CN101628881B - Substituted cyanoacetate compound and application thereof - Google Patents

Abstract

式中各基团如说明书中所述定义。本发明的化合物及其组合物用于防治有害螨及其卵的用途以及用于防治农业害虫的用途。The present invention relates to a kind of substituted cyanoacetate compound as shown in general formula (I),

Each group in the formula is defined as described in the specification. The use of the compounds according to the invention and their compositions for controlling harmful mites and their eggs and for controlling agricultural pests.

Description

Substituted cyanoacetate compounds and their applications

Technical field:

The invention belongs to the field of agricultural insecticides and acaricides, and includes the use of a new class of substituted cyanoacetate compounds for controlling arthropod pests (insects and mites) and helminths (including nematodes) in agriculture, specifically It is a kind of compound containing cyanoacetate and its application. the

Background technique

Since the new generation of agrochemicals must meet various requirements, such as application dosage, efficacy period, activity spectrum, field of application, toxicity, combination with other active substances, combination or synthesis with processing aids, and possible The emergence of resistance, etc., and the existing pesticide chemicals are not satisfactory in all fields of application, so the development of new pesticides is never ended. There is a greater demand for new compounds that perform at least in some respects better than known compounds. the

Acylacetonitriles containing benzene rings having acaricidal activity have been disclosed in the prior art. For example U.S. Patent US200320808 discloses the compound of following general formula (II):

Japanese patent JP2003286265, JP2004115399 discloses the general formula (III) compound, is to change the B part in the above-mentioned general formula (II) from a benzene ring to a pyrazolyl group, and the structure is as follows:

These two types of compounds still maintain the common structural feature that part A is a benzene ring. The B ring part is a benzene ring and a pyrazole ring. the

In recent years, some mites have developed resistance to acaricides that have been used for many years, making it difficult to control them with traditional acaricides. Therefore, there is a demand for the development of novel acaricides capable of excellent control of mites. the

Contents of the invention

One of the objects of the present invention is to provide a cyanoacetate compound which exhibits an excellent mite control effect even when used in a low concentration. Another object of the present invention is to provide a class of cyanoacetate compounds for controlling arthropod pests and worms. The object of the present invention also includes providing a new pesticide with long lasting effect on mites and providing a new pesticide with good activity against mites that are resistant to traditional acaricides. the

These purposes may be met simultaneously or in part. the

Technical scheme of the present invention is as follows:

A cyanoacetate compound, as shown in general formula (I):

In the formula:

C₃-C₇环烷基、R⁶或R⁷；  R ¹ is selected from C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkyl substituted by phenyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ alkynyl, C ₂ -C ₆ haloalkynyl, C ₃ -C ₇ cycloalkyl, C ₃ -C ₇ halocycloalkyl, halovinyl

C ₃ -C ₇ cycloalkyl, R ⁶ or R ⁷ ;

R ² is selected from R ⁸ or R ⁹ ;

R ³ , R ⁴ , R ⁵ are each independently selected from CN, halogen or R ¹⁷ ;

R ⁶ is selected from unsubstituted or substituted phenyl, and the substituents are selected from 1-5 of the following groups: halogen, C ₁ -C ₆ -alkyl, C ₁ -C ₆ haloalkyl, C ₁ - C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, CN, NO ₂ , SO _n R ¹⁷ , COR ¹⁷ , COOR ¹⁷ , CONR ¹⁷ R ¹⁸ , SO ₂ NR ¹⁷ R ¹⁸ or OR ¹⁷ ;

R ⁷ is selected from unsubstituted or substituted aromatic heterocyclic groups, and the substituents are selected from one or more of the following groups: halogen, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, CN, NO ₂ , SO _n R ¹⁶ , COR ¹⁶ , COOR ¹⁷ , CONR ¹⁷ R ¹⁸ , SO ₂ NR ¹⁷ R ¹⁸ , OR ¹⁷ or halo Phenyl, the aromatic heterocyclic group is selected from pyridyl, pyrimidyl, pyridazinyl, pyrazinyl, triazinyl, thienyl, thiazolyl, thiadiazolyl, oxazolyl, isoxazolyl, Furanyl, pyrrolyl, pyrazolyl, imidazolyl, triazolyl or 1,4-oxathione;

R ⁸ is selected from R ⁶ , R ⁷ , R ¹⁰ , R ¹¹ , R ¹² or R ¹³ ;

R ⁹ is selected from CHR ¹⁴ R ¹⁵ ;

R ¹⁰ is selected from R ¹⁶ substituted with the following groups: R ⁶ or R ⁷ ;

R ¹¹ is selected from R ¹⁶ substituted with the following groups: XR ⁶ or XR ⁷ ;

R ¹² is selected from R ¹⁶ substituted with the following groups: COOR ⁶ , COOR ⁷ , CONR ⁶ R ¹² , CONR ⁷ R ¹⁷ , SO ₂ NR ⁶ R ¹⁷ , SO ₂ NR ⁷ R ¹⁷ , NHSO ₂ R ⁶ or NHSO ₂ ^R7 ;

R ¹³ is selected from:

R ¹⁴ is selected from CN or R ¹⁷ ;

R ¹⁵ is selected from CN, COOR ¹⁷ , CONR ¹⁷ R ¹⁸ , CH ₂ CH ₂ OCH ₃ , non-aromatic heterocyclic group or C ₁ -C ₆ alkyl substituted by the following groups: CN, COOR ¹⁷ , CONR ¹⁷ R ¹⁸ , NR ¹⁷ R ¹⁸ , R ¹⁹ , OCH ₂ CN, OCH ₂ COOR ¹⁶ , OCH ₂ CONR ¹⁷ R ¹⁸ , OCH ₂ CF ₃ , C ₃ -C ₆ cycloalkyloxy, C ₃ -C ₆ cycloalkenyloxy C ₃ -C ₆ non-aromatic heterocycloalkyloxy, C ₃ -C ₆ non-aromatic heterocycloalkenyloxy, C ₃ -C ₆ cycloalkylthio, C ₃ -C ₆ cycloalkenylthio group, C ₃ -C ₆ non-aromatic heterocycloalkylthio group or C ₃ -C ₆ non-aromatic heterocycle alkenylthio group; the non-aromatic heterocyclic group is selected from tetrahydrofuran, tetrahydrothiophene, tetrahydropyrrole, tetrahydrothiazole, tetrahydropyrazole, tetrahydroimidazole, tetrahydrotriazole, hexahydropyridine or hexahydropyran;

R ¹⁶ is selected from C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ alkynyl, C ₂ -C ₆ haloalkynyl or C ₃ -C ₆ -cycloalkyl;

R ¹⁷ and R ¹⁸ are each independently selected from hydrogen or R ¹⁶ ;

R ¹⁹ is selected from any one of P ₁ -P ₂₈ shown below:

X is selected from O, S or NR ¹⁷ ;

n is an integer of 0-2. the

The more preferred compound of the present invention is: in general formula (I)

R ¹ is selected from C ₃ -C ₇ halocycloalkyl, halovinyl C ₃ -C ₇ cycloalkyl, R ⁶ or R ⁷ ;

R ² is selected from R ⁸ or R ⁹ ;

R ³ , R ⁴ , R ⁵ are each independently selected from CN, halogen or R ¹⁷ ;

R ⁶ is selected from unsubstituted or substituted phenyl, and the substituents are selected from 1-5 of the following groups: halogen, C ₁ -C ₄ -alkyl, C ₁ -C ₄ haloalkyl, C ₁ - C ₄ alkoxy, C ₁ -C ₄ haloalkoxy, CN, NO ₂ , SO _n R ¹⁷ , COR ¹⁷ , COOR ¹⁷ , CONR ¹⁷ R ¹⁸ , SO ₂ NR ¹⁷ R ¹⁸ or OR ¹⁷ ;

R ⁷ is selected from unsubstituted or substituted aromatic heterocyclic groups, and the substituents are selected from 1-3 of the following groups: halogen, C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl, C ₁ -C ₄ alkoxy, C ₁ -C ₄ haloalkoxy, CN, NO ₂ , SO _n R ¹⁶ , COR ¹⁶ , COOR ¹⁷ , CONR ¹⁷ R ¹⁸ , SO ₂ NR ¹⁷ R ¹⁸ , OR ¹⁷ or halobenzene The aromatic heterocyclic group is selected from pyridyl, pyrimidyl, pyridazinyl, pyrazinyl, triazinyl, thienyl, thiazolyl, thiadiazolyl, oxazolyl, isoxazolyl, furan Base, pyrrolyl, pyrazolyl, imidazolyl, triazolyl or 1,4-oxathione;

R ⁸ is selected from R ⁶ , R ⁷ , R ¹⁰ , R ¹¹ , R ¹² or R ¹³ ;

R ⁹ is selected from CHR ¹⁴ R ¹⁵ ;

R ¹⁰ is selected from R ¹⁶ substituted with the following groups: R ⁶ or R ⁷ ;

R ¹¹ is selected from R ¹⁶ substituted with the following groups: XR ⁶ or XR ⁷ ;

R ¹² is selected from R ¹⁶ substituted with the following groups: COOR ⁶ , COOR ⁷ , CONR ⁶ R ¹² , CONR ⁷ R ¹⁷ , SO ₂ NR ⁶ R ¹⁷ , SO ₂ NR ⁷ R ¹⁷ , NHSO ₂ R ⁶ or NHSO ₂ ^R7 ;

R ¹³ is selected from:

R ¹⁴ is selected from CN or R ¹⁷ ;

R ¹⁵ is selected from CN, COOR ¹⁷ , CONR ¹⁷ R ¹⁸ , CH ₂ CH ₂ OCH ₃ , non-aromatic heterocyclic group or C ₁ -C ₄ alkyl substituted by the following groups: CN, COOR ¹⁷ , CONR ¹⁷ R ¹⁸ , NR ¹⁷ R ¹⁸ , R ¹⁹ , OCH ₂ CN, OCH ₂ COOR ¹⁶ , OCH ₂ CONR ¹⁷ R ¹⁸ , OCH ₂ CF ₃ , C ₃ -C ₆ cycloalkyloxy, C ₃ -C ₆ cycloalkenyloxy C ₃ -C ₆ non-aromatic heterocycloalkyloxy, C ₃ -C ₆ non-aromatic heterocycloalkenyloxy, C ₃ -C ₆ cycloalkylthio, C ₃ -C ₆ cycloalkenylthio Group, C ₃ -C ₆ non-aromatic heterocycloalkylthio group, C ₃ -C ₆ non-aromatic heterocycloalkenylthio group. The non-aromatic heterocyclic group is selected from tetrahydrofuran, tetrahydrothiophene, tetrahydropyrrole, tetrahydrothiazole, tetrahydropyrazole, tetrahydroimidazole, tetrahydrotriazole, hexahydropyridine or hexahydropyran;

R ¹⁶ is selected from C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl, C ₂ -C ₄ alkenyl, C ₂ -C ₄ haloalkenyl, C ₂ -C ₄ alkynyl, C ₂ -C ₄ haloalkynyl or C ₃ -C ₆ -cycloalkyl;

R ¹⁷ and R ¹⁸ are each independently selected from hydrogen or R ¹⁶ ;

R ¹⁹ is selected from the following groups: P ₁ , P ₂ , P ₃ , P ₅ , P ₇ , P ₈ , P 9 , P 12 , P ₁₃ , _{P 14 ,} P ₁₅ , P ₁₆ , _{P 17 ,} P ₁₉ , _P20 , _P21 , _P22 , _P23 , _P24 , _P25 , _P26 , _P27 or _P28 ;

X is selected from O, S or NR ¹⁷ ;

n is an integer of 0-2. the

Further preferred compounds of the present invention are: in general formula (I)

R ¹ is selected from R ⁶ or R ⁷ ;

R ² is selected from R ⁸ or R ⁹ ;

R ³ , R ⁴ , R ⁵ are each independently selected from CN, halogen or R ¹⁷ ;

R ⁶ is selected from unsubstituted or substituted phenyl, and the substituents are selected from 1-5 of the following groups: halogen, C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl, NO ₂ or SO _n R ⁹ ;

R ⁷ is selected from unsubstituted or substituted aromatic heterocyclic groups, and the substituents are selected from 1-3 of the following groups: halogen, C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl, NO ₂ , SO _n R ⁹ , the aromatic heterocyclic group is selected from pyridyl, pyrimidyl, pyridazinyl, pyrazinyl, triazinyl, thienyl, thiazolyl, thiadiazolyl, oxazolyl, isoxa Azolyl, furyl, pyrrolyl, pyrazolyl, imidazolyl, triazolyl or 1,4-oxathione;

R ⁸ is selected from R ⁶ , R ⁷ , R ¹⁰ , R ¹¹ , R ¹² or R ¹³ ;

R ⁹ is selected from CHR ¹⁴ R ¹⁵ ;

R ¹⁰ is selected from R ¹⁶ substituted with the following groups: R ⁶ or R ⁷ ;

R ¹¹ is selected from R ¹⁶ substituted with the following groups: XR ⁶ or XR ⁷ ;

R ¹² is selected from R ¹⁶ substituted with the following groups: COOR ⁶ , COOR ⁷ , CONR ⁶ R ¹² , CONR ⁷ R ¹⁷ , SO ₂ NR ⁶ R ¹⁷ , SO ₂ NR ⁷ R ¹⁷ , NHSO ₂ R ⁶ or NHSO ₂ ^R7 ;

R ¹³ is selected from:

R ¹⁴ is selected from CN or R ¹⁷ ;

R ¹⁵ is selected from CN, COOR ¹⁷ , CONR ¹⁷ R ¹⁸ , CH ² CH ₂ OCH ₃ , non-aromatic heterocyclic group or C ₁ -C ₄ alkyl substituted by the following groups: CN, COOR ¹⁷ , CONR ¹⁷ R ¹⁸ , NR ¹⁷ R ¹⁸ , R ¹⁹ , OCH ₂ CN, OCH ₂ COOR ¹⁶ , OCH ₂ CONR ¹⁷ R ¹⁸ , OCH ₂ CF ₃ , C ₃ -C ₆ cycloalkyloxy, C ₃ -C ₆ cycloalkenyloxy C ₃ -C ₆ non-aromatic heterocycloalkyloxy, C ₃ -C ₆ non-aromatic heterocycloalkenyloxy, C ₃ -C ₆ cycloalkylthio, C ₃ -C ₆ cycloalkenylthio base, C ₃ -C ₆ non-aromatic heterocyclic alkylthio group, C ₃ -C ₆ non-aromatic heterocyclic alkenylthio group; the non-aromatic heterocyclic group is selected from tetrahydrofuran, tetrahydrothiophene, tetrahydropyrrole, Tetrahydrothiazole, tetrahydropyrazole, tetrahydroimidazole, tetrahydrotriazole, hexahydropyridine or hexahydropyran.

