TW201332968A - Phthalamide derivative and agrohorticultural insecticide containing said derivative and method of use thereof - Google Patents

Phthalamide derivative and agrohorticultural insecticide containing said derivative and method of use thereof Download PDF

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TW201332968A
TW201332968A TW101140810A TW101140810A TW201332968A TW 201332968 A TW201332968 A TW 201332968A TW 101140810 A TW101140810 A TW 101140810A TW 101140810 A TW101140810 A TW 101140810A TW 201332968 A TW201332968 A TW 201332968A
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group
alkyl
alkoxy
same
cycloalkyl
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TW101140810A
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Yoshihiro Matsuzaki
Hayami Nakao
Eiji YASUKOCHI
Yoshinori GOSHO
Masanori Tohnishi
Akiyuki Suwa
Kayo Inukai
Motofumi Nakano
Shinsuke Fujioka
Jun Mihara
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Nihon Nohyaku Co Ltd
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Abstract

The present invention relates to a phthalamide derivative represented by general formula (I) or a salt thereof. [In the formula, X1 represents a halogen atom or the like; X2 represents a halogen atom or the like; m represents 0, 1, 2 or 3; Y1 and Y2 independently represent a hydrogen atom, a halogen atom, an alkyl group or the like; n represents 0, 1 or 2; Z1, Z2 and Z3 may be the same as or different from one another and independently represent a nitrogen atom, CH, C-Y2 or C-A-Q (wherein at least one of Z1, Z2 and Z3 represents C-A-Q); A represents a linear or branched (C1-C8)alkylene group; Q represents a specific condensed heterocyclic group containing a nitrogen atom; R1 represents a (C1-C8)alkylthio-(C1-C8)alkyl group or the like; and R2 and R3 independently represent a hydrogen atom or the like.

Description

鄰苯二甲醯胺衍生物及含有該衍生物之農園藝用殺蟲劑以及其使用方法 Phthaloin derivatives and agricultural and horticultural insecticides containing the same and methods of use thereof

本發明，係關於以包含縮合雜環基之新穎鄰苯二甲醯胺衍生物或其鹽類作為有效成分之農園藝用殺蟲劑及其使用方法。 The present invention relates to an agricultural and horticultural insecticide containing a novel phthalamide derivative containing a condensed heterocyclic group or a salt thereof as an active ingredient, and a method of using the same.

到目前為止雖已開發出各種的農園藝用殺蟲劑，然而在農業及園藝等之作物生產上由害蟲等所招致的損害至今依然嚴重，又，亦因為產生對現有藥劑的抵抗性害蟲等問題，故期望新穎農園藝用殺蟲劑的開發。又，由於就農者的高齡化故尋求各種省力之施用方法，同時亦尋求具有適用於此等之施用方法特性的農園藝用殺蟲劑的開創。 Although various agricultural and horticultural insecticides have been developed so far, the damage caused by pests and the like in the production of crops such as agriculture and horticulture is still serious, and it is also caused by resistance to existing chemicals. Problems, it is expected that the development of novel agricultural and horticultural insecticides. Further, since the cultivation method of the farmer is sought for various labor-saving methods, the pioneering of agricultural and horticultural insecticides having the characteristics of the application method suitable for such a method is also sought.

於專利文獻1、2、3及4記載可將一種鄰苯二甲醯胺衍生物作為各式各樣的殺蟲劑使用。但是，對於開發出具有更高活性及/或更廣泛殺蟲光譜之該系統新穎農園藝用殺蟲劑的需要一直都存在。 Patent Documents 1, 2, 3 and 4 describe that a phthalic acid amide derivative can be used as a wide variety of insecticides. However, there is a continuing need to develop novel agricultural and horticultural insecticides for such systems with higher activity and/or broader insecticidal spectrum.

[先行技術文獻] [Advanced technical literature] [專利文獻] [Patent Literature]

[專利文獻1] 日本國際公開第2004-080984號小冊 [Patent Document 1] Japanese International Publication No. 2004-080984

[專利文獻2] 日本國際公開第2005-095351號小冊 [Patent Document 2] Japanese International Publication No. 2005-095351

[專利文獻3] 日本國際公開第2006-053643號小冊 [Patent Document 3] Japanese International Publication No. 2006-053643

[專利文獻4] 日本國際公開第2010-012442號小冊 [Patent Document 4] Japan International Publication No. 2010-012442

[發明之概要] [Summary of the Invention]

因此，本發明課題係提供一種用為新穎農園藝用殺蟲劑之新的化合物。 Accordingly, the object of the present invention is to provide a novel compound for use as a novel agricultural and horticultural insecticide.

本發明者等鑑於上述課題經反覆努力研究的結果，找出具備到目前為止仍未知的鄰苯二甲醯胺衍生物或其鹽類之中以往之類似化合物所未有的優異特徵，經進一步研究的結果而完成本發明。 In view of the above-mentioned problems, the inventors of the present invention have found that there are excellent characteristics not found in conventional analogous compounds such as phthalamide derivatives or salts thereof which have not been known so far. The present invention was completed as a result of the research.

亦即本發明，係關於至少下述[1]~[6]之發明： That is, the present invention relates to at least the following inventions [1] to [6]:

[1]一種以一般式(I)所表示之鄰苯二甲醯胺衍生物、或其鹽類： 〔式中，X1表示(a1)氫原子；(a2)鹵素原子；(a3)(C1-C8)烷基；(a4)(C1-C8)鹵烷基； (a5)(C1-C8)烷氧基；(a6)(C1-C8)鹵烷氧基；(a7)(C1-C8)烷硫基；(a8)(C1-C8)鹵烷硫基；(a9)(C1-C8)烷亞磺醯基；(a10)(C1-C8)鹵烷亞磺醯基；(a11)(C1-C8)烷磺醯基；(a12)(C1-C8)鹵烷磺醯基；(a13)胺甲醯基；(a14)胺基；(a15)(C1-C8)烷胺基；(a16)(C3-C8)環烷胺基；(a17)(C3-C8)環烷基(C1-C8)烷胺基；(a18)(C1-C8)烷氧基(C1-C8)烷胺基；(a19)雙(C1-C8)烷胺基(烷基可為相同或相異)；(a20)甲醯胺基；(a21)(C1-C8)烷羰基胺基；(a22)(C1-C8)烷氧羰基胺基；(a23)苯基；(a24)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)(C1-C8)烷基、(e)鹵(C1-C8)烷基、(f)(C1-C8)烷氧基、(g)鹵(C1-C8)烷氧基、(h)(C2-C8)烯氧基、(i)鹵(C2-C8)烯氧基、(j)(C2-C8)炔氧基、(k)鹵(C2-C8)炔氧基、(l)(C3-C8)環烷氧基 、(m)鹵(C3-C8)環烷氧基、(n)(C3-C8)環烷基(C1-C8)烷氧基、(o)鹵(C3-C8)環烷基(C1-C8)烷氧基、(p)(C1-C8)烷硫基、(q)鹵(C1-C8)烷硫基、(r)(C1-C8)烷亞磺醯基、(s)鹵(C1-C8)烷亞磺醯基、(t)(C1-C8)烷磺醯基、及(u)鹵(C1-C8)烷磺醯基之1~5個取代基的苯基；(a25)苯氧基；或(a26)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)(C1-C8)烷基、(e)鹵(C1-C8)烷基、(f)(C1-C8)烷氧基、(g)鹵(C1-C8)烷氧基、(h)(C2-C8)烯氧基、(i)鹵(C2-C8)烯氧基、(j)(C2-C8)炔氧基、(k)鹵(C2-C8)炔氧基、(l)(C3-C8)環烷氧基、(m)鹵(C3-C8)環烷氧基、(n)(C3-C8)環烷基(C1-C8)烷氧基、(o)鹵(C3-C8)環烷基(C1-C8)烷氧基、(p)(C1-C8)烷硫基、(q)鹵(C1-C8)烷硫基、(r)(C1-C8)烷亞磺醯基、(s)鹵(C1-C8)烷亞磺醯基、(t)(C1-C8)烷磺醯基、及(u)鹵(C1-C8)烷磺醯基之1~5個取代基的苯氧基、X2可為相同或相異，表示(b2)鹵素原子；(b3)(C1-C8)烷基；(b4)(C1-C8)鹵烷基；(b5)(C1-C8)烷氧基；(b6)(C1-C8)鹵烷氧基； (b7)胺甲醯基；(b8)胺基；(b9)(C1~C8)烷胺基；(b10)(C3~C8)環烷胺基；(b11)(C3~C8)環烷基(C1~C8)烷胺基；(b12)(C1~C8)烷氧基(C1~C8)烷胺基；(b13)雙(C1~C8)烷胺基(烷基可為相同或相異)；(b14)甲醯胺基；(b15)(C1~C8)烷羰基胺基；(b16)(C1~C8)烷氧羰基胺基；(b17)苯基；(b18)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)(C1-C8)烷基、(e)鹵(C1-C8)烷基、(f)(C1-C8)烷氧基、(g)鹵(C1-C8)烷氧基、(h)(C2-C8)烯氧基、(i)鹵(C2-C8)烯氧基、(j)(C2-C8)炔氧基、(k)鹵(C2-C8)炔氧基、(l)(C3-C8)環烷氧基、(m)鹵(C3-C8)環烷氧基、(n)(C3-C8)環烷基(C1-C8)烷氧基、(o)鹵(C3-C8)環烷基(C1-C8)烷氧基、(p)(C1-C8)烷硫基、(q)鹵(C1-C8)烷硫基、(r)(C1-C8)烷亞磺醯基、(s)鹵(C1-C8)烷亞磺醯基、(t)(C1-C8)烷磺醯基、及(u)鹵(C1-C8)烷磺醯基之1~5個取代基的苯基；(b19)苯氧基；或(b20)可為相同或相異，係於環上具有選自(a)鹵素原子 、(b)氰基、(c)硝基、(d)(C1-C8)烷基、(e)鹵(C1-C8)烷基、(f)(C1-C8)烷氧基、(g)鹵(C1-C8)烷氧基、(h)(C2-C8)烯氧基、(i)鹵(C2-C8)烯氧基、(j)(C2-C8)炔氧基、(k)鹵(C2-C8)炔氧基、(l)(C3-C8)環烷氧基、(m)鹵(C3-C8)環烷氧基、(n)(C3-C8)環烷基(C1-C8)烷氧基、(o)鹵(C3-C8)環烷基(C1-C8)烷氧基、(p)(C1-C8)烷硫基、(q)鹵(C1-C8)烷硫基、(r)(C1-C8)烷亞磺醯基、(s)鹵(C1-C8)烷亞磺醯基、(t)(C1-C8)烷磺醯基、及(u)鹵(C1-C8)烷磺醯基之1~5個取代基的苯氧基，m表示0、1、2、或3；Y1表示(c1)氫原子；(c2)鹵素原子；(c3)氰基；(c4)(C1-C8)烷基；(c5)(C1-C8)鹵烷基；(c6)(C1-C8)烷氧基；(c7)(C1-C8)鹵烷氧基；(c8)(C1-C8)烷硫基；(c9)(C1-C8)鹵烷硫基；(c10)(C1-C8)烷亞磺醯基；(c11)(C1-C8)鹵烷亞磺醯基；(c12)(C1-C8)烷磺醯基；或(c13)(C1-C8)鹵烷磺醯基、 Y2可為相同或相異，表示(d2)鹵素原子；(d3)(C1-C8)烷基；(d4)(C1-C8)鹵烷基；(d5)(C1-C8)烷氧基；(d6)(C1-C8)鹵烷氧基；(d7)(C1-C8)烷硫基；(d8)(C1-C8)鹵烷硫基；(d9)(C1-C8)烷亞磺醯基；(d10)(C1-C8)鹵烷亞磺醯基；(d11)(C1-C8)烷磺醯基；或(d12)(C1-C8)鹵烷磺醯基、n表示0、1、或2。 [1] A phthalimin derivative represented by the general formula (I), or a salt thereof: Wherein X 1 represents (a1) a hydrogen atom; (a2) a halogen atom; (a3) (C 1 - C 8 ) alkyl; (a4) (C 1 - C 8 ) haloalkyl; (a5) ( C 1 -C 8) alkoxy; (a6) (C 1 -C 8) haloalkoxy; (a7) (C 1 -C 8) alkylthio; (a8) (C 1 -C 8) halogen Alkylthio; (a9) (C 1 -C 8 )alkylsulfinyl; (a10)(C 1 -C 8 )halosulfinyl; (a11)(C 1 -C 8 )alkane (a12) (C 1 -C 8 ) haloalkylsulfonyl; (a13) amine mercapto; (a14) amine; (a15) (C 1 - C 8 ) alkylamino; (a16) ( C 3 -C 8 )cycloalkylamino; (a17) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkylamino; (a18)(C 1 -C 8 )alkoxy (C 1 -C 8 )alkylamino; (a19) bis(C 1 -C 8 )alkylamino (alkyl may be the same or different); (a20) formamidine; (a21) (C 1 -C) 8 ) an alkylcarbonylamino group; (a22) (C 1 -C 8 ) alkoxycarbonylamino group; (a23) phenyl group; (a24) may be the same or different and have a halogen selected from the group consisting of (a) halogen Atom, (b) cyano, (c) nitro, (d) (C 1 -C 8 )alkyl, (e) halo(C 1 -C 8 )alkyl, (f) (C 1 -C 8 Alkoxy, (g) halo(C 1 -C 8 )alkoxy, (h)(C 2 -C 8 )alkenyloxy, (i)halo(C 2 -C 8 )alkenyloxy, ( j) (C 2 -C 8 ) alkynyloxy, (k)halogen (C 2 -C 8 ) alkynyloxy, (l) (C 3 -C 8 )cycloalkoxy, (m)halo(C 3 -C 8 )cycloalkoxy, (n)(C 3 -C 8 ) Cycloalkyl (C 1 -C 8 ) alkoxy, (o) halo(C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (p)(C 1 -C 8 ) alkane Sulfur, (q) halo(C 1 -C 8 )alkylthio, (r)(C 1 -C 8 )alkylsulfinyl, (s)halo(C 1 -C 8 )alkylsulfinyl And (t) (C 1 -C 8 ) alkanesulfonyl, and (u) a phenyl group of 1 to 5 substituents of a halogen (C 1 -C 8 ) alkanesulfonyl group; (a25) phenoxy; Or (a26) may be the same or different and have a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, a (c) nitro group, a (d) (C 1 -C 8 ) alkyl group, ( e) halo(C 1 -C 8 )alkyl, (f)(C 1 -C 8 )alkoxy, (g)halo(C 1 -C 8 )alkoxy, (h)(C 2 -C 8 ) an alkenyloxy group, (i) a halogen (C 2 -C 8 ) alkenyloxy group, (j) a (C 2 -C 8 ) alkynyloxy group, (k) a halogen (C 2 -C 8 ) alkynyloxy group, (l) (C 3 -C 8 )cycloalkoxy, (m)halo(C 3 -C 8 )cycloalkoxy, (n)(C 3 -C 8 )cycloalkyl (C 1 -C 8 Alkoxy, (o) halo(C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (p)(C 1 -C 8 )alkylthio, (q)halo (C) 1 -C 8 )alkylthio, (r)(C 1 -C 8 )alkylsulfinyl, (s)halo(C 1 -C 8 )alkylsulfinyl, (t)( a phenoxy group having 1 to 5 substituents of a C 1 -C 8 ) alkanesulfonyl group and (u) a halogen (C 1 -C 8 ) alkanesulfonyl group, and X 2 may be the same or different, and B2) a halogen atom; (b3) (C 1 -C 8 )alkyl; (b4) (C 1 -C 8 )haloalkyl; (b5)(C 1 -C 8 )alkoxy; (b6)( C 1 -C 8 )haloalkoxy; (b7)amine-methyl group; (b8)amine group; (b9)(C 1 -C 8 )alkylamino group; (b10)(C 3 -C 8 ) ring Alkylamine; (b11) (C 3 ~ C 8 ) cycloalkyl (C 1 ~ C 8 ) alkylamine; (b12) (C 1 ~ C 8 ) alkoxy (C 1 ~ C 8 ) alkylamine (b13) bis(C 1 -C 8 )alkylamino group (alkyl group may be the same or different); (b14) formamidine; (b15) (C 1 -C 8 ) alkylcarbonylamino group; (b16) (C 1 ~ C 8 ) alkoxycarbonylamino group; (b17) phenyl group; (b18) may be the same or different, having a ring selected from the group consisting of (a) a halogen atom and (b) a cyano group. , (c) nitro, (d) (C 1 -C 8 )alkyl, (e) halo(C 1 -C 8 )alkyl, (f)(C 1 -C 8 )alkoxy, (g Halogen (C 1 -C 8 )alkoxy, (h)(C 2 -C 8 )alkenyloxy, (i)halo(C 2 -C 8 )alkenyloxy, (j)(C 2 -C 8 ) alkynyloxy, (k) halo(C 2 -C 8 )alkynyloxy, (l)(C 3 -C 8 )cycloalkoxy, (m)halo(C 3 -C 8 )cycloalkoxy Base, (n)(C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy, (o) halo(C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (p)(C 1 -C 8 )alkylthio, (q) Halogen (C 1 -C 8 )alkylthio, (r)(C 1 -C 8 )alkylsulfinyl, (s)halo(C 1 -C 8 )alkylsulfinyl, (t)(C 1 - C 8 ) alkanesulfonyl, and (u) a phenyl group of 1 to 5 substituents of a halogen (C 1 -C 8 ) alkanesulfonyl group; (b19) a phenoxy group; or (b20) may be The same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, a (c) nitro group, a (d) (C 1 -C 8 ) alkyl group, and (e) a halogen (C 1 ) -C 8 )alkyl, (f)(C 1 -C 8 )alkoxy, (g)halo(C 1 -C 8 )alkoxy, (h)(C 2 -C 8 )alkenyloxy, (i) halo(C 2 -C 8 )alkenyloxy, (j)(C 2 -C 8 )alkynyloxy, (k)halo(C 2 -C 8 )alkynyloxy, (l)(C 3 -C 8 ) cycloalkoxy, (m) halo(C 3 -C 8 )cycloalkoxy, (n)(C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, ( o) halo(C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (p)(C 1 -C 8 )alkylthio, (q)halo(C 1 -C 8 )alkane Sulfur, (r)(C 1 -C 8 )alkylsulfinyl, (s)halo(C 1 -C 8 )alkylsulfinyl, (t)(C 1 -C 8 )alkylsulfonyl And (u) a phenoxy group of 1 to 5 substituents of a halogen (C 1 -C 8 ) alkanesulfonyl group, m represents 0, 1, 2 Or 3; Y 1 represents (c1) a hydrogen atom; (c2) a halogen atom; (c3) a cyano group; (c4) a (C 1 - C 8 ) alkyl group; (c5) a (C 1 - C 8 ) haloalkyl group (c6)(C 1 -C 8 )alkoxy; (c7)(C 1 -C 8 )haloalkoxy; (c8)(C 1 -C 8 )alkylthio; (c9)(C 1 -C 8 ) haloalkylthio; (c10) (C 1 - C 8 ) alkylsulfinyl; (c11) (C 1 - C 8 ) halosulfinyl; (c12) (C 1 - C 8 ) alkanesulfonyl; or (c13) (C 1 -C 8 ) halosulfonyl, Y 2 may be the same or different, meaning (d2) a halogen atom; (d3) (C 1 - C 8 ) (d4)(C 1 -C 8 )haloalkyl; (d5)(C 1 -C 8 )alkoxy; (d6)(C 1 -C 8 )haloalkoxy; (d7)( C 1 -C 8 )alkylthio; (d8)(C 1 -C 8 )haloalkylthio; (d9)(C 1 -C 8 )alkylsulfinyl; (d10)(C 1 -C 8 a halosulfinyl group; (d11) (C 1 - C 8 ) alkanesulfonyl; or (d12) a (C 1 - C 8 ) halosulfonyl group, and n represents 0, 1, or 2.

Z1、Z2、及Z3，可為相同或相異，表示氮原子、CH、C-Y2、或C-A-Q(然而，C-A-Q，於一般式(I)中，亦可僅與Z1、Z2、及Z3中之任一個鍵結)。 Z 1 , Z 2 , and Z 3 may be the same or different and represent a nitrogen atom, CH, CY 2 , or CAQ (however, CAQ, in general formula (I), may also be only Z 1 , Z 2 And any one of Z 3 ).

A表示直鏈或分支鏈狀之(C1-C8)伸烷基、Q表示係選自以下所列舉之群之縮合雜環基； (式中，附加標記．的部份係表示與A鍵結，W1可為相同或相異，表示 (e1)氫原子；(e2)鹵素原子；(e3)氰基；(e4)甲醯基；(e5)氰基(C1-C8)烷基；(e6)(C1-C8)烷基；(e7)(C2-C8)烯基；(e8)(C2-C8)炔基；(e9)(C2-C8)鹵烯基；(e10)(C3-C8)環烷基；(e11)(C3-C8)環烷基(C1-C8)烷氧基；(e12)(C1-C8)烷氧基；(e13)(C1-C8)烷氧基(C1-C8)烷基；(e14)(C1-C8)鹵烷基；(e15)(C1-C8)鹵烷氧基；(e16)(C3-C8)鹵環烷基；(e17)(C3-C8)鹵環烷基(C1-C8)烷基；(e18)(C1-C8)烷硫基；(e19)(C1-C8)烷亞磺醯基；(e20)(C1-C8)烷磺醯基；(e21)(C1-C8)烷硫基(C1-C8)烷基；(e22)(C1-C8)烷亞磺醯基(C1-C8)烷基；(e23)(C1-C8)烷磺醯基(C1-C8)烷基；(e24)(C1-C8)鹵烷硫基； (e25)(C1-C8)鹵烷亞磺醯基；(e26)(C1-C8)鹵烷磺醯基；(e27)(C1-C8)烷氧羰基；(e28)(C2-C8)烯氧羰基；(e29)(C1-C8)烷氧羰基(C1-C8)烷基；(e30)(C1-C8)烷羰基；(e31)(C3-C8)環烷羰基；(e32)R4(R5)N基(式中，R4及R5可為相同或相異，表示氫原子、(C1-C8)烷基、(C3-C8)環烷基、(C2-C8)烯基、(C2-C8)炔基、(C3-C8)環烷基(C1-C8)烷基、(C1-C8)鹵烷基、(C3-C8)鹵環烷基、(C1-C8)烷羰基、(C1-C8)烷氧羰基、芳基可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳基、芳羰基可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1- C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳羰基、芳基(C1-C8)烷基可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳基(C1-C8)烷基；雜環基可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的雜環基、雜環(C1-C8)烷基或可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲 醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的雜環(C1-C8)烷基)；(e33)R4(R5)N(C1-C8)烷基(式中，R4及R5與前述相同)；(e34)R4(R5)NCO-基(式中，R4及R5與前述相同)；(e35)R4(R5)NCOO-基(式中，R4及R5與前述相同)；(e36)R4(R5)NSO2-基(式中，R4及R5與前述相同)；(e37)R4(R5)NCON(R5)-基(式中，R4及R5與前述相同，R5之間可為相同或相異)；(e38)芳基；(e39)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個 取代基的芳基；(e40)芳氧基羰氧基；(e41)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳氧基羰氧基；(e42)芳基(C1-C8)烷基；(e43)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳基(C1-C8)烷基；(e44)雜環基；(e45)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f) (C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的雜環基；(e46)雜環(C1-C8)烷基；或(e47)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的雜環(C1-C8)烷基；W2、W2a、W2b及W2c可為相同或相異，表示(f1)氫原子；(f2)(C1-C8)烷基；(f3)W2及W2a或W2b及W2c鍵結於同一碳原子時，>C=O基；(f4)W2及W2a或W2b及W2c鍵結於同一碳原子時，>C=N-R6基(在此，R6表示氰基、(C1-C8)烷基、或是( C1-C8)烷氧基)；(f5)在Q18或Q27，W2與W3鍵結，亦可形成含有一個氮原子之5~8員之飽和含氮雜環；(f6)鹵素原子；(f7)(C1-C8)烷氧基；或(f8)W2b及W2c可鍵結並與該等所鍵結之碳原子一起形成無取代之5~8員的飽和或不飽和的脂肪族環，該脂肪族環含有0~2個氧原子；W3、及W3a可為相同或相異，表示(m1)氫原子；(m2)氰基；(m3)甲醯基；(m4)氰基(C1-C8)烷基；(m5)(C1-C8)烷基；(m6)(C2-C8)烯基；(m7)(C2-C8)炔基；(m8)(C2-C8)鹵烯基；(m9)(C3-C8)環烷基；(m10)(C1-C8)烷氧基(C1-C8)烷基；(m11)(C1-C8)鹵烷基；(m12)(C3-C8)鹵環烷基；(m13)(C3-C8)鹵環烷基(C1-C8)烷基；(m14)(C1-C8)烷硫基(C1-C8)烷基；(m15)(C1-C8)烷亞磺醯基(C1-C8)烷基； (m16)(C1-C8)烷磺醯基(C1-C8)烷基；(m17)(C1-C8)烷氧羰基；(m18)(C2-C8)烯氧羰基；(m19)(C1-C8)烷氧羰基(C1-C8)烷基；(m20)(C1-C8)烷羰基；(m21)(C3-C8)環烷羰基；(m22)R4(R5)N(C1-C8)烷基(式中，R4及R5與前述相同)；(m23)R4(R5)NCO-基(式中，R4及R5與前述相同)；(m24)R4(R5)NCOO(-基(式中，R4及R5與前述相同)；(m25)R4(R5)NSO2-基(式中，R4及R5與前述相同)；(m26)R4(R5)NCON(R5)-基(式中，R4及R5與前述相同)；(m27)芳基；(m28)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳基； (m29)芳基(C1-C8)烷基；(m30)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳基(C1-C8)烷基；(m31)雜環基；(m32)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的雜環基；(m33)雜環(C1-C8)烷基；或(m34)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷 基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的雜環(C1-C8)烷基；W4、W5、W6、及W7可為相同或相異，表示(g1)氫原子；(g2)鹵素原子；(g3)氰基；(g4)甲醯基；(g5)氰基(C1-C8)烷基；(g6)(C1-C8)烷基；(g7)(C2-C8)烯基；(g8)(C2-C8)炔基；(g9)(C2-C8)鹵烯基；(g10)(C3-C8)環烷基；(g11)(C3-C8)環烷基(C1-C8)烷氧基；(g12)(C1-C8)烷氧基；(g13)(C1-C8)烷氧基(C1-C8)烷基；(g14)(C1-C8)鹵烷基；(g15)(C1-C8)鹵烷氧基；(g16)(C3-C8)鹵環烷基；(g17)(C3-C8)鹵環烷基(C1-C8)烷基； (g18)(C1-C8)烷硫基；(g19)(C1-C8)烷亞磺醯基；(g20)(C1-C8)烷磺醯基；(g21)(C1-C8)烷硫基(C1-C8)烷基；(g22)(C1-C8)烷亞磺醯基(C1-C8)烷基；(g23)(C1-C8)烷磺醯基(C1-C8)烷基；(g24)(C1-C8)鹵烷硫基；(g25)(C1-C8)鹵烷亞磺醯基；(g26)(C1-C8)鹵烷磺醯基；(g27)(C1-C8)烷氧羰基；(g28)(C2-C8)烯氧羰基；(g29)(C1-C8)烷氧羰基(C1-C8)烷基；(g30)(C1-C8)烷羰基；或(g31)(C3-C8)環烷羰基，p表示0、1、或2」；R1表示(h1)(C1-C8)烷基；(h2)(C2-C8)烯基；(h3)(C2-C8)炔基；(h4)(C3-C8)環烷基；(h5)(C3-C8)環烷基(C1-C8)烷基；(h6)羥基(C1-C8)烷基；(h7)(C1-C8)烷氧基(C1-C8)烷基；(h8)(C1-C8)烷硫基(C1-C8)烷基；(h9)(C1-C8)烷亞磺醯基(C1-C8)烷基； (h10)(C1-C8)烷磺醯基(C1-C8)烷基；(h11)芳基；(h12)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基；(h13)芳硫基(C1-C8)烷基；(h14)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳硫基(C1-C8)烷基；(h15)芳基(C1-C8)烷硫基(C1-C8)烷基； (h16)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷硫基(C1-C8)烷基；(h17)芳基(C1-C8)烷基；(h18)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷基；(h19)芳氧基(C1-C8)烷基；(h20)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f) (C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳氧基(C1-C8)烷基；(h21)芳基(C1-C8)烷氧基(C1-C8)烷基；(h22)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳氧基(C1-C8)烷基；(h23)芳基(C1-C8)烷氧羰基(C1-C8)烷基；(h24)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1- C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷氧羰基(C1-C8)烷基；(h25)芳羰氧基(C1-C8)烷基；(h26)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳羰氧基(C1-C8)烷基；(h27)芳丙烷二腈亞胺氧基(C1-C8)烷基；(h28)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C5-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺 醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳丙烷二腈亞胺氧基(C1-C8)烷基；(h29)芳基(C1-C8)烷氧亞胺基(C1-C8)烷基；(h30)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C5-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷氧亞胺基(C1-C8)烷基；(h31)R4(R5)N羰氧基(C1-C8)烷基(式中，R4及R5與前述相同)；(h32)R4(R5)N羰基(C1-C8)烷基(式中，R4及R5與前述相同)；(h33)R4(R5)N羰基(R4)N(C1-C8)烷基(式中，R4及R5與前述相同，R4之間可為相同或相異)；(h34)雜環(C1-C8)烷基；或(h35)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f) (C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)(C2-C8)炔基之1~5個取代基的雜環(C1-C8)烷基；或表示以下之取代基(附加標記．的部份係表示與氮原子鍵結)； 「式中，B表示直鏈或分支鏈狀之(C1-C8)伸烷基，R7表示(i1)(C1-C8)烷基，R8表示(j1)氫原子；(j2)(C1-C8)烷基；(j3)氰基；(j4)(C1-C8)烷羰基；(j5)(C1-C8)鹵烷羰基；(j6)(C1-C8)烷氧羰基；(j7)芳基；(j8)可為相同或相異，係於環上具有選自(a)鹵素原子、 (b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基；(j9)芳磺醯基；或(j10)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳磺醯基，t表示0、或1」；R2表示(k1)氫原子；(k2)(C1-C8)烷基；(k3)(C3-C8)環烷基；或是 (k4)(C3-C8)環烷基(C1-C8)烷基；或(k5)R1與R2可鍵結而形成含有一個氮原子，且進一步可含有選自氧原子、氮原子、及硫原子之1~2個的可為相同或相異之雜原子的5~8員飽和含氮雜環；R3表示(l1)氫原子；(l2)(C1-C8)烷基；(l3)(C3-C8)環烷基；或(l4)(C3-C8)環烷基(C1-C8)烷基〕。 A represents a linear or branched (C 1 -C 8 )alkylene group, and Q represents a condensed heterocyclic group selected from the group listed below; (wherein the part marked with an additional mark indicates a bond with A, W 1 may be the same or different, indicating (e1) a hydrogen atom; (e2) a halogen atom; (e3) a cyano group; (e4) a formazan (e5) cyano (C 1 -C 8 )alkyl; (e6)(C 1 -C 8 )alkyl; (e7)(C 2 -C 8 )alkenyl; (e8)(C 2 - C 8 ) alkynyl; (e9) (C 2 -C 8 )haloalkenyl; (e10)(C 3 -C 8 )cycloalkyl; (e11)(C 3 -C 8 )cycloalkyl (C 1 -C 8 )alkoxy; (e12)(C 1 -C 8 )alkoxy; (e13)(C 1 -C 8 )alkoxy(C 1 -C 8 )alkyl; (e14)(C 1 -C 8 )haloalkyl; (e15)(C 1 -C 8 )haloalkoxy; (e16)(C 3 -C 8 )halocycloalkyl; (e17)(C 3 -C 8 )halide Cycloalkyl (C 1 -C 8 )alkyl; (e18)(C 1 -C 8 )alkylthio; (e19)(C 1 -C 8 )alkylsulfinyl; (e20)(C 1 - C 8 ) alkanesulfonyl; (e21) (C 1 -C 8 )alkylthio (C 1 -C 8 )alkyl; (e22)(C 1 -C 8 )alkylsulfinyl (C 1 - C 8 )alkyl; (e23)(C 1 -C 8 )alkylsulfonyl (C 1 -C 8 )alkyl; (e24)(C 1 -C 8 )haloalkylthio; (e25)(C 1 - C 8 ) haloalkylsulfinyl; (e26) (C 1 - C 8 ) halosulfonyl; (e27) (C 1 - C 8 ) alkoxycarbonyl; (e28) (C 2 - C 8 ) an oxycarbonyl group; (e29) (C 1 -C 8 ) alkoxycarbonyl group ( C 1 -C 8 )alkyl; (e30)(C 1 -C 8 )alkylcarbonyl; (e31)(C 3 -C 8 )cycloalkylcarbonyl; (e32)R 4 (R 5 )N group (wherein R 4 and R 5 may be the same or different and represent a hydrogen atom, (C 1 -C 8 )alkyl, (C 3 -C 8 )cycloalkyl, (C 2 -C 8 )alkenyl, (C 2 -C 8 ) alkynyl, (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkyl, (C 1 -C 8 )haloalkyl, (C 3 -C 8 )halocycloalkyl , (C 1 -C 8 )alkylcarbonyl, (C 1 -C 8 )alkoxycarbonyl, aryl may be the same or different, having a ring selected from (a) a halogen atom, (b) a cyano group, (c) nitro, (d) methyl thiol, (e) (C 1 - C 8 ) alkyl, (f) (C 1 - C 8 ) haloalkyl, (g) (C 1 - C 8 ) Alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 - C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halane Sulfosyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, ( q) a carboxyl group, a (r)(C 1 -C 8 ) alkoxycarbonyl group, and an aryl group or an arylcarbonyl group having 1 to 5 substituents of the (s) phenoxy group may be the same or different, and have a ring From (a) halogen Atoms, (b) cyano, (c) nitro, (d) methyl acyl, (e) (C 1 -C 8) alkyl, (f) (C 1 -C 8) haloalkyl, (g (C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy , (j) (C 1 - C 8 ) alkylthio, (k) (C 1 - C 8 ) haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) ( C 1 -C 8 ) haloalkylsulfinyl, (n) (C 1 -C 8 ) alkanesulfonyl, (o) (C 1 -C 8 ) halosulfonyl, (p) (C 1 -C 8 ) an alkylcarbonyl group, a (q) carboxyl group, a (r) (C 1 -C 8 ) alkoxycarbonyl group, and an arylcarbonyl group or an aryl group of 1 to 5 substituents of the (s) phenoxy group (C 1 - The C 8 )alkyl group may be the same or different and has a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, and (e) (C 1 ). -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )halane Sulfur, (l) (C 1 -C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl , (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 -C 8 )alkoxycarbonyl, and (s) aryloxy (C 1 -C 8 )alkyl having 1 to 5 substituents; the heterocyclic group may be the same or different, The ring has a ring selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) a (C 1 -C 8 ) alkyl group, (f) (C 1 - C 8 ) haloalkyl, (g) (C 1 -C 8 ) alkoxy, (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl ( C 1 -C 8 ) alkoxy group, (j) (C 1 -C 8 )alkylthio group, (k)(C 1 -C 8 )haloalkylthio group, (l)(C 1 -C 8 ) alkane Sulfosyl, (m) (C 1 -C 8 ) halosulfinyl, (n) (C 1 -C 8 ) alkanesulfonyl, (o) (C 1 -C 8 ) haloalkyl Mercapto group, (p) (C 1 -C 8 ) alkylcarbonyl group, (q) carboxyl group, (r) (C 1 -C 8 ) alkoxycarbonyl group, and (s) phenoxy group of 1 to 5 substituents The heterocyclic group, heterocyclic (C 1 -C 8 )alkyl group or which may be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a mercapto group, (e) (C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)( C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, k) (C 1 -C 8 ) haloalkylthio, (l) (C 1 -C 8 ) Alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halo Sulfonyl, (p)(C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, and 1 to 5 substituents of (s)phenoxy Heterocyclic (C 1 -C 8 )alkyl); (e33)R 4 (R 5 )N(C 1 -C 8 )alkyl (wherein R 4 and R 5 are the same as defined above); (e34) R 4 (R 5 )NCO-yl (wherein R 4 and R 5 are the same as defined above); (e35) R 4 (R 5 )NCOO-yl (wherein R 4 and R 5 are the same as defined above); E36) R 4 (R 5 )NSO 2 - group (wherein R 4 and R 5 are the same as defined above); (e37) R 4 (R 5 )NCON(R 5 )- group (wherein R 4 and R 5 is the same as described above, R 5 may be the same or different); (e38) aryl; (e39) may be the same or different, having a ring selected from (a) a halogen atom, (b) cyanide on the ring Base, (c) nitro, (d) methyl ketone, (e) (C 1 - C 8 ) alkyl, (f) (C 1 - C 8 ) haloalkyl, (g) (C 1 - C 8 ) alkoxy, (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy, (j) (C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 ) Halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 -C 8 ) alkoxycarbonyl, and (s) aryl of 1 to 5 substituents of phenoxy; (e40) aryloxycarbonyloxy; (e41) may be the same or different, attached to the ring Having selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) a (C 1 -C 8 ) alkyl group, (f) (C 1 -C 8 Haloalkyl, (g) (C 1 -C 8 ) alkoxy, (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy group, (j) (C 1 -C 8 )alkylthio group, (k)(C 1 -C 8 )haloalkylthio group, (l)(C 1 -C 8 )alkyl sulfinic acid Sulfhydryl, (m) (C 1 -C 8 ) haloalkylsulfinyl, (n) (C 1 -C 8 ) alkanesulfonyl, (o) (C 1 -C 8 ) halosulfonyl , (p) (C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, and (s) aryloxy 1 to 5 substituents of aryloxy (e42) aryl (C 1 -C 8 )alkyl; (e43) may be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, c) nitro, (d) formamidine, (e) (C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 ) alkane Oxyl, (h) (C 1 -C 8 ) haloalkoxy Base, (i) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 -C 8 ) Haloalkylthio, (l) (C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfinyl, (n)(C 1 -C 8 )alkane Sulfhydryl, (o)(C 1 -C 8 )haloalkylsulfonyl, (p)(C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl And (s) an aryl (C 1 -C 8 )alkyl group having 1 to 5 substituents of a phenoxy group; (e44) a heterocyclic group; (e45) may be the same or different and have a ring Selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) a (C 1 - C 8 ) alkyl group, (f) (C 1 - C 8 ) Haloalkyl, (g) (C 1 -C 8 ) alkoxy, (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 - C 8 ) alkoxy group, (j) (C 1 -C 8 )alkylthio group, (k)(C 1 -C 8 )haloalkylthio group, (l)(C 1 -C 8 )alkylsulfinium sulfonate a group, (m) (C 1 - C 8 ) haloalkylsulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, and (s) heterocyclic group of 1 to 5 substituents of phenoxy group (e46) heterocyclic (C 1 -C 8 )alkyl; or (e47) may be the same or different , having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) a (C 1 -C 8 ) alkyl group, (f) ( C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 ) ring Alkyl (C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) 1 to 5 of haloalkylsulfonyl, (p) (C 1 -C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 -C 8 ) alkoxycarbonyl, and (s)phenoxy a heterocyclic (C 1 -C 8 )alkyl group of a substituent; W 2 , W 2a , W 2b and W 2c may be the same or different and represent a (f1) hydrogen atom; (f2) (C 1 -C 8 ) (f3)W 2 and W 2a or W 2b and W 2c are bonded to the same carbon atom, >C=O group; (f4)W 2 and W 2a or W 2b and W 2c are bonded to the same carbon In the case of an atom, >C=NR 6 group (here, R 6 represents a cyano group, a (C 1 -C 8 ) alkyl group, or a (C 1 -C 8 ) alkoxy group); (f5) in Q18 or Q27 , W 2 and W 3 bonding, can also form a saturated nitrogen-containing heterocyclic ring of 5-8 members containing a nitrogen atom; (f6) a halogen atom; (f7) (C 1 - C 8 ) alkoxylate Or (f8) W 2b and W 2c may be bonded and form an unsubstituted 5-8 member saturated or unsaturated aliphatic ring together with the bonded carbon atoms, the aliphatic ring containing 0~ 2 oxygen atoms; W 3 and W 3a may be the same or different, representing (m1) hydrogen atom; (m2) cyano; (m3) formazan; (m4) cyano (C 1 - C 8 ) (m5)(C 1 -C 8 )alkyl; (m6)(C 2 -C 8 )alkenyl; (m7)(C 2 -C 8 )alkynyl; (m8)(C 2 -C 8 ) haloalkenyl; (m9) (C 3 -C 8 )cycloalkyl; (m10)(C 1 -C 8 )alkoxy(C 1 -C 8 )alkyl; (m11)(C 1 - C 8 )haloalkyl; (m12)(C 3 -C 8 )halocycloalkyl; (m13)(C 3 -C 8 )halocycloalkyl(C 1 -C 8 )alkyl; (m14)( C 1 -C 8 )alkylthio(C 1 -C 8 )alkyl; (m15)(C 1 -C 8 )alkylsulfinyl (C 1 -C 8 )alkyl; (m16)(C 1 -C 8 ) alkanesulfonyl (C 1 -C 8 )alkyl; (m17)(C 1 -C 8 )alkoxycarbonyl; (m18)(C 2 -C 8 )alkenyloxycarbonyl; (m19)( C 1 -C 8 )alkoxycarbonyl(C 1 -C 8 )alkyl; (m20)(C 1 -C 8 )alkylcarbonyl; (m21)(C 3 -C 8 )cycloalkylcarbonyl; (m22)R 4 (R 5 )N(C 1 -C 8 )alkyl (wherein R 4 and R 5 are the same as defined above); (m23) R 4 (R 5 )NCO- group (wherein R 4 and R 5 versus (m24)R 4 (R 5 )NCOO (-based (wherein R 4 and R 5 are the same as defined above); (m25) R 4 (R 5 )NSO 2 - group (wherein R 4 And R 5 is the same as defined above; (m26) R 4 (R 5 )NCON(R 5 )- group (wherein R 4 and R 5 are the same as defined above); (m27) aryl; (m28) may be the same Or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) a (C 1 -C 8 ) alkyl group, f) (C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 ) cycloalkyl (C 1 -C 8 ) alkoxy, (j) (C 1 - C 8 ) alkylthio, (k) (C 1 - C 8 ) haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 - C 8 ) alkoxycarbonyl, and (s) phenoxy 1 ~5 substituent aryl; (m29) aryl (C 1 -C 8 ) alkyl; (m30) may be the same or different, having a ring selected from (a) a halogen atom, (b) Cyano, (c) nitro, (d) formazan, (e) (C 1 - C 8 ) alkyl, (f) (C 1 - C 8 ) haloalkyl, (g) (C 1 - C 8 ) alkoxy, (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k (C 1 -C 8 ) haloalkylthio, (l) (C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfinyl, (n)( C 1 -C 8 ) alkanesulfonyl, (o)(C 1 -C 8 )halosulfonyl, (p)(C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 - C 8 ) alkoxycarbonyl, and (s) aryl 1 to 5 substituents of aryl (C 1 -C 8 )alkyl; (m31)heterocyclyl; (m32) may be the same or Different from the ring, having a ring selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) a (C 1 -C 8 ) alkyl group, (f (C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 a cycloalkyl (C 1 -C 8 ) alkoxy group, (j) (C 1 -C 8 )alkylthio group, (k)(C 1 -C 8 )haloalkylthio group, (l) (C 1 -C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) a halosulfonyl group, (p) (C 1 - C 8 ) alkylcarbonyl group, (q) carboxyl group, (r) (C 1 - C 8 ) alkoxycarbonyl group, and (s) phenoxy group 1~ 5 substituted heterocyclic group; (M33) heterocyclyl (C 1 -C 8) alkyl; or (M34) may be It is the same or different, selected based on having (a) a halogen atom on the ring, (b) cyano, (c) nitro, (d) methyl acyl, (e) (C 1 -C 8) alkyl, (f) (C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 - C 8 ) cycloalkyl (C 1 -C 8 ) alkoxy, (j) (C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)( C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfinyl, (n)(C 1 -C 8 )alkylsulfonyl, (o)(C 1 -C 8 ) haloalkylsulfonyl, (p) (C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, and (s)phenoxy Heterocyclic (C 1 -C 8 )alkyl of 1 to 5 substituents; W 4 , W 5 , W 6 , and W 7 may be the same or different and represent (g1) a hydrogen atom; (g2) a halogen atom (g3) cyano; (g4) formazan; (g5) cyano(C 1 -C 8 )alkyl; (g6)(C 1 -C 8 )alkyl; (g7)(C 2 -C 8 ) alkenyl; (g8) (C 2 -C 8 )alkynyl; (g9)(C 2 -C 8 )haloalkenyl; (g10)(C 3 -C 8 )cycloalkyl; (g11)( C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy; (g12)(C 1 -C 8 )alkoxy; (g13)(C 1 -C 8 )alkoxy (C 1 -C 8 )alkyl; (g14)(C 1 -C 8 )haloalkyl; (g15)(C 1 - C 8 ) haloalkoxy; (g16) (C 3 -C 8 ) halocycloalkyl; (g17) (C 3 -C 8 ) halocycloalkyl (C 1 -C 8 )alkyl; (g18) (C 1 -C 8 )alkylthio; (g19)(C 1 -C 8 )alkylsulfinyl; (g20)(C 1 -C 8 )alkylsulfonyl; (g21)(C 1 -C 8 ) alkylthio (C 1 -C 8 )alkyl; (g22) (C 1 -C 8 )alkylsulfinyl (C 1 -C 8 )alkyl; (g23)(C 1 -C 8 ) Alkanesulfonyl (C 1 -C 8 )alkyl; (g24) (C 1 -C 8 )haloalkylthio; (g25)(C 1 -C 8 )halosulfinyl; (g26)( C 1 -C 8 )haloalkylsulfonyl; (g27)(C 1 -C 8 )alkoxycarbonyl; (g28)(C 2 -C 8 )alkenyloxycarbonyl; (g29)(C 1 -C 8 ) Alkoxycarbonyl (C 1 -C 8 )alkyl; (g30)(C 1 -C 8 )alkylcarbonyl; or (g31)(C 3 -C 8 )cycloalkylcarbonyl, p represents 0, 1, or 2"; R 1 represents (h1)(C 1 -C 8 )alkyl; (h2)(C 2 -C 8 )alkenyl; (h3)(C 2 -C 8 )alkynyl; (h4)(C 3 - C 8 ) cycloalkyl; (h5) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkyl; (h6)hydroxy(C 1 -C 8 )alkyl; (h7)(C 1 -C 8 ) alkoxy (C 1 -C 8 )alkyl; (h8)(C 1 -C 8 )alkylthio(C 1 -C 8 )alkyl; (h9)(C 1 -C 8 ) alkyl sulfinyl group (C 1 -C 8) alkyl; (h10) (C 1 -C 8) alkyl sulfonic acyl (C 1 -C 8) alkoxy (h11) aryl; (h12) may be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formazan group, e) (C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 ) Haloalkoxy, (i) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 - C 8 ) haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 Alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 - C 8 ) An alkoxycarbonyl group, (s) R 4 (R 5 ) N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) an aryl group having 1 to 5 substituents of a phenoxy group; (h13) Arylthio (C 1 -C 8 )alkyl; (h14) may be the same or different and have a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a mercapto group, (e) (C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)( C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, k) (C 1 -C 8) haloalkylthio, (l) (C 1 -C 8) alkoxy Sulfo acyl, (m) (C 1 -C 8) haloalkyl sulfinyl group, (n) (C 1 -C 8) acyl alkylsulfonyl, (o) (C 1 -C 8) haloalkyl sulfonylurea a group, (p) (C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, (s)R 4 (R 5 )N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) an arylthio(C 1 -C 8 )alkyl group having 1 to 5 substituents of a phenoxy group; (h15) an aryl (C 1 -C 8 ) alkane Thio(C 1 -C 8 )alkyl; (h16) may be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) Mercapto, (e)(C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k (C 1 -C 8 ) haloalkylthio, (l) (C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfinyl, (n)( C 1 -C 8 ) alkanesulfonyl, (o)(C 1 -C 8 )halosulfonyl, (p)(C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, (s)R 4 (R 5 )N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) aryl of 1 to 5 substituents of phenoxy group (C 1 -C 8) alkylthio (C 1 -C 8) alkyl (H17) aryl (C 1 -C 8) alkyl; (H18) may be the same or different, selected based on having (a) a halogen atom on the ring, (b) cyano, (c) nitro, (d) indenyl, (e)(C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy, (j)(C 1 -C 8 )alkylthio , (k) (C 1 - C 8 ) haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, ( n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r (C 1 -C 8 ) alkoxycarbonyl, (s) R 4 (R 5 ) N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) 1 to 5 substituents of phenoxy a aryl (C 1 -C 8 )alkyl group; (h19) aryloxy(C 1 -C 8 )alkyl; (h20) may be the same or different, having a ring selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) a (C 1 - C 8 ) alkyl group, (f) a (C 1 - C 8 ) haloalkyl group, ( g) (C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy Base, (j) (C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )halide Alkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonate a group, (o) (C 1 - C 8 ) haloalkylsulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 - C 8 ) alkoxycarbonyl, (s) R 4 (R 5 )N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) aryloxy (C 1 -C 8 ) of 1 to 5 substituents of the phenoxy group (h21) aryl(C 1 -C 8 )alkoxy(C 1 -C 8 )alkyl; (h22) may be the same or different and have a ring atom selected from (a) a halogen atom (b) cyano group, (c) nitro group, (d) formamidine group, (e) (C 1 -C 8 ) alkyl group, (f) (C 1 -C 8 ) haloalkyl group, (g) (C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j) (C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)(C 1 - C 8 ) haloalkylsulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) an alkylcarbonyl group, (q) a carboxyl group, (r) (C 1 -C 8 ) alkoxycarbonyl group, (s) R 4 (R 5 )N carbonyl group (wherein R 4 and R 5 are the same as defined above), And (t) an aryloxy group of 1 to 5 substituents of a phenoxy group (C 1 - C 8 )alkyl; (h23) aryl (C 1 -C 8 ) alkoxycarbonyl (C 1 -C 8 )alkyl; (h24) may be the same or different, having a ring selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) a (C 1 - C 8 ) alkyl group, (f) a (C 1 - C 8 ) haloalkyl group, (g) (C 1 -C 8 ) alkoxy, (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkane Oxy group, (j)(C 1 - C 8 )alkylthio group, (k)(C 1 -C 8 )haloalkylthio group, (l)(C 1 -C 8 )alkylsulfinyl group, (m (C 1 -C 8 ) haloalkylsulfinyl, (n) (C 1 -C 8 ) alkanesulfonyl, (o) (C 1 -C 8 ) halosulfonyl, (p) ( C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, (s)R 4 (R 5 )N carbonyl (wherein R 4 and R 5 are as defined above (1) an aryl (C 1 -C 8 ) alkoxycarbonyl (C 1 -C 8 )alkyl group having 1 to 5 substituents of a phenoxy group; (h25) an arylcarbonyloxy group (C 1 ) -C 8 )alkyl; (h26) may be the same or different and have a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formazan group, e) (C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 ) Haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy group, (j) (C 1 -C 8 )alkylthio group, (k)(C 1 -C 8 )haloalkylthio group, (l)(C 1 -C 8 )alkyl sulfinic acid Sulfhydryl, (m) (C 1 -C 8 ) haloalkylsulfinyl, (n) (C 1 -C 8 ) alkanesulfonyl, (o) (C 1 -C 8 ) halosulfonyl , (p) (C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, (s)R 4 (R 5 )N carbonyl (wherein R 4 And ( 5 ) an arylcarbonyloxy(C 1 -C 8 )alkyl group having 1 to 5 substituents of a phenoxy group; (h27) an arpropane dinitrite imineoxy group (C) 1 -C 8 )alkyl; (h28) may be the same or different and have a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) (C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 Haloalkoxy, (i) (C 5 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 -C 8 ) haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 - C 8 ) alkoxycarbonyl, (s) R 4 (R 5) N -carbonyl group (wherein, R 4 and R 5 and Same as described above), and (t) a phenoxy group having 1 to 5 substituents of aryl propanedinitrile imine group (C 1 -C 8) alkyl; (H29) aryl (C 1 -C 8) alkoxy Oxidido (C 1 -C 8 )alkyl; (h30) may be the same or different and have a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, d) indolyl, (e)(C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h) (C 1 -C 8 ) haloalkoxy, (i) (C 5 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy, (j)(C 1 -C 8 )alkylthio, (k) (C 1 - C 8 ) haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n (C 1 -C 8 ) alkanesulfonyl, (o) (C 1 -C 8 ) halosulfonyl, (p) (C 1 -C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 -C 8 )alkoxycarbonyl, (s)R 4 (R 5 )N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) 1 to 5 substituents of the phenoxy group Aryl (C 1 -C 8 ) alkoxyimino(C 1 -C 8 )alkyl; (h31)R 4 (R 5 )Ncarbonyloxy(C 1 -C 8 )alkyl (wherein , R 4 and R 5 are the same as defined above; (h32) R 4 (R 5 )N carbonyl (C 1 -C 8 )alkyl (wherein R 4 and R 5 are the same as defined above); (h33) R 4 (R 5 )Ncarbonyl (R 4 )N (C 1 -C 8 )alkyl (wherein R 4 and R 5 are the same as defined above, R 4 may be the same or different); (h34)heterocyclic (C 1 -C 8 )alkyl; or (h35 ) may be the same or different and have a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formazan group, and (e) (C 1 - C 8 ). Alkyl, (f) (C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)( C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, l) (C 1 -C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 -C 8 ) haloalkylsulfonyl, (p)(C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, (s)R 4 a (R 5 )N carbonyl group (wherein R 4 and R 5 are the same as defined above), and (t) a (C 2 -C 8 ) alkynyl group having 1 to 5 substituents of a heterocyclic ring (C 1 -C 8 ) Alkyl; or a substituent representing the following (additional labeling. The part is expressed as a bond with a nitrogen atom); Wherein B represents a linear or branched (C 1 -C 8 )alkyl group, R 7 represents (i1)(C 1 -C 8 )alkyl, and R 8 represents (j1) a hydrogen atom; J2) (C 1 -C 8 )alkyl; (j3)cyano; (j4)(C 1 -C 8 )alkylcarbonyl; (j5)(C 1 -C 8 )halocarbonyl; (j6)(C 1 - C 8 ) alkoxycarbonyl; (j7) aryl; (j8) may be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) indenyl, (e)(C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy, (j)(C 1 -C 8 )alkylthio , (k) (C 1 - C 8 ) haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, ( n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r (C 1 -C 8 ) alkoxycarbonyl, (s) R 4 (R 5 ) N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) 1 to 5 substituents of phenoxy a aryl group; (j9) aryl sulfonyl; or (j10) which may be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, d) Hyperthyroidism a group, (e) (C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 - C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)( C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfinyl, (n)(C 1 -C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 - C 8 ) alkoxycarbonyl, (s) R 4 (R 5 ) N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) aryl sulfonium of 1 to 5 substituents of phenoxy Base, t represents 0, or 1"; R 2 represents (k1) hydrogen atom; (k2) (C 1 - C 8 ) alkyl; (k3) (C 3 - C 8 ) cycloalkyl; or (k4 (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkyl; or (k5)R 1 and R 2 may be bonded to form a nitrogen atom, and further may be selected from an oxygen atom, nitrogen 5 to 8 membered saturated nitrogen-containing heterocycles of the same or different heteroatoms of the atom and the sulfur atom; R 3 represents a (l1) hydrogen atom; (l2) (C 1 - C 8 ) Alkyl; (l3) (C 3 -C 8 )cycloalkyl; or (l4)(C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkyl].

