as mouse river snail and euhadra peliomphala, crustaceans such as Armadillidium vulgare, and the like.

The plant disease to be controlled by the compound of the present invention includes rice blast (Pyriculari).
a oryzae), Sesame leaf blight (Cochliobo)
rus miyabeanus, Sheath blight (Rhizo)
ctonia solani), powdery mildew of wheat (Erysiphe graminis f. sp.h)
ordei, f. sp. tritici), leaf spot disease (P
yrenophora graminea, net spot disease (Pyrenophora teres), red mold (Gibberella zeae), rust (Puc)
cinia striiformis, p. grami
nis, P .; recondita, P .; horde
i), snow rot (Typhula sp., Micron)
ectriella nivais), naked smut (Us)
tilago tritici, U.S.A. nuda), eye spot (Pseudocercosporella)
herpotrichoids, cloudy sickness (Rhyn)
chosporium secalis, leaf blight (S
eptria tritici), Fusarium wilt (Lept)
osphaeria nodorum, citrus black spot (Diaporthe citri), scab (Elsinoe fawcetti), fruit rot (Penicillium digitatum, P. et al.
italicum), Monilia disease of apple (Schler)
otinia mali, rot (Valsam)
ali), powdery mildew (Podphaera le)
ucotricha), spot leaf spot (Alternar)
ia mali), Scab (Venturia ina)
equialis), pear scab (Venturia)
nasicola), black spot (Alternaria)
Kikuchiana, Scab (Gymnospo)
rangium haraeanum),

Peach ash disease (Sclerotinia)
cinerea), scab (Cladosporium)
carpophilum), Phomopsis rot (P
hompsis sp. ), Grape downy mildew (Pla
smopara viticola, black rot (El)
sinoe ampelina, late rot (Glome)
rella singulata), powdery mildew (Un
cinula necrotor, rust (Phako)
psora ampelopsidis), oyster anthracnose (Gloeosporium kaki), leaf rot (Cercospora kaki, Mycospha)
erella nawae), downy mildew of cucumber (Pse
udoperenospora cubensis),
Anthracnose (Colletotrichum lagena)
rium), powdery mildew (Sphaerotheca)
fluginea), vine blight (Mycosphae)
rella melonis, tomato blight (Phy)
topophora infestans, Alternaria solani, Leaf mold (Cladosporium fulvam), Eggplant brown spot (Phomopsis vexans), Powdery mildew (Erysiphe cichocoaracoru)
m), black spot of cruciferous vegetables (Alternaria)
japonica), vitiligo disease (Cerocospor)
ella brassicae), rust on leeks (Pu)
ccinia allii), soybean purpura (Cer)
cospora kikuchii, black rot (El)
sinoe glycines, black spot disease (Diapo)
rthe phaseolum, bean anthracnose (Colletotrichum lindemut)
hianum),

Peanut black spot (Mycosphae)
rella personatum, brown spot (Cer)
cospora arachidicola, pea powdery mildew (Erysiphe pisi), potato summer blight (Alternaria solan)
i), strawberry powdery mildew (Sphaerotheca)
humuli), tea net blast (Exobasid)
ium reticulatum, scab (Elsi)
noe leucospila, tobacco scab (A)
ternaria longipes), powdery mildew (Erysiphe cichoracearum),
Anthracnose (Colletotrichum tabacu
m), brown spot of sugar beet (Cercospora be)
ticola), rose scab (Diplocarpo)
n rosea), powdery mildew (Sphaerothe)
ca pannosa), brown spot of chrysanthemum (Septor)
ia chrysantheminidici, white rust (Puccinia horiana), gray mold on various crops (Botrytis cinere)
a), Sclerotinia of various crops
sclerotiorum) and the like.

That is, the compound of the present invention can effectively control pests and plant diseases of Orthoptera, Hemiptera, Lepidoptera, Coleoptera, Hymenoptera, Diptera, Mite and Lice at low concentrations. it can. On the other hand, the compounds of the present invention include extremely useful compounds having little adverse effect on mammals, fish, crustaceans and beneficial insects.

The compound of the present invention can be synthesized by the following method (Scheme 1). That is, the compound (1) of the present invention can be synthesized by reacting the acetonitrile derivative represented by the general formula (2) with the carboxylic acid derivative represented by the general formula (3). And that the compound of the present invention can be obtained by reacting this with the compound represented by the general formula (4). Specific examples of the compound represented by the general formula (4) include acid halides, alkyl halides, alkyl sulfonates, benzene sulfonates, toluene sulfonates, sulfamoyl chlorides, thiocarbamoyl chlorides, and amides. It is. At this time, depending on the type of B in the compound (1) of the present invention, the compound (1 ′) can also be synthesized by reacting the compound (1 ′) with dihydropyran, isocyanates or thioisocyanates. Scheme 1

[0175]

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In (Scheme 1), R ¹ , R ² , A and B have the same meanings as described above, and L ¹ and L ² are good leaving groups such as chlorine, bromine, iodine and C _{1 to} C ₄
Alkylsulfonyloxy, benzenesulfonyloxy, toluenesulfonyloxy, C ₁ -C ₄ alkoxy, phenoxy, 1-pyrazolyl or 1-imidazolyl and the like. In some cases, it is preferable to use a base in the method described in Scheme 1. As the base used, sodium ethoxide, sodium methoxide, alkali metal alkoxides such as potassium t-butoxide, sodium hydroxide,
Alkali metal hydroxides such as potassium hydroxide, alkali metal carbonates such as sodium carbonate and potassium carbonate, organic bases such as triethylamine, pyridine and DBU, organic lithium compounds such as butyllithium, lithium diisopropylamide and lithium bistrimethylsilyl Examples include lithium amides such as amides and sodium hydride.

The reaction described in Scheme 1 can be carried out in a solvent inert to the reaction. Examples of the solvent include lower alcohols such as methanol and ethanol, aromatic hydrocarbons such as benzene and toluene, diethyl ether, and the like. Ethers such as tetrahydrofuran, 1,4-dioxane, 1,2-dimethoxyethane and 1,2-diethoxyethane, ketones such as acetone, methyl ethyl ketone and methyl isobutyl ketone, methylene chloride, chloroform and 1,2-dichloroethane Halogenated hydrocarbons, amides such as dimethylformamide, dimethylacetamide and 1,3-dimethylimidazolidinone, nitriles such as acetonitrile, dimethylsulfoxide, and a mixed solvent thereof. In some cases, a mixed solvent of these solvents and water can be used, and a solvent such as tetra-n-butylammonium bromide can be used.
Good results may be obtained in some cases by adding a quaternary ammonium salt as a catalyst. Reaction temperature is from -70 ° C to 200
It can be set to any temperature between 0 ° C and 1 ° C.
When using a solvent at 50 ° C. or a solvent, the range is preferably from −70 ° C. to the boiling point of the solvent. The base ranges from 0.05 to 10 equivalents, preferably 0.05 to 3 equivalents, of the reaction substrate.

The acetonitrile derivative represented by the general formula (2) can be synthesized, for example, by the method shown in Scheme 2. [Scheme 2]

[0179]

Embedded image

[R ¹ and R ² in Scheme 2 have the same meanings as described above] The hydroxyamine or alkoxyamine described in Scheme 2 can be used in the form of a salt such as hydrochloride.

In some cases, it is preferable to use a base in the method described in Scheme 2. The base used is sodium ethoxide, sodium methoxide and t-
Alkali metal alkoxides such as potassium butoxy, alkali metal hydroxides such as sodium hydroxide and potassium hydroxide, alkali metal carbonates such as sodium carbonate and potassium carbonate, alkali metal bicarbonates such as sodium hydrogen carbonate and potassium hydrogen carbonate , Organic acid salts such as sodium acetate and potassium acetate, organic bases such as triethylamine, pyridine and DBU, organic lithium compounds such as butyllithium, lithium amides such as lithium diisopropylamine and lithium bistrimethylsilylamide, and sodium hydride And the like.

The reaction described in Scheme 2 can be carried out in a solvent inert to the reaction. Examples of the solvent include lower alcohols such as methanol and ethanol, aromatic hydrocarbons such as benzene and toluene, diethyl ether, and the like. Ethers such as tetrahydrofuran, 1,4-dioxane, 1,2-dimethoxyethane and 1,2-diethoxyethane, ketones such as acetone, methyl ethyl ketone and methyl isobutyl ketone, methylene chloride, chloroform and 1,2-dichloroethane Halogenated hydrocarbons, amides such as dimethylformamide, dimethylacetamide and 1,3-dimethylimidazolidinone, nitriles such as acetonitrile, dimethylsulfoxide, and a mixed solvent thereof. In some cases, a mixed solvent of these solvents and water can also be used, and good results may be obtained by adding a quaternary ammonium salt such as tetra-n-butylammonium bromide as a catalyst. Reaction temperature is from -70 ° C to 20
The temperature can be set at an arbitrary temperature of 0 ° C., and preferably from 0 ° C. to 150 ° C. or from −70 ° C. to the boiling point of the solvent when a solvent is used. The base ranges from 0.05 to 10 equivalents, preferably 0.05 to 3 equivalents, of the reaction substrate.

The compound of the present invention can be obtained from the reaction solution by a conventional method. However, if it becomes necessary to purify the compound of the present invention, it can be separated and purified by any purification method such as recrystallization or column chromatography. Can be.

The compounds having an asymmetric carbon among the compounds included in the present invention include optically active compounds (+) and (−).

Examples of the compounds included in the present invention are shown in Table 1. The abbreviations in the table have the following meanings.

Me: methyl, Et: ethyl, Pr: propyl, Bu: butyl, Pen: pentyl, Hex: hexyl, Hep: heptyl, Oct: octyl, Non: nonyl, Dec: decyl, Ph: phenyl, n: normal , I: iso, sec: secondary, t: tertiary,
c: cyclo,

[0187]

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[0188]

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[0189]

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[Table 1]

[0191]

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[0192]

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[0193]

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[0194]

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[0195]

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[0196]