R ¹⁶ is selected from C ₁ -C ₄ alkyl;

R ¹⁷ and R ¹⁸ are each independently selected from hydrogen or C ₁ -C ₄ alkyl;

R ¹⁹ is selected from the following groups: P ₁ , P ₂ , P ₃ , P ₅ , P ₇ , P ₈ , P 9 , P 12 , P ₁₃ , _{P 14 ,} P ₁₅ , P ₁₆ , _{P 17 ,} P ₁₉ , _P20 , _P21 , _P22 , _P23 , _P24 , _P25 , _P26 , _P27 or _P28 ;

X is selected from O, S or NR ¹⁷ ;

n is an integer of 0-2. the

The further preferred compound of the present invention is: in general formula (I)

R ¹ is selected from R ⁶ or R ⁷ ;

R ² is selected from R ⁸ or R ⁹ ;

R ³ , R ⁴ , R ⁵ are each independently selected from CN, halogen or R ¹⁷ ;

R ⁶ is selected from unsubstituted or substituted phenyl, and the substituent is selected from 1-5 of the following groups: halogen, C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl;

R ⁷ is selected from unsubstituted or substituted aromatic heterocyclic groups, and the substituents are selected from 1-3 of the following groups: halogen, C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl, the The aromatic heterocyclic group is selected from pyridyl, pyrimidyl, pyridazinyl, pyrazinyl, triazinyl, thienyl, thiazolyl, thiadiazolyl, oxazolyl, isoxazolyl, furyl, pyrrolyl , pyrazolyl, imidazolyl, triazolyl or 1,4-oxathione;

R ⁸ is selected from R ⁶ , R ⁷ , R ¹⁰ , R ¹¹ , R ¹² or R ¹³ ;

R ⁹ is selected from CHR ¹⁴ R ¹⁵ ;

R ¹⁰ is selected from R ¹⁶ substituted with the following groups: R ⁶ or R ⁷ ;

R ¹¹ is selected from R ¹⁶ substituted with the following groups: XR ⁶ or XR ⁷ ;

R ¹² is selected from R ¹⁶ substituted with the following groups: COOR ⁶ , COOR ⁷ , CONR ⁶ R ¹² , CONR ⁷ R ¹⁷ , SO ₂ NR ⁶ R ¹⁷ , SO ₂ NR ⁷ R ¹⁷ , NHSO ₂ R ⁶ or NHSO ₂ ^R7 ;

R ¹³ is selected from:

R ¹⁴ is selected from CN or R ¹⁷ ;

R ¹⁵ is selected from CN, COOR ¹⁷ , CONR ¹⁷ R ¹⁸ , CH ₂ CH ₂ OCH ₃ , non-aromatic heterocyclic group, or C ₁ -C ₄ alkyl substituted by the following groups: CN, COOR ¹⁷ , CONR ¹⁷ R ¹⁸ , NR ¹⁷ R ^{18 ,} R ¹⁹ , OCH ₂ CN, OCH ₂ COOR ¹⁶ , OCH ₂ CONR 17 R ¹⁸ , OCH ₂ CF ₃ , C ₃ -C ₆ cycloalkyloxy, C ₃ -C ₆ cycloalkenyl Oxygen, C ₃ -C ₆ non-aromatic heterocycloalkyloxy, C ₃ -C ₆ non-aromatic heterocycloalkenyloxy. The non-aromatic heterocycle is selected from tetrahydrofuran, tetrahydrothiophene, tetrahydropyrrole, tetrahydrothiazole, tetrahydropyrazole, tetrahydroimidazole, tetrahydrotriazole, hexahydropyridine or hexahydropyran

R ¹⁶ is selected from C ₁ -C ₄ alkyl;

R ¹⁷ and R ¹⁸ are each independently selected from hydrogen or C ₁ -C ₄ alkyl;

R ¹⁹ is selected from the following groups: P ₁ , P ₂ , P ₃ , P ₅ , P ₇ , P ₈ , P ₁₂ , P ₁₄ , P 17 , P ₁₉ , P ₂₀ , P ₂₁ , P ₂₂ , _{P 23 , P24} , _P25 , _P26 , _P27 or _P28 ;

X is selected from O, S or NR ¹⁷ ;

n is an integer of 0-2. the

The further preferred compound of the present invention is: in general formula (I)

R ¹ is selected from R ⁶ ;

R ² is selected from R ⁸ or R ⁹ ;

R ³ , R ⁴ , R ⁵ are each independently selected from CN, halogen or R ¹⁷ ;

R ⁶ is selected from unsubstituted or substituted phenyl, and the substituent is selected from 1-5 of the following groups: halogen, C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl;

R ⁷ is selected from unsubstituted or substituted aromatic heterocyclic groups, and the substituents are selected from 1-3 of the following groups: halogen, C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl, the The aromatic heterocyclic group is selected from pyridyl, pyrimidyl, pyridazinyl, pyrazinyl, triazinyl, thienyl, thiazolyl, thiadiazolyl, oxazolyl, isoxazolyl, furyl, pyrrolyl , pyrazolyl, imidazolyl, triazolyl or 1,4-oxathione;

R ⁸ is selected from R ⁶ , R ⁷ , R ¹⁰ , R ¹¹ , R ¹² or R ¹³ ;

R ⁹ is selected from CHR ¹⁴ R ¹⁵ ;

R ¹⁰ is selected from R ¹⁶ substituted with the following groups: R ⁶ or R ⁷ ;

R ¹¹ is selected from R ¹⁶ substituted with the following groups: XR ⁶ or XR ⁷ ;

R ¹² is selected from R ¹⁶ substituted with the following groups: COOR ⁶ , COOR ⁷ , CONR ⁶ R ¹² , CONR ⁷ R ¹⁷ , SO ₂ NR ⁶ R ¹⁷ , SO ₂ NR ⁷ R ¹⁷ , NHSO ₂ R ⁶ or NHSO ₂ ^R7 ;

R ¹³ is selected from:

R ¹⁴ is selected from CN or R ¹⁷ ;

R ¹⁵ is selected from CN, CH ₂ CH ₂ OCH ₃ , non-aromatic heterocyclic group or C ₁ -C ₄ alkyl substituted by the following groups: CN, NR ¹⁷ R ¹⁸ , OCH ₂ CN, OCH ₂ CF ₃ , C ₃ -C ₆ cycloalkyloxy, C ₃ -C ₆ cycloalkenyloxy, C ₃ -C ₆ non-aromatic heterocycloalkyloxy, C ₃ -C ₆ non-aromatic heterocycloalkenyloxy; all The non-aromatic heterocyclic group is selected from tetrahydrofuran, tetrahydrothiophene, tetrahydropyrrole, tetrahydrothiazole, tetrahydropyrazole, tetrahydroimidazole, tetrahydrotriazole, hexahydropyridine or hexahydropyran;

R ¹⁶ is selected from C ₁ -C ₄ alkyl;

R ¹⁷ and R ¹⁸ are each independently selected from hydrogen or C ₁ -C ₄ alkyl;

X is selected from O. the

The substituting group described in the compound of general formula (I) of the present invention has the following meanings:

Halogen represents fluorine, chlorine, bromine or iodine. the

The term "halo" appearing before a group indicates that the group is partially or fully halogenated, that is, substituted by F, Cl, Br or I, preferably F or Cl, in any combination. the

Alkyl groups and moieties thereof (unless otherwise stated) may be straight or branched. the

The expression "C ₁ -C ₆ alkyl" is understood to mean a straight-chain or branched hydrocarbon group having 1 to 6 carbon atoms, such as, for example, methyl, ethyl, propyl, isopropyl, 1-butyl , 2-butyl, 2-methylpropyl or tert-butyl.

Alkyl groups and alkyl groups in composite groups, unless otherwise specified, preferably have 1 to 4 carbon atoms. the

"C ₁ -C ₆ haloalkyl" means an alkyl group described in the expression "C ₁ -C ₆ alkyl", wherein one or more hydrogen atoms are replaced by the same number of the same or different halogen atoms, such as a haloalkane radical, perhaloalkyl, _CF3 , _CHF2 , _CH2F , _CHFCH3 , _CF3CF2 , _{CHF2CF2 , CH2FCHCl} , _{CH2Cl , CCl3} , _CHCl2 or _{CH2CH2Cl .}

"C ₁ -C ₆ alkoxy" means that the carbon chain in the alkoxy group has a carbon chain in the expression "C ₁ -C ₆ alkyl" means a straight or branched chain hydrocarbon group with 1 to 6 carbon atoms, such as methyl radical, ethyl, propyl, isopropyl, 1-butyl, 2-butyl, 2-methylpropyl or tert-butyl.

"C ₂ -C ₆ alkenyl" means a straight or branched acyclic carbon chain having the number of carbon atoms corresponding to the stated range and the carbon chain contains at least one arbitrary position that can be positioned at the respective unsaturated group double bond. Thus "C ₂ -C ₁₂ alkenyl" represents for example vinyl, allyl, 2-methyl-2-propenyl, 2-butenyl, pentenyl, 2-methylpentenyl or hexenyl wait.

"C ₂ -C ₆ alkynyl" means a straight or branched acyclic carbon chain with the number of carbon atoms corresponding to the stated range and the carbon chain contains a carbon chain that can be positioned at any position of the respective unsaturated group Three keys. "C ₂ -C ₆ alkynyl" thus represents, for example, propargyl, 1-methyl-2-propynyl, 2-butynyl or 3-butynyl and the like.

Cycloalkyl preferably has 3 to 7 carbon atoms in the ring and is optionally substituted by halogen or alkyl. the

The compound of general formula (I) of the present invention can be prepared by referring to the methods provided in patents such as US200320808 and JP2003286265. the

The compounds of general formula (I) of the present invention include, but are not limited to, compounds in Compound Lists 1 and 2 below. the

Compound List 1 (wherein R ² is R ⁸ )

serial number R ¹ R ⁸ R ³ R ⁴ R ⁵ I-1 4-Chlorophenyl Ph h h ^But I-2 2-Trifluoromethylphenyl Ph h h ^But I-3 3-(4-trifluoromethylpyridyl) Ph h h ^But I-4 5-(1-methyl-3-ethylpyrazolyl) Ph h h ^But I-5 4-Chlorophenyl Q ₁ h h ^But I-6 2-Trifluoromethylphenyl Q ₁ h h ^But I-7 3-(4-trifluoromethylpyridyl) Q ₁ h h ^But I-8 5-(1-methyl-3-ethylpyrazolyl) Q ₁ h h ^But I-9 4-Chlorophenyl Q ₂ h h ^But

[0129] I-10 2-Trifluoromethylphenyl Q ₂ h h ^But I-11 3-(4-trifluoromethylpyridyl) Q ₂ h h ^But I-12 5-(1-methyl-3-ethylpyrazolyl) Q ₂ h h ^But I-13 4-Chlorophenyl Q ₃ h h ^But I-14 2-Trifluoromethylphenyl Q ₃ h h ^But I-15 3-(4-trifluoromethylpyridyl) Q ₃ h h ^But I-16 5-(1-methyl-3-ethylpyrazolyl) Q ₃ h h ^But I-17 4-Chlorophenyl Q ₄ h h ^But I-18 2-Trifluoromethylphenyl Q ₄ h h ^But I-19 3-(4-trifluoromethylpyridyl) Q ₄ h h ^But I-20 5-(1-methyl-3-ethylpyrazolyl) Q ₄ h h ^But I-21 2-Trifluoromethylphenyl Q ₅ h h ^But I-22 2-Trifluoromethylphenyl Q ₆ h h ^But I-23 2,6-Difluorophenyl _{CH2CH2Ph _} h h ^But I-24 4-Chlorophenyl _{CH2CH2Ph _} h h ^But I-25 2-Trifluoromethylphenyl _{CH2CH2Ph _} h h ^But I-26 1-(4-Chlorophenyl)-isobutyl _{CH2CH2Ph _} h h ^But I-27 3-(4-trifluoromethylpyridyl) _{CH2CH2Ph _} h h ^But I-28 3-(6-chloropyridyl) _{CH2CH2Ph _} h h ^But I-29 2-(6-(3-trifluoromethylphenyl)pyridyl) _{CH2CH2Ph _} h h ^But I-30 5-(4-trifluoromethylpyrimidinyl) _{CH2CH2Ph _} h h ^But I-31 4-(2-chlorothiazolyl) _{CH2CH2Ph _} h h ^But I-32 5-(4-Trifluoromethylthiazolyl) _{CH2CH2Ph _} h h ^But I-33 5-(2-methyl-4-trifluoromethylthiazolyl) _{CH2CH2Ph _} h h ^But I-34 5-(2-Chloro-4-trifluoromethylthiazolyl) _{CH2CH2Ph _} h h ^But I-35 5-(1-Methyl-3-trifluoromethylpyrazolyl) _{CH2CH2Ph _} h h ^But I-36 5-(1-methyl-3-ethylpyrazolyl) _{CH2CH2Ph _} h h ^But I-37 5-(1-(2-(3-chloropyridyl))-3-chloropyrazolyl) _{CH2CH2Ph _} h h ^But I-38 5-(1-(2-(3-chloropyridyl))-3-bromopyrazolyl) _{CH2CH2Ph _} h h ^But I-39 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanyl _{CH2CH2Ph _} h h ^But I-40 5-(4-trifluoromethyl-1,2,3thiadiazole) _{CH2CH2Ph _} h h ^But I-41 3-(5,6-dihydro-2-trifluoromethyl-1,4-oxathianyl) _{CH2CH2Ph _} h h ^But I-42 2-Trifluoromethylphenyl Q ₇ h h ^But I-43 2-Trifluoromethylphenyl Q ₈ h h ^But I-44 2-Trifluoromethylphenyl Q ₉ h h ^But I-45 2,6-Difluorophenyl (CH ₂ ) ₃ Ph h h ^But I-46 4-Chlorophenyl (CH ₂ ) ₃ Ph h h ^But I-47 2-Trifluoromethylphenyl (CH ₂ ) ₃ Ph h h ^But I-48 1-(4-Chlorophenyl)-isobutyl (CH ₂ ) ₃ Ph h h ^But I-49 3-(4-trifluoromethylpyridyl) (CH ₂ ) ₃ Ph h h ^But I-50 3-(6-chloropyridyl) (CH ₂ ) ₃ Ph h h ^But I-51 2-(6-(3-trifluoromethylphenyl)pyridyl) (CH ₂ ) ₃ Ph h h ^But I-52 5-(4-trifluoromethylpyrimidinyl) (CH ₂ ) ₃ Ph h h ^But

[0130] I-53 4-(2-chlorothiazolyl) (CH ₂ ) ₃ Ph h h ^But I-54 5-(4-Trifluoromethylthiazolyl) (CH ₂ ) ₃ Ph h h ^But I-55 5-(2-methyl-4-trifluoromethylthiazolyl) (CH ₂ ) ₃ Ph h h ^But I-56 5-(2-Chloro-4-trifluoromethylthiazolyl) (CH ₂ ) ₃ Ph h h ^But I-57 5-(1-Methyl-3-trifluoromethylpyrazolyl) (CH ₂ ) ₃ Ph h h ^But I-58 5-(1-methyl-3-ethylpyrazolyl) (CH ₂ ) ₃ Ph h h ^But I-59 5-(1-(2-(3-chloropyridyl))-3-chloropyrazolyl) (CH ₂ ) ₃ Ph h h ^But I-60 5-(1-(2-(3-chloropyridyl))-3-bromopyrazolyl) (CH ₂ ) ₃ Ph h h ^But I-61 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanyl (CH ₂ ) ₃ Ph h h ^But I-62 5-(4-trifluoromethyl-1,2,3thiadiazole) (CH ₂ ) ₃ Ph h h ^But I-63 3-(5,6-dihydro-2-trifluoromethyl-1,4-oxathianyl) (CH ₂ ) ₃ Ph h h ^But I-64 4-Chlorophenyl (CH ₂ ) ₄ Ph h h ^But I-65 2-Trifluoromethylphenyl (CH ₂ ) ₄ Ph h h ^But I-66 3-(4-trifluoromethylpyridyl) (CH ₂ ) ₄ Ph h h ^But I-67 5-(1-methyl-3-ethylpyrazolyl) (CH ₂ ) ₄ Ph h h ^But I-68 2-Trifluoromethylphenyl Q ₁₀ h h ^But I-69 2-Trifluoromethylphenyl Q ₁₁ h h ^But I-70 2-Trifluoromethylphenyl Q ₁₂ h h ^But I-71 4-Chlorophenyl Q ₁₃ h h ^But I-72 2-Trifluoromethylphenyl Q ₁₃ h h ^But I-73 3-(4-trifluoromethylpyridyl) Q ₁₃ h h ^But I-74 5-(1-methyl-3-ethylpyrazolyl) Q ₁₃ h h ^But I-75 2,6-Difluorophenyl Q ₁₄ h h ^But I-76 4-Chlorophenyl Q ₁₄ h h ^But I-77 2-Trifluoromethylphenyl Q ₁₄ h h ^But I-78 1-(4-Chlorophenyl)-isobutyl Q ₁₄ h h ^But I-79 3-(4-trifluoromethylpyridyl) Q ₁₄ h h ^But I-80 3-(6-chloropyridyl) Q ₁₄ h h ^But I-81 2-(6-(3-trifluoromethylphenyl)pyridyl) Q ₁₄ h h ^But I-82 5-(4-trifluoromethylpyrimidinyl) Q ₁₄ h h ^But I-83 4-(2-chlorothiazolyl) Q ₁₄ h h ^But I-84 5-(4-Trifluoromethylthiazolyl) Q ₁₄ h h ^But I-85 5-(2-methyl-4-trifluoromethylthiazolyl) Q ₁₄ h h ^But I-86 5-(2-Chloro-4-trifluoromethylthiazolyl) Q ₁₄ h h ^But I-87 5-(1-Methyl-3-trifluoromethylpyrazolyl) Q ₁₄ h h ^But I-88 5-(1-methyl-3-ethylpyrazolyl) Q ₁₄ h h ^But I-89 5-(1-(2-(3-chloropyridyl))-3-chloropyrazolyl) Q ₁₄ h h ^But I-90 5-(1-(2-(3-chloropyridyl))-3-bromopyrazolyl) Q ₁₄ h h ^But I-91 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanyl Q ₁₄ h h ^But I-92 5-(4-trifluoromethyl-1,2,3thiadiazole) Q ₁₄ h h ^But I-93 3-(5,6-dihydro-2-trifluoromethyl-1,4-oxathianyl) Q ₁₄ h h ^But I-94 4-Chlorophenyl Q ₁₅ h h ^But I-95 2-Trifluoromethylphenyl Q ₁₅ h h ^But

[0131] I-96 3-(4-trifluoromethylpyridyl) Q ₁₅ h h ^But I-97 5-(1-methyl-3-ethylpyrazolyl) Q ₁₅ h h ^But I-98 2,6-Difluorophenyl Q ₁₆ h h ^But I-99 4-Chlorophenyl Q ₁₆ h h ^But I-100 2-Trifluoromethylphenyl Q ₁₆ h h ^But I-101 1-(4-Chlorophenyl)-isobutyl Q ₁₆ h h ^But I-102 3-(4-trifluoromethylpyridyl) Q ₁₆ h h ^But I-103 3-(6-chloropyridyl) Q ₁₆ h h ^But I-104 2-(6-(3-trifluoromethylphenyl)pyridyl) Q ₁₆ h h ^But I-105 5-(4-trifluoromethylpyrimidinyl) Q ₁₆ h h ^But I-106 4-(2-chlorothiazolyl) Q ₁₆ h h ^But I-107 5-(4-Trifluoromethylthiazolyl) Q ₁₆ h h ^But I-108 5-(2-methyl-4-trifluoromethylthiazolyl) Q ₁₆ h h ^But I-109 5-(2-Chloro-4-trifluoromethylthiazolyl) Q ₁₆ h h ^But I-110 5-(1-Methyl-3-trifluoromethylpyrazolyl) Q ₁₆ h h ^But I-111 5-(1-methyl-3-ethylpyrazolyl) Q ₁₆ h h ^But I-112 5-(1-(2-(3-chloropyridyl))-3-chloropyrazolyl) Q ₁₆ h h ^But I-113 5-(1-(2-(3-chloropyridyl))-3-bromopyrazolyl) Q ₁₆ h h ^But I-114 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanyl Q ₁₆ h h ^But I-115 5-(4-trifluoromethyl-1,2,3thiadiazole) Q ₁₆ h h ^But I-116 3-(5,6-dihydro-2-trifluoromethyl-1,4-oxathianyl) Q ₁₆ h h ^But I-117 2,6-Difluorophenyl Q ₁₇ h h ^But I-118 4-Chlorophenyl Q ₁₇ h h ^But I-119 2-Trifluoromethylphenyl Q ₁₇ h h ^But I-120 1-(4-Chlorophenyl)-isobutyl Q ₁₇ h h ^But I-121 3-(4-trifluoromethylpyridyl) Q ₁₇ h h ^But I-122 3-(6-chloropyridyl) Q ₁₇ h h ^But I-123 2-(6-(3-trifluoromethylphenyl)pyridyl) Q ₁₇ h h ^But I-124 5-(4-trifluoromethylpyrimidinyl) Q ₁₇ h h ^But I-125 4-(2-chlorothiazolyl) Q ₁₇ h h ^But I-126 5-(4-Trifluoromethylthiazolyl) Q ₁₇ h h ^But I-127 5-(2-methyl-4-trifluoromethylthiazolyl) Q ₁₇ h h ^But I-128 5-(2-Chloro-4-trifluoromethylthiazolyl) Q ₁₇ h h ^But I-129 5-(1-Methyl-3-trifluoromethylpyrazolyl) Q ₁₇ h h ^But I-130 5-(1-methyl-3-ethylpyrazolyl) Q ₁₇ h h ^But I-131 5-(1-(2-(3-chloropyridyl))-3-chloropyrazolyl) Q ₁₇ h h ^But I-132 5-(1-(2-(3-chloropyridyl))-3-bromopyrazolyl) Q ₁₇ h h ^But I-133 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanyl Q ₁₇ h h ^But I-134 5-(4-trifluoromethyl-1,2,3thiadiazole) Q ₁₇ h h ^But I-135 3-(5,6-Dihydro-2-trifluoromethyl-1,4-oxathianyl) Q ₁₇ h h ^But I-136 2,6-Difluorophenyl Q ₁₈ h h ^But I-137 4-Chlorophenyl Q ₁₈ h h ^But I-138 2-Trifluoromethylphenyl Q ₁₈ h h ^But

[0132] I-139 1-(4-Chlorophenyl)-isobutyl Q ₁₈ h h ^But I-140 3-(4-trifluoromethylpyridyl) Q ₁₈ h h ^But I-141 3-(6-chloropyridyl) Q ₁₈ h h ^But I-142 2-(6-(3-trifluoromethylphenyl)pyridyl) Q ₁₈ h h ^But I-143 5-(4-trifluoromethylpyrimidinyl) Q ₁₈ h h ^But I-144 4-(2-chlorothiazolyl) Q ₁₈ h h ^But I-145 5-(4-Trifluoromethylthiazolyl) Q ₁₈ h h ^But I-146 5-(2-methyl-4-trifluoromethylthiazolyl) Q ₁₈ h h ^But I-147 5-(2-Chloro-4-trifluoromethylthiazolyl) Q ₁₈ h h ^But I-148 5-(1-Methyl-3-trifluoromethylpyrazolyl) Q ₁₈ h h ^But I-149 5-(1-methyl-3-ethylpyrazolyl) Q ₁₈ h h ^But I-150 5-(1-(2-(3-chloropyridyl))-3-chloropyrazolyl) Q ₁₈ h h ^But I-151 5-(1-(2-(3-chloropyridyl))-3-bromopyrazolyl) Q ₁₈ h h ^But I-152 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanyl Q ₁₈ h h ^But I-153 5-(4-trifluoromethyl-1,2,3thiadiazole Q ₁₈ h h ^But I-154 3-(5,6-dihydro-2-trifluoromethyl-1,4-oxathianyl) Q ₁₈ h h ^But I-155 4-Chlorophenyl Q ₁₉ h h ^But I-156 2-Trifluoromethylphenyl Q ₁₉ h h ^But I-157 3-(4-trifluoromethylpyridyl) Q ₁₉ h h ^But I-158 5-(1-methyl-3-ethylpyrazolyl) Q ₁₉ h h ^But I-159 4-Chlorophenyl Q ₂₀ h h ^But I-160 2-Trifluoromethylphenyl Q ₂₀ h h ^But I-161 3-(4-trifluoromethylpyridyl) Q ₂₀ h h ^But I-162 5-(1-methyl-3-ethylpyrazolyl) Q ₂₀ h h ^But I-163 4-Chlorophenyl Q ₂₁ h h ^But I-164 2-Trifluoromethylphenyl Q ₂₁ h h ^But I-165 3-(4-trifluoromethylpyridyl) Q ₂₁ h h ^But I-166 5-(1-methyl-3-ethylpyrazolyl) Q ₂₁ h h ^But I-167 2,6-Difluorophenyl Q ₂₂ h h ^But I-168 4-Chlorophenyl Q ₂₂ h h ^But I-169 2-Trifluoromethylphenyl Q ₂₂ h h ^But I-170 1-(4-Chlorophenyl)-isobutyl Q ₂₂ h h ^But I-171 3-(4-trifluoromethylpyridyl) Q ₂₃ h h ^But I-172 3-(6-chloropyridyl) Q ₂₃ h h ^But I-173 2-(6-(3-trifluoromethylphenyl)pyridyl) Q ₂₃ h h ^But I-174 5-(4-trifluoromethylpyrimidinyl) Q ₂₃ h h ^But I-175 4-(2-chlorothiazolyl) Q ₂₃ h h ^But I-176 5-(4-Trifluoromethylthiazolyl) Q ₂₃ h h ^But I-177 5-(2-methyl-4-trifluoromethylthiazolyl) Q ₂₃ h h ^But I-178 5-(2-Chloro-4-trifluoromethylthiazolyl) Q ₂₃ h h ^But I-179 5-(1-Methyl-3-trifluoromethylpyrazolyl) Q ₂₃ h h ^But I-180 5-(1-methyl-3-ethylpyrazolyl) Q ₂₃ h h ^But I-181 5-(1-(2-(3-chloropyridyl))-3-chloropyrazolyl) Q ₂₃ h h ^But

[0133] I-182 5-(1-(2-(3-chloropyridyl))-3-bromopyrazolyl) Q ₂₃ h h ^But I-183 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanyl Q ₂₃ h h ^But I-184 5-(4-trifluoromethyl-1,2,3thiadiazole) Q ₂₃ h h ^But I-185 3-(5,6-Dihydro-2-trifluoromethyl-1,4-oxathianyl) Q ₂₃ h h ^But I-186 4-Chlorophenyl Q ₂₄ h h ^But I-187 2-Trifluoromethylphenyl Q ₂₄ h h ^But I-188 3-(4-trifluoromethylpyridyl) Q ₂₄ h h ^But I-189 5-(1-methyl-3-ethylpyrazolyl) Q ₂₄ h h ^But I-190 4-Chlorophenyl Q ₂₅ h h ^But I-191 2-Trifluoromethylphenyl Q ₂₅ h h ^But I-192 3-(4-trifluoromethylpyridyl) Q ₂₅ h h ^But I-193 5-(1-methyl-3-ethylpyrazolyl) Q ₂₅ h h ^But I-194 4-Chlorophenyl Q ₂₆ h h ^But I-195 2-Trifluoromethylphenyl Q ₂₆ h h ^But I-196 3-(4-trifluoromethylpyridyl) Q ₂₆ h h ^But I-197 5-(1-methyl-3-ethylpyrazolyl) Q ₂₆ h h ^But I-198 2,6-Difluorophenyl _{CH2CH2OPh _} h h ^But I-199 4-Chlorophenyl _{CH2CH2OPh _} h h ^But I-200 2-Trifluoromethylphenyl _{CH2CH2OPh _} h h ^But I-201 1-(4-Chlorophenyl)-isobutyl _{CH2CH2OPh _} h h ^But I-202 3-(4-trifluoromethylpyridyl) _{CH2CH2OPh _} h h ^But I-203 3-(6-chloropyridyl) _{CH2CH2OPh _} h h ^But I-204 2-(6-(3-trifluoromethylphenyl)pyridyl) _{CH2CH2OPh _} h h ^But I-205 5-(4-trifluoromethylpyrimidinyl) _{CH2CH2OPh _} h h ^But I-206 4-(2-chlorothiazolyl) _{CH2CH2OPh _} h h ^But I-207 5-(4-Trifluoromethylthiazolyl) _{CH2CH2OPh _} h h ^But I-208 5-(2-methyl-4-trifluoromethylthiazolyl) _{CH2CH2OPh _} h h ^But I-209 5-(2-Chloro-4-trifluoromethylthiazolyl) _{CH2CH2OPh _} h h ^But I-210 5-(1-Methyl-3-trifluoromethylpyrazolyl) _{CH2CH2OPh _} h h ^But I-211 5-(1-methyl-3-ethylpyrazolyl) _{CH2CH2OPh _} h h ^But I-212 5-(1-(2-(3-chloropyridyl))-3-chloropyrazolyl) _{CH2CH2OPh _} h h ^But I-213 5-(1-(2-(3-chloropyridyl))-3-bromopyrazolyl) _{CH2CH2OPh _} h h ^But I-214 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanyl _{CH2CH2OPh _} h h ^But I-215 5-(4-trifluoromethyl-1,2,3thiadiazole _{CH2CH2OPh _} h h ^But I-216 3-(5,6-dihydro-2-trifluoromethyl-1,4-oxathianyl) _{CH2CH2OPh _} h h ^But I-217 2-Trifluoromethylphenyl Q ₂₇ h h ^But I-218 2-Trifluoromethylphenyl Q ₂₈ h h ^But I-219 2-Trifluoromethylphenyl Q ₂₉ h h ^But I-220 2-Trifluoromethylphenyl Q ₃₀ h h ^But I-221 2-Trifluoromethylphenyl Q ₃₁ h h ^But I-222 2-Trifluoromethylphenyl Q ₃₂ h h ^But I-223 2-Trifluoromethylphenyl Q ₃₃ h h ^But I-224 2-Trifluoromethylphenyl Q ₃₄ h h ^But

[0134] I-225 2-Trifluoromethylphenyl Q ₃₅ h h ^But I-226 2-Trifluoromethylphenyl Q ₃₆ h h ^But I-227 2-Trifluoromethylphenyl Q ₃₇ h h ^But I-228 2-Trifluoromethylphenyl Q ₃₈ h h ^But I-229 2-Trifluoromethylphenyl Q ₃₉ h h ^But I-230 2-Trifluoromethylphenyl Q ₄₀ h h ^But I-231 2-Trifluoromethylphenyl Q ₄₁ h h ^But I-232 2-Trifluoromethylphenyl Q ₄₂ h h ^But I-233 4-Chlorophenyl (CH ₂ ) ₃ OPh h h ^But I-234 2-Trifluoromethylphenyl (CH ₂ ) ₃ OPh h h ^But I-235 3-(4-trifluoromethylpyridyl) (CH ₂ ) ₃ OPh h h ^But I-236 5-(1-methyl-3-ethylpyrazolyl) (CH ₂ ) ₃ OPh h h ^But I-237 2-Trifluoromethylphenyl Q ₄₃ h h ^But I-238 2-Trifluoromethylphenyl Q ₄₄ h h ^But I-239 2-Trifluoromethylphenyl Q ₄₅ h h ^But I-240 2-Trifluoromethylphenyl Q ₄₆ h h ^But I-241 2,6-Difluorophenyl Q ₄₇ h h ^But I-242 4-Chlorophenyl Q ₄₇ h h ^But I-243 2-Trifluoromethylphenyl Q ₄₇ h h ^But I-244 1-(4-Chlorophenyl)-isobutyl Q ₄₇ h h ^But I-245 3-(4-trifluoromethylpyridyl) Q ₄₇ h h ^But I-246 3-(6-chloropyridyl) Q ₄₇ h h ^But I-247 2-(6-(3-trifluoromethylphenyl)pyridyl) Q ₄₇ h h ^But I-248 5-(4-trifluoromethylpyrimidinyl) Q ₄₇ h h ^But I-249 4-(2-chlorothiazolyl) Q ₄₇ h h ^But I-250 5-(4-Trifluoromethylthiazolyl) Q ₄₇ h h ^But I-251 5-(2-methyl-4-trifluoromethylthiazolyl) Q ₄₇ h h ^But I-252 5-(2-Chloro-4-trifluoromethylthiazolyl) Q ₄₇ h h ^But I-253 5-(1-Methyl-3-trifluoromethylpyrazolyl) Q ₄₇ h h ^But I-254 5-(1-methyl-3-ethylpyrazolyl) Q ₄₇ h h ^But I-255 5-(1-(2-(3-chloropyridyl))-3-chloropyrazolyl) Q ₄₇ h h ^But I-256 5-(1-(2-(3-chloropyridyl))-3-bromopyrazolyl) Q ₄₇ h h ^But I-257 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanyl Q ₄₇ h h ^But I-258 5-(4-trifluoromethyl-1,2,3thiadiazole) Q ₄₇ h h ^But I-259 3-(5,6-dihydro-2-trifluoromethyl-1,4-oxathianyl) Q ₄₇ h h ^But I-260 4-Chlorophenyl Q ₄₈ h h ^But I-261 2-Trifluoromethylphenyl Q ₄₈ h h ^But I-262 3-(4-trifluoromethylpyridyl) Q ₄₈ h h ^But I-263 5-(1-methyl-3-ethylpyrazolyl) Q ₄₈ h h ^But I-264 2,6-Difluorophenyl Q ₄₉ h h ^But I-265 4-Chlorophenyl Q ₄₉ h h ^But I-266 2-Trifluoromethylphenyl Q ₄₉ h h ^But I-267 1-(4-Chlorophenyl)-isobutyl Q ₄₉ h h ^But

[0135] I-268 3-(4-trifluoromethylpyridyl) Q ₄₉ h h ^But I-269 3-(6-chloropyridyl) Q ₄₉ h h ^But I-270 2-(6-(3-trifluoromethylphenyl)pyridyl) Q ₄₉ h h ^But I-271 5-(4-trifluoromethylpyrimidinyl) Q ₄₉ h h ^But I-272 4-(2-chlorothiazolyl) Q ₄₉ h h ^But I-273 5-(4-Trifluoromethylthiazolyl) Q ₄₉ h h ^But I-274 5-(2-methyl-4-trifluoromethylthiazolyl) Q ₄₉ h h ^But I-275 5-(2-Chloro-4-trifluoromethylthiazolyl) Q ₄₉ h h ^But I-276 5-(1-Methyl-3-trifluoromethylpyrazolyl) Q ₄₉ h h ^But I-277 5-(1-methyl-3-ethylpyrazolyl) Q ₄₉ h h ^But I-278 5-(1-(2-(3-chloropyridyl))-3-chloropyrazolyl) Q ₄₉ h h ^But I-279 5-(1-(2-(3-chloropyridyl))-3-bromopyrazolyl) Q ₄₉ h h ^But I-280 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanyl Q ₄₉ h h ^But I-281 5-(4-trifluoromethyl-1,2,3thiadiazole) Q ₄₉ h h ^But I-282 3-(5,6-Dihydro-2-trifluoromethyl-1,4-oxathianyl) Q ₄₉ h h ^But I-283 4-Chlorophenyl Q ₅₀ h h ^But I-284 2-Trifluoromethylphenyl Q ₅₀ h h ^But I-285 2,6-Difluorophenyl Q ₅₁ h h ^But I-286 4-Chlorophenyl Q ₅₁ h h ^But I-287 2-Trifluoromethylphenyl Q ₅₁ h h ^But I-288 1-(4-Chlorophenyl)-isobutyl Q ₅₁ h h ^But I-289 3-(4-trifluoromethylpyridyl) Q ₅₁ h h ^But I-290 3-(6-chloropyridyl) Q ₅₁ h h ^But I-291 2-(6-(3-trifluoromethylphenyl)pyridyl) Q ₅₁ h h ^But I-292 5-(4-trifluoromethylpyrimidinyl) Q ₅₁ h h ^But I-293 4-(2-chlorothiazolyl) Q ₅₁ h h ^But I-294 5-(4-Trifluoromethylthiazolyl) Q ₅₁ h h ^But I-295 5-(2-methyl-4-trifluoromethylthiazolyl) Q ₅₁ h h ^But I-296 5-(2-Chloro-4-trifluoromethylthiazolyl) Q ₅₁ h h ^But I-297 5-(1-Methyl-3-trifluoromethylpyrazolyl) Q ₅₁ h h ^But I-298 5-(1-methyl-3-ethylpyrazolyl) Q ₅₁ h h ^But I-299 5-(1-(2-(3-chloropyridyl))-3-chloropyrazolyl) Q ₅₁ h h ^But I-300 5-(1-(2-(3-chloropyridyl))-3-bromopyrazolyl) Q ₅₁ h h ^But I-301 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanyl Q ₅₁ h h ^But I-302 5-(4-trifluoromethyl-1,2,3thiadiazole) Q ₅₁ h h ^But I-303 3-(5,6-Dihydro-2-trifluoromethyl-1,4-oxathianyl) Q ₅₁ h h ^But I-304 4-Chlorophenyl Q ₅₂ h h ^But I-305 2-Trifluoromethylphenyl Q ₅₂ h h ^But I-306 3-(4-trifluoromethylpyridyl) Q ₅₂ h h ^But I-307 5-(1-methyl-3-ethylpyrazolyl) Q ₅₂ h h ^But I-308 2,6-Difluorophenyl Q ₅₂ h h ^But I-309 4-Chlorophenyl Q ₅₂ h h ^But I-310 2-Trifluoromethylphenyl Q ₅₂ h h ^But

[0136] I-311 1-(4-Chlorophenyl)-isobutyl Q ₅₂ h h ^But I-312 3-(4-trifluoromethylpyridyl) Q ₅₂ h h ^But I-313 3-(6-chloropyridyl) Q ₅₂ h h ^But I-314 2-(6-(3-trifluoromethylphenyl)pyridyl) Q ₅₂ h h ^But I-315 5-(4-trifluoromethylpyrimidinyl) Q ₅₂ h h ^But I-316 4-(2-chlorothiazolyl) Q ₅₂ h h ^But I-317 5-(4-Trifluoromethylthiazolyl) Q ₅₂ h h ^But I-318 5-(2-Chloro-4-trifluoromethylthiazolyl) Q ₅₂ h h ^But I-319 5-(1-methyl-3-ethylpyrazolyl) Q ₅₂ h h ^But I-320 5-(1-(2-(3-chloropyridyl))-3-chloropyrazolyl) Q ₅₂ h h ^But I-321 5-(1-(2-(3-chloropyridyl))-3-bromopyrazolyl) Q ₅₂ h h ^But I-322 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanyl Q ₅₂ h h ^But I-323 5-(4-trifluoromethyl-1,2,3thiadiazole) Q ₅₂ h h ^But I-324 3-(5,6-Dihydro-2-trifluoromethyl-1,4-oxathianyl) Q ₅₂ h h ^But I-325 4-Chlorophenyl Q ₅₃ h h ^But I-326 2-Trifluoromethylphenyl Q ₅₃ h h ^But I-327 4-Chlorophenyl Q ₅₄ h h ^But I-328 2-Trifluoromethylphenyl Q ₅₄ h h ^But I-329 4-Chlorophenyl Q ₅₅ h h ^But I-330 2-Trifluoromethylphenyl Q ₅₅ h h ^But I-331 4-Chlorophenyl Q ₅₆ h h ^But I-332 2-Trifluoromethylphenyl Q ₅₆ h h ^But I-333 4-Chlorophenyl Q ₅₇ h h ^But I-334 2-Trifluoromethylphenyl Q ₅₇ h h ^But I-335 4-Chlorophenyl Q ₅₈ h h ^But I-336 2-Trifluoromethylphenyl Q ₅₈ h h ^But I-337 4-Chlorophenyl Q ₅₉ h h ^But I-338 2-Trifluoromethylphenyl Q ₅₉ h h ^But I-339 4-Chlorophenyl Q ₆₀ h h ^But I-340 2-Trifluoromethylphenyl Q ₆₀ h h ^But I-341 4-Chlorophenyl Q ₆₁ h h ^But I-342 2-Trifluoromethylphenyl Q ₆₁ h h ^But I-343 2-Trifluoromethylphenyl Q ₆₂ h h ^But I-344 2-Trifluoromethylphenyl Q ₆₃ h h ^But I-345 2-Trifluoromethylphenyl Q ₆₄ h h ^But I-346 2-Trifluoromethylphenyl Q ₆₅ h h ^But I-347 2-Trifluoromethylphenyl Q ₆₆ h h ^But I-348 2-Trifluoromethylphenyl Q ₆₇ h h ^But I-349 2-Trifluoromethylphenyl Q ₆₈ h h ^But I-350 2-Trifluoromethylphenyl Q ₆₉ h h ^But I-351 2-Trifluoromethylphenyl Q ₇₀ h h ^But I-352 2-Trifluoromethylphenyl Q ₇₁ h h ^But I-353 2-Trifluoromethylphenyl Q ₇₂ h h ^But

[0137] I-354 2-Trifluoromethylphenyl Q ₇₃ h h ^But I-355 2-Trifluoromethylphenyl Q ₇₄ h h ^But I-356 2-Trifluoromethylphenyl Q ₇₅ h h ^But I-357 2-Trifluoromethylphenyl Q ₇₆ h h ^But I-358 2-Trifluoromethylphenyl Q ₇₇ h h ^But I-359 2-Trifluoromethylphenyl Q ₇₈ h h ^But I-360 2-Trifluoromethylphenyl Q ₇₉ h h ^But I-361 2-Trifluoromethylphenyl Q ₈₀ h h ^But I-362 2-Trifluoromethylphenyl Q ₈₁ h h ^But I-363 2-Trifluoromethylphenyl Q ₈₂ h h ^But I-364 2-Trifluoromethylphenyl Q ₈₃ h h ^But I-365 2-Trifluoromethylphenyl Q ₈₄ h h ^But I-366 2-Trifluoromethylphenyl Q ₈₅ h h ^But I-367 2-Trifluoromethylphenyl Q ₈₆ h h ^But I-368 2-Trifluoromethylphenyl Q ₈₇ h h ^But I-369 2-Trifluoromethylphenyl _{CH2CH2Ph _} h h Cl I-370 2-Trifluoromethylphenyl _{CH2CH2Ph _} h h _CH3 I-371 2-Trifluoromethylphenyl _{CH2CH2Ph _} h h Ph I-372 2-Trifluoromethylphenyl _{CH2CH2Ph _} Cl h ^But I-373 2-Trifluoromethylphenyl _{CH2CH2OPh _} h h Cl I-374 2-Trifluoromethylphenyl _{CH2CH2OPh _} h h _CH3 I-375 2-Trifluoromethylphenyl _{CH2CH2OPh _} h h Ph I-376 2-Trifluoromethylphenyl _{CH2CH2OPh _} Cl h ^But I-377 2-Trifluoromethylphenyl (CH ₂ CH ₂ ) ₃ Ph Cl h ^But I-378 2-Trifluoromethylphenyl Q ₈₈ h h ^But I-379 2-Trifluoromethylphenyl Q ₈₉ h h ^But I-380 2-Trifluoromethylphenyl Q ₉₀ h h ^But I-381 2-Trifluoromethylphenyl Q ₉₁ h h ^But I-382 2-Trifluoromethylphenyl Q ₉₂ h h ^But I-383 2-Trifluoromethylphenyl Q ₉₃ h h ^But I-384 2-Trifluoromethylphenyl Q ₉₄ h h ^But I-385 2-Trifluoromethylphenyl Q ₉₅ h h ^But I-386 2-Trifluoromethylphenyl Q ₉₆ h h ^But I-387 2-Trifluoromethylphenyl Q ₉₇ h h ^But I-388 2-Trifluoromethylphenyl Q ₉₈ h h ^But I-389 2-Trifluoromethylphenyl Q ₉₉ h h ^But I-390 2-Trifluoromethylphenyl Q ₁₀₀ h h ^But I-391 2-Trifluoromethylphenyl Q ₁₀₁ h h ^But I-392 2-Trifluoromethylphenyl Q ₁₀₂ h h ^But I-393 2-Trifluoromethylphenyl Q ₁₀₃ h h ^But I-394 2-Trifluoromethylphenyl Q ₁₀₄ h h ^But I-395 2-Trifluoromethylphenyl Q ₁₀₅ h h ^But I-396 2-Trifluoromethylphenyl Q ₁₀₆ h h ^But

[0138] I-397 2-Trifluoromethylphenyl Q ₁₀₇ h h ^But I-398 2-Trifluoromethylphenyl Q ₁₀₈ h h ^But I-399 2-Trifluoromethylphenyl Q ₁₀₉ h h ^But I-400 2-Trifluoromethylphenyl Q ₁₁₀ h h ^But I-401 2-Trifluoromethylphenyl Q ₁₁₁ h h ^But I-402 2-Trifluoromethylphenyl Q ₁₁₂ h h Cl I-403 4-Chlorophenyl Q ₁₁₃ h h Cl I-404 4-Chlorophenyl Q ₁₁₄ h h ^But

In the above table: Ph stands for phenyl, ^But stands for tert-butyl, Q ₁ -Q ₁₁₄ represent the following structures, wherein the wavy line indicates that this bond is connected with other parts in the general formula (I).

Compound list 2 (wherein R ² is CHR ¹⁴ R ¹⁵ )

serial number R ¹ R ¹⁵ R ¹⁴ R ³ R ⁵ R ⁴ II-1 2,6-Difluorophenyl (CH ₂ ) ₂ OCH ₃ h h ^But h II-2 4-Chlorophenyl (CH ₂ ) ₂ OCH ₃ h h ^But h

[0147] II-3 2-Trifluoromethylphenyl (CH ₂ ) ₂ OCH ₃ h h ^But h II-4 3-(4-trifluoromethylpyridyl) (CH ₂ ) ₂ OCH ₃ h h ^But h II-5 3-(6-chloropyridyl) (CH ₂ ) ₂ OCH ₃ h h ^But h II-6 5-(4-trifluoromethylpyrimidinyl) (CH ₂ ) ₂ OCH ₃ h h ^But h II-7 4-(2-chlorothiazolyl) (CH ₂ ) ₂ OCH ₃ h h ^But h II-8 5-(4-Trifluoromethylthiazolyl) (CH ₂ ) ₂ OCH ₃ h h ^But h II-9 5-(2-methyl-4-trifluoromethylthiazolyl) (CH ₂ ) ₂ OCH ₃ h h ^But h II-10 5-(2-Chloro-4-trifluoromethylthiazolyl) (CH ₂ ) ₂ OCH ₃ h h ^But h II-11 5-(1-Methyl-3-trifluoromethylpyrazolyl) (CH ₂ ) ₂ OCH ₃ h h ^But h II-12 5-(1-methyl-3-ethylpyrazolyl) (CH ₂ ) ₂ OCH ₃ h h ^But h II-13 5-(1-(2-(3-chloropyridyl))-3-chloropyrazolyl) (CH ₂ ) ₂ OCH ₃ h h ^But h II-14 5-(1-(2-(3-chloropyridyl))-3-bromopyrazolyl) (CH ₂ ) ₂ OCH ₃ h h ^But h II-15 5-(4-trifluoromethyl-1,2,3thiadiazole) (CH ₂ ) ₂ OCH ₃ h h ^But h II-16 3-(5,6-Dihydro-2-trifluoromethyl-1,4-oxathianyl) (CH ₂ ) ₂ OCH ₃ h h ^But h II-17 4-Chlorophenyl CH ₂ OCH ₂ CF ₃ h h ^But h II-18 2-Trifluoromethylphenyl CH ₂ OCH ₂ CF ₃ h h ^But h II-19 3-(4-trifluoromethylpyridyl) CH ₂ OCH ₂ CF ₃ h h ^But h II-20 3-(6-chloropyridyl) CH ₂ OCH ₂ CF ₃ h h ^But h II-21 5-(4-trifluoromethylpyrimidinyl) CH ₂ OCH ₂ CF ₃ h h ^But h II-22 4-(2-chlorothiazolyl) CH ₂ OCH ₂ CF ₃ h h ^But h II-23 5-(4-Trifluoromethylthiazolyl) CH ₂ OCH ₂ CF ₃ h h ^But h II-24 5-(1-methyl-3-ethylpyrazolyl) CH ₂ OCH ₂ CF ₃ h h ^But h II-25 5-(1-(2-(3-chloropyridyl))-3-chloropyrazolyl) CH ₂ OCH ₂ CF ₃ h h ^But h II-26 5-(4-trifluoromethyl-1,2,3thiadiazole) CH ₂ OCH ₂ CF ₃ h h ^But h II-27 3-(5,6-dihydro-2-trifluoromethyl-1,4-oxathianyl) CH ₂ OCH ₂ CF ₃ h h ^But h II-28 4-Chlorophenyl _{CH2OCH2CN _} h h ^But h II-29 2-Trifluoromethylphenyl _{CH2OCH2CN _} h h ^But h II-30 3-(4-trifluoromethylpyridyl) _{CH2OCH2CN _} h h ^But h II-31 3-(6-chloropyridyl) _{CH2OCH2CN _} h h ^But h II-32 5-(4-trifluoromethylpyrimidinyl) _{CH2OCH2CN _} h h ^But h II-33 4-(2-chlorothiazolyl) _{CH2OCH2CN _} h h ^But h II-34 5-(4-Trifluoromethylthiazolyl) _{CH2OCH2CN _} h h ^But h II-35 5-(1-methyl-3-ethylpyrazolyl) _{CH2OCH2CN _} h h ^But h II-36 5-(1-(2-(3-chloropyridyl))-3-chloropyrazolyl) _{CH2OCH2CN _} h h ^But h II-37 5-(4-trifluoromethyl-1,2,3thiadiazole) _{CH2OCH2CN _} h h ^But h II-38 3-(5,6-dihydro-2-trifluoromethyl-1,4-oxathianyl) _{CH2OCH2CN _} h h ^But h II-39 4-Chlorophenyl _{CH2OCH2CO2CH3 _ _ _} h h ^But h II-40 2-Trifluoromethylphenyl _{CH2OCH2CO2CH3 _ _ _} h h ^But h II-41 3-(4-trifluoromethylpyridyl) _{CH2OCH2CO2CH3 _ _ _} h h ^But h II-42 3-(6-chloropyridyl) _{CH2OCH2CO2CH3 _ _ _} h h ^But h II-43 5-(4-trifluoromethylpyrimidinyl) _{CH2OCH2CO2CH3 _ _ _} h h ^But h II-44 4-(2-chlorothiazolyl) _{CH2OCH2CO2CH3 _ _ _} h h ^But h II-45 5-(4-Trifluoromethylthiazolyl) _{CH2OCH2CO2CH3 _ _ _} h h ^But h

[0148] II-46 5-(1-methyl-3-ethylpyrazolyl) _{CH2OCH2CO2CH3 _ _ _} h h ^But h II-47 5-(1-(2-(3-chloropyridyl))-3-chloropyrazolyl) _{CH2OCH2CO2CH3 _ _ _} h h ^But h II-48 5-(4-trifluoromethyl-1,2,3thiadiazole) _{CH2OCH2CO2CH3 _ _ _} h h ^But h II-49 3-(5,6-dihydro-2-trifluoromethyl-1,4-oxathianyl) _{CH2OCH2CO2CH3 _ _ _} h h ^But h II-50 4-Chlorophenyl CH ₂ OCH ₂ CON(CH ₃ ) ₂ h h ^But h II-51 2-Trifluoromethylphenyl CH ₂ OCH ₂ CON(CH ₃ ) ₂ h h ^But h II-52 3-(4-trifluoromethylpyridyl) CH ₂ OCH ₂ CON(CH ₃ ) ₂ h h ^But h II-53 3-(6-chloropyridyl) CH ₂ OCH ₂ CON(CH ₃ ) ₂ h h ^But h II-54 5-(4-trifluoromethylpyrimidinyl) CH ₂ OCH ₂ CON(CH ₃ ) ₂ h h ^But h II-55 4-(2-chlorothiazolyl) CH ₂ OCH ₂ CON(CH ₃ ) ₂ h h ^But h II-56 5-(4-Trifluoromethylthiazolyl) CH ₂ OCH ₂ CON(CH ₃ ) ₂ h h ^But h II-57 5-(1-methyl-3-ethylpyrazolyl) CH ₂ OCH ₂ CON(CH ₃ ) ₂ h h ^But h II-58 5-(1-(2-(3-chloropyridyl))-3-chloropyrazolyl) CH ₂ OCH ₂ CON(CH ₃ ) ₂ h h ^But h II-59 5-(4-trifluoromethyl-1,2,3thiadiazole) CH ₂ OCH ₂ CON(CH ₃ ) ₂ h h ^But h II-60 3-(5,6-Dihydro-2-trifluoromethyl-1,4-oxathianyl) CH ₂ OCH ₂ CON(CH ₃ ) ₂ h h ^But h II-61 4-Chlorophenyl CH ₂ OCH ₂ CONHCH ₃ h h ^But h II-62 2-Trifluoromethylphenyl CH ₂ OCH ₂ CONHCH ₃ h h ^But h II-63 3-(4-trifluoromethylpyridyl) CH ₂ OCH ₂ CONHCH ₃ h h ^But h II-64 3-(6-chloropyridyl) CH ₂ OCH ₂ CONHCH ₃ h h ^But h II-65 5-(4-trifluoromethylpyrimidinyl) CH ₂ OCH ₂ CONHCH ₃ h h ^But h II-66 4-(2-chlorothiazolyl) CH ₂ OCH ₂ CONHCH ₃ h h ^But h II-67 5-(4-Trifluoromethylthiazolyl) CH ₂ OCH ₂ CONHCH ₃ h h ^But h II-68 5-(1-methyl-3-ethylpyrazolyl) CH ₂ OCH ₂ CONHCH ₃ h h ^But h II-69 5-(1-(2-(3-chloropyridyl))-3-chloropyrazolyl) CH ₂ OCH ₂ CONHCH ₃ h h ^But h II-70 5-(4-trifluoromethyl-1,2,3thiadiazole) CH ₂ OCH ₂ CONHCH ₃ h h ^But h II-71 3-(5,6-Dihydro-2-trifluoromethyl-1,4-oxathianyl) CH ₂ OCH ₂ CONHCH ₃ h h ^But h II-72 4-Chlorophenyl CON(CH ₃ ) ₂ h h ^But h II-73 2-Trifluoromethylphenyl CON(CH ₃ ) ₂ h h ^But h II-74 3-(4-trifluoromethylpyridyl) CON(CH ₃ ) ₂ h h ^But h II-75 3-(6-chloropyridyl) CON(CH ₃ ) ₂ h h ^But h II-76 5-(4-trifluoromethylpyrimidinyl) CON(CH ₃ ) ₂ h h ^But h II-77 4-(2-chlorothiazolyl) CON(CH ₃ ) ₂ h h ^But h II-78 5-(4-Trifluoromethylthiazolyl) CON(CH ₃ ) ₂ h h ^But h II-79 5-(1-methyl-3-ethylpyrazolyl) CON(CH ₃ ) ₂ h h ^But h II-80 5-(1-(2-(3-chloropyridyl))-3-chloropyrazolyl) CON(CH ₃ ) ₂ h h ^But h II-81 5-(4-trifluoromethyl-1,2,3thiadiazole) CON(CH ₃ ) ₂ h h ^But h II-82 3-(5,6-Dihydro-2-trifluoromethyl-1,4-oxathianyl) CON(CH ₃ ) ₂ h h ^But h II-83 4-Chlorophenyl CONHCH ₃ h h ^But h II-84 2-Trifluoromethylphenyl CONHCH ₃ h h ^But h II-85 3-(4-trifluoromethylpyridyl) CONHCH ₃ h h ^But h II-86 3-(6-chloropyridyl) CONHCH ₃ h h ^But h II-87 5-(4-trifluoromethylpyrimidinyl) CONHCH ₃ h h ^But h II-88 4-(2-chlorothiazolyl) CONHCH ₃ h h ^But h

[0149] II-89 5-(4-Trifluoromethylthiazolyl) CONHCH ₃ h h ^But h II-90 5-(1-methyl-3-ethylpyrazolyl) CONHCH ₃ h h ^But h II-91 5-(1-(2-(3-chloropyridyl))-3-chloropyrazolyl) CONHCH ₃ h h ^But h II-92 5-(4-trifluoromethyl-1,2,3thiadiazole) CONHCH ₃ h h ^But h II-93 3-(5,6-Dihydro-2-trifluoromethyl-1,4-oxathianyl) CONHCH ₃ h h ^But h II-94 4-Chlorophenyl CONHCH ₃ h h ^But h II-95 2-Trifluoromethylphenyl CONHCH ₃ h h ^But h II-96 3-(4-trifluoromethylpyridyl) CONHCH ₃ h h ^But h II-97 3-(6-chloropyridyl) CONHCH ₃ h h ^But h II-98 5-(4-trifluoromethylpyrimidinyl) CONHCH ₃ h h ^But h II-99 4-(2-chlorothiazolyl) CONHCH ₃ h h ^But h II-100 5-(4-Trifluoromethylthiazolyl) CONHCH ₃ h h ^But h II-101 5-(1-methyl-3-ethylpyrazolyl) CONHCH ₃ h h ^But h II-102 5-(1-(2-(3-chloropyridyl))-3-chloropyrazolyl) CONHCH ₃ h h ^But h II-103 5-(4-trifluoromethyl-1,2,3thiadiazole) CONHCH ₃ h h ^But h II-104 3-(5,6-dihydro-2-trifluoromethyl-1,4-oxathianyl) CONHCH ₃ h h ^But h II-105 4-Chlorophenyl CO ₂ CH ₃ h h ^But h II-106 2-Trifluoromethylphenyl CO ₂ CH ₃ h h ^But h II-107 3-(4-trifluoromethylpyridyl) CO ₂ CH ₃ h h ^But h II-108 3-(6-chloropyridyl) CO ₂ CH ₃ h h ^But h II-109 5-(4-trifluoromethylpyrimidinyl) CO ₂ CH ₃ h h ^But h II-110 4-(2-chlorothiazolyl) CO ₂ CH ₃ h h ^But h II-111 5-(4-Trifluoromethylthiazolyl) CO ₂ CH ₃ h h ^But h II-112 5-(1-methyl-3-ethylpyrazolyl) CO ₂ CH ₃ h h ^But h II-113 5-(1-(2-(3-chloropyridyl))-3-chloropyrazolyl) CO ₂ CH ₃ h h ^But h II-114 5-(4-trifluoromethyl-1,2,3thiadiazole) CO ₂ CH ₃ h h ^But h II-115 3-(5,6-dihydro-2-trifluoromethyl-1,4-oxathianyl) CO ₂ CH ₃ h h ^But h II-116 4-Chlorophenyl CO ₂ CH ₃ h h ^But h II-117 2-Trifluoromethylphenyl CO ₂ CH ₃ h h ^But h II-118 3-(4-trifluoromethylpyridyl) CO ₂ CH ₃ h h ^But h II-119 3-(6-chloropyridyl) CO ₂ CH ₃ h h ^But h II-120 5-(4-trifluoromethylpyrimidinyl) CO ₂ CH ₃ h h ^But h II-121 4-(2-chlorothiazolyl) CO ₂ CH ₃ h h ^But h II-122 5-(4-Trifluoromethylthiazolyl) CO ₂ CH ₃ h h ^But h II-123 5-(1-methyl-3-ethylpyrazolyl) CO ₂ CH ₃ h h ^But h II-124 5-(1-(2-(3-chloropyridyl))-3-chloropyrazolyl) CO ₂ CH ₃ h h ^But h II-125 5-(4-trifluoromethyl-1,2,3thiadiazole) CO ₂ CH ₃ h h ^But h II-126 3-(5,6-dihydro-2-trifluoromethyl-1,4-oxathianyl) CO ₂ CH ₃ h h ^But h II-127 4-Chlorophenyl CH ₂ N(CH ₃ ) ₂ h h ^But h II-128 2-Trifluoromethylphenyl CH ₂ N(CH ₃ ) ₂ h h ^But h II-129 3-(4-trifluoromethylpyridyl) CH ₂ N(CH ₃ ) ₂ h h ^But h II-130 3-(6-chloropyridyl) CH ₂ N(CH ₃ ) ₂ h h ^But h II-131 5-(4-trifluoromethylpyrimidinyl) CH ₂ N(CH ₃ ) ₂ h h ^But h

[0150] II-132 4-(2-chlorothiazolyl) CH ₂ N(CH ₃ ) ₂ h h ^But h II-133 5-(4-Trifluoromethylthiazolyl) CH ₂ N(CH ₃ ) ₂ h h ^But h II-134 5-(1-methyl-3-ethylpyrazolyl) CH ₂ N(CH ₃ ) ₂ h h ^But h II-135 5-(1-(2-(3-chloropyridyl))-3-chloropyrazolyl) CH ₂ N(CH ₃ ) ₂ h h ^But h II-136 5-(4-trifluoromethyl-1,2,3thiadiazole) CH ₂ N(CH ₃ ) ₂ h h ^But h II-137 3-(5,6-dihydro-2-trifluoromethyl-1,4-oxathianyl) CH ₂ N(CH ₃ ) ₂ h h ^But h II-138 Phenyl p ₂₉ h h ^But h II-139 2-Trifluoromethylphenyl p ₂₉ h h ^But h II-140 2-Methylphenyl p ₂₉ h h ^But h II-141 3-Chlorophenyl p ₂₉ h h ^But h II-142 2-Chlorophenyl p ₂₉ h h ^But h II-143 4-Chlorophenyl p ₂₉ h h ^But h II-144 4-Bromophenyl p ₂₉ h h ^But h II-145 4-iodophenyl p ₂₉ h h ^But h II-146 4-nitrophenyl p ₂₉ h h ^But h II-147 4-Methylphenyl p ₂₉ h h ^But h II-148 4-tert-butylphenyl p ₂₉ h h ^But h II-149 4-Trifluoromethylphenyl p ₂₉ h h ^But h II-150 3-Trifluoromethylphenyl p ₂₉ h h ^But h II-151 2-Chloro-4-methylsulfonyl p ₂₉ h h ^But h II-152 2-nitro-4-methylsulfonyl p ₂₉ h h ^But h II-153 2-Trifluoromethyl-4-fluorophenyl p ₂₉ h h ^But h II-154 2-Trifluoromethyl-4-methylsulfonylphenyl p ₂₉ h h ^But h II-155 2,6-Difluorophenyl p ₂₉ h h ^But h II-156 2-fluorophenyl p ₂₉ h h ^But h II-157 4-fluorophenyl p ₂₉ h h ^But h II-158 2-Methoxyphenyl p ₂₉ h h ^But h II-159 4-Methoxyphenyl p ₂₉ h h ^But h II-160 4-Trifluoromethoxyphenyl p ₂₉ h h ^But h II-161 3,4-dimethoxyphenyl p ₂₉ h h ^But h II-162 2-Phenylphenyl p ₂₉ h h ^But h II-163 2-Ethylphenyl p ₂₉ h h ^But h II-164 2-Isopropylphenyl p ₂₉ h h ^But h II-165 2-tert-butylphenyl p ₂₉ h h ^But h II-166 (4-Chlorophenyl)methyl p ₂₉ h h ^But h II-167 (4-Chlorophenyl)-isopropyl-methyl p ₂₉ h h ^But h II-168 2,2-3,3-Tetramethylcyclopropanyl p ₂₉ h h ^But h II-169 2-(5-nitrofuryl) p ₂₉ h h ^But h II-170 2-(5-Chlorofuryl) p ₂₉ h h ^But h II-171 2-(3-Trifluoromethylfuryl) p ₂₉ h h ^But h II-172 2-(3-Chlorofuryl) p ₂₉ h h ^But h II-173 3-(2-trifluoromethylfuryl) p ₂₉ h h ^But h II-174 3-(2-Chlorofuryl) p ₂₉ h h ^But h

[0151] II-175 2-(3-chlorothienyl) p ₂₉ h h ^But h II-176 2-(3-Methylthienyl) p ₂₉ h h ^But h II-177 3-(2-iodothienyl) p ₂₉ h h ^But h II-178 3-(2-Methylthienyl) p ₂₉ h h ^But h II-179 3-(4-Trifluoromethylpyrrolyl) p ₂₉ h h ^But h II-180 3-(1-methyl-4-trifluoromethylpyrrolyl) p ₂₉ h h ^But h II-181 2-(1-Methylpyrrolyl) p ₂₉ h h ^But h II-182 4-(5-Trifluoromethyloxazolyl) p ₂₉ h h ^But h II-183 4-(2-Methyl-5-trifluoromethyloxazolyl) p ₂₉ h h ^But h II-184 4-(2-chlorothiazolyl) p ₂₉ h h ^But h II-185 4-(5-Trifluoromethylthiazolyl) p ₂₉ h h ^But h II-186 4-(2-Methyl-5-trifluoromethylthiazolyl) p ₂₉ h h ^But h II-187 5-(2-Chloro-4-trifluoromethylthiazolyl) p ₂₉ h h ^But h II-188 5-(2-cyano-4-trifluoromethylthiazolyl) p ₂₉ h h ^But h II-189 5-(2-methoxy-4-trifluoromethylthiazolyl) p ₂₉ h h ^But h II-190 5-(2-Methylthio-4-trifluoromethylthiazolyl) p ₂₉ h h ^But h II-191 5-(2-Methylsulfonyl-4-trifluoromethylthiazolyl) p ₂₉ h h ^But h II-192 5-(4-Trifluoromethylthiazolyl) p ₂₉ h h ^But h II-193 5-(2-methyl-4-trifluoromethylthiazolyl) p ₂₉ h h ^But h II-194 5-(2,4-Ditrifluoromethylthiazolyl) p ₂₉ h h ^But h II-195 5-(1-Phenylpyrazolyl) p ₂₉ h h ^But h II-196 5-(1-phenyl-3-methylpyrazolyl) p ₂₉ h h ^But h II-197 5-(1,3-Dimethylpyrazolyl) p ₂₉ h h ^But h II-198 5-(1,3,4-trimethylpyrazolyl) p ₂₉ h h ^But h II-199 5-(1-methyl-3-ethyl-4-chloropyrazolyl) p ₂₉ h h ^But h II-200 5-(1-methyl-3-ethylpyrazolyl) p ₂₉ h h ^But h II-201 5-(1,3-Dimethyl-4-chloropyrazolyl) p ₂₉ h h ^But h II-202 5-(1-phenyl-3-trifluoromethylpyrazolyl) p ₂₉ h h ^But h II-203 5-(1-Methyl-3-trifluoromethylpyrazolyl) p ₂₉ h h ^But h II-204 5-(1-Methyl-3-trifluoromethyl-4-chloropyrazolyl) p ₂₉ h h ^But h II-205 5-(1-phenyl-3-chloropyrazolyl) p ₂₉ h h ^But h II-206 5-(1-(2-pyridyl)-3-chloropyrazolyl) p ₂₉ h h ^But h II-207 5-(1-(2-pyridyl)-3-bromopyrazolyl) p ₂₉ h h ^But h II-208 5-(1-(2-(3-chloropyridyl))-3-chloropyrazolyl) p ₂₉ h h ^But h II-209 5-(1-(2-(3-chloropyridyl))-3-bromopyrazolyl) p ₂₉ h h ^But h II-210 5-(1-(2-(3-chloropyridyl))-3-trifluoromethylpyrazolyl) p ₂₉ h h ^But h II-211 4-(1-phenyl-3-trifluoromethylpyrazolyl) p ₂₉ h h ^But h II-212 4-(1-Methyl-3-trifluoromethylpyrazolyl) p ₂₉ h h ^But h II-213 4-(1-Methyl-3-trifluoromethyl-5-chloropyrazolyl) p ₂₉ h h ^But h II-214 4-(1-Methyl-5-trifluoromethylpyrazolyl) p ₂₉ h h ^But h II-215 3-(5-Methylisoxazolyl) p ₂₉ h h ^But h II-216 3-(5-Trifluoromethylisoxazolyl) p ₂₉ h h ^But h II-217 4-(3-Trifluoromethylisoxazolyl) p ₂₉ h h ^But h

[0152] II-218 4-(5-trifluoromethyl-1,2,3 triazolyl) p ₂₉ h h ^But h II-219 5-(4-methyl-1,2,3thiadiazolyl) p ₂₉ h h ^But h II-220 5-(4-trifluoromethyl-1,2,3thiadiazolyl) p ₂₉ h h ^But h II-221 3-(2-chloropyridyl) p ₂₉ h h ^But h II-222 3-(2-fluoropyridyl) p ₂₉ h h ^But h II-223 3-(2-trifluoromethylpyridyl) p ₂₉ h h ^But h II-224 3-(2-cyanopyridyl) p ₂₉ h h ^But h II-225 3-(2-methoxypyridyl) p ₂₉ h h ^But h II-226 3-(2-phenoxypyridyl) p ₂₉ h h ^But h II-227 3-(2-Methylthiopyridyl) p ₂₉ h h ^But h II-228 3-(2-Methylsulfonylpyridyl) p ₂₉ h h ^But h II-229 3-(4-trifluoromethylpyridyl) p ₂₉ h h ^But h II-230 3-(6-chloropyridyl) p ₂₉ h h ^But h II-231 3-(6-fluoropyridyl) p ₂₉ h h ^But h II-232 3-(6-trifluoromethylpyridyl) p ₂₉ h h ^But h II-233 3-(6-cyanopyridyl) p ₂₉ h h ^But h II-234 3-(6-Methoxypyridyl) p ₂₉ h h ^But h II-235 3-(6-Methylsulfonylpyridyl) p ₂₉ h h ^But h II-236 3-(2,6-dichloro-4-methylpyridyl) p ₂₉ h h ^But h II-237 3-(2,6-dichloro-4-trifluoromethylpyridyl) p ₂₉ h h ^But h II-238 4-pyridyl p ₂₉ h h ^But h II-239 5-(4-trifluoromethylpyrimidinyl) p ₂₉ h h ^But h II-240 5-(2-Chloro-4-trifluoromethylpyrimidinyl) p ₂₉ h h ^But h II-241 5-(2-Methyl-4-trifluoromethylpyrimidinyl) p ₂₉ h h ^But h II-242 3-(5,6-dihydro-2-methyl-1,4-oxathianyl) p ₂₉ h h ^But h II-243 3-(5,6-Dihydro-2-trifluoromethyl-1,4-oxathianyl) p ₂₉ h h ^But h II-244 4-Chlorophenyl p ₃₀ h h ^But h II-245 2-Trifluoromethylphenyl p ₃₀ h h ^But h II-246 3-(4-trifluoromethylpyridyl) p ₃₀ h h ^But h II-247 3-(6-chloropyridyl) p ₃₀ h h ^But h II-248 5-(4-trifluoromethylpyrimidinyl) p ₃₀ h h ^But h II-249 4-(2-chlorothiazolyl) p ₃₀ h h ^But h II-250 5-(4-Trifluoromethylthiazolyl) p ₃₀ h h ^But h II-251 5-(1-methyl-3-ethylpyrazolyl) p ₃₀ h h ^But h II-252 5-(1-(2-(3-chloropyridyl))-3-chloropyrazolyl) p ₃₀ h h ^But h II-253 5-(4-trifluoromethyl-1,2,3thiadiazole) p ₃₀ h h ^But h II-254 3-(5,6-Dihydro-2-trifluoromethyl-1,4-oxathianyl) p ₃₀ h h ^But h II-255 4-Chlorophenyl p ₃₁ h h ^But h II-256 2-Trifluoromethylphenyl p ₃₁ h h ^But h II-257 3-(4-trifluoromethylpyridyl) p ₃₁ h h ^But h II-258 5-(1-methyl-3-ethylpyrazolyl) p ₃₁ h h ^But h II-259 4-Chlorophenyl P ₃₃ h h ^But h II-260 2-Trifluoromethylphenyl P ₃₃ h h ^But h

[0153] II-261 3-(4-trifluoromethylpyridyl) P ₃₃ h h ^But h II-262 5-(1-methyl-3-ethylpyrazolyl) P ₃₃ h h ^But h II-263 4-Chlorophenyl p ₃₂ h h ^But h II-264 2-Trifluoromethylphenyl p ₃₂ h h ^But h II-265 3-(4-trifluoromethylpyridyl) p ₃₂ h h ^But h II-266 5-(1-methyl-3-ethylpyrazolyl) p ₃₂ h h ^But h II-267 4-Chlorophenyl P ₃₄ h h ^But h II-268 2-Trifluoromethylphenyl P ₃₄ h h ^But h II-269 3-(4-trifluoromethylpyridyl) P ₃₄ h h ^But h II-270 5-(1-methyl-3-ethylpyrazolyl) P ₃₄ h h ^But h II-271 2,6-Difluorophenyl _P1 h h ^But h II-272 4-Chlorophenyl _P1 h h ^But h II-273 2-Trifluoromethylphenyl _P1 h h ^But h II-274 3-(4-trifluoromethylpyridyl) _P1 h h ^But h II-275 3-(6-chloropyridyl) _P1 h h ^But h II-276 2-(6-(3-trifluoromethylphenyl)pyridyl) _P1 h h ^But h II-277 5-(4-trifluoromethylpyrimidinyl) _P1 h h ^But h II-278 4-(2-chlorothiazolyl) _P1 h h ^But h II-279 5-(4-Trifluoromethylthiazolyl) _P1 h h ^But h II-280 5-(2-methyl-4-trifluoromethylthiazolyl) _P1 h h ^But h II-281 5-(2-Chloro-4-trifluoromethylthiazolyl) _P1 h h ^But h II-282 5-(1-Methyl-3-trifluoromethylpyrazolyl) _P1 h h ^But h II-283 5-(1-methyl-3-ethylpyrazolyl) _P1 h h ^But h II-284 5-(1-(2-(3-chloropyridyl))-3-chloropyrazolyl) _P1 h h ^But h II-285 5-(1-(2-(3-chloropyridyl))-3-bromopyrazolyl) _P1 h h ^But h II-286 5-(4-trifluoromethyl-1,2,3thiadiazole) _P1 h h ^But h II-287 3-(5,6-dihydro-2-trifluoromethyl-1,4-oxathianyl) _P1 h h ^But h II-288 2-Trifluoromethylphenyl _P2 h h ^But h II-289 2-Trifluoromethylphenyl P ₃ h h ^But h II-290 2-Trifluoromethylphenyl P ₅ h h ^But h II-291 2-Trifluoromethylphenyl P ₆ h h ^But h II-292 2-Trifluoromethylphenyl P ₇ h h ^But h II-293 2-Trifluoromethylphenyl P ₈ h h ^But h II-294 2-Trifluoromethylphenyl P ₉ h h ^But h II-295 2-Trifluoromethylphenyl _P10 h h ^But h II-296 2-Trifluoromethylphenyl P ₁₁ h h ^But h II-297 2-Trifluoromethylphenyl _P12 h h ^But h II-298 2-Trifluoromethylphenyl P ₁₃ h h ^But h II-299 2-Trifluoromethylphenyl P ₁₄ h h ^But h II-300 2-Trifluoromethylphenyl P ₁₅ h h ^But h II-301 2-Trifluoromethylphenyl P ₁₆ h h ^But h II-302 2-Trifluoromethylphenyl P ₁₇ h h ^But h II-303 2-Trifluoromethylphenyl P ₁₈ h h ^But h

[0154] II-304 2-Trifluoromethylphenyl P ₄ h h ^But h II-305 2-Trifluoromethylphenyl P ₁₉ h h ^But h II-306 2-Trifluoromethylphenyl _P20 h h ^But h II-307 2-Trifluoromethylphenyl p ₂₁ h h ^But h II-308 2-Trifluoromethylphenyl p ₂₂ h h ^But h II-309 2-Trifluoromethylphenyl P ₂₃ h h ^But h II-310 2-Trifluoromethylphenyl p ₂₄ h h ^But h II-311 2-Trifluoromethylphenyl p ₂₅ h h ^But h II-312 2-Trifluoromethylphenyl p ₂₆ h h ^But h II-313 2-Trifluoromethylphenyl (CH ₂ ) ₂ OCH ₃ h Cl ^But h II-314 2-Trifluoromethylphenyl (CH ₂ ) ₂ OCH ₃ h F ^But h II-315 2-Trifluoromethylphenyl (CH ₂ ) ₂ OCH ₃ h Br ^But h II-316 2-Trifluoromethylphenyl (CH ₂ ) ₂ OCH ₃ h I ^But h II-317 2-Trifluoromethylphenyl (CH ₂ ) ₂ OCH ₃ h _CH3 ^But h II-318 2-Trifluoromethylphenyl (CH ₂ ) ₂ OCH _{3 CH3} h ^But h II-319 2-Trifluoromethylphenyl (CH ₂ ) ₂ OCH ₃ CN h ^But h II-320 2-Trifluoromethylphenyl (CH ₂ ) ₂ OCH ₃ h Cl ^But Cl II-321 2-Trifluoromethylphenyl CH ₂ OCH ₂ CF ₃ h Cl ^But h II-322 2-Trifluoromethylphenyl CH ₂ OCH ₂ CF ₃ h F ^But h II-323 2-Trifluoromethylphenyl CH ₂ OCH ₂ CF ₃ h Br ^But h II-324 2-Trifluoromethylphenyl CH ₂ OCH ₂ CF ₃ h I ^But h II-325 2-Trifluoromethylphenyl CH ₂ OCH ₂ CF ₃ h _CH3 ^But h II-326 2-Trifluoromethylphenyl CH ₂ OCH ₂ CF _{3 CH3} h ^But h II-327 2-Trifluoromethylphenyl CH ₂ OCH ₂ CF ₃ CN h ^But h II-328 2-Trifluoromethylphenyl CH ₂ OCH ₂ CF ₃ h Cl ^But Cl II-329 2-Trifluoromethylphenyl _{CH2OCH2CN _} h Cl ^But h II-330 2-Trifluoromethylphenyl _{CH2OCH2CN _} h F ^But h II-331 2-Trifluoromethylphenyl _{CH2OCH2CN _} h Br ^But h II-332 2-Trifluoromethylphenyl _{CH2OCH2CN _} h I ^But h II-333 2-Trifluoromethylphenyl _{CH2OCH2CN _} h _CH3 ^But h II-334 2-Trifluoromethylphenyl _{CH2OCH2CN _ CH3} h ^But h II-335 2-Trifluoromethylphenyl _{CH2OCH2CN _} CN h ^But h II-336 2-Trifluoromethylphenyl _{CH2OCH2CN _} h Cl ^But Cl II-337 2-Trifluoromethylphenyl _{CH2OCH2CO2CH3 _ _ _} h Cl ^But h II-338 2-Trifluoromethylphenyl _{CH2OCH2CO2CH3 _ _ _} h F ^But h II-339 2-Trifluoromethylphenyl _{CH2OCH2CO2CH3 _ _ _} h Br ^But h II-340 2-Trifluoromethylphenyl _{CH2OCH2CO2CH3 _ _ _} h I ^But h II-341 2-Trifluoromethylphenyl CH ₂ OCH ₂ CON(CH ₃ ) ₂ h Cl ^But h II-342 2-Trifluoromethylphenyl CH ₂ OCH ₂ CON(CH ₃ ) ₂ h F ^But h II-343 2-Trifluoromethylphenyl CH ₂ OCH ₂ CON(CH ₃ ) ₂ h Br ^But h II-344 2-Trifluoromethylphenyl CH ₂ OCH ₂ CON(CH ₃ ) ₂ h I ^But h II-345 2-Trifluoromethylphenyl CH ₂ OCH ₂ CON(CH ₃ ) ₂ h _CH3 ^But h II-346 2-Trifluoromethylphenyl CH ₂ OCH ₂ CON(CH ₃ ) _{2 CH3} h ^But h

[0155] II-347 2-Trifluoromethylphenyl CH ₂ OCH ₂ CON(CH ₃ ) ₂ CN h ^But h II-348 2-Trifluoromethylphenyl CH ₂ OCH ₂ CON(CH ₃ ) ₂ h Cl ^But Cl II-349 2-Trifluoromethylphenyl CH ₂ OCH ₂ CONHCH ₃ h Cl ^But h II-350 2-Trifluoromethylphenyl CH ₂ OCH ₂ CONHCH ₃ h F ^But h II-351 2-Trifluoromethylphenyl CH ₂ OCH ₂ CONHCH ₃ h _CH3 ^But h II-352 2-Trifluoromethylphenyl CH ₂ OCH ₂ CONHCH _{3 CH3} h ^But h II-353 2-Trifluoromethylphenyl CH ₂ OCH ₂ CONHCH ₃ CN h ^But h II-354 2-Trifluoromethylphenyl CH ₂ OCH ₂ CONHCH ₃ h Cl ^But Cl II-355 2-Trifluoromethylphenyl CON(CH ₃ ) ₂ CN h ^But h II-356 2-Trifluoromethylphenyl CON(CH ₃ ) ₂ h Cl ^But Cl II-357 2-Trifluoromethylphenyl CON(CH ₃ ) ₂ h Cl ^But h II-358 2-Trifluoromethylphenyl CON(CH ₃ ) ₂ h F ^But h II-359 2-Trifluoromethylphenyl CON(CH ₃ ) ₂ h _CH3 ^But h II-360 2-Trifluoromethylphenyl CON(CH ₃ ) _{2 CH3} h ^But h II-361 2-Trifluoromethylphenyl CON(CH ₃ ) ₂ CN h ^But h II-362 2-Trifluoromethylphenyl CON(CH ₃ ) ₂ h Cl ^But Cl II-363 2-Trifluoromethylphenyl CONHCH ₃ h Cl ^But h II-364 2-Trifluoromethylphenyl CONHCH ₃ CN h ^But h II-365 2-Trifluoromethylphenyl CONHCH _{3 CH3} h ^But h II-366 2-Trifluoromethylphenyl CONHCH ₃ h _CH3 ^But Cl II-367 2-Trifluoromethylphenyl CO ₂ CH ₃ h Cl ^But h II-368 2-Trifluoromethylphenyl CO ₂ CH ₃ h F ^But h II-369 2-Trifluoromethylphenyl CO ₂ CH ₃ h Br ^But h II-370 2-Trifluoromethylphenyl CO ₂ CH ₃ h I ^But h II-371 2-Trifluoromethylphenyl CO ₂ CH ₃ h _CH3 ^But h II-372 2-Trifluoromethylphenyl CO ₂ CH _{3 CH3} h ^But h II-373 2-Trifluoromethylphenyl CO ₂ CH ₃ CN h ^But h II-374 2-Trifluoromethylphenyl CO ₂ CH ₃ h Cl ^But Cl II-375 2-Trifluoromethylphenyl p ₂₉ h Cl ^But h II-376 2-Trifluoromethylphenyl p ₂₉ h F ^But h II-377 2-Trifluoromethylphenyl p ₂₉ h Br ^But h II-378 2-Trifluoromethylphenyl p ₂₉ h I ^But h II-379 2-Trifluoromethylphenyl p ₂₉ h _CH3 ^But h II-380 2-Trifluoromethylphenyl p _{29 CH3} h ^But h II-381 2-Trifluoromethylphenyl p ₂₉ CN h ^But h II-382 2-Trifluoromethylphenyl p ₂₉ h Cl ^But Cl II-383 2-Trifluoromethylphenyl _P1 h F ^But h II-384 2-Trifluoromethylphenyl _P1 CN h ^But h II-385 2-Trifluoromethylphenyl _{P1 CH3} h ^But h II-386 2-Trifluoromethylphenyl _P1 h _CH3 ^But Cl II-387 2-Trifluoromethylphenyl _P1 h Cl ^But h II-388 2-Trifluoromethylphenyl _P1 h Cl ^But Cl II-389 2-Trifluoromethylphenyl P ₁₉ h Cl ^But h

[0156]

In the above table, Ph represents a phenyl group, ^But represents a tert-butyl group, and the wavy line indicates that this bond is connected to other parts in the general formula (I). The structure of P ₁ -P ₂₈ is the same as before, and P ₂₉ -P ₃₄ represents the following structure:

The acarids that the substituted cyanoacetate compounds represented by the general formula (I) of the present invention can effectively target are plant parasites, such as cotton spider mite, cinnabar spider mite (Carmine spider mite), citrus red mite ), Kanzawa spidermite, fruit tree red (European red mite), broad mite, pink citrusrust, bulbous root mite (bulb mite) Mite) and so on. the

The substituted cyanoacetate compounds represented by the general formula (I) of the present invention can also effectively target indoor mites, such as acaroid mites, wheat-eating mites, tarsal mites, and the like. the

Even when used at a low concentration, the substituted cyanoacetate compound of the present invention exhibits an excellent mite control effect against various mites. The term "mite control" as used in the present invention means having acaricidal activity at each stage of the life cycle of the mite (eg eggs, larvae, adults). the

The substituted cyanoacetate compound of the present invention exhibits excellent mites control effect over a long period of 14-40 days. the

Even for those mites that have developed resistance to traditional acaricides, the substituted cyanoacetate compounds of the present invention show excellent control effects on mites. the

Regarding safety, the substituted cyanoacetate compounds of the present invention are satisfactory, and they do not affect plants, honeybees, Trichogramma evanescens, Enscarsia formosa, minutepirate bug) (Orius spp) and other beneficial insects, and beneficial predatory mites such as Phytoseiulus persimilis. the

When the cyanoacetate compound represented by the general formula (I) of the present invention is used in agriculture, the application rate is usually 0.1-500 g/1000 m2, preferably 0.5-200 g/1000 m2. When the composition of the present invention in the form of emulsifiable concentrates, wettable powders, flowables, etc. is used diluted with water, the application concentration of the active ingredient is usually 1-1000 ppm, preferably 1-500 ppm. When the acaricide containing the compound of general formula (I) of the present invention is used in the form of granules, powders, etc., it can be applied directly without dilution. the

Although the amount and concentration of application are listed above, the amount and concentration of application can be appropriately increased or decreased according to different situations such as the type of preparation, application time, place of use, application method, pest type, damage degree, etc. the

The compounds of the invention can be used as such as acaricides and insecticides. However, it is preferably mixed with a solid carrier, a liquid carrier or a gaseous carrier (spray), and if necessary, surfactants and other auxiliary agents are added; according to known preparation methods, it can be formulated into various forms, such as oil solution , emulsifiable concentrates, wettable powders, flowables, powders, aerosols or fumigants, etc. The cyanoacetate compounds of the present invention are generally contained in these formulations in a proportion of 0.01-99% by weight, preferably 0.1-50% by weight. Therefore, the present invention also includes an insecticidal and acaricidal composition, which contains the compound of general formula (I) as an active component, and a carrier and/or a surfactant, and the weight content of the active component in the composition is 0.01-99%. the

Carriers and/or surfactants commonly used in known acaricides and insecticides can be used in the composition of the present invention. The composition may also contain other auxiliary agents such as fixatives, dispersants, stabilizers, etc. if necessary. the

The compounds of the present invention can be used in admixture with other active substances such as insecticides, attractants, disinfectants, acaricides, nematicides, fungicides, growth regulators or herbicides. the

Detailed ways

The present invention will be described in more detail below with reference to preparation examples, formulation examples and biological activity test examples, but these examples do not limit the scope of the present invention. the

The preparation of example 1 compound I-25

(1), the preparation of p-tert-butylphenylacetonitrile

Weigh 20 grams of sodium cyanide and dissolve it in 30 milliliters of water, stir to dissolve it completely, and add it into 100 milliliters of ethanol. Raise the temperature to 75°C, slowly add 68 g of p-tert-butylbenzyl chloride dropwise, and react at 75-80°C for 8 hours. Thin-layer chromatography showed that the reaction of the raw materials was complete, and 30 grams of anhydrous potassium carbonate was added to adjust the pH value of the reaction solution to 8-9. Ethanol was distilled off under reduced pressure, and 100 ml of water was added. Extract with ethyl acetate (100ml×2), combine the organic layers, and wash with water (20ml×2), and saturated brine (20ml×2), Dry over anhydrous magnesium sulfate. Column chromatography yielded 42 g of product.

(2), the preparation of 2-(4-tert-butylphenyl)-ethyl cyanoacetate

Weigh 3.5 g of sodium hydride (60% content) into a 500 ml round bottom flask, add 120 ml of dry tetrahydrofuran, and add 15 g of p-tert-butylphenylacetonitrile dissolved in 10 ml of tetrahydrofuran dropwise into the reaction solution. The dropwise addition temperature is 0-5°C, the addition is completed in about 20 minutes, and gradually rises to room temperature. A solution of 12 g of diethyl carbonate dissolved in 100 ml of tetrahydrofuran was slowly added dropwise thereto. After the dropwise addition was completed, the mixture was heated to reflux for 4 hours, and thin-layer chromatography showed that the reaction of the raw materials was complete. Evaporate the solvent to dryness, add a little water and dilute hydrochloric acid to adjust the pH to about 2. Extract with ethyl acetate (200ml×2), combine the organic layers, wash the organic layer with water (30ml×2), wash with saturated brine (30ml×2), and dry over anhydrous magnesium sulfate. Column chromatography gave 2.8 g of a yellow oil. the

NMR data ( ¹ HNMR, 300MHz, internal standard TMS, solvent CDCl ₃ ), δppm: 1.32(9H, s), 1.27-1.30(3H, t), 4.23-4.25(2H, q), 4.60(1H, s) , 7.40(2H,d), 7.42(2H,d).

(3), the preparation of 2-(4-tert-butylphenyl)-cyanoacetic acid 2-(phenyl)ethyl ester

Weigh 5 g of 2-(4-tert-butylphenyl)-ethyl cyanoacetate and 6 g of 2-phenylethanol into a 100 ml round bottom flask, add a drop of tetrabutyl titanate, and heat up to 100°C , reacted for 12 hours. Thin layer chromatography showed the starting material to be completely reacted. A little water was added to the reaction solution, extracted with ethyl acetate (100ml×3), and the organic layers were combined. The organic layer was washed with water (20ml×2), washed with saturated brine (20ml×2), and dried over anhydrous magnesium sulfate. Column chromatography gave 4.0 g of white solid, melting point: 56-58°C. the

NMR data ( ¹ HNMR, 300MHz, internal standard TMS, solvent CDCl ₃ ), δppm: 1.32(9H, s), 2.92-2.97(2H, t), 4.37-4.41(2H, t), 4.66(1H, s) , 7.11-7.12 (1H, d), 7.13-7.33 (4H, m), 7.37-7.45 (4H, m).

(4), preparation of compound I-25

Add 0.3 gram of sodium hydride (60% content) and 10 milliliters of tetrahydrofuran into a 125 milliliter round bottom flask, and dissolve 1.6 grams of 2-(4-tert-butylphenyl)- 2-(phenyl)ethyl cyanoacetate was added dropwise to the reaction solution, and after 30 minutes of reaction, 3.6 g of 2-(trifluoromethyl)-benzoyl chloride dissolved in 10 ml of tetrahydrofuran was slowly added dropwise Into the reaction solution, after the dropwise addition was completed, the temperature was gradually raised to room temperature, and the reaction was carried out for 4 hours. Tetrahydrofuran was removed under reduced pressure, a little water was added, and the pH was adjusted to about 2 with dilute hydrochloric acid. Extract with ethyl acetate (30ml×2), combine the organic phases, wash with water (20ml×2) and saturated brine (20ml×2), and dry over anhydrous magnesium sulfate. Column chromatography yielded 2.3 g, melting point: 92-94°C. the

NMR data ( ¹ HNMR, 300MHz, internal standard TMS, solvent CDCl ₃ ), δppm: 1.32(9H, s), 2.98-3.03(4H, t), 4.43-4.54(2H, m), 7.00-7.03(1H, d), 7.19-7.31 (4H, m), 7.41-7.56 (7H, m), 7.76-7.79 (1H, d).

The preparation of example 2 compound II-139

(1), the preparation of 2-(4-tert-butylphenyl)-cyanoacetic acid (2-tetrahydrofuryl) methyl ester

Weigh 5 grams of 2-(4-tert-butylphenyl)-ethyl cyanoacetate and 6 grams of tetrahydrofurfuryl alcohol into a 100-ml round-bottomed flask, add a drop of tetrabutyl titanate, heat up to 100°C, and react 12 hours. Thin layer chromatography showed the starting material to be completely reacted. A little water was added to the reaction solution, extracted with ethyl acetate (100ml×3), and the organic layers were combined. The organic layer was washed with water (20ml×2), washed with saturated brine (20ml×2), and dried over anhydrous magnesium sulfate. Column chromatography yielded 7.6 g of an oily substance. the

NMR data ( ¹ HNMR, 300MHz, internal standard TMS, solvent CDCl ₃ ), δppm: 1.32 (9H, s), 1.48-1.68 (1H, m), 1.85-1.90 (3H, m), 3.77-3.80 (2H, m), 4.12-4.15 (2H, m), 4.22-4.25 (1H, m), 4.77 (1H, s), 7.37-7.50 (4H, m).

(2), preparation of compound II-139

Add 0.53 grams of sodium hydride (60% content) and 10 milliliters of tetrahydrofuran into a 125 milliliter round bottom flask, dissolve 3 grams of 2-(4-tert-butylphenyl)-cyanide in 10 milliliters of tetrahydrofuran in the range of 0-5°C (2-tetrahydrofuranyl)methyl acetate was added dropwise to the reaction solution, and after 30 minutes of reaction, 1.9 grams of 2-(trifluoromethyl)-benzoyl chloride dissolved in 10 ml of tetrahydrofuran was slowly added dropwise to the reaction solution. After the addition was completed, the temperature was gradually raised to room temperature, and the reaction was carried out for 4 hours. Tetrahydrofuran was removed under reduced pressure, a little water was added, and the pH was adjusted to about 2 with dilute hydrochloric acid. Extract with ethyl acetate (20ml×2), combine the organic phases, wash with water (20ml×2) and saturated brine (20ml×2), and dry over anhydrous magnesium sulfate. Column chromatography yielded 2.0 g of an oily substance. the

NMR data ( ¹ HNMR, 300MHz, internal standard TMS, solvent CDCl ₃ ), δppm: 1.31 (9H, s), 1.63-2.45 (4H, m), 3.65-3.68 (2H, m), 4.32-4.34 (3H, m), 7.31-4.15 (2H, m), 7.48-7.51 (4H, m), 7.56-7.59 (4H, m).

Melting point of compound I-47: 84-86°C, NMR data ( ¹ HNMR, 300MHz, internal standard TMS, solvent CDCl ₃ ), δppm: 1.34 (9H, s), 2.00-2.05 (4H, m), 2.67-2.72 (4H, t), 4.26-4.34 (2H, m), 7.04-7.05 (1H, d), 7.15-7.29 (4H, m), 7.46-7.61 (7H, m), 7.78 (1H, d).

Preparation example

The following formulation examples illustrate compositions for controlling harmful acarids, plant nematodes or insects which comprise as active ingredients compounds of the present invention such as those described in the Preparation Examples. Each of the compositions described in the examples can be diluted to a concentration suitable for field application to obtain a sprayable composition. The general chemical description (all following percentages involved are percentages by weight, and parts are parts by weight) of each composition used in the examples enumerated below is as follows:

Preparation Example 1 (EC)

10 parts of each compound of the present invention were dissolved in 45 parts of Ningru 34# and 45 parts of N,N-dimethylformamide, and these ingredients were stirred and mixed to obtain a 10% emulsifiable concentrate. the

Formulation example 2 (wettable powder)

Add 20 parts of each compound of the present invention to a mixture of 2 parts of sodium lauryl sulfate, 4 parts of sodium lignosulfonate, 20 parts of synthetic hydrous silicon oxide fine powder and 54 parts of clay, and stir and mix these ingredients by means of a stirrer , to get 20% wettable powder. the

Preparation example 3 (granules)

5 parts of each compound of the present invention were mixed with 2 parts of sodium dodecylbenzenesulfonate, 10 parts of bentonite and 83 parts of clay, followed by thorough stirring. Add enough water and stir the mixture again. Granules were granulated by a granulator and air-dried to obtain 5% granules. the

Preparation example 4 (powder)

1 part of each compound of the present invention was dissolved in an appropriate amount of acetone, 5 parts of synthetic hydrous silicon oxide fine powder, 0.3 part of tributyl phosphate and 93.7 parts of clay were added to the solution, followed by stirring and mixing by a stirrer. Acetone was removed therefrom by evaporation to give a 1% powder. the

Examples of biological activity assays

The method of indoor acaricidal activity determination is as follows:

The compound to be tested was dissolved in a mixed solvent of acetone/methanol (1:1), and then diluted to the desired concentration with water containing 0.1% Tween 80. Taking Tetranychus cinnabarinus as the target, the acaricidal activity was determined by the airbrush spray method. The pressure of the airbrush spray treatment was 10psi (about 0.7kg/cm ² ), and the spray volume was 0.5ml. Mortality of the target was investigated 2-3 days after treatment.

The activity results of some compounds are as follows:

At a dose of 40ppm, the mite mortality rate of compounds I-25 and II-139 was 100%, and the mite mortality rate of I-47 was greater than 65%. the

At a dose of 10 ppm, the mortality rate of compound I-25 to mites is greater than 95%, and the mortality rate of compound II-139 to mites is greater than 85%. the

At a dose of 2.5 ppm, the mite mortality rate of compound I-25 was greater than 70%, and that of compound II-139 was greater than 60%. the

The field test method is as follows:

According to the national standard method of acaricide field test, the test object is citrus spider mite (Pannychus citri). After the original drug of the new compound was dissolved in acetone, it was diluted with water containing 0.1% Tween 80 to a series of concentrations. Spray treatment with a motorized sprayer, the spray volume is 1000L/hm ² , each treatment is repeated 3 times, each repetition is not less than 2 branches, and at least 20 upper mouth bases are investigated before each repetition treatment, and 3d, 7d, 14d after treatment Investigate the number of surviving mites once every 21 days, and calculate the mite mouth reduction rate and corrected control effect according to the following formula:

The results of field acaricidal activity assay are as follows:

Field acaricidal effect of compounds

Claims (3)

1. A substituted cyanoacetate compound, the structure of which is as follows:

2. A compound as claimed in claim 1 is used in agriculture, lawn or indoor control of harmful mites and their eggs. 3. An acaricidal composition, comprising the compound as claimed in claim 1 as an active component, and a carrier and/or a surfactant, and the weight content of the active component in the composition is 0.01-99%.