[2]如[1]之鄰苯二甲醯胺衍生物、或其鹽類，其中，X1為(a1)氫原子；(a2)鹵素原子；(a3)(C1-C8)烷基；(a4)(C1-C8)鹵烷基；(a5)(C1-C8)烷氧基；(a6)(C1-C8)鹵烷氧基；(a7)(C1-C8)烷硫基；(a8)(C1-C8)鹵烷硫基；(a9)(C1-C8)烷亞磺醯基；(a10)(C1-C8)鹵烷亞磺醯基；(a11)(C1-C8)烷磺醯基；(a12)(C1-C8)鹵烷磺醯基， X1以外之取代基係如在〔1〕之定義。 [2] The phthalimin derivative of [1], wherein X 1 is (a1) a hydrogen atom; (a2) a halogen atom; (a3) (C 1 -C 8 ) alkane, or a salt thereof. (a4)(C 1 -C 8 )haloalkyl; (a5)(C 1 -C 8 )alkoxy; (a6)(C 1 -C 8 )haloalkoxy; (a7)(C 1 -C 8 )alkylthio; (a8)(C 1 -C 8 )haloalkylthio; (a9)(C 1 -C 8 )alkylsulfinyl; (a10)(C 1 -C 8 ) Haloalkylsulfinyl; (a11) (C 1 - C 8 ) alkanesulfonyl; (a12) (C 1 - C 8 ) halosulfonyl, a substituent other than X 1 is as in [1] The definition.

[3]如[1]之鄰苯二甲醯胺衍生物、或其鹽類，其中，X2為(b2)鹵素原子；(b3)(C1-C8)烷基；(b4)(C1-C8)鹵烷基；(b5)(C1-C8)烷氧基；(b6)(C1-C8)鹵烷氧基，X2以外之取代基係如在[1]之定義。 [3] The phthalimin derivative of [1], wherein X 2 is (b 2 ) a halogen atom; (b3) (C 1 - C 8 ) alkyl; (b4) ( C 1 -C 8 )haloalkyl; (b5)(C 1 -C 8 )alkoxy; (b6)(C 1 -C 8 )haloalkoxy, substituents other than X 2 are as in [1 The definition of ].

[4]如[1]之鄰苯二甲醯胺衍生物、或其鹽類，其中，X1為(a1)氫原子；(a2)鹵素原子；(a3)(C1-C8)烷基；(a4)(C1-C8)鹵烷基；(a5)(C1-C8)烷氧基；(a6)(C1-C8)鹵烷氧基；(a7)(C1-C8)烷硫基；(a8)(C1-C8)鹵烷硫基；(a9)(C1-C8)烷亞磺醯基；(a10)(C1-C8)鹵烷亞磺醯基；(a11)(C1-C8)烷磺醯基； (a12)(C1-C8)鹵烷磺醯基，X2為(b2)鹵素原子；(b3)(C1-C8)烷基；(b4)(C1-C8)鹵烷基；(b5)(C1-C8)烷氧基；(b6)(C1-C8)鹵烷氧基，X1及X2以外之取代基係如在〔1〕之定義。 [4] The phthalimin derivative of [1], wherein X 1 is (a1) a hydrogen atom; (a2) a halogen atom; (a3) (C 1 -C 8 ) alkane, or a salt thereof. (a4)(C 1 -C 8 )haloalkyl; (a5)(C 1 -C 8 )alkoxy; (a6)(C 1 -C 8 )haloalkoxy; (a7)(C 1 -C 8 )alkylthio; (a8)(C 1 -C 8 )haloalkylthio; (a9)(C 1 -C 8 )alkylsulfinyl; (a10)(C 1 -C 8 ) Haloalkylsulfinyl; (a11) (C 1 - C 8 ) alkanesulfonyl; (a12) (C 1 - C 8 ) halosulfonyl, X 2 (b2) halogen; (b3) (C 1 -C 8 )alkyl; (b4)(C 1 -C 8 )haloalkyl; (b5)(C 1 -C 8 )alkoxy; (b6)(C 1 -C 8 )halane The substituent other than the oxy group, X 1 and X 2 is as defined in [1].

[5]如[1]之鄰苯二甲醯胺衍生物、或其鹽類，其中，X1表示(a1)氫原子；(a2)鹵素原子；(a7)(C1-C8)烷硫基；(a9)(C1-C8)烷亞磺醯基；或(a11)(C1-C8)烷磺醯基；X2表示(b2)鹵素原子；M表示0、或1；Y1表示(c1)氫原子；(c2)鹵素原子；(c3)氰基；(c4)(C1-C8)烷基； (c6)(C1-C8)烷氧基；(c8)(C1-C8)烷硫基；或(c10)(C1-C8)烷亞磺醯基；Y2表示(d2)鹵素原子；(d3)(C1-C8)烷基；(d4)(C1-C8)鹵烷基；(d5)(C1-C8)烷氧基；或(d6)(C1-C8)鹵烷氧基；n表示0或1；Q表示Q1、Q3、Q4、Q5、Q6、Q7、Q8、Q9、Q10、Q11、Q12、Q13、Q16、Q18、Q19、Q21、Q23、Q24、Q25、Q26、Q27、Q28、Q29、Q30、或Q31「在此，W1可為相同或相異，表示(e1)氫原子；(e4)甲醯基(e6)(C1-C8)烷基；(e10)(C3-C8)環烷基；(e11)(C3-C8)環烷基(C1-C8)烷氧基；(e12)(C1-C8)烷氧基；(e13)(C1-C8)烷氧基(C1-C8)烷基；(e14)(C1-C8)鹵烷基；(e15)(C1-C8)鹵烷氧基；(e18)(C1-C8)烷硫基； (e19)(C1-C8)烷亞磺醯基；(e21)(C1-C8)烷硫基(C1-C8)烷基；(e22)(C1-C8)烷亞磺醯基(C1-C8)烷基；(e23)(C1-C8)烷磺醯基(C1-C8)烷基；(e27)(C1-C8)烷氧羰基；(e29)(C1-C8)烷氧羰基(C1-C8)烷基；(e32)R4(R5)N基(式中，R4及R5可為相同或相異，表示氫原子、(C1-C8)烷基、(C3-C8)環烷基、(C2-C8)烯基、(C2-C8)炔基、(C3-C8)環烷基(C1-C8)烷基、(C1-C8)鹵烷基、(C3-C8)鹵環烷基、(C1-C8)烷羰基、(C1-C8)烷氧羰基、芳基、可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳基、芳羰基、可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧 基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳羰基、芳基(C1-C8)烷基、可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳基(C1-C8)烷基；雜環基、可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之環上具有1~5個取代基的雜環基、雜環(C1-C8)烷基、或可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、 (c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的雜環(C1-C8)烷基)；(e33)R4(R5)N(C1-C8)烷基(式中，R4及R5與前述相同)；(e34)R4(R5)NCO-基(式中，R4及R5與前述相同)；(e35)R4(R5)NCOO-基(式中，R4及R5與前述相同)；(e36)R4(R5)NSO2-基(式中，R4及R5與前述相同)；(e37)R4(R5)NCON(R5)-基(式中，R4及R5與前述相同，R5之間可為相同或相異)；(e38)芳基；(e39)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個 取代基的芳基；(e44)雜環基；或(e46)雜環(C1-C8)烷基；W4、W5、W6、及W7可為相同或相異，表示(g1)氫原子；(g2)鹵素原子；(g6)(C1-C8)烷基；(g12)(C1-C8)烷氧基；(g14)(C1-C8)鹵烷基；或(g27)(C1-C8)烷氧羰基；，p表示0」；R1表示(h1)(C1-C8)烷基；(h2)(C2-C8)烯基；(h3)(C2-C8)炔基；(h5)(C3-C8)環烷基(C1-C8)烷基；(h7)(C1-C8)烷氧基(C1-C8)烷基；(h8)(C1-C8)烷硫基(C1-C8)烷基；(h9)(C1-C8)烷亞磺醯基(C1-C8)烷基；(h10)(C1-C8)烷磺醯基(C1-C8)烷基；(h12)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1- C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基；(h14)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳硫基(C1-C8)烷基；(h16)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中 ，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷硫基(C1-C8)烷基；(h17)芳基(C1-C8)烷基；(h18)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷基；(h20)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳氧基(C1-C8)烷基；(h22)可為相同或相異，係於環上具有選自(a)鹵素原子 、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷氧基(C1-C8)烷基；(h24)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷氧羰基(C1-C8)烷基；(h26)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞 磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳羰氧基(C1-C8)烷基；(h28)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C5-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳丙烷二腈亞胺氧基(C1-C8)烷基；(h30)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C5-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基 的芳基(C1-C8)烷氧亞胺基(C1-C8)烷基；(h31)R4(R5)N羰氧基(C1-C8)烷基(式中，R4及R5與前述相同)；(h32)R4(R5)N羰基(C1-C8)烷基(式中，R4及R5與前述相同)；或(h33)R4(R5)N羰基(R4)N(C1-C8)烷基(式中，R4及R5與前述相同，R4之間可為相同或相異)(h34)雜環(C1-C8)烷基；或表示以下之取代基(附加標記．的部份係表示與氮原子鍵結)； 「式中，B表示直鏈或分支鏈狀之(C1-C8)伸烷基，R7表示(i1)(C1-C8)烷基、R8表示(j1)氫原子；(j2)(C1-C8)烷基；(j3)氰基；(j4)(C1-C8)烷羰基；(j5)(C1-C8)鹵烷羰基；(j6)(C1-C8)烷氧羰基； (j8)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基；或(j10)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳磺醯基，t表示0、或1」；R2表示(k1)氫原子；或是表示(k2)(C1-C8)烷基； (k5)或R1與R2可鍵結而形成含有一個氮原子，且進一步可含有選自氧原子、氮原子、及硫原子之1~2個的可為相同或相異之雜原子的5~8員飽和含氮雜環；R3表示(l1)氫原子；或(l2)(C1-C8)烷基。 [5] The phthalimin derivative of [1], or a salt thereof, wherein X 1 represents (a1) a hydrogen atom; (a2) a halogen atom; (a7) (C 1 - C 8 ) alkane Sulfur; (a9) (C 1 - C 8 ) alkylsulfinyl; or (a11) (C 1 - C 8 ) alkanesulfonyl; X 2 represents (b2) a halogen atom; M represents 0, or 1 Y 1 represents (c1) a hydrogen atom; (c2) a halogen atom; (c3) a cyano group; (c4) a (C 1 - C 8 ) alkyl group; (c6) a (C 1 - C 8 ) alkoxy group; C8) (C 1 -C 8 )alkylthio; or (c10)(C 1 -C 8 )alkylsulfinyl; Y 2 represents (d2) halogen atom; (d3) (C 1 -C 8 ) alkane (d4) (C 1 -C 8 )haloalkyl; (d5)(C 1 -C 8 )alkoxy; or (d6)(C 1 -C 8 )haloalkoxy; n represents 0 or 1; Q represents Q1, Q3, Q4, Q5, Q6, Q7, Q8, Q9, Q10, Q11, Q12, Q13, Q16, Q18, Q19, Q21, Q23, Q24, Q25, Q26, Q27, Q28, Q29, Q30, or Q31 "here, W 1 may be the same or different, meaning (e1) hydrogen atom; (e4) formazan (e6) (C 1 -C 8 ) alkyl; (e10) (C 3 - C 8 ) cycloalkyl; (e11) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy; (e12)(C 1 -C 8 )alkoxy; (e13)(C 1 -C 8) alkoxy (C 1 -C 8) alkyl; (e14) (C 1 -C 8) haloalkyl (e15) (C 1 -C 8 ) haloalkoxy; (e18) (C 1 -C 8) alkylthio; (e19) (C 1 -C 8) alkyl sulfinyl group; (e21) (C 1 -C 8 )alkylthio (C 1 -C 8 )alkyl; (e22)(C 1 -C 8 )alkylsulfinyl (C 1 -C 8 )alkyl; (e23)(C 1 - C 8 ) alkanesulfonyl (C 1 -C 8 )alkyl; (e27)(C 1 -C 8 )alkoxycarbonyl; (e29)(C 1 -C 8 )alkoxycarbonyl (C 1 -C 8 An alkyl group; (e32) R 4 (R 5 ) N group (wherein R 4 and R 5 may be the same or different, and represent a hydrogen atom, (C 1 -C 8 ) alkyl group, (C 3 -C) 8 ) cycloalkyl, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkyl, (C 1 - C 8 ) haloalkyl, (C 3 -C 8 ) halocycloalkyl, (C 1 -C 8 )alkylcarbonyl, (C 1 -C 8 )alkoxycarbonyl, aryl, may be the same or different, Attached to the ring is selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) a (C 1 -C 8 ) alkyl group, (f) (C) 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 )cycloalkane (C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 ) alkyl sulfinyl group, (m) (C 1 -C 8) haloalkyl sulfinyl , (N) (C 1 -C 8) acyl alkylsulfonyl, (o) (C 1 -C 8) haloalkyl sulfo acyl, (p) (C 1 -C 8) alkylcarbonyl, (q) a carboxyl group, (r) (C 1 -C 8 ) alkoxycarbonyl, and the aryl or arylcarbonyl group of 1 to 5 substituents of the (s) phenoxy group may be the same or different and have a ring selected from the ring ( a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) a (C 1 - C 8 ) alkyl group, (f) a (C 1 - C 8 ) haloalkyl group , (g) (C 1 -C 8 ) alkoxy, (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 -C 8 ) Alkoxy group, (j) (C 1 -C 8 )alkylthio group, (k)(C 1 -C 8 )haloalkylthio group, (l)(C 1 -C 8 )alkylsulfinyl group, ( m) (C 1 -C 8 ) haloalkylsulfinyl, (n) (C 1 -C 8 ) alkanesulfonyl, (o) (C 1 -C 8 ) halosulfonyl, (p) (C 1 -C 8 ) an alkylcarbonyl group, a (q) carboxyl group, a (r)(C 1 -C 8 ) alkoxycarbonyl group, and an arylcarbonyl group or an aryl group of 1 to 5 substituents of the (s) phenoxy group ( C 1 -C 8 )alkyl, which may be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formazan group, (e) (C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )halide alkoxy, (i) (C 3 -C 8) cycloalkyl (C 1 -C 8) alkoxy, (j) (C 1 -C 8) alkylthio, (k) (C 1 -C 8) haloalkylthio, (l) (C 1 -C 8) Alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halo Sulfonyl, (p)(C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, and 1 to 5 substituents of (s)phenoxy Aryl (C 1 -C 8 )alkyl; heterocyclyl, which may be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, d) indolyl, (e)(C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy, (j)(C 1 -C 8 )alkylthio, (k) (C 1 - C 8 ) haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n (C 1 -C 8 ) alkanesulfonyl, (o) (C 1 -C 8 ) halosulfonyl, (p) (C 1 -C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 -C 8 ) alkoxycarbonyl, and (s) a heterocyclic group having 1 to 5 substituents on the ring of the phenoxy group, a heterocyclic (C 1 -C 8 )alkyl group, or may be the same or Different, attached to the ring having a halogen selected from (a) Sub, (b) cyano, (c) nitro, (d) methyl acyl, (e) (C 1 -C 8) alkyl, (f) (C 1 -C 8) haloalkyl, (g (C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy , (j) (C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)( C 1 -C 8 ) haloalkylsulfinyl, (n) (C 1 -C 8 ) alkanesulfonyl, (o) (C 1 -C 8 ) halosulfonyl, (p) (C 1 -C 8 ) an alkylcarbonyl group, a (q) carboxyl group, a (r)(C 1 -C 8 ) alkoxycarbonyl group, and a heterocyclic ring (C 1 -C 8 ) of 1 to 5 substituents of the (s) phenoxy group (e33)R 4 (R 5 )N(C 1 -C 8 )alkyl (wherein R 4 and R 5 are the same as defined above); (e34)R 4 (R 5 )NCO-based ( Wherein R 4 and R 5 are the same as defined above; (e35) R 4 (R 5 )NCOO-yl (wherein R 4 and R 5 are the same as defined above); (e36) R 4 (R 5 )NSO 2 a group (wherein R 4 and R 5 are the same as defined above); (e37) R 4 (R 5 )NCON(R 5 )- group (wherein R 4 and R 5 are the same as defined above, and R 5 is the same (e38) aryl; (e39) may be the same or different, having a ring selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) )methanosyl, (e) (C 1 -C 8 ) alkyl, (f) (C 1 - C 8 ) haloalkyl, (g) (C 1 - C 8 ) alkoxy, (h) (C 1 - C 8 ) haloalkoxy, (i (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio , (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, ( o) (C 1 -C 8 ) haloalkylsulfonyl, (p)(C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, and (s An aryl group having 1 to 5 substituents of a phenoxy group; (e44) a heterocyclic group; or (e46) a heterocyclic (C 1 - C 8 ) alkyl group; W 4 , W 5 , W 6 , and W 7 It may be the same or different and represents (g1) a hydrogen atom; (g2) a halogen atom; (g6) a (C 1 - C 8 ) alkyl group; (g12) a (C 1 - C 8 ) alkoxy group; (g14) (C 1 -C 8 )haloalkyl; or (g27)(C 1 -C 8 )alkoxycarbonyl; p represents 0"; R 1 represents (h1)(C 1 -C 8 )alkyl; (h2 (C 2 -C 8 )alkenyl; (h3)(C 2 -C 8 )alkynyl; (h5)(C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkyl; (h7) (C 1 -C 8 ) alkoxy(C 1 -C 8 )alkyl; (h8)(C 1 -C 8 )alkylthio(C 1 -C 8 )alkyl; (h9)(C 1 - C 8 ) alkylsulfinyl (C 1 -C 8 )alkyl; (h10) (C 1 -C 8 ) alkanesulfonyl (C 1 -C 8 )alkyl; (h12) may be the same or different and have a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, and (d) a formazan group. a group, (e) (C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 - C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)( C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfinyl, (n)(C 1 -C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 - C 8 ) alkoxycarbonyl, (s) R 4 (R 5 ) N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) an aryl group having 1 to 5 substituents of the phenoxy group; (h14) may be the same or different and have a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, and (e) (C 1 -C). 8 ) alkyl, (f) (C 1 - C 8 ) haloalkyl, (g) (C 1 - C 8 ) alkoxy, (h) (C 1 - C 8 ) haloalkoxy, (i (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio , (l) (C 1 -C 8) alkyl sulfinyl group, (m) (C 1 -C 8) halogen Sulfinyl group, (n) (C 1 -C 8) acyl alkylsulfonyl, (o) (C 1 -C 8) haloalkyl sulfo acyl, (p) (C 1 -C 8) alkylcarbonyl, ( q) a carboxyl group, (r) (C 1 - C 8 ) alkoxycarbonyl group, (s) R 4 (R 5 ) N carbonyl group (wherein R 4 and R 5 are the same as defined above), and (t) phenoxy group 1 to 5 substituents of arylthio(C 1 -C 8 )alkyl; (h16) may be the same or different, having a ring selected from (a) a halogen atom, (b) a cyano group, (c) nitro, (d) methyl thiol, (e) (C 1 - C 8 ) alkyl, (f) (C 1 - C 8 ) haloalkyl, (g) (C 1 - C 8 ) Alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 - C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halane Sulfosyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, ( q) a carboxyl group, (r) (C 1 - C 8 ) alkoxycarbonyl group, (s) R 4 (R 5 ) N carbonyl group (wherein R 4 and R 5 are the same as defined above), and (t) phenoxy group 1 to 5 substituents of an aryl(C 1 -C 8 )alkylthio(C 1 -C 8 )alkyl group; (h17)aryl(C 1 -C 8 )alkyl; (h18) may be Same or different, with selection on the ring (a) a halogen atom, (b) cyano, (c) nitro, (d) methyl acyl, (e) (C 1 -C 8) alkyl, (f) (C 1 -C 8) alkyl halide (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 )cycloalkyl (C 1 -C 8 Alkoxy group, (j) (C 1 -C 8 )alkylthio group, (k)(C 1 -C 8 )haloalkylthio group, (l)(C 1 -C 8 )alkylsulfinyl group, (m) (C 1 - C 8 ) haloalkylsulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p (C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, (s)R 4 (R 5 )N carbonyl (wherein R 4 and R 5 The same as the above), and (t) an aryl (C 1 -C 8 )alkyl group having 1 to 5 substituents of a phenoxy group; (h20) may be the same or different and have a ring selected from the ring ( a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) a (C 1 - C 8 ) alkyl group, (f) a (C 1 - C 8 ) haloalkyl group , (g) (C 1 -C 8 ) alkoxy, (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 -C 8 ) Alkoxy group, (j) (C 1 -C 8 )alkylthio group, (k)(C 1 -C 8 )haloalkylthio group, (l)(C 1 -C 8 )alkylsulfinyl group, ( m) (C 1 -C 8 ) haloalkylsulfinyl, (n) (C 1 -C 8 ) alkanesulfonyl, (o) (C 1 -C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 - C 8 ) alkoxycarbonyl, (s) R 4 (R 5 ) N a carbonyl group (wherein R 4 and R 5 are the same as defined above), and (t) an aryloxy (C 1 -C 8 )alkyl group having 1 to 5 substituents of the phenoxy group; (h22) may be the same or Different from the ring, having a ring selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) a (C 1 -C 8 ) alkyl group, (f (C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 a cycloalkyl (C 1 -C 8 ) alkoxy group, (j) (C 1 -C 8 )alkylthio group, (k)(C 1 -C 8 )haloalkylthio group, (l) (C 1 -C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 - C 8 ) alkoxycarbonyl, (s) R 4 (R 5 ) N a carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) an aryl (C 1 -C 8 ) alkoxy (C 1 -C 8 ) alkane having 1 to 5 substituents of a phenoxy group (h24) may be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) (C 1 ) -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 )cycloalkane (C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 Alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halogen Alkylsulfonyl, (p) (C 1 -C 8 )alkylcarbonyl, (q)carboxy, (r)(C 1 -C 8 )alkoxycarbonyl, (s)R 4 (R 5 )N carbonyl (formula Wherein R 4 and R 5 are the same as defined above, and (t) an aryl (C 1 -C 8 ) alkoxycarbonyl (C 1 -C 8 )alkyl group having 1 to 5 substituents of the phenoxy group; H26) may be the same or different and have a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, and (e) (C 1 - C 8 ). An alkyl group, (f) (C 1 - C 8 ) haloalkyl group, (g) (C 1 - C 8 ) alkoxy group, (h) (C 1 - C 8 ) haloalkoxy group, (i) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o (C 1 -C 8 ) haloalkylsulfonyl, (p) (C 1 -C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 -C 8 )alkoxycarbonyl, (s)R 4 (R 5 )N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) aryl of 1 to 5 substituents of phenoxy a carbonyloxy (C 1 -C 8 )alkyl group; (h28) may be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a mercapto group, (e) (C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)( C 1 -C 8 )haloalkoxy, (i)(C 5 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, k) (C 1 -C 8 ) haloalkylthio, (l) (C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfinyl, (n) (C 1 -C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r) ( C 1 -C 8 )alkoxycarbonyl, (s)R 4 (R 5 )N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) 1 to 5 substituents of the phenoxy group An aral propane dinitrite imidooxy (C 1 -C 8 ) alkyl group; (h30) may be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) Nitro, (d)carbamyl, (e)(C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy , (h) (C 1 - C 8 ) Haloalkoxy, (i) (C 5 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 - C 8 ) haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 Alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 - C 8 ) An alkoxycarbonyl group, (s) R 4 (R 5 ) N carbonyl group (wherein R 4 and R 5 are the same as defined above), and (t) an aryl group having 1 to 5 substituents of a phenoxy group (C 1 - C 8 ) alkoxyimino (C 1 -C 8 )alkyl; (h31)R 4 (R 5 )Ncarbonyloxy(C 1 -C 8 )alkyl (wherein R 4 and R 5 are (b32) R 4 (R 5 )N carbonyl (C 1 -C 8 )alkyl (wherein R 4 and R 5 are the same as defined above); or (h33) R 4 (R 5 )N carbonyl (R 4 )N(C 1 -C 8 )alkyl (wherein R 4 and R 5 are the same as defined above, and R 4 may be the same or different) (h34)heterocyclic ring (C 1 -C 8 ) Alkyl; or a substituent representing the following (additional labeling. The part is expressed as a bond with a nitrogen atom); Wherein B represents a linear or branched (C 1 -C 8 )alkyl group, R 7 represents (i1)(C 1 -C 8 )alkyl, and R 8 represents (j1) a hydrogen atom; J2) (C 1 -C 8 )alkyl; (j3)cyano; (j4)(C 1 -C 8 )alkylcarbonyl; (j5)(C 1 -C 8 )halocarbonyl; (j6)(C 1 - C 8 ) alkoxycarbonyl; (j8) may be the same or different and have a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, and (d) a fluorenyl group. , (e) (C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 - C 8 ) haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 - C 8 ) an alkoxycarbonyl group, (s) R 4 (R 5 ) N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) an aryl group having 1 to 5 substituents of the phenoxy group; (j10) may be the same or different and have a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formazan group, and (e) (C 1 -C). 8 ) alkyl, (f) (C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 ) Cycloalkyl (C 1 -C 8 ) alkoxy, (j) (C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 a haloalkylsulfonyl group, (p) (C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, (s)R 4 (R 5 )N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) an arylsulfonyl group having 1 to 5 substituents of the phenoxy group, t represents 0 or 1"; and R 2 represents a (k1) hydrogen atom. Or (k2)(C 1 -C 8 )alkyl; (k5) or R 1 and R 2 may be bonded to form a nitrogen atom, and further may be selected from an oxygen atom, a nitrogen atom, and sulfur One to two of the atoms may be a 5-8 membered saturated nitrogen-containing heterocyclic ring which is the same or a different hetero atom; R 3 represents a (l1) hydrogen atom; or ( 1 ) a (C 1 -C 8 ) alkyl group.

[6]如[1]之鄰苯二甲醯胺衍生物、或其鹽類，其中，X1表示(a2)鹵素原子，m表示0；Y1相同或相異，表示(c2)鹵素原子；(c3)氰基；(c4)(C1-C8)烷基；(c6)(C1-C8)烷氧基；(c8)(C1-C8)烷硫基；或(c10)(C1-C8)烷亞磺醯基；n表示0；Z2表示C-A-Q；Q表示Q1、Q8、或Q18「在此，W1表示(e1)氫原子；(e4)甲醯基； (e6)(C1-C8)烷基；(e10)(C3-C8)環烷基；(e11)(C3-C8)環烷基(C1-C8)烷氧基；(e12)(C1-C8)烷氧基；(e13)(C1-C8)烷氧基(C1-C8)烷基；(e14)(C1-C8)鹵烷基；(e15)(C1-C8)鹵烷氧基；(e18)(C1-C8)烷硫基；(e19)(C1-C8)烷亞磺醯基；(e27)(C1-C8)烷氧羰基；(e32)R4(R5)N基(式中，R4及R5可為相同或相異，表示氫原子、(C1-C8)烷基、(C3-C8)環烷基、(C2-C8)烯基、(C2-C8)炔基、(C3-C8)環烷基(C1-C8)烷基、(C1-C8)鹵烷基、(C3-C8)鹵環烷基、(C1-C8)烷羰基、(C1-C8)烷氧羰基、芳基、可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳基、芳羰基、可為相同 或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳羰基、芳基(C1-C8)烷基、可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳基(C1-C8)烷基；雜環基、可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基 、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的雜環基、雜環(C1-C8)烷基、或可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的雜環(C1-C8)烷基)；(e33)R4(R5)N(C1-C8)烷基(式中，R4及R5與前述相同)；(e34)R4(R5)NCO-基(式中，R4及R5與前述相同)；(e35)R4(R5)NCOO-基(式中，R4及R5與前述相同)；(e36)R4(R5)NSO2-基(式中，R4及R5與前述相同)；(e37)R4(R5)NCON(R5)-基(式中，R4及R5與前述相同，R5之間可為相同或相異)；(e38)芳基；(e44)雜環基；或W2、W2a及W2b可為相同或相異，表示(f1)氫原子；(f2)(C1-C8)烷基；或(f3)W2及W2a鍵結於同一碳原子時，>C=O基 W3及W3a可為相同或相異，表示(m1)氫原子；(m2)氰基；(m4)氰基(C1-C8)烷基；(m5)(C1-C8)烷基；(m6)(C2-C8)烯基；(m7)(C2-C8)炔基；(m8)(C2-C8)鹵烯基；(m9)(C3-C8)環烷基；(m10)(C1-C8)烷氧基(C1-C8)烷基；(m11)(C1-C8)鹵烷基；(m14)(C1-C8)烷硫基(C1-C8)烷基；(m15)(C1-C8)烷亞磺醯基(C1-C8)烷基；(m16)(C1-C8)烷磺醯基(C1-C8)烷基；(m17)(C1-C8)烷氧羰基；(m18)(C2-C8)烯氧羰基；(m19)(C1-C8)烷氧羰基(C1-C8)烷基；(m20)(C1-C8)烷羰基；(m21)(C3-C8)環烷羰基；(m23)R4(R5)NCO-基(式中，R4及R5與前述相同)；(m24)R4(R5)NCOO-基(式中，R4及R5與前述相同)；(m25)R4(R5)NSO2-基(式中，R4及R5與前述相同)；(m26)R4(R5)NCON(R5)-基(式中，R4及R5與前述相同)； (m27)芳基；(m28)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳基；(m29)芳基(C1-C8)烷基；(m31)雜環基；或(m33)雜環(C1-C8)烷基；W4、W5、W6、及W7可為相同或相異，表示(g1)氫原子；(g2)鹵素原子；(g6)(C1-C8)烷基；(g12)(C1-C8)烷氧基；或(g14)(C1-C8)鹵烷基；p表示0」；R1表示(h1)(C1-C8)烷基；(h2)(C2-C8)烯基；(h3)(C2-C8)炔基；(h5)(C3-C8)環烷基(C1-C8)烷基； (h7)(C1-C8)烷氧基(C1-C8)烷基；(h8)(C1-C8)烷硫基(C1-C8)烷基；(h9)(C1-C8)烷亞磺醯基(C1-C8)烷基；(h10)(C1-C8)烷磺醯基(C1-C8)烷基；(h14)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳硫基(C1-C8)烷基；(h16)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷硫基(C1-C8)烷基； (h18)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷基；(h20)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳氧基(C1-C8)烷基；(h22)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1- C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷氧基(C1-C8)烷基；(h24)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷氧羰基(C1-C8)烷基；(h28)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C5-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中 ，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳丙烷二腈亞胺氧基(C1-C8)烷基；(h30)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C5-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷氧亞胺基(C1-C8)烷基；(h34)雜環(C1-C8)烷基；；或表示以下之取代基(附加標記．的部份係表示與氮原子鍵結)； 「式中，B表示直鏈或分支鏈狀之(C1-C8)伸烷基，R7表示(i1)(C1-C8)烷基，R8表示(j1)氫原子； (j3)氰基；或(j5)(C1-C8)鹵烷羰基，t表示0、或1」；R2表示(k1)氫原子；或是(k2)(C1-C8)烷基；(k5)或、R1與R2可鍵結而形成含有一個氮原子，且進一步可含有選自氧原子、氮原子、及硫原子之1~2個的可為相同或相異之雜原子的5~8員飽和含氮雜環；R3表示(l1)氫原子；或(l2)(C1-C8)烷基。 [6] The phthalimin derivative of [1], or a salt thereof, wherein X 1 represents (a2) a halogen atom, m represents 0; Y 1 is the same or different, and represents a (c2) halogen atom. (c3) cyano; (c4) (C 1 -C 8 )alkyl; (c6)(C 1 -C 8 )alkoxy; (c8)(C 1 -C 8 )alkylthio; or C10) (C 1 -C 8 )alkylsulfinyl; n represents 0; Z 2 represents CAQ; Q represents Q1, Q8, or Q18 "here, W 1 represents (e1) hydrogen atom; (e4) formazan (e6)(C 1 -C 8 )alkyl; (e10)(C 3 -C 8 )cycloalkyl; (e11)(C 3 -C 8 )cycloalkyl(C 1 -C 8 ) alkane (e12)(C 1 -C 8 )alkoxy; (e13)(C 1 -C 8 )alkoxy(C 1 -C 8 )alkyl; (e14)(C 1 -C 8 ) haloalkyl; (e15) (C 1 -C 8) haloalkoxy; (e18) (C 1 -C 8) alkylthio; (e19) (C 1 -C 8) alkyl sulfinyl group; ( E27) (C 1 -C 8 ) alkoxycarbonyl; (e32) R 4 (R 5 )N group (wherein R 4 and R 5 may be the same or different, and represent a hydrogen atom, (C 1 -C 8 Alkyl, (C 3 -C 8 )cycloalkyl, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, (C 3 -C 8 )cycloalkyl (C 1 -C 8) alkyl, (C 1 -C 8) haloalkyl, (C 3 -C 8) cycloalkyl, halo, (C 1 -C 8) alkylcarbonyl, (C 1 -C 8) alkoxy Group, an aryl group, may be the same or different, selected from (a) a halogen atom on a ring system, (b) cyano, (c) nitro, (d) methyl acyl, (e) (C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )halane Sulfur, (l) (C 1 -C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl (o) (C 1 -C 8 ) haloalkylsulfonyl, (p) (C 1 -C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 -C 8 ) alkoxycarbonyl, and (s) an aryl group or an arylcarbonyl group having 1 to 5 substituents of a phenoxy group, which may be the same or different, and having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, and (c) a nitrate a group, (d) a decyl group, (e) (C 1 - C 8 ) alkyl group, (f) (C 1 - C 8 ) haloalkyl group, (g) (C 1 - C 8 ) alkoxy group, (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy, (j)(C 1 -C 8 ) alkane Sulfur, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfinyl , (n) (C 1 -C 8) acyl alkylsulfonyl, (o) (C 1 -C 8) Acyl alkylsulfonyl, (p) (C 1 -C 8) alkylcarbonyl, (q) carboxy, (r) (C 1 -C 8) alkoxycarbonyl group, and 1 to 5 (s) of the substituted phenoxy The arylcarbonyl, aryl(C 1 -C 8 )alkyl group, which may be the same or different, has a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, d) indolyl, (e)(C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy, (j)(C 1 -C 8 )alkylthio, (k) (C 1 - C 8 ) haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n (C 1 -C 8 ) alkanesulfonyl, (o) (C 1 -C 8 ) halosulfonyl, (p) (C 1 -C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 -C 8 )alkoxycarbonyl, and aryl (C 1 -C 8 )alkyl of 1 to 5 substituents of (s)phenoxy; heterocyclic groups, which may be the same or different, Having at least a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) a (C 1 -C 8 ) alkyl group, (f) (C 1 ) -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy, (j) (C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halide Alkylenesulfonyl, (n) (C 1 -C 8 ) alkanesulfonyl, (o) (C 1 -C 8 ) halosulfonyl, (p) (C 1 -C 8 ) alkylcarbonyl, (q) a carboxyl group, a (r)(C 1 -C 8 ) alkoxycarbonyl group, and a heterocyclic group of 1 to 5 substituents of (s) phenoxy group, a heterocyclic (C 1 -C 8 )alkyl group, Or may be the same or different, having a ring selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) (C 1 - C 8 ) Alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)( C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, l) (C 1 -C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 -C 8 ) haloalkylsulfonyl, (p)(C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, and (s)benzene a heterocyclic (C 1 -C 8 )alkyl group having 1 to 5 substituents of an oxy group; (e33)R 4 (R 5 )N(C 1 -C 8 )alkyl (wherein R 4 and R 5 is the same); (e34) R 4 ( R 5) NCO- group (wherein, R 4 and R 5 The same); (e35) R 4 ( R 5) NCOO- group (wherein, R 4 and R 5 are the same); (e36) R 4 ( R 5) NSO 2 - group (wherein, R 4 and R 5 is the same as defined above; (e37) R 4 (R 5 )NCON(R 5 )- group (wherein R 4 and R 5 are the same as defined above, and R 5 may be the same or different); (e38 An aryl group; (e44) a heterocyclic group; or W 2 , W 2a and W 2b may be the same or different and represent a (f1) hydrogen atom; (f2) (C 1 -C 8 )alkyl; or (f3 When W 2 and W 2a are bonded to the same carbon atom, >C=O groups W 3 and W 3a may be the same or different, and represent (m1) a hydrogen atom; (m2) a cyano group; (m4) a cyano group ( C 1 -C 8 )alkyl; (m5)(C 1 -C 8 )alkyl; (m6)(C 2 -C 8 )alkenyl; (m7)(C 2 -C 8 )alkynyl; (m8 (C 2 -C 8 )haloalkenyl; (m9)(C 3 -C 8 )cycloalkyl; (m10)(C 1 -C 8 )alkoxy(C 1 -C 8 )alkyl; M11)(C 1 -C 8 )haloalkyl; (m14)(C 1 -C 8 )alkylthio(C 1 -C 8 )alkyl; (m15)(C 1 -C 8 )alkylsulfin (C 1 -C 8 )alkyl; (m16)(C 1 -C 8 )alkylsulfonyl (C 1 -C 8 )alkyl; (m17)(C 1 -C 8 )alkoxycarbonyl; M18) (C 2 -C 8 )alkenyloxycarbonyl; (m19)(C 1 -C 8 )alkoxycarbonyl(C 1 -C 8 )alkyl; (m20)(C 1 -C 8 )alkylcarbonyl; m 21) (C 3 -C 8 )cycloalkylcarbonyl; (m23)R 4 (R 5 )NCO- group (wherein R 4 and R 5 are the same as defined above); (m24)R 4 (R 5 )NCOO- a group (wherein R 4 and R 5 are the same as defined above); (m25) R 4 (R 5 )NSO 2 - group (wherein R 4 and R 5 are the same as defined above); (m26) R 4 (R 5 NCON(R 5 )- group (wherein R 4 and R 5 are the same as defined above); (m27) aryl; (m28) may be the same or different and have a halogen atom selected from the group consisting of (a) halogen atom (b) cyano group, (c) nitro group, (d) formamidine group, (e) (C 1 -C 8 ) alkyl group, (f) (C 1 -C 8 ) haloalkyl group, (g) (C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j) (C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)(C 1 - C 8 ) haloalkylsulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) an alkylcarbonyl group, a (q) carboxyl group, a (r)(C 1 -C 8 ) alkoxycarbonyl group, and an aryl group having 1 to 5 substituents of the (s)phenoxy group; (m29) aryl group (C) 1 -C 8 )alkyl; (m31)heterocyclyl; or (m33)heterocyclic (C 1 -C 8 )alkyl; W 4 , W 5 , W 6 , and W 7 may be the same or different, Representing (g1) hydrogenogen ; (G2) a halogen atom; (g6) (C 1 -C 8) alkyl; (g12) (C 1 -C 8) alkoxy; or (g14) (C 1 -C 8 ) haloalkyl; p Represents 0"; R 1 represents (h1)(C 1 -C 8 )alkyl; (h2)(C 2 -C 8 )alkenyl; (h3)(C 2 -C 8 )alkynyl; (h5)( C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkyl; (h7)(C 1 -C 8 )alkoxy(C 1 -C 8 )alkyl; (h8)(C 1 -C 8 ) alkylthio (C 1 -C 8 )alkyl; (h9)(C 1 -C 8 )alkylsulfinyl (C 1 -C 8 )alkyl; (h10)(C 1 -C 8 ) Alkylsulfonyl (C 1 -C 8 )alkyl; (h14) may be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, d) indolyl, (e)(C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy, (j)(C 1 -C 8 )alkylthio, (k) (C 1 - C 8 ) haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n (C 1 -C 8 ) alkanesulfonyl, (o) (C 1 -C 8 ) halosulfonyl, (p) (C 1 -C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 -C 8) alkoxycarbonyl group, (wherein, R 4 and R 5 are the same) (s) R 4 (R 5) N -carbonyl 1 to 5 substituents, and an aryl group (t) of a phenoxy group (C 1 -C 8) alkyl; (H16) may be the same or different, selected from (a) a halogen atom on the ring system (b) cyano group, (c) nitro group, (d) formamidine group, (e) (C 1 -C 8 ) alkyl group, (f) (C 1 -C 8 ) haloalkyl group, (g) (C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j) (C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)(C 1 - C 8 ) haloalkylsulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) an alkylcarbonyl group, (q) a carboxyl group, (r) (C 1 -C 8 ) alkoxycarbonyl group, (s) R 4 (R 5 )N carbonyl group (wherein R 4 and R 5 are the same as defined above), And (t) an aryl (C 1 -C 8 )alkylthio(C 1 -C 8 )alkyl group having 1 to 5 substituents of a phenoxy group; (h18) may be the same or different and attached to the ring Having a choice from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) a (C 1 -C 8 ) alkyl group, (f) (C 1 -C 8 ) haloalkyl, (g) (C 1 -C 8 ) alkoxy, (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio , (k) (C 1 - C 8 ) haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, ( n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r (C 1 -C 8 ) alkoxycarbonyl, (s) R 4 (R 5 ) N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) 1 to 5 substituents of phenoxy a aryl (C 1 -C 8 )alkyl group; (h20) may be the same or different and have a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, d) indolyl, (e)(C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy, (j)(C 1 -C 8 )alkylthio, (k) (C 1 - C 8 ) haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n (C 1 -C 8 ) alkanesulfonyl, (o) (C 1 -C 8 ) halosulfonyl, (p) (C 1 -C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 -C 8 )alkoxycarbonyl, (s)R 4 (R 5 )N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) 1 to 5 substituents of the phenoxy group Aryloxy(C 1 -C 8 )alkyl; (h22) may be the same or Different from the ring, having a ring selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) a (C 1 -C 8 ) alkyl group, (f (C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 a cycloalkyl (C 1 -C 8 ) alkoxy group, (j) (C 1 - C 8 ) alkylthio group, (k) (C 1 - C 8 ) haloalkylthio group, (l) (C 1 -C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 - C 8 ) alkoxycarbonyl, (s) R 4 (R 5 ) N a carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) an aryl (C 1 -C 8 ) alkoxy (C 1 -C 8 ) alkane having 1 to 5 substituents of a phenoxy group (h24) may be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) (C 1 ) -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )halane thio, (l) (C 1 -C 8) alkyl sulfinyl group, (m) (C 1 -C 8) alkyl halide Sulfo acyl, (n) (C 1 -C 8) acyl alkylsulfonyl, (o) (C 1 -C 8) haloalkyl sulfo acyl, (p) (C 1 -C 8) alkylcarbonyl, (q a carboxyl group, (r) (C 1 -C 8 ) alkoxycarbonyl group, (s) R 4 (R 5 )N carbonyl group (wherein R 4 and R 5 are the same as defined above), and (t) phenoxy group 1 to 5 substituents of an aryl(C 1 -C 8 )alkoxycarbonyl(C 1 -C 8 )alkyl group; (h28) may be the same or different and have a ring selected from (a) halogen on the ring. Atom, (b) cyano group, (c) nitro group, (d) formamidine group, (e) (C 1 -C 8 ) alkyl group, (f) (C 1 -C 8 ) haloalkyl group, (g (C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 5 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy , (j) (C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)( C 1 -C 8 ) haloalkylsulfinyl, (n) (C 1 -C 8 ) alkanesulfonyl, (o) (C 1 -C 8 ) halosulfonyl, (p) (C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, (s)R 4 (R 5 )N carbonyl (wherein R 4 and R 5 are the same as defined above) And (t) an arpropane dinitrite imidooxy (C 1 -C 8 ) alkyl group having 1 to 5 substituents of a phenoxy group; (h30) may be the same or different, and may be selected on the ring From (a) halogen (b) cyano group, (c) nitro group, (d) methionyl group, (e) (C 1 -C 8 ) alkyl group, (f) (C 1 -C 8 ) haloalkyl group, (g (C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 5 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy , (j) (C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)( C 1 -C 8 ) haloalkylsulfinyl, (n) (C 1 -C 8 ) alkanesulfonyl, (o) (C 1 -C 8 ) halosulfonyl, (p) (C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, (s)R 4 (R 5 )N carbonyl (wherein R 4 and R 5 are the same as defined above) And (t) an aryl (C 1 -C 8 ) alkoxyimino (C 1 -C 8 )alkyl group having 1 to 5 substituents of a phenoxy group; (h34) a heterocyclic ring (C 1 -C) 8 ) alkyl;; or represents the following substituents (additional labeling. The part is expressed as a bond with a nitrogen atom); Wherein B represents a linear or branched (C 1 -C 8 )alkyl group, R 7 represents (i1)(C 1 -C 8 )alkyl, and R 8 represents (j1) a hydrogen atom; J3) cyano; or (j5)(C 1 -C 8 )halocarbonyl, t represents 0, or 1"; R 2 represents a (k1) hydrogen atom; or (k2)(C 1 -C 8 ) alkane (k5) or, R 1 and R 2 may be bonded to form a nitrogen atom, and may further contain one or two selected from the group consisting of an oxygen atom, a nitrogen atom, and a sulfur atom, which may be the same or different. 5 to 8 members of the hetero atom are saturated with a nitrogen-containing heterocyclic ring; R 3 represents a (l1) hydrogen atom; or (12) a (C 1 - C 8 ) alkyl group.