[Table 1] ――――――――――――――――――――――――――――――――――― R¹ R^Two A ――――――――――――――――――――――――――――――――――― Me H A1 iPr H A1 tBu H A1 CH_TwoCH = CH_Two H A1 CH_TwoC≡CH H A1 CH_TwoCH_TwoF H A1 CH_TwoCH_TwoCH_TwoF H A1 CH_TwoCH = CF_Two H A1 CH_TwoCH = CCl_Two H A1 cPr H A1 CH_TwoOCH_Three H A1 CH_TwoOC_TwoH_FourOCH_Three H A1 CH_TwoPh H A1 CH_TwoCH_TwoPh H A1 CH_TwoCH_TwoCH_TwoPh H A1 CH = CHPh H A1 Tetra-human perhydran-2-yl H A1 SO_TwoPh H A1 SO_TwoCF_Three H A1 Ph H A1 2-F-Ph H A1 2,6-F_Two-Ph H A1 2-Pyridyl H A1 2-Pyrimidinyl H A1 2-Pyridinyl H A1 COtBu H A1 COPh H A1 COCF_Three H A1 CO_TwoMe H A1 C (O) SMe H A1 C (S) OPh H A1 R-2 H A1 Ph Cl A1 H Me A1 Me Me A1 iPr Me A1 tBu Me A1 CH = CH_Two Me A1 CH_TwoCH = CH_Two Me A1 CH_TwoC≡CH Me A1 CF_Three Me A1 CH_TwoCH_TwoF Me A1 CH_TwoCH_TwoCH_TwoF Me A1 CH_TwoCH = CF_Two Me A1 CH_TwoCH = CCl_Two Me A1 CH_TwoC≡CI Me A1 2,2-Cl_Two-cPr Me A1 cPr Me A1 CH_TwoOCH_Three Me A1 CH_TwoSCH_Three Me A1 CH_TwoOC_TwoH_FourOCH_Three Me A1 CH_TwoPh Me A1 CH_TwoCH_TwoPh Me A1 CH_TwoCH_TwoCH_TwoPh Me A1 CH_TwoCOPh Me A1 CH = CHPh Me A1 Tetrahidoxyperidan-2-yl Me A1 Si (Me)_Three Me A1 SO_TwoMe Me A1 SO_TwoPh Me A1 SO_TwoCF_Three Me A1 SO_TwoNHMe Me A1 SO_TwoN (Me)_Two Me A1 SO_TwoNHPh Me A1 1-Methyldiazole-5-yl Me A1 1-Methylimidazole-2-yl Me A1 Thiazol-2-yl Me A1 Ph Me A1 2-F-Ph Me A1 2,6-F_Two-Ph Me A1 2-Cl-Ph Me A1 2-Me-Ph Me A1 2-CF_Three-Ph Me A1 2-CN-Ph Me A1 2-Phenyl Me A1 3-Phylile Me A1 4-Phylcil Me A1 3-Me-2-Philyl Me A1 3-CO_TwoMe-2-Piryl Me A1 2-Pyrimidinil Me A1 2-Pirazine Me A1 CH_TwoCN Me A1 CH_TwoCO_TwoMe Me A1 COMe Me A1 COtBu Me A1 COPh Me A1 COCF_Three Me A1 COcHex Me A1 COCH_TwoPh Me A1 CO_TwoMe Me A1 CO_TwoEt Me A1 CO_TwoPh Me A1 CO_TwoCH_TwoPh Me A1 C (O) SMe Me A1 C (O) SEt Me A1 COCO_TwoEt Me A1 CONHMe Me A1 CON (Me)_Two Me A1 CONHPh Me A1 C (O) SPh Me A1 CO-1-naphthyl Me A1 CO-2-naphthyl Me A1 CO-2-poly Me A1 CO-3-poly Me A1 CO-4-poly Me A1 CO-2 , 4-Me_Two-5-thiazoduryl Me A1 CO-3,5-Me_Two-4-Pyrazolyl Me A1 CSMe Me A1 CStBu Me A1 CSPh Me A1 CSCF_Three Me A1 CScHex Me A1 CSCH_TwoPh Me A1 CS_TwoMe Me A1 CS_TwoEt Me A1 CS_TwoPh Me A1 CS_TwoCH_TwoPh Me A1 C (S) OMe Me A1 C (S) OEt Me A1 CSNHMe Me A1 CSN (Me)_Two Me A1 C (S) OPh Me A1 P (O) (OMe)_Two Me A1 P (S) (OMe)_Two Me A1 R-1 Me A1 R-2 Me A1 R-3 Me A1 R-4 Me A1 R-5 Me A1 R-6 Me A1 Na⁺ Me A1 NH_Four ⁺ Me A1 Me Et A1 iPr Et A1 tBu Et A1 CH_TwoCH = CH_Two Et A1 CH_TwoC≡CH Et A1 CH_TwoCH_TwoF Et A1 CH_TwoCH_TwoCH_TwoF Et A1 CH_TwoCH = CF_Two Et A1 CH_TwoCH = CCl_Two Et A1 cPr Et A1 CH_TwoOCH_Three Et A1 CH_TwoOC_TwoH_FourOCH_Three Et A1 CH_TwoPh Et A1 CH_TwoCH_TwoPh Et A1 CH_TwoCH_TwoCH_TwoPh Et A1 CH = CHPh Et A1 Tetra-Hydroxyperidan-2-yl Et A1 SO_TwoPh Et A1 SO_TwoCF_Three Et A1 Ph Et A1 2-F-Ph Et A1 2,6-F_Two-Ph Et A1 2-Pyridyl Et A1 2-Pyrimidinyl Et A1 2-Pyridinyl Et A1 COtBu Et A1 COPh Et A1 COCF_Three Et A1 CO_TwoMe Et A1 C (O) SMe Et A1 C (S) OPh Et A1 R-2 Et A1 Me iPr A1 iPr iPr A1 tBu iPr A1 CH_TwoCH = CH_Two iPr A1 CH_TwoC≡CH iPr A1 CH_TwoCH_TwoF iPr A1 CH_TwoCH_TwoCH_TwoF iPr A1 CH_TwoCH = CF_Two iPr A1 CH_TwoCH = CCl_Two iPr A1 cPr iPr A1 CH_TwoOCH_Three iPr A1 CH_TwoOC_TwoH_FourOCH_Three iPr A1 CH_TwoPh iPr A1 CH_TwoCH_TwoPh iPr A1 CH_TwoCH_TwoCH_TwoPh iPr A1 CH = CHPh iPr A1 Tetra-human perhydran-2-yl iPr A1 SO_TwoPh iPr A1 SO_TwoCF_Three iPr A1 Ph iPr A1 2-F-Ph iPr A1 2, 6-F_Two-Ph iPr A1 2-Pyridine iPr A1 2-Pyrimidinil iPr A1 2-Pirazine iPr A1 COtBu iPr A1 COPh iPr A1 COCF_Three iPr A1 CO_TwoMe iPr A1 C (O) SMe iPr A1 C (S) OPh iPr A1 R-2 iPr A1 Me tBu A1 iPr tBu A1 tBu tBu A1 CH_TwoCH = CH_Two tBu A1 CH_TwoC≡CH tBu A1 CH_TwoCH_TwoF tBu A1 CH_TwoCH_TwoCH_TwoF tBu A1 CH_TwoCH = CF_Two tBu A1 CH_TwoCH = CCl_Two tBu A1 cPr tBu A1 CH_TwoOCH_Three tBu A1 CH_TwoOC_TwoH_FourOCH_Three tBu A1 CH_TwoPh tBu A1 CH_TwoCH_TwoPh tBu A1 CH_TwoCH_TwoCH_TwoPh tBu A1 CH = CHPh tBu A1 Tetra-Hydroxyperidan-2-yl tBu A1 SO_TwoPh tBu A1 SO_TwoCF_Three tBu A1 Ph tBu A1 2-F-Ph tBu A1 2, 6-F_Two-Ph tBu A1 2-Pyryl tBu A1 2-Phylimidinil tBu A1 2-Pyrazine tBu A1 COtBu tBu A1 COPh tBu A1 COCF_Three tBu A1 CO_TwoMe tBu A1 C (O) SMe tBu A1 C (S) OPh tBu A1 R-2 tBu A1 Ph CH = CH_Two A1 Ph C≡CH A1 Me CF_Three A1 iPr CF_Three A1 tBu CF_Three A1 CH_TwoCH = CH_Two CF_Three A1 CH_TwoC≡CH CF_Three A1 CH_TwoCH_TwoF CF_Three A1 CH_TwoCH_TwoCH_TwoF CF_Three A1 CH_TwoCH = CF_Two CF_Three A1 CH_TwoCH = CCl_Two CF_Three A1 cPr CF_Three A1 CH_TwoOCH_Three CF_Three A1 CH_TwoOC_TwoH_FourOCH_Three CF_Three A1 CH_TwoPh CF_Three A1 CH_TwoCH_TwoPh CF_Three A1 CH_TwoCH_TwoCH_TwoPh CF_Three A1 CH = CHPh CF_Three A1 Tetrahedropyridan-2-yl CF_Three A1 SO_TwoPh CF_Three A1 SO_TwoCF_Three CF_Three A1 Ph CF_Three A1 2-F-Ph CF_Three A1 2, 6-F_Two-Ph CF_Three A1 2-poly CF_Three A1 2-Primidinyl CF_Three A1 2-PDA CF_Three A1 COtBu CF_Three A1 COPh CF_Three A1 COCF_Three CF_Three A1 Ph CH = CF_Two A1 Ph C≡CI A1 Ph 2,2-Cl_Two-cPr A1 Me cPr A1 iPr cPr A1 tBu cPr A1 CH_TwoCH = CH_Two cPr A1 CH_TwoC≡CH cPr A1 CH_TwoCH_TwoF cPr A1 CH_TwoCH_TwoCH_TwoF cPr A1 CH_TwoCH = CF_Two cPr A1 CH_TwoCH = CCl_Two cPr A1 cPr cPr A1 CH_TwoOCH_Three cPr A1 CH_TwoOC_TwoH_FourOCH_Three cPr A1 CH_TwoPh cPr A1 CH_TwoCH_TwoPh cPr A1 CH_TwoCH_TwoCH_TwoPh cPr A1 CH = CHPh cPr A1 Tetra-human perhydran-2-yl cPr A1 SO_TwoPh cPr A1 SO_TwoCF_Three cPr A1 Ph cPr A1 2-F-Ph cPr A1 2,6-F_Two-Ph cPr A1 2-Pyridyl cPr A1 2-Pyrimidinyl cPr A1 2-Pyridinyl cPr A1 COtBu cPr A1 COPh cPr A1 COCF_Three cPr A1 CO_TwoMe cPr A1 C (O) SMe cPr A1 C (S) OPh cPr A1 R-2 cPr A1 Ph OMe A1 Ph OCH = CH_Two A1 Ph OC≡CH A1 Ph OCF_Three A1 Ph OCH = CF_Two A1 Ph OC≡CF A1 Ph CH_TwoOCH_Three A1 Ph CH_TwoPh A1 Me CH_TwoCH_TwoPh A1 iPr CH_TwoCH_TwoPh A1 tBu CH_TwoCH_TwoPh A1 CH_TwoCH = CH_Two CH_TwoCH_TwoPh A1 CH_TwoC≡CH CH_TwoCH_TwoPh A1 CH_TwoCH_TwoF CH_TwoCH_TwoPh A1 CH_TwoCH_TwoCH_TwoF CH_TwoCH_TwoPh A1 CH_TwoCH = CF_Two CH_TwoCH_TwoPh A1 CH_TwoCH = CCl_Two CH_TwoCH_TwoPh A1 cPr CH_TwoCH_TwoPh A1 CH_TwoOCH_Three CH_TwoCH_TwoPh A1 CH_TwoOC_TwoH_FourOCH_Three CH_TwoCH_TwoPh A1 CH_TwoPh CH_TwoCH_TwoPh A1 CH_TwoCH_TwoPh CH_TwoCH_TwoPh A1 CH_TwoCH_TwoCH_TwoPh CH_TwoCH_TwoPh A1 CH = CHPh CH_TwoCH_TwoPh A1 Tetrahidrohydran-2-yl CH_TwoCH_TwoPh A1 SO_TwoPh CH_TwoCH_TwoPh A1 SO_TwoCF_Three CH_TwoCH_TwoPh A1 Ph CH_TwoCH_TwoPh A1 2-F-Ph CH_TwoCH_TwoPh A1 2, 6-F_Two-Ph CH_TwoCH_TwoPh A1 2-poly CH_TwoCH_TwoPh A1 2-Primidinyl CH_TwoCH_TwoPh A1 2-Pirazine CH_TwoCH_TwoPh A1 COtBu CH_TwoCH_TwoPh A1 COPh CH_TwoCH_TwoPh A1 COCF_Three CH_TwoCH_TwoPh A1 CO_TwoMe CH_TwoCH_TwoPh A1 C (O) SMe CH_TwoCH_TwoPh A1 C (S) OPh CH_TwoCH_TwoPh A1 R-2 CH_TwoCH_TwoPh A1 Ph CH_TwoCOPh A1 Me CH = CHPh A1 iPr CH = CHPh A1 tBu CH = CHPh A1 CH_TwoCH = CH_Two CH = CHPh A1 CH_TwoC≡CH CH = CHPh A1 CH_TwoCH_TwoF CH = CHPh A1 CH_TwoCH_TwoCH_TwoF CH = CHPh A1 CH_TwoCH = CF_Two CH = CHPh A1 CH_TwoCH = CCl_Two CH = CHPh A1 cPr CH = CHPh A1 CH_TwoOCH_Three CH = CHPh A1 CH_TwoOC_TwoH_FourOCH_Three CH = CHPh A1 CH_TwoPh CH = CHPh A1 CH_TwoCH_TwoPh CH = CHPh A1 CH_TwoCH_TwoCH_TwoPh CH = CHPh A1 CH = CHPh CH = CHPh A1 Tetrahuman perhydran-2-yl CH = CHPh A1 SO_TwoPh CH = CHPh A1 SO_TwoCF_Three CH = CHPh A1 Ph CH = CHPh A1 2-F-Ph CH = CHPh A1 2,6-F_Two-Ph CH = CHPh A1 2-Pyridyl CH = CHPh A1 2-Pyrimidinil CH = CHPh A1 2-Pyridinyl CH = CHPh A1 COtBu CH = CHPh A1 COPh CH = CHPh A1 COCF_Three CH = CHPh A1 CO_TwoMe CH = CHPh A1 C (O) SMe CH = CHPh A1 C (S) OPh CH = CHPh A1 R-2 CH = CHPh A1 Ph (CH_Three)_ThreeSi A1 Ph SMe A1 Ph SOMe A1 Ph SO_TwoMe A1 Ph SO_TwoPh A1 Ph SO_TwoCF_Three A1 Ph CH_TwoCN A1 Ph CH_TwoCO_TwoMe A1 Ph CN A1 Ph NMe_Two A1 Ph OPh A1 Ph NHPh A1 Ph COMe A1 Ph CO_TwoMe A1 Ph CSMe A1 Ph Morpholino A1 Ph Heparin A1 Ph 1-Methyl imidasol-4-yl A1 Ph 1-Methyl imidasol-2-yl A1 Ph Thiasol-2-yl A1 iPr Ph A1 tBu Ph A1 CH_TwoCH = CH_Two Ph A1 CH_TwoC≡CH Ph A1 CH_TwoCH_TwoF Ph A1 CH_TwoCH_TwoCH_TwoF Ph A1 CH_TwoCH = CF_Two Ph A1 CH_TwoCH = CCl_Two Ph A1 cPr Ph A1 CH_TwoOCH_Three Ph A1 CH_TwoOC_TwoH_FourOCH_Three Ph A1 CH_TwoPh Ph A1 CH_TwoCH_TwoPh Ph A1 CH_TwoCH_TwoCH_TwoPh Ph A1 CH = CHPh Ph A1 Tetra-hidrohydran-2-yl Ph A1 SO_TwoPh Ph A1 SO_TwoCF_Three Ph A1 Ph Ph A1 2-F-Ph Ph A1 2, 6-F_Two-Ph Ph A1 2-Pyryl Ph A1 2-Phylimidinil Ph A1 2-Pyrazine Ph A1 COtBu Ph A1 COPh Ph A1 COCF_Three Ph A1 CO_TwoMe Ph A1 C (O) SMe Ph A1 C (S) OPh Ph A1 R-2 Ph A1 Me 3-Cl-Ph A1 iPr 3-Cl-Ph A1 tBu 3-Cl-Ph A1 CH_TwoCH = CH_Two 3-Cl-Ph A1 CH_TwoC≡CH 3-Cl-Ph A1 CH_TwoCH_TwoF 3-Cl-Ph A1 CH_TwoCH_TwoCH_TwoF 3-Cl-Ph A1 CH_TwoCH = CF_Two 3-Cl-Ph A1 CH_TwoCH = CCl_Two 3-Cl-Ph A1 cPr 3-Cl-Ph A1 CH_TwoOCH_Three 3-Cl-Ph A1 CH_TwoOC_TwoH_FourOCH_Three 3-Cl-Ph A1 CH_TwoPh 3-Cl-Ph A1 CH_TwoCH_TwoPh 3-Cl-Ph A1 CH_TwoCH_TwoCH_TwoPh 3-Cl-Ph A1 CH = CHPh 3-Cl-Ph A1_TwoPh 3-Cl-Ph A1 SO_TwoCF_Three 3-Cl-Ph A1 Ph 3-Cl-Ph A1 2-F-Ph 3-Cl-Ph A1 2,6-F_Two-Ph 3-Cl-Ph A1 2-Pyridine 3-Cl-Ph A1 2-Primidinyl 3-Cl-Ph A1 2-Peracidinyl 3-Cl-Ph A1 COtBu 3-Cl-Ph A1 COPh 3-Cl-Ph A1 COCF_Three 3-Cl-Ph A1 CO_TwoMe 3-Cl-Ph A1 C (O) SMe 3-Cl-Ph A1 C (S) OPh 3-Cl-Ph A1 R-2 3-Cl-Ph A1 Me 4-Cl-Ph A1 iPr 4-Cl- Ph A1 tBu 4-Cl-Ph A1 CH_TwoCH = CH_Two 4-Cl-Ph A1 CH_TwoC≡CH 4-Cl-Ph A1 CH_TwoCH_TwoF 4-Cl-Ph A1 CH_TwoCH_TwoCH_TwoF 4-Cl-Ph A1 CH_TwoCH = CF_Two 4-Cl-Ph A1 CH_TwoCH = CCl_Two 4-Cl-Ph A1 cPr 4-Cl-Ph A1 CH_TwoOCH_Three 4-Cl-Ph A1 CH_TwoOC_TwoH_FourOCH_Three 4-Cl-Ph A1 CH_TwoPh 4-Cl-Ph A1 CH_TwoCH_TwoPh 4-Cl-Ph A1 CH_TwoCH_TwoCH_TwoPh 4-Cl-Ph A1 CH = CHPh 4-Cl-Ph A1_TwoPh 4-Cl-Ph A1 SO_TwoCF_Three 4-Cl-Ph A1 Ph 4-Cl-Ph A1 2-F-Ph 4-Cl-Ph A1 2,6-F_Two-Ph 4-Cl-Ph A1 2-Pyridine 4-Cl-Ph A1 2-Primidinyl 4-Cl-Ph A1 2-Peracidinyl 4-Cl-Ph A1 COtBu 4-Cl-Ph A1 COPh 4-Cl-Ph A1 COCF_Three 4-Cl-Ph A1 CO_TwoMe 4-Cl-Ph A1 C (O) SMe 4-Cl-Ph A1 C (S) OPh 4-Cl-Ph A1 R-2 4-Cl-Ph A1 Ph 2-Phenyl A1 Ph 2-Phylimidinil A1 Ph 2 -Pirazine A1 Me H A2 iPr H A2 tBu H A2 CH_TwoCH = CH_Two H A2 CH_TwoC≡CH H A2 CH_TwoCH_TwoF H A2 CH_TwoCH_TwoCH_TwoF H A2 CH_TwoCH = CF_Two H A2 CH_TwoCH = CCl_Two H A2 cPr H A2 CH_TwoOCH_Three H A2 CH_TwoOC_TwoH_FourOCH_Three H A2 CH_TwoPh H A2 CH_TwoCH_TwoPh H A2 CH_TwoCH_TwoCH_TwoPhH A2 CH = CHPh H A2_TwoPh H A2 SO_TwoCF_Three H A2 Ph H A2 2-F-Ph H A2 2,6-F_Two-Ph H A2 2-Pyridyl H A2 2-Pyrimidinyl H A2 2-Pyracinyl H A2 COtBu H A2 COPh H A2 COCF_Three H A2 CO_TwoMe H A2 C (O) SMe H A2 C (S) OPh H A2 R-2 H A2 Ph Cl A2 H Me A2 Me Me A2 iPr Me A2 tBu Me A2 CH = CH_Two Me A2 CH_TwoCH = CH_Two Me A2 CH_TwoC≡CH Me A2 CF_Three Me A2 CH_TwoCH_TwoF Me A2 CH_TwoCH_TwoCH_TwoF Me A2 CH_TwoCH = CF_Two Me A2 CH_TwoCH = CCl_Two Me A2 CH_TwoC≡CI Me A2 2,2-Cl_Two-cPr Me A2 cPr Me A2 CH_TwoOCH_Three Me A2 CH_TwoSCH_Three Me A2 CH_TwoOC_TwoH_FourOCH_Three Me A2 CH_TwoPh Me A2 CH_TwoCH_TwoPh Me A2 CH_TwoCH_TwoCH_TwoPh Me A2 CH_TwoCOPh Me A2 CH = CHPh Me A2 Tetrahitoperidol-2-yl Me A2 Si (Me)_Three Me A2 SO_TwoMe Me A2 SO_TwoPh Me A2 SO_TwoCF_Three Me A2 SO_TwoNHMe Me A2 SO_TwoN (Me)_Two Me A2 SO_TwoNHPh Me A2 1-Methyldiazole-5-yl Me A2 1-Methylimidazole-2-yl Me A2 Thiazol-2-yl Me A2 Ph Me A2 2-F-Ph Me A2 2,6-F_Two-Ph Me A2 2-Cl-Ph Me A2 2-Me-Ph Me A2 2-CF_Three-Ph Me A2 2-CN-Ph Me A2 2-Phicle Me A2 3-Phicle Me A2 4-Phicle Me A2 3-Me-2-Phicle Me A2 3-CO_TwoMe-2-Piryl Me A2 2-Pyrimidinil Me A2 2-Pirazine Me A2 CH_TwoCN Me A2 CH_TwoCO_TwoMe Me A2 COMe Me A2 COtBu Me A2 COPh Me A2 COCF_Three Me A2 COcHex Me A2 COCH_TwoPh Me A2 CO_TwoMe Me A2 CO_TwoEt Me A2 CO_TwoPh Me A2 CO_TwoCH_TwoPh Me A2 C (O) SMe Me A2 C (O) SEt Me A2 COCO_TwoEt Me A2 CONHMe Me A2 CON (Me)_Two Me A2 CONHPh Me A2 C (O) SPh Me A2 CO-1-Naphthyl Me A2 CO-2-Naphthyl Me A2 CO-2-Phenyl Me A2 CO-3-Phylsil Me A2 CO-4-Phylsil Me A2 CO-2 , 4-Me_Two-5-thiazoduryl Me A2 CO-3,5-Me_Two-4-Hypersolyl Me A2 CSMe Me A2 CStBu Me A2 CSPh Me A2 CSCF_Three Me A2 CScHex Me A2 CSCH_TwoPh Me A2 CS_TwoMe Me A2 CS_TwoEt Me A2 CS_TwoPh Me A2 CS_TwoCH_TwoPh Me A2 C (S) OMe Me A2 C (S) OEt Me A2 CSNHMe Me A2 CSN (Me)_Two Me A2 C (S) OPh Me A2 P (O) (OMe)_Two Me A2 P (S) (OMe)_Two Me A2 R-1 Me A2 R-2 Me A2 R-3 Me A2 R-4 Me A2 R-5 Me A2 R-6 Me A2 Na⁺ Me A2 NH_Four ⁺ Me A2 Me Et A2 iPr Et A2 tBu Et A2 CH_TwoCH = CH_Two Et A2 CH_TwoC≡CH Et A2 CH_TwoCH_TwoF Et A2 CH_TwoCH_TwoCH_TwoF Et A2 CH_TwoCH = CF_Two Et A2 CH_TwoCH = CCl_Two Et A2 cPr Et A2 CH_TwoOCH_Three Et A2 CH_TwoOC_TwoH_FourOCH_Three Et A2 CH_TwoPh Et A2 CH_TwoCH_TwoPh Et A2 CH_TwoCH_TwoCH_TwoPh Et A2 CH = CHPh Et A2_TwoPh Et A2 SO_TwoCF_Three Et A2 Ph Et A2 2-F-Ph Et A2 2,6-F_Two-Ph Et A2 2-Pyridyl Et A2 2-Pyrimidinyl Et A2 2-Piracidin Et A2 COtBu Et A2 COPh Et A2 COCF_Three Et A2 CO_TwoMe Et A2 C (O) SMe Et A2 C (S) OPh Et A2 R-2 Et A2 Me iPr A2 iPr iPr A2 tBu iPr A2 CH_TwoCH = CH_Two iPr A2 CH_TwoC≡CH iPr A2 CH_TwoCH_TwoF iPr A2 CH_TwoCH_TwoCH_TwoF iPr A2 CH_TwoCH = CF_Two iPr A2 CH_TwoCH = CCl_Two iPr A2 cPr iPr A2 CH_TwoOCH_Three iPr A2 CH_TwoOC_TwoH_FourOCH_Three iPr A2 CH_TwoPh iPr A2 CH_TwoCH_TwoPh iPr A2 CH_TwoCH_TwoCH_TwoPh iPr A2 CH = CHPh iPr A2 Tetra-human perhydran-2-yl iPr A2 SO_TwoPh iPr A2 SO_TwoCF_Three iPr A2 Ph iPr A2 2-F-Ph iPr A2 2,6-F_Two-Ph iPr A2 2-Pyridine iPr A2 2-Pyrimidinil iPr A2 2-Pirazine iPr A2 COtBu iPr A2 COPh iPr A2 COCF_Three iPr A2 CO_TwoMe iPr A2 C (O) SMe iPr A2 C (S) OPh iPr A2 R-2 iPr A2 Me tBu A2 iPr tBu A2 tBu tBu A2 CH_TwoCH = CH_Two tBu A2 CH_TwoC≡CH tBu A2 CH_TwoCH_TwoF tBu A2 CH_TwoCH_TwoCH_TwoF tBu A2 CH_TwoCH = CF_Two tBu A2 CH_TwoCH = CCl_Two tBu A2 cPr tBu A2 CH_TwoOCH_Three tBu A2 CH_TwoOC_TwoH_FourOCH_Three tBu A2 CH_TwoPh tBu A2 CH_TwoCH_TwoPh tBu A2 CH_TwoCH_TwoCH_TwoPh tBu A2 CH = CHPh tBu A2 Tetra-Hydroxyperidan-2-yl tBu A2 SO_TwoPh tBu A2 SO_TwoCF_Three tBu A2 Ph tBu A2 2-F-Ph tBu A2 2,6-F_Two-Ph tBu A2 2-Philidyl tBu A2 2-Pyrimidinyl tBu A2 2-Philadyl tBu A2 COtBu tBu A2 COPh tBu A2 COCF_Three tBu A2 CO_TwoMe tBu A2 C (O) SMe tBu A2 C (S) OPh tBu A2 R-2 tBu A2 Ph CH = CH_Two A2 Ph C≡CH A2 Me CF_Three A2 iPr CF_Three A2 tBu CF_Three A2 CH_TwoCH = CH_Two CF_Three A2 CH_TwoC≡CH CF_Three A2 CH_TwoCH_TwoF CF_Three A2 CH_TwoCH_TwoCH_TwoF CF_Three A2 CH_TwoCH = CF_Two CF_Three A2 CH_TwoCH = CCl_Two CF_Three A2 cPr CF_Three A2 CH_TwoOCH_Three CF_Three A2 CH_TwoOC_TwoH_FourOCH_Three CF_Three A2 CH_TwoPh CF_Three A2 CH_TwoCH_TwoPh CF_Three A2 CH_TwoCH_TwoCH_TwoPh CF_Three A2 CH = CHPh CF_Three A2 Tetrahidrohydran-2-yl CF_Three A2 SO_TwoPh CF_Three A2 SO_TwoCF_Three CF_Three A2 Ph CF_Three A2 2-F-Ph CF_Three A2 2, 6-F_Two-Ph CF_Three A2 2-Phenyl CF_Three A2 2-Primidinyl CF_Three A2 2-Peridinyl CF_Three A2 COtBu CF_Three A2 COPh CF_Three A2 COCF_Three CF_Three A2 Ph CH = CF_Two A2 Ph C≡CI A2 Ph 2,2-Cl_Two-cPr A2 Me cPr A2 iPr cPr A2 tBu cPr A2 CH_TwoCH = CH_Two cPr A2 CH_TwoC≡CH cPr A2 CH_TwoCH_TwoF cPr A2 CH_TwoCH_TwoCH_TwoF cPr A2 CH_TwoCH = CF_Two cPr A2 CH_TwoCH = CCl_Two cPr A2 cPr cPr A2 CH_TwoOCH_Three cPr A2 CH_TwoOC_TwoH_FourOCH_Three cPr A2 CH_TwoPh cPr A2 CH_TwoCH_TwoPh cPr A2 CH_TwoCH_TwoCH_TwoPh cPr A2 CH = CHPh cPr A2 Tetra-human perhydran-2-yl cPr A2 SO_TwoPh cPr A2 SO_TwoCF_Three cPr A2 Ph cPr A2 2-F-Ph cPr A2 2,6-F_Two-Ph cPr A2 2-Pyridyl cPr A2 2-Pyrimidinil cPr A2 2-Piracidin cPr A2 COtBu cPr A2 COPh cPr A2 COCF_Three cPr A2 CO_TwoMe cPr A2 C (O) SMe cPr A2 C (S) OPh cPr A2 R-2 cPr A2 Ph OMe A2 Ph OCH = CH_Two A2 Ph OC≡CH A2 Ph OCF_Three A2 Ph OCH = CF_Two A2 Ph OC≡CF A2 Ph CH_TwoOCH_Three A2 Ph CH_TwoPh A2 Me CH_TwoCH_TwoPh A2 iPr CH_TwoCH_TwoPh A2 tBu CH_TwoCH_TwoPh A2 CH_TwoCH = CH_Two CH_TwoCH_TwoPh A2 CH_TwoC≡CH CH_TwoCH_TwoPh A2 CH_TwoCH_TwoF CH_TwoCH_TwoPh A2 CH_TwoCH_TwoCH_TwoF CH_TwoCH_TwoPh A2 CH_TwoCH = CF_Two CH_TwoCH_TwoPh A2 CH_TwoCH = CCl_Two CH_TwoCH_TwoPh A2 cPr CH_TwoCH_TwoPh A2 CH_TwoOCH_Three CH_TwoCH_TwoPh A2 CH_TwoOC_TwoH_FourOCH_Three CH_TwoCH_TwoPh A2 CH_TwoPh CH_TwoCH_TwoPh A2 CH_TwoCH_TwoPh CH_TwoCH_TwoPh A2 CH_TwoCH_TwoCH_TwoPh CH_TwoCH_TwoPh A2 CH = CHPh CH_TwoCH_TwoPh A2 Tetrahidrohydran-2-yl CH_TwoCH_TwoPh A2 SO_TwoPh CH_TwoCH_TwoPh A2 SO_TwoCF_Three CH_TwoCH_TwoPh A2 Ph CH_TwoCH_TwoPh A2 2-F-Ph CH_TwoCH_TwoPh A2 2,6-F_Two-Ph CH_TwoCH_TwoPh A2 2-poly CH_TwoCH_TwoPh A2 2-Primidinyl CH_TwoCH_TwoPh A2 2-Pirazinyl CH_TwoCH_TwoPh A2 COtBu CH_TwoCH_TwoPh A2 COPh CH_TwoCH_TwoPh A2 COCF_Three CH_TwoCH_TwoPh A2 CO_TwoMe CH_TwoCH_TwoPh A2 C (O) SMe CH_TwoCH_TwoPh A2 C (S) OPh CH_TwoCH_TwoPh A2 R-2 CH_TwoCH_TwoPh A2 Ph CH_TwoCOPh A2 Me CH = CHPh A2 iPr CH = CHPh A2 tBu CH = CHPh A2 CH_TwoCH = CH_Two CH = CHPh A2 CH_TwoC≡CH CH = CHPh A2 CH_TwoCH_TwoF CH = CHPh A2 CH_TwoCH_TwoCH_TwoF CH = CHPh A2 CH_TwoCH = CF_Two CH = CHPh A2 CH_TwoCH = CCl_Two CH = CHPh A2 cPr CH = CHPh A2 CH_TwoOCH_Three CH = CHPh A2 CH_TwoOC_TwoH_FourOCH_Three CH = CHPh A2 CH_TwoPh CH = CHPh A2 CH_TwoCH_TwoPh CH = CHPh A2 CH_TwoCH_TwoCH_TwoPh CH = CHPh A2 CH = CHPh CH = CHPh A2_TwoPh CH = CHPh A2 SO_TwoCF_Three CH = CHPh A2 Ph CH = CHPh A2 2-F-Ph CH = CHPh A2 2,6-F_Two-Ph CH = CHPh A2 2-Pyridyl CH = CHPh A2 2-Pyrimidinil CH = CHPh A2 2-Pyridinyl CH = CHPh A2 COtBu CH = CHPh A2 COPh CH = CHPh A2 COCF_Three CH = CHPh A2 CO_TwoMe CH = CHPh A2 C (O) SMe CH = CHPh A2 C (S) OPh CH = CHPh A2 R-2 CH = CHPh A2 Ph (CH_Three)_ThreeSi A2 Ph SMe A2 Ph SOMe A2 Ph SO_TwoMe A2 Ph SO_TwoPh A2 Ph SO_TwoCF_Three A2 Ph CH_TwoCN A2 Ph CH_TwoCO_TwoMe A2 Ph CN A2 Ph NMe_Two A2 Ph OPh A2 Ph NHPh A2 Ph COMe A2 Ph CO_TwoMe A2 Ph CSMe A2 Ph Morpholino A2 Ph Helicino A2 Ph 1-Methyl imidasol-4-yl A2 Ph 1-Methyl imidasol-2-yl A2 Ph Thiasol-2-yl A2 iPr Ph A2 tBu Ph A2 CH_TwoCH = CH_Two Ph A2 CH_TwoC≡CH Ph A2 CH_TwoCH_TwoF Ph A2 CH_TwoCH_TwoCH_TwoF Ph A2 CH_TwoCH = CF_Two Ph A2 CH_TwoCH = CCl_Two Ph A2 cPr Ph A2 CH_TwoOCH_Three Ph A2 CH_TwoOC_TwoH_FourOCH_Three Ph A2 CH_TwoPh Ph A2 CH_TwoCH_TwoPh Ph A2 CH_TwoCH_TwoCH_TwoPh Ph A2 CH = CHPh Ph A2 Tetrahitohdrohydran-2-yl Ph A2 SO_TwoPh Ph A2 SO_TwoCF_Three Ph A2 Ph Ph A2 2-F-Ph Ph A2 2,6-F_Two-Ph Ph A2 2-Pyryl Ph A2 2-Phylimidinil Ph A2 2-Phradinil Ph A2 COtBu Ph A2 COPh Ph A2 COCF_Three Ph A2 CO_TwoMe Ph A2 C (O) SMe Ph A2 C (S) OPh Ph A2 R-2 Ph A2 Me 3-Cl-Ph A2 iPr 3-Cl-Ph A2 tBu 3-Cl-Ph A2 CH_TwoCH = CH_Two 3-Cl-Ph A2 CH_TwoC≡CH 3-Cl-Ph A2 CH_TwoCH_TwoF 3-Cl-Ph A2 CH_TwoCH_TwoCH_TwoF 3-Cl-Ph A2 CH_TwoCH = CF_Two 3-Cl-Ph A2 CH_TwoCH = CCl_Two 3-Cl-Ph A2 cPr 3-Cl-Ph A2 CH_TwoOCH_Three 3-Cl-Ph A2 CH_TwoOC_TwoH_FourOCH_Three 3-Cl-Ph A2 CH_TwoPh 3-Cl-Ph A2 CH_TwoCH_TwoPh 3-Cl-Ph A2 CH_TwoCH_TwoCH_TwoPh 3-Cl-Ph A2 CH = CHPh 3-Cl-Ph A2_TwoPh 3-Cl-Ph A2 SO_TwoCF_Three 3-Cl-Ph A2 Ph 3-Cl-Ph A2 2-F-Ph 3-Cl-Ph A2 2,6-F_Two-Ph 3-Cl-Ph A2 2-Pyridine 3-Cl-Ph A2 2-Primidinyl 3-Cl-Ph A2 2-Peracidinyl 3-Cl-Ph A2 COtBu 3-Cl-Ph A2 COPh 3-Cl-Ph A2 COCF_Three 3-Cl-Ph A2 CO_TwoMe 3-Cl-Ph A2 C (O) SMe 3-Cl-Ph A2 C (S) OPh 3-Cl-Ph A2 R-2 3-Cl-Ph A2 Me 4-Cl-Ph A2 iPr 4-Cl- Ph A2 tBu 4-Cl-Ph A2 CH_TwoCH = CH_Two 4-Cl-Ph A2 CH_TwoC≡CH 4-Cl-Ph A2 CH_TwoCH_TwoF 4-Cl-Ph A2 CH_TwoCH_TwoCH_TwoF 4-Cl-Ph A2 CH_TwoCH = CF_Two 4-Cl-Ph A2 CH_TwoCH = CCl_Two 4-Cl-Ph A2 cPr 4-Cl-Ph A2 CH_TwoOCH_Three 4-Cl-Ph A2 CH_TwoOC_TwoH_FourOCH_Three 4-Cl-Ph A2 CH_TwoPh 4-Cl-Ph A2 CH_TwoCH_TwoPh 4-Cl-Ph A2 CH_TwoCH_TwoCH_TwoPh 4-Cl-Ph A2 CH = CHPh 4-Cl-Ph A2_TwoPh 4-Cl-Ph A2 SO_TwoCF_Three 4-Cl-Ph A2 Ph 4-Cl-Ph A2 2-F-Ph 4-Cl-Ph A2 2,6-F_Two-Ph 4-Cl-Ph A2 2-Pyridine 4-Cl-Ph A2 2-Primidinyl 4-Cl-Ph A2 2-Peracidinyl 4-Cl-Ph A2 COtBu 4-Cl-Ph A2 COPh 4-Cl-Ph A2 COCF_Three 4-Cl-Ph A2 CO_TwoMe 4-Cl-Ph A2 C (O) SMe 4-Cl-Ph A2 C (S) OPh 4-Cl-Ph A2 R-2 4-Cl-Ph A2 Ph 2-Pyridyl A2 Ph 2-Pyrimidinyl A2 Ph 2 -Pirazine A2 CH_TwoCH = CH_Two H A3 CH_TwoCH_TwoF H A3 CH_TwoCH_TwoCH_TwoF H A3 CH_TwoCH = CCl_Two H A3 CH_TwoPh H A3 Ph H A3 2-Phenyl H A3 iPr Me A3 tBu Me A3 CH_TwoCH = CH_Two Me A3 CH_TwoC≡CH Me A3 CH_TwoCH_TwoF Me A3 CH_TwoCH_TwoCH_TwoF Me A3 CH_TwoCH = CF_Two Me A3 CH_TwoCH = CCl_Two Me A3 CH_TwoPh Me A3 CH_TwoCH_TwoPh Me A3 Ph Me A3 2-Pyridyl Me A3 COtBu Me A3 R-2 Me A3 CH_TwoCH = CH_Two Et A3 CH_TwoPh Et A3 Ph Et A3 CH_TwoCH = CH_Two iPr A3 CH_TwoCH_TwoF iPr A3 CH_TwoCH_TwoCH_TwoF iPr A3 CH_TwoCH = CCl_Two iPr A3 CH_TwoPh iPr A3 Tetra-human perhydran-2-yl iPr A3 Ph iPr A3 2-Phenyl iPr A3 CH_TwoCH = CH_Two tBu A3 CH_TwoPh tBu A3 Ph tBu A3 Ph CH = CH_Two A3 CH_TwoCH = CH_Two CF_Three A3 CH_TwoCH_TwoF CF_Three A3 CH_TwoCH_TwoCH_TwoF CF_Three A3 CH_TwoCH = CF_Two CF_Three A3 CH_TwoCH = CCl_Two CF_Three A3 CH_TwoPh CF_Three A3 Tetra-Hydroxylan-2-yl CF_Three A3 Ph CF_Three A3 2-Phaseal CF_Three A3 2-Primidinyl CF_Three A3 2-Pirazinil CF_Three A3 COtBu CF_Three A3 COPh CF_Three A3 CH_TwoCH = CH_Two cPr A3 CH_TwoC≡CH cPr A3 CH_TwoCH_TwoCH_TwoF cPr A3 CH_TwoCH = CCl_Two cPr A3 CH_TwoPh cPr A3 Ph cPr A3 2-Phenyl cPr A3 Ph CH_TwoPh A3 CH_TwoCH = CH_Two CH_TwoCH_TwoPh A3 CH_TwoCH_TwoCH_TwoF CH_TwoCH_TwoPh A3 CH_TwoPh CH_TwoCH_TwoPh A3 Ph CH_TwoCH_TwoPh A3 CH_TwoCH = CH_Two CH = CHPh A3 CH_TwoCH_TwoCH_TwoF CH = CHPh A3 CH_TwoPh CH = CHPh A3 Ph CH = CHPh A3 Ph CN A3 CH_TwoCH = CH_Two Ph A3 CH_TwoCH_TwoCH_TwoF Ph A3 Ph Ph A3 CH_TwoCH = CH_Two H A4 CH_TwoCH_TwoF H A4 CH_TwoCH_TwoCH_TwoF H A4 CH_TwoCH = CCl_Two H A4 CH_TwoPh H A4 Ph H A4 2-Phicle H A4 iPr Me A4 tBu Me A4 CH_TwoCH = CH_Two Me A4 CH_TwoC≡CH Me A4 CH_TwoCH_TwoF Me A4 CH_TwoCH_TwoCH_TwoF Me A4 CH_TwoCH = CF_Two Me A4 CH_TwoCH = CCl_Two Me A4 CH_TwoPh Me A4 CH_TwoCH_TwoPh Me A4 Ph Me A4 2-Pyril Me A4 COtBu Me A4 R-2 Me A4 CH_TwoCH = CH_Two Et A4 CH_TwoPh Et A4 Ph Et A4 CH_TwoCH = CH_Two iPr A4 CH_TwoCH_TwoF iPr A4 CH_TwoCH_TwoCH_TwoF iPr A4 CH_TwoCH = CCl_Two iPr A4 CH_TwoPh iPr A4 Tetra-human perhydran-2-yl iPr A4 Ph iPr A4 2-Phenyl iPr A4 CH_TwoCH = CH_Two tBu A4 CH_TwoPh tBu A4 Ph tBu A4 Ph CH = CH_Two A4 CH_TwoCH = CH_Two CF_Three A4 CH_TwoCH_TwoF CF_Three A4 CH_TwoCH_TwoCH_TwoF CF_Three A4 CH_TwoCH = CF_Two CF_Three A4 CH_TwoCH = CCl_Two CF_Three A4 CH_TwoPh CF_Three A4 Tetrahidrohydran-2-yl CF_Three A4 Ph CF_Three A4 2-Phenyl CF_Three A4 2-Primidinyl CF_Three A4 2-Peridinyl CF_Three A4 COtBu CF_Three A4 COPh CF_Three A4 CH_TwoCH = CH_Two cPr A4 CH_TwoC≡CH cPr A4 CH_TwoCH_TwoCH_TwoF cPr A4 CH_TwoCH = CCl_Two cPr A4 CH_TwoPh cPr A4 Ph cPr A4 2-Phenyl cPr A4 Ph CH_TwoPh A4 CH_TwoCH = CH_Two CH_TwoCH_TwoPh A4 CH_TwoCH_TwoCH_TwoF CH_TwoCH_TwoPh A4 CH_TwoPh CH_TwoCH_TwoPh A4 Ph CH_TwoCH_TwoPh A4 CH_TwoCH = CH_Two CH = CHPh A4 CH_TwoCH_TwoCH_TwoF CH = CHPh A4 CH_TwoPh CH = CHPh A4 Ph CH = CHPh A4 Ph CN A4 CH_TwoCH = CH_Two Ph A4 CH_TwoCH_TwoCH_TwoF Ph A4 Ph Ph A4 CH_TwoCH = CH_Two Me A5 Ph Me A5 Ph CF_Three A5 CH_TwoCH = CH_Two Me A6 Ph Me A6 Ph CF_Three A6 CH_TwoCH = CH_Two Me A7 Ph Me A7 Ph CF_Three A7 CH_TwoCH = CH_Two Me A8 Ph Me A8 Ph CF_Three A8 CH_TwoCH = CH_Two Me A9 Ph Me A9 Ph CF_Three A9 Me H A10 iPr H A10 tBu H A10 CH_TwoCH = CH_Two H A10 CH_TwoC≡CH H A10 CH_TwoCH_TwoF H A10 CH_TwoCH_TwoCH_TwoF H A10 CH_TwoCH = CF_Two H A10 CH_TwoCH = CCl_Two H A10 cPr H A10 CH_TwoOCH_Three H A10 CH_TwoOC_TwoH_FourOCH_Three H A10 CH_TwoPh H A10 CH_TwoCH_TwoPh H A10 CH_TwoCH_TwoCH_TwoPh H A10 CH = CHPh H A10_TwoPh H A10 SO_TwoCF_Three H A10 Ph H A10 2-F-Ph H A10 2,6-F_Two-Ph H A10 2-Pyridyl H A10 2-Pyrimidinyl H A10 2-Pyridinyl H A10 COtBu H A10 COPh H A10 COCF_Three H A10 CO_TwoMe H A10 C (O) SMe H A10 C (S) OPh H A10 R-2 H A10 Ph Cl A10 H Me A10 Me Me A10 iPr Me A10 tBu Me A10 CH = CH_Two Me A10 CH_TwoCH = CH_Two Me A10 CH_TwoC≡CH Me A10 CF_Three Me A10 CH_TwoCH_TwoF Me A10 CH_TwoCH_TwoCH_TwoF Me A10 CH_TwoCH = CF_Two Me A10 CH_TwoCH = CCl_Two Me A10 CH_TwoC≡CI Me A10 2,2-Cl_Two-cPr Me A10 cPr Me A10 CH_TwoOCH_Three Me A10 CH_TwoSCH_Three Me A10 CH_TwoOC_TwoH_FourOCH_Three Me A10 CH_TwoPh Me A10 CH_TwoCH_TwoPh Me A10 CH_TwoCH_TwoCH_TwoPh Me A10 CH_TwoCOPh Me A10 CH = CHPh Me A10 Tetrahitohdrohydran-2-yl Me A10 Si (Me)_Three Me A10 SO_TwoMe Me A10 SO_TwoPh Me A10 SO_TwoCF_Three Me A10 SO_TwoNHMe Me A10 SO_TwoN (Me)_Two Me A10 SO_TwoNHPh Me A10 1-Methyldiazole-5-yl Me A10 1-Methylimidazole-2-yl Me A10 Thiazol-2-yl Me A10 Ph Me A10 2-F-Ph Me A10 2,6-F_Two-Ph Me A10 2-Cl-Ph Me A10 2-Me-Ph Me A10 2-CF_Three-Ph Me A10 2-CN-Ph Me A10 2-Philid Me A10 3-Philid Me A10 4-Philic Me A10 3-Me-2-Philic Me A10 3-CO_TwoMe-2-Piryl Me A10 2-Pyrimidinil Me A10 2-Pirazine Me A10 CH_TwoCN Me A10 CH_TwoCO_TwoMe Me A10 COMe Me A10 COtBu Me A10 COPh Me A10 COCF_Three Me A10 COcHex Me A10 COCH_TwoPh Me A10 CO_TwoMe Me A10 CO_TwoEt Me A10 CO_TwoPh Me A10 CO_TwoCH_TwoPh Me A10 C (O) SMe Me A10 C (O) SEt Me A10 COCO_TwoEt Me A10 CONHMe Me A10 CON (Me)_Two Me A10 CONHPh Me A10 C (O) SPh Me A10 CO-1-Naphthyl Me A10 CO-2-Naphthyl Me A10 CO-2-Phenyl Me A10 CO-3-Phylsil Me A10 CO-4-Phylsil Me A10 CO-2 , 4-Me_Two-5-Thiazouril Me A10 CO-3,5-Me_Two-4-Pyrazolyl Me A10 CSMe Me A10 CStBu Me A10 CSPh Me A10 CSCF_Three Me A10 CScHex Me A10 CSCH_TwoPh Me A10 CS_TwoMe Me A10 CS_TwoEt Me A10 CS_TwoPh Me A10 CS_TwoCH_TwoPh Me A10 C (S) OMe Me A10 C (S) OEt Me A10 CSNHMe Me A10 CSN (Me)_Two Me A10 C (S) OPh Me A10 P (O) (OMe)_Two Me A10 P (S) (OMe)_Two Me A10 R-1 Me A10 R-2 Me A10 R-3 Me A10 R-4 Me A10 R-5 Me A10 R-6 Me A10 Na⁺ Me A10 NH_Four ⁺ Me A10 Me Et A10 iPr Et A10 tBu Et A10 CH_TwoCH = CH_Two Et A10 CH_TwoC≡CH Et A10 CH_TwoCH_TwoF Et A10 CH_TwoCH_TwoCH_TwoF Et A10 CH_TwoCH = CF_Two Et A10 CH_TwoCH = CCl_Two Et A10 cPr Et A10 CH_TwoOCH_Three Et A10 CH_TwoOC_TwoH_FourOCH_Three Et A10 CH_TwoPh Et A10 CH_TwoCH_TwoPh Et A10 CH_TwoCH_TwoCH_TwoPh Et A10 CH = CHPh Et A10 Tetra-Hydroxyperan-2-yl Et A10 SO_TwoPh Et A10 SO_TwoCF_Three Et A10 Ph Et A10 2-F-Ph Et A10 2,6-F_Two-Ph Et A10 2-Pyridyl Et A10 2-Pyrimidinyl Et A10 2-Pyridinyl Et A10 COtBu Et A10 COPh Et A10 COCF_Three Et A10 CO_TwoMe Et A10 C (O) SMe Et A10 C (S) OPh Et A10 R-2 Et A10 Me iPr A10 iPr iPr A10 tBu iPr A10 CH_TwoCH = CH_Two iPr A10 CH_TwoC≡CH iPr A10 CH_TwoCH_TwoF iPr A10 CH_TwoCH_TwoCH_TwoF iPr A10 CH_TwoCH = CF_Two iPr A10 CH_TwoCH = CCl_Two iPr A10 cPr iPr A10 CH_TwoOCH_Three iPr A10 CH_TwoOC_TwoH_FourOCH_Three iPr A10 CH_TwoPh iPr A10 CH_TwoCH_TwoPh iPr A10 CH_TwoCH_TwoCH_TwoPh iPr A10 CH = CHPh iPr A10 Tetra-human perhydran-2-yl iPr A10 SO_TwoPh iPr A10 SO_TwoCF_Three iPr A10 Ph iPr A10 2-F-Ph iPr A10 2,6-F_Two-Ph iPr A10 2-Pyridine iPr A10 2-Primidinyl iPr A10 2-Pirazine iPr A10 COtBu iPr A10 COPh iPr A10 COCF_Three iPr A10 CO_TwoMe iPr A10 C (O) SMe iPr A10 C (S) OPh iPr A10 R-2 iPr A10 Me tBu A10 iPr tBu A10 tBu tBu A10 CH_TwoCH = CH_Two tBu A10 CH_TwoC≡CH tBu A10 CH_TwoCH_TwoF tBu A10 CH_TwoCH_TwoCH_TwoF tBu A10 CH_TwoCH = CF_Two tBu A10 CH_TwoCH = CCl_Two tBu A10 cPr tBu A10 CH_TwoOCH_Three tBu A10 CH_TwoOC_TwoH_FourOCH_Three tBu A10 CH_TwoPh tBu A10 CH_TwoCH_TwoPh tBu A10 CH_TwoCH_TwoCH_TwoPh tBu A10 CH = CHPh tBu A10 Tetra-Hydroxyperidan-2-yl tBu A10 SO_TwoPh tBu A10 SO_TwoCF_Three tBu A10 Ph tBu A10 2-F-Ph tBu A10 2,6-F_Two-Ph tBu A10 2-Pyryl tBu A10 2-Pyrimicinil tBu A10 2-Philadyl tBu A10 COtBu tBu A10 COPh tBu A10 COCF_Three tBu A10 CO_TwoMe tBu A10 C (O) SMe tBu A10 C (S) OPh tBu A10 R-2 tBu A10 Ph CH = CH_Two A10 Ph C≡CH A10 Me CF_Three A10 iPr CF_Three A10 tBu CF_Three A10 CH_TwoCH = CH_Two CF_Three A10 CH_TwoC≡CH CF_Three A10 CH_TwoCH_TwoF CF_Three A10 CH_TwoCH_TwoCH_TwoF CF_Three A10 CH_TwoCH = CF_Two CF_Three A10 CH_TwoCH = CCl_Two CF_Three A10 cPr CF_Three A10 CH_TwoOCH_Three CF_Three A10 CH_TwoOC_TwoH_FourOCH_Three CF_Three A10 CH_TwoPh CF_Three A10 CH_TwoCH_TwoPh CF_Three A10 CH_TwoCH_TwoCH_TwoPh CF_Three A10 CH = CHPh CF_Three A10 Tetrahedral perhydran-2-yl CF_Three A10 SO_TwoPh CF_Three A10 SO_TwoCF_Three CF_Three A10 Ph CF_Three A10 2-F-Ph CF_Three A10 2, 6-F_Two-Ph CF_Three A10 2-poly CF_Three A10 2-Primidinyl CF_Three A10 2-Piracidil CF_Three A10 COtBu CF_Three A10 COPh CF_Three A10 COCF_Three CF_Three A10 Ph CH = CF_Two A10 Ph C≡CI A10 Ph 2,2-Cl_Two-cPr A10 Me cPr A10 iPr cPr A10 tBu cPr A10 CH_TwoCH = CH_Two cPr A10 CH_TwoC≡CH cPr A10 CH_TwoCH_TwoF cPr A10 CH_TwoCH_TwoCH_TwoF cPr A10 CH_TwoCH = CF_Two cPr A10 CH_TwoCH = CCl_Two cPr A10 cPr cPr A10 CH_TwoOCH_Three cPr A10 CH_TwoOC_TwoH_FourOCH_Three cPr A10 CH_TwoPh cPr A10 CH_TwoCH_TwoPh cPr A10 CH_TwoCH_TwoCH_TwoPh cPr A10 CH = CHPh cPr A10 Tetra-human perhydran-2-yl cPr A10 SO_TwoPh cPr A10 SO_TwoCF_Three cPr A10 Ph cPr A10 2-F-Ph cPr A10 2,6-F_Two-Ph cPr A10 2-Pyridine cPr A10 2-Primidinyl cPr A10 2-Piracidin cPr A10 COtBu cPr A10 COPh cPr A10 COCF_Three cPr A10 CO_TwoMe cPr A10 C (O) SMe cPr A10 C (S) OPh cPr A10 R-2 cPr A10 Ph OMe A10 Ph OCH = CH_Two A10 Ph OC≡CH A10 Ph OCF_Three A10 Ph OCH = CF_Two A10 Ph OC≡CF A10 Ph CH_TwoOCH_Three A10 Ph CH_TwoPh A10 Me CH_TwoCH_TwoPh A10 iPr CH_TwoCH_TwoPh A10 tBu CH_TwoCH_TwoPh A10 CH_TwoCH = CH_Two CH_TwoCH_TwoPh A10 CH_TwoC≡CH CH_TwoCH_TwoPh A10 CH_TwoCH_TwoF CH_TwoCH_TwoPh A10 CH_TwoCH_TwoCH_TwoF CH_TwoCH_TwoPh A10 CH_TwoCH = CF_Two CH_TwoCH_TwoPh A10 CH_TwoCH = CCl_Two CH_TwoCH_TwoPh A10 cPr CH_TwoCH_TwoPh A10 CH_TwoOCH_Three CH_TwoCH_TwoPh A10 CH_TwoOC_TwoH_FourOCH_Three CH_TwoCH_TwoPh A10 CH_TwoPh CH_TwoCH_TwoPh A10 CH_TwoCH_TwoPh CH_TwoCH_TwoPh A10 CH_TwoCH_TwoCH_TwoPh CH_TwoCH_TwoPh A10 CH = CHPh CH_TwoCH_TwoPh A10 Tetrahidrohydran-2-yl CH_TwoCH_TwoPh A10 SO_TwoPh CH_TwoCH_TwoPh A10 SO_TwoCF_Three CH_TwoCH_TwoPh A10 Ph CH_TwoCH_TwoPh A10 2-F-Ph CH_TwoCH_TwoPh A10 2,6-F_Two-Ph CH_TwoCH_TwoPh A10 2-poly CH_TwoCH_TwoPh A10 2-Primidinyl CH_TwoCH_TwoPh A10 2-Pirazine CH_TwoCH_TwoPh A10 COtBu CH_TwoCH_TwoPh A10 COPh CH_TwoCH_TwoPh A10 COCF_Three CH_TwoCH_TwoPh A10 CO_TwoMe CH_TwoCH_TwoPh A10 C (O) SMe CH_TwoCH_TwoPh A10 C (S) OPh CH_TwoCH_TwoPh A10 R-2 CH_TwoCH_TwoPh A10 Ph CH_TwoCOPh A10 Me CH = CHPh A10 iPr CH = CHPh A10 tBu CH = CHPh A10 CH_TwoCH = CH_Two CH = CHPh A10 CH_TwoC≡CH CH = CHPh A10 CH_TwoCH_TwoF CH = CHPh A10 CH_TwoCH_TwoCH_TwoF CH = CHPh A10 CH_TwoCH = CF_Two CH = CHPh A10 CH_TwoCH = CCl_Two CH = CHPh A10 cPr CH = CHPh A10 CH_TwoOCH_Three CH = CHPh A10 CH_TwoOC_TwoH_FourOCH_Three CH = CHPh A10 CH_TwoPh CH = CHPh A10 CH_TwoCH_TwoPh CH = CHPh A10 CH_TwoCH_TwoCH_TwoPh CH = CHPh A10 CH = CHPh CH = CHPh A10 Tetra-human perhydran-2-yl CH = CHPh A10 SO_TwoPh CH = CHPh A10 SO_TwoCF_Three CH = CHPh A10 Ph CH = CHPh A10 2-F-Ph CH = CHPh A10 2,6-F_Two-Ph CH = CHPh A10 2-Philidyl CH = CHPh A10 2-Pyrimidinil CH = CHPh A10 2-Philidinyl CH = CHPh A10 COtBu CH = CHPh A10 COPh CH = CHPh A10 COCF_Three CH = CHPh A10 CO_TwoMe CH = CHPh A10 C (O) SMe CH = CHPh A10 C (S) OPh CH = CHPh A10 R-2 CH = CHPh A10 Ph (CH_Three)_ThreeSi A10 Ph SMe A10 Ph SOMe A10 Ph SO_TwoMe A10 Ph SO_TwoPh A10 Ph SO_TwoCF_Three A10 Ph CH_TwoCN A10 Ph CH_TwoCO_TwoMe A10 Ph CN A10 Ph NMe_Two A10 Ph OPh A10 Ph NHPh A10 Ph COMe A10 Ph CO_TwoMe A10 Ph CSMe A10 Ph Morpholino A10 Ph Helicino A10 Ph 1-Methylhydrazol-4-yl A10 Ph 1-Methylimidasol-2-yl A10 Ph Thiazol-2-yl A10 iPr Ph A10 tBu Ph A10 CH_TwoCH = CH_Two Ph A10 CH_TwoC≡CH Ph A10 CH_TwoCH_TwoF Ph A10 CH_TwoCH_TwoCH_TwoF Ph A10 CH_TwoCH = CF_Two Ph A10 CH_TwoCH = CCl_Two Ph A10 cPr Ph A10 CH_TwoOCH_Three Ph A10 CH_TwoOC_TwoH_FourOCH_Three Ph A10 CH_TwoPh Ph A10 CH_TwoCH_TwoPh Ph A10 CH_TwoCH_TwoCH_TwoPh Ph A10 CH = CHPh Ph A10 Tetrahitohdrohydran-2-yl Ph A10 SO_TwoPh Ph A10 SO_TwoCF_Three Ph A10 Ph Ph A10 2-F-Ph Ph A10 2,6-F_Two-Ph Ph A10 2-Phenyl Ph A10 2-Phylimidinil Ph A10 2-Phylazine Ph A10 COtBu Ph A10 COPh Ph A10 COCF_Three Ph A10 CO_TwoMe Ph A10 C (O) SMe Ph A10 C (S) OPh Ph A10 R-2 Ph A10 Me 3-Cl-Ph A10 iPr 3-Cl-Ph A10 tBu 3-Cl-Ph A10 CH_TwoCH = CH_Two 3-Cl-Ph A10 CH_TwoC≡CH 3-Cl-Ph A10 CH_TwoCH_TwoF 3-Cl-Ph A10 CH_TwoCH_TwoCH_TwoF 3-Cl-Ph A10 CH_TwoCH = CF_Two 3-Cl-Ph A10 CH_TwoCH = CCl_Two 3-Cl-Ph A10 cPr 3-Cl-Ph A10 CH_TwoOCH_Three 3-Cl-Ph A10 CH_TwoOC_TwoH_FourOCH_Three 3-Cl-Ph A10 CH_TwoPh 3-Cl-Ph A10 CH_TwoCH_TwoPh 3-Cl-Ph A10 CH_TwoCH_TwoCH_TwoPh 3-Cl-Ph A10 CH = CHPh 3-Cl-Ph A10_TwoPh 3-Cl-Ph A10 SO_TwoCF_Three 3-Cl-Ph A10 Ph 3-Cl-Ph A10 2-F-Ph 3-Cl-Ph A10 2,6-F_Two-Ph 3-Cl-Ph A10 2-Pyridine 3-Cl-Ph A10 2-Primidinyl 3-Cl-Ph A10 2-Peracidil 3-Cl-Ph A10 COtBu 3-Cl-Ph A10 COPh 3-Cl-Ph A10 COCF_Three 3-Cl-Ph A10 CO_TwoMe 3-Cl-Ph A10 C (O) SMe 3-Cl-Ph A10 C (S) OPh 3-Cl-Ph A10 R-2 3-Cl-Ph A10 Me 4-Cl-Ph A10 iPr 4-Cl- Ph A10 tBu 4-Cl-Ph A10 CH_TwoCH = CH_Two 4-Cl-Ph A10 CH_TwoC≡CH 4-Cl-Ph A10 CH_TwoCH_TwoF 4-Cl-Ph A10 CH_TwoCH_TwoCH_TwoF 4-Cl-Ph A10 CH_TwoCH = CF_Two 4-Cl-Ph A10 CH_TwoCH = CCl_Two 4-Cl-Ph A10 cPr 4-Cl-Ph A10 CH_TwoOCH_Three 4-Cl-Ph A10 CH_TwoOC_TwoH_FourOCH_Three 4-Cl-Ph A10 CH_TwoPh 4-Cl-Ph A10 CH_TwoCH_TwoPh 4-Cl-Ph A10 CH_TwoCH_TwoCH_TwoPh 4-Cl-Ph A10 CH = CHPh 4-Cl-Ph A10_TwoPh 4-Cl-Ph A10 SO_TwoCF_Three 4-Cl-Ph A10 Ph 4-Cl-Ph A10 2-F-Ph 4-Cl-Ph A10 2,6-F_Two-Ph 4-Cl-Ph A10 2-Pyridine 4-Cl-Ph A10 2-Primidinyl 4-Cl-Ph A10 2-Peracidinyl 4-Cl-Ph A10 COtBu 4-Cl-Ph A10 COPh 4-Cl-Ph A10 COCF_Three 4-Cl-Ph A10 CO_TwoMe 4-Cl-Ph A10 C (O) SMe 4-Cl-Ph A10 C (S) OPh 4-Cl-Ph A10 R-2 4-Cl-Ph A10 Ph 2-Pyridyl A10 Ph 2-Pyrimidinyl A10 Ph 2 -Pirazine A10 CH_TwoCH = CH_Two H A11 CH_TwoCH_TwoF H A11 CH_TwoCH_TwoCH_TwoF H A11 CH_TwoCH = CCl_Two H A11 CH_TwoPh H A11 Ph H A11 2-Phicle H A11 iPr Me A11 tBu Me A11 CH_TwoCH = CH_Two Me A11 CH_TwoC≡CH Me A11 CH_TwoCH_TwoF Me A11 CH_TwoCH_TwoCH_TwoF Me A11 CH_TwoCH = CF_Two Me A11 CH_TwoCH = CCl_Two Me A11 CH_TwoPh Me A11 CH_TwoCH_TwoPh Me A11 Ph Me A11 2-Phylsil Me A11 COtBu Me A11 R-2 Me A11 CH_TwoCH = CH_Two Et A11 CH_TwoPh Et A11 Ph Et A11 CH_TwoCH = CH_Two iPr A11 CH_TwoCH_TwoF iPr A11 CH_TwoCH_TwoCH_TwoF iPr A11 CH_TwoCH = CCl_Two iPr A11 CH_TwoPh iPr A11 Tetra-human perhydran-2-yl iPr A11 Ph iPr A11 2-Phenyl iPr A11 CH_TwoCH = CH_Two tBu A11 CH_TwoPh tBu A11 Ph tBu A11 Ph CH = CH_Two A11 CH_TwoCH = CH_Two CF_Three A11 CH_TwoCH_TwoF CF_Three A11 CH_TwoCH_TwoCH_TwoF CF_Three A11 CH_TwoCH = CF_Two CF_Three A11 CH_TwoCH = CCl_Two CF_Three A11 CH_TwoPh CF_Three A11 Tetrahedral perhydran-2-yl CF_Three A11 Ph CF_Three A11 2-Phaseal CF_Three A11 2-Primidinyl CF_Three A11 2-Peridinyl CF_Three A11 COtBu CF_Three A11 COPh CF_Three A11 CH_TwoCH = CH_Two cPr A11 CH_TwoC≡CH cPr A11 CH_TwoCH_TwoCH_TwoF cPr A11 CH_TwoCH = CCl_Two cPr A11 CH_TwoPh cPr A11 Ph cPr A11 2-Phenyl cPr A11 Ph CH_TwoPh A11 CH_TwoCH = CH_Two CH_TwoCH_TwoPh A11 CH_TwoCH_TwoCH_TwoF CH_TwoCH_TwoPh A11 CH_TwoPh CH_TwoCH_TwoPh A11 Ph CH_TwoCH_TwoPh A11 CH_TwoCH = CH_Two CH = CHPh A11 CH_TwoCH_TwoCH_TwoF CH = CHPh A11 CH_TwoPh CH = CHPh A11 Ph CH = CHPh A11 Ph CN A11 CH_TwoCH = CH_Two Ph A11 CH_TwoCH_TwoCH_TwoF Ph A11 Ph Ph A11 Ph H A12 CH_TwoCH = CH_Two Me A12 CH_TwoC≡CH Me A12 CH_TwoCH_TwoCH_TwoF Me A12 CH_TwoPh Me A12 Ph Me A12 Ph tBu A12 CH_TwoCH = CH_Two CF_Three A12 CH_TwoCH_TwoCH_TwoF CF_Three A12 Ph CF_Three A12 CH_TwoCH = CH_Two Me A13 Ph Me A13 Ph CF_Three A13 CH_TwoCH = CH_Two Me A14 Ph Me A14 Ph CF_Three A14 CH_TwoCH = CH_Two Me A15 Ph Me A15 Ph CF_Three A15 CH_TwoCH = CH_Two Me A16 Ph Me A16 Ph CF_Three A16 CH_TwoCH = CH_Two Me A17 Ph Me A17 Ph CF_Three A17 CH_TwoCH = CH_Two Me A18 Ph Me A18 Ph CF_Three A18 CH_TwoCH = CH_Two Me A19 Ph Me A19 Ph CF_Three A19 CH_TwoCH = CH_Two Me A20 Ph Me A20 Ph CF_Three A20 CH_TwoCH = CH_Two Me A21 Ph Me A21 Ph CF_Three A21 CH_TwoCH = CH_Two Me A22 Ph Me A22 Ph CF_Three A22 CH_TwoCH = CH_Two Me A23 Ph Me A23 Ph CF_Three A23 CH_TwoCH = CH_Two H A24 CH_TwoCH_TwoF H A24 CH_TwoCH_TwoCH_TwoF H A24 CH_TwoCH = CCl_Two H A24 CH_TwoPh H A24 Ph H A24 2-Phicle H A24 iPr Me A24 tBu Me A24 CH_TwoCH = CH_Two Me A24 CH_TwoC≡CH Me A24 CH_TwoCH_TwoF Me A24 CH_TwoCH_TwoCH_TwoF Me A24 CH_TwoCH = CF_Two Me A24 CH_TwoCH = CCl_Two Me A24 CH_TwoPh Me A24 CH_TwoCH_TwoPh Me A24 Ph Me A24 2-Phylsil Me A24 COtBu Me A24 R-2 Me A24 CH_TwoCH = CH_Two Et A24 CH_TwoPh Et A24 Ph Et A24 CH_TwoCH = CH_Two iPr A24 CH_TwoCH_TwoF iPr A24 CH_TwoCH_TwoCH_TwoF iPr A24 CH_TwoCH = CCl_Two iPr A24 CH_TwoPh iPr A24 Tetra-human perhydran-2-yl iPr A24 Ph iPr A24 2-Phenyl iPr A24 CH_TwoCH = CH_Two tBu A24 CH_TwoPh tBu A24 Ph tBu A24 Ph CH = CH_Two A24 CH_TwoCH = CH_Two CF_Three A24 CH_TwoCH_TwoF CF_Three A24 CH_TwoCH_TwoCH_TwoF CF_Three A24 CH_TwoCH = CF_Two CF_Three A24 CH_TwoCH = CCl_Two CF_Three A24 CH_TwoPh CF_Three A24 Tetrahitoperidol-2-yl CF_Three A24 Ph CF_Three A24 2-Phile CF_Three A24 2-Primidinyl CF_Three A24 2-Pirazinil CF_Three A24 COtBu CF_Three A24 COPh CF_Three A24 CH_TwoCH = CH_Two cPr A24 CH_TwoC≡CH cPr A24 CH_TwoCH_TwoCH_TwoF cPr A24 CH_TwoCH = CCl_Two cPr A24 CH_TwoPh cPr A24 Ph cPr A24 2-Phenyl cPr A24 Ph CH_TwoPh A24 CH_TwoCH = CH_Two CH_TwoCH_TwoPh A24 CH_TwoCH_TwoCH_TwoF CH_TwoCH_TwoPh A24 CH_TwoPh CH_TwoCH_TwoPh A24 Ph CH_TwoCH_TwoPh A24 CH_TwoCH = CH_Two CH = CHPh A24 CH_TwoCH_TwoCH_TwoF CH = CHPh A24 CH_TwoPh CH = CHPh A24 Ph CH = CHPh A24 Ph CN A24 CH_TwoCH = CH_Two Ph A24 CH_TwoCH_TwoCH_TwoF Ph A24 Ph Ph A24 CH_TwoCH = CH_Two H A25 CH_TwoCH_TwoF H A25 CH_TwoCH_TwoCH_TwoF H A25 CH_TwoCH = CCl_Two H A25 CH_TwoPh H A25 Ph H A25 2-Phicle H A25 iPr Me A25 tBu Me A25 CH_TwoCH = CH_Two Me A25 CH_TwoC≡CH Me A25 CH_TwoCH_TwoF Me A25 CH_TwoCH_TwoCH_TwoF Me A25 CH_TwoCH = CF_Two Me A25 CH_TwoCH = CCl_Two Me A25 CH_TwoPh Me A25 CH_TwoCH_TwoPh Me A25 Ph Me A25 2-Phylsil Me A25 COtBu Me A25 R-2 Me A25 CH_TwoCH = CH_Two Et A25 CH_TwoPh Et A25 Ph Et A25 CH_TwoCH = CH_Two iPr A25 CH_TwoCH_TwoF iPr A25 CH_TwoCH_TwoCH_TwoF iPr A25 CH_TwoCH = CCl_Two iPr A25 CH_TwoPh iPr A25 Tetra-human perhydran-2-yl iPr A25 Ph iPr A25 2-poly iPr A25 CH_TwoCH = CH_Two tBu A25 CH_TwoPh tBu A25 Ph tBu A25 Ph CH = CH_Two A25 CH_TwoCH = CH_Two CF_Three A25 CH_TwoCH_TwoF CF_Three A25 CH_TwoCH_TwoCH_TwoF CF_Three A25 CH_TwoCH = CF_Two CF_Three A25 CH_TwoCH = CCl_Two CF_Three A25 CH_TwoPh CF_Three A25 Tetrahedral perhydran-2-yl CF_Three A25 Ph CF_Three A25 2-poly CF_Three A25 2-Primidinyl CF_Three A25 2-Peridinyl CF_Three A25 COtBu CF_Three A25 COPh CF_Three A25 CH_TwoCH = CH_Two cPr A25 CH_TwoC≡CH cPr A25 CH_TwoCH_TwoCH_TwoF cPr A25 CH_TwoCH = CCl_Two cPr A25 CH_TwoPh cPr A25 Ph cPr A25 2-Phenyl cPr A25 Ph CH_TwoPh A25 CH_TwoCH = CH_Two CH_TwoCH_TwoPh A25 CH_TwoCH_TwoCH_TwoF CH_TwoCH_TwoPh A25 CH_TwoPh CH_TwoCH_TwoPh A25 Ph CH_TwoCH_TwoPh A25 CH_TwoCH = CH_Two CH = CHPh A25 CH_TwoCH_TwoCH_TwoF CH = CHPh A25 CH_TwoPh CH = CHPh A25 Ph CH = CHPh A25 Ph CN A25 CH_TwoCH = CH_Two Ph A25 CH_TwoCH_TwoCH_TwoF Ph A25 Ph Ph A25 CH_TwoCH = CH_Two Me A26 Ph Me A26 Ph CF_Three A26 CH_TwoCH = CH_Two Me A27 Ph Me A27 Ph CF_Three A27 CH_TwoCH = CH_Two Me A28 Ph Me A28 Ph CF_Three A28 CH_TwoCH = CH_Two Me A29 Ph Me A29 Ph CF_Three A29 CH_TwoCH = CH_Two Me A30 Ph Me A30 Ph CF_Three A30 CH_TwoCH = CH_Two H A31 CH_TwoCH_TwoF H A31 CH_TwoCH_TwoCH_TwoF H A31 CH_TwoCH = CCl_Two H A31 CH_TwoPh H A31 Ph H A31 2-Phicle H A31 iPr Me A31 tBu Me A31 CH_TwoCH = CH_Two Me A31 CH_TwoC≡CH Me A31 CH_TwoCH_TwoF Me A31 CH_TwoCH_TwoCH_TwoF Me A31 CH_TwoCH = CF_Two Me A31 CH_TwoCH = CCl_Two Me A31 CH_TwoPh Me A31 CH_TwoCH_TwoPh Me A31 Ph Me A31 2-Phylsil Me A31 COtBu Me A31 R-2 Me A31 CH_TwoCH = CH_Two Et A31 CH_TwoPh Et A31 Ph Et A31 CH_TwoCH = CH_Two iPr A31 CH_TwoCH_TwoF iPr A31 CH_TwoCH_TwoCH_TwoF iPr A31 CH_TwoCH = CCl_Two iPr A31 CH_TwoPh iPr A31 Tetra-human perhydran-2-yl iPr A31 Ph iPr A31 2-Phenyl iPr A31 CH_TwoCH = CH_Two tBu A31 CH_TwoPh tBu A31 Ph tBu A31 Ph CH = CH_Two A31 CH_TwoCH = CH_Two CF_Three A31 CH_TwoCH_TwoF CF_Three A31 CH_TwoCH_TwoCH_TwoF CF_Three A31 CH_TwoCH = CF_Two CF_Three A31 CH_TwoCH = CCl_Two CF_Three A31 CH_TwoPh CF_Three A31 Tetrahyperdrohydran-2-yl CF_Three A31 Ph CF_Three A31 2-poly CF_Three A31 2-Primidinyl CF_Three A31 2-Pirazinil CF_Three A31 COtBu CF_Three A31 COPh CF_Three A31 CH_TwoCH = CH_Two cPr A31 CH_TwoC≡CH cPr A31 CH_TwoCH_TwoCH_TwoF cPr A31 CH_TwoCH = CCl_Two cPr A31 CH_TwoPh cPr A31 Ph cPr A31 2-Phenyl cPr A31 Ph CH_TwoPh A31 CH_TwoCH = CH_Two CH_TwoCH_TwoPh A31 CH_TwoCH_TwoCH_TwoF CH_TwoCH_TwoPh A31 CH_TwoPh CH_TwoCH_TwoPh A31 Ph CH_TwoCH_TwoPh A31 CH_TwoCH = CH_Two CH = CHPh A31 CH_TwoCH_TwoCH_TwoF CH = CHPh A31 CH_TwoPh CH = CHPh A31 Ph CH = CHPh A31 Ph CN A31 CH_TwoCH = CH_Two Ph A31 CH_TwoCH_TwoCH_TwoF Ph A31 Ph Ph A31 CH_TwoCH = CH_Two H A32 CH_TwoCH_TwoF H A32 CH_TwoCH_TwoCH_TwoF H A32 CH_TwoCH = CCl_Two H A32 CH_TwoPh H A32 Ph H A32 2-Phicle H A32 iPr Me A32 tBu Me A32 CH_TwoCH = CH_Two Me A32 CH_TwoC≡CH Me A32 CH_TwoCH_TwoF Me A32 CH_TwoCH_TwoCH_TwoF Me A32 CH_TwoCH = CF_Two Me A32 CH_TwoCH = CCl_Two Me A32 CH_TwoPh Me A32 CH_TwoCH_TwoPh Me A32 Ph Me A32 2-Phicle Me A32 COtBu Me A32 R-2 Me A32 CH_TwoCH = CH_Two Et A32 CH_TwoPh Et A32 Ph Et A32 CH_TwoCH = CH_Two iPr A32 CH_TwoCH_TwoF iPr A32 CH_TwoCH_TwoCH_TwoF iPr A32 CH_TwoCH = CCl_Two iPr A32 CH_TwoPh iPr A32 Tetra-Hydroxypyran-2-yl iPr A32 Ph iPr A32 2-Phenyl iPr A32 CH_TwoCH = CH_Two tBu A32 CH_TwoPh tBu A32 Ph tBu A32 Ph CH = CH_Two A32 CH_TwoCH = CH_Two CF_Three A32 CH_TwoCH_TwoF CF_Three A32 CH_TwoCH_TwoCH_TwoF CF_Three A32 CH_TwoCH = CF_Two CF_Three A32 CH_TwoCH = CCl_Two CF_Three A32 CH_TwoPh CF_Three A32 Tetrahedrohydran-2-yl CF_Three A32 Ph CF_Three A32 2-poly CF_Three A32 2-Primidinyl CF_Three A32 2-Pirazine CF_Three A32 COtBu CF_Three A32 COPh CF_Three A32 CH_TwoCH = CH_Two cPr A32 CH_TwoC≡CH cPr A32 CH_TwoCH_TwoCH_TwoF cPr A32 CH_TwoCH = CCl_Two cPr A32 CH_TwoPh cPr A32 Ph cPr A32 2-Phenyl cPr A32 Ph CH_TwoPh A32 CH_TwoCH = CH_Two CH_TwoCH_TwoPh A32 CH_TwoCH_TwoCH_TwoF CH_TwoCH_TwoPh A32 CH_TwoPh CH_TwoCH_TwoPh A32 Ph CH_TwoCH_TwoPh A32 CH_TwoCH = CH_Two CH = CHPh A32 CH_TwoCH_TwoCH_TwoF CH = CHPh A32 CH_TwoPh CH = CHPh A32 Ph CH = CHPh A32 Ph CN A32 CH_TwoCH = CH_Two Ph A32 CH_TwoCH_TwoCH_TwoF Ph A32 Ph Ph A32 CH_TwoCH = CH_Two Me A33 Ph Me A33 Ph CF_Three A33 CH_TwoCH = CH_Two Me A34 Ph Me A34 Ph CF_Three A34 CH_TwoCH = CH_Two Me A35 Ph Me A35 Ph CF_Three A35 CH_TwoCH = CH_Two Me A36 Ph Me A36 Ph CF_Three A36 CH_TwoCH = CH_Two Me A37 Ph Me A37 Ph CF_Three A37 CH_TwoCH = CH_Two Me A38 Ph Me A38 Ph CF_Three A38 CH_TwoCH = CH_Two Me A39 Ph Me A39 Ph CF_Three A39 CH_TwoCH = CH_Two Me A40 Ph Me A40 Ph CF_Three A40 Ph H A41 CH_TwoCH = CH_Two Me A41 CH_TwoC≡CH Me A41 CH_TwoCH_TwoCH_TwoF Me A41 CH_TwoPh Me A41 Ph Me A41 Ph tBu A41 CH_TwoCH = CH_Two CF_Three A41 CH_TwoCH_TwoCH_TwoF CF_Three A41 Ph CF_Three A41 Ph H A42 CH_TwoCH = CH_Two Me A42 CH_TwoC≡CH Me A42 CH_TwoCH_TwoCH_TwoF Me A42 CH_TwoPh Me A42 Ph Me A42 Ph tBu A42 CH_TwoCH = CH_Two CF_Three A42 CH_TwoCH_TwoCH_TwoF CF_Three A42 Ph CF_Three A42 CH_TwoCH = CH_Two Me A43 Ph Me A43 Ph CF_Three A43 CH_TwoCH = CH_Two Me A44 Ph Me A44 Ph CF_Three A44 CH_TwoCH = CH_Two H A45 CH_TwoCH_TwoF H A45 CH_TwoCH_TwoCH_TwoF H A45 CH_TwoCH = CCl_Two H A45 CH_TwoPh H A45 Ph H A45 2-Phicle H A45 iPr Me A45 tBu Me A45 CH_TwoCH = CH_Two Me A45 CH_TwoC≡CH Me A45 CH_TwoCH_TwoF Me A45 CH_TwoCH_TwoCH_TwoF Me A45 CH_TwoCH = CF_Two Me A45 CH_TwoCH = CCl_Two Me A45 CH_TwoPh Me A45 CH_TwoCH_TwoPh Me A45 Ph Me A45 2-Phylsil Me A45 COtBu Me A45 R-2 Me A45 CH_TwoCH = CH_Two Et A45 CH_TwoPh Et A45 Ph Et A45 CH_TwoCH = CH_Two iPr A45 CH_TwoCH_TwoF iPr A45 CH_TwoCH_TwoCH_TwoF iPr A45 CH_TwoCH = CCl_Two iPr A45 CH_TwoPh iPr A45 Tetra-human perhydran-2-yl iPr A45 Ph iPr A45 2-Phenyl iPr A45 CH_TwoCH = CH_Two tBu A45 CH_TwoPh tBu A45 Ph tBu A45 Ph CH = CH_Two A45 CH_TwoCH = CH_Two CF_Three A45 CH_TwoCH_TwoF CF_Three A45 CH_TwoCH_TwoCH_TwoF CF_Three A45 CH_TwoCH = CF_Two CF_Three A45 CH_TwoCH = CCl_Two CF_Three A45 CH_TwoPh CF_Three A45 Tetrahitoperophiran-2-yl CF_Three A45 Ph CF_Three A45 2-poly CF_Three A45 2-Primidinyl CF_Three A45 2-Peridinyl CF_Three A45 COtBu CF_Three A45 COPh CF_Three A45 CH_TwoCH = CH_Two cPr A45 CH_TwoC≡CH cPr A45 CH_TwoCH_TwoCH_TwoF cPr A45 CH_TwoCH = CCl_Two cPr A45 CH_TwoPh cPr A45 Ph cPr A45 2-Phenyl cPr A45 Ph CH_TwoPh A45 CH_TwoCH = CH_Two CH_TwoCH_TwoPh A45 CH_TwoCH_TwoCH_TwoF CH_TwoCH_TwoPh A45 CH_TwoPh CH_TwoCH_TwoPh A45 Ph CH_TwoCH_TwoPh A45 CH_TwoCH = CH_Two CH = CHPh A45 CH_TwoCH_TwoCH_TwoF CH = CHPh A45 CH_TwoPh CH = CHPh A45 Ph CH = CHPh A45 Ph CN A45 CH_TwoCH = CH_Two Ph A45 CH_TwoCH_TwoCH_TwoF Ph A45 Ph Ph A45 CH_TwoCH = CH_Two Me A46 Ph Me A46 Ph CF_Three A46 CH_TwoCH = CH_Two Me A47 Ph Me A47 Ph CF_Three A47 CH_TwoCH = CH_Two Me A48 Ph Me A48 Ph CF_Three A48 CH_TwoCH = CH_Two Me A49 Ph Me A49 Ph CF_Three A49 CH_TwoCH = CH_Two Me A50 Ph Me A50 Ph CF_Three A50 CH_TwoCH = CH_Two Me A51 Ph Me A51 Ph CF_Three A51 CH_TwoCH = CH_Two Me A52 Ph Me A52 Ph CF_Three A52 CH_TwoCH = CH_Two Me A53 Ph Me A53 Ph CF_Three A53 CH_TwoCH = CH_Two Me A54 Ph Me A54 Ph CF_Three A54 CH_TwoCH = CH_Two Me A55 Ph Me A55 Ph CF_Three A55 CH_TwoCH = CH_Two Me A56 Ph Me A56 Ph CF_Three A56 CH_TwoCH = CH_Two Me A57 Ph Me A57 Ph CF_Three A57 CH_TwoCH = CH_Two Me A58 Ph Me A58 Ph CF_Three A58 CH_TwoCH = CH_Two Me A59 Ph Me A59 Ph CF_Three A59 CH_TwoCH = CH_Two Me A60 Ph Me A60 Ph CF_Three A60 CH_TwoCH = CH_Two Me A61 Ph Me A61 Ph CF_Three A61 ―――――――――――――――――――――――――――――――――――

In using the compound of the present invention, it is usually mixed with a suitable solid carrier or liquid carrier, and if necessary, a surfactant, a penetrant, a spreading agent, a thickener, a deicing agent, a binder, a solid Add an anti-caking agent, disintegrant, defoamer, preservative, decomposition inhibitor, etc.
e), emulsion (emulsifiable concentrate), wettable powder (wet)
table powder), water soluble powder, water dispersible granule, water soluble granule, suspensionconce
ntrate), emulsifier (emulsion, oil in water), suspoemulsion (suspoemulsion), microemulsion (microemulsion), powder (dustable powder), granule (granule) and gel (gel) It can be put to practical use as a formulation. In addition, from the viewpoint of labor saving and improvement of safety, the preparation of any of the above dosage forms can be provided in a water-soluble package such as a water-soluble capsule or a bag of a water-soluble film.

Examples of the solid carrier include natural minerals such as quartz, kaolinite, pyrophyllite, sericite, talc, bentonite, acid clay, attapulgite, zeolite and diatomaceous earth, calcium carbonate, ammonium sulfate, sodium sulfate and potassium chloride. And the like, synthetic silicic acid and synthetic silicate.

Examples of the liquid carrier include alcohols such as ethylene glycol, propylene glycol and isopropanol; aromatic hydrocarbons such as xylene, alkylbenzene and alkylnaphthalene; ethers such as butyl cellosolve; ketones such as cyclohexanone;
Esters such as γ-butyrolactone; acid amides such as N-methylpyrrolidone and N-octylpyrrolidone; vegetable oils such as soybean oil, rapeseed oil, cottonseed oil and castor oil; and water.

These solid and liquid carriers may be used alone or in combination of two or more.

Examples of the surfactant include polyoxyethylene alkyl ether, polyoxyethylene alkyl aryl ether, polyoxyethylene styryl phenyl ether, polyoxyethylene polyoxypropylene block copolymer, polyoxyethylene fatty acid ester, sorbitan fatty acid ester and polyoxyethylene polyoxypropylene block copolymer. Nonionic surfactants such as oxyethylene sorbitan fatty acid esters, alkyl sulfates, alkyl benzene sulfonates,
Lignin sulfonate, alkyl sulfosuccinate, naphthalene sulfonate, alkyl naphthalene sulfonate, salt of formalin condensate of naphthalene sulfonic acid, salt of alkyl naphthalene sulfonic acid formalin condensate,
Anionic surfactants such as polyoxyethylene alkyl aryl ether sulfates and phosphates, polyoxyethylene styryl phenyl ether sulfates and phosphates, polycarboxylates and polystyrene sulfonates, alkylamine salts and alkyl quaternary ammonium salts; Examples include cationic surfactants and amphoteric surfactants such as amino acid type and betaine type.

The content of these surfactants is not particularly limited, but is preferably in the range of usually 0.05 to 20 parts by weight based on 100 parts by weight of the preparation of the present invention. These surfactants may be used alone or in combination of two or more.

When the compound of the present invention is used as a pesticide, other herbicides, various insecticides, acaricides, nematicides, bactericides, plant growth regulators may be used as needed when formulating or spraying. It may be applied in combination with an agent, synergist, fertilizer, soil conditioner and the like.

In particular, by mixing and applying other pesticides or plant hormones, it is possible to expect a reduction in cost due to a decrease in the amount of applied medicine, an increase in the insecticidal spectrum due to the synergistic action of the mixed drug, and a higher pest control effect. On this occasion,
A combination with a plurality of known pesticides is also possible at the same time. Examples of the kind of agrochemical used in combination with the compound of the present invention include, for example, Farm Chemicals Handbook (Farm
Chemicals Handbook) 1999 edition. Specific examples of the common names are as follows, but are not necessarily limited thereto.

Fungicide: acibenzolar-S-methyl (ac
ibenzolar-S-methyl), acylaminobenzamide (acyla
minobenzamide), ambam, ampropyfos, anilazine, azaconazole, azoxystrobin (azoxyst)
robin), benalaxyl, benodanil (be
nodanil), benomyl (benomil), benzazole (ben)
thiazole), benzamacril, binapacryl, biphenyl, bitertanol, bethoxazin
e), bordeaux mixture, blasticidin-S, bromoconazole
onazole),

Bupirimate, buthiobate, calcium polysulfide (calciu)
m polysulfide), captafol, captan, copper oxychloride (copper
oxychloride), carpropamid, carbendazim, carboxi
n), CGA-279202, quinomethionate
nat), clobenthiazone (chlobenthiazone), chlorfenazol (chlorfenazol), chloroneb (chlorone)
b), chlorothalonil, chlozolinate, cufraneb,

Cymoxanil, cyproconazol, cyprodinil (cyprodini)
l), cyprofuram, dazome
t), debacarb, dichlorophen
rophen), diclobutrazol, diclofuranide (diclhlofluanid), diclomedine (dicl)
omedine), dicloran, dithofencarb, diclosyme
t), difenoconazole (difenoconazole), diflumethorin (diflumetorim), dimethylilimol (dimethir
imol),

Dimethomorph, diniconazole, diniconazole-M (dinicon
azole-M), dinocap, diphenylamine, dipyrithione,
Ditalimphos (ditalimfos), dithianon (dithiano)
n), dodemorph, dodine, dorazoxolon, edefenophos (edifen)
phos), epoxyconazole (epoxiconazole), etaconazole (etaconazole), etirimol (ethirimo)
l), etridiazole, famoxadone, fenarimol, febuconazole, fenamidone
done), fendazosulam (fendazosulam), fenfuram, fenhexamid,

Fenpiclonil, fenpropidin, fenpropimorph (f
enpropimorph), fentin, ferbam, ferimzone, fluazinam, fludioxonil,
Fluorimide, fluquinconazole, flusilazol
e), Flusulfamide, Flutolanil, Flutriafol (flutriafo)
l), folpet, fosetyl-aluminum, fuberidazole
azole), furaxyl (furalaxyl), flametopyr (f
urametpyr),

Guazatine, hexachlorobenzene, hexaconazole (h
exaconazole), hymexazol, imazalil, imibenconazole
le), iminoctadine, ipconazole, iprobenfos, iprodione, isoprothiolane (isoprot)
hiolane), iprovalicarb,

Kasugamycin, kresoxim-methyl, mankappa (m
ancopper), mancozeb (mancozeb), manneb (mane
b), mepanipyrim, mepronil (mepr
onil), metalaxyl, metconazole, methasulfocar
b), metiram, metminostrobin (metom
inostrobin), microbutanil, MT
F-753, nabam, nickel bis (dimethyldithiocarbamate)
mate)), nitrothal-iso
propyl), nuarimol, NNF-9425, octillinone, offurace,
Oxadixyl, oxycarboxine (ox)
ycarboxin), oxpoconazole fumarate (oxpocon)
azole fumarate),

Pefurzoate, penconazole, pencicuron
n), phthalide, piperaline (piperali)
n), polyoxins, potassium bicarbonate (p
otassium hydrogen carbonate, probenazole (prob
enazole), prochloraz, procymidone, propamocarb hydrochloride (propamoca)
rb hydrochloride), propiconazol
e), propineb, pyrazophos
s), pyrifenox, pyrimethanil, pyroquilon, quinomethionate, quinoxyphen (qui)
noxyfen), quintozene, RH7281, sodium hydrogen carbonate, sodium hypochlorite, sulfur (sulfu)
r), spiroxamine (spiroxamine), tebuconazole (tebuconazole), technazen (tecnazene), tetraconazole (tetraconazole), thiabendazole (thi
abendazole), thiadiazin / milneb, thifluzamide, thiophanate-methyl, thiram, thiram, tolclofos-methyl, tolylfluanid,

[0213] Triadimefon, triadimenol, triazoxide
xide), tricyclazole, tridemorph, triflumizol
e), triforine, triticonazole (tr
iticonazole), validamycin, vinclozolin, zinc sulfat
e), zineb, ziram and shiitake mushroom mycelium extracts and the like.

Bactericide: Streptomycin (st
reptomycin), tecloftalam, oxyterracycline, and oxolinic acid.

A nematicide: aldoxycarb
b), cadusafos, fostiasate (fo
sthiazate), fosthietan, oxamyl and fenamiphos.

Acaricide: acequinocy
l), amitraz, bifenazate (bifena)
zate), bromopropylate, chinomethionat, chlorobezilate, clofentezin
e), cyhexatine, dicofol (d
icofol), dienochlor, etoxazole, fenazaquin, fenbutatin oxide, fenpropatin, fenpropathrin, fenproximate, halfenprox
x), hexythiazox, milbemectin, propargit
e), pyridaben, pyrimidifen (pyri)
midifen) and tebufenpyrad (tebufenpyrad).

Insecticides: abamectin, acephate, acetamipir
id), aldicarb, allesulin (alle)
thrin), azinphos-methyl, bendiocarb, benfuracarb
acarb), bensultap, bifenthrin, buprofezin, butocarboxin, carbaryl
yl), carbofuran, carbosulfan, cartap, chlorfenapyr, chlorpyrif
os), chlorfenvinphos, chlorfluazuron, chlorthianidin, chromafenozid
e), chlorpyrifos-methyl,
Cycloprothrin, cyfluthrin (c
yfluthrin), beta-cyfluthri
n), cypermethrin (cypermethrin), cyromazine (c
yromazine),

Cyhalothrin, lambda
Cyhalothrin (lambda-cyhalothrin), deltamethrin (deltamethrin), diafenthiuron (diafenthiuro)
n), diazinon, diacloden (diacl)
oden), diflubenzuron, dimethylvinphos, diphenolane (dio)
fenolan), disulfoton, dimethoate, emamectin benzoate (emam)
ectin-benzoate), EPN, esfenvalerate (esfen)
valerate), ethiofencarb, ethiprole, etofenprox (eto)
fenprox), etrimfos, fenitrothion, fenobucar
b), fenoxycarb, fenpropathrin, fenvalerate
rate), fipronil, fluacrypyrim, flucythrinat
e), flufenoxuron, flufenprox, flufenprox, tau-fluvalinate, fonophos, formetanate, formothion
ion), furathiocarb,

Halofenozide, hexaflumuron, hydramethylnon (hydr)
amethylnon), imidacloprid, isofenphos, indoxacarb (indo
xacarb), isoprocarb, isoxathion, lufenuron,
Malathion, metaldehyd
e), methamidophos, methidathion, methacrifos, metalcarb, metalcarb, methomyl, methoprene, methoxychlor
hlor), methoxyfenozide, monocrotophos, muscaule
lure), nidinotefuran, nitenpyram, omethoate, oxydemeton-methyl, oxamyl,

Parathion, parathion-
Methyl (parathion-methyl), permethrin (permethr)
in), phenthoate, phoxime (ph
oxim), phorate, phosalon
e), phosmet, phosphamidon (phosph
amidon), pirimicarb, pirimiphos-
Methyl (pirimiphos-methyl), profenophos (profe
nofos), protrifenbute, pymetrozine, pyraclofos (pyraclofo)
s), pyriproxyfen, rotenone, sulprofos, silafluofen, spinosad,
Sulfotep, tebufenozide (tebfenoz)
ide), teflubenzuron (teflubenzuron), tefluthrin (tefluthorin), terbufos (terbufos), tetrachlorovinphos (tetrachlorvinphos), thiacloprid (thiacloprid), thiocyclam (thiocyclam),
Thiodicarb, Thiamethoxam (thiame)
thoxam), thiofanox, thiometon, tolfenpyrad,
Tralomethrin, trichlorfon (tr
ichlorfon), triazuron, triflumuron and vamidothio
n) etc.

The amount of the applied compound of the present invention varies depending on the application scene, application time, application method, cultivated crops and the like, but is generally 0.000 per hectare (ha) as an active ingredient.
About 5 to 50 kg is appropriate.

Examples of the formulation of the preparation using the compound of the present invention are shown below. However, the composition examples of the present invention are not limited to these. In the following formulation examples, "parts" means parts by weight.

[Wettable powder] Compound of the present invention 0.1 to 80 parts Solid carrier 5 to 98.9 parts Surfactant 1 to 10 parts Others 0 to 5 parts Others include, for example, an anti-caking agent and an anti-decomposition agent. .

[Emulsion] Compound of the present invention 0.1 to 30 parts Liquid carrier 45 to 95 parts Surfactant 4.9 to 15 parts Others 0 to 10 parts Others include, for example, spreading agents and decomposition inhibitors.

[Suspension] Compound of the present invention 0.1 to 70 parts Liquid carrier 15 to 98.89 parts Surfactant 1 to 12 parts Others 0.01 to 30 parts Others include, for example, an antifreezing agent and a thickener.

[Water dispersible granule] Compound of the present invention 0.1 to 90 parts Solid carrier 0 to 98.9 parts Surfactant 1 to 20 parts Others 0 to 10 parts Others include, for example, a binder and a decomposition inhibitor.

[Solution] Compound of the present invention 0.01 to 70 parts Liquid carrier 20 to 99.99 parts Others 0 to 10 parts Others include, for example, an antifreezing agent and a spreading agent.

[Granules] Compound of the present invention 0.01 to 80 parts Solid carrier 10 to 99.99 parts Others 0 to 10 parts Others include, for example, a binder and a decomposition inhibitor.

[Powder] Compound of the present invention 0.01 to 30 parts Solid carrier 65 to 99.99 parts Others 0 to 5 parts Others include, for example, an anti-drift agent and an anti-decomposition agent.

Next, specific examples of the formulation of the pesticidal composition containing the compound of the present invention as an active ingredient will be shown more specifically, but the present invention is not limited thereto.

In the following formulation examples, “parts” means parts by weight.

[Formulation Example 1] Water-dispersible compound of the present compound No. 1 1 25 parts Pyrophyllite 71 parts Solpol 5039 2 parts (mixture of nonionic surfactant and anionic surfactant: trade name of Toho Chemical Industry Co., Ltd.) Carplex # 80D 2 parts (synthetic hydrous silicic acid: Shiono The above is uniformly mixed and pulverized into a wettable powder.

[Formulation Example 2] Milk Compound of the present compound No. 1 15 parts Xylene 75 parts N-methylpyrrolidone 15 parts Solpol 2680 5 parts (mixture of nonionic surfactant and anionic surfactant: trade name of Toho Chemical Industry Co., Ltd.) And

[Formulation Example 3] Suspending agent (flowable agent) 125 parts Agrisol S-710 10 parts (Nonionic surfactant: Kao Corporation trade name) Lunox 1000C 0.5 parts (Anionic surfactant: Toho Chemical Industry Co., Ltd.) Xanthan gum 0.2 Part Water 64.3 parts After uniformly mixing the above, wet pulverization is performed to obtain a suspending agent.

[Formulation Example 4] Water dispersible granule (dry flowable) 1 75 parts Hytenol NE-15 5 parts (Anionic surfactant: Daiichi Kogyo Seiyaku Co., Ltd.) Vanirex N 10 parts (Anionic surfactant: Nippon Paper Industries Co., Ltd.) Carplex # 80D 10 parts (Synthetic hydrous silicic acid: trade name of Shionogi & Co., Ltd.) After uniformly mixing and pulverizing the above, adding a small amount of water, stirring, mixing and kneading, granulating with an extrusion granulator, and drying. We assume granule wettable powder.

[Compounding Example 5] Granules Compound of the present invention 15 parts Bentonite 50 parts Talc 45 parts After uniformly mixing and pulverizing the above, a small amount of water is added, and the mixture is kneaded with stirring, granulated by an extrusion granulator, and dried to obtain granules.

[Formulation Example 6] Powder Compound No. 13 parts Carplex # 80D 0.5 part (Synthetic hydrated silica: trade name of Shionogi & Co., Ltd.) Kaolinite 95 parts Diisopropyl phosphate 1.5 parts The above components are uniformly mixed and pulverized to obtain a powder.

For use, the above-mentioned wettable powder, emulsion, flowable and granular wettable powder are diluted 50 to 20,000-fold with water to give an active ingredient of 0.005 to 0.005 per hectare (ha).
Spray to 50kg.

[0239]

[Examples] Synthesis examples and test examples of the compound of the present invention are specifically described below as examples, but the present invention is not limited to these examples.

[Synthesis Example 1] 4-aza-2-[(3,5-
Synthesis of dichloro-1-methylpyrazol-4-yl) hydroxymethylene] -4-methoxy-3- (2-phenylethyl) but-3-ennitrile (Compound No. 1) (A) 0.95 g of methoxyamine hydrochloride To ethanol 1
1.3 g of sodium acetate was added to the solution dissolved in 0 ml. Under ice cooling, 1.8 g of 3-oxo-5-phenylpentanenitrile was added, followed by stirring at room temperature overnight. After evaporating the solvent under reduced pressure, the residue was dissolved in ethyl acetate and washed with water and saturated saline. The organic layer was dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure, and the residue was subjected to silica gel column chromatography (hexane: ethyl acetate = 4:
Purification in 1) gave 1.1 g of 4-aza-4-methoxy-3- (2-phenylethyl) but-3-ennitrile.

(B) 0.4 g of 4-aza-4-methoxy-3- (2-phenylethyl) but-3-ennitrile synthesized above was dissolved in 10 ml of THF.
0.42 g of -dichloro-1-methylpyrazole-4-carbonyl chloride was added. Under ice-cooling, 0.55 g of potassium-t-butoxide was added, and the mixture was stirred at room temperature overnight. After evaporating the solvent under reduced pressure, the residue was dissolved in water and washed with hexane. The aqueous layer was made acidic with diluted hydrochloric acid, and then extracted with ethyl acetate. The organic layer was washed with water and saturated saline, dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane: ethyl acetate = 3: 1) to afford the desired product, 0.5
g was obtained.

Synthesis Example 2 4-aza-1- (3,5-dichloro-1-methylpyrazol-4-yl) -2-cyano-4-methoxy-3- (2-phenylethyl) buta-
Synthesis of 1,3-dienyl 2,2-dimethylpropanoate (Compound Nos. 2, 3) 4-aza-2-[(3,5-dichloro-1-methylpyrazole-4-) synthesized in Synthesis Example 1 Il) hydroxymethylene] -4-methoxy-3- (2-phenylethyl) but-3-ennitrile was dissolved in 10 ml of chloroform, and 0.2 g of triethylamine was added. Under ice cooling,
0.15 g of pivaloyl chloride was added dropwise, followed by stirring at room temperature overnight. After evaporating the solvent under reduced pressure, the residue was purified by silica gel column chromatography (hexane: ethyl acetate = 4: 1), and the E / C
0.18 g of the Z mixture (compound 2) and 0.12 g of the four E / Z mixtures of the acrylonitrile part and the oxime part
(Compound 3) was obtained.

Table 2 shows the structure and melting point of the compound of the present invention synthesized according to the above scheme or the above synthesis examples.
The isomer ratio of the E-form and the Z-form is described as -C (CN) = C
(OB) -part. The abbreviations in the table have the same meaning as described above. (Table 2)

[0244]

Embedded image

[0245]

[Table 2] ――――――――――――――――――――――――――――――――――― No. R ¹ R ² B A Melting point (℃ ), Isomer ratio ――――――――――――――――――――――――――――――――― 1 Me CH ₂ CH ₂ Ph H A1 resin Form 2 Me CH ₂ CH ₂ Ph COtBu A1 Resin form, E-form / Z form mixture 3 Me CH ₂ CH ₂ Ph COtBu A1 Resin form, mixture of 4 isomers 4 iPr Ph COtBu A1 Resin, E-form or Z-form 5 CH ₂ CH = CH ₂ Me COtBu A1 Resin-form, E-form / Z-form mixture 6 CH ₂ CH = CH ₂ CF ₃ COtBu A1 Resin-like, 1/17 Me Ph H A2 152-153 8 CH ₂ CH ₂ Ph Me COtBu A2 Resin, E- / Z-form mixture 9 CH ₂ CH ₂ CH ₂ Ph Me COtBu A2 Resin-form, E-form / Z-form mixture 10 Ph Me COtBu A2 Resin , E-isomer / Z-isomer mixture 11 Tetrahuman perfuran-2-yl Me COtBu A2 resinous, E-isomer / Z-isomer mixture 12 CH ₂ CH ₂ Ph Me COtBu A10 Resin-like, E-isomer or Z-isomer 13 CH ₂ CH ₂ Ph Me COtBu A10 Resin form, Z form or E form 14 CH ₂ CH ₂ CH ₂ Ph Me COtBu A10 Resin form, E form or Z form 15 CH ₂ CH ₂ CH ₂ Ph Me COtBu A10 Resin form, Z form or E form 16 Ph Me COtBu A10 98-101, E form or Z form 17 CH ₂ CH ₂ CH ₂ F Me COtBu A10 Resin form, E form or Z form 18 CH ₂ CH ₂ CH ₂ F Me COtBu A10 Resin form, Z form or E form 19 _{CH 2 CH = CH 2 Me COtBu} A10 resinous, E bodies or Z bodies _{20 CH 2 CH = CH 2 Me} COtBu A10 resinous E isomer / Z-mixture 21 COCF ₃ Me COtBu A10 resinous, E bodies or Z bodies 22 Tetorahito Bu Rofuran 2-yl Me COtBu A10 resinous, E isomer / Z-mixture 23 Ph iPr COtBu A10 114-115, E, or Z-form 24 Ph iPr COtBu A10 Resin, E-form / Z-form mixture 25 MetBu H A10 Resin-like 26 MetBu COtBu A10 Resin-form, E-form or Z-form 27 MetBu COtBu A10 Resin-form, E-form or Z-form 28 CH ₂ CH = CH ₂ CF ₃ COtBu A10 Resin, 1/2 29 Me 4-Cl-Ph COtBu A10 Resin, 1/1 30 iPr CH = CHPh COtBu A10 Resin, E / Z mixture 31 Ph cPr COtBu A10 Resin, 3/5 32 Ph Me COtBu A11 116-118, E-form or Z-form 33 Ph Me COtBu A11 Resin-form, E-form / Z-form mixture 34 CH ₂ Ph Me COtBu A11 Resin-form, E-form / Z Body mixture 35 CH ₂ CH = CH ₂ Me COtBu A11 resin, E / Z mixture 36 Me 3-Cl-Ph COtBu A11 resin, 3/4 37 CH ₂ CH ₂ CH ₂ F Me COtBu A45 resin, E-form or Z-form _{38 CH 2 CH 2 CH 2 F} Me COtBu A45 resinous E isomer / Z-mixture _{39 Me CH 2 CH 2 Ph H} A45 resinous _{40 Me CH 2 CH 2 Ph COtBu} A45 resinous, E isomer / Z-mixture _{41 CH 2 CH = CH 2 Me} H A48 50-52.5 42 CH ₂ CH = CH ₂ Me COtBu A48 Resin-like, E-form / Z-form mixture ――――――――――――――――――――――――――――――――― -

Next, the usefulness of the compound of the present invention as a pesticide will be specifically described in the following test examples.

[Test Example 1] Insecticidal test on brown planthopper [0247] A 5% emulsion of the compound of the present invention described in the specification (25% wettable powder was used depending on the compound) was diluted with water containing a spreading agent. It was prepared into a chemical solution having a concentration of 500 ppm. This chemical was sprayed in a sufficient amount on the foliage of rice planted in a 1/2000 are pot. After air-drying, the cylinder was set up, 10 larvae of the second instar larva of brown planthopper were released per pot, covered, and stored in a constant temperature room. The survey was conducted after 6 days, and the mortality was calculated from the following formula. The test was performed in two sections.

[0248]

## EQU1 ## Insect rate (%) = [number of dead insects / (number of dead insects + number of surviving insects)] × 100

As a result, the following compounds showed a mortality of 80% or more. The compound of the present invention no. : 5, 6, 10, 16, 24, 2
6, 32, 33, 35.

[Test Example 2] Insecticidal test against leafhopper leafhopper Rice foliage was immersed in an emulsion of the compound of the present invention at a concentration of 500 ppm for about 10 seconds. Release the adult leafhopper, shown below, cover it with a perforated lid and store it in a constant temperature room at 25 ° C.
The number of dead insects after the day was investigated, and the mortality was calculated from the same formula as in Test Example 1. Note that the test was performed in a two-section system. As a result, the following compounds showed a mortality of 80% or more. The compound of the present invention no. : 5, 10, 11, 16, 17, 18,
19, 20, 22, 23, 24, 32, 33, 35.

[Test Example 3] Insecticidal test against peach aphid A moist filter paper was spread on a glass petri dish having an inner diameter of 3 cm, and cabbage leaves having the same diameter were placed thereon. Four wingless adult female peach aphids were released, and one day later, a chemical solution was sprayed (2.5 mg / cm 2) using a rotary spray tower. The drug solution was prepared by diluting a 5% emulsion of the compound of the present invention described in the specification (25% wettable powder was used depending on the compound) with water containing a spreading agent.
The one adjusted to a concentration of 00 ppm was used. Six days after the treatment, the mortality of adults and larvae was determined by the following formula. The test was performed in two sections.

[0252]

## EQU2 ## Insect rate (%) = [number of dead insects / (number of dead insects + number of surviving insects)] × 100

As a result, the following compounds showed a mortality of 80%. The compound of the present invention no. : 3, 5, 6, 8, 9, 10, 1
1, 12, 13, 14, 15, 16, 17, 18, 1
9, 20, 22, 23, 24, 26, 30, 32, 3,
3, 34, 35, 36, 37, 38.

[Test Example 4] Contact insecticidal test against Japanese moth Perilla leaves are immersed in a 500 ppm aqueous emulsion of the compound of the present invention for about 10 seconds, air-dried and placed in a petri dish. Ten pets were released per petri dish, covered with a perforated lid, housed in a thermostatic chamber at 25 ° C., and the number of dead insects after 6 days was investigated. Note that the test was performed in a two-section system. As a result, the following compounds showed a mortality of 80% or more. The compound of the present invention no. : 5, 10, 16, 18, 20, 23,
32, 33, 35, 38.

Test Example 5 Test of Acaricidal Activity against Spider Mite A kidney bean was cut into a circle having a diameter of 3.0 cm using a leaf punch and placed on a wet filter paper on a styrene cup having a diameter of 7 cm. In addition, one spider mite larva per leaf
0 animals were inoculated. 5% of the compound of the invention described in the description
The emulsion (25% wettable powder depending on the compound depending on the compound) is diluted with water containing a spreading agent to prepare a drug solution having a concentration of 500 ppm, and the drug solution is sprayed using a rotary spray tower at a rate of 2 ml per styrene cup. And housed in a constant temperature room at 25 ° C.
The mortality after the elapse of time was determined from the same formula as in Test Example 1. The test was performed in two sections. As a result, the following compounds showed a mortality of 80% or more. The compound of the present invention no. : 5, 6, 8, 9, 10, 11, 1
2, 13, 14, 15, 16, 17, 18, 19, 2,
0, 22, 23, 24, 28, 30, 32, 33, 3
4, 35, 36.

[0256]

As a result of the long-term use of insecticides and fungicides, pests have recently gained resistance, making it difficult to control with conventional insecticides and fungicides. Some insecticides are highly toxic, and some are disturbing ecosystems due to persistence. Accordingly, the present invention provides a novel insecticide or fungicide having low toxicity and low residual, and also provides an underwater biofouling inhibitor having little effect on ecosystems and secondary pollution.

──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. ⁷ Identification symbol FI Theme coat ゛ (Reference) C07D 213/61 C07D 213/61 4C069 213/79 213/79 4H011 231/14 231/14 231/16 231 / 16 231/18 231/18 233/64 106 233/64 106 249/06 501 249/06 501 249/08 535 249/08 535 263/32 263/32 263/34 263/34 275/02 275/02 277 / 22 277/22 277/587 333/24 333/24 401/06 401/06 401/12 401/12 403/06 403/06 403/12 403/12 405/12 405/12 417/06 417/06 417/12 417/12 277/32 (72) Inventor Toshiro Miyake 1470, Shirooka, Shirooka-cho, Minami-Saitama-gun, Saitama Prefecture Nissan Chemical Industry Co., Ltd. 1470 Nissan Chemical Industry Co., Ltd.Biological Science Laboratory (72) Inventor Toshiki Ito Shirooka-cho, Minami-Saitama-gun 1470 Nissan Chemical Industry Co., Ltd. Biological Science Laboratory F-term (reference) 4C023 EA11 4C033 AA05 AA17 AD08 AD10 AD17 4C055 AA01 BA02 BA05 BA06 BA39 CA35 DA01 DA57 EA01 4C056 AA01 AB01 AC02 AD01 AE03 BA03 BA13 BB01 BC01 4C063 CCB CC CC34 CC61 CC62 CC78 DD12 DD22 EE03 4C069 AC07 BA01 BB03 BB56 4H011 AC01 BA01 BB05 BB09 BC17 BC18 BC19 BC20 DA02 DA14 DA15 DA16 DH03

Claims (4)

[Claims] (1) Formula (1):Wherein A is phenyl optionally substituted with W,
May be substituted by naphthyl or Y
Heterocyclic groups (provided that the heterocyclic groups are thienyl,
, Pyrrolyl, oxazolyl, isoxazolyl, thiazo
Ryl, isothiazolyl, pyrazolyl, imidazolyl,
1,3,4-oxadiazolyl, 1,2,4-oxadi
Azolyl, 1,3,4-thiadiazolyl, 1,2,4-
Thiadiazolyl, 1,2,4-triazolyl, 1,2,2
3-thiadiazolyl, 1,2,3-triazolyl, 1,
2,3,4-tetrazolyl, pyridyl, pyrimidinyl,
Pyrazinyl, pyridazinyl, 1,3,5-triazini
1,2,4-triazinyl, indazolyl, benzo
Oxazolyl, quinolinyl, isoquinolinyl, quinoxa
Linyl, phthalazinyl, cinnolinyl or quinazolini
It is. ) And B is H, C₁~ C_FourAlkyl, C
_Two~ C₆Alkenyl, C_Two~ C₆Alkynyl, C ₁~ C_FourHalo
Alkyl, C_Two~ C₆Haloalkenyl, C_Two~ C₆Haloal
Quinyl, C_Two~ C_FourAlkoxyalkyl, CH_ThreeSCH_Two,
CH_ThreeOC_TwoH_FourOCH_Two, R^aC substituted with₁~ C_FourAl
Kill, R^bC substituted with₁~ C_FourAlkyl, tetrahide
Lopiranyl, (CH_Three)_ThreeSi, C₁~ C_FourAlkylsulfo
Nil, halogen or C₁~ C_FourSubstituted with alkyl
Optionally phenylsulfonyl, -SO_TwoCF_Three, C₁~
C_FourMonoalkylaminosulfonyl, C_Two~ C₈Dialki
Ruaminosulfonyl, phenylaminosulfonyl, C_Two
~ C_FiveCyanoalkyl, C_Three~ C₉Alkoxycarbonyl
Alkyl, -C (= O) T¹, -C (= S) T¹, -P
(= O) T^TwoT^Three, -P (= S) T^TwoT^Three, Alkali metal source
Element, alkaline earth metal atom or NHT^FourT^FiveT ⁶In
R¹Is H, C₁~ C_TenAlkyl, C_Two~ C₆Alkenyl,
C_Two~ C₆Alkynyl, C₁~ C₆Haloalkyl, C_Two~ C₆
Haloalkenyl, C_Two~ C₆Haloalkynyl, C _Three~ C₆C
Rocycloalkyl, C₁~ C_ThreeSubstituted with alkyl
Good C_Three~ C₆Cycloalkyl, C_Two~ C_FourAlkoxya
Lequil, CH_ThreeSCH_Two, CH_ThreeOC_TwoH_FourOCH_Two, R^aso
Replaced C₁~ C_FourAlkyl, R^bC substituted with₁~ C
_FourAlkyl, R^aC substituted with_Two~ C_FourAlkenyl, tet
Lahydropyranyl, (CH_Three)_ThreeSi, C₁~ C_FourAlkyl
Sulfonyl, halogen or C₁~ C_FourSubstitute with alkyl
Phenylsulfonyl, -SO_TwoCF_Three,
C₁~ C_FourMonoalkylaminosulfonyl, C_Two~ C₈Zia
Alkylaminosulfonyl, phenylaminosulfonyl,
Pyrazolyl optionally substituted with Z, substituted with Z
Optionally imidazolyl, Z optionally substituted with Z
Azolyl, phenyl optionally substituted with Z,
Optionally substituted pyridyl, optionally substituted with Z
Pyrimidinyl, pyrazini optionally substituted with Z
Le, C_Two~ C_FiveCyanoalkyl, C_Three~ C₉Alkoxycal
Bonylalkyl, -C (= O) T¹, -C (= S) T¹,
-P (= O) T^TwoT^Three, -P (= S) T^TwoT^Three, Alkali gold
Genus atom, alkaline earth metal atom, NHT^FourT^FiveT⁶OrAnd R^TwoIs H, halogen, C₁~ C_TenAlkyl, C_Two~ C₆A
Lucenyl, C_Two~ C₆Alkynyl, C₁~ C₆Haloalk
Le, C_Two~ C₆Haloalkenyl, C_Two~ C₆Halo alkini
Le, C_Three~ C₆Halocycloalkyl, C₁~ C_ThreeWith alkyl
Optionally substituted C_Three~ C₆Cycloalkyl, C₁~
C₆Alkoxy, C_Two~ C₆Alkenyloxy, C_Two~ C₆
Alkynyloxy, C₁~ C₆Haloalkoxy, C_Two~ C₆
Haloalkenyloxy, C_Two~ C₆Haloalkynyloxy
Si, C_Two~ C_FourAlkoxyalkyl, R^aC substituted with₁
~ C_FourAlkyl, R^bC substituted with₁~ C_FourAlkyl, R
^aC substituted with_Two~ C_FourAlkenyl, (CH_Three)_ThreeSi,
C₁~ C_FourAlkylsulfenyl, C ₁~ C_FourAlkylsul
Finil, C₁~ C_FourAlkylsulfonyl, halogen if
Kuha C₁~ C_FourPhenyl optionally substituted with alkyl
Sulfonyl, -SO_TwoCF_Three, C_Two~ C_FiveCyanoalkyl,
C_Three~ C₉Alkoxycarbonylalkyl, CN, -NU
¹U^Two, Phenoxy, phenylamino, -C (= O)
T¹, -C (= S) T¹, Morpholinyl, piperidyl, Z
Optionally substituted with pyrazolyl, substituted with Z
Optionally imidazolyl, thia optionally substituted by Z
Zolyl, phenyl optionally substituted with Z, substituted with Z
Pyridyl, which may be substituted by Z
Pyrazinyl or pyrazini optionally substituted by Z
And R^ThreeIs H, C₁~ C_TenAlkyl, C_Two~ C₆Alkenyl,
C_Two~ C₆Alkynyl, C₁~ C₆Haloalkyl, C_Two~ C₆
Haloalkenyl, C_Two~ C₆Haloalkynyl, C _Three~ C₆C
Rocycloalkyl, C₁~ C_ThreeSubstituted with alkyl
Good C_Three~ C₆Substituted with cycloalkyl or Z
Phenyl which may be^FourIs H, C₁~ C_TenAlkyl, C_Two~ C₆Alkenyl,
C_Two~ C₆Alkynyl, C₁~ C₆Haloalkyl, C_Two~ C₆
Haloalkenyl, C_Two~ C₆Haloalkynyl, C _Three~ C₆C
Rocycloalkyl, C₁~ C_ThreeSubstituted with alkyl
Good C_Three~ C₆Cycloalkyl, CN, -NU¹U^Two,
Phenylamino, -C (= O) T¹Or replaced by Z
W is halogen, C₁~ C_TenAlkyl, C_Two~ C₆Al
Kenil, C_Two~ C₆Alkynyl, C₁~ C₆Haloalkyl,
C_Two~ C₆Haloalkenyl, C_Two~ C₆Haloalkynyl, C
_Three~ C₆Halocycloalkyl, C₁~ C_ThreeSubstituted with alkyl
C that may be_Three~ C₆Cycloalkyl, C₁~ C₆Al
Coxy, C_Two~ C₆Alkenyloxy, C _Two~ C₆Alkini
Luoxy, C₁~ C_FourHaloalkoxy, C_Two~ C₆Haloal
Kenyloxy, C_Two~ C₆Haloalkynyloxy, C_Two~
C_FourAlkoxyalkyl, R^aC substituted with₁~ C_FourAl
Kill, C₁~ C_FourAlkylsulfenyl, C₁~ C_FourArchi
Rusulfinyl, C₁~ C_FourAlkylsulfonyl, C_Two~
C₆Alkenylsulfenyl, C_Two~ C₆Alkenyl sulf
Finil, C_Two~ C₆Alkenylsulfonyl, C_Two~ C₆A
Ruquinylsulfenyl, C_Two~ C₆Alkynyl sulfy
Nil, C_Two~ C₆Alkynylsulfonyl, C₁~ C_FourHaloa
Rukylsulfenyl, C₁~ C_FourHaloalkylsulfini
Le, C₁~ C_FourHaloalkylsulfonyl, C_Two~ C₆Haloa
Lucenylsulfenyl, C_Two~ C₆Haloalkenyl sulf
Inil, C_Two~ C₆Haloalkenylsulfonyl, C_Two~ C₆
Haloalkynylsulfenyl, C_Two~ C₆Haloalkynyl
Sulfinyl, C_Two~ C₆Haloalkynylsulfonyl, N
O_Two, CN, -NU¹U^Two, Phenoxy, OH, nafti
Le, C_Two~ C₇Alkoxycarbonyl, C_Two~ C_FourAlkyl
Carbonyl, C_Two~ C_FiveAlkylcarbonyloxy, C_Two
~ C_FiveHaloalkylcarbonyloxy, substituted with X
Benzoyl, optionally substituted with X
Nil, pyridyl optionally substituted by X, substituted by X
Optionally thienyl and -N = CT⁷T⁸From within
1 to 4 substituents arbitrarily selected, or adjacent
5 formed by an alkylene bonded at the substitution position
An 8-membered ring, Y is halogen, C₁~ C_TenAlkyl, C₁~ C₆Haloa
Luquil, C₁~ C₆Alkoxy, C_Two~ C₆Alkenyloxy
Si, C_Two~ C₆Alkynyloxy, C₁~ C_FourHaloalkoki
Si, C_Two~ C₆Haloalkenyloxy, C_Two~ C₆Haloal
Quinyloxy, C_Two~ C_FourAlkoxyalkyl, R^aPut in
Transformed C₁~ C_FourAlkyl, C₁~ C_FourAlkylsulfe
Nil, C₁~ C_FourAlkylsulfinyl, C₁~ C_FourArchi
Rusulfonyl, C_Two~ C₆Alkenylsulfenyl, C_Two
~ C₆Alkenylsulfinyl, C _Two~ C₆Alkenyls
Ruphonyl, C_Two~ C₆Alkynylsulfenyl, C_Two~ C₆
Alkynylsulfinyl, C_Two~ C₆Alkynylsulfoni
Le, C₁~ C_FourHaloalkylsulfenyl, C₁~ C_FourHalo
Alkylsulfinyl, C₁~ C_FourHaloalkylsulfoni
Le, C_Two~ C₆Haloalkenylsulfenyl, C_Two~ C₆C
Loalkenylsulfinyl, C_Two~ C₆Haloalkenyls
Ruphonyl, C_Two~ C₆Haloalkynylsulfenyl, C_Two
~ C₆Haloalkynylsulfinyl, C_Two~ C₆Haloal
Quinylsulfonyl, NO_Two, CN, -NU¹U^Two, Feno
Kishi, OH, C_Two~ C₇Alkoxycarbonyl, C_Two~ C_Five
Alkylcarbonyloxy, C_Two~ C_FiveHaloalkylcal
Bonyloxy, C_Three~ C₇Dialkylaminocarbonylo
Xy, phenyl optionally substituted with X, and -N
= CT⁷T⁸1 to 4 substitutions arbitrarily selected from
Group or an alkylene attached at an adjacent substituent
A 5- to 8-membered ring formed by¹Is C₁~ C₂₀Alkyl, C_Two~ C₆Alkenyl, C_Two
~ C₆Alkynyl, C₁~ C₆Haloalkyl, C_Two~ C₆C
Loalkenyl, C_Two~ C₆Haloalkynyl, C_Three~ C₆Halo
Cycloalkyl, C₁~ C_ThreeEven if substituted with alkyl
Good C_Three~ C₆Cycloalkyl, C_Two~ C_FourAlkoxyal
Kill, R^aC substituted with₁~ C_FourAlkyl, R^aReplaced by
C_Three~ C₆Cycloalkyl, R^aAnd C₁~ C_FourAl
A cyclopropyl substituted with a kill, R^cAnd halogen
C substituted with_Three~ C_FourCycloalkyl, R^dAnd C₁~
C_FourCyclopropyl substituted with alkyl, R^aReplaced by
C_Two~ C_FourAlkenyl, C₁~ C₁₂Alkoxy, C_Two~
C_FiveAlkenyloxy, C_Two~ C_FiveAlkynyloxy, C₁
~ C_FourHaloalkoxy, C_Two~ C₆Haloalkenyloxy
Si, C_Two~ C₆Haloalkynyloxy, C₁~ C_ThreeAlkyl
C optionally substituted with_Three~ C₆Cycloalkoxy,
Ndyloxy, C₁~ C₆Alkylsulfenyl, C_Two~
C₆Alkenylsulfenyl, C_Two~ C₆Alkynylsul
Phenyl, C_Two~ C_FiveAlkoxycarbonyl, -NU
¹U^Two, Phenylamino, a group optionally substituted with Z
Nil, phenoxy optionally substituted with Z, substituted with Z
Optionally substituted phenylsulfenyl, substituted with Z
Optionally substituted with naphthyl or Z
5- or 6-membered heterocyclic group (provided that these heterocyclic groups are
Thienyl, furyl, pyrrolyl, oxazolyl, isoxa
Zolyl, thiazolyl, isothiazolyl, pyrazolyl, i
Midazolyl, 1,3,4-oxadiazolyl, 1,2,2
4-oxadiazolyl, 1,3,4-thiadiazolyl,
1,2,4-thiadiazolyl, 1,2,4-triazolyl
1,2,3-thiadiazolyl, 1,2,3-tria
Zolyl, 1,2,3,4-tetrazolyl, pyridyl, pi
Limidinyl, pyrazinyl, pyridazinyl, 1,3,5-
Among triazinyl and 1,2,4-triazinyl
To be elected. ) And T^TwoAnd T^ThreeIs independently OH, phenyl, C₁~
C₆Alkyl, C₁~ C₆Alkoxy or C₁~ C_FourAl
A killsulfenyl, T^Four, T^FiveAnd T⁶Is independently H, C₁~ C₆Al
Kill, C₁~ C₆Alkenyl, C₁~ C_ThreeSubstituted with alkyl
C that may be_Three~ C₆Cycloalkyl or benzyl
Or T^Four, T^FiveAnd T⁶Two of
Is an oxygen atom together with the nitrogen atom to which each is attached,
5 to 5 which may contain a nitrogen atom or a sulfur atom
X and Z may each independently be halogen, C₁~ C_FourAl
Kill, C₁~ C_FourHaloalkyl, C₁~ C_FourAlkoxy, C
₁~ C_FourHaloalkoxy, C₁~ C_FourAlkylsulfeni
Le, C₁~ C_FourAlkylsulfinyl, C₁~ C_FourAlkyl
Sulfonyl, C_Two~ C_FiveAlkenylsulfenyl, C_Two~
C_FiveAlkenylsulfinyl, C_Two~ C_FiveAlkenyl sulf
Honyl, C₁~ C_FourHaloalkylsulfenyl, C₁~ C_Four
Haloalkylsulfinyl, C₁~ C_FourHaloalkylsul
Honyl, NO_Two, CN, CHO, OH, -NU¹U^Two,
Phenyl, phenoxy and C_Two~ C_FiveAlkoxycarboni
1 to 5 substituents arbitrarily selected from
, T⁷And T⁸Is independently H, phenyl, benzyl
Or C₁~ C₆Alkyl or T⁷And T⁸When
Forms a 5- to 8-membered ring with the carbon atom to which they are attached
May be U¹And U^TwoIs independently H, C₁~ C₆Alkyl,
C_Two~ C_FiveAlkylcarbonyl, C_Two~ C_FiveAlkoxycal
Carbonyl, phenyl or benzyl, or U ¹And U^TwoWhen
Forms a 5- to 8-membered ring with the carbon atom to which they are attached
May be R^aIs halogen and C₁~ C_FourSelected from alkyl
Phenyl optionally substituted by one or more kinds,^bIs halogen and C₁~ C_FourSelected from alkyl
Benzoyl optionally substituted with one or more kinds,^cIs halogen and C₁~ C_FourSelected from alkoxy
A phenyl optionally substituted with at least one kind of^dRepresents C which may be substituted with halogen_Two~ C_FourAl
Kenyl. An acrylonitrile compound represented by the formula: 2. A is a phenyl optionally substituted by W or a heterocyclic group optionally substituted by Y (provided that the heterocyclic group is thienyl, furyl, pyrrolyl, oxazolyl, isoxazolyl, thiazolyl, Isothiazolyl,
Pyrazolyl, imidazolyl, pyridyl, pyrimidinyl,
Pyrazinyl or pyridazinyl. The acrylonitrile compound according to claim 1, wherein 3. A is a phenyl optionally substituted by W or a heterocyclic group optionally substituted by Y (provided that the heterocyclic group is thienyl, oxazolyl, thiazolyl,
Isothiazolyl, pyrazolyl, imidazolyl, pyridyl or pyrimidinyl. 3. The acrylonitrile compound according to claim 2, wherein 4. An agricultural chemical comprising at least one acrylonitrile compound according to claim 1 as an active ingredient.