[7]一種農園藝用殺蟲劑，其特徵係含有[1]至[6]中任一項之鄰苯二甲醯胺衍生物或其鹽類作為有效成分。 [7] An agricultural and horticultural insecticide, which comprises the phthalimin derivative of any one of [1] to [6] or a salt thereof as an active ingredient.

[8]一種如[7]之農園藝用殺蟲劑的使用方法，其特徵為將該農園藝用殺蟲劑之有效量用於處理植物或土壤。 [8] A method of using an agricultural and horticultural insecticide according to [7], characterized in that the effective amount of the agricultural and horticultural insecticide is used for treating plants or soil.

[9]一種動物寄生生物防除劑，其特徵係含有[1]至[6]中任一項之鄰苯二甲醯胺衍生物或其鹽類作為有效成分。 [9] An animal parasite controlling agent, which comprises the phthalimin derivative of any one of [1] to [6] or a salt thereof as an active ingredient.

本發明之鄰苯二甲醯胺衍生物或其鹽類，係具有具以往之化合物所未具備之縮合雜環基之構造特徵者。藉由具 有如此之構造的特徵，本發明之化合物展示不僅鱗翅目害蟲，連薊馬目、甲蟲目、雙翅目、及半翅目之害蟲亦具卓越效果。尤其是本發明之上述化合物對於薊馬目害蟲具有殺蟲效果者，此點在以往之技術從未揭示或披露，係以往之類似化合物所未具備之特長。 The phthalimin derivative of the present invention or a salt thereof is structurally characterized by a condensed heterocyclic group which is not possessed by a conventional compound. By With such a characteristic, the compound of the present invention exhibits not only lepidopteran pests but also pests of the order of the scorpion, the beetle, the diptera, and the hemiptera. In particular, the above-mentioned compounds of the present invention have an insecticidal effect on the pests of the scorpion, which has never been disclosed or disclosed in the prior art, and is a feature not found in the conventional compounds.

又本發明之上述化合物，亦展示對於犬或猫之類的寵物動物、或牛或羊等家畜之寄生害蟲的效果。 Further, the above-mentioned compound of the present invention also exhibits an effect on a parasitic pest of a pet animal such as a dog or a cat or a domestic animal such as a cow or a sheep.

以下各用語之意思，被使用於本說明書及附加之申請專利範圍中之本發明鄰苯二甲醯胺衍生物之一般式(I)中之各取代基的定義中，適用於對應詞彙。 The meanings of the following terms are used in the definitions of the respective substituents in the general formula (I) of the phthalimin derivatives of the present invention used in the specification and the appended claims, and are applicable to the corresponding vocabulary.

所謂「鹵」係意味「鹵素原子」，表示氰原子、氯原子、溴原子、或碘原子，所謂「(C1-C8)烷基」，例如表示甲基、乙基、正丙基、異丙基、正丁基、異丁基、第二丁基、第三丁基、正戊基、異戊基、第三戊基、新戊基、2,3-二甲基丙基、1-乙基丙基、1-甲基丁基、正己基、異己基、1,1,2-三甲基丙基、3,3-二甲基丁基、庚基、辛基等之直鏈或分支鏈狀之碳原子數1~8個之烷基，所謂「(C2-C8)烯基」，例如表示乙烯基、烯丙基、異丙烯基、1-丁烯基、2-丁烯基、2-甲基-2-丙烯基、1-甲基-2-丙烯基、2-甲基-1-丙烯基、戊烯基、1-己烯基、3,3-二甲基-1-丁烯基、庚烯基、辛烯基等之直鏈或分鏈狀之碳原子數2~8個的烯基， 所謂「(C2-C8)炔基」，例如表示乙炔基、1-丙炔基、2-丙炔基、1-丁炔基、2-丁炔基、3-丁炔基、3-甲基-1-丙炔基、2-甲基-3-丙炔基、戊炔基、1-己炔基、3,3-二甲基-1-丁炔基、庚炔基、辛炔基等之直鏈或分支鏈狀之碳原子數2~8個的炔基。 The term "halogen" means "halogen atom" and means a cyanogen atom, a chlorine atom, a bromine atom or an iodine atom, and the "(C 1 -C 8 )alkyl group" means, for example, a methyl group, an ethyl group, a n-propyl group, or the like. Isopropyl, n-butyl, isobutyl, t-butyl, tert-butyl, n-pentyl, isopentyl, third amyl, neopentyl, 2,3-dimethylpropyl, 1 Linear chain of -ethylpropyl, 1-methylbutyl, n-hexyl, isohexyl, 1,1,2-trimethylpropyl, 3,3-dimethylbutyl, heptyl, octyl, etc. Or a branched chain of an alkyl group having 1 to 8 carbon atoms, and the term "(C 2 -C 8 )alkenyl group" means, for example, a vinyl group, an allyl group, an isopropenyl group, a 1-butenyl group, or a 2- Butenyl, 2-methyl-2-propenyl, 1-methyl-2-propenyl, 2-methyl-1-propenyl, pentenyl, 1-hexenyl, 3,3-dimethyl A linear or branched alkenyl group having 2 to 8 carbon atoms, such as a "(C 2 -C 8 ) alkynyl group), such as a "(C 2 -C 8 ) alkynyl group", for example, represents a 1-butenyl group, a heptenyl group, an octenyl group or the like. Ethynyl, 1-propynyl, 2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 3-methyl-1-propynyl, 2-methyl-3 -propynyl, pentynyl, 1-hexyne Carbon atoms, a straight or branched chain of 3,3-dimethyl-1-butynyl, heptynyl, octynyl, etc. 2 -C 8 alkynyl groups.

所謂「(C3-C8)環烷基」，例如表示環丙基、環丁基、環戊基、環己基、環庚基、環辛基等之碳原子數3~8個之環狀烷基，所謂「(C1-C8)烷氧基」，例如表示甲氧基、乙氧基、正丙氧基、異丙氧基、正丁氧基、第二丁氧基、第三丁氧基、正戊氧基、異戊氧基、第三戊氧基、新戊氧基、2,3-二甲基丙氧基、1-乙基丙氧基、1-甲基丁氧基、正己氧基、異己氧基、1,1,2-三甲基丙氧基、庚氧基、辛氧基等之直鏈或分支鏈狀之碳原子數1~8個的烷氧基，所謂「(C2-C8)烯氧基」，例如表示丙烯氧基、丁烯氧基、戊烯氧基、己烯氧基、庚烯氧基、辛烯氧基等之直鏈或分支鏈狀之碳原子數2~8個的烯氧基，所謂「(C2-C8)炔氧基」，例如表示丙炔氧基、丁炔氧基、戊炔氧基、己炔氧基、庚炔氧基、辛炔氧基等之直鏈或分支鏈狀之碳原子數2~8個的炔氧基。 The "(C 3 -C 8 )cycloalkyl group" means, for example, a ring of 3 to 8 carbon atoms such as a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group or a cyclooctyl group. An alkyl group, the term "(C 1 -C 8 ) alkoxy", for example, represents methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, second butoxy, third Butoxy, n-pentyloxy, isopentyloxy, third pentyloxy, neopentyloxy, 2,3-dimethylpropoxy, 1-ethylpropoxy, 1-methylbutoxy a linear or branched chain alkoxy group having 1 to 8 carbon atoms, such as a hexyloxy group, an isohexyloxy group, an isohexyloxy group, a 1,1,2-trimethylpropoxy group, a heptyloxy group or an octyloxy group. The "(C 2 -C 8 )alkenyloxy group" means, for example, a straight chain of a propyleneoxy group, a butenyloxy group, a pentenyloxy group, a hexenyloxy group, a hepteneoxy group, an octeneoxy group or the like. A branched or branched alkenyloxy group having 2 to 8 carbon atoms, and the term "(C 2 -C 8 ) alkynyloxy group", for example, means propynyloxy, butynyloxy, pentynyloxy, hexynyloxy A linear or branched chain of 2 to 8 alkynyloxy groups such as a heptyl group, a heptynyloxy group or an octynyloxy group.

所謂「(C1-C8)烷硫基」，例如表示甲硫基、乙硫基、正丙硫基、異丙硫基、正丁硫基、第二丁硫基、第三丁硫基、正戊硫基、異戊硫基、第三戊硫基、新戊硫基、2,3-二甲基丙硫基、1-乙基丙硫基、1-甲基丁硫基、正己硫基、異己硫基、1,1,2-三甲基丙硫基、庚硫基、辛硫基 等之直鏈或分支鏈狀之碳原子數1~8個的烷硫基，所謂「(C1-C8)烷亞磺醯基」，例如表示甲基亞磺醯基、乙基亞磺醯基、正丙基亞磺醯基、異丙基亞磺醯基、正丁基亞磺醯基、第二丁基亞磺醯基、第三丁基亞磺醯基、正戊基亞磺醯基、異戊基亞磺醯基、第三戊基亞磺醯基、新戊基亞磺醯基、2,3-二甲基丙基亞磺醯基、1-乙基丙基亞磺醯基、1-甲基丁基亞磺醯基、正己基亞磺醯基、異己基亞磺醯基、1,1,2-三甲基丙基亞磺醯基、庚基亞磺醯基、辛基亞磺醯基等之直鏈或分支鏈狀之碳原子數1~8個的烷亞磺醯基，所謂「(C1-C8)烷磺醯基」，例如表示甲磺醯基、乙磺醯基、正丙磺醯基、異丙磺醯基、正丁磺醯基、第二丁磺醯基、第三丁磺醯基、正戊磺醯基、異戊磺醯基、第三戊磺醯基、新戊磺醯基、2,3-二甲基丙磺醯基、1-乙基丙磺醯基、1-甲基丁磺醯基、正己磺醯基、異己磺醯基、1,1,2-三甲基丙磺醯基、庚磺醯基、辛磺醯基等之直鏈或分支鏈狀之碳原子數1~8個的烷磺醯基。 The term "(C 1 -C 8 )alkylthio" means, for example, methylthio, ethylthio, n-propylthio, isopropylthio, n-butylthio, second butylthio, and tert-butylthio. , n-pentylthio, isopentylthio, third pentylthio, neopentylthio, 2,3-dimethylpropylthio, 1-ethylpropylthio, 1-methylbutylthio, hexyl a linear or branched chain of 1 to 8 alkylthio groups such as a thio group, an isohexylthio group, a 1,1,2-trimethylpropylthio group, a heptylthio group or an octylthio group. (C 1 -C 8 )alkylsulfinyl, for example, methylsulfinyl, ethylsulfinyl, n-propylsulfinyl, isopropylsulfinyl, n-butyl Sulfonyl, t-butylsulfinyl, tert-butylsulfinyl, n-pentylsulfinyl, isoamylsulfinyl, third amylsulfinyl, neopentyl Sulfosyl, 2,3-dimethylpropylsulfinylene, 1-ethylpropylsulfinyl, 1-methylbutylsulfinyl, n-hexylsulfinyl, isohexyl The number of carbon atoms in the linear or branched chain of sulfinyl, 1,1,2-trimethylpropylsulfinyl, heptylsulfinyl, octylsulfinyl, etc. 8 alkylsulfinyl groups, the so-called "(C 1 -C 8 ) alkanesulfonyl group", for example, represents methylsulfonyl, ethylsulfonyl, n-propylsulfonyl, isopropylsulfonyl, n-butyl Sulfonyl, butyl sulfonyl, butyl sulfonyl, n-pentanesulfonyl, isovaleryl, third pentanesulfonyl, neopentylsulfonyl, 2,3-dimethyl Propisulfonyl, 1-ethylpropanesulfonyl, 1-methylbutsulfonyl, n-hexylsulfonyl, isohexylsulfonyl, 1,1,2-trimethylpropanesulfonyl, heptanesulfonate A linear or branched chain of 1 to 8 alkylsulfonyl groups having a base or a sulfonyl group.

所謂「(C2-C8)烯硫基」，例如表示丙烯硫基、丁烯硫基、戊烯硫基、己烯硫基、庚烯硫基、辛烯硫基等之直鏈或分支鏈狀之碳原子數2~8個的烯硫基，所謂「(C2-C8)炔硫基」，例如表示丙炔硫基、丁炔硫基、戊炔硫基、己炔硫基、庚炔硫基、辛炔硫基等之直鏈或分支鏈狀之碳原子數2~8個的炔硫基。 The "(C 2 -C 8 ) enethio group" means, for example, a straight chain or a branch of an acrylthio group, a butenylthio group, a pentenethio group, a hexenethio group, a heptenethio group, an octenethio group or the like. a chain of 2 to 8 olefinyl groups having a carbon number, the so-called "(C 2 -C 8 ) alkynylthio group", for example, a propynylthio group, a butynylthio group, a pentynylthio group, a hexynylthio group. a linear or branched chain of 2 to 8 alkynylthio groups such as heptynylthio or octynylthio.

所謂「(C2-C8)烯基亞磺醯基」，例如表示丙烯亞磺醯基、丁烯亞磺醯基、戊烯亞磺醯基、己烯亞磺醯基、 庚烯亞磺醯基、辛烯亞磺醯基等之直鏈或分支鏈狀之碳原子數2~8個的烯基亞磺醯基，所謂「(C2-C8)炔亞磺醯基」，例如表示丙炔亞磺醯基、丁炔亞磺醯基、戊炔亞磺醯基、己炔亞磺醯基、庚炔亞磺醯基、辛炔亞磺醯基等之直鏈或分支鏈狀之碳原子數2~8個的炔亞磺醯基。 The "(C 2 -C 8 ) alkenylsulfinyl group" means, for example, a propylene sulfinylene group, a butylene sulfinyl group, a pentene sulfinyl group, a hexene sulfinyl group, a heptene sulfinic acid. A linear or branched chain of 2 to 8 alkenylsulfinyl groups, such as a "(C 2 -C 8 ) alkynesulfinyl group," Represents a linear or branched chain of propynylenesulfinyl, butynesulfinyl, pentynesulfinyl, hexynesulfinyl, heptynesulfinyl, octynesulfinyl, and the like The alkylene sulfinyl group having 2 to 8 carbon atoms.

所謂「(C2-C8)烯磺醯基」，例如表示丙烯磺醯基、丁烯磺醯基、戊烯磺醯基、己烯磺醯基、庚烯磺醯基、辛烯磺醯基等之直鏈或分支鏈狀之碳原子數2~8個的烯磺醯基，所謂「(C2-C8)炔磺醯基」，例如表示丙炔磺醯基、丁炔磺醯基、戊炔磺醯基、己炔磺醯基、庚炔磺醯基、辛炔磺醯基等之直鏈或分支鏈狀之碳原子數2~8個的炔磺醯基。 The "(C 2 -C 8 ) enesulfonyl group" means, for example, a propylene sulfonyl group, a butene sulfonyl group, a pentene sulfonyl group, a hexene sulfonyl group, a heptene sulfonyl group, an octene sulfonate group. a linear or branched chain of 2 to 8 olefin sulfonyl groups, such as "(C 2 -C 8 ) acetyl sulfonyl), for example, propynyl sulfonyl, butyne sulfonyl A linear or branched chain of 2 to 8 acetylenesulfonyl groups having a straight or branched chain such as a pentynylsulfonyl group, a heptynsulfonyl group, a heptynsulfonyl group or an octynesulfonyl group.

上述「(C1-C8)烷基」、「(C2-C8)烯基」、「(C2-C8)炔基」、「(C3-C8)環烷基」、「(C1-C8)烷氧基」、「(C2-C8)炔氧基」、「(C3-C8)環烷基」、「(C1-C8)烷氧基」之可被取代位置上1或2以上之鹵素原子取代，當取代之鹵素原子為2以上時，鹵素原子可為相同或相異。各自表示「鹵(C1-C8)烷基」、「鹵(C2-C8)烯基」、「鹵(C2-C8)炔基」、「鹵(C3-C8)環烷基」、「鹵(C1-C8)烷氧基」、「鹵(C1-C8)烷硫基」、「鹵(C1-C8)烷亞磺醯基」、「鹵(C1-C8)烷磺醯基」、「鹵(C3-C8)環烷基」。 The above "(C 1 -C 8 )alkyl", "(C 2 -C 8 )alkenyl", "(C 2 -C 8 )alkynyl", "(C 3 -C 8 )cycloalkyl", "(C 1 -C 8 ) alkoxy", "(C 2 -C 8 ) alkynyloxy", "(C 3 -C 8 )cycloalkyl", "(C 1 -C 8 ) alkoxy The halogen atom may be substituted by 1 or 2 or more at a substitution position, and when the halogen atom to be substituted is 2 or more, the halogen atoms may be the same or different. Each represents "halo(C 1 -C 8 )alkyl", "halo(C 2 -C 8 )alkenyl", "halo(C 2 -C 8 )alkynyl","halo(C 3 -C 8 ) "cycloalkyl", "halo (C 1 -C 8 ) alkoxy", "halo (C 1 -C 8 ) alkylthio", "halo (C 1 -C 8 ) alkylsulfinyl)," Halogen (C 1 -C 8 ) alkanesulfonyl", "halo (C 3 -C 8 )cycloalkyl".

所謂「芳基」，例如表示苯基、1-萘基、2-萘基等之碳數6~10個的芳香族烴基。 The "aryl group" is, for example, an aromatic hydrocarbon group having 6 to 10 carbon atoms such as a phenyl group, a 1-naphthyl group or a 2-naphthyl group.

又，「(C1-C8)」、「(C2-C8)」、「(C3-C8)」等之表現係表示各種取代基之碳原子數的範圍。進而可對連結上述取代基之基表示上述定義，例如表示「(C1-C8)烷氧基(C1-C8)烷基」時直鏈或分支鏈狀之碳數1~8個的烷氧基鍵結於直鏈或分支鏈狀之碳數1~8個的烷基。又，例如表示「((C1-C8)烷氧基)((C3-C8)環烷基)(C1-C8)烷基」時直鏈或分支鏈狀之碳數1~8個的烷氧基及碳原子數3~8個之環狀的烷基鍵結於直鏈或分支鏈狀之碳數1~8個的烷基。 Further, the expressions "(C 1 -C 8 )", "(C 2 -C 8 )", "(C 3 -C 8 )" and the like mean the range of the number of carbon atoms of various substituents. Further, the above-mentioned definition may be represented by a group linking the above substituents, and for example, a "C 1 -C 8 ) alkoxy (C 1 -C 8 )alkyl group has a linear or branched chain of 1 to 8 carbon atoms. The alkoxy group is bonded to a linear or branched chain of 1 to 8 carbon atoms. Further, for example, the carbon number of the linear or branched chain in the case of "((C 1 -C 8 ) alkoxy) ((C 3 -C 8 ) cycloalkyl)(C 1 -C 8 )alkyl" The ~8 alkoxy group and the cyclic alkyl group having 3 to 8 carbon atoms are bonded to a linear or branched alkyl group having 1 to 8 carbon atoms.

所謂「(C1-C8)伸烷基」，例如可列舉亞甲基、伸乙基、伸丙基、異伸丙基、伸丁基等。 Examples of the "(C 1 -C 8 )alkylene group" include a methylene group, an exoethyl group, a propyl group, an exo-propyl group, and a butyl group.

W2與W3鍵結而形成，作為含有一個氮原子，進一步可含有選自氧原子、氮原子、及硫原子之1~2個的可為相同或相異之雜原子的5~8員含氮雜環，可列舉吡咯啶、哌啶、嗎啉、硫代嗎啉、哌嗪等。 W 2 and W 3 are bonded to each other, and as a nitrogen atom, further may contain 5 to 8 members which may be the same or different hetero atoms selected from one or two oxygen atoms, nitrogen atoms, and sulfur atoms. Examples of the nitrogen-containing hetero ring include pyrrolidine, piperidine, morpholine, thiomorpholine, piperazine, and the like.

作為「雜環基」及「雜環」，可列舉除作為環構成原子之碳原子以外，選自氧原子、硫原子及氮原子之雜原子含有1至4個之5或6員單環式芳香族雜環基或3至6員之單環式非芳香族雜環基、以及該單環式之芳香族或非芳香族雜環與苯環經縮合之縮合雜環基、或該單環式之芳香族或非芳香族雜環之間(雜環可為相異)經縮合之縮合雜環基。 Examples of the "heterocyclic group" and the "heterocyclic ring" include a carbon atom selected from a ring-constituting atom, and a hetero atom selected from an oxygen atom, a sulfur atom and a nitrogen atom contains 1 to 4 of 5 or 6 membered monocyclic rings. An aromatic heterocyclic group or a monocyclic non-aromatic heterocyclic group of 3 to 6 members, and a condensed heterocyclic group in which the monocyclic aromatic or non-aromatic heterocyclic ring is condensed with a benzene ring, or the monocyclic ring A condensed heterocyclic group which is condensed between aromatic or non-aromatic heterocyclic rings of the formula (heterocycles may be different).

作為「芳香族雜環基」，例如可列舉呋喃基、噻吩基、吡啶基、嘧啶基、噠嗪基、吡嗪基、吡咯基、咪唑基、 吡唑基、噻唑基、異噻唑基、噁唑基、異噁唑基、噁二唑基、噻二唑基、三唑基、四唑基、三嗪基等之單環式芳香族雜環基；喹啉基、異喹啉基、喹唑啉基、喹喔啉基、苯並呋喃基、苯並噻吩基、苯並噁唑基、苯並異噁唑基、苯並噻唑基、苯並咪唑基、苯並三唑基、吲哚基、吲唑基、吡咯吡嗪基、咪唑吡啶基、咪唑吡嗪基、吡唑並吡啶基、吡唑並噻吩基、吡唑並三嗪基等之芳香族縮合雜環基等。 Examples of the "aromatic heterocyclic group" include a furyl group, a thienyl group, a pyridyl group, a pyrimidinyl group, a pyridazinyl group, a pyrazinyl group, a pyrrolyl group, and an imidazolyl group. Monocyclic aromatic heterocyclic ring of pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiadiazolyl, triazolyl, tetrazolyl, triazinyl, etc. Quinolinyl, isoquinolyl, quinazolinyl, quinoxalinyl, benzofuranyl, benzothienyl, benzoxazolyl, benzisoxazolyl, benzothiazolyl, benzene Imidazolyl, benzotriazolyl, fluorenyl, oxazolyl, pyrrolizinyl, imidazolidinyl, imidazopyrazine, pyrazolopyridyl, pyrazolothiophenyl, pyrazolotriazinyl An aromatic condensed heterocyclic group or the like.

作為「非芳香族雜環基」，例如可列舉環氧乙烷基、硫雜環丙烷基(thiiranyl)、吖丙啶基、氧雜環丁基、硫雜環丁基、氮雜環丁基、吡咯啶基、哌啶基、嗎啉基、硫嗎啉基、哌嗪基、六亞甲亞胺基(Hexamethylene iminyl)、噁唑烷基、噻唑烷基、咪唑啶基、噁唑啉基、噻唑啉基、咪唑啉基、二噁茂基(Dioxolyl)、二氧戊環基(Dioxolanyl)、二氫噁二唑基、2-側氧基(oxo)-1,3-噁唑烷-5-基、吡喃基、四氫吡喃基、硫吡喃基、四氫硫吡喃基、1-氧化四氫硫吡喃基、1,1-二氧化四氫硫吡喃基、四氫呋喃基、二氧雜環己基、吡唑啶基、吡唑啉基、四氫嘧啶基、二氫三唑基、四氫三唑基等之單環式非芳香族雜環基；二氫吲哚基、二氫異吲哚基、二氫苯並呋喃基、二氫苯並二氧芑(Dihydro Benzodioxinyl)、二氫苯並二氧氮雜環庚烷基(Dihydro Benzodioxazepinyl)、四氫苯並呋喃基、苯並哌喃基、二氫喹啉基、四氫喹啉基、二氫異喹啉基、四氫異喹啉基、二氫酞嗪基(Dihydro Phthalazinyl)等之非芳香族縮合雜環基等。 Examples of the "non-aromatic heterocyclic group" include an oxiranyl group, a thiynyl group, an aziridine group, an oxetanyl group, a thioheterobutyl group, and an azetidinyl group. , pyrrolidinyl, piperidinyl, morpholinyl, thiomorpholinyl, piperazinyl, hexamethyleneiminyl, oxazolidinyl, thiazolidinyl, imidazolidinyl, oxazoline , thiazolinyl, imidazolinyl, dioxolyl, dioxolanyl, dihydrooxadiazolyl, 2-oxo-oxo-1,3-oxazolidine-5 -yl, pyranyl, tetrahydropyranyl, thiopyranyl, tetrahydrothiopyranyl, 1-oxidized tetrahydrothiopyranyl, 1,1-dihydrothiopyranyl, tetrahydrofuranyl Monocyclic non-aromatic heterocyclic group such as dioxolyl, pyrazolyl, pyrazolinyl, tetrahydropyrimidinyl, dihydrotriazolyl or tetrahydrotriazolyl; indoline , Dihydroisoindolyl, Dihydrobenzofuranyl, Dihydro Benzodioxinyl, Dihydro Benzodioxazepinyl, Tetrahydrobenzofuranyl Benzopyranyl, dihydroquine Yl, tetrahydro-quinolinyl, dihydro-isoquinolinyl, tetrahydro-isoquinolinyl, dihydro-phthalazinyl group (Dihydro Phthalazinyl), etc. The condensed non-aromatic heterocyclic group and the like.

作為「雜環基」，例如可列舉異喹啉基、四唑基、喹啉基、異噁唑基、嘧啶基、吡嗪基、吡啶1，基、吡唑基、苯並咪唑基(Benzimidazolyl))、2,3-二側氧基異吲哚基、四氫呋喃基、環氧乙烷基、噻吩基、噠嗪基等。 Examples of the "heterocyclic group" include isoquinolyl group, tetrazolyl group, quinolyl group, isoxazolyl group, pyrimidinyl group, pyrazinyl group, pyridine 1, group, pyrazolyl group, benzimidazolyl group (Benzimidazolyl). )), 2,3-di-isooxyisodecyl, tetrahydrofuranyl, oxiranyl, thienyl, pyridazinyl and the like.

作為本發明之一般式(I)所表示之鄰苯二甲醯胺衍生物的鹽類，例如可例示鹽酸鹽、硫酸鹽、硝酸鹽、燐酸鹽等之無機酸鹽類、乙酸鹽、富馬酸鹽、馬來酸鹽、草酸鹽、甲磺酸鹽、苯磺酸鹽、對甲苯磺酸鹽等之有機酸鹽類、鈉離子、鉀離子、鈣離子、三甲銨等之無機或有機之鹼的鹽類。 The salt of the phthalic acid amide derivative represented by the general formula (I) of the present invention may, for example, be an inorganic acid salt such as a hydrochloride salt, a sulfate salt, a nitrate salt or a ceric acid salt, or an acetate salt. An inorganic acid such as a horse salt, a maleate, an oxalate, a methanesulfonate, a besylate or a p-toluenesulfonate, an inorganic or a sodium ion, a potassium ion, a calcium ion, a trimethylammonium or the like Alkaloids of organic bases.

本發明之一般式(I)所表示之鄰苯二甲醯胺衍生物及其鹽，該構造式中有時具有一個或複數個非對稱中心，有時亦存在2種以上之光學異構體及非鏡像異構物(Diastereomer)，本發明係包含全部各種的光學異構體及以任意比例包含該異構體之混合物者。又，本發明之一般式(I)所表示之鄰苯二甲醯胺衍生物及其鹽，該構造式中有時存在來自碳-碳或碳-氮雙鍵之2種幾何異構體，本發明係包含全部各種的光學異構體及以任意比例包含該異構體之混合物者。 The phthalimide derivative represented by the general formula (I) of the present invention and a salt thereof may have one or a plurality of asymmetric centers in the structural formula, and sometimes two or more optical isomers may be present. And a diastereomer, the invention includes all of the various optical isomers and mixtures comprising the isomers in any proportion. Further, the phthalic acid derivative represented by the general formula (I) of the present invention and a salt thereof, in which two geometric isomers derived from a carbon-carbon or a carbon-nitrogen double bond are sometimes present. The present invention encompasses all of the various optical isomers and the inclusion of a mixture of such isomers in any ratio.

於本發明之一般式(I)所表示之鄰苯二甲醯胺衍生物及其鹽，作為適宜之態樣，例示以下之態樣：X1表示(a1)氫原子；(a2)鹵素原子； (a7)(C1-C8)烷硫基；(a9)(C1-C8)烷亞磺醯基；或(a11)(C1-C8)烷磺醯基；X2表示(b2)鹵素原子；m表示0、或1。 The phthalic acid amide derivative and its salt represented by the general formula (I) of the present invention, as a suitable aspect, exemplify the following: X 1 represents (a1) a hydrogen atom; (a2) a halogen atom (a7) (C 1 -C 8 )alkylthio; (a9)(C 1 -C 8 )alkylsulfinyl; or (a11)(C 1 -C 8 )alkylsulfonyl; X 2 represents (b2) a halogen atom; m represents 0, or 1.

Y1表示(c1)氫原子；(c2)鹵素原子；(c3)氰基；(c4)(C1-C8)烷基；(c6)(C1-C8)烷氧基；(c8)(C1-C8)烷硫基；或(c10)(C1-C8)烷亞磺醯基；Y2表示(d2)鹵素原子；(d3)(C1-C8)烷基；(d4)(C1-C8)鹵烷基；(d5)(C1-C8)烷氧基；或(d6)(C1-C8)鹵烷氧基；n表示0或1。 Y 1 represents (c1) a hydrogen atom; (c2) a halogen atom; (c3) a cyano group; (c4) a (C 1 - C 8 ) alkyl group; (c6) a (C 1 - C 8 ) alkoxy group; (C 1 -C 8 )alkylthio; or (c10)(C 1 -C 8 )alkylsulfinyl; Y 2 represents (d2)halogen; (d3)(C 1 -C 8 )alkyl (d4) (C 1 -C 8 )haloalkyl; (d5)(C 1 -C 8 )alkoxy; or (d6)(C 1 -C 8 )haloalkoxy; n represents 0 or 1 .

Q表示Q1、Q3、Q4、Q5、Q6、Q7、Q8、Q9、Q10、Q11、Q12、Q13、Q16、Q18、Q19、Q21、Q23、Q24、Q25、Q26、Q27、Q28、Q29、Q30、或Q31「在此，W1 可為相同或相異，表示(e1)氫原子；(e2)鹵素原子；(e6)(C1-C8)烷基；(e10)(C3-C8)環烷基；(e11)(C3-C8)環烷基(C1-C8)烷氧基；(e12)(C1-C8)烷氧基；(e13)(C1-C8)烷氧基(C1-C8)烷基；(e14)(C1-C8)鹵烷基；(e15)(C1-C8)鹵烷氧基；(e18)(C1-C8)烷硫基；(e19)(C1-C8)烷亞磺醯基；(e21)(C1-C8)烷硫基(C1-C8)烷基；(e22)(C1-C8)烷亞磺醯基(C1-C8)烷基；(e23)(C1-C8)烷磺醯基(C1-C8)烷基；(e27)(C1-C8)烷氧羰基；(e29)(C1-C8)烷氧羰基(C1-C8)烷基；(e32)R4(R5)N基(式中，R4及R5可為相同或相異，表示氫原子、(C1-C8)烷基、(C3-C8)環烷基、(C2-C8)烯基、(C2-C8)炔基、(C3-C8)環烷基(C1-C8)烷基、(C1-C8)鹵烷基、(C3-C8)鹵環烷基、(C1-C8)烷羰基、(C1-C8)烷氧羰基、芳基、可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8 )烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳基、芳羰基、可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳羰基、芳基(C1-C8)烷基、可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳基(C1-C8)烷基；雜環基、 可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的雜環基、雜環(C1-C8)烷基、或可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的雜環(C1-C8)烷基)；(e33)R4(R5)N(C1-C8)烷基(式中，R4及R5與前述相同)；(e34)R4(R5)NCO-基(式中，R4及R5與前述相同)；(e35)R4(R5)NCOO-基(式中，R4及R5與前述相同)；(e36)R4(R5)NSO2-基(式中，R4及R5與前述相同)；(e37)R4(R5)NCON(R5)-基(式中，R4及R5與前述相同， R5之間可為相同或相異)；(e38)芳基；或(e39)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳基；(e44)雜環基；或(e46)雜環(C1-C8)烷基；W4、W5、W6、及W7可為相同或相異，表示(g1)氫原子；(g2)鹵素原子；(g6)(C1-C8)烷基；(g12)(C1-C8)烷氧基；(g14)(C1-C8)鹵烷基；或(g27)(C1-C8)烷氧羰基；，p表示0」。 Q represents Q1, Q3, Q4, Q5, Q6, Q7, Q8, Q9, Q10, Q11, Q12, Q13, Q16, Q18, Q19, Q21, Q23, Q24, Q25, Q26, Q27, Q28, Q29, Q30, Or Q31 "here, W 1 may be the same or different, meaning (e1) hydrogen atom; (e2) halogen atom; (e6) (C 1 - C 8 ) alkyl; (e10) (C 3 - C 8 a cycloalkyl group; (e11) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy; (e12)(C 1 -C 8 )alkoxy; (e13)(C 1 - C 8 ) alkoxy (C 1 -C 8 )alkyl; (e14)(C 1 -C 8 )haloalkyl; (e15)(C 1 -C 8 )haloalkoxy; (e18)(C 1 -C 8 )alkylthio; (e19)(C 1 -C 8 )alkylsulfinyl; (e21)(C 1 -C 8 )alkylthio(C 1 -C 8 )alkyl; (e22 (C 1 -C 8 )alkylsulfinyl (C 1 -C 8 )alkyl; (e23)(C 1 -C 8 )alkylsulfonyl (C 1 -C 8 )alkyl; (e27) (C 1 -C 8 )alkoxycarbonyl; (e29)(C 1 -C 8 )alkoxycarbonyl(C 1 -C 8 )alkyl; (e32)R 4 (R 5 )N group (wherein R 4 and R 5 may be the same or different and represent a hydrogen atom, (C 1 -C 8 )alkyl, (C 3 -C 8 )cycloalkyl, (C 2 -C 8 )alkenyl, (C 2 - C 8 ) alkynyl, (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkyl, (C 1 -C 8 )haloalkyl, (C 3 -C 8 )halocycloalkyl, ( C 1 -C 8 )alkylcarbonyl, (C 1 -C 8 )alkoxycarbonyl, aryl, which may be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) Nitro, (d)carbamyl, (e)(C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy a group, (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy, (j) (C 1 -C 8 Alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfin Sulfhydryl, (n) (C 1 -C 8 ) alkanesulfonyl, (o) (C 1 -C 8 ) halosulfonyl, (p) (C 1 -C 8 ) alkylcarbonyl, (q) a carboxyl group, a (r)(C 1 -C 8 ) alkoxycarbonyl group, and an aryl group or an arylcarbonyl group of 1 to 5 substituents of the (s) phenoxy group, which may be the same or different, and are selected on the ring. From (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) a (C 1 - C 8 ) alkyl group, (f) a (C 1 - C 8 ) halogen Alkyl, (g) (C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy group, (j) (C 1 -C 8 )alkylthio group, (k)(C 1 -C 8 )haloalkylthio group, (l)(C 1 -C 8 )alkylsulfinyl group , (m) (C 1 - C 8 ) haloalkyl sulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 -C 8 ) alkoxycarbonyl, and an arylcarbonyl group or an aryl (C 1 -C 8 )alkyl group having 1 to 5 substituents of the (s) phenoxy group, which may be the same or different and have a ring Selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) a (C 1 - C 8 ) alkyl group, (f) (C 1 - C 8 ) Haloalkyl, (g) (C 1 -C 8 ) alkoxy, (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 - C 8 ) alkoxy group, (j) (C 1 -C 8 )alkylthio group, (k)(C 1 -C 8 )haloalkylthio group, (l)(C 1 -C 8 )alkylsulfinium sulfonate a group, (m) (C 1 - C 8 ) haloalkylsulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, and (s) aryl having 1 to 5 substituents of phenoxy ( C 1 -C 8 )alkyl; heterocyclyl, which may be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, and (d) a formazan group. a group, (e) (C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 - C 8 ) haloalkoxy, (i) (C 3 -C 8 ) Cycloalkyl (C 1 -C 8 ) alkoxy, (j) (C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 a halosulfonyl group, (p) (C 1 -C 8 ) alkylcarbonyl group, (q) carboxyl group, (r) (C 1 -C 8 ) alkoxycarbonyl group, and (s) phenoxy group 1 to 5 a heterocyclic group of a substituent, a heterocyclic (C 1 -C 8 )alkyl group, or which may be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) Nitro, (d)carbamyl, (e)(C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy , (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy, (j) (C 1 -C 8 ) Alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfinium a group, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl (r)(C 1 -C 8 )alkoxycarbonyl, and (s)heterocyclic (C 1 -C 8 )alkyl of 1 to 5 substituents of phenoxy); (e33)R 4 (R 5 ) N(C 1 -C 8 )alkyl (wherein R 4 and R 5 are the same as defined above); (e 34) R 4 (R 5 )NCO-yl (wherein R 4 and R 5 are the same as defined above); (e35) R 4 (R 5 )NCOO-yl (wherein R 4 and R 5 are the same as defined above) (e36) R 4 (R 5 )NSO 2 - group (wherein R 4 and R 5 are the same as defined above); (e37) R 4 (R 5 )NCON(R 5 )- group (wherein R 4 And R 5 is the same as defined above, R 5 may be the same or different); (e38) aryl; or (e39) may be the same or different, having a ring atom selected from (a) a halogen atom, b) cyano, (c) nitro, (d) methionyl, (e) (C 1 - C 8 ) alkyl, (f) (C 1 - C 8 ) haloalkyl, (g) (C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j (C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)(C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 An alkylcarbonyl group, (q) carboxyl group, (r) (C 1 -C 8 ) alkoxycarbonyl group, and (s) an aryl group having 1 to 5 substituents of a phenoxy group; (e44) a heterocyclic group; E46) a heterocyclic (C 1 -C 8 )alkyl group; W 4 , W 5 , W 6 , and W 7 may be the same or different and represent (g1) a hydrogen atom; (g2) a halogen atom; 6) (C 1 -C 8 )alkyl; (g12)(C 1 -C 8 )alkoxy; (g14)(C 1 -C 8 )haloalkyl; or (g27)(C 1 -C 8 Alkoxycarbonyl; p represents 0".

R1表示(h1)(C1-C8)烷基；(h2)(C2-C8)烯基； (h3)(C2-C8)炔基；(h5)(C3-C8)環烷基(C1-C8)烷基；(h7)(C1-C8)烷氧基(C1-C8)烷基；(h8)(C1-C8)烷硫基(C1-C8)烷基；(h9)(C1-C8)烷亞磺醯基(C1-C8)烷基；(h10)(C1-C8)烷磺醯基(C1-C8)烷基；(h12)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基；(h14)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中 ，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基硫(C1-C8)烷基；(h16)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷硫基(C1-C8)烷基；(h17)芳基(C1-C8)烷基；(h18)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷基；(h20)可為相同或相異，係於環上具有選自(a)鹵素原子 、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳氧基(C1-C8)烷基；(h22)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷氧基(C1-C8)烷基；(h24)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞 磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷氧羰基(C1-C8)烷基；(h26)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳羰氧基(C1-C8)烷基；(h28)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C5-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基 的芳丙烷二腈亞胺氧基(C1-C8)烷基；(h30)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C5-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷氧亞胺基(C1-C8)烷基；(h31)R4(R5)N羰氧基(C1-C8)烷基(式中，R4及R5與前述相同)；(h32)R4(R5)N羰基(C1-C8)烷基(式中，R4及R5與前述相同)；(h33)R4(R5)N羰基(R4)N(C1-C8)烷基(式中，R4及R5與前述相同，R4之間可為相同或相異)；或(h34)雜環(C1-C8)烷基；或表示以下之取代基(附加標記．的部份係表示與氮原子鍵結)。 R 1 represents (h1)(C 1 -C 8 )alkyl; (h2)(C 2 -C 8 )alkenyl; (h3)(C 2 -C 8 )alkynyl; (h5)(C 3 -C 8 ) cycloalkyl (C 1 -C 8 )alkyl; (h7)(C 1 -C 8 )alkoxy(C 1 -C 8 )alkyl; (h8)(C 1 -C 8 )alkylsulfide (C 1 -C 8 )alkyl; (h9)(C 1 -C 8 )alkylsulfinyl (C 1 -C 8 )alkyl; (h10)(C 1 -C 8 )alkylsulfonyl (C 1 -C 8 )alkyl; (h12) may be the same or different and have a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, and (d) a formazan group. a group, (e) (C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 - C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)( C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfinyl, (n)(C 1 -C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 - C 8 ) alkoxycarbonyl, (s) R 4 (R 5 ) N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) an aryl group having 1 to 5 substituents of the phenoxy group; (h14) may be the same or different and have a ring atom selected from (a) a halogen atom, (b) Group, (c) nitro, (d) methyl acyl, (e) (C 1 -C 8) alkyl, (f) (C 1 -C 8) haloalkyl, (g) (C 1 -C 8 ) alkoxy, (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy, (j) (C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 ) Halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl , (q) carboxyl group, (r) (C 1 - C 8 ) alkoxycarbonyl group, (s) R 4 (R 5 ) N carbonyl group (wherein R 4 and R 5 are the same as defined above), and (t) benzene An arylthio(C 1 -C 8 )alkyl group having 1 to 5 substituents of an oxy group; (h16) may be the same or different and having a halogen atom selected from the group consisting of (a) a halogen atom and (b) a cyanide group Base, (c) nitro, (d) methyl ketone, (e) (C 1 - C 8 ) alkyl, (f) (C 1 - C 8 ) haloalkyl, (g) (C 1 - C 8 ) alkoxy, (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy, (j) (C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 ) haloalkyl sulfinyl group, (n) (C 1 -C 8) acyl alkylsulfonyl, (o) (C 1 -C 8) alkyl sulfonic acyl halide (p) (C 1 -C 8 ) alkylcarbonyl, (q) carboxy, (r) (C 1 -C 8) alkoxycarbonyl group, (s) R 4 (R 5) N -carbonyl group (wherein, R 4 and R 5 is the same as defined above, and (t) an aryl (C 1 -C 8 )alkylthio(C 1 -C 8 )alkyl group having 1 to 5 substituents of a phenoxy group; (h17)aryl group ( C 1 -C 8 )alkyl; (h18) may be the same or different and have a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, and (d) a fluorenyl group. , (e) (C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 - C 8 ) haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 - C 8 ) an alkoxycarbonyl group, (s) R 4 (R 5 ) N carbonyl group (wherein R 4 and R 5 are the same as defined above), and (t) an aryl group having 1 to 5 substituents of a phenoxy group (C) 1 -C 8 )alkyl; (h20) may be the same or different and have a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) (C 1 -C 8 ) alkyl (f) (C 1 -C 8 ) haloalkyl, (g) (C 1 -C 8) alkoxy, (h) (C 1 -C 8) haloalkoxy, (i) (C 3 - C 8 ) cycloalkyl (C 1 -C 8 ) alkoxy, (j) (C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)( C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfinyl, (n)(C 1 -C 8 )alkylsulfonyl, (o)(C 1 -C 8 ) haloalkylsulfonyl, (p) (C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, (s)R 4 (R 5 An N carbonyl group (wherein R 4 and R 5 are the same as defined above), and (t) an aryloxy (C 1 -C 8 ) alkyl group having 1 to 5 substituents of the phenoxy group; (h22) may be The same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formazan group, (e) a (C 1 -C 8 ) alkyl group, (f) (C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 - C 8 ) cycloalkyl (C 1 -C 8 ) alkoxy, (j) (C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)( C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfinyl, (n)(C 1 -C 8 )alkylsulfonyl, (o)(C 1 -C 8 ) haloalkylsulfonyl, (p) (C 1 -C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 -C 8 ) alkane An oxycarbonyl group, (s) R 4 (R 5 ) N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) an aryl group having 1 to 5 substituents of a phenoxy group (C 1 -C) 8 ) alkoxy (C 1 -C 8 )alkyl; (h24) may be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) indenyl, (e)(C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy, (j)(C 1 -C 8 )alkylthio , (k) (C 1 - C 8 ) haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, ( n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r (C 1 -C 8 ) alkoxycarbonyl, (s) R 4 (R 5 ) N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) 1 to 5 substituents of phenoxy An aryl (C 1 -C 8 )alkoxycarbonyl(C 1 -C 8 )alkyl group; (h26) may be the same or different and have a ring atom selected from (a) a halogen atom, (b) Cyano, (c) nitro, (d) formazan, (e) (C 1 - C 8 ) alkyl, (f) (C 1 - C 8 ) haloalkyl, (g) (C 1 - C 8 ) alkoxy, (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 - C 8 ) haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 - C 8 ) an alkoxycarbonyl group, (s) R 4 (R 5 ) N carbonyl group (wherein R 4 and R 5 are the same as defined above), and (t) an arylcarbonyloxy group having 1 to 5 substituents of a phenoxy group (C 1 -C 8 )alkyl; (h28) may be the same or different and have a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, and (d) a formazan group. a group, (e) (C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 - C 8 ) haloalkoxy, (i) (C 5 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)( C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfinyl, (n)(C 1 -C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 - C 8) alkoxycarbonyl group, (s) R 4 (R 5) N -carbonyl group (wherein, R 4 and R 5 with the The same), and from 1 to 5 substituents aryl imine group propanedinitrile (t) of a phenoxy group (C 1 -C 8) alkyl; (H30) may be the same or different, based on the ring Having selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) a (C 1 -C 8 ) alkyl group, (f) (C 1 -C 8 Haloalkyl, (g) (C 1 -C 8 ) alkoxy, (h) (C 1 -C 8 ) haloalkoxy, (i) (C 5 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy group, (j) (C 1 -C 8 )alkylthio group, (k)(C 1 -C 8 )haloalkylthio group, (l)(C 1 -C 8 )alkyl sulfinic acid Sulfhydryl, (m) (C 1 -C 8 ) haloalkylsulfinyl, (n) (C 1 -C 8 ) alkanesulfonyl, (o) (C 1 -C 8 ) halosulfonyl , (p) (C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, (s)R 4 (R 5 )N carbonyl (wherein R 4 And ( 5 ) an aryl (C 1 -C 8 ) alkoxyimino (C 1 -C 8 ) alkyl group having 1 to 5 substituents of a phenoxy group; (h31) R 4 (R 5 )Ncarbonyloxy(C 1 -C 8 )alkyl (wherein R 4 and R 5 are the same as defined above); (h32)R 4 (R 5 )N carbonyl (C 1 -C 8 An alkyl group (wherein R 4 and R 5 are the same as defined above); (h33) R 4 (R 5 )N carbonyl (R 4 )N(C 1 -C 8 )alkyl (wherein R 4 and R 5 is the same as the foregoing, and between R 4 Is the same or different); or (h34) heterocyclic (C 1 -C 8 )alkyl; or represents the following substituents (additional labeling. The part is expressed as a bond with a nitrogen atom).

「式中，B表示直鏈或分支鏈狀之(C1-C8)伸烷基、R7表示(i1)(C1-C8)烷基，R8表示(j1)氫原子；(j2)(C1-C8)烷基；(j3)氰基；(j4)(C1-C8)烷羰基；(j5)(C1-C8)鹵烷羰基；(j6)(C1-C8)烷氧羰基；(j8)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基；或(j10)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷 氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳磺醯基，t表示0、或1」。 Wherein B represents a linear or branched (C 1 -C 8 )alkyl group, R 7 represents (i1)(C 1 -C 8 )alkyl, and R 8 represents (j1) a hydrogen atom; J2) (C 1 -C 8 )alkyl; (j3)cyano; (j4)(C 1 -C 8 )alkylcarbonyl; (j5)(C 1 -C 8 )halocarbonyl; (j6)(C 1 - C 8 ) alkoxycarbonyl; (j8) may be the same or different and have a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, and (d) a fluorenyl group. , (e) (C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 - C 8 ) haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 - C 8 ) an alkoxycarbonyl group, (s) R 4 (R 5 ) N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) an aryl group having 1 to 5 substituents of the phenoxy group; (j10) may be the same or different and have a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formazan group, and (e) (C 1 -C). 8 ) alkyl, (f) ( C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 ) ring Alkyl (C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) Haloalkylsulfonyl, (p) (C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, (s)R 4 (R 5 )N carbonyl ( In the formula, R 4 and R 5 are the same as defined above, and (t) an arylsulfonyl group having 1 to 5 substituents of the phenoxy group, and t represents 0 or 1".

R2表示(k1)氫原子；或是(k2)(C1-C8)烷基；(k5)或、R1與R2可鍵結而形成含有一個氮原子，且進一步可含有選自氧原子、氮原子、及硫原子之1~2個的可為相同或相異之雜原子的5~8員飽和含氮雜環；R3表示(l1)氫原子；或(l2)(C1-C8)烷基。 R 2 represents a (k1) hydrogen atom; or (k2)(C 1 -C 8 )alkyl; (k5) or R 1 and R 2 may be bonded to form a nitrogen atom, and further may be selected from the group consisting of 1 to 2 of the oxygen atom, nitrogen atom, and sulfur atom may be a 5-8 member saturated nitrogen-containing heterocycle of the same or different hetero atom; R 3 represents a (l1) hydrogen atom; or (l2) (C 1 -C 8 )alkyl.

進一步作為更好之態樣，例示以下之態樣：X1表示(a2)鹵素原子；m表示0。 Further as a better aspect, the following aspects are exemplified: X 1 represents (a2) a halogen atom; and m represents 0.

Y1相同一或相異，表示(c2)鹵素原子；(c3)氰基；(c4)(C1-C8)烷基； (c6)(C1-C8)烷氧基；(c8)(C1-C8)烷硫基；或(c10)(C1-C8)烷亞磺醯基；n表示0。 Y 1 is the same or different and represents (c2) a halogen atom; (c3) a cyano group; (c4) a (C 1 - C 8 ) alkyl group; (c6) a (C 1 - C 8 ) alkoxy group; (C 1 -C 8 )alkylthio; or (c10)(C 1 -C 8 )alkylsulfinyl; n represents 0.

Z2表示C-A-Q。 Z 2 represents CAQ.

Q表示Q1、Q8、或Q18「在此，W1表示(e1)氫原子；(e6)(C1-C8)烷基；(e10)(C3-C8)環烷基；(e11)(C3-C8)環烷基(C1-C8)烷氧基；(e12)(C1-C8)烷氧基；(e13)(C1-C8)烷氧基(C1-C8)烷基；(e14)(C1-C8)鹵烷基；(e15)(C1-C8)鹵烷氧基；(e18)(C1-C8)烷硫基；(e19)(C1-C8)烷亞磺醯基；(e27)(C1-C8)烷氧羰基；(e32)R4(R5)N基(式中，R4及R5可為相同或相異，表示氫原子、(C1-C8)烷基、(C3-C8)環烷基、(C2-C8)烯基、(C2-C8)炔基、(C3-C8)環烷基(C1-C8)烷基、(C1-C8)鹵烷基、(C3-C8)鹵環烷基、(C1-C8)烷羰基、(C1-C8)烷氧羰基、芳基、可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯 基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳基、芳羰基、可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳羰基、芳基(C1-C8)烷基、可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及 (s)苯氧基之1~5個取代基的芳基(C1-C8)烷基；雜環基、可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的雜環基、雜環(C1-C8)烷基、或可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的雜環(C1-C8)烷基)；(e33)R4(R5)N(C1-C8)烷基(式中，R4及R5與前述相同)；(e34)R4(R5)NCO-基(式中，R4及R5與前述相同)；(e35)R4(R5)NCOO-基(式中，R4及R5與前述相同)；(e36)R4(R5)NSO2-基(式中，R4及R5與前述相同)； (e37)R4(R5)NCON(R5)-基(式中，R4及R5與前述相同，R5之間可為相同或相異)；(e38)芳基；或(e44)雜環基；W2及W2a可為相同或相異，表示(f1)氫原子；(f2)(C1-C8)烷基；或(f3)W2及W2a鍵結於同一碳原子時，>C=O基W3表示(m1)氫原子；(m2)氰基；(m4)氰基(C1-C8)烷基；(m5)(C1-C8)烷基；(m6)(C2-C8)烯基；(m7)(C2-C8)炔基；(m8)(C2-C8)鹵烯基；(m9)(C3-C8)環烷基；(m10)(C1-C8)烷氧基(C1-C8)烷基；(m11)(C1-C8)鹵烷基；(m14)(C1-C8)烷硫基(C1-C8)烷基；(m15)(C1-C8)烷亞磺醯基(C1-C8)烷基；(m16)(C1-C8)烷磺醯基(C1-C8)烷基；(m17)(C1-C8)烷氧羰基；(m18)(C2-C8)烯氧羰基； (m19)(C1-C8)烷氧羰基(C1-C8)烷基；(m20)(C1-C8)烷羰基；(m21)(C3-C8)環烷羰基；(m23)R4(R5)NCO-基(式中，R4及R5與前述相同)；(m24)R4(R5)NCOO-基(式中，R4及R5與前述相同)；(m25)R4(R5)NSO2-基(式中，R4及R5與前述相同)；(m26)R4(R5)NCON(R5)-基(式中，R4及R5與前述相同)；(m27)芳基；(m28)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳基；(m29)芳基(C1-C8)烷基；(m31)雜環基；或(m33)雜環(C1-C8)烷基。 Q represents Q1, Q8, or Q18 "here, W 1 represents (e1) a hydrogen atom; (e6) (C 1 - C 8 ) alkyl; (e10) (C 3 - C 8 ) cycloalkyl; (e11 (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy; (e12)(C 1 -C 8 )alkoxy; (e13)(C 1 -C 8 )alkoxy ( C 1 -C 8) alkyl; (e14) (C 1 -C 8) haloalkyl; (e15) (C 1 -C 8) haloalkoxy; (e18) (C 1 -C 8) alkylthio (e19)(C 1 -C 8 )alkylsulfinyl; (e27)(C 1 -C 8 )alkoxycarbonyl; (e32)R 4 (R 5 )N (wherein R 4 and R 5 may be the same or different and represents a hydrogen atom, (C 1 -C 8 )alkyl, (C 3 -C 8 )cycloalkyl, (C 2 -C 8 )alkenyl, (C 2 -C 8 Alkynyl, (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkyl, (C 1 -C 8 )haloalkyl, (C 3 -C 8 )halocycloalkyl, (C 1 -C 8 )alkylcarbonyl, (C 1 -C 8 )alkoxycarbonyl, aryl, which may be the same or different, having a ring selected from (a) a halogen atom, (b) a cyano group, (c) Nitro, (d)carbamyl, (e)(C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy , (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy, (j) (C 1 -C 8 ) alkylthio, (k) (C 1 -C 8) alkylthio halide , (L) (C 1 -C 8) alkyl sulfinyl group, (m) (C 1 -C 8) haloalkyl sulfinyl group, (n) (C 1 -C 8) acyl alkylsulfonyl, ( o) (C 1 -C 8 ) haloalkylsulfonyl, (p)(C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, and (s The aryl or arylcarbonyl group of 1 to 5 substituents of the phenoxy group may be the same or different, and has a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, and (c) a nitro group. (d) indenyl, (e)(C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy, (j)(C 1 -C 8 )alkylthio , (k) (C 1 - C 8 ) haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, ( n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r a (C 1 -C 8 ) alkoxycarbonyl group, and an arylcarbonyl group or an aryl (C 1 -C 8 )alkyl group having 1 to 5 substituents of the (s) phenoxy group, which may be the same or different Having at least a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) a (C 1 -C 8 ) alkyl group, (f) (C 1 ) -C 8 )haloalkyl, (g) (C 1 -C 8 ) alkoxy, (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy, (j) (C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 ) Halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl , (q) carboxyl group, (r) (C 1 -C 8 ) alkoxycarbonyl group, and (s) aryl group of 1 to 5 substituents of aryl (C 1 -C 8 )alkyl; heterocyclic group , which may be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formazan group, and (e) a (C 1 - C 8 ) group. Alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)( C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, l) (C 1 -C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 -C 8 ) haloalkylsulfonyl, (p)(C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, and (s)benzene a heterocyclic group having 1 to 5 substituents of an oxy group, a heterocyclic (C 1 -C 8 )alkyl group, or Is the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formazan group, and (e) a (C 1 -C 8 ) alkyl group. , (f) (C 1 - C 8 ) haloalkyl, (g) (C 1 - C 8 ) alkoxy, (h) (C 1 - C 8 ) haloalkoxy, (i) (C 3 -C 8 ) cycloalkyl (C 1 -C 8 ) alkoxy, (j) (C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l) (C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfinyl, (n)(C 1 -C 8 )alkylsulfonyl, (o)(C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 - C 8 ) alkoxycarbonyl, and (s) phenoxy a heterocyclic (C 1 -C 8 )alkyl group of 1 to 5 substituents; (e33)R 4 (R 5 )N(C 1 -C 8 )alkyl (wherein R 4 and R 5 are (a34) R 4 (R 5 )NCO- group (wherein R 4 and R 5 are the same as defined above); (e35) R 4 (R 5 )NCOO- group (wherein R 4 and R 5 is the same as above); (e36) R 4 (R 5 )NSO 2 - group (wherein R 4 and R 5 are the same as defined above); (e37) R 4 (R 5 )NCON(R 5 )- group ( Wherein R 4 and R 5 are the same as defined above, R 5 may be the same or different); (e38) aryl; or (e44) heterocyclic; W 2 and W 2a may be the same or different, Express (f1) Atom; (f2) (C 1 -C 8) alkyl; or (f3) W 2 and W 2a when bonded to the same carbon atom,> C = O group represented by W 3 (m1) hydrogen atom; (M2) cyanide (m4) cyano (C 1 -C 8 )alkyl; (m5)(C 1 -C 8 )alkyl; (m6)(C 2 -C 8 )alkenyl; (m7)(C 2 - C 8 ) alkynyl; (m8) (C 2 -C 8 )haloalkenyl; (m9)(C 3 -C 8 )cycloalkyl; (m10)(C 1 -C 8 )alkoxy (C 1 -C 8 )alkyl; (m11)(C 1 -C 8 )haloalkyl; (m14)(C 1 -C 8 )alkylthio(C 1 -C 8 )alkyl; (m15)(C 1 -C 8 )alkylsulfinyl (C 1 -C 8 )alkyl; (m16)(C 1 -C 8 )alkylsulfonyl (C 1 -C 8 )alkyl; (m17)(C 1 - C 8 ) alkoxycarbonyl; (m18) (C 2 -C 8 ) alkoxycarbonyl; (m19) (C 1 -C 8 ) alkoxycarbonyl (C 1 -C 8 )alkyl; (m20) (C 1 -C 8 )alkylcarbonyl; (m21)(C 3 -C 8 )cycloalkylcarbonyl; (m23)R 4 (R 5 )NCO- group (wherein R 4 and R 5 are the same as defined above); (m24) R 4 (R 5 )NCOO-yl (wherein R 4 and R 5 are the same as defined above); (m25) R 4 (R 5 )NSO 2 -yl (wherein R 4 and R 5 are the same as defined above); (m26) R 4 (R 5 )NCON(R 5 )- group (wherein R 4 and R 5 are the same as defined above); (m27) aryl; (m28) may be the same or different and attached to the ring Having a halogen atom selected from (a) (b) cyano group, (c) nitro group, (d) methionyl group, (e) (C 1 -C 8 ) alkyl group, (f) (C 1 -C 8 ) haloalkyl group, (g (C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy , (j) (C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)( C 1 -C 8 ) haloalkylsulfinyl, (n) (C 1 -C 8 ) alkanesulfonyl, (o) (C 1 -C 8 ) halosulfonyl, (p) (C 1 -C 8 ) an alkylcarbonyl group, (q) a carboxyl group, (r) (C 1 -C 8 ) alkoxycarbonyl group, and (s) an aryl group having 1 to 5 substituents of a phenoxy group; (m29) an aryl group ( C 1 -C 8 )alkyl; (m31)heterocyclyl; or (m33)heterocyclic (C 1 -C 8 )alkyl.

W4、W5、W6、及W7可為相同或相異、(g1)氫原子；(g2)鹵素原子； (g6)(C1-C8)烷基；(g12)(C1-C8)烷氧基；或(g14)(C1-C8)鹵烷基；p表示0」。 W 4 , W 5 , W 6 , and W 7 may be the same or different, (g1) hydrogen atom; (g2) a halogen atom; (g6) (C 1 - C 8 ) alkyl; (g12) (C 1 -C 8 ) alkoxy; or (g14) (C 1 -C 8 )haloalkyl; p represents 0".

R1表示(h1)(C1-C8)烷基；(h2)(C2-C8)烯基；(h3)(C2-C8)炔基；(h5)(C3-C8)環烷基(C1-C8)烷基；(h7)(C1-C8)烷氧基(C1-C8)烷基；(h8)(C1-C8)烷硫基(C1-C8)烷基；(h9)(C1-C8)烷亞磺醯基(C1-C8)烷基；(h10)(C1-C8)烷磺醯基(C1-C8)烷基；(h14)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基硫(C1-C8)烷基；(h16)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f) (C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷硫基(C1-C8)烷基；(h18)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷基；(h20)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺 醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳氧基(C1-C8)烷基；(h22)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷氧基(C1-C8)烷基；(h24)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷氧羰基(C1-C8)烷基； (h28)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C5-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳丙烷二腈亞胺氧基(C1-C8)烷基；(h30)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C5-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷氧亞胺基(C1-C8)烷基；(h34)雜環(C1-C8)烷基；或表示以下之取代基(附加標記．的部份係表示與氮原子鍵結)。 R 1 represents (h1)(C 1 -C 8 )alkyl; (h2)(C 2 -C 8 )alkenyl; (h3)(C 2 -C 8 )alkynyl; (h5)(C 3 -C 8 ) cycloalkyl (C 1 -C 8 )alkyl; (h7)(C 1 -C 8 )alkoxy(C 1 -C 8 )alkyl; (h8)(C 1 -C 8 )alkylsulfide (C 1 -C 8 )alkyl; (h9)(C 1 -C 8 )alkylsulfinyl (C 1 -C 8 )alkyl; (h10)(C 1 -C 8 )alkylsulfonyl (C 1 -C 8 )alkyl; (h14) may be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, and (d) a formazan group. a group, (e) (C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 - C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)( C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfinyl, (n)(C 1 -C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 - C 8 ) alkoxycarbonyl, (s) R 4 (R 5 ) N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) aryl thiol having 1 to 5 substituents of phenoxy (C 1 -C 8 )alkyl; (h16) may be the same or different and have a ring selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) a (C 1 - C 8 ) alkyl group, (f) a (C 1 - C 8 ) haloalkyl group, ( g) (C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy a group, (j) (C 1 -C 8 )alkylthio group, (k)(C 1 -C 8 )haloalkylthio group, (l)(C 1 -C 8 )alkylsulfinyl group, (m) (C 1 -C 8 ) haloalkylsulfinyl, (n) (C 1 -C 8 ) alkanesulfonyl, (o) (C 1 -C 8 ) halosulfonyl, (p) (C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, (s)R 4 (R 5 )N carbonyl (wherein R 4 and R 5 are the same as previously described And (t) an aryl (C 1 -C 8 )alkylthio(C 1 -C 8 )alkyl group having 1 to 5 substituents of a phenoxy group; (h18) may be the same or different, Having at least a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) a (C 1 -C 8 ) alkyl group, (f) (C 1 ) -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy group, (j) (C 1 -C 8 )alkylthio group, (k)(C 1 -C 8 )haloalkylthio group, (l)(C 1 -C 8 ) Alkylsulfinyl, (m) (C 1 -C 8 ) halosulfinyl, (n) (C 1 -C 8 ) alkanesulfonate a group, (o) (C 1 - C 8 ) haloalkylsulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 - C 8 ) alkoxycarbonyl, (s) an R 5 (R 5 ) N carbonyl group (wherein R 4 and R 5 are the same as defined above), and (t) an aryl (C 1 -C 8 ) alkane having 1 to 5 substituents of the phenoxy group (h20) may be the same or different and have a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) (C 1 ) -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )halane Sulfur, (l) (C 1 -C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl (o) (C 1 - C 8 ) haloalkylsulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 - C 8 ) alkoxycarbonyl, ( s) R 4 (R 5 )N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) aryloxy (C 1 -C 8 ) alkane having 1 to 5 substituents of the phenoxy group (h22) may be the same or different and have a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) (C 1 ) -C 8 )alkyl, (f)(C 1 - C 8 ) haloalkyl, (g) (C 1 -C 8 ) alkoxy, (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl ( C 1 -C 8 ) alkoxy group, (j) (C 1 -C 8 )alkylthio group, (k)(C 1 -C 8 )haloalkylthio group, (l)(C 1 -C 8 ) alkane Sulfosyl, (m) (C 1 -C 8 ) halosulfinyl, (n) (C 1 -C 8 ) alkanesulfonyl, (o) (C 1 -C 8 ) haloalkyl Indenyl, (p)(C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, (s)R 4 (R 5 )N carbonyl (wherein R 4 and R 5 are the same as defined above, and (t) an aryl (C 1 -C 8 ) alkoxy (C 1 -C 8 ) alkyl group having 1 to 5 substituents of a phenoxy group; (h24) May be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formazan group, and (e) a (C 1 -C 8 ) alkane. a group, (f) (C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3- C 8 ) cycloalkyl (C 1 -C 8 ) alkoxy, (j) (C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l (C 1 -C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) ( C 1 -C 8 )haloalkylsulfonyl, (p)(C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 ) an alkoxycarbonyl group, (s) R 4 (R 5 ) N carbonyl group (wherein R 4 and R 5 are the same as defined above), and (t) an aryl group having 1 to 5 substituents of a phenoxy group (C) 1 -C 8 )alkoxycarbonyl(C 1 -C 8 )alkyl; (h28) may be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) Nitro, (d)carbamyl, (e)(C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy , (h) (C 1 -C 8 ) haloalkoxy, (i) (C 5 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy, (j) (C 1 -C 8 ) Alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfinium a group, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl (r) (C 1 - C 8 ) alkoxycarbonyl, (s) R 4 (R 5 ) N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) phenoxy 1~ 5 substituents of an aromatic propane dinitrite imidooxy (C 1 -C 8 ) alkyl group; (h30) may be the same or different and have a ring selected from the group consisting of (a) a halogen atom and (b) a cyanide Base, (c) nitro, (d) methyl ketone, (e) (C 1 - C 8 ) alkyl, (f) (C 1 - C 8 ) haloalkyl, (g) (C 1 - C 8 ) alkoxy, (h (C 1 -C 8 ) haloalkoxy, (i) (C 5 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy, (j)(C 1 -C 8 )alkylthio , (k) (C 1 - C 8 ) haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, ( n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r (C 1 -C 8 ) alkoxycarbonyl, (s) R 4 (R 5 ) N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) 1 to 5 substituents of phenoxy Aryl (C 1 -C 8 ) alkoxyimino(C 1 -C 8 )alkyl; (h34)heterocyclic (C 1 -C 8 )alkyl; or a substituent represented by the following . The part is expressed as a bond with a nitrogen atom).

「式中，B表示直鏈或分支鏈狀之(C1-C8)伸烷基、R7表示(i1)(C1-C8)烷基、R8表示(j1)氫原子；(j3)氰基；或(j5)(C1-C8)鹵烷羰基，t表示0、或1」。 Wherein B represents a linear or branched (C 1 -C 8 )alkyl group, R 7 represents (i1)(C 1 -C 8 )alkyl, and R 8 represents (j1) a hydrogen atom; J3) cyano; or (j5) (C 1 -C 8 )halocarbonyl, t represents 0, or 1".

R2表示(k1)氫原子；或是(k2)(C1-C8)烷基；(k5)或、R1與R2可鍵結而形成含有一個氮原子，且進一步可含有選自氧原子、氮原子、及硫原子之1~2個的可為相同或相異之雜原子的5~8員飽和含氮雜環；R3表示(l1)氫原子；或(l2)(C1-C8)烷基。 R 2 represents a (k1) hydrogen atom; or (k2)(C 1 -C 8 )alkyl; (k5) or R 1 and R 2 may be bonded to form a nitrogen atom, and further may be selected from the group consisting of 1 to 2 of the oxygen atom, nitrogen atom, and sulfur atom may be a 5-8 member saturated nitrogen-containing heterocycle of the same or different hetero atom; R 3 represents a (l1) hydrogen atom; or (l2) (C 1 -C 8 )alkyl.

作為特佳之態樣，例示以下之各態樣： ．X1表示(a2)鹵素原子；m表示0。 As a special aspect, the following aspects are exemplified: X 1 represents (a2) a halogen atom; m represents 0.

．Y1為相同或相異，表示(c4)(C1-C8)烷基；n表示0。 . Y 1 is the same or different and represents (c4)(C 1 -C 8 )alkyl; n represents 0.

．Z2表示C-A-Q，Q表示Q8者「在此，W3表示(m5)(C1-C8)烷基；(m9)(C3-C8)環烷基；或(m11)(C1-C8 )鹵烷基。 . Z 2 represents CAQ, and Q represents Q8 "here, W 3 represents (m5) (C 1 -C 8 ) alkyl; (m9) (C 3 -C 8 ) cycloalkyl; or (m11) (C 1 -C 8 ) haloalkyl.

W4、W5、W6、及W7可為相同或相異，表示(g1)氫原子；或(g14)(C1-C8)鹵烷基」。 W 4 , W 5 , W 6 , and W 7 may be the same or different and represent (g1) a hydrogen atom; or (g14) a (C 1 -C 8 )haloalkyl group.

．R1表示(h8)(C1-C8)烷硫基(C1-C8)烷基；(h9)(C1-C8)烷亞磺醯基(C1-C8)烷基；或(h10)(C1-C8)烷磺醯基(C1-C8)烷基；．R2表示(k1)氫原子，R3表示(l1)氫原子。 . R 1 represents (h8)(C 1 -C 8 )alkylthio(C 1 -C 8 )alkyl; (h9)(C 1 -C 8 )alkylsulfinyl (C 1 -C 8 )alkyl Or (h10) (C 1 -C 8 ) alkanesulfonyl (C 1 -C 8 )alkyl; R 2 represents (k1) a hydrogen atom, and R 3 represents a (l1) hydrogen atom.

又，上述或下述之適宜態樣或具有1個或2個以上具個別取代基之具體化合物的化合物係各自為適宜。 Further, a suitable aspect of the above or below or a compound having one or two or more specific compounds having an individual substituent is suitable.

以下表示本發明之一般式(I)所表示之鄰苯二甲醯胺衍生物的代表性製造方法，本發明並非限定於此方法者。 The representative production method of the phthalimin derivative represented by the general formula (I) of the present invention is shown below, and the present invention is not limited to this method.

製造方法1. Manufacturing method 1.

(式中，X1、X2、Y1、Y2、Z1、Z2、Z3、A、Q、R1、R2 、R3、m及n與前述相同，M表示鹵素原子、甲基磺醯氧基、或甲苯磺醯氧基等之脫離基) (wherein, X 1 , X 2 , Y 1 , Y 2 , Z 1 , Z 2 , Z 3 , A, Q, R 1 , R 2 , R 3 , m and n are the same as defined above, and M represents a halogen atom, a leaving group of a methylsulfonyloxy group or a toluenesulfonyloxy group)

以日本特開平11-240857號公報、日本特開2001-131141號公報、或日本特開2002-326989號公報所記載之方法為基準所製造之一般式(II-1)或(II-2)所表示之異醯亞胺衍生物，於酸或鹼的存在下或不存在下由與一般式(III)或一般式(IV)所表示之胺衍生物於惰性溶劑中反應，可製造一般式(I-1)或(I-2)所表示之鄰苯二甲醯胺衍生物，單離或未單離該一般式(I-1)或(I-2)所表示之鄰苯二甲醯胺衍生物，於鹼存在下、惰性溶劑中，藉由與一般式(V)或(VI)所表示之化合物反應，可製造一般式(I)所表示之鄰苯二甲醯胺衍生物。 The general formula (II-1) or (II-2) manufactured based on the method described in Japanese Laid-Open Patent Publication No. H11-240857, JP-A-2001-131141, or JP-A-2002-326989 The isoindole imine derivative represented by the reaction of an amine derivative represented by the general formula (III) or the general formula (IV) in an inert solvent in the presence or absence of an acid or a base can produce a general formula. a phthalimin derivative represented by (I-1) or (I-2), either unilaterally or not separately from the phthalic acid represented by the general formula (I-1) or (I-2) A guanamine derivative can be produced by reacting with a compound represented by the general formula (V) or (VI) in the presence of a base in an inert solvent to produce a phthalimin derivative represented by the general formula (I). .

1-1. 一般式(II-1)或一般式(II-2)→一般式(I-1)或一般式(I-2) 1-1. General formula (II-1) or general formula (II-2) → general formula (I-1) or general formula (I-2)

作為本反應所使用之惰性溶劑，若可顯著抑制本反應之進行即可，例如可例示苯、甲苯、二甲苯等之芳香族烴類、二氯甲烷、氯仿、四氯化碳等之鹵化烴類、氯苯、二氯苯、氟苯等之鹵化芳香族烴類、二乙醚、二噁烷、四氫呋喃等之鏈狀或環狀醚類、乙酸乙酯等之酯類、二甲基甲醯胺、二甲基乙醯胺等之醯胺類、乙酸等之酸類、二甲基亞碸、1,3-二甲基-2-咪唑啉酮等之惰性溶劑，此等之惰性溶劑可單獨或混合2種以上使用。 In the inert solvent to be used in the reaction, the reaction can be remarkably suppressed, and examples thereof include aromatic hydrocarbons such as benzene, toluene, and xylene, and halogenated hydrocarbons such as dichloromethane, chloroform, and carbon tetrachloride. Halogenated aromatic hydrocarbons such as chlorobenzene, dichlorobenzene, fluorobenzene, chain or cyclic ethers such as diethyl ether, dioxane and tetrahydrofuran, esters of ethyl acetate, etc., dimethylformamidine An inert solvent such as an amine or an amide such as dimethylacetamide, an acid such as acetic acid, dimethyl hydrazine or 1,3-dimethyl-2-imidazolidinone, or the like, and the inert solvent may be used alone. Or use in combination of 2 or more types.

因本反應係等莫耳反應，將各反應劑以等莫耳使用即可，一般式(III)或一般式(IV)所表示之胺類可過剩使用。反應溫度可於室溫至使用惰性溶劑之沸點區域進行，反應時間視反應規模、反應溫度而定，並非一定，於數分鐘至48小時之範圍內進行即可。反應終了後，從含有目的物之反應系統由常法單離即可，如有必要，可藉由再結晶、管柱色層分析等純化製造目的物。又，未從反應系統單離，亦可供於以下之反應步驟。 The reaction agent may be used in the presence of a molar reaction, such as a molar reaction, and the amine represented by the general formula (III) or the general formula (IV) may be used in excess. The reaction temperature may be from room temperature to the boiling point of the inert solvent, and the reaction time depends on the reaction scale and the reaction temperature, and is not necessarily limited, and may be carried out in the range of several minutes to 48 hours. After the completion of the reaction, the reaction system containing the desired product can be isolated by a conventional method, and if necessary, the object can be purified by recrystallization, column chromatography or the like. Further, it is not isolated from the reaction system and can be used in the following reaction steps.

1-2. 一般式(I-1)或一般式(I-2)→一般式(I) 1-2. General formula (I-1) or general formula (I-2) → general formula (I)

作為本反應所使用之惰性溶劑，若可顯著抑制本反應之進行即可，例如可例示苯、甲苯、二甲苯等之芳香族烴類、氯苯、二氯苯、氟苯等之鹵化芳香族烴類、甲基第三丁基醚、二乙醚、1,2-二甲氧基乙烷、二噁烷、四氫呋喃等之鏈狀或環狀醚類、乙酸乙酯等之酯類、二甲基甲醯胺、二甲基乙醯胺等之醯胺類、1,3-二甲基-2-咪唑啉酮等之惰性溶劑，此等之惰性溶劑可單獨或混合2種以上使用。 The inert solvent used in the present reaction can be used to suppress the progress of the reaction, and examples thereof include aromatic hydrocarbons such as benzene, toluene, and xylene, and halogenated aromatic compounds such as chlorobenzene, dichlorobenzene, and fluorobenzene. a chain or cyclic ether such as a hydrocarbon, methyl tert-butyl ether, diethyl ether, 1,2-dimethoxyethane, dioxane or tetrahydrofuran; an ester of ethyl acetate; An inert solvent such as decylamine or dimethylacetamide or an inert solvent such as 1,3-dimethyl-2-imidazolidinone may be used alone or in combination of two or more.

作為本反應所使用之鹼，例如可例示三乙胺、吡啶等之有機鹼類、碳酸鉀、碳酸氫鈉、碳酸鈉、氫氧化鈉等之無機鹼類、氫化鋰、氫化鈉、氫化鉀等之鹼性金屬氫化物類、甲氧化鈉、乙氧化鈉、第三丁氧化鉀等之鹼性金屬醇化物類、丁基鋰等。其使用量，對於一般式(I-1)或(I-2)所表示之鄰苯二甲醯胺衍生物從等莫耳至過剩莫耳之範圍適宜選擇使用即可。 Examples of the base to be used in the reaction include an organic base such as triethylamine or pyridine, an inorganic base such as potassium carbonate, sodium hydrogencarbonate, sodium carbonate or sodium hydroxide, lithium hydride, sodium hydride or potassium hydride. Alkaline metal alkoxides such as alkali metal hydrides, sodium methoxide, sodium ethoxide or potassium t-butoxide, and butyl lithium. The amount of use of the phthalimin derivative represented by the general formula (I-1) or (I-2) may be appropriately selected from the range of the molar to the excess molar.

因本反應係等莫耳反應，將一般式(V)或(VI)所表示之化合物以等莫耳使用即可，任一種反應劑皆可過剩使用。反應溫度可於室溫至使用惰性溶劑之沸點區域進行，反應時間視反應規模、反應溫度而定，並非一定，於數分鐘至48小時之範圍內進行即可。反應終了後，從含有目的物之反應系統依照常法單離即可，如有必要，可藉由再結晶、管柱色層分析等純化製造目的物。 The compound represented by the general formula (V) or (VI) may be used in the presence of a molar reaction due to a molar reaction such as the reaction system, and any of the reactants may be used in excess. The reaction temperature may be from room temperature to the boiling point of the inert solvent, and the reaction time depends on the reaction scale and the reaction temperature, and is not necessarily limited, and may be carried out in the range of several minutes to 48 hours. After the completion of the reaction, the reaction system containing the desired product can be isolated according to the usual method, and if necessary, the object can be purified by recrystallization, column chromatography or the like.

進一步，於一般式(I)、(I-1)及(I-2)之R1的定義，表示(C1-C8)烷硫基(C1-C8)烷基之化合物，依該領域具通常技術者通常進行之方法，例如以m-氯過氧苯甲酸、過氧化氫等之氧化劑藉由氧化，可製造R1表示(C1-C8)烷亞磺醯基(C1-C8)烷基、或(C1-C8)烷磺醯基(C1-C8)烷基之化合物。又，存在於Q26及Q30之硫原子亦同樣氧化，可製造亞碸基體、碸基體。 Further, in the definitions of R 1 of the general formulae (I), (I-1) and (I-2), a compound represented by a (C 1 -C 8 )alkylthio(C 1 -C 8 )alkyl group is used. The field is generally carried out by a method generally employed by a person skilled in the art, for example, by oxidizing an oxidizing agent such as m-chloroperoxybenzoic acid or hydrogen peroxide, and R 1 represents a (C 1 -C 8 )alkylsulfinyl group (C). A compound of 1 -C 8 )alkyl or (C 1 -C 8 )alkylsulfonyl (C 1 -C 8 )alkyl. Further, the sulfur atoms existing in Q26 and Q30 are also oxidized, and an yttrium matrix or a ruthenium matrix can be produced.

製造方法2-1. Manufacturing method 2-1. 一般式(III)所表示之衍生物類係新穎化合物，例如將一般式(III-1) The derivative represented by the general formula (III) is a novel compound, for example, the general formula (III-1)

(式中，Y1、Y2、Z1、Z2、Z3、n、A及M與前述相同)所表示之化合物，與一般式(VII) a compound represented by the formula (Y 1 , Y 2 , Z 1 , Z 2 , Z 3 , n, A and M are the same as defined above), and the general formula (VII)

H-Q (VII) (式中，Q與前述相同)所表示之衍生物藉由於鹼存在下，惰性溶劑中反應可製造一般式(III-2)所表示之化合物。 H-Q (VII) The derivative represented by the formula (Q, the same as the above) can be produced by reacting in an inert solvent in the presence of a base to produce a compound represented by the general formula (III-2).

作為本反應可使用之惰性溶劑，若可顯著抑制本反應之進行即可，例如可例示戊烷、己烷、環己烷等之鏈狀或環狀之脂肪族烴類；石油醚、輕汽油(Ligroin)、乙醚、甲基第三丁基醚、異丙醚、丁醚、二噁烷、二甲氧基乙烷(DME)、四氫呋喃(THF)、二乙二醇二甲醚(DGM)等之鏈狀或環狀醚類；二氯甲烷、氯仿、四氯化碳等之鹵化烴類；苯、甲苯、二甲苯等之芳香族烴類；氯苯、氟苯、二氯苯等之鹵化芳香族烴類；丙酮、甲基乙基酮(MEK)、甲基-異丙基酮、甲基異丁基酮(MIBK)等之酮類；乙腈、丙腈等之腈類；乙酸乙酯、乙酸丁酯等之酯類；二甲基甲醯胺(DMF)、二甲基乙醯胺(DMA)、N-甲基吡咯啶酮、1,3-二甲基-2-咪唑啉酮等之酸醯胺類的惰性溶劑，此等之惰性溶劑可單獨或混合2種以上使用。 As the inert solvent which can be used in the reaction, the reaction can be remarkably suppressed, and examples thereof include chain or cyclic aliphatic hydrocarbons such as pentane, hexane, and cyclohexane; petroleum ether and light gasoline; (Ligroin), diethyl ether, methyl tert-butyl ether, diisopropyl ether, dibutyl ether, dioxane, dimethoxyethane (DME), tetrahydrofuran (THF), diethylene glycol dimethyl ether (DGM) Chain or cyclic ethers; halogenated hydrocarbons such as dichloromethane, chloroform, carbon tetrachloride; aromatic hydrocarbons such as benzene, toluene, xylene; chlorobenzene, fluorobenzene, dichlorobenzene, etc. Halogenated aromatic hydrocarbons; ketones such as acetone, methyl ethyl ketone (MEK), methyl-isopropyl ketone, methyl isobutyl ketone (MIBK); nitriles such as acetonitrile and propionitrile; Esters of esters, butyl acetate, etc.; dimethylformamide (DMF), dimethylacetamide (DMA), N-methylpyrrolidone, 1,3-dimethyl-2-imidazoline An inert solvent such as a ketone or the like may be used alone or in combination of two or more.

作為本反應可使用之鹼，可例示碳酸氫鈉、碳酸氫鉀、碳酸鈉、碳酸鉀等之鹼性金屬之碳酸鹽及重碳酸鹽等、氫氧化鋰、氫氧化鈉、氫氧化鉀、氫氧化鈣等之鹼性金屬以及鹼土類金屬之氫氧化物等、胺化鋰、胺化鈉、胺化鉀等之鹼性金屬醯胺等、氫化鋰、氫化鈉、氫化鉀等之鹼性金屬之氫化物等、甲氧化鈉、乙氧化鈉、第三丁氧化鉀等之鹼性金屬醇化物等、三乙胺、1,1,4,4-四甲基乙二胺(TMEDA)、N,N-二甲基苯胺、N,N-二乙基苯胺、吡啶、 4-二甲胺基吡啶(DMAP)、1,4-二氮雜雙環〔2,2,2〕辛烷(DABCO)及1,8-二氮雜雙環〔5,4,0〕十一-7-烯(DBU)等之有機鹼。 Examples of the base which can be used in the reaction include carbonates and bicarbonates of an alkali metal such as sodium hydrogencarbonate, potassium hydrogencarbonate, sodium carbonate or potassium carbonate, lithium hydroxide, sodium hydroxide, potassium hydroxide and hydrogen. An alkali metal such as calcium oxide or an alkali earth metal hydroxide, an alkali metal amide such as lithium amination, sodium amination or potassium alkoxide, or an alkali metal such as lithium hydride, sodium hydride or potassium hydride. a hydride or the like, an alkali metal alkoxide such as sodium methoxide, sodium ethoxide or potassium t-butoxide, triethylamine, 1,1,4,4-tetramethylethylenediamine (TMEDA), N , N-dimethylaniline, N,N-diethylaniline, pyridine, 4-dimethylaminopyridine (DMAP), 1,4-diazabicyclo[2,2,2]octane (DABCO) and 1,8-diazabicyclo[5,4,0] eleven- An organic base such as 7-ene (DBU).

該使用量，係相對於一般式(III-1)所表示之化合物，可從1莫耳當量至10莫耳當量之範圍內適宜選擇。 The amount to be used is suitably selected from the range of 1 mole equivalent to 10 mole equivalents based on the compound represented by the general formula (III-1).

又本反應，可使用相間轉移觸媒，例如可例示四甲基溴化銨、四丙基溴化銨、四丁基溴化銨、四丁基銨雙硫酸酯、四丁基碘化銨、三辛基甲基氯化銨、苄基三乙基溴化銨、丁基溴化吡啶鎓、庚基溴化吡啶鎓、苄基三乙基氯化銨等之4級離子類；二苯並-18-冠(crown)-6、二環己基-18-冠-6、18-冠-6等之冠醚類；〔2.2.2〕-穴狀化合物(Cryptate)、〔2.1.1〕-穴狀化合物、〔2.2.1〕-穴狀化合物、〔2.2.B〕-穴狀化合物、〔2O2O2S〕-穴狀化合物、〔3.2.2〕-穴狀化合物等之大環胺醚(Cryptand)類。 Further, in the present reaction, an interphase transfer catalyst can be used, and examples thereof include tetramethylammonium bromide, tetrapropylammonium bromide, tetrabutylammonium bromide, tetrabutylammonium disulfate, and tetrabutylammonium iodide. 4-stage ionics such as trioctylmethylammonium chloride, benzyltriethylammonium bromide, butylphosphonium bromide, heptylpyridinium bromide, benzyltriethylammonium chloride, etc.; Crown ethers of -18-crown-6, dicyclohexyl-18-crown-6, 18-crown-6, etc.; [2.2.2]-Cryptate, [2.1.1]- a macrocyclic amine ether (Cryptand) such as a cryptate, [2.2.1]-cryptate, [2.2.B]-cryptate, [2O2O2S]-cryptate, [3.2.2]-cryptate class.

該使用量，係相對於一般式(III-1)所表示之化合物，可從0.001莫耳當量至1莫耳當量之範圍內適宜選擇。 The amount to be used is suitably selected from the range of 0.001 mole equivalent to 1 mole equivalent based on the compound represented by the general formula (III-1).

因本反應係等莫耳反應，將各反應劑以等莫耳使用即可，可過剩使用一般式(III-1)或一般式(VII)所表示之衍生物的任一種。反應溫度可於室溫至使用惰性溶劑之沸點區域下進行，反應時間視反應規模、反應溫度而定，並非一定，於數分鐘至48小時之範圍內進行即可。反應終了後，從含有目的物之反應系統由常法單離即可，如有必要，可藉由再結晶、管柱色層分析等純化製造目的物。又，未從反應系統單離，亦可供於以下之反應步驟。 In the case of a molar reaction such as this reaction system, each of the reactants may be used in an equimolar amount, and any of the derivatives represented by the general formula (III-1) or the general formula (VII) may be used in excess. The reaction temperature can be carried out at room temperature to the boiling point of the inert solvent, and the reaction time depends on the reaction scale and the reaction temperature, and is not necessarily limited, and may be carried out in the range of several minutes to 48 hours. After the completion of the reaction, the reaction system containing the desired product can be isolated by a conventional method, and if necessary, the object can be purified by recrystallization, column chromatography or the like. Further, it is not isolated from the reaction system and can be used in the following reaction steps.

於此，上述一般式(III-1)之化合物，係眾知刊行物之Chem.Abstr.58卷、3444e(1963年)；Bull.Soc.Chim.Fr.(1934年)、539-545頁；J.Chem.Res.Miniprint,8卷(1987年)、2133-2139頁；J.Chem.Soc.B,(1967年)、1154-1158頁；J.Chem.Soc.(1961年)，221-222頁；J.Amer.Chem.Soc.111卷、1989年，5880-5886頁等所記載之公知化合物。作為具體例，可例示4-硝基氯化苄(Nitrobenzyl chloride)(市售)、4-溴氯化苄(市售)、2-氯-4-硝基氯化苄、2-甲基-4-硝基氯化苄、2-甲氧基-4-硝基氯化苄、3-氯-4-硝基氯化苄、3-甲基-4-硝基氯化苄、3-甲氧基-4-硝基氯化苄、甲磺酸4-硝苄酯、甲磺酸2-氯-4-硝苄酯、甲磺酸2-甲基-4-硝苄酯、甲磺酸2-甲氧基-4-硝苄酯、甲磺酸3-氯-4-硝苄酯、甲磺酸3-甲基-4-硝苄酯、甲磺酸3-甲氧基-4-硝苄酯、甲磺酸1-(3-氯-4-硝基-苯基)-乙酯、甲磺酸1-(3-甲基-4-硝基-苯基)-乙酯、甲磺酸1-(3-甲氧基-4-硝基-苯基)-乙酯等。 Here, the compound of the above general formula (III-1) is known from the publication of Chem. Abstr. 58, 3444e (1963); Bull. Soc. Chim. Fr. (1934), pp. 539-545. J. Chem. Res. Miniprint, Vol. 8 (1987), pp. 2133-2139; J. Chem. Soc. B, (1967), pp. 1154-1158; J. Chem. Soc. (1961), Pages 221-222; known compounds as described in J. Amer. Chem. Soc. 111, 1989, 5880-5886, and the like. As a specific example, 4-nitrobenzyl chloride (commercially available), 4-bromobenzyl chloride (commercially available), 2-chloro-4-nitrobenzyl chloride, 2-methyl- can be exemplified. 4-nitrobenzyl chloride, 2-methoxy-4-nitrobenzyl chloride, 3-chloro-4-nitrobenzyl chloride, 3-methyl-4-nitrobenzyl chloride, 3-methyl Oxy-4-nitrobenzyl chloride, 4-n-benzyl benzyl methanesulfonate, 2-chloro-4-n-benzyl benzyl sulfate, 2-methyl-4-n-benzyl sulfonate, methanesulfonic acid 2-methoxy-4-n-benzyl ester, 3-chloro-4-n-benzyl benzyl sulfate, 3-methyl-4-n-benzyl sulfonate, 3-methoxy-4-sulfonate Nitrate, 1-(3-chloro-4-nitro-phenyl)-ethyl methanesulfonate, 1-(3-methyl-4-nitro-phenyl)-ethyl methanesulfonate, A 1-(3-methoxy-4-nitro-phenyl)-ethyl sulfonate and the like.

又，成為一般式(III-1)所表示之衍生物原料之硝基取代安息香酸類及其酯類，例如係Chem.Ber.52卷、1919年，1083頁；Bull.Soc.Chim.Fr.(1962年)，2255-2261頁；Tetrahedron,(1985年),115-118頁；Chem.Pharm.Bull.,41卷、(1993年)，894-906頁等所記載之文獻眾知物質，於某些情況下，可依該文獻記載之方法、或遵照該等之方法而製造。 Further, the nitro-substituted benzoic acid and the ester thereof which are the starting materials of the derivative represented by the general formula (III-1) are, for example, Chem. Ber., 52, 1919, page 1083; Bull. Soc. Chim. Fr. (1962), pp. 2255-2261; Tetrahedron, (1985), pp. 115-118; Chem. Pharm. Bull., Vol. 41, (1993), pp. 894-906, etc. In some cases, it may be produced according to the methods described in the literature or in accordance with such methods.

(式中，Y1、Y2、Z1、Z2、Z3、n、A、及Q與前述相同)藉由前述反應所得到之一般式(III-2)所表示之衍生物，例如遵照新實驗化學講座14氧化與還原〔II〕(丸善股份有限公司)所記載之方法由還原可製造一般式(III-3)所表示之苯胺衍生物。 (wherein, Y 1 , Y 2 , Z 1 , Z 2 , Z 3 , n, A, and Q are the same as defined above) a derivative represented by the general formula (III-2) obtained by the aforementioned reaction, for example The aniline derivative represented by the general formula (III-3) can be produced by reduction according to the method described in the new experimental chemistry lecture 14 oxidation and reduction [II] (Maruzen Co., Ltd.).

又，一般式(IV)所表示之胺衍生物，例如可依據國際公開第2001-23350號小冊所記載之方法製造。 Further, the amine derivative represented by the general formula (IV) can be produced, for example, according to the method described in International Publication No. 2001-23350.

接著係表示本發明之一般式Q所表示之縮合雜環衍生物的代表性製造方法，本發明之製造方法並非限定於此等者。 Next, a representative production method of the condensed heterocyclic derivative represented by the general formula Q of the present invention is shown, and the production method of the present invention is not limited thereto.

製造方法3-1. Q1’之製造方法 Manufacturing method 3-1. Manufacturing method of Q1'

(式中，W1、W4、W5、W6及W7與前述相同) (wherein, W 1 , W 4 , W 5 , W 6 and W 7 are the same as described above)

一般式Q1’(W1=CF3)所表示之衍生物類，例如日本特開2001-122836號所記載之4-七氟異丙基-1,2-苯二胺(Qa)遵照J.Am.Chem.Soc.,75卷、(1953年)，1292頁所記載之方法，可製造5-七氟異丙基-2-三氟甲基-1H-苯並咪唑。 A derivative represented by the general formula Q1' (W 1 = CF 3 ), for example, 4-heptafluoroisopropyl-1,2-phenylenediamine (Qa) described in JP-A-2001-122836, in compliance with J. 5-Heptafluoroisopropyl-2-trifluoromethyl-1H-benzimidazole can be produced by the method described in Am. Chem. Soc., Vol. 75, (1953), p. 1292.

一般式Q1’(W1=NH2)之化合物類，例如同樣從Qa遵照J.Chem.Soc.,1960年、2369頁所記載之方法，可製造2-胺基-5-七氟異丙基-1H-苯並咪唑。 Compounds of the general formula Q1' (W 1 =NH 2 ), for example, can also be produced from Qa in accordance with the method described in J. Chem. Soc., 1960, p. 2369, to produce 2-amino-5-heptafluoroisopropyl Base-1H-benzimidazole.

一般式(Q1’：W1=EtO)之衍生物類，例如同樣從Qa遵照J.Herterocycl.Chem.,28卷、(1991年)、933頁所記載之方法，可製造2-乙氧基-5-七氟異丙基-1H-苯並咪唑。 A derivative of the general formula (Q1': W 1 =EtO), for example, can also be produced from Qa in accordance with the method described in J. Herterocycl. Chem., Vol. 28, (1991), p. 933. -5-heptafluoroisopropyl-1H-benzimidazole.

製造方法3-2. Q2’、Q3’、Q4’之製造方法 Manufacturing Method 3-2. Manufacturing Method of Q2', Q3', Q4'

(式中，W1、W4、W5、W6及W7與前述相同) (wherein, W 1 , W 4 , W 5 , W 6 and W 7 are the same as described above)

同樣，一般式Q2’、Q3’、Q4’所表示之衍生物類，例如從七氟異丙基所取代之二胺基吡啶類(Qb、Qc、Qd)，遵照製造方法2-1所揭示之方法可製造咪唑吡啶類。 Similarly, derivatives represented by the general formulas Q2', Q3', and Q4', such as diaminopyridines (Qb, Qc, Qd) substituted with heptafluoroisopropyl, are disclosed in accordance with the production method 2-1. The method can produce imidazopyridines.

製造方法3-3. Q8’之製造方法 Manufacturing method 3-3. Manufacturing method of Q8'

(式中，W3、W4、W5、W6及W7與前述相同) (wherein, W 3 , W 4 , W 5 , W 6 and W 7 are the same as described above)

一般式(Q8’)所表示之衍生物類，從4-七氟異丙基-1,2-苯二胺(Qa)，遵照J.Herterocycl.Chem.,2卷、(1965年)，41頁所記載之方法，可製造5-(七氟異丙基)苯並咪唑啉-2-酮。又遵照日本特開2001-122836號所記載之方法，因為可製造N1-環丙基-4-氟-5-七氟異丙基-1,2-苯二胺(Qa’)，同樣，可製造1-環丙基-5-氟-6-(七氟異丙基)苯並咪唑啉-2-酮。 A derivative represented by the general formula (Q8'), from 4-heptafluoroisopropyl-1,2-phenylenediamine (Qa), in accordance with J. Herterocycl. Chem., Vol. 2, (1965), 41 The method described in the page can produce 5-(heptafluoroisopropyl)benzimidazolidin-2-one. Further, according to the method described in JP-A-2001-122836, since N 1 -cyclopropyl-4-fluoro-5-heptafluoroisopropyl-1,2-phenylenediamine (Qa') can be produced, similarly, 1-Cyclopropyl-5-fluoro-6-(heptafluoroisopropyl)benzimidazolidin-2-one can be produced.

製造方法3-4. Q9’、Q10’之製造方法 Manufacturing method 3-4. Manufacturing method of Q9', Q10'

(式中，W3、W4、W5、W6及W7與前述相同) (wherein, W 3 , W 4 , W 5 , W 6 and W 7 are the same as described above)

同樣，從七氟異丙基所取代之二胺基吡啶類Qb’、Qd’，遵照製造方法2-3所記載之製法可製造咪唑吡啶類(Q9’、Q10’)。 製造方法3-5． Q6’之製造方法 Similarly, imidazopyridines (Q9', Q10') can be produced by the production method described in Production Method 2-3 from the diaminopyridines Qb' and Qd' substituted with heptafluoroisopropyl group. Manufacturing method 3-5. Manufacturing method of Q6'

(式中，W4、W5、W6及W7與前述相同) (wherein W 4 , W 5 , W 6 and W 7 are the same as described above)

一般式(Q6’)所表示之衍生物類，例如從日本特開2001-122836號所記載之2-甲基-4-(七氟異丙基)苯胺(Qe)，遵照Org.Synth.20卷、(1940年)，73頁所記載之方法，可製造5-七氟異丙基-1H-吲唑。 The derivative represented by the general formula (Q6') is, for example, 2-methyl-4-(heptafluoroisopropyl)aniline (Qe) described in JP-A-2001-122836, in accordance with Org. Synth. 5-Heptafluoroisopropyl-1H-carbazole can be produced by the method described in Vol., (1940), p. 73.

製造方法3-6. Q18’、Q19’之製造方法 Manufacturing method 3-6. Manufacturing method of Q18', Q19'

(式中，W2、W2a、W3、W4、W5、W6及W7與前述相同，R表示C1~6之烷基，Hal表示鹵素原子)一般式(Q18’)所表示之衍生物類，例如從日本特開2001-342186號所記載之2-氯甲基-4-(七氟異丙基)苯基胺基甲酸甲酯(Qf)與2-甲氧基乙胺，可製造3-(2-甲氧基乙基)-6-七氟異丙基-3,4-二氫-1H-喹唑啉-2-酮。 (wherein, W 2 , W 2a , W 3 , W 4 , W 5 , W 6 and W 7 are the same as defined above, R represents an alkyl group of C 1 to 6 , and Hal represents a halogen atom) General Formula (Q18') Derivatives such as methyl 2-chloromethyl-4-(heptafluoroisopropyl)phenylcarbamate (Qf) and 2-methoxyB described in JP-A-2001-342186 Amine, 3-(2-methoxyethyl)-6-heptafluoroisopropyl-3,4-dihydro-1H-quinazolin-2-one can be produced.

同樣，一般式(Q19’：W1=Me，W2，W3=O)所表 示之衍生物類，將2-胺基-N-甲基苯甲醯胺從日本特開2001-122836號所記載之方法所製造之2-胺基-5-七氟異丙基-N-甲基苯甲醯胺(Qg)，遵照J.Herterocycl.Chem.,7卷、(1970年)，1337頁所記載之方法，可製造6-七氟異丙基-3-甲基-1H,3H-喹唑啉-2,4-二酮。 Similarly, a derivative represented by the general formula (Q19': W 1 = Me, W 2 , W 3 = O), 2-amino-N-methylbenzamide is disclosed in JP-A-2001-122836 2-Amino-5-heptafluoroisopropyl-N-methylbenzamide (Qg) manufactured by the method described, in accordance with J. Herterocycl. Chem., Vol. 7, (1970), p. 1337 According to the method described, 6-heptafluoroisopropyl-3-methyl-1H,3H-quinazoline-2,4-dione can be produced.

製造方法3-7. Q11’之製造方法 Manufacturing method 3-7. Manufacturing method of Q11'

(式中，W4、W5、W6及W7與前述相同) (wherein W 4 , W 5 , W 6 and W 7 are the same as described above)

一般式(Q11’)所表示之衍生物類，從日本特開2001-122836號所記載之2-胺基-5-七氟異丙基酚(Qh)，遵照J.Herterocycl.Chem.,2卷、(1965年)、41頁所記載之方法，可製造6-(七氟異丙基)苯並噁唑啉-2-酮。 A derivative represented by the general formula (Q11') is a 2-amino-5-heptafluoroisopropylphenol (Qh) as described in JP-A-2001-122836, in accordance with J. Herterocycl. Chem., 2 6-(heptafluoroisopropyl)benzoxazolin-2-one can be produced by the method described in Vol., (1965), p. 41.

製造方法3-8. Q13’之製造方法 Manufacturing method 3-8. Manufacturing method of Q13'

(式中，W4、W5及W6與前述相同) (where W 4 , W 5 and W 6 are the same as described above)

一般式(Q13’)所表示之衍生物類，從2-胺基-3-羥基吡啶類(Qi)，可遵照製造方法2-7所揭示之方法製 造。 The derivative represented by the general formula (Q13') can be produced from the 2-amino-3-hydroxypyridine (Qi) according to the method disclosed in the production method 2-7. Made.

製造方法3-9. Q12’之製造方法 Manufacturing method 3-9. Manufacturing method of Q12'

(式中，W4、W5、W6及W7與前述相同) (wherein W 4 , W 5 , W 6 and W 7 are the same as described above)

一般式(Q12’)所表示之衍生物類，從可由日本特開2001-122836號所記載之方法製造之2-胺基-5-七氟異丙基硫酚(Qj)，遵照J.Herterocycl.Chem.,2卷、(1965年)，41頁所記載之方法，可製造6-(七氟異丙基)苯並噻唑啉-2-酮。 The derivative represented by the general formula (Q12') is a 2-amino-5-heptafluoroisopropylthiophenol (Qj) manufactured by the method described in JP-A-2001-122836, in compliance with J. Herterocycl Chem., Vol. 2, (1965), p. 41, produces 6-(heptafluoroisopropyl)benzothiazolin-2-one.

製造方法3-10. Q5’之製造方法 Manufacturing method 3-10. Manufacturing method of Q5'

(式中，W4、W5、W6及W7與前述相同)一般式(Q5’)所表示之衍生物類，例如將日本特開2001-122836號所記載之4-七氟異丙基-1,2-苯二胺(Qa)，遵照Org.Synth.,3卷，106(1955)所記載之方法，可製造5-七氟異丙基-1H-苯並三唑。 (wherein, W 4 , W 5 , W 6 and W 7 are the same as defined above) a derivative represented by the general formula (Q5'), for example, 4-hexafluoroisopropyl group described in JP-A-2001-122836 The base-1,2-phenylenediamine (Qa) can be produced according to the method described in Org. Synth., Vol. 3, 106 (1955), to produce 5-heptafluoroisopropyl-1H-benzotriazole.

製造方法3-11. Q24’、Q29’之製造方法 Manufacturing method 3-11. Manufacturing method of Q24', Q29'

(式中，W2、W2a、W2b、W4、W5、W6及W7與前述相同) (wherein, W 2 , W 2a , W 2b , W 4 , W 5 , W 6 and W 7 are the same as described above)

一般式(Q24’)所表示之衍生物類，從以日本特開2001-122836號所記載之方法可製造2-胺基-5-七氟異丙基苄醇(Qk)類，遵照J.Herterocycl.Chem.,2卷、(1965年)，41頁所記載之方法，可製造7-(七氟異丙基)苯並噁嗪-3-酮。同樣，從2-胺基-5-七氟異丙基苯乙醇類(Q1，遵照J.Herterocycl.Chem.,2卷、(1965年)，41頁所記載之方法，可製造8-(七氟異丙基)苯並氧氮雜(Benzoxazepine)-4-酮。 For the derivatives represented by the general formula (Q24'), 2-amino-5-heptafluoroisopropylbenzyl alcohol (Qk) can be produced by the method described in JP-A-2001-122836, in accordance with J. 7-(heptafluoroisopropyl)benzoxazin-3-one can be produced by the method described in Herterocycl. Chem., Vol. 2, (1965), p. 41. Similarly, from the 2-amino-5-heptafluoroisopropyl phenethyl alcohol (Q1, according to the method described in J. Herterocycl. Chem., Vol. 2, (1965), p. 41, 8-(7) can be produced. Fluoroisopropyl) Benzooxazepine-4-one.

製造方法3-12. Q26’、Q30’之製造方法 Manufacturing method 3-12. Manufacturing method of Q26', Q30'

(式中，W2、W2a、W2b、W4、W5、W6及W7與前述相同 ，R表示C1-C6之烷基) (wherein, W 2 , W 2a , W 2b , W 4 , W 5 , W 6 and W 7 are the same as defined above, and R represents a C 1 -C 6 alkyl group)

一般式(Q26’)所表示之衍生物類，若可環化將2-胺苯基硫乙酸酯類由日本特開2001-122836號所記載之方法製造之2-胺基-5-七氟異丙基苯基硫乙酸酯(Qm)類，即可製造3-側氧基(oxo)-2H-苯並[1,4]噻嗪類。同樣，若可環化2-胺基-5-七氟異丙基苯硫基丙酸酯(Qn)類，即可製造3-側氧基-2H-苯並[1,4]噻嗪類。 A derivative represented by the general formula (Q26'), which is cyclizable, is a 2-aminophenyl-5-heptafluorocarbon produced by the method described in JP-A-2001-122836. Isopropylphenylthioacetate (Qm) can be used to produce 3-oxo(oxo)-2H-benzo[1,4]thiazines. Similarly, if 2-amino-5-heptafluoroisopropylphenylthiopropionate (Qn) can be cyclized, 3-sided oxy-2H-benzo[1,4] thiazide can be produced. .

製造方法3-13. Q28’之製造方法 Manufacturing method 3-13. Manufacturing method of Q28'

(式中，W4、W5、W6及W7與前述相同) (wherein W 4 , W 5 , W 6 and W 7 are the same as described above)

一般式(Q28’)所表示之衍生物類，例如，若可環化脫水縮合前述記載之(Qa)及三氟丙酮酸酯，即可製造1H-喹噁啉-2-酮。 The derivative represented by the general formula (Q28'), for example, can be produced by cyclization dehydration condensation of the above-mentioned (Qa) and trifluoropyruvate to produce 1H-quinoxalin-2-one.

製造方法3-14. Q14’、Q15’之製造方法 Manufacturing method 3-14. Manufacturing method of Q14', Q15'

(式中，W3、W4、W5、W6、W7及A與前述相同) (wherein, W 3 , W 4 , W 5 , W 6 , W 7 and A are the same as described above)

一般式(Q14’)所表示之衍生物類，將前述記載之(Qa)及3-甲基-4-硝基苯基乙酸酯類，遵照J.Am.Chem.Soc.,75卷、(1953年)，1292頁所記載之方法，藉由縮合可製造。 The derivatives represented by the general formula (Q14'), which are described in the above-mentioned (Qa) and 3-methyl-4-nitrophenylacetate, in accordance with J. Am. Chem. Soc., 75, ( The method described in 1953), page 1292, can be produced by condensation.

一般式(Q15’)之化合物類，將前述記載之(Qh)與3-甲基-4-硝基苯基乙酸酯類，遵照J.Am.Chem.Soc.,75卷、(1953年)，1292頁所記載之方法，藉由縮合可製造。 The compound of the general formula (Q15'), which is described above (Qh) and 3-methyl-4-nitrophenyl acetate, according to J. Am. Chem. Soc., 75, (1953) The method described on page 1292 can be produced by condensation.

製造方法3-15. Q7’之製造方法 Manufacturing method 3-15. Manufacturing method of Q7'

(式中，W1、W4、W5、W6及W7與前述相同) (wherein, W 1 , W 4 , W 5 , W 6 and W 7 are the same as described above)

一般式(Q7’)所表示之衍生物類，將吲哚衍生物(Qo)可由日本特開2001-122836號所記載之方法藉由七氟異丙基化製造。 The derivative represented by the general formula (Q7') can be produced by the heptafluoroisopropylation by the method described in JP-A-2001-122836.

Q16之化合物，可用與製造方法3-10.Q5’之製造方法相同之方法製造。 The compound of Q16 can be produced by the same method as the production method of Production Method 3-10.Q5'.

Q17之化合物，將對應之苯二甲酸二酯化合物由與氨反應可製造對應之苯二甲酸醯亞胺化合物。 The compound of Q17 can be reacted with ammonia to produce a corresponding phthalic acid imide compound.

Q21之化合物，可遵照製造方法3-3.Q8’之製造方法製造。 The compound of Q21 can be produced by the production method of Production Method 3-3.Q8'.

Q23，可遵照製造方法3-1.Q1’之製造方法製造。 Q23 can be produced in accordance with the production method of Production Method 3-1.Q1'.

Q25及Q27之化合物，可遵照製造方法3-12.Q26’之製造方法製造。 The compounds of Q25 and Q27 can be produced by the production method of Production Method 3-12.Q26'.

Q31之化合物，將對應之脲類化合物可遵照製造方法3-7.Q11’之製造方法製造。 The compound of Q31 can be produced by the production method of the corresponding urea compound in accordance with the production method of Production Method 3-7.Q11'.

於以下將本發明一般式(I)所表示之鄰苯二甲醯胺衍生物之代表例例示於第1表至第31表上，本發明，並非限定於此等者。 Representative examples of the o-phthalamide derivatives represented by the general formula (I) of the present invention are shown in Tables 1 to 31 below, and the present invention is not limited thereto.

表中，「n-」表示正，異「i-」表示異，「t-」表示第三，「c-」表示脂環式烴基，「Ph」表示苯基，「＊」表示對掌異構物S體。物性表示熔點(℃)或折射率nD(測定溫度；℃)。又，於物性值欄記載為「NMR」之化合物，係表示第32表上之1H-NMR數據。 In the table, "n-" means positive, "i-" means different, "t-" means third, "c-" means alicyclic hydrocarbon group, "Ph" means phenyl, and "*" means palm. Structure S body. Physical properties indicate melting point (° C.) or refractive index n D (measuring temperature; ° C). Further, the compound described as "NMR" in the physical property column indicates the 1 H-NMR data on the 32nd table.

含有將本發明之一般式(I)所表示之鄰苯二甲醯胺衍生物或其鹽類作為有效成分之農園藝用殺蟲劑，適用於加害水稻、果樹、蔬菜、其他作物及花卉類之各種農林、園藝、儲穀害蟲或衛生害蟲或線蟲類等之害蟲防除。 The agricultural and horticultural insecticide containing the phthalimin derivative represented by the general formula (I) of the present invention or a salt thereof as an active ingredient, is suitable for injuring rice, fruit trees, vegetables, other crops and flowers All kinds of pests such as agriculture, forestry, horticulture, grain storage pests or sanitary pests or nematodes are prevented.

作為上述害蟲或線蟲類等例示以下者：作為鱗翅目(鱗翅目)害蟲，例如褐邊綠刺蛾(Parasa consocia)、橋夜蛾(Anomis mesogona)、柑橘鳳蝶(Papilio xuthus)、紅豆豆莢蟲蛾(Matsumuraeses azukivora)、褐翅桿野螟蛾(Ostrinia scapulalis)、莎草黏蟲(Spodoptera exempta)、美國白蛾(Hyphantria cunea)、亞洲玉米螟(Ostrinia furnacalis)、黏蟲(Pseudaletia separata)、衣蛾(Tinea translucens)、藺草芯蟲蛾(Bactra furfurana)、直紋稻弄蝶(Parnara guttata)、稻顯紋刷須野螟(Marasmia exigua)、直紋稻弄蝶(Parnara guttata)、大螟(Sesamia inferens)、甘薯陽麥蛾(Brachmia triannulella)、黃刺蛾(Monema flavescens)、粉紋夜蛾(Trichoplusia ni)、豆肋膜野螟(Pleuroptya ruralis)、小蜻蜓尺蛾(Cystidia couaggaria)、波紋小灰蝶(Lampides boeticus)、咖啡透翅天蛾(Cephonodes hylas)、棉鈴蟲(Helicoverpa armigera)、曼蠶舟蛾(Phalerodonta manleyi)、大避債蛾(Eumeta japonica)、菜粉蝶(Pieris brassicae)、黃褐天幕毛蟲(Malacosoma neustria testacea)、柿舉胺蛾(Stathmopoda masinissa)、柿細蛾(Cuphodes diospyrosella)、角紋捲葉蛾(Archips xylosteanus)、地老虎(Agrotis segetum)、甘蔗小卷蛾(Tetramoera schistaceana)、北亞黃鳳蝶(Papilio machaon hippocrates)、中華蝠蛾(Endoclyta sinensis)、銀紋潛蛾(Lyonetia prunifoliella)、金紋小潛細蛾(Phyllonorycter ringoneella)、栗白小卷蛾(Cydia kurokoi)、栗綠小卷蛾(Eucoenogenes aestuosa)、葡萄小卷葉蛾(Lobesia botrana)、中國綠刺蛾(Latoia sinica)、正皮暗斑螟(Euzophera batangensis)、慈姑褐紋卷蛾(Phalonidia mesotypa)、黃領麻紋燈蛾(Spilosoma imparilis)、桑絹野螟(Glyphodes pyloalis)、桑姬葉卷蛾(Olethreutes mori)、衣蛾(Tineola bisselliella)、大蝙蝠蛾(Endoclyta excrescens)、谷蛾(Nemapogon granellus)、蘋果透羽蛾(Synanthedon hector)、蘋果蠹蛾(Cydia pomonella)、小菜蛾(Plutella xylostella)、稻縱捲葉野螟蛾(Cnaphalocrocis medinalis)、非洲大螟(Sesamia calamistis)、三化螟(Scirpophaga incertulas)、芝都度蛾(Pediasia teterrellus)、馬鈴薯塊莖蛾(Phthorimaea operculella)、蘋蟻舟蛾(Stauropus fagi persimilis)、豆莢螟(Etiella zinckenella)、甜菜夜蛾(Spodoptera exigua)、白點蝙蝠蛾(Palpifer sexnotata)、白菜褐夜蛾(Spodoptera mauritia)、稻白螟(Scirpophaga innotata)、八字地老虎(Xestia c-nigrum)、淡劍灰翅夜蛾(Spodoptera depravata)、地中海斑螟(Ephestia kuehniella)、李尺蛾(Angerona prunaria)、分月扇舟蛾(Clostera anastomosis)、大豆尺夜蛾(Pseudoplusia includens)、川豆小卷蛾(Matsumuraeses falcana)、煙夜蛾(Helicoverpa assulta)、黑點銀紋夜蛾(Autographa nigrisigna)、小地老虎(Agrotis ipsilon)、茶毒蛾(Euproctis pseudoconspersa)、茶姬捲葉蛾(Adoxophyes orana)、茶細蛾(Caloptilia theivora)、捲葉蛾(Homona magnanima)、煙草粉螟(Ephestia elutella)、茶避債蛾(Eumeta minuscula)、端扇舟蛾(Clostera anachoreta)、葦實夜蛾(Heliothis maritima)、葡萄長須卷蛾(Sparganothis pilleriana)、玉米莖蛀褐夜蛾(Busseola fusca)、唐菖蒲東方毒蛾(Euproctis subflava)、黑鷹尺蛾(Biston robustum)、玉米夜蛾(Heliothis zea)、白斑煩裳蛾(Aedia leucomelas)、梨刺蛾(Narosoideus flavidorsalis)、梨劍紋蛾(Viminia rumicis)、梨小蛾(Bucculatrix pyrivorella)、梨小食心蟲(Grapholita molesta)、梨細蛾(Spulerina astaurota)、梨斑螟(Ectomyelois pyrivorella)、二化螟(Chilo suppressalis)、葱菜蛾(Acrolepiopsis sapporensis)、印度谷螟(Plodia interpunctella)、心野螟蛾(Hellula undalis)、麥蛾(Sitotroga cerealella)、斜紋夜蛾(Spodoptera litura)、捲葉蛾之一種(Eucosma aporema)、草莓長翅卷蛾(Acleris comariana)、球鬚刺蛾( Scopelodes contractus)、旋古毒蛾(Orgyia thyellina)、草地貪夜蛾(Spodoptera frugiperda)、仟野螟(Ostrinia zaguliaevi)、稻螟蛉(Naranga aenescens)、茶蠶(Andraca bipunctata)、葡萄透羽蛾(Paranthrene regalis)、缺角天蛾(Acosmeryx castanea)、葡萄葉潛蛾(Phyllocnistis toparcha)、葡萄螟蛾(Endopiza viteana)、棉鈴蟲(Eupoecillia ambiguella)、黎豆夜蛾(Anticarsia gemmatalis)、細葉灰色葉捲蛾(Cnephasia cinereipalpana)、舞毒蛾(Lymantria dispar)、赤松毛蟲(Dendrolimus spectabilis)、大豆食心蟲(Leguminivora glycinivorella)、豇豆莢螟(Maruca testulalis)、豆小捲葉蛾(Matsumuraeses phaseoli)、大豆麗細蛾(Caloptilia soyella)、柑橘潛葉蛾(Phyllocnistis citrella)、豆嚙葉野螟(Omiodes indicatus)、杏黃捲蛾(Archips fuscocupreanus)、三斑點金翅夜蛾(Acanthoplusia agnata)、蓑蛾(Bambalina sp.)、桃小食心蟲(Carposina niponensis)、桃蛀野螟蛾(Conogethes punctiferalis)、桃之興透翅蛾類(Synanthedon sp.)、桃潛葉蛾(Lyonetia clerkella)、玉斑鳳蝶(Papilio helenus)、紋黃蝶(Colias erate poliographus)、蘋掌舟蛾(Phalera flavescens)、紋白蝶(Pieris rapae crucivora)、菜粉蝶(Pieris rapae)等之白蝶類、黃尾毒蛾(Euproctis similis)、山藥粉蛾(Acrolepiopsis suzukiella)、玉米螟(Ostrinia nubilalis) 、甘藍夜蛾(Mamestra brassicae)、大造橋蟲(Ascotis selenaria)、蓬大細葉捲蛾(Phtheochroides clandestina)、北川捲蛾(Hoshinoa adumbratana)、蘋果枯葉蛾(Odonestis pruni japonensis)、蘋劍紋夜蛾(Triaena intermedia)、蘋果小捲葉蛾(Adoxophyes orana fasciata)、蘋果小食心蟲(Grapholita inopinata)、蘋白小捲蛾(Spilonota ocellana)、梨白小捲蛾(Spilonota lechriaspis)、梨葉斑蛾(Illiberis pruni)、蘋實巢蛾(Argyresthia conjugella)、蘋果細蛾(Caloptilia zachrysa)、蘋果紋捲葉蛾(Archips breviplicanus)、小造橋夜蛾(Anomis flava)、紅鈴麥蛾(Pectinophora gossypiella)、棉捲葉野螟(Notarcha derogata)、瓜絹野螟(Diaphania indica)、煙芽夜蛾(Heliothis virescens)、及鼎點鑽瘤蛾(Earias cupreoviridis)、作為半翅目(半翅目)害蟲，例如東方稻綠椿(Nezara antennata)、赤條纖盲椿(Stenotus rubrovittatus)、黑條紅椿象(Graphosoma rubrolineatum)、條赤須盲蝽(Trigonotylus coelestialium)等、赤姬緣椿象(Aeschynteles maculatus)、紅星盲蝽(Creontiades pallidifer)、離斑棉紅椿象(Dysdercus cingulatus)、柑橘褐圓介殼蟲(Chrysomphalus ficus)、赤圓介殼蟲(Aonidiella aurantii)、油蟬(Graptopsaltria nigrofuscata)、麥長椿象(Blissusleucopterus)、吹綿介殼蟲(Icerya purchasi)、一紋椿象(Piezodorus hybneri)、稻 椿象(Lagynotomus elongatus)、白翅浮塵子(Thaia subrufa)、稻黑椿象(Scotinophara lurida)、月季蚜(Sitobion ibarae)、岩崎椿象(Stariodes iwasakii)、椰圓介殼蟲(Aspidiotus destructor)、臼門綠霞椿象(Taylorilygus pallidulus)、梅瘤蚜(Myzus mumecola)、桑擬白輪盾介殼蟲(Pseudaulacaspis prunicola)、豌豆蚜(Acyrthosiphon pisum)、大蜘蛛緣椿象(Anacanthocoris striicornis)、大黑飛霞椿象(Ectometopterus micantulus)、大刺白星椿象(Eysarcoris lewisi)、大緣椿象(Molipteryx fuliginosa)、大青葉蟬(Cicadella viridis)、波諾岡蚜蟲(Rhopalosophum rufiabdominalis)、工脊硬介殼蟲(Saissetia oleae)、溫室白粉蝨(Trialeurodes vaporariorum)、櫟姬葉蟬(Aguriahana quercus)、霞椿象類(Lygus spp.)、樺綿斑蚜(Euceraphis punctipennis)、柑橘介殼蟲(Andaspis kashicola)、橘軟蠟介殼蟲(Coccus pseudomagnoliarum)、甘蔗長椿象(Cavelerius saccharivorus)、葉背脊網椿(Galeatus spinifrons)、菊蚜(Macrosiphoniella sanborni)、黃圓介殼蟲(Aonidiella citrina)、茶翅椿象(Halyomorpha mista)、樟綱蝽(Stephanitis fasciicarina)、樟木虱(Trioza camphorae)、中華稻緣椿(Leptocorisa chinensis)、栓皮櫟毛粉蝨(Trioza quercicola)、黃角肩網蝽(Uhlerites latius)、葡萄葉蟬(Erythroneura comes)、黑足細長椿象(Paromius exiguus)、柘柳重圓盾介殼蟲(Duplaspidiotus claviger)、黑條黑尾葉蟬(Nephotettix nigropictus)、黑鳶霞椿象(Halticiellus insularis)、甘蔗扁角飛虱(Perkinsiella saccharicida)、蘋黑木虱(Psylla malivorella)、桑木虱(Anomomeura mori)、鋤粉介殼蟲(Pseudococcus longispinis)、桑介殼蟲(Pseudaulacaspis pentagona)、桑綿介殼蟲(Pulvinaria kuwacola)、綠盲蝽(Apolygus lucorum)、子羽葫蘆長椿象(Togo hemipterus)、橘二叉蚜(Toxoptera aurantii)、甘蔗粉介殼蟲(Saccharicoccus sacchari)、蔗根蚜(Geoica lucifuga)、瓶額飛虱(Numata muiri)、梨圓介殼蟲(Comstockaspis perniciosa)、橘矢尖介殼蟲(Unaspis citri)、馬鈴薯蚜(Aulacorthum solani)、白星椿象(Eysarcoris ventralis)、銀葉粉蝨(Bemisia argentifolii)、大白葉蟬(Cicadella spectra)、春藤盾介殼蟲(Aspidiotus hederae)、粟緣蝽(Liorhyssus hyalinus)、美優麗木蝨(Calophya nigridorsalis)、白背飛蝨(Sogatella furcifera)、豌豆修尾蚜(Megoura crassicauda)、甘藍蚜(Brevicoryne brassicae)、大豆蚜(Aphis glycines)、大稻緣蝽(Leptocorisa oratorius)、臺灣黑尾葉蟬(Nephotettix virescens)、臺灣白尾紅蚜(Uroeucon formosanum)、煙草盲椿象(Cyrtopeltis tennuis)、煙草粉蝨(Bemisia tabaci)、歐洲桃蠟介殼蟲(Lecanium persicae)、茶黑星介殼蟲(Parlatoria theae)、茶蚌圓盾介殼蟲(Pseudaonidia paeoniae)、大貫小綠葉蟬(Empoasca onukii)、小珀椿(Plautia stali)、百合西圓尾蚜(Dysaphis tulipae)、馬鈴薯網管蚜(Macrosiphum euphorbiae)、杜鵑冠網椿(Stephanitis pyrioides)、角臘介殼蟲(Ceroplastes ceriferus)、山茶片盾介殼蟲(Parlatoria camelliae)、斯氏后麗盲蝽(Apolygus spinolai)、偽黑尾葉蟬(Nephotettix cincticeps)、綠豔椿象(Glaucias subpunctatus)、雜毛合擎盲蝽(Orthotylus flavosparsus)、玉米蚜(Rhopalosiphum maidis)、玉米飛蝨(Peregrinus maidis)、二星蝽(Eysarcoris parvus)、床蝨溫帶臭蟲(Cimex lectularius)、冷杉木蝨(Psylla abieti)、褐飛蝨(Nilaparvata lugens)、扉木蝨(Psylla tobirae)、皺紋菜蝽(Eurydema rugosum)、梨二叉蚜(Schizaphis piricola)、梨虱(Psylla pyricola)、海棠華糠介殼蟲(Parlatoreopsis pyri)、梨冠網蝽(Stephanitis nashi)、紫藤灰粉介殼蟲(Dysmicoccus wistariae)、梨白長介殼蟲(Lepholeucaspis japonica)、梨圓蚜蟲(Sappaphis piri)、偽菜蚜(Lipaphis erysimi)、台灣韭蚜(Neotoxoptera formosana)、蓮薇蚜(Rhopalosophum nymphaeae)、薔薇小葉蟬(Edwardsianarosae)、梨形介殼蟲(Pinnaspisaspidistrae)、赤楊木虱(Psylla alni)、半長葉蟬(Speusotettix subfusculus)、半姬葉蟬(Alnetoidia alneti)、稗飛虱(Sogatella panicicola)、苜 蓿盲蝽(Adelphocoris lineolatus)、姬赤星椿象(Dysdercus poecilus)、黑片盾介殼蟲(Parlatoria ziziphi)、褐角肩網椿(Uhlerites debile)、斑飛蝨(Laodelphax striatellus)、大菜椿象(Eurydema pulchrum)、長肩棘緣椿(Cletus trigonus)、一點鏟頭沫蟬(Clovia punctata)、葉蟬類(Empoasca sp.)、扁堅介殼蟲(Coccus hesperidum)、草鼓胸長蝽(Pachybrachius luridus)、臀紋粉介殼蟲(Planococcus kraunhiae)、雙筋霞椿象(Stenotus binotatus)、葡萄浮塵子(Arboridia apicalis)、紫菀點葉蟬(Macrosteles fascifrons)、斑須蝽(Dolycoris baccarum)、三環苜蓿盲蝽(Adelphocoris triannulatus)、葡萄根瘤蚜(Viteus vitifolii)、瘤緣椿象(Acanthocoris sordidus)、禾蛛緣椿象(Leptocorisa acuta)、細小羽長椿象(Macropes obnubilus)、稻棘緣蝽(Cletus punctiger)、條蜂緣蝽(Riptortus clavatus)、馬鈴薯木虱(Paratrioza cockerelli)、柳尖胸沫蟬(Aphrophora costalis)、日本草盲蝽(Lygus disponsi)、東亞草盲蝽(Lygus saundersi)、知本粉介殼蟲(Crisicoccus pini)、假眼小綠葉蟬(Empoasca abietis)、松本粉介殼蟲(Crisicoccus matsumotoi)、黑豆蚜(Aphis craccivora)、臭蝽(Megacopta punctatissimum)、圓白星椿象(Eysarcoris guttiger)、牡蠣介殼蟲(Lepidosaphes beckii)、柑橘木蝨(Diaphorina citri)、橘蚜(Toxoptera citricidus)、柑橘粉介殼蟲( Planococcus citri)、柑橘粉蝨(Dialeurodes citri)、黑刺粉蝨(Aleurocanthus spiniferus)、柑橘小粉介殼蟲(Pseudococcus citriculus)、柑橘姬葉蟬(Zyginella citri)、柑橘綿蚜(Pulvinaria citricola)、柑橘介殼蟲(Coccus discrepans)、山茶圓介殼蟲(Pseudaonidia duplex)、柑橘綿介殼蟲(Pulvinaria aurantii)、李蠟介殼蟲(Lecanium corni)、稻綠蝽(Nezara viridula)、二刺狹盲蝽(Stenodema calcaratum)、稻麥蚜(Rhopalosiphum padi)、長角麥蚜(Sitobion akebiae)、麥二叉蚜(Schizaphis graminum)、麥葉蟬(Sorhoanus tritici)、光管舌尾蚜(Brachycaudus helichrysi)、紫翅果蝽(Carpocoris purpureipennis)、桃蚜(Myzus persicae)、桃粉蚜(Hyalopterus pruni)、柳蚜(Aphis farinose yanagicola)、楊柳網螬(Metasalis populi)、箭頭介殼蟲(Unaspis yanonensis)、山朝木蝨(Mesohomotoma camphorae)、芹菜蚜(Aphis spiraecola)、蘋果蚜(Aphis pomi)、榆蠣盾介殼蟲(Lepidosaphes ulmi)、蘋木虱(Psylla mali)、蘋果黑霞椿象(Heterocordylus flavipes)、蘋果瘤蚜(Myzus malisuctus)、蘋果根蚜(Aphidonuguis mali)、蘋果斑點葉蟬(Orientus ishidai)、蘋果綠蚜蟲(Ovatus malicolens)、蘋果棉蚜蟲(Eriosoma lanigerum)、紅蠟介殼蟲(Ceroplastes rubens)、及棉蚜蟲(Aphis gossypii)、 作為鞘翅目(Coleoptera)害蟲，例如青條天牛(Xystrocera globosa)、紅胸隱翅蟲(Paederus fuscipes)、青花金龜(Eucetonia roelofsi)、綠豆象(Callosobruchus chinensis)、甘藷蟻象(Cylas formicarius)、苜蓿象鼻蟲(Hypera postica)、稻象鼻蟲(Echinocnemus squameus)、稻負泥蟲(Oulema oryzae)、稻負泥蟲(Oulema oryzae)、長腿水葉甲(Donacia provosti)、水稻水象鼻蟲(Lissorhoptrus oryzophilus)、甘薯金花蟲(Colasposoma dauricum)、甘藷象鼻蟲(Euscepes postfasciatus)、墨西哥豆瓢蟲(Epilachna varivestis)、敏豆象鼻蟲(Acanthoscelides obtectus)、玉米根蟲(Diabrotica virgifera virgifera)、李虎象鼻蟲(Involvulus cupreus)、黃守瓜(Aulacophora femoralis)、豌豆象鼻蟲(Bruchus pisorum)、馬鈴薯瓢蟲(Epilachna vigintioctomaculata)、米露尾蟲(Carpophilus dimidiatus)、甜菜大龜甲(Cassida nebulosa)、黃足蚤葉蟲(Luperomorpha tunebrosa)、黃條葉蚤(Phyllotreta striolata)、黃星天牛(Psacothea hilaris)、台灣黃斑山天牛(Aeolesthes chrysothrix)、蒙櫟象(Curculio sikkimensis)、乾果露尾甲(Carpophilus hemipterus)、小青花金龜(Oxycetonia jucunda)、玉米根蟲類(Diabrotica spp.)、豔金龜(Mimela splendens)、玉米象鼻蟲(Sitophilus zeamais)、赤擬谷盜(Tribolium castaneum)、米象鼻蟲( Sitophilus oryzae)、亞扁粉盜(Palorus subdepressus)、大栗鰓角金龜(Melolontha japonica)、星天牛(Anoplophora malasiaca)、大點凝粉蟲(Neatus picipes)、馬鈴薯甲蟲(Leptinotarsa decemlineata)、南方玉米根蟲(Diabrotica undecimpunctata howardi)、獵象鼻蟲(Sphenophorus venatus)、十四斑細頸金花蟲(Crioceris quatuordecimpunctata)、李象鼻蟲(Conotrachelus nenuphar)、蘿蔔猿象鼻蟲(Ceuthorhynchidius albosuturalis)、猿葉蟲(Phaedon brassicae)、煙甲蟲(Lasioderma serricorne)、小粉吹象鼻蟲(Sitona japonicus)、斑喙麗金龜(Adoretus tenuimaculatus)、麵包蟲(Tenebrio molitor)、茶色猿金花蟲(Basilepta balyi)、小車軸草葉象鼻蟲(Hypera nigrirostris)、甜菜跳甲(Chaetocnema concinna)、古銅異麗金龜(Anomala cuprea)、茶色長金龜(Heptophylla picea)、茄二十八星瓢蟲(Epilachna vigintioctopunctata)、北方玉米根蟲(Diabrotica longicornis)、花潛(Eucetonia pilifera)、叩頭蟲類(Agriotes spp.)、黑毛皮蠹(Attagenus unicolor japonicus)、鞘豆金花蟲(Pagria signata)、大豆赤金龜(Anomala rufocuprea)、姬粉盗(Palorus ratzeburgii)、小菌蟲(Alphitobius laevigatus)、小圓皮蠹(Anthrenus verbasci)、褐粉蠹(Lyctus brunneus)、擬穀盜(Tribolium confusum)、黑條麥螢葉甲(Medythia nigrobilineata)、葡萄虎天牛(Xylotrechus pyrrhoderus)、黃瓜跳甲(Epitrix cucumeris)、松樹甲蟲(Tomicus piniperda)、松斑天牛(Monochamus alternatus)、日本金龜子(Popillia japonica)、豆斑蝥(Epicauta gorhami)、玉米象(Sitophilus zeamais)、杏象甲(Rhynchites heros)、蔬菜象鼻蟲(Listroderes costirostris)、四紋豆象鼻蟲(Callosobruchus maculatus)、蘋吹粉青象鼻蟲(Phyllobius armatus)、蘋果象鼻蟲(Anthonomus pomorum)、銅緣里葉甲(Linaeidea aenea)、及棉鈴象鼻蟲(Anthonomus grandis)、作為雙翅目(Diptera)害蟲，例如淡色庫蚊(Culex pipiens pallens)、甜菜潛葉蠅(Pegomya hyoscyami)、南美斑潛蠅(Liriomyza huidobrensis)、家蠅(Musca domestica)、稻稈潛蠅(Chlorops oryzae)、水稻黑桿蠅(Hydrellia sasakii)、日本稻潛蠅(Agromyza oryzae)、水稻潛葉蠅(Hydrellia griseola)、稻水際蠅(Hydrellia griseola)、豆潛蠅(Ophiomyia phaseoli)、瓜實蠅(Dacus cucurbitae)、斑翅果蠅(Drosophila suzukii)、日本櫻桃實蠅(Rhacochlaena japonica)、廄腐蠅(Muscina stabulans)、馬來蚤蠅(Megaselia spiracularis)等之蚤蠅類、蝶蠅(Clogmia albipunctata)、稻大蚊(Tipula aino)、伏蠅(Phormia regina)、三帶喙庫蚊(Culex tritaeniorhynchus)、中華瘧蚊(Anopheles sinensis)、甘藍種蠅(Hylemya brassicae)、 椒干癭蚊(Asphondylia sp.)、種蠅(Delia platura)、蔥地種蠅(Delia antiqua)、櫻桃實蠅(Rhagoletis cerasi)、地下家蚊(Culex pipiens molestus Forskal)、地中海果實蠅(Ceratitis capitata)、小黑羽茸蠅(Bradysia agrestis)、肖藜泉蠅(Pegomya cunicularia)、蕃茄斑潛蠅(Liriomyza sativae)、茄子斑潛蠅(Liriomyza bryoniae)、豌豆葉潛蠅(Chromatomyia horticola)、蔥潛蠅(Liriomyza chinensis)、熱帶家蚊(Culex quinquefasciatus)、埃及斑蚊(Aedes aegypti)、白線斑蚊(Aedes albopictus)、非洲菊斑潛蠅(Liriomyza trifolii)、蕃茄斑潛蠅(Liriomyza sativae)、東方果實蠅(Dacus dorsalis)、蜜柑大實蠅(Dacus tsuneonis)、麥紅吸漿蟲(Sitodiplosis mosellana)、麥黃潛蠅(Meromuza nigriventris)、墨西哥果實蠅(Anastrepha ludens)、及蘋果果實蠅(Rhagoletis pomonella)、作為膜翅目(Hymenoptera)害蟲，例如雙針棱胸切葉蟻(Pristomyrmex pungens)、蟻形蜂類、印度小黃家蟻(Monomorium pharaohnis)、大林大頭蟻(Pheidole noda)、黃翅菜葉蜂(Athalia rosae)、栗癭蜂(Dryocosmus kuriphilus)等、日本山蟻(Formica fusca japonica)、馬蜂類、背黑蕪菁葉蜂(Athalia infumata)、月季葉蜂(Arge pagana)、蕪菁葉蜂(Athalia japonica)、切葉蟻(Acromyrmex spp.)、火蟻(Solenopsis spp.)、蘋果葉蜂(Arge mali)、及光滑管琉 璃蟻(Ochetellus glaber)、作為直翅目(Orthoptera)害蟲，例如南方稻草螽(Homorocoryphus lineosus)、螻蛄(Gryllotalpa sp.)、小稻蝗(Oxya hyla intricata)、小翅稻蝗(Oxya yezoensis)、東亞飛蝗(Locusta migratoria)、日本稻蝗(Oxya japonica)、北方稻草螽(Homorocoryphus jezoensis)、及黃臉油葫蘆(Teleogryllus emma)、作為薊馬目害蟲，例如赤帶薊馬(Selenothrips rubrocinctus)、稻薊馬(Stenchaetothrips biformis)、稻管薊馬(Haplothrips aculeatus)、柿管薊馬(Ponticulothrips diospyrosi)等、淡色薊馬(Thrips flavus)、黃呆薊馬(Anaphothrips obscurus)、佛州樟薊馬(Liothrips floridensis)、唐菖蒲薊馬(Thrips simplex)、菊褐斑薊馬(Thrips nigropilosus)、變葉木薊馬(Heliothrips haemorrhoidalis)、桑薊馬(Pseudodendrothrips mori)、菊花薊馬(Microcephalothrips abdominalis)、帕氏毛管薊馬(Leeuwenia pasanii)、管薊馬(Litotetothrips pasaniae)、柑橘薊馬(Scirtothrips citri)、中國薊馬(Haplothrips chinensis)、大豆薊馬(Mycterothrips glycines)、日本煙草薊馬(Thrips setosus)、小黃薊馬(Scirtothrips dorsalis)、三輪薊馬(Dendrothrips minowai)、爪草管薊馬(Haplothrips niger)、蔥薊馬(Thrips tabaci)、青蔥薊馬(Thrips alliorum)、花薊馬 (Thrips hawaiiensis)、小麥皮薊馬(Haplothrips kurdjumovi)、袖指薊馬(Chirothrips manicatus)、台灣花薊馬(Frankliniella intonsa)、花色薊馬(Thrips coloratus)、西方花薊馬(Franklinella occidentalis)、南黃薊馬(Thrips palmi)、百合薊馬(Frankliniella lilivora)、及百合皮薊馬(Liothrips vaneeckei)、作為蜱蟎目害蟲，例如紅纖恙蟎(Leptotrombidium akamushi)、美國犬壁蝨(Dermacentor variabilis)、柏氏禽刺蟎(Ornithonyssus bacoti)、犬疥癬蟲(Demodex canis)、色犬壁蝨(Rhipicephalus sanguineus)等之真蜱類、蘆氏葉蟎(Tetranychus ludeni)、截形葉蟎(Tetranychus truncatus)、山楂葉蟎(Tetranychus viennensis)、神澤氏葉蟎(Tetranychus kanzawai)、馬六甲肉食蟎(Cheyletus malaccensis)、腐食酪蟎(Tyrophagus putrescentiae)、粉塵蟎(Dermatophagoides farinae)、印度赤背蜘蛛(Latrodectus hasseltii)、台灣角真蜱(Dermacentor taiwanicus)、茶尖葉節蜱(Acaphylla theavagrans)、側多食跗線蟎(Polyphagotarsonemus latus)、番茄刺皮癭蟎(Aculops lycopersici)、蘋果刺蟎(Ornithonyssus sylvairum)、二斑葉蟎(Tetranychus urticae)、偽梨銹蟎(Eriophyes chibaensis)、疥蟎(Sarcoptes scabiei)、長角血蜱(Haemaphysalis longicornis)、肩突硬蜱(Ixodes scapularis)、似食酪蟎(Tyrophagus similis)、普通肉 食滿(Cheyletus eruditus)、柑橘全爪蟎(Panonychus citri)、南爪蟎(Cheyletus moorei)、紫紅偽葉蟎(Brevipalpus phoenicis)、耳癢蟎(Octodectes cynotis)、塵蟎(Dermatophagoides ptrenyssnus)、日本血蜱(Haemaphysalis japonica)、卵形硬蜱(Ixodes ovatus)、琉球柑橘銹蟎(Phyllocoptruta citri)、蘋果銹蟎(Aculus schlechtendali)、蘋果葉蟎(Panonychus ulmi)、孤星蝨(Amblyomma americanum)、及雞皮刺蟎(Dermanyssus gallinae)、作為白蟻目害蟲，例如宮武白蟻(Reticulitermes miyatakei)、小楹白蟻(Incisitermes minor)、家白蟻(Coptotermes formosanus)、大白蟻(Hodotermopsis japonica)、散白蟻(Reticulitermes sp.)、黃足白蟻(Reticulitermes flaviceps amamianus)、串本白蟻(Glyptotermes kushimensis)、杭州野白蟻(Coptotermes guangzhoensis)、向春白蟻(Neotermes koshunensis)、兒玉白蟻(Glyptotermes kodamai)、薩摩白蟻(Glyptotermes satsumensis)、大黑白蟻(Cryptotermes domesticus)、台灣白蟻(Odontotermes formosanus)、中島白蟻(Glyptotermes nakajimai)、新渡戶歪白蟻(Pericapritermes nitobei)、及黃肢散白蟻(Reticulitermes speratus)、作為蜚蠊目害蟲，例如黑蟑螂(Periplaneta fuliginosa)、叉紋蟑螂(Blattella germanica)、東洋蟑 螂(Blatta orientalis)、棕色蟑螂(Periplaneta brunnea)、叉紋姬蟑螂(Blattella lituricollis)、日本蟑螂(Periplaneta japonica)、及美洲蟑螂(Periplaneta americana)、作為隱翅目，例如人蚤(Pulex irritans)、貓蚤(Ctenocephalides felis)、及雞蚤(Ceratophyllus gallinae)、作為線蟲類，例如草莓芽線蟲(Nothotylenchus acris)、水稻幹尖線蟲(Aphelenchoides besseyi)、根腐線蟲(Pratylenchus penetrans)、北方根瘤線蟲(Meloidogyne hapla)、南方根結線蟲(Meloidogyne incognita)、黃金線蟲(Globodera rostochiensis)、爪哇根結線蟲(Meloidogyne javanica)、大豆胞囊線蟲(Heterodera glycines)、根腐線蟲(Pratylenchus coffeae)、短體線蟲(Pratylenchus neglectus)、及蜜柑根線蟲(Tylenchus semipenetrans)、以及作為軟體動物類，例如福壽螺(Pomacea canaliculata)、非洲大蝸牛(Achatina fulica)、雙線蛞蝓(Meghimatium bilineatum)、瓦侖西亞列蛞蝓(Lehmannina valentiana)、黃蛞蝓(Limax flavus)、及沖繩薄皮蝸牛(Acusta despecta sieboldiana)。 As the above-mentioned pests or nematodes, the following are exemplified as: Lepidoptera (Lepidoptera) pests, such as Parasa consocia, Anomis mesogona, Papilio xuthus, red bean peaworm Moth (Matsumuraeses azukivora), Ostrinia scapulalis, Spodoptera exempta, Hyphantria cunea, Ostrinia furnacalis, Pseudaletia separata, clothing Monea (Tinea translucens), Bactra furfurana, Parnara guttata, Marasmia exigua, Parnara guttata, Sesamia Inferens), Brachmia triannulella, Monema flavescens, Trichoplusia ni, Pleuroptya ruralis, Cystidia couaggaria, corrugated gray Butterfly (Lampides boeticus), Cephonodes hylas, Helicoverpa armigera, Phalerodonta manleyi, Eumeta japonica, Pieris brassica e), Malacosoma neustria testacea, Stathmopoda masinissa, Perphos moth (Cuphodes) Diospyrosella), Archips xylosteanus, Agrotis segetum, Tetramoera schistaceana, Papilio machaon hippocrates, Endoclyta sinensis, Silver moth (Lyonetia prunifoliella), Phyllonycter ringoneella, Cydia kurokoi, Eucoenogenes aestuosa, Lobesia botrana, Chinese green moth ( Latoia sinica), Euzophera batangensis, Phalonidia mesotypa, Spilosoma imparilis, Glyphodes pyloalis, Mulberry leaf moth ( Olethreutes mori), Tineola bisselliella, Endoclyta excrescens, Nemapogon granellus, Synanthedon hector, Cydia pomonella, Plutella xylostella, Cnaphalocrocis medinalis, Sesamia calamistis, Scirpophaga incertulas, Pediasia teterrellus, Phthorimaea operculella, Staurophus fagi persimilis, Etiella zinckenella, Spodoptera exigua, Palpifer sexnotata, Spodoptera mauritia ), Scirpophaga innotata, Xestia c-nigrum, Spodoptera Depravata), Ephestia kuehniella, Angerona prunaria, Clostera anastomosis, Pseudoplusia includens, Matsumuraeses falcana, Tobacco (Helicoverpa assulta), Autographa nigrisigna, Agrotis ipsilon, Euproctis pseudoconspersa, Adoxophyes orana, Caloptilia theivora, Homona Magnanima), Ephestia elutella, Eumeta minuscula, Clostera anachoreta, Heliothis maritima, Sparganothis pilleriana, corn stem brown Busseola fusca, Euproctis subflava, Biston robustum, Heliothis zea, Aedia leucomelas, Narosoideus flavidorsalis, Viminia rumicis, Bucculatrix pyrivorella, Gramholita molesta, Spulerina astaurota, Ectomyelois pyrivorella, Chilo suppressalis, Acrolepiopsis sapporensis, Plodia interpunctella, Hellula undalis, Sitotroga cerealella, Spodoptera litura (Spodoptera litura), Eucosma aporema, Acleris comariana, and stalked moth (Acleris comariana) Scopelodes contractus), Orgyia thyellina, Spodoptera frugiperda, Ostrinia zaguliaevi, Naranga aenescens, Andraca bipunctata, Paranthrene regalis ), Acosmeryx castanea, Phyllocnistis toparcha, Endopiza viteana, Eupoecillia ambiguella, Anticarsia gemmatalis, Gray leaf moth (Cnephasia cinereipalpana), Lymantria dispar, Dendrolimus spectabilis, Leguminivora glycinivorella, Maruca testulalis, Matsumuraeses phaseoli, Caloptilia soyella , Phyllocnistis citrella, Omiodes indicatus, Archips fuscocupreanus, Acanthoplusia agnata, Bambalina sp., Peach worm (Carposina niponensis), Conogethes punctiferalis, and Peach Moth (Synanthedo) n sp.), Lyonetia clerkella, Papilio helenus, Colias erate poliographus, Phalera flavescens, Pieris rapae crucivora, Cabbage butterfly (Pieris rapae) and other white butterflies, Euproctis similis, Acrolepiopsis suzukiella, and corn borer (Ostrinia nubilalis) , Mamestra brassicae, Ascotis selenaria, Phtheochroides clandestina, Hoshinoa adumbratana, Odonestis pruni japonensis, Spodoptera frugiperda (Triaena intermedia), Adoxophyes orana fasciata, Grapholita inopinata, Spironota ocellana, Spironota lechriaspis, Illiberis pruni , Argyresthia conjugella, Caloptilia zachrysa, Archips breviplicanus, Anomis flava, Pectinophora gossypiella, lapis (Notarcha derogata), Diaphania indica, Heliothis virescens, and Earias cupreoviridis, as Hemiptera (Hemiptera) pests, such as Oriental rice green mites (Nezara antennata), Stenotus rubrovittatus, Graphosoma rubrolineatum, Trigonotylus coelestialium, etc. Aeschynteles maculatus, Creontiades pallidifer, Dysdercus cingulatus, Chrysomphalus ficus, Aonidiella aurantii, and oil mites (Graptopsaltria nigrofuscata) ), Blissusleucopterus, Icerya purchasi, Piezodorus hybneri, rice Lagynotomus elongatus, Thaia subrufa, Scotinophara lurida, Sitobion ibarae, Stariodes iwasakii, Aspidiotus destructor, Tuen Mun Green Xia (Taylorilygus pallidulus), Myzus mumecola, Pseudaulacaspis prunicola, Acyrthosiphon pisum, Anacanthocoris striicornis, Ectometopterus micantulus , Eysarcoris lewisi, Molipteryx fuliginosa, Cicadella viridis, Rhopalosophum rufiabdominalis, Saissetia oleae, greenhouse whitefly (Trialeurodes) Vaporariorum), Aguriahana quercus, Lygus spp., Euceraphis punctipennis, Andaspis kashicola, Coccus pseudomagnoliarum, sugar cane Callerius saccharivorus, Galeatus spinifrons, Jerusalem artichoke (Macrosiphoniell) a sanborni), Aonidiella citrina, Halyomorpha mista, Stephanitis fasciicarina, Trioza camphorae, Leptocorisa chinensis, cork oak powder Trioza quercicola, Uhlerites latius, Erythroneura comes, black-legged slender figure Exiguus), Duplaspidiotus claviger, Nephotettix nigropictus, Halticielus insularis, Perkinsiella saccharicida, Psylla Malivorella), Anomomeura mori, Pseudococcus longispinis, Pseudaulacaspis pentagona, Pulvinaria kuwacola, Apolygus lucorum, and scorpion scorpion Togo hemipterus), Toxoptera aurantii, Saccharicoccus sacchari, Geoca lucifuga, Numata muiri, Comstockaspis perniciosa, Tango Unaspis citri, Aulacorthum solani, Eysarcoris ventralis, Bemisia argentifolii, Cicadella spectra, Aspidiotus hederae, millet Liorhyssus hyalinus, Calophya nigridorsalis, Sogatella furcifera, pea squat (Megoura cra) Ssicauda), Brevicoryne brassicae, Aphis glycines, Leptocorisa oratorius, Nephotettix virescens, Uroeucon formosanum, Cyrtopeltis Tennuis), bemisia tabaci, Lecanium persicae, tea black star scale insect (Parlatoria) Theae), Pseudaonidia paeoniae, Empoasca onukii, Plautia stali, Dysaphis tulipae, Macrosiphum euphorbiae, Rhododendron Stephanitis pyrioides, Ceroplastes ceriferus, Parlatoria camelliae, Apolygus spinolai, Nephotettix cincticeps, green pheasant (Glaucias subpunctatus), Orthotylus flavosparsus, Rhopalosiphum maidis, Peregrinus maidis, Eysarcoris parvus, Cimex lectularius, Psylla Abieti), Nilaparvata lugens, Psylla tobirae, Eurydema rugosum, Schizaphis piricola, Psylla pyricola, Parlatoreopsis pyri , Stephanitis nashi, Dysmicoccus wistariae, Lepholeucaspis japonica, pear Sappaphis piri, Lipaphis erysimi, Neotoxoptera formosana, Rhopalosophum nymphaeae, Edwardsianarosae, Pinnaspisaspidistrae, Psylla alni ), Speusotettix subfusculus, Alnetoidia alneti, Sogatella panicicola, 苜 Adelphocoris lineolatus, Dysdercus poecilus, Parlatoria ziziphi, Uhlerites debile, Laodelphax striatellus, Eurydema pulchrum , Cletus trigonus, Clovia punctata, Empoasca sp., Coccus hesperidum, Pachybrachius luridus, buttocks Planococcus kraunhiae, Stenotus binotatus, Arboridia apicalis, Macrosteles fascifrons, Dolycoris baccarum, Adelphocoris triannulatus ), Vineus vitifolii, Acanthocoris sordidus, Leptocorisa acuta, Macropes obnubilus, Cletus punctiger, and bee stings Riptortus clavatus), Paratrioza cockerelli, Aphrophora costalis, Lygus disponsi, Lygus sau Ndersi), Crisicoccus pini, Empoasca abietis, Crisicoccus matsumotoi, Aphis craccivora, Megacopta punctatissimum, and a white star Eysarcoris guttiger), Lepidosaphes beckii, Diaphorina citri, Toxoptera citricidus, Citrus powder scale insect ( Planococcus citri), Dialeurodes citri, Aleurocanthus spiniferus, Pseudococcus citriculus, Zyginella citri, Pulvinaria citricola, citrus crust Coccus discrepans, Pseudaonidia duplex, Pulvinaria aurantii, Lecanium corni, Nezara viridula, Stenodema calcaratum , Rhopalosiphum padi, Sitobion akebiae, Schizaphis graminum, Sorhoanus tritici, Brachycaudus helichrysi, Purple-winged fruit Carpocoris purpureipennis), Myzus persicae, Hyalopterus pruni, Aphis farinose yanagicola, Metasalis populi, Unaspis yanonensis, Mesohomotoma camphorae , Aphis spiraecola, Aphis pomi, Lepidosaphes ulmi, Psylla mali, Apple Hyelin (He Terocordylus flavipes), Myzus malisuctus, Aphidonuguis mali, Orientus ishidai, Ovatus malicolens, Eriosoma lanigerum, Ceroplastes Rubens), and cotton aphids (Aphis gossypii), As a Coleoptera pest, for example, Xystrocera globosa, Paederus fuscipes, Eucetonia roelofsi, Callosobruchus chinensis, Cylas formicarius, Hypera postica, Echinocnemus squameus, Oulema oryzae, Oulema oryzae, Donacia provosti, rice water elephant trunk Lisorhoptrus oryzophilus, Colasposoma dauricum, Euscepes postfasciatus, Epilachna varivestis, Acanthoscelides obtectus, Diabrotica virgifera virgifera ), Involvulus cupreus, Aulacophora femoralis, Bruchus pisorum, Epilachna vigintioctomaculata, Carpophilus dimidiatus, Beet tortoiseshell ( Cassida nebulosa), Luperomorpha tunebrosa, Phyllotreta striolata, Psacothea hilaris, Aeolesthes chrysothrix, Curculio sikkimensis, Carpophilus hemipterus, Oxycetonia jucunda, Diabrotica spp., Mimela splendens ), Sitophilus zeamais, Tribolium castaneum, and rice weevil ( Sitophilus oryzae), Palorus subdepressus, Melolontha japonica, Anoplophora malasiaca, Neatus picipes, potato beetle (Leptinotarsa decemlineata), southern corn root Diabrotica undecimpunctata howardi, Sphenophorus venatus, Crioceris quatuordecimpunctata, Conotrachelus nenuphar, Ceuthorhynchidius albosuturalis, Loquat leaves Phaedon brassicae, Lasioderma serricorne, Sitona japonicus, Adoretus tenuimaculatus, Tenebrio molitor, Basilepta balyi, Hypera nigrirostris, Chaetocnema concinna, Anomala cuprea, Heptophylla picea, Epilachna vigintioctopunctata, Northern corn Rootbrotica longicornis, Eucetonia pilifera, Agriotes spp., black hair Attagenus unicolor japonicus, Pagria signata, Anomala rufocuprea, Palorus ratzeburgii, Alphitobius laevigatus, Anthrenus verbasci , Lyctus brunneus, Tribolium confusum, Melody sylvestris (Medythia) Nigrobilineata), Xylotrechus pyrrhoderus, Epitrix cucumeris, Tomicus piniperda, Monochamus alternatus, Popillia japonica, Epicauta gorhami, Sitophilus zeamais, Rhynchites heros, Listroderes costirostris, Callosobruchus maculatus, Phyllobius armatus, apple trunk Anthonomus pomorum, Linaeidea aenea, and cotton boll weevil (Anthonomus grandis), as diptera (Diptera) pests, such as Culex pipiens pallens, beet leaf miner ( Pegomya hyoscyami), Liriomyza huidobrensis, Musca domestica, Chlorops oryzae, Hydrellia sasakii, Agromyza oryzae, rice leaf Fly (Hydrellia griseola), Hydrellia griseola, Ophiomyia phaseoli, Dacus cucurbitae, Drosophila suzukii Rhodochlaena japonica, Muscina stabulans, Megaselia spiracularis, scorpion flies, Clogmia albipunctata, Tipula aino, Phormia Regina), Culex tritaeniorhynchus, Anopheles sinensis, Hylemya brassicae, Asphondylia sp., Delia platura, Delia antiqua, Rhagoletis cerasi, Culex pipiens molestus Forskal, Ceratitis capitata ), Bradysia agrestis, Pegomya cunicularia, Liriomyza sativae, Liriomyza bryoniae, Chromatomyia horticola, Onion flies Liriomyza chinensis), Culex quinquefasciatus, Aedes aegypti, Aedes albopictus, Liriomyza trifolii, Liriomyza sativae, Oriental fruit fly (Dacus dorsalis), Daphus tsuneonis, Sitodiplosis mosellana, Meromuza nigriventris, Anastrepha ludens, and Rhagoletis pomonella, as a membrane Hymenoptera pests, such as Pristomyrmex pungens, ant bees, Monomorium pharaohnis, Dalinda Pheidole noda, Athalia rosae, Dryocosmus kuriphilus, Japanese ant (Formica fusca japonica), hornet, Athalia infumata, rose leaves Bee (Arge pagana), Athalia japonica, Acromyrmex spp., Solenopsis spp., Arge mali, and smooth tube Ochetellus glaber, as an Orthoptera pest, such as the southern rice straw (Homorocoryphus lineosus), Gryllotalpa sp., Oxya hyla intricata, Oxya yezoensis, Locusta migratoria, Oxya japonica, Homorocoryphus jezoensis, and Teleogryllus emma, as pests of the genus Thrips, such as Selenothrips rubrocinctus, rice Stenchaethrips biformis, Haplothrips aculeatus, Ponticulothrips diospyrosi, Thrips flavus, Anaphothrips obscurus, Lithrips Floridensis), Thrips simplex, Thrips nigropilosus, Heliothrips haemorrhoidalis, Pseudodendrothrips mori, Microcephalothrips abdominalis, Pap's hair tube Leeuwenia pasanii, Litotetothrips pasaniae, Scirtothrips citri, Chinese hummer (Haplothrips chi) Nensis), Mycterothrips glycines, Thrips setosus, Scirthothrips dorsalis, Dendrothrips minowai, Haplothrips niger, onion horse (Thrips tabaci), Thrips alliorum, flower hummer (Thrips hawaiiensis), Haplothrips kurdjumovi, Chirothrips manicatus, Frankliniella intonsa, Thrips coloratus, Franklinella occidentalis, South Thrips palmi, Frankliniella lilivora, and Liothrips vaneeckei, as larvae, such as Leptotrombidium akamushi, Dermacentor variabilis, Ornithonyssus bacoti, Demodex canis, Rhipicephalus sanguineus, etc., Tetranychus ludeni, Tetranychus truncatus, hawthorn leaves Tetranychus viennensis, Tetranychus kanzawai, Cheyletus malaccensis, Tyrophagus putrescentiae, Dermatophagoides farinae, Latrodectus hasseltii, Taiwanese horn Dermacentor taiwanicus, Acaphylla theavagrans, polyphag Otarsonemus latus), Aculops lycopersici, Ornithonyssus sylvairum, Tetranychus urticae, Eriophyes chibaensis, Sarcoptes scabiei, long-horned blood Ema (Haemaphysalis longicornis), Ixodes scapularis, Tyrophagus similis, common meat Cheyletus eruditus, Panonychus citri, Cheyletus moorei, Brevipalpus phoenicis, Octodectes cynotis, Dermatophagoides ptrenyssnus, Japanese blood Haemaphysalis japonica, Ixodes ovatus, Phyllocoptruta citri, Aculus schlechtendali, Panonychus ulmi, Amblyomma americanum, and chicken skin Robinia (Dermanyssus gallinae), as a termite pest, such as Reticulitermes miyatakei, Incisitermes minor, Coptotermes formosanus, Hodotermopsis japonica, Reticulitermes sp. Reticulitermes flaviceps amamianus, Glyptotermes kushimensis, Coptotermes guangzhoensis, Neotermes koshunensis, Glyptotermes kodamai, Glyptotermes satsumensis, large black-and-white ants Cryptotermes domesticus), Taiwan termites (Odontotermes formosan) Us), Glyptotermes nakajimai, Pericapritermes nitobei, and Reticulitermes speratus, as a pest of the order, such as the genus Periplaneta fuliginosa, Blattella germanica ), Toyo Blatta orientalis, Periplaneta brunnea, Blattella lituricollis, Periplaneta japonica, and Periplaneta americana, as the order of the genus, such as the genus (Pulex irritans), Ctenocephalides felis, and Ceratophyllus gallinae, as nematodes, such as Nothotylenchus acris, Aphelenchoides besseyi, Pratylenchus penetrans, Meloidogyne Hapla), Meloidogyne incognita, Globodera rostochiensis, Meloidogyne javanica, Heterodera glycines, Pratylenchus coffeae, and short-lived nematodes (Pratylenchus) Neglectus), and Tylenchus semipenetrans, and as mollusks, such as Pomacea canaliculata, Achatina fulica, Meghimatium bilineatum, Lehmannina valentiana , Huang Wei (Limax flavus), and rushing A thin-skinned snail (Acusta despecta sieboldiana).

又，本發明之農園藝用殺蟲劑，對於作為其他害蟲之蕃茄斑潛蠅(Tuta absoluta)亦具有強大殺蟲效果。 Further, the agricultural and horticultural insecticide of the present invention has a strong insecticidal effect against the other pests of the genus Tapa absoluta.

又作為本發明之動物寄生生物防除劑之一種防除對象的動物寄生性蟎，例如可列舉微小牛蜱(Boophilus microplus)、色犬壁蝨(Rhipicephalus sanguineus)、長角血蜱(Haemaphysalis longicornis)、褐黃血蜱(Haemaphysalis flava)、鈴頭血蜱(Haemaphysalis campanulata)、嗜群血蜱(Haemaphysalis concinna)、日本血蜱(Haemaphysalis japonica)、北岡嗜群血蜱(Haemaphysalis kitaokai)、癒血真蜱(Haemaphysalis ias)、卵形硬蜱(Ixodes ovatus)、長蝠硬蜱(Ixodes nipponensis)、全溝硬蜱(Ixodes persulcatus)、高砂大壁蝨(Amblyomma testudinarium)、巨棘血蜱(Haemaphysalis megaspinosa)、網紋革蜱(Dermacentor reticulatus)、及台灣角真蜱(Dermacentor taiwanesis)之真蜱類，如雞皮刺蟎(Dermanyssus gallinae)、蘋果刺蟎(Ornithonyssus sylviarum)、及熱帶禽蟎(Ornithonyssus bursa)之蘋果刺蟎類，如威氏真恙蟎(Eutrombicula wichmanni)、紅纖恙蟎(Leptotrombidium akamushi)、蒼白纖恙蟎(Leptotrombidium pallidum)、富士纖恙蟎(Leptotrombidium fuji)、土佐纖恙蟎(Leptotrombidium tosa)、秋收恙蟎(Neotrombicula autumnalis)、北美恙蟎(Eutrombicula alfreddugesi)、及宮川玉恙蟎(Helenicula miyagawai)之恙蟎類，如犬肉食蟎(Cheyletiella yasguri)、兔皮姬螯蟎(Cheyletiella parasitivorax)、及布氏姬螯满(Cheyletiella blakei)之肉食蟎類，如兔耳恙蟎(Psoroptes cuniculi)、牛癬蛀疥癬蟲(Chorioptes bovis) 、犬貓耳癢蟎(Otodectes cynotis)、疥蟎(Sarcoptes scabiei)、及貓小穿孔疥癬蟲(Notoedres cati)之疥蟎類，以及如犬疥癬蟲(Demodex canis)之毛囊蠕形蟎類等。其中，含有本發明化合物之動物寄生生物防除劑對真蜱類等之防除係有效。 Further, as an animal parasitic cockroach which is an object of the animal parasite control agent of the present invention, for example, a bovine burdock (Boophilus) Microplus), Rhipicephalus sanguineus, Haemaphysalis longicornis, Haemaphysalis flava, Haemaphysalis campanulata, Haemaphysalis concinna, Japanese blood clam (Haemaphysalis japonica), Haemaphysalis kitaokai, Haemaphysalis ias, Ixodes ovatus, Ixodes nipponensis, Ixodes persulcatus , Ambalomma testudinarium, Haemaphysalis megaspinosa, Dermacentor reticulatus, and Dermacentor taiwanesis, such as Dermanyssus gallinae, Apple locusts (Ornithonyssus sylviarum) and tropical birds (Ornithonyssus bursa), such as Eutrobicula wichmanni, Leptotrombidium akamushi, Leptotrombidium pallidum , Leptotrombidium fuji, Leptotrombidium tosa, Neotropbicula autumnalis Eudrabicula alfreddugesi, and genus Helenicula miyagawai, such as Cheyletiella yasguri, Cheyletiella parasitivorax, and Cheyletiella blakei Carnivorous mites, such as Psoroptes cuniculi, Chorioptes bovis , Otodectes cynotis, Sarcoptes scabiei, and the toads of Notoedres cati, as well as the hair follicles of the canine mites (Demodex canis). Among them, the animal parasite controlling agent containing the compound of the present invention is effective for the control system of the true mites and the like.

作為本發明之動物寄生生物防除劑之其他防除對象的跳蚤，例如可列舉屬於隱翅目(Siphonaptera)之外部寄生性無翅昆蟲，更加具體而言，可列舉屬於人蚤科(Pulicidae)、及鼠蚤科(Ceratephyllus)等之跳蚤類。作為屬於人蚤科之跳蚤類，例如可列舉犬蚤(Ctenocephalides canis)、貓蚤(Ctenocephalides felis)、人蚤(Pulex irritans)、雞蚤(Echidnophaga gallinacea)、印鼠客蚤(Xenopsylla cheopis)、盲蚤(Leptopsylla segnis)、歐洲鼠蚤(Nosopsyllus fasciatus)、及不等單蚤(Monopsyllus anisus)等。含有本發明化合物之動物寄生生物防除劑當中對屬於人蚤科之跳蚤類，尤其是犬蚤、貓蚤等之防除係有效。 Examples of the flea which is another object of the animal parasite control agent of the present invention include an external parasitic wingless insect belonging to the order Siphonaptera, and more specifically, it belongs to the genus Pulicidae, and Fleas such as Ceratephyllus. Examples of fleas belonging to the family Aphididae include Ctenocephalides canis, Ctenocephalides felis, Pulex irritans, Echidnophaga gallinacea, Xenopsylla cheopis, and blindness. Leptopsylla segnis, Nosopsyllus fasciatus, and Monopsyllus anisus. Among the animal parasite controlling agents containing the compound of the present invention, it is effective for the flea belonging to the family Aphididae, especially the control system of the canine, the cat, and the like.

作為本發明之動物寄生生物防除劑進一步之其他防除對象的外部寄生生物，例如可列舉如短鼻牛蝨(Haematopinus eurysternus)、馬蝨(Haematopinus asini)、綿羊蝨(Dalmalinia ovis)、長鼻牛蝨(Linognathus vituli)、豬血虱(Haematopinus suis)、陰蝨(Phthirus pubis)、及頭蝨(Pediculus humanus capitis)之蝨子類、以及如犬毛蝨之羽蝨類，如牛虻(Tabanus trigonus) 、羽藍糠蚊、及角棘蚋之吸血性雙翅目害蟲等。又本發明之動物寄生生物防除劑對於內部寄生生物亦有效，作為內部寄生生物，例如可列舉如肺蟲、鞭蟲、結節性蠕蟲、胃內寄生蟲、蛔蟲、及絲蟲類之線蟲類，如曼森裂頭條蟲、廣節裂頭條蟲、瓜實條蟲、多頭條蟲、單包條蟲、及多包條蟲之條蟲類，如日本住血吸蟲、及肝蛭之吸蟲類、以及如球蟲、瘧疾寄生蟲、腸內肉胞子蟲、弓形蟲、及隱孢子蟲之原生動物等。 Examples of the external parasite that is further protected by the animal parasite controlling agent of the present invention include, for example, Haematopinus eurysternus, Haematopinus asini, Dalmalinia ovis, and long-nose calf. (Linognathus vituli), Haematopinus suis, Phthirus pubis, and scorpion of Pediculus humanus capitis, and feathers such as canines, such as Tabanus trigonus , the blue-sucking mosquito, and the blood-sucking diptera pests of the horned thorns. Further, the animal parasite control agent of the present invention is also effective for internal parasites, and examples of internal parasites include nematodes such as lungworms, whipworms, nodular worms, intragastric parasites, aphids, and filarial species. Such as Manson split-headed worm, broad-striped worm, melon worm, multi-headed worm, single-bar worm, and multi-package worm, such as schistosomiasis in Japan, and trematode And protozoa such as coccidia, malaria parasites, enterococci, toxoplasma, and cryptosporidium.

將本發明之一般式(I)所表示之鄰苯二甲醯胺衍生物作為有效成分之農園藝用殺蟲劑，因為具有對於加害於水田作物、旱田作物、果樹、蔬菜、其他作物及花卉等之前述害蟲顯著之防除效果，配合預測害蟲發生之時期，於經確認之害蟲發生前或發生之時點，由處理育苗施設、水田、旱田、果樹、蔬菜、其他作物、花卉等之種子、水田水、莖葉或土壤等之栽培載體等，達到本發明之農園藝用殺蟲劑所期望之效果。其中，處理作物、花卉等之育苗土壤、移植時之定植穴土壤、株頭、灌漑水、於水耕栽培之栽培水等，透過或未透過土壤從根吸收本發明化合物亦即利用所謂及物性滲透施用係適宜之使用形態。 The agricultural and horticultural insecticide containing the phthalimin derivative represented by the general formula (I) of the present invention as an active ingredient has an effect on the damage of paddy crops, dry crops, fruit trees, vegetables, other crops and flowers. Such as the above-mentioned pests, the significant control effect, in conjunction with the prediction of the occurrence of pests, before the occurrence or occurrence of the confirmed pests, by the treatment of seedlings, paddy fields, dry fields, fruit trees, vegetables, other crops, flowers and other seeds, paddy fields A cultivation carrier such as water, stems or leaves, or the like achieves the desired effect of the agricultural and horticultural insecticide of the present invention. Among them, the treatment of the seedling soil of crops, flowers, etc., the planting soil at the time of transplanting, the head of the plant, the irrigation water, the cultivation water for hydroponic cultivation, etc., absorb the compound of the present invention from the root through or without the soil, that is, the so-called physical property is utilized. Osmotic application is a suitable form of use.

可使用本發明之農園藝用殺蟲劑的有用植物並未特別限定，例如可列舉穀類(例如、稻、大麥、小麥、黑麥、燕麥、玉米等)、豆類(大豆、紅豆、蠶豆、豌豆、菜豆、落花生等)、果樹．果實類(蘋果、柑橘類、梨、葡萄、桃、梅、櫻桃、胡桃、栗、杏仁、香蕉等)、葉．果菜 類(甘藍、番茄、菠菜、青花菜、萵苣、洋蔥、蔥、青椒、茄子、草莓、胡椒、黃秋葵等)、根菜類(紅蘿蔔、馬鈴薯、蕃薯、芋頭、蘿蔔、蕪菁、蓮藕、牛蒡、大蒜等)、加工用作物(棉、麻、菾菜、蛇麻草、甘蔗、甜菜、橄欖、橡膠、咖啡、煙草、茶等)、葫蘆(南瓜、小黃瓜、西瓜、東方甜瓜、洋香瓜等)、牧草類(果園草、高梁、梯牧草、三葉草、苜蓿等)、芝類(高麗芝、本特草等)、香料等鑑賞用作物(薰衣草、迷迭香、百里香、洋芹菜、胡椒、生薑等)、花卉類(菊、玫瑰、康乃馨、蘭等)、庭園樹(銀杏、櫻花類、青木等)、樹木(冷杉類、蝦夷雲杉類、松類、羅漢柏、杉、檜木、尤加利樹等)等植物。 Useful plants for using the agricultural and horticultural insecticide of the present invention are not particularly limited, and examples thereof include cereals (for example, rice, barley, wheat, rye, oats, corn, etc.), and beans (soybeans, red beans, broad beans, and peas). , beans, groundnuts, etc.), fruit trees. Fruits (apples, citrus, pears, grapes, peaches, plums, cherries, walnuts, chestnuts, almonds, bananas, etc.), leaves. Fruit and vegetable (cabbage, tomato, spinach, broccoli, lettuce, onion, onion, green pepper, eggplant, strawberry, pepper, okra, etc.), root vegetables (carrots, potatoes, sweet potatoes, taro, radish, turnips, lotus root, burdock, Garlic, etc., processed for use (cotton, hemp, leeks, hops, sugar cane, beets, olives, rubber, coffee, tobacco, tea, etc.), gourd (pumpkin, cucumber, watermelon, oriental melon, cantaloupe, etc.) Forages (orchard grass, sorghum, ladder grass, clover, alfalfa, etc.), medicinal herbs (Gao Lizhi, Bent grass, etc.), spices, etc. (Lavender, rosemary, thyme, celery, pepper, raw Ginger, etc., flowers (daisy, rose, carnation, orchid, etc.), garden trees (ginkgo, cherry, aoki, etc.), trees (fir, sedge, pine, pine, cedar, cedar, eucalyptus, especially Plants such as Gary trees, etc.).

於上述「植物」中，亦包含將對異噁唑草酮等之HPPD抑制劑、咪草煙、氯噻吩磺隆等之ALS抑制劑、嘉磷塞等之EPSP合成酵素抑制劑、固殺草等之麩胺酸合成酵素抑制劑、稀禾定等之乙醯輔酶A羧化酶抑制劑、溴苯腈、麥草畏、2,4-D等之除草劑之耐性由傳統育種法、或基因重組技術而賦予耐藥性之植物。 The above-mentioned "plants" also include an HPPS inhibitor such as isoxaflutole, an ALS inhibitor such as imazethapyr, chlorothifensulfuron, and an EPSP synthetase inhibitor such as galaxie. The tolerance of herbicides such as glutamate synthetase inhibitors, sulphuric acid, etc., acetaminophen coenzyme A carboxylase inhibitors, bromoxynil, dicamba, 2,4-D, etc. by traditional breeding methods, or genes A plant that confers resistance by recombinant technology.

作為由傳統育種法賦予耐藥性之「植物」的例，對於咪草煙等之咪唑啉酮系ALS抑制型除草劑有耐藥性之油菜籽、校麥、向日葵、稻既已以Clear field(登錄商標)之商品名販賣。同樣由傳統育種法賦予對氯噻吩磺隆等之磺醯脲系ALS抑制型除草劑之耐藥性的大豆，既已以STS大豆之商品名販賣。同樣作為由傳統育種法賦予對三 酮肟系、芳氧基苯氧基丙酸系除草劑等之乙醯輔酶A羧化酶抑制劑耐藥性之植物的例為SR玉米等。 As an example of a "plant" that confers resistance by a conventional breeding method, rapeseed, school wheat, sunflower, and rice which are resistant to imidazolinone-based ALS-inhibiting herbicides such as imazethapyr have been used as Clear field. The name of the product (registered trademark) is sold. Soybeans which are also resistant to sulfonylurea-based ALS-inhibiting herbicides such as chlorothifensulfuron by conventional breeding methods are sold under the trade name of STS soybeans. Also as a traditional breeding method An example of a plant resistant to acetamidine coenzyme A carboxylase inhibitor such as a ketoxime system or an aryloxyphenoxypropionic acid herbicide is SR corn or the like.

又賦予對乙醯輔酶A羧化酶抑制劑耐藥性之植物記載於Proceedings Of The National Academy of Sciences’s Seeds Of The United Statesman of America(Proc.Natl.Acad.Sci.USA)87卷，7175~7179頁(1990年)等。又對乙醯輔酶A羧化酶抑制劑具耐藥性之變異乙醯輔酶A羧化酶報告於雜草科學(Weed Science)53卷，728~746頁(2005年)等，藉由將如此之變異乙醯輔酶A羧化酶基因由基因重組技術導入植物或是將賦予關於抵抗性之變異導入植物乙醯輔酶A羧化酶之事，可作出對乙醯輔酶A羧化酶抑制劑具耐藥性之植物，進一步藉由將基因修正(chimeraplasty)技術(Dura T.1999.Repairing the Genome’s Spelling Mistakes.Science285：316-318.)所代表之鹼取代變異導入核酸導入於植物細胞內，並於植物的乙醯輔酶A羧化酶基因或ALS基因等導入部位特異的胺基酸取代變異，可作出對乙醯輔酶A羧化酶抑制劑或ALS抑制劑等具耐性之植物，對於此等之植物可使用本發明之農園藝用殺蟲劑。 Plants which confer resistance to the acetaminophen coenzyme A carboxylase inhibitor are described in Proceedings Of The National Academy of Sciences's Seeds Of The United Statesman of America (Proc. Natl. Acad. Sci. USA), Volume 87, 7175-7179 Page (1990) and so on. The variant acetamyl-CoA carboxylase which is resistant to the acetaminophen coenzyme A carboxylase inhibitor is reported in Weed Science, Volume 53, 728-746 (2005), etc. The variant acetaminophen coenzyme A carboxylase gene is introduced into the plant by genetic recombination technology or the mutation imparting resistance is introduced into the plant acetaminophen coenzyme A carboxylase, and the acetaminophen coenzyme A carboxylase inhibitor can be made. a drug-resistant plant, further introduced into a plant cell by introducing a base substitution mutation introduced by a chimeraplasty technique (Dura T. 1999. Repairing the Genome's Spelling Mistakes. Science 285: 316-318.) into a plant cell, and For a plant-specific amino acid substitution mutation specific for the introduction of a coenzyme A carboxylase gene or an ALS gene, a plant resistant to an acetaminophen coenzyme A carboxylase inhibitor or an ALS inhibitor can be produced. The plant of the present invention can use the agricultural and horticultural insecticide of the present invention.

進一步作為表現於基因轉換植物之毒素，可列舉來自蠟樣芽胞桿菌(Bacillus cereus)或Bacillus Popirie之殺蟲性蛋白質；來自蘇力菌(Bacillus thuringiensis)之Cry1Ab、Cry1Ac、Cry1F、Cry1Fa2、Cry2Ab、Cry3A、Cry3Bb1或Cry9C等之δ-內毒素、VIP1、VIP2、VIP3或 VIP3A等之殺蟲蛋白質；來自線蟲之殺蟲蛋白質；蝎子毒素、蜘蛛毒素、藉由蜂毒素或昆蟲特異的神經毒素等動物所產生之毒素；絲狀菌類毒素；植物凝集素；凝集素；胰蛋白酶抑制劑、絲氨酸蛋白酶抑制劑、patatin、胱抑素(Cystatin)、木瓜蛋白酶(Papain)抑制劑等之蛋白酶抑制劑；蓖麻毒蛋白(Ricin)、玉米-RIP、雞母珠毒蛋白(Abrin)、魯芬(Rufin)、皂草素(Saporin)、異株腹瀉毒蛋白(bryodin)等之核糖體惰性化蛋白質(RIP)；3-羥基類固醇氧化酶、蛻皮激素(Ecdysteroid)-UDP-葡萄糖基轉移酶、膽固醇氧化酶等之類固醇代謝酵素；脫皮素(Ecdysone)抑制劑；HMG-輔酶A還原酶；鈉通道、鈣通道抑制劑等之離子通道抑制劑；幼若內泌素酯解酶；利尿內泌素受容體；二苯乙烯合成酶；聯苄合成酶；幾丁質酶；聚葡萄糖酶等。 Further, as the toxin expressed in the gene-switching plant, an insecticidal protein derived from Bacillus cereus or Bacillus Popirie; Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A derived from Bacillus thuringiensis Δ-endotoxin, VIP1, VIP2, VIP3 or Cry3Bb1 or Cry9C Insecticidal protein of VIP3A; insecticidal protein from nematodes; toxin produced by scorpion toxin, spider toxin, animal such as melittin or insect-specific neurotoxin; filamentous toxoid; plant lectin; lectin; Protease inhibitors such as protease inhibitors, serine protease inhibitors, patatin, Cystatin, papain inhibitors; Ricin, corn-RIP, chicken virgin protein (Abrin ), Rufin, Saporin, ribodin-inactivated protein (RIP), etc.; 3-hydroxysteroid oxidase, Ecdysteroid-UDP-glucose Steroidal enzymes such as basal transferase and cholesterol oxidase; Ecdysone inhibitor; HMG-CoA reductase; ion channel inhibitors such as sodium channels and calcium channel inhibitors; Diuretic hormone receptor; stilbene synthase; bibenzyl synthase; chitinase; polyglucose.

又作為表現於如此之基因轉換植物之毒素，亦包含Cry1Ab、Cry1Ac、Cry1F、Cry1Fa2、Cry2Ab、Cry3A、Cry3Bb1、Cry9C、Cry34Ab或Cry35Ab等之δ-內毒素蛋白質、VIP1、VIP2、VIP3或VIP3A等之殺蟲蛋白質的混合(Hybrid)毒素、部份缺陷之毒素、經修飾之毒素。混合毒素係使用重組技術，藉由不同於此等蛋白質之蛋白質模組(Domain)的新組合而產生。作為部份缺陷之毒素，已知有胺基酸排列部份缺陷之Cry1Ab。作為經修飾之毒素，係天然型毒素中一個或複數個胺基酸被取代。此等毒素之例及可合成此等毒素之轉換植物，記載於 EP-A-0 374 753、WO93/07278、WO95/34656、EP-A-0 427 529、EP-A-451 878、WO 03/052073等。 Further, as a toxin expressed in such a gene-switching plant, δ-endotoxin protein such as Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1, Cry9C, Cry34Ab or Cry35Ab, VIP1, VIP2, VIP3 or VIP3A, etc. Mixed insecticidal protein (Hybrid) toxin, partially defective toxin, modified toxin. Mixed toxins are produced using recombinant techniques by a new combination of protein modules other than these proteins. As a partially defective toxin, a Cry1Ab in which a partial defect of an amino acid is known is known. As a modified toxin, one or a plurality of amino acids in the natural toxin are substituted. Examples of such toxins and converted plants capable of synthesizing such toxins are described in EP-A-0 374 753, WO 93/07278, WO 95/34656, EP-A-0 427 529, EP-A-451 878, WO 03/052073, and the like.

此等轉換植物所含有之毒素，尤其是賦予對甲蟲目害蟲、半翅目害蟲、雙翅目害蟲、鱗翅目害蟲、線蟲類具耐藥性之植物。本發明之農園藝用殺蟲劑可與該等之技術併用、或體系化使用。 The toxins contained in such transformed plants, especially those which confer resistance to beetle pests, hemipteran pests, dipteran pests, lepidopteran pests, and nematodes. The agricultural and horticultural insecticide of the present invention can be used in combination with these techniques or in a system.

本發明之農園藝用殺蟲劑為了防除各種害蟲，直接或以水等適當稀釋，或是以成懸濁形態對害蟲或線蟲防除之有效量予測該害蟲及線蟲之發生而使用於植物即可，例如對於在果樹、穀類、蔬菜等所發生之害蟲及線蟲除散布在莖葉部之外，亦可使用於種子對藥劑之浸漬、種子粉衣、過氧化鈣處理等之種子處理、土壤全層混和、作條施用、床土混和、單元格苗處理、定植穴處理、株頭處理、追肥、稻之箱處理、水面施用等、土壤等進行處理使其從根吸收。另外由養液(水耕)栽培對養液之施用、煙燻或樹幹注入等亦可使用。 The agricultural and horticultural insecticide of the present invention can be used for plants in order to prevent various pests, or to be appropriately diluted with water or the like, or to measure the pests and nematodes in an effective amount for controlling pests or nematodes in a suspended form. For example, pests and nematodes that occur in fruit trees, cereals, vegetables, etc., in addition to scattered in the stems and leaves, can also be used for seed treatment of seed impregnation, seed coating, calcium peroxide treatment, etc. Layer mixing, strip application, bed soil mixing, cell seedling treatment, planting point treatment, plant head treatment, top dressing, rice box treatment, water surface application, soil treatment, etc. are treated to absorb from the root. In addition, the application of nutrient solution (hydroponic cultivation) to the application of nourishing liquid, smoking or trunk injection can also be used.

進而，本發明之農園藝用殺蟲劑，直接或以水等適當稀釋，或是以成懸濁形態對害蟲或線蟲防除之有效量予測該害蟲及線蟲發生的場所而使用即可，例如除散布於儲穀害蟲、家屋害蟲、衛生害蟲、森林害蟲等之外，作為對家屋建材之塗佈、煙燻、誘餌等亦可使用。 Further, the agricultural and horticultural insecticide of the present invention may be directly diluted with water or the like, or may be used in a place where the pest or nematode is effectively prevented from being in a suspended form, and the pest and the nematode are detected, for example, It can be used as a coating, smoke, bait, etc. for house building materials, in addition to pests, house pests, sanitary pests, and forest pests.

作為種子處理之方法，例如可列舉經稀釋或未稀釋之液狀或固體狀製劑於液體狀態使浸漬種子浸透於藥劑之方法、將固形製劑或液狀製劑與種子混和、附著於經粉衣處 理之種子表面的方法、與樹脂、聚合物等之附著性載體混和塗佈於種子之方法、與種植同時散布於種子附近之方法等。 Examples of the method for seed treatment include a method in which a diluted or undiluted liquid or solid preparation is used to impregnate an impregnated seed in a liquid state, and a solid preparation or a liquid preparation is mixed with a seed and adhered to the powdered garment. A method of arranging the surface of the seed, a method of coating the seed with an adhesive carrier such as a resin or a polymer, and a method of spreading the seed in the vicinity of the seed at the same time as the planting.

進行該種子處理所謂「種子」，係意味著用於植物繁殖之栽培初期的植物體，例如可列舉除種子之外，球根、塊莖、種芋、株芽、繁殖體、鱗莖、或扦插栽培用之營養繁殖用的植物體。 The so-called "seed" for the seed treatment means a plant body for the initial stage of plant growth, and examples thereof include bulbs, tubers, seed mites, plant buds, propagules, bulbs, or cuttings for cultivation. Plants for vegetative reproduction.

所以實施本發明使用方法時之植物的「土壤」或「栽培載體」，係指用以栽培作物之支撐體，尤其是表示讓根部長出之支撐體，材質並未特別限定，植物可生育之材質即可，即所謂的土壤、幼苗墊、水等，作為具體之素材例如可為砂、浮石、蛭石、矽藻土、瓊脂、膠狀物質、高分子物質、岩棉、玻璃棉、木片、樹皮等。 Therefore, the "soil" or "cultivation carrier" of the plant when the method of the present invention is used refers to the support for cultivating the crop, and in particular, the support for the root of the root, the material is not particularly limited, and the plant can be fertile. The material can be used, so-called soil, seedling mat, water, etc., as specific materials such as sand, pumice, vermiculite, diatomaceous earth, agar, gelatinous substance, high molecular material, rock wool, glass wool, wood chips , bark, etc.

作物對莖葉部或儲穀害蟲、家屋害蟲、衛生害蟲或是森林害蟲等之散布方法，可列舉將乳劑、流性劑等之液體製劑或可濕性粉劑或顆粒可濕性粉劑等之固形製劑以水經適當稀釋、散布之方法、散布粉劑之方法、或煙燻等。 Examples of the method for dispersing crops, stems and leaves, or pests, house pests, sanitary pests, or forest pests include solid preparations such as emulsions, fluids, and the like, or solids such as wettable powders or granule wettable powders. The preparation is prepared by appropriately diluting, dispersing the water, dispersing the powder, or smoking.

作為對土壤之施用方法，例如可列舉將液體製劑經稀釋或未稀釋於水施用在植物體之株頭或育苗用苗床等之方法、將粒劑散布於植物體之株頭或用以育苗之苗床等之方法、於播種前或移植前散布粉劑、可濕性粉劑、顆粒可濕性粉劑、粒劑等與土壤整體混和之方法、播種前或種植植物體之前於定植穴、作條等散布粉劑、可濕性粉劑、顆粒可濕性粉劑、粒劑等之方法等。 As a method of applying the soil, for example, a method in which a liquid preparation is diluted or undiluted in water to be applied to a plant head or a seedling bed for seedling, a granule is dispersed in a plant head or used for seedling growth. The method of seedling bed, etc., before the sowing or before the transplantation, the powder, the wettable powder, the granule wettable powder, the granules and the like are mixed with the soil as a whole, before planting or before planting the plant body, the planting hole, the striping, etc. Powder, wettable powder, granule wettable powder, granules, etc.

作為對水稻之育苗箱的施用方法，劑型例如有時雖因播種時施用、綠化期施用、移植時施用等之施用時期不同而有所不同，然而施用粉劑、顆粒可濕性粉劑、粒劑等之劑型即可。亦可藉由與培土之混和施用，培土與粉劑、顆粒可濕性粉劑或粒劑等之混和，例如可為床土混和、覆土混和、對培土整體之混和等。簡單地亦可交替培土與各種製劑成層狀施用。 As a method of applying the rice seedling box, the dosage form may be different, for example, depending on the application period at the time of sowing, greening, application at the time of transplantation, etc., however, powder, granule wettable powder, granules, etc. are applied. The dosage form can be. It may be mixed with the soil, and mixed with the powder, the granule wettable powder or the granules, for example, the bed soil may be mixed, the soil may be mixed, and the whole soil may be mixed. It is also possible to alternately apply the soil and various formulations in a layered manner.

作為對水田之施用方法，係將巨型劑、包裝劑、粒劑、顆粒可濕性粉劑等之固形製劑、流性、乳劑等之液體狀製劑，通常散布於湛水狀態之水田。其他，於插秧時，將適當之製劑直接或混和肥料散布在土壤中，亦可注入。又，於進水口或灌漑裝置等對水田之水流入源藉由利用乳劑、流性等之藥液，可伴隨水之供給省力地施用。 As a method of applying the paddy field, a liquid preparation such as a solid preparation, a granule, a granule wettable powder, or the like, a fluid preparation, an emulsion, or the like is usually dispersed in a paddy field in a state of water. Others, when transplanting, the appropriate preparations may be directly or mixed with fertilizer in the soil, or may be injected. Further, the water inflow into the paddy field, such as the water inlet or the filling device, can be applied with the supply of water by using the chemical solution such as the emulsion or the fluid.

在旱田作物，於從播種至育苗期，可對接近種子或植物體之栽培載體等處理。在直接播種於旱田的植物，除對種子直接處理之外，適宜對栽培中植物之株頭進行處理。使用粒劑將稀釋或未稀釋藥劑於散布處理或水可進行灌注處理成液狀等。使粒劑與播種前之栽培載體混和之後，播種亦為適宜之處理。 In the dry field crops, from the sowing to the seedling stage, the cultivation carrier close to the seed or the plant body can be treated. In plants directly sown in dry fields, in addition to direct treatment of the seeds, it is suitable to treat the plants of the plants in the cultivation. The diluted or undiluted medicament is granulated using a granule or the water can be perfused into a liquid or the like. After the granules are mixed with the cultivation carrier before sowing, sowing is also suitably treated.

作為進行移植之栽培植物的播種、育苗期之處理，除對種子之直接處理之外，以對育苗用苗床、成液狀之藥劑的灌注處理或粒劑之散布處理為佳。又，定植時或將粒劑處理在定植穴、或混和在移植場所近邊之栽培載體係為適當之處理。 In the seeding and seedling period of the cultivated plant to be transplanted, in addition to the direct treatment of the seed, it is preferred to infuse the seedling bed, the liquid-forming agent, or the granule. Further, the cultivation carrier at the time of colonization or treatment of the granules at the agglutination points or mixed in the vicinity of the transplantation site is appropriately treated.

本發明之農園藝用殺蟲劑，一般係依照農藥製劑上之常規作成適合於使用之良好形狀製劑使用。 The agricultural and horticultural insecticide of the present invention is generally used in accordance with the conventional formulation of a pesticide preparation to prepare a good shape preparation suitable for use.

亦即，本發明之一般式(I)所表示之衍生物或其鹽類於適當惰性載體，將此等或如有必要與補助劑一起摻合適當比例經溶解、分離、懸濁、混合、含浸、吸著或是附著成適宜劑型、例如可作為懸濁劑、乳劑、液劑、可濕性粉劑、顆粒可濕性粉劑、粒劑、粉劑、錠劑、包裝劑等製劑使用即可。 That is, the derivative represented by the general formula (I) of the present invention or a salt thereof is dissolved in an appropriate inert carrier, or the like, if necessary, mixed with the auxiliary agent, dissolved, separated, suspended, mixed, Immersed, sorbed or attached to a suitable dosage form, for example, can be used as a suspension, an emulsion, a liquid preparation, a wettable powder, a granule wettable powder, a granule, a powder, a tablet, a packaging agent and the like.

本發明之組成物(農園藝用殺蟲劑或動物寄生生物防除劑)，除有效成分之外如有必要可含有一般添加於農藥製劑或動物寄生生物防除劑之添加成分。作為此添加成分，可列舉固體載體、液體載體等之載體、界面活性劑、分散劑、濕潤劑、結合劑、黏著賦予劑、增黏劑、著色劑、擴展劑、展著劑、冷凍保護劑、抗結塊劑、崩壞劑、穩定劑等。其他如有必要亦可將防腐劑、植物片等用於添加成分。此等之添加成分可單獨使用，又，亦可組合2種以上使用。 The composition of the present invention (a pesticide for agricultural and horticultural use or an animal parasite control agent) may contain, in addition to the active ingredient, an additive component generally added to a pesticide preparation or an animal parasite control agent. Examples of the additive component include a carrier such as a solid carrier and a liquid carrier, a surfactant, a dispersing agent, a wetting agent, a binder, an adhesion-imparting agent, a tackifier, a coloring agent, an extender, a spreading agent, and a cryoprotectant. , anti-caking agents, breakers, stabilizers, etc. Other preservatives, plant pieces, and the like may be used as an additive component if necessary. These additional components may be used singly or in combination of two or more.

作為固體載體，例如可列舉石英、黏土、高嶺石、葉蠟石、絹雲母、滑石、膨潤土、酸性白土、鎂質膨土、沸石、矽藻土等之天然礦物類、碳酸鈣、硫酸銨、硫酸鈉、氯化钾等之無機鹽類、合成矽酸、合成矽酸鹽、澱粉、纖維素、植物粉末(例如木屑、椰殼、玉米穗軸、煙草莖等)等之有機固體載體、聚乙烯、聚丙烯、聚偏二氯乙烯等之塑料載體、脲、無機中空體、塑料中空體、製二氧化矽 (fumed silica，白碳)等。此等可單獨使用，又，亦可組合2種以上使用。 Examples of the solid carrier include natural minerals such as quartz, clay, kaolinite, pyrophyllite, sericite, talc, bentonite, acid white clay, magnesium bentonite, zeolite, and diatomaceous earth, calcium carbonate, ammonium sulfate, and the like. Organic solid carriers such as inorganic salts such as sodium sulfate and potassium chloride, synthetic tannins, synthetic citrates, starches, celluloses, plant powders (for example, wood chips, coconut shells, corn cobs, tobacco stems, etc.) Plastic carrier such as ethylene, polypropylene, polyvinylidene chloride, urea, inorganic hollow body, plastic hollow body, and cerium oxide (fumed silica, white carbon) and so on. These may be used alone or in combination of two or more.

作為液體載體，例如可列舉甲醇、乙醇、丙醇、異丙醇、丁醇等之一元醇類、或如乙二醇、二乙二醇、丙二醇、己二醇、聚乙二醇、聚丙二醇、甘油等之多元醇類的醇類、丙二醇醚等之多元醇化合物類、丙酮、甲基乙基酮、甲基異丁基酮、二異丁基酮、環己酮等之酮類、乙醚、二噁烷、乙二醇單乙醚、二丙醚、四氫呋喃等之醚類、正石蠟、環烷、異石蠟、煤油、礦油等之脂肪族烴類、苯、甲苯、二甲苯、溶劑石腦油、烷萘等之芳香族烴類、二氯甲烷、氯仿、四氯化碳等之鹵化烴類、乙酸乙酯、二異丙基苯二甲酸酯、二丁基苯二甲酸酯、二辛基苯二甲酸酯、己二酸二甲酯等之酯類、γ-丁內酯等之內酯類、二甲基甲醯胺、二乙基甲醯胺、二甲基乙醯胺、N-烷基吡咯烷酮等之醯胺類、乙腈等之腈類、二甲基亞碸等之硫化合物類、大豆油、菜籽油、棉籽油、蓖麻油等之植物油、水等。此等可單獨使用，又，亦可組合2種以上使用。 Examples of the liquid carrier include a monohydric alcohol such as methanol, ethanol, propanol, isopropanol or butanol, or such as ethylene glycol, diethylene glycol, propylene glycol, hexanediol, polyethylene glycol, or polypropylene glycol. Polyols such as glycerol, polyol compounds such as propylene glycol ether, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone, diisobutyl ketone, and cyclohexanone, and diethyl ether. , dioxane, ethylene glycol monoethyl ether, dipropyl ether, tetrahydrofuran and other ethers, paraffin wax, naphthenic, isoparaffin, kerosene, mineral oil and other aliphatic hydrocarbons, benzene, toluene, xylene, solvent stone An aromatic hydrocarbon such as naphtha or naphthyl, a halogenated hydrocarbon such as dichloromethane, chloroform or carbon tetrachloride, ethyl acetate, diisopropyl phthalate or dibutyl phthalate , esters such as dioctyl phthalate, dimethyl adipate, lactones such as γ-butyrolactone, dimethylformamide, diethylformamide, dimethyl a guanamine such as a guanamine or an N-alkylpyrrolidone; a nitrile such as acetonitrile; a sulfur compound such as dimethyl hydrazine; soybean oil, rapeseed oil, and cottonseed oil; Castor oil of vegetable oil, and water. These may be used alone or in combination of two or more.

作為當分散劑或濕展劑使用之界面活性劑，例如可列舉山梨醇酐脂肪酸酯、聚氧乙烯山梨醇酐脂肪酸酯、蔗糖脂肪酸酯、聚氧乙烯脂肪酸酯、聚氧乙烯樹脂酸酯、聚氧乙烯脂肪酸二酯、聚氧乙烯烷醚、聚氧乙烯烷芳基醚、聚氧乙烯烷苯基醚、聚氧乙烯二烷苯基醚、聚氧乙烯烷苯基醚福馬林縮合物、聚氧乙烯聚氧丙烯嵌段共聚物、聚苯乙烯聚氧乙烯嵌段聚合物、烷基聚氧乙烯聚丙烯嵌段共聚物 醚、聚氧乙烯烷胺、聚氧乙烯脂肪酸醯胺、聚氧乙烯脂肪酸雙苯基醚、聚伸烷基苄基苯基醚、聚氧化烯基苯乙烯基苯基醚、乙炔二醇、聚氧化烯加成乙炔二醇、聚氧乙烯醚型聚矽氧、酯型聚矽氧、氟系界面活性劑、聚氧乙烯蓖麻油、聚氧乙烯硬化蓖麻油等之非離子性界面活性劑、 Examples of the surfactant used as the dispersing agent or the wet spreading agent include sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, sucrose fatty acid ester, polyoxyethylene fatty acid ester, and polyoxyethylene resin. Acid ester, polyoxyethylene fatty acid diester, polyoxyethylene alkyl ether, polyoxyethylene alkyl aryl ether, polyoxyethylene alkyl phenyl ether, polyoxyethylene dialkyl phenyl ether, polyoxyethylene alkyl phenyl ether Condensate, polyoxyethylene polyoxypropylene block copolymer, polystyrene polyoxyethylene block polymer, alkyl polyoxyethylene polypropylene block copolymer Ether, polyoxyethylene alkylamine, polyoxyethylene fatty acid decylamine, polyoxyethylene fatty acid bisphenyl ether, polyalkylene benzyl phenyl ether, polyoxyalkylene styryl phenyl ether, acetylene glycol, poly a nonionic surfactant such as an alkylene oxide addition acetylene glycol, a polyoxyethylene ether type polyoxane, an ester type polyoxynium oxide, a fluorine-based surfactant, a polyoxyethylene castor oil, a polyoxyethylene hardened castor oil, or the like,

烷基硫酸鹽、聚氧乙烯烷醚硫酸鹽、聚氧乙烯烷苯基醚硫酸鹽、聚氧乙烯苯乙烯基苯基醚硫酸鹽、烷苯磺酸鹽、烷芳基磺酸鹽、木質素磺酸鹽、烷基磺醯基琥珀酸鹽、萘磺酸鹽、烷萘磺酸鹽、萘磺酸之福馬林縮合物的鹽、烷萘磺酸之福馬林縮合物的鹽、脂肪酸鹽、聚羧酸鹽、聚丙烯酸鹽、N-甲基-脂肪酸肌氨酸、樹脂酸鹽、聚氧乙烯烷醚磷酸鹽、聚氧乙烯烷苯基醚磷酸鹽等之陰離子性界面活性劑、 Alkyl sulfate, polyoxyethylene alkyl ether sulfate, polyoxyethylene alkyl phenyl ether sulfate, polyoxyethylene styryl phenyl ether sulfate, alkylbenzene sulfonate, alkylaryl sulfonate, lignin a salt of a sulfonate, an alkylsulfonyl succinate, a naphthalene sulfonate, an alkylnaphthalene sulfonate, a salt of a formalin condensate of naphthalenesulfonic acid, a salt of a formalin condensate of an alkylnaphthalenesulfonic acid, a fatty acid salt, An anionic surfactant such as a polycarboxylate, a polyacrylate, an N-methyl-fatty acid sarcosine, a resinate, a polyoxyethylene alkyl ether phosphate, or a polyoxyethylene alkyl phenyl ether phosphate;

月桂基胺鹽酸鹽、硬脂基胺鹽酸鹽、油胺鹽酸鹽、硬脂基胺乙酸鹽、硬脂基胺基丙基胺乙酸鹽、烷基三甲銨氯化物、烷基二甲基氯化苄二甲烴銨等之烷胺鹽等的陽離子界面活性劑、 Laurylamine hydrochloride, stearylamine hydrochloride, oleylamine hydrochloride, stearylamine acetate, stearylaminopropylamine acetate, alkyltrimethylammonium chloride, alkyl dimethyl a cationic surfactant such as an alkylamine salt such as benzyl dimethylammonium chloride or the like;

胺基酸型或甜菜鹼型等之兩性界面活性劑等。 An amphoteric surfactant such as an amino acid type or a betaine type.

此等界面活性劑可單獨使用，又，亦可組合2種以上使用。 These surfactants may be used singly or in combination of two or more.

作為結合劑或黏著賦予劑，例如可列舉羧甲基纖維素或其鹽、糊精、水溶性澱粉、黃原膠、古亞膠、蔗糖、聚乙烯吡咯啶酮、阿拉伯樹膠、聚乙烯醇、聚乙酸乙烯酯、聚丙烯酸鈉、平均分子量6000~20000之聚乙二醇、平均 分子量10萬~500萬之聚乙烯氧化物、燐脂質(例如腦磷脂、卵磷脂等)纖維素粉末、糊精、加工澱粉、聚胺羧酸鉗合物化合物、交聯聚乙烯吡咯啶酮、馬來酸與苯乙烯類之共聚物、(甲基)丙烯酸系共聚物、由多元醇構成之聚合物與二羧酸酐之半酯、聚苯乙烯磺酸之水溶性鹽、石蠟、萜烯、聚醯胺樹脂、聚丙烯酸鹽、聚氧乙烯、蠟、聚乙烯烷醚、烷基酚福馬林縮合物、合成樹脂乳膠等。 Examples of the binder or the adhesion-imparting agent include carboxymethylcellulose or a salt thereof, dextrin, water-soluble starch, xanthan gum, guar gum, sucrose, polyvinylpyrrolidone, gum arabic, polyvinyl alcohol, and the like. Polyvinyl acetate, sodium polyacrylate, polyethylene glycol with an average molecular weight of 6000~20000, average Polyethylene oxide having a molecular weight of 100,000 to 5,000,000, cellulose powder such as cerium lipid (such as cephalin, lecithin, etc.), dextrin, processed starch, polyamine carboxylic acid tong compound, cross-linked polyvinylpyrrolidone, a copolymer of maleic acid and styrene, a (meth)acrylic copolymer, a half ester of a polymer composed of a polyhydric alcohol and a dicarboxylic acid anhydride, a water-soluble salt of polystyrenesulfonic acid, a paraffin wax, a terpene, Polyamine resin, polyacrylate, polyoxyethylene, wax, polyvinyl alkane ether, alkylphenol fumarin condensate, synthetic resin emulsion, and the like.

作為增黏劑，例如可列舉如黃原膠、古亞膠、迪特膠(Diutan Gum)、羧甲基纖維素、聚乙烯吡咯啶酮、羧基乙烯基聚合物、丙烯酸系聚合物、澱粉衍生物、多糖類之水溶性高分子，如高純度膨潤土、製二氧化矽(fumed silica，白碳)之無機微粉等。 Examples of the tackifier include, for example, xanthan gum, guar gum, Diutan Gum, carboxymethyl cellulose, polyvinylpyrrolidone, carboxyvinyl polymer, acrylic polymer, and starch derivative. Water-soluble polymers of substances and polysaccharides, such as high-purity bentonite, inorganic fine powder of fumed silica (white carbon), and the like.

作為著色劑，例如可列舉如氧化鐵、氧化鈦、普魯士藍之無機顏料，如茜素染料、偶氮染料、金屬酞菁染料之有機染料等。 Examples of the coloring agent include inorganic pigments such as iron oxide, titanium oxide, and Prussian blue, and organic dyes such as alizarin dyes, azo dyes, and metal phthalocyanine dyes.

作為冷凍保護劑，例如可列舉乙二醇、二乙二醇、丙二醇、甘油等之多元醇類等。 Examples of the cryoprotectant include polyhydric alcohols such as ethylene glycol, diethylene glycol, propylene glycol, and glycerin.

作為用以抗結塊或促進衰變之補助劑，例如可列舉澱粉、褐藻酸、甘露糖、半乳糖等之多糖類、聚乙烯吡咯啶酮、製二氧化矽(fumed silica，白碳)、酯膠、石油樹脂、三聚磷酸鈉、六偏磷酸鈉、硬脂酸金屬鹽、纖維素粉末、糊精、甲基丙烯酸酯之共聚物、聚乙烯吡咯啶酮、聚胺羧酸鉗合物化合物、磺化苯乙烯．異丁烯．馬來酸酐共聚物、澱粉．聚丙烯腈接枝共聚物等。 Examples of the adjuvant for anti-caking or promoting decay include polysaccharides such as starch, alginic acid, mannose, and galactose, polyvinylpyrrolidone, fumed silica, and ester. Glue, petroleum resin, sodium tripolyphosphate, sodium hexametaphosphate, metal stearate, cellulose powder, dextrin, copolymer of methacrylate, polyvinylpyrrolidone, polyamine carboxylic acid tong compound Sulfonated styrene. Isobutylene. Maleic anhydride copolymer, starch. Polyacrylonitrile graft copolymer and the like.

作為穩定劑，例如可列舉如沸石、生石灰、氧化鎂之乾燥劑、酚化合物、胺化合物、硫化合物、磷酸化合物等之抗氧化劑、水楊酸化合物、二苯甲酮化合物等之紫外線吸收劑等。 Examples of the stabilizer include, for example, a desiccant such as zeolite, quicklime or magnesia, a phenol compound, an amine compound, a sulfur compound, an antioxidant such as a phosphoric acid compound, an ultraviolet absorber such as a salicylic acid compound or a benzophenone compound, and the like. .

作為防腐劑，例如可列舉山梨酸鉀、1,2-苯並噻唑啉-3-酮等。 Examples of the preservative include potassium sorbate and 1,2-benzothiazolin-3-one.

進一步如有必要亦可使用功能性展著劑、胡椒基丁氧化物等之代謝分解抑制劑等的活性增強劑、丙二醇等之冷凍保護劑、BHT等之抗氧化劑、紫外線吸收劑等其他補助劑。 Further, if necessary, an activity enhancer such as a functional exhibiting agent, a metabolic decomposition inhibitor such as piperonyl butoxide, a cryoprotectant such as propylene glycol, an antioxidant such as BHT, or an ultraviolet absorber or the like may be used. .

有效成分化合物之摻合比例如有必要可加減，本發明之農園藝用殺蟲劑100重量份中，從0.01~90重量份之範圍適宜選擇使用即可，例如是粉劑、粒劑、乳劑或可濕性粉劑時以0.01~50重量份(相對於農園藝用殺蟲劑整體之重量為0.01~50重量%)為適當。 The blending ratio of the active ingredient compound may be added or subtracted, for example, and may be appropriately selected from the range of 0.01 to 90 parts by weight, such as a powder, a granule, an emulsion, or 100 parts by weight of the agricultural and horticultural insecticide of the present invention. The wettable powder is suitably used in an amount of 0.01 to 50 parts by weight (0.01 to 50% by weight based on the total weight of the agricultural and horticultural insecticide).

本發明之有害生物防除劑，尤其是農園藝用殺蟲劑之使用量，雖因各種因素例如目的、對象害蟲、作物之生育狀況、害蟲之發生傾向、天候、環境條件、劑型、施用方法、施用場所、施用時期等而變動，作為有效成分化合物從每10公畝為0.001g~10kg，較佳為0.01g~1kg之範圍配合目的適宜選擇即可。 The use amount of the pest control agent of the present invention, especially the agricultural and horticultural insecticide, is due to various factors such as the purpose, the target pest, the growth state of the crop, the tendency of the pest to occur, the weather, the environmental condition, the dosage form, the application method, The application site, the application period, and the like may be varied, and the compound as an active ingredient may be appropriately selected from the range of 0.001 g to 10 kg, preferably 0.01 g to 1 kg, per 10 are.

本發明之有害生物防除劑，尤其是農園藝用殺蟲劑，進一步為了以擴大防除對象病害蟲、防除適期，或是低減藥量為目的，亦可混合其他農園藝用殺蟲劑、殺蟎劑、殺 線蟲劑、殺菌劑、生物農藥等使用，又，亦可配合使用情況與除草劑、植物成長調節劑、肥料等混合使用。 The pest control agent of the present invention, especially the agricultural and horticultural insecticide, may further mix other agricultural and horticultural insecticides and killings for the purpose of expanding the control of the target pests, controlling the pests, or reducing the dose. Agent Nematodes, fungicides, biological pesticides, etc., can also be used in combination with herbicides, plant growth regulators, fertilizers, etc.

作為以此目的使用之其他農園藝殺蟲劑、殺蟎劑、殺線蟲劑，例如可例示3,5-xylyl methylcarbamate(二甲苯甲基胺基甲酸酯)(XMC)，係Bacillus thuringienses(芽孢桿菌)aizawai、Bacillus thuringienses israelensis、Bacillus thuringienses japonensis、Bacillus thuringienses kurstaki、Bacillus thuringienses tenebrionis、Bacillus thuringienses生成之結晶蛋白質毒素、BPMC、Bt毒素系殺蟲性化合物、CPCBS(chlorfenson)(殺蟎酯)、DCIP(dichlorodiisopropyl ether)(二氯異丙醚)、D-D(1,3-Dichloropropene)(1,3-二氯丙烯)、DDT、NAC、O-4-dimethylsulfamoylphenyl O,O-diethyl phosphorothioate(DSP)(O-4-二甲基胺磺醯基苯基O,O-二乙基硫代磷酸酯)、O-ethyl O-4-nitrophenyl phenylphosphonothioate(EPN)(O-乙基O-4-硝基苯基 苯基硫代磷酸酯)、tripropylisocyanurate(TPIC)(三丙基異氰脲酸酯)、氟丙菊酯(acrinathrin)、苦楝油(azadirachtin)、谷速松(azinphos-methyl)、滅蟎醌(acequinocyl)、啶蟲脒(acetamiprid)、乙醯蟲腈(acetoprole)、歐殺松(acephate)、阿維菌素(abamectin)、除蟲菌素-B(avermectin-B)、磺胺蟎酯(amidoflumet)、雙甲脒(amitraz)、棉鈴威(alanycarb)、得滅克(aldicarb)、 碸滅威(aldoxycarb)、阿特靈(aldrin)、α-硫丹(alpha-endosulfan)、α-氯氰菊酯(alpha-cypermethrin)、胺基甲酸甲酯(驅蟲藥)(albendazole)、亞列寧(allethrin)、依殺松(isazofos)、殺線蟲劑有機硫代磷酸酯類殺線蟲劑(isamidofos)、(isoamidofos)、噁唑磷(isoxathion)、異柳磷(isofenphos)、滅必蝨(isoprocarb：MIPC)、害獲滅(ivermectin)、新煙鹼類(imicyafos)、吡蟲啉(imidacloprid)、炔咪菊酯(imiprothrin)、茚蟲威(indoxacarb)、順-氰戊菊酯(esfenvalerate)、殺蟲丹(ethiofencarb)、愛殺松(ethion)、乙蟲腈(ethiprole)、乙蟎唑(etoxazole)、醚菊酯(ethofenprox)、滅線磷(ethoprophos)、益多松(etrimfos)、甲氨基阿維菌素(emamectin)、甲氨基阿維菌素苯甲酸酯(emamectin-benzoate)、硫丹(endosulfan)、烯炔菊酯(empenthrin)、草醯胺醯基(oxamyl)、碸吸磷(oxydemeton-methyl)、異亞碸磷(oxydeprofos：ESP)、奧苯噠唑(oxibendazole)、奧芬達唑(oxfendazole)、油酸鉀(Potassium oleate)、油酸鈉(sodium oleate)、硫線磷(cadusafos)、殺螟丹(cartap)、甲萘威(carbaryl)、丁硫克百威(carbosulfan)、加保扶(carbofuran)、伽瑪氰菊酯(gamma-cyhalothrin)、滅爾蝨(xylylcarb)、喹硫磷(quinalphos)、烯蟲炔酯(kinoprene)、蟎離丹(chinomethionat)、除線威(cloethocarb)、噻蟲胺( clothianidin)、四蟎嗪(clofentezine)、可芬諾(chromafenozide)、氯蟲苯甲醯胺(chlorantraniliprole)、氯氧磷(chlorethoxyfos)、殺蟲脒(chlordimeform)、氯丹(chlordane)、陶斯松(chlorpyrifos)、甲基毒死蜱(chlorpyrifos-methyl)、溴蟲清(chlorphenapyr)、殺蟎酯(chlorfenson)、毒蟲畏(chlorfenvinphos)、氟啶脲(chlorfluazuron)、克氯苯(chlorobenzilate)、氯苯甲酸酯(chlorobenzoate)、三氯殺蟎醇(大克蟎：dicofol)、殺力松(salithion)、氰乃松(cyanophos：CYAP)、汰芬隆(diafenthiuron)、除線特(diamidafos)、氰蟲醯胺(cyantraniliprole)、θ-氯氰菊酯(theta-cypermethrin)、得氯蟎(dienochlor)、新型殺蟎劑(cyenopyrafen)、殺力松(dioxabenzofos)、二苯丙醚(diofenolan)、Σ-氯氰菊酯(sigma-cypermethrin)、除線磷(dichlofenthion：ECP)、乙氰菊酯(cycloprothrin)、二氯松(dichlorvos：DDVP)、二硫松(disulfoton)、達特南(dinotefuran)、高效氯氟氰菊酯(cyhalothrin)、賽酚寧(cyphenothrin)、賽扶寧(cyfluthrin)、二福隆(diflubenzuron)、賽芬蟎(cyflumetofen)、氟蟎嗪(diflovidazin)、錫蟎丹(cyhexatin)、賽滅寧(cypermethrin)、甲基毒蟲畏(dimethylvinphos)、大滅松(dimethoate)、四氟甲醚菊酯(dimefluthrin)、矽護芬(silafluofen)、賽滅淨(cyromazine)、賜諾特(spinetoram)、賜諾殺(spinosad)、賜派芬( spirodiclofen)、螺蟲乙酯(spirotetramat)、螺甲蟎酯(spiromesifen)、氟蟲胺(sulfluramid)、硫丙磷(sulprofos)、硫滅克磷(sulfoxaflor)、傑他-賽滅寧(zeta-cypermethrin)、大利松(diazinon)、福化利(tau-fluvalinate)、邁隆(dazomet)、賽果培(thiacloprid)、賽速安(thiamethoxam)、硫敵克(thiodicarb)、殺蟲環(thiocyclam)、殺蟲(thiosultap)、殺蟲雙(thiosultap-sodium)、硫磷嗪(thionazin)、硫滅松(thiometon)、避蚊胺(deet)、地特靈(dieldrin)、殺蟲畏(tetrachlorvinphos)、得脫蟎(tetradifon)、四氟醚菊酯(tetramethylfluthrin)、胺菊酯(tetramethrin)、丁基嘧啶磷(tebupirimfos)、得芬諾(tebufenozide)、得芬瑞(tebufenpyrad)、七氟菊酯(tefluthrin)、得福隆(teflubenzuron)、滅賜松(demeton-S-methyl)、亞培松(temephos)、第滅寧(deltamethrin)、托福松(terbufos)、曲洛比利滅螺劑(tralopyril)、四溴菊酯(tralomethrin)、四氟苯菊酯(transfluthrin)、唑蚜威(triazamate)、唑蚜威(triazuron)、水楊菌胺(trichlamide)、敵百蟲(trichlorphon：DEP)、殺鈴脲(triflumuron)、脫芬瑞(tolfenpyrad)、二溴磷(naled：BRP)、硝乙脲噻唑(nithiazine)、烯啶蟲胺(nitenpyram)、諾伐隆(novaluron)、諾福隆(noviflumuron)、烯蟲乙酯(hydroprene)、甲烯氟蟲腈(vaniliprole)、繁米松(vamidothion)、巴拉松( parathion)、甲基巴拉松(parathion-methyl)、苄蟎醚(halfenprox)、氯蟲醯肼(halofenozide)、雙三氟蟲脲(bistrifluron)、殺蟲雙(bisultap)、愛美松(hydramethylnon)、羥丙基澱粉(hydroxy propyl starch)、百蟎克(binapacryl)、聯苯肼酯(bifenazate)、畢芬寧(bifenthrin)、派滅淨(pymetrozine)、白克松(pyraclorfos)、吡嗪氟蟲腈(pyrafluprole)、噠嗪(pyridafenthion)、畢達本(pyridaben)、啶蟲丙醚(pyridalyl)、基苯胺(pyrifluquinazon)、氰溴蟲醯胺(pyriprole)、百利普芬(pyriproxyfen)、比加普(pirimicarb)、畢汰芬(Pyrimidifen)、亞特松(pirimiphos-methyl)、除蟲菊酯(pyrethrins)、芬普尼(fipronil)、芬殺蟎(fenazaquin)、芬滅松(fenamiphos)、新殺蟎(bromopropylate)、撲滅松(fenitrothion：MEP)、芬諾克(fenoxycarb)、芬硫克(fenothiocarb)、苯醚菊酯(phenothrin)、丁基滅必蝨(fenobucarb)、繁福松(fensulfothion)、芬殺松(fenthion：MPP)、賽達松(phenthoate：PAP)、芬化利(fenvalerate)、芬普蟎(fenpyroximate)、芬普寧(fenpropathrin)、芬苯達唑(fenbendazole)、福賽絕(fosthiazate)、覆滅蟎(formetanate)、丁嘧啶磷(butathiofos)、布芬淨(buprofezin)、呋線威(furathiocarb)、普亞列寧(prallethrin)、嘧蟎酯(fluacrypyrim)、氟啶胺(fluazinam)、吡蟲隆( fluazuron)、殺線蟲劑(fluensulfone)、氟環(flucycloxuron)、護賽寧(flucythrinate)、氟胺氰菊酯(fluvalinate)、吡氟硫磷(flupyrazofos)、嘧蟲胺(flufenerim)、氟芬隆(flufenoxuron)、氟蟎嗪(flufenzine)、(flufenoprox)、苄蟎醚(fluproxyfen)、溴氟菊酯(flubrocythrinate)、氟蟲醯胺(flubendiamide)、氟氯苯菊酯(flumethrin)、(flurimfen)、普硫松(prothiofos)、(protrifenbute)、氟尼胺(flonicamid)、加護松(propaphos)、毆蟎多(propargite：BPPS)、佈飛松(profenofos)、丙氟菊酯(profluthrin)、安丹(propoxur：PHC)、新殺蟎(bromopropylate)、貝他-賽扶寧(beta-cyfluthrin)、六伏隆(hexaflumuron)、合賽多(hexythiazox)、飛達松(heptenophos)、百滅寧(permethrin)、異噻蟲唑(benclothiaz)、免敵克(bendiocarb)、免速達(bensultap)、西脫蟎(benzoximate)、免扶克(benfuracarb)、辛硫磷(phoxim)、裕必松(phosalone)、福賽絕(fosthiazate)、吉福松(fosthietan)、福賜米松(phosphamidon)、磷克(phosphocarb)、益滅松(phosmet：PMP)、瀏陽霉素複合物(polynactins)、覆滅蟎(formetanate)、福木松(formothion)、福瑞松(phorate)、機油(machine oil)、馬拉松(malathion)、米爾倍黴素(milbemycin)、米爾倍黴素A(milbemycin-A)、密滅汀(milbemectin)、滅蚜磷( mecarbam)、倍硫磷亞碸(mesulfenfos)、納乃得(methomyl)、聚乙醛(metaldehyde)、美氟綜(metaflumizone)、達馬松(methamidophos)、威百畝銨(metam-ammonium)、斯美地(metam-sodium)、滅賜克(methiocarb)、滅大松(methidathion：DMTP)、甲基異硫氰酸酯(methylisothiocyanate)、(methylneodecanamide)、甲基巴拉松(methylparathion)、噁蟲酮(metoxadiazone)、甲氧氯(methoxychlor)、滅芬諾(methoxyfenozide)、美特寧(metofluthrin)、烯蟲酯(methoprene)、必芬治(metolcarb)、氯氟醚菊酯(meperfluthrin)、美文松(mevinphos)、亞素靈(monocrotophos)、殺蟲單(monosultap)、賽洛寧(lambda-cyhalothrin)、蘭尼鹼(ryanodine)、祿芬隆(lufenuron)、苄呋菊酯(resmethrin)、雷皮菌素(lepimectin)、魚藤酮(rotenone)、鹽酸左旋咪唑(levamisol)、芬佈賜(fenbutatin oxide)、摩朗得(酒石酸鹽)(morantel tartarate)、溴化甲烷(Methyl bromide)、氫氧化三環己錫(cyhexatin)、石灰氮(Calcium cyanamide)、石硫合劑(Calcium polysulfide)、硫(Sulfur)、及尼古丁硫酸鹽(nicotine-sulfate)等之農園藝殺蟲劑、殺蟎劑、殺線蟲劑。 As other agricultural and horticultural insecticides, acaricides, nematicides to be used for this purpose, for example, 3,5-xylyl methylcarbamate (XMC) can be exemplified as Bacillus thuringienses (spore) Bacillus) aizawai, Bacillus thuringienses israelensis, Bacillus thuringienses japonensis, Bacillus thuringienses kurstaki, Bacillus thuringienses tenebrionis, Bacillus thuringienses crystal protein toxin, BPMC, Bt toxin insecticidal compound, PCBS (chlorfenson) (acaricidal ester), DCIP ( Dichlorodiisopropyl ether), DD(1,3-Dichloropropene)(1,3-dichloropropene), DDT, NAC, O-4-dimethylsulfamoylphenyl O, O-diethyl phosphorothioate (DSP) (O- 4-Dimethylamine sulfonylphenyl O, O-diethyl thiophosphate), O-ethyl O-4-nitrophenyl phenylphosphonothioate (EPN) (O-ethyl O-4-nitrophenylbenzene) Phosphorothioate), tripropylisocyanurate (TPIC) (tripropyl isocyanurate), flurinathrin, azadirachtin, azinphos-methyl, acequinocyl ), acetamiprid ), acetoprole, acephate, abamectin, avermectin-B, amidoflumet, amitraz , alanycarb, aldicarb, Aldoxycarb, aldrin, alpha-endosulfan, alpha-cypermethrin, albendazole, alenemine Allethrin), isazofos, nematicide organothiophosphate nematicide (isamidofos), (isoamidofos), isoxathion, isofenphos, isoprocarb: MIPC), ivermectin, imidocolos, imidacloprid, imiprothrin, indoxacarb, esfenvalerate, insecticidal Ethiofencarb, ethion, ethiprole, etoxazole, ethofenprox, ethoprophos, etrimfos, methylamino Emamectin, emamectin-benzoate, endosulfan, ementhrin, oxamyl, strontium phosphate Oxydemeton-methyl), oxydeprofos (ESP), oxibendazole, oxfendazole, Potassium oleate , sodium oleate, cadusafos, cartap, carbaryl, carbosulfan, carbofuran, gamma cyani Gum (mamma-cyhalothrin), xylylcarb, quinalphos, kinoprene, chinomethionat, cloethocarb, clothianidin Clothianidin), clofentezine, chromafenozide, chlorantraniliprole, chlorethoxyfos, chlordimeform, chlordane, chlorpyrifos ), chlorpyrifos-methyl, chlorphenapyr, chlorfenson, chlorfenvinphos, chlorfluazuron, chlorobenzilate, chlorobenzoic acid Chlorobenzoate, dicofol (dicofol), salithion, cyanophos (CYAP), diafenthiuron, diamidafos, cyantraniliprole , ta-cypermethrin, dienochlor, cyenopyrafen, dioxabenzofos, diofenolan, sigma-cypermethrin, Dephlofenthion (ECP), cycloprothrin, dichlorvos (DDVP), disulfoton, dinotefuran, cyhalothrin, Cyphenothrin, Saifu (cyfluthrin), diflubenzuron, cyflumetofen, diflovidazin, cyhexatin, cypermethrin, dimethylvinphos, dysentery Dimethoate, dimefluthrin, silafluofen, cyromazine, spinetoram, spinosad, schoping Spirodiclofen), spirotetramat, spiromesifen, sulfluramid, sulprofos, sulfoxaflor, jieta-saidin (zeta- Cypermethrin), diazinon, tau-fluvalinate, dazomet, thiacloprid, thiamethoxam, thiodicarb, thiocyclam ), thiosultap, thiosultap-sodium, thionazin, thiometon, deet, dieldrin, tetrachlorvinphos ), tetradifon, tetramethylfluthrin, tetramethrin, tebupirimfos, tebufenozide, tebufenpyrad, sulphate Ester (tefluthrin), teflubenzuron, demeton-S-methyl, temephos, deltamethrin, terfufos, and trolobili (tralopyril), trolomethrin, transfluthrin, triazamate, triazuron, Tricholamide, trichlorphon (DEP), triflumuron, tolfenpyrad, naled: BRP, nithiazine, acetamiprid Nitenpyram, novaluron, noififlumuron, hydroprene, vaniliprole, vamidothion, balason ( Parathion), parathion-methyl, halfenprox, halofenozide, bistrifluron, bisultap, hydramethylnon , hydroxy propyl starch, binapacryl, bifenazate, bifenthrin, pymetrozine, pyraclorfos, pyrazopril ), pyridafenthion, pyridaben, pyridalyl, pyrifluquinazon, pyriprole, pyriproxyfen, bicap ( Pirimicarb), Pyrimidifen, pirimiphos-methyl, pyrethrins, fipronil, fenazaquin, fenamiphos, new kill Bromopropylate, fenitrothion (MEP), fenoxycarb, fenothiocarb, phenothrin, fenobucarb, fensulfothion, Fenthion (MPP), phenothoate (PAP), fenvalerate, fen Fenpyroximate, fenpropathrin, fenbendazole, fosthiazate, formetanate, butathiofos, buprofezin, furosemide (furathiocarb), prallethrin, fluacrypyrim, fluazinam, imiprazole ( Fluazuron), fluensulfone, flucycloxuron, flucythrinate, fluvalinate, flupyrazofos, flufenerim, flufena (flufenoxuron), flufenzine, flufenoprox, fluproxyfen, flubrocythrinate, flubendiamide, flumethrin, flurimfen , prothiofos, protrifenbute, flonicamid, propaphos, propargite (BPPS), profenofos, profluthrin, andan (propoxur: PHC), new bromopropylate, beta-cyfluthrin, hexaflumuron, hexythiazox, heptenophos, and fentanin Permethrin), benclothiaz, bendiocarb, bensultap, benzoximate, benfuracarb, phoxim, phosalone ), fosthiazate, fosthietan, phosphamidon, phosphocarb ), phosmet: PMP, polynactins, formetanate, formothion, phorate, machine oil, malathion, Milbemycin, milbemycin-A, milbemectin, bismuth phosphorus Mecarbam), mesulfenfos, methomyl, metaldehyde, metaflumizone, methamidophos, metam-ammonium, Metam-sodium, metiocarb, methidathion (DMTP), methylisothiocyanate, (methylneodecanamide), methylparathion, and worm Metoxadiazone, methoxychlor, methoxyfenozide, metofluthrin, methoprene, metolcarb, meperfluthrin, essay Mevinphos, monocrotophos, monosultap, lambda-cyhalothrin, ryanodine, lufenuron, resmethrin, Lepimectin, rotenone, levamisol, fenbutatin oxide, morantel tartarate, Methyl bromide, hydroxide Cyhexatin, calcium cyanamide, stone sulphur (Cal Agricultural and horticultural insecticides, acaricides, nematicides, such as cium polysulfide), sulfur (Sulfur), and nicotine-sulfate.

作為以同樣目的使用之農園藝用殺菌劑，例如可例示金色制霉素(aureofungin)、戊環唑(azaconazole)、氧化福美雙殺菌劑(azithiram)、(acypetacs)、阿拉酸 式苯(acibenzolar)、阿拉酸式苯S甲基(acibenzolar-S-methyl)、亞托敏(azoxystrobin)、防霉靈(anilazine)、安美速(amisulbrom)、氨基丙基磷酸(ampropylfos)、唑嘧菌胺(ametoctradin)、烯丙醇(allyl alcohol)、十二嗎啉(aldimorph)、代森銨(amobam)、異噻菌胺(isotianil)、異醯菌酮(isovaledione)、吡唑萘菌胺(isopyrazam)、亞賜圃(isoprothiolane)、種菌唑(ipconazole)、依普同(iprodione)、異丙菌胺(iprovalicarb)、丙基喜樂松(iprobenfos)、依滅列(imazalil)、克熱淨(iminoctadine)、克熱淨烷苯磺酸鹽(iminoctadine-albesilate)、克熱淨三乙酸酯(iminoctadine-triacetate)、易胺座(imibenconazole)、烯效唑(uniconazole)、烯效唑P(uniconazole-P)、二甲基苯基丙烯酯(echlomezole)、護粒松(edifenphos)、乙環唑(etaconazole)、噻唑菌胺(ethaboxam)、依瑞莫(ethirimol)、伊特姆(etem)、乙氧基喹啉(ethoxyquin)、依得利(etridiazole)、烯肟菌酯(enestroburin)、依普座(epoxiconazole)、歐殺斯(oxadixyl)、嘉保信(oxycarboxin)、銅-8-羥基喹啉(copper-8-quinolinolate)、土黴素(oxytetracycline)、奧辛銅(copper-oxinate)、噁咪唑(oxpoconazole)、噁咪唑富馬酸鹽(oxpoconazole-fumarate)、歐索林酸(oxolinic acid)、辛噻酮(octhilinone)、呋醯胺(ofurace)、肟醚菌胺(orysastrobin)、斯美地(metam- sodium)等之土壤殺菌劑、嘉賜黴素(kasugamycin)、嗎菌威(carbamorph)、環丙醯菌胺(carpropamid)、貝芬替(carbendazim)、萎銹靈(carboxin)、香芹酮(carvone)、醌菌腙(quinazamid)、喹烯酮(quinacetol)、快諾芬(quinoxyfen)、滅蟎猛(quinomethionate)、四氯丹(captafol)、克菌丹(captan)、精苯霜靈(kiralaxyl)、氯苯喹唑(quinconazole)、五氯硝基苯(quintozene)、克熱淨(guazatine)、硫雜靈殺菌劑(cufraneb)、福美銅氯(cuprobam)、固毆寧(glyodin)、吉膚黴素(griseofulvin)、甘寶素(climbazole)、甲酚(cresol)、克收欣(kresoxim-methyl)、乙菌利(chlozolinate)、克黴唑(clotrimazole)、克氯綜(chlobenthiazone)、雙胺靈(chloraniformethan)、四氯苯醌(chloranil)、四氯噁(chlorquinox)、氯化苦(chloropicrin)、氯苯咪唑(chlorfenazole)、氯二硝基萘(chlorodinitronaphthalene)、百菌清(chlorothalonil)、地茂散(chloroneb)、氰菌胺(zarilamid)、水楊酸苯胺(salicylanilide)、賽座滅(cyazofamid)、焦碳酸二乙酯(diethyl pyrocarbonate)、乙黴威(diethofencarb)、環菌胺(cyclafuramid)、雙氯氰菌胺(diclocymet)、菌核利(dichlozoline)、苄氯三唑醇(diclobutrazol)、益發靈(dichlofluanid)、放線菌酮(cycloheximide)、達滅淨(diclomezine)、大克爛(dicloran)、雙氯酚(dichlorophen)、大克隆(dichlone)、雙硫崙( disulfiram)、普得松(ditalimfos)、腈硫醌(dithianon)、達克利(diniconazole)、達克利M(diniconazole-M)、代森鋅(zineb)、敵蟎普(dinocap)、敵菌死(dinocton)、硝辛酯(dinosulfon)、硝丁酯(dinoterbon)、敵蟎通(dinobuton)、硝戊酯(dinopenton)、雙吡啶硫酮(dipyrithione)、二苯基胺(diphenylamine)、待克利(difenoconazole)、賽芬胺(cyflufenamid)、二氟林(diflumetorim)、環克座(cyproconazole)、賽普洛(cyprodinil)、如酯菌胺(cyprofuram)之苯基醯胺系化合物、伏賜丁(cypendazole)、矽氟唑(simeconazole)、二甲嘧酚(dimethirimol)、達滅芬(dimethomorph)、克絕(cymoxanil)、醚菌胺(dimoxystrobin)、溴化甲烷(methyl bromide)、福美鋅(ziram)、硅噻菌胺(silthiofam)、鏈黴素(streptomycin)、螺噁茂胺(spiroxamine)、戊苯碸(sultropen)、先正達(sedaxane)、座賽胺(zoxamide)、邁隆(dazomet)、噻二嗪(thiadiazin)、噻酰菌胺(tiadinil)、氟噻亞菌胺(thiadifluor)、腐絕(thiabendazole)、(tioxymid)、硫氯苯亞胺(thiochlorfenphim)、多保淨(thiophanate)、甲基多保淨(thiophanate-methyl)、噻菌晴(thicyofen)、去蟎得(thioquinox)、蟎離丹(chinomethionat)、賽氟滅(thifluzamide)、福美雙(thiram)、癸磷錫(decafentin)、四氯硝基苯(tecnazene)、克枯爛(tecloftalam)、 (tecoram)、四克利(tetraconazole)、咪菌威(debacarb)、脫氫乙酸(dehydroacetic acid)、戊唑醇(tebuconazole)、異丁乙氧喹啉(tebufloquin)、多地辛(dodicin)、多果定(dodine)、十二基苯磺酸雙乙二胺銅錯鹽(II)、(DBEDC)、嗎菌靈(dodemorph)、菌酮(drazoxolon)、三泰隆(triadimenol)、三泰芬(triadimefon)、丁基三唑(triazbutil)、三挫磷(triazoxide)、三唑磷胺(triamiphos)、嘧菌醇(triarimol)、水楊菌胺(trichlamide)、三賽唑(tricyclazole)、滅菌唑(triticonazole)、三得芬(tridemorph)、三丁基氧化錫(tributyltin oxide)、賽福座(triflumizole)、三氟敏(trifloxystrobin)、賽福寧(triforine)、甲基益發靈(tolylfluanid)、脫克松(tolclofos-methyl)、鏈黴菌素(natamycin)、代森鈉(nabam)、酞菌酯(nitrothal-isopropyl)、硝基苯乙烯(nitrostyrene)、尼瑞莫(nuarimol)、壬基酚磺酸銅(copper nonylphenol sulfonate)、丙烯酸喹啉酯(halacrinate)、井岡黴素(validamycin)、(valifenalate)、harpin蛋白質(harpin protein)、聯苯吡菌胺(bixafen)、啶氧菌酯(picoxystrobin)、微型苯甲醯胺(picobenzamide)、硫雙二氯酚(bithionol)、比多農(bitertanol)、羥基異噁唑(hydroxyisoxazole)、羥基異噁唑鉀(hydroisoxazole-potassium)、百蟎克(binapacryl)、聯苯基(biphenyl)、粉病靈(piperalin) 、殺紋寧(hymexazol)、唑菌酯(pyraoxystrobin)、吡喃靈(pyracarbolid)、百克敏(pyraclostrobin)、白粉松(pyrazophos)、唑胺菌酯(pyrametostrobin)、甲氧苯啶菌(pyriofenone)、啶菌腈(pyridinitril)、啶斑肟(pyrifenox)、吡菌苯威(pyribencarb)、嘧黴胺(pyrimethanil)、氯甲氧吡啶(pyroxychlor)、氯吡呋醚(pyroxyfur)、咯喹酮(pyroquilon)、免克寧(vinclozolin)、噁唑菌酮(famoxadone)、菌拿靈(fenapanil)、咪唑菌酮(fenamidone)、敵克松(fenaminosulf)、芬瑞莫(fenarimol)、種衣酯(fenitropan)、氰菌胺(fenoxanil)、嘧菌腙(ferimzone)、福美鐵(ferbam)、三苯基錫(fentin)、拌種咯(fenpiclonil)、胺苯吡菌酮(fenpyrazamine)、芬克座(fenbuconazole)、甲呋醯胺(fenfuram)、苯鏽啶(fenpropidin)、芬普福(fenpropimorph)、環醯菌胺(fenhexamid)、苯酞(phthalide)、得滅多(buthiobate)、丁胺(butylamine)、布瑞莫(bupirimate)、麥穗寧(fuberidazole)、保米黴素(blasticidin-S)、福拉比(furametpyr)、呋霜靈(furalaxyl)、嘧蟎酯(fluacrypyrim)、氟啶胺(fluazinam)、氟嘧菌酯(fluoxastrobin)、三氟苯唑(fluotrimazole)、氟比來(fluopicolide)、氟吡菌醯胺(fluopyram)、氟醯亞胺(fluoroimide)、二甲呋醯胺(furcarbanil)、氟唑菌醯胺(fluxapyroxad)、氟喹唑(fluquinconazole)、氟康唑 (furconazole)、呋醚唑(furconazole-cis)、咯菌腈(fludioxonil)、護矽得(flusilazole)、氟硫滅(flusulfamide)、氟噻亞菌胺(flutianil)、福多寧(flutolanil)、護汰芬(flutriafol)、糠醛(furfural)、拌種胺(furmecyclox)、氟醯菌胺(flumetover)、氟嗎啉(flumorph)、丙氧喹啉(proquinazid)、撲克拉(prochloraz)、撲滅寧(procymidone)、硫菌威(prothiocarb)、丙硫菌唑(prothioconazole)、普拔克(propamocarb)、普克利(propiconazole)、甲基鋅乃浦(propineb)、呋甲硫菌靈(furophanate)、撲殺熱(probenazole)、溴克座(bromuconazole)、六氯丁二烯(hexachlorobutadiene)、菲克利(hexaconazole)、(hexylthiofos)、3-苯并[b]噻吩-2-基-5,6-二氢-1,4,2-噁噻嗪4-氧化物(bethoxazin)、本達樂(benalaxyl)、本達樂M(benalaxyl-M)、麥鏽靈(benodanil)、免賴得(benomyl)、披扶座(pefurazoate)、醌肟腙(benquinox)、平克座(penconazole)、抑菌啉(benzamorf)、戊菌隆(pencycuron)、苯甲羥肟酸(benzohydroxamic acid)、(bentaluron)、苯噻硫氰(benthiazole)、苯噻菌胺(benthiavalicarb-isopropyl)、吡噻菌胺(penthiopyrad)、戊苯吡菌胺(penflufen)、白克列(boscalid)、氯瘟磷(phosdiphen)、白克列(fosetyl)、乙磷鋁(fosetyl-Al)、保粒黴素(polyoxins)、保粒黴素(丁)(polyoxorim)、聚胺甲酸酯(polycarbamate )、滅菌丹(folpet)、甲醛(formaldehyde)、機油(machine oil)、代森錳(maneb)、代森錳鋅(mancozeb)、曼普胺(mandipropamid)、滅克寧(myclozolin)、邁克尼(myclobutanil)、米多黴素(mildiomycin)、代森環(milneb)、苯并威(mecarbinzid)、磺菌威(methasulfocarb)、間氯敵菌酮(metazoxolon)、威百畝(metam)、斯美地(metam-sodium)、滅達樂(metalaxyl)、右滅達樂(metalaxyl-M)、代森聯(metiram)、甲基異硫氰酸酯(methyl isothiocyanate)、消蟎多(mepthyldinocap)、滅特座(metconazole)、塞菌胺(metsulfovax)、三甲基苯基呋喃羧醯胺(methfuroxam)、苯氧菌胺(metominostrobin)、滅芬農(metrafenone)、滅派林(mepanipyrim)、精甲霜靈(mefenoxam)、消蟎多(meptyldinocap)、滅普寧(mepronil)、巴斯丹(mebenil)、碘甲烷(iodomethane)、吡咪唑(rabenzazole)、氯化苄二甲烴銨(benzalkonium chloride)、鹼性氯化銅(basic copper chloride)、鹼性硫酸銅(basic copper sulfate)、金屬銀(silver)等之無機殺菌劑、次氯酸鈉(sodium hypochlorote)、氫氧化銅(cupric hydroxide)、可濕性硫劑(wettable sulfur)、石硫合劑(calcium polysulfide)、碳酸氫鉀(potassium hydrogen carbonate)、碳酸氫鈉(sodium hydrogen carbonate)、無機硫(sulfur)、硫酸銅酐(copper sulfate anhydride)、有機鎳(nickel dimethyldithiocarbamate)、如有機銅(oxine copper)之銅系化合物硫酸鋅(zinc sulfate)、五水合硫酸銅鹽(copper sulfate)、等之農園藝用殺菌劑。 Examples of the agricultural and horticultural fungicides used for the same purpose include, for example, aureofungin, azaconazole, azimutram, (acypetacs), and aric acid. Acibenzolar, acibenzolar-S-methyl, azoxystrobin, anilazine, amisulbrom, ampropylfos, azole Ametoctradin, allyl alcohol, aldimorph, amobam, isotianil, isovaledione, pyrazol Isopyrazam, isoprothiolane, ipoconazole, iprodione, iprovalicarb, iprobenfos, imazalil, gram heat Iminoctadine, iminoctadine-albesilate, iminoctadine-triacetate, imibenconazole, uniconazole, uniconazole P (uniconazole-P), dimethyl phenyl acrylate (echlomezole), edifenphos, etaconazole, ethaboxam, ethirimol, ettem (etem) ), ethoxyquin, etridiazole, enestroburin, epoxiconazole, eus Oxadixyl, oxycarboxin, copper-8-quinolinolate, oxytetracycline, copper-oxinate, oxpoconazole, moxalimidazole Oxpoconazole-fumarate, oxolinic acid, octhilinone, ofurace, orsastrobin, metam- Soil fungicides such as sodium), kasugamycin, carbamorph, carpropamid, carbendazim, carboxin, carvone ( Carvone), quinazamid, quinacetol, quinoxyfen, quinomethionate, captafol, captan, kiralaxyl, Quinconazole, quintozene, guazatine, cufraneb, cuprobam, glyodin, jiji Griseofulvin, climbazole, cresol, kresoxim-methyl, chlozolinate, clottrimazole, chlobenthiazone, diamine Chloraniformethan), chloranil, chlorquinox, chloropicrin, chlorfenazole, chlorodinitronaphthalene, chlorothalonil, terracotta Chloronb, zarilamid, salicylanilide, cyazofamid ), diethyl pyrocarbonate, diethofencarb, cyclafuramid, diclocymet, dichlozoline, diclobutrazol , dichlofluanid, cycloheximide, diclomezine, dicloran, dichlorophen, dichlone, disulfiram ( Disulfiram), ditalimfos, dithianon, diniconazole, diniconazole-M, zineb, dinocap, enemy death Dinocton), dinosulfon, dinoterbon, dinobuton, dinopenton, dipyrithione, diphenylamine, holly Difenoconazole), cyflufenamid, diflumetorim, cyproconazole, cyprodinil, phenylproline compounds such as cyprofuram, voltazone Cypendazole), simeconazole, dimethirimol, dimethomorph, cymoxanil, dimoxystrobin, methyl bromide, ziram ), silthiofam, streptomycin, spiroxamine, sultropen, sedaxane, zoxamide, dazomet ), thiadiazin, tiadinil, thiadifluor, thiabendazole, (tioxym) Id), thiochlorfenphim, thiophanate, thiophanate-methyl, thicyofen, thioquinox, chinomethionat , thifluzamide, thiram, decafentin, tecnazene, tecloftalam, (tecoram), tetraconazole, debacarb, dehydroacetic acid, tebuconazole, tebufloquin, dodicin, Dodine, dodecylbenzene sulfonate, copper (II), (DBEDC), dodemorph, drazoxolon, triadimenol, taitaifen Triadimefon), triazbutil, triazoxide, triamiphos, triarimol, tricholamide, tricyclazole, azole (triticonazole), tridemorph, tributyltin oxide, triflumizole, trifloxystrobin, triforine, tolylfluanid, Tolclofos-methyl, natamycin, nabam, nitrothal-isopropyl, nitrostyrene, nuarimol, nonylphenol Copper nonylphenol sulfonate, halacrinate, validamycin, valifenalate, harpi n protein (harpin protein), bixafen, picoxystrobin, picobenzamide, bithionol, bitertanol, hydroxyl Hydroxyisoxazole, hydroisoxazole-potassium, binapacryl, biphenyl, piperalin , hymexazol, pyraoxystrobin, pyracarbolid, pyraclostrobin, pyrazophos, pyrametostrobin, pyriofenone , pyridinitril, pyrifenox, pyribencarb, pyrimethanil, pyroxychlor, pyroxyfur, praziquantel Pyroquilon), vinclozolin, famoxadone, fenapanil, fenamidone, fenaminosulf, fenarimol, seed coat ester Fenitropan), fenoxanil, ferimzone, ferbam, fentin, fenpiclonil, fenpyrazamine, fenke (fenbuconazole), fenfuram, fenpropidin, fenpropimorph, fenhexamid, phthalide, buthiobate, butylamine ), bupirimate, fuberidazole, blasticidin-S, furametpyr Furalaxyl, fluacrypyrim, fluazinam, fluoxastrobin, fluotrimazole, fluopicolide, flupirtine Fluopyram), fluoroimide, furcarbanil, fluxapyroxad, fluquinconazole, fluconazole (furconazole), furconazole-cis, fludioxonil, flusilazole, flusulfamide, flutianil, flutolanil, Flutriafol, furfural, furmecyclox, flumetover, flumorph, proquinazid, prochloraz, chlorpheniramine (procymidone), prothiocarb, prothioconazole, propamocarb, propiconazole, propineb, furophanate, Probenazole, bromuconazole, hexachlorobutadiene, hexaconazole, hexylthiofos, 3-benzo[b]thiophen-2-yl-5,6-di Hydrogen-1,4,2-oxathiazide 4-oxide (bethoxazin), benalaxyl, benalaxyl-M, benodanil, benomyl, Pefurazoate, benquinox, penconazole, benzamorf, pencycuron, benzohydroxamic acid, Bentaluron, benthiazole, benthiavalicarb-isopropyl, penthiopyrad, penflufen, boscalid, phosdiphen ), fosetyl, fosetyl-Al, polyoxins, polyoxorim, polycarbamate ), sterilized dan (folpet), formaldehyde (formaldehyde), engine oil, maneb, mancozeb, mandipropamid, myclozolin, micney (myclobutanil), mildiomycin, milneb, mecarbinzid, methasulfocarb, metazoxolon, metam, s Metam-sodium, metalaxyl, metalaxyl-M, metiram, methyl isothiocyanate, mepthyldinocap , metconazole, metsulfovax, methfuroxam, metominostrobin, metrafenone, mepanipyrim, Mefenoxam, meptyldinocap, mepronil, mebenil, iodomethane, rabenzazole, benzalkonium chloride ), inorganic copper chloride, basic copper sulfate, silver, etc. Agent, sodium hypochlorote, cupric hydroxide, wettable sulfur, calcium polysulfide, potassium hydrogen carbonate, sodium hydrogen carbonate ), inorganic sulfur, copper sulfate anhydride, nickel (nickel) Dimethyldithiocarbamate), such as copper sulphate zinc sulfate, copper sulfate pentahydrate, and the like.

同樣作為除草劑，例如可例示1-萘基乙醯胺(1-naphthylacetamide)、2,4-PA、2,3,6-TBA、2,3,6-TBA、2,4,5-T、2,4,5-TB、2,4-D、2,4-DB、2,4-DEB、2,4-DEP、3,4-DA、3,4-DB、3,4-DP、4-CPA、4-CPA(4-chlorophenoxyacetic acid)、4-CPB、4-CPP、MCP、MCPA、MCPA硫乙基(MCPA-thioethyl)、MCPB、MCPB、碘苯腈(ioxynil)、苯草醚(aclonifen)、草芬定(azafenidin)、亞喜芬(acifluorfen)、滅蘇民(aziprotryne)、四唑嘧磺隆(azimsulfuron)、黃草靈(asulam)、乙草胺(acetochlor)、莠去津(atrazine)、阿特拉通(atraton)、(anisuron)、莎稗磷(anilofos)、四烯雌酮(aviglycine)、離層酸(abscisic acid)、胺唑草酮(amicarbazone)、醯嘧磺隆(amidosulfuron)、殺草強(amitrole)、胺環吡克(aminocyclopyrachlor)、氯氨吡啶酸(aminopyralid)、胺嗪草酮(amibuzin)、甲基氨草磷(amiprophos-methyl)、胺嗪酮(ametridione)、草殺淨(ametryn)、拉草(alachlor)、二丙烯草胺(allidochlor)、禾草滅(alloxydim)、(alorac)、愛速隆(isouron)、丁脒胺(isocarbamid)、異噁氯草酮(isoxachlortole)、異噁草醚(isoxapyrifop)、異噁唑草酮(isoxaflutole)、異噁草胺(isoxaben) 、異草定(isocil)、異草完隆(isonoruron)、異丙隆(isoproturon)、異丙樂靈(isopropalin)、(isopolinate)、丁嗪草酮(isomethiozin)、依納素(inabenfide)、草怕津(ipazine)、鹵苯胺唑(ipfencarbazone)、氯胺草啶鹼(iprymidam)、滅草喹(imazaquin)、甲咪唑煙酸(imazapic)、依滅草(imazapyr)、伊馬札甲帕(imazamethapyr)、咪草酸(imazamethabenz)、咪草酯(imazamethabenz-methyl)、甲氧咪草煙(imazamox)、咪草煙(imazethapyr)、依速隆(imazosulfuron)、三嗪茚草胺(indaziflam)、茚草酮(indanofan)、吲哚酪酸(indolebutyric acid)、烯效唑-P(uniconazole-P)、甘草津(eglinazine)、戊草丹(esprocarb)、胺苯磺隆(ethametsulfuron)、胺苯磺隆甲基(ethametsulfuron-methyl)、乙丁烯氟靈(ethalfluralin)、硫草敵(ethiolate)、乙基吲熟酯(ethychlozate ethyl)、磺噻隆(ethidimuron)、硝草酚(etinofen)、益收生長素(ethephon)、亞速隆(ethoxysulfuron)、氯氟草醚乙酯(ethoxyfen)、(etnipromid)、乙氧草黃(ethofumesate)、乙氧苯草胺(etobenzanid)、三唑磺(epronaz)、抑草蓬(erbon)、草多索(endothal)、樂滅草(oxadiazon)、丙炔噁草酮(oxadiargyl)、去稗安(oxaziclomefone)、環氧嘧磺隆(oxasulfuron)、草噠松(oxapyrazon)、復祿芬(oxyfluorfen)、黃草消(oryzalin)、嘧苯胺磺隆(orthosulfamuron)、坪草丹( orbencarb)、苯酮唑(cafenstrole)、(cambendichlor)、除草隆(carbasulam)、三唑酮草酯(carfentrazone)、唑酮草酯(carfentrazone-ethyl)、特胺靈(karbutilate)、草長滅(carbetamide)、異噁甲草威(carboxazole)、精喹禾靈(quizalofop)、精喹禾靈-P(quizalofop-P)、快伏草(quizalofop-ethyl)、二甲苯草胺(xylachlor)、莫克草(quinoclamine)、克藻胺(quinonamid)、二氯喹啉酸(quinclorac)、氯甲喹啉酸(quinmerac)、苄草隆(cumyluron)、一氯吡啶酯(cliodinate)、嘉磷塞(glyphosate)、固殺草(glufosinate)、固殺草-P(glufosinate-P)、醚草敏(credazine)、剋草同(clethodim)、番茄美素(cloxyfonac)、麥極(clodinafop)、炔草酯(clodinafop-propargyl)、綠麥隆(chlorotoluron)、畢克草(clopyralid)、(cloproxydim)、調果酸(cloprop)、滅落寧(chlorbromuron)、2-(4-(4-氯苯氧基)苯氧基)丙酸(clofop)、異噁草酮(clomazone)、甲氧基護谷(chlomethoxynil)、甲氧除草醚(chlomethoxyfen)、克普草(clomeprop)、(chlorazifop)、氯拉秦(chlorazine)、氯酯磺草胺酸(cloransulam)、丁酞草胺(chloranocryl)、克攔本(chloramben)、氯酯磺草胺(cloransulam-methyl)、氯草敏(chloridazon)、氯嘧(chlorimuron)、氯嘧磺隆(chlorimuron-ethyl)、綠磺隆(chlorsulfuron)、四氯(chlorthal)、草克樂( chlorthiamid)、綠麥隆(chlortoluron)、草枯醚(chlornitrofen)、伐草克(chlorfenac)、燕麥酯(chlorfenprop)、氯炔靈(chlorbufam)、氟咪殺(chlorflurazole)、氯甲丹(chlorflurenol)、(chlorprocarb)、氯苯胺靈(chlorpropham)、矮壯素(chlormequat)、乙氧隆(chloreturon)、羥敵草腈(chloroxynil)、枯草隆(chloroxuron)、三氯丙酸(chloropon)、嘧啶肟草醚(saflufenacil)、草淨津(cyanazine)、氰草淨(cyanatryn)、二醛酯(di-allate)、敵草隆(diuron)、(diethamquat)、麥草畏(dicamba)、環莠隆(cycluron)、草減特(cycloate)、環殺草(cycloxydim)、除草藥(diclosulam)、環磺隆(cyclosulfamuron)、滴丙酸(dichlorprop)、滴丙酸-P(dichlorprop-P)、敵革腈(dichlobenil)、禾草靈(diclofop)、禾草畏(diclofop-methyl)、苄胺靈(dichlormate)、氯雙脲(dichloralurea)、敵草快(diquat)、咯草隆(cisanilide)、(disul)、環草隆(siduron)、氟硫草定(dithiopyr)、撻乃安(dinitramine)、酮草酯(cinidon-ethyl)、戊硝酚(dinosam)、醚磺隆(cinosulfuron)、達諾殺(dinoseb)、特樂酚(dinoterb)、地樂特(dinofenate)、丙硝酚(dinoprop)、丁基賽伏草(cyhalofop-butyl)、草乃敵(diphenamid)、枯莠隆(difenoxuron)、戊味禾草靈(difenopenten)、野燕枯甲基硫酸鹽(difenzoquat)、洒布淨( cybutryne)、環丙津(cyprazine)、三環塞草胺(cyprazole)、吡氟草胺(diflufenican)、氟草(diflufenzopyr)、可託津(dipropetryn)、希普利敏(cypromid)、賽伯刈(cyperquat)、赤黴素(gibberellin)、西瑪津(simazine)、草滅散(dimexano)、二甲草胺(dimethachlor)、草噠酮(dimidazon)、異戊乙淨(dimethametryn)、汰草滅(dimethenamid)、西草淨(simetryn)、西瑪通(simeton)、哌草丹(dimepiperate)、噁唑隆(dimefuron)、環庚草醚(cinmethylin)、滅草靈(swep)、(sulglycapin)、磺草酮(sulcotrione)、草克死(sulfallate)、甲磺草胺(sulfentrazone)、磺醯磺隆(sulfosulfuron)、嘧磺隆(sulfometuron)、甲嘧磺隆(sulfometuron-methyl)、仲丁通(secbumeton)、稀禾定(sethoxydim)、另丁津(sebuthylazine)、特草定(terbacil)、殺草隆(daimuron)、邁隆(dazomet)、茅草枯(dalapon)、噻氟隆(thiazafluron)、噻草定(thiazopyr)、唑酮磺吩酸(thiencarbazone)、噻酮磺隆(thiencarbazone-methyl)、仲草丹(tiocarbazil)、噻康唑(tioclorim)、殺丹(thiobencarb)、噻二唑草胺(thidiazimin)、噻苯隆(thidiazuron)、噻吩磺隆(thifensulfuron)、氯噻吩磺隆(thifensulfuron-methyl)、雙苯胺靈(desmedipham)、敵草淨(desmetryn)、四氟隆(tetrafluron)、欣克免速隆(thenylchlor)、牧草胺(tebutam)、丁噻隆( tebuthiuron)、特丁通(terbumeton)、得殺草(tepraloxydim)、滅蟎醌(tefuryltrione)、環磺酮(tembotrione)、異丁草胺(delachlor)、特草定(terbacil)、特草靈(terbucarb)、特丁草胺(terbuchlor)、草淨津(terbuthylazine)、特丁淨(terbutryn)、苯唑草酮(topramezone)、三甲苯草酮(tralkoxydim)、三氟草胺(triaziflam)、醚苯磺隆(triasulfuron)、野燕畏(tri-allate)、草達津(trietazine)、三氯茴香酸(tricamba)、三氯比(triclopyr)、三地芬(tridiphane)、草達克(tritac)、三氟甲磺隆(tritosulfuron)、氟胺磺隆酸(triflusulfuron)、氟胺磺隆(triflusulfuron-methyl)、氟樂靈(trifluralin)、三氟啶磺隆(trifloxysulfuron)、三丙酸甘油酯(tripropindan)、苯磺隆(tribenuron-methyl)、苯磺隆(母酸)(tribenuron)、(trifop)、三氟禾草肟(trifopsime)、三甲隆(trimeturon)、鈉得爛(naptalam)、殺奈丹(naproanilide)、滅落脫(napropamide)、煙嘧磺隆(nicosulfuron)、滅殺草(nitralin)、除草醚(nitrofen)、三氟甲草醚(nitrofluorfen)、氟氯草胺(nipyraclofen)、草不隆(neburon)、達草滅(norflurazon)、草完隆(noruron)、燕麥靈(barban)、多效唑(paclobutrazol)、巴拉刈(paraquat)、對氟隆(parafluron)、氟啶草(haloxydine)、蓋草能(haloxyfop)、蓋草能-P(haloxyfop-P)、甲基合氯氟( haloxyfop-methyl)、(halosafen)、氯吡(halosulfuron)、氯吡嘧磺隆(halosulfuron-methyl)、毒莠定(picloram)、氟吡醯草胺(picolinafen)、(bicyclopyrone)、農美利(bispyribac)、雙草醚(bispyribac-sodium)、噠嗪酮乙酸(pydanon)、唑啉草酯(pinoxaden)、治草醚(bifenox)、哌草磷(piperophos)、殺紋寧(hymexazol)、雙唑草腈(pyraclonil)、磺醯草吡唑(pyrasulfotole)、苄草唑(pyrazoxyfen)、吡嘧(pyrazosulfuron)、百速隆(pyrazosulfuron-ethyl)、吡唑特(pyrazolate)、畢拉草(bilanafos)、派芬草(pyraflufen-ethyl)、三氯吡啶酚(pyriclor)、噠草醇(pyridafol)、嘧硫(pyrithiobac)、嘧草硫醚(pyrithiobac-sodium)、必汰草(pyridate)、環酯草醚(pyriftalid)、稗草畏(pyributicarb)、嘧啶肟草醚(pyribenzoxim)、嘧啶硫蕃(pyrimisulfan)、氟嘧磺隆(primisulfuron)、嘧草醚(pyriminobac-methyl)、派羅克殺草碸(pyroxasulfone)、啶磺草胺(pyroxsulam)、(fenasulam)、棉胺寧(phenisopham)、非草隆(fenuron)、異噁苯碸(fenoxasulfone)、噁唑菌胺(fenoxaprop)、噁唑菌胺-P(fenoxaprop-P)、噁唑禾草靈(fenoxaprop-ethyl)、硫酚(phenothiol)、涕丙酸(fenoprop)、醯草隆(phenobenzuron)、唑禾草酸(fenthiaprop)、非諾特羅(fenteracol)、四唑啉酮(fentrazamide)、甜菜寧(phenmedipham)、乙基甜菜 寧(phenmedipham-ethyl)、丁基拉草(butachlor)、氟丙嘧草酯(butafenacil)、抑草磷(butamifos)、丁噻隆(buthiuron)、丁硫咪唑酮(buthidazole)、丁草特(butylate)、炔草隆(buturon)、丁烯草胺(butenachlor)、丁苯草酮(butroxydim)、比達寧(butralin)、丁苯草酮(butroxydim)、伏速隆(flazasulfuron)、甲氟燕靈(flamprop)、氧草醚(furyloxyfen)、丙炔草胺(prynachlor)、氟嘧磺隆(primisulfuron-methyl)、吡氟禾草靈(fluazifop)、吡氟禾草靈-P(fluazifop-P)、伏寄普(fluazifop-butyl)、異丙吡草酯(fluazolate)、氯氟吡氧乙酸(fluroxypyr)、氟硫隆(fluothiuron)、伏草隆(fluometuron)、乙羧氟(fluoroglycofen)、氟咯草酮(flurochloridone)、福泰芬(fluorodifen)、氟除草醚(fluoronitrofen)、唑啶草(fluoromidine)、氟酮磺隆(flucarbazone)、氟酮磺隆鈉(flucarbazone-sodium)、氟消草(fluchloralin)、氟吡磺隆(flucetosulfuron)、嗪草(fluthiacet)、氟乙草酯(fluthiacet-methyl)、氟啶嘧磺隆(flupyrsulfuron)、氟噻草胺(flufenacet)、吡氟草胺(flufenican)、氟噠嗪草酯(flufenpyr)、氟單丙嘧草酯(flupropacil)、氟丙酸(flupropanate)、氟胺草唑(flupoxam)、丙炔氟草胺(flumioxazin)、氟烯草酸(flumiclorac)、甲基合氯氟(flumiclorac-pentyl)、炔草胺(flumipropyn)、地喹氯铵(flumezin)、伏草隆(fluometuron)、唑嘧磺草胺 (flumetsulam)、氟啶草酮(fluridone)、夫草酮(flurtamone)、氯氟吡氧乙酸(fluroxypyr)、普拉草(pretilachlor)、撲滅生(proxan)、甘撲津(proglinazine)、環丙腈津(procyazine)、氨基丙氟靈(prodiamine)、甲硫磺樂靈(prosulfalin)、氟磺隆(prosulfuron)、苄草丹(prosulfocarb)、普拔草(propaquizafop)、毒草胺(propachlor)、撲滅津(propazine)、敵稗(propanil)、戊炔草胺(propyzamide)、異丙草胺(propisochlor)、茉莉酸丙酯(prohydrojasmon)、嗪咪唑嘧磺隆(propyrisulfuron)、苯胺靈(propham)、氟唑草胺(profluazol)、環丙弗樂林(profluralin)、調環酸鈣(prohexadione-calcium)、丙苯磺隆(propoxycarbazone)、丙苯磺隆鈉(propoxycarbazone-sodium)、氯苯噻草酮(profoxydim)、除草定(bromacil)、溴莠敏(brompyrazon)、撲草淨(prometryn)、撲減通(prometon)、溴苯腈(bromoxynil)、溴酚肟(bromofenoxim)、溴丁草胺(bromobutide)、溴苯腈(bromobonil)、雙氟磺草胺(florasulam)、六氯丙酮(hexachloroacetone)、環嗪酮(hexazinone)、烯草胺(pethoxamid)、草除靈(benazolin)、平速爛(penoxsulam)、克草敵(pebulate)、氟丁草胺(beflubutamid)、萬隆(vernolate)、佈福松(perfluidone)、醯苯草酮(bencarbazone)、胺酸殺(benzadox)、苄草胺(benzipram)、苄寜激素( benzylaminopurine)、苯噻隆(benzthiazuron)、雙苯嘧草酮(benzfendizone)、地散磷(bensulide)、免速隆(bensulfuron-methyl)、苯甲醯丙(benzoylprop)、苯並雙環酮(benzobicyclon)、吡草酮(benzofenap)、氟草黃(benzofluor)、本達隆(bentazone)、戊醯苯草胺(pentanochlor)、殺草丹(benthiocarb)、施得圃(pendimethalin)、環戊噁草酮(pentoxazone)、倍尼芬(benfluralin)、吠草黃(benfuresate)、殺木膦(fosamine)、氟磺胺草醚(fomesafen)、雙氟磺草胺(foramsulfuron)、福芬素(forchlorfenuron)、順丁烯二醯肼(maleic hydrazide)、二甲四氯丙酸(mecoprop)、二甲四氯丙酸-P(mecoprop-P)、特樂酚(medinoterb)、磺胺磺隆(mesosulfuron)、甲磺胺磺隆(mesosulfuron-methyl)、甲基磺草酮(mesotrione)、滅莠津(mesoprazine)、格草淨(methoprotryne)、吡草胺(metazachlor)、滅草唑(methazole)、環醚吡嘧磺隆(metazosulfuron)、噻唑隆(methabenzthiazuron)、苯嗪草酮(metamitron)、噁唑醯草胺(metamifop)、威百畝(metam)、(methalpropalin)、滅草恆(methiuron)、異噁噻草醚(methiozolin)、(methiobencarb)、甲基殺草隆(methyldymron)、甲氧隆(metoxuron)、磺草唑胺(metosulam)、甲磺隆(metsulfuron)、甲黃隆(metsulfuron-methyl)、二甲噠草伏(metflurazon)、溴谷隆(metobromuron)、吡喃隆 (metobenzuron)、醚草通(methometon)、異丙甲草胺(metolachlor)、滅必淨(metribuzin)、縮節胺(mepiquat-chloride)、滅芬草(mefenacet)、伏草胺(mefluidide)、庚草胺(monalide)、單甲異噁隆(monisouron)、滅草隆(monuron)、一氯乙酸(monochloroacetic acid)、綠谷龍(monolinuron)、禾大壯(molinate)、伐草快(morfamquat)、碘磺隆(iodosulfuron)、碘甲磺隆(iodosulfuron-methyl-sodium)、苯諾茨林(iodobonil)、碘甲烷(iodomethane)、乳氟禾草靈(lactofen)、利谷隆(linuron)、玉嘧黃隆(rimsulfuron)、環草定(lenacil)、硫氰苯胺(rhodethanil)、過氧化鈣(calcium peroxide)、溴化甲烷(methyl bromide)等之除草劑。 Also as herbicides, for example, 1-naphthylacetamide, 2,4-PA, 2,3,6-TBA, 2,3,6-TBA, 2,4,5-T can be exemplified. , 2,4,5-TB, 2,4-D, 2,4-DB, 2,4-DEB, 2,4-DEP, 3,4-DA, 3,4-DB, 3,4-DP , 4-CPA, 4-CPA (4-chlorophenoxyacetic acid), 4-CPB, 4-CPP, MCP, MCPA, MCPA-thioethyl, MCPB, MCPB, ioxynil, phenyl Acelonifen, azafenidin, acifluorfen, aziprotryne, azimsulfuron, asulam, acetochlor, atrazine (atrazine), attraton, (anisuron), anilofos, avidycine, abscisic acid, amicarbazone, sulfimazine Aldosulfuron, amitrol, aminocyclopyrachlor, aminopyralid, amibuzin, amiprophos-methyl, amidazinone (ametridione), ametryn, alachlor, allidochlor, alloxydim, (alorac), ailong (iso Uron), isocarbamid, isoxachlortole, isoxapyrifop, isoxaflutole, isoxaben , isocil, isororuron, isoproturon, isopropalin, isopolinate, isomethiozin, inabenfide, Ipazine, ipfencarbazone, iprymidam, imazaquin, imazapic, imazapyr, imazapyr (imazamethapyr), imazamethabenz, imazamethabenz-methyl, imazamox, imazethapyr, imazosulfuron, indaziflam , indanofan, indolebutyric acid, uniconazole-P, eglinazine, esprocarb, ethametsulfuron, amine benzene Ethametsulfuron-methyl, ethalfluralin, ethiolate, ethychlozate ethyl, ethidimuron, etinofen, Ethephon, ethoxysulfuron, ethoxyfen, etnipromid, ethoxylated yellow Ethofumesate), etobenzanid, epronaz, erbon, endothal, oxadiazon, oxadiargyl, go Oxaziclomefone, oxasulfuron, oxapyrazon, oxyfluorfen, oryzalin, orthosulfamuron, pingcaodan Orbencarb), cafenstrole, cambendichlor, carbasulam, carfentrazone, carfentrazone-ethyl, karbutilate, grass long-cut ( Carbetamide), carboxazole, quizalofop, quizalofop-P, quizalofop-ethyl, xylachlor, mo Quinoclamine, quinonamid, quinclorac, quinmerac, cumyluron, cloodinate, glyphosate ), glufosinate, glufosinate-P, cedazine, clethodim, cloxyfonac, clodinafop, clodinafop-propargyl (clodinafop-propargyl), chlorotoluron, clopyralid, cloproxydim, cloprop, chlorbromuron, 2-(4-(4-chlorophenoxy) ) clofop, clomazone, chlomethoxynil, chlomethoxyfen, clomeprop, (chlo) Razifop), chlorazine, cloransulam, chloranocryl, chloramben, cloransulam-methyl, chloramphenicol Chloridazon), chlorimuron, chlorimuron-ethyl, chlorsulfuron, chlorthal, turf ( Chlorthiamid), chlortoluron, chlornitrofen, chlorfenac, chlorfenprop, chlorbufam, chlorflurazole, chlorflurenol (chlorprocarb), chlorpropham, chlormequat, chloreturon, chloroxynil, chloroxuron, chloropon, pyrimidine Saflufenacil, cyanazine, cyanatryn, di-allate, diuron, diethamquat, dicamba, ring humilis Cyclaron), cycloate, cycloxydim, diclosulam, cyclosulfamuron, dichlorprop, dichlorprop-P, enemies Nitrile (dichlobenil), diclofop, diclofop-methyl, dichlormate, dichloralurea, diquat, cisanilide, Disul), siduron, dithiopyr, dinitramine, cinidon-ethyl, pentoxide (din Osam), cinosulfuron, dinoseb, dinoterb, dinofenate, dinoprop, cyhalofop-butyl, grass Diphenamid, difenoxuron, difenopenten, difenzoquat, sprinkle Cybutryne), cyprazine, cyprazole, diflufenican, diflufenzopyr, dipropetryn, cypromid, cyber Cyperquat, gibberellin, simazine, dimexano, dimethachlor, dimidazon, dimethametryn, Dimethenamid, simetryn, simeton, dimepiperate, dimefuron, cinmethylin, swep, Sulglycapin), sulcotrione, sulfallate, sulfentrazone, sulfosulfuron, sulfometuron, sulfometuron-methyl, Secbumeton, sethoxydim, sebuthylazine, terbacil, daimuron, dazomet, dalapon, teflon (thiazafluron), thiazopyr, thiencarbazone, thiencarbazone-methyl, tiocarbazil, thiophene Tioclorim, thiobencarb, thidiazimin, thidiazuron, thifensulfuron, thifensulfuron-methyl, diphenylamine (desmedipham) ), desmetryn, tetrafluron, thenylchlor, tebutam, butadithiazol Tebuthiuron), terbumeton, tepraloxydim, tefuryltrione, tembotrione, delachlor, terbacil, Tetrachlor ( Terbucarb), terbuchlor, terbuthylazine, terbutryn, topramezone, tralkoxydim, triaziflam, ether Triasulfuron, tri-allate, trietazine, tricamba, triclopyr, tridiphane, tritac ), tritosulfuron, triflusulfuron, triflusulfuron-methyl, trifluralin, trifloxysulfuron, tripropionate Tripropindan, tribenuron-methyl, tribenuron, trifop, trifopsime, trimeturon, naptalam , naproanilide, napropamide, nicosulfuron, nitralin, nitrofen, Nitrofluorfen, nipyraclofen, neburon, norflurazon, noruron, barban, paclobutrazol, para Paraquat, parafluron, haloxydine, haloxyfop, haloxyfop-P, methyl chlorofluoro Haloxyfop-methyl), (halosafen), halosulfuron, halosulfuron-methyl, picloram, picolinafen, bicyclopyrone, bispyribac ), bispyribac-sodium, pydanone, piroxaden, bifenox, piperophos, hymexazol, bisazole Pyraclonil, pyrasulfotole, pyrazoxyfen, pyrazosulfuron, pyrazoosulfuron-ethyl, pyrazolate, bilanafos , pyraflufen-ethyl, pyriclor, pyridafol, pyrithiobac, pyrithiobac-sodium, pyridate, cyclic ester Pyrifalid, pyributicarb, pyribenzoxim, pyrimisulfulan, primisulfuron, pyriminobac-methyl, pyrochlor Pyroxasulfone, pyroxulam, (fenasulam), phenisopham, fenuron, dysentery Fenoxasulfone, fenoxaprop, fenoxaprop-P, fenoxaprop-ethyl, phenothiol, fenoprop, 醯Phenomenzuron, fenthiaprop, fenteracol, fentrazamide, phenmedipham, ethyl beet Ning (phenmedipham-ethyl), butachlor, butafenacil, butamifos, buthiuron, buthidazole, butarate , buturon, butenachlor, butroxydim, butralin, butroxydim, flazasulfuron, meffluoride (flamprop), furyloxyfen, prynachlor, primisulfuron-methyl, fluazifop, fluazifop-P , fluazifop-butyl, fluazolate, fluroxypyr, fluothiuron, fluometuron, fluoroglycofen, fluoride Flurochloridone, fluorodifen, fluoronitrofen, fluoromidine, flucarbazone, flucarbazone-sodium, fluoxacil Fluflualin, flucetosulfuron, fluthiacet, fluthiacet-methyl, flupyrsul Furon), flufenacet, flufenican, flufenpyr, flupropacil, flupropanate, fluoxetine Flupooxam), flumioxazin, flumiclorac, flumiclorac-pentyl, flumipropyn, flumezin, fluometuron Azoxysulfuron (flumetsulam), fluridone, flurtamone, fluroxypyr, pretilachlor, proxan, proglinazine, cyclopropane Procyazine, prodiamine, prosulfalin, prosulfuron, prosulfocarb, propaquizafop, propachlor, fight Propazine, propanil, propyzamide, propisochlor, prohydrojasmon, propyrisulfuron, propham, Profluazol, profluralin, prohexadione-calcium, propoxycarbazone, propoxycarbazone-sodium, chlorfenapyr Profoxydim, bromacil, brompyrazon, prometryn, prometon, bromoxynil, bromofenoxim, bromobutachlor (bromobutide), bromobenil, florasulam, hexachlor Oacetone), hexazinone, pethoxamid, benazolin, penoxsulam, pebulate, beflubutamid, vernolate ), perfluidone, bencarbazone, benzadox, benzipram, benzammonium ( Benzaminopurine), benzthiazuron, benzfendizone, bensulide, bensulfuron-methyl, benzoylprop, benzobicyclon , benzofenap, benzofluor, bentazone, pentanochlor, benthiocarb, pendimethalin, pentoxazone (pentoxazone) ), benfluralin, benfuresate, fosamine, fomesafen, foramsulfuron, forchlorfenuron, butene Maleic hydrazide, mecoprop, mecoprop-P, medinoteb, mesosulfuron, metsulfuron (mesosulfuron-methyl), mesotrione, mesoprazine, methoprotryne, metazachlor, methazole, cyclic ether pyrazosulfuron ( Metazosulfuron), methabenzthiazuron, metaamitron, metamefop, Metam, (methalpropalin), methiuron, methiozolin, methibencarb, methyldymron, metoxuron, sulfoxazolamide (metosulam), metsulfuron, metsulfuron-methyl, metflurazon, metobromuron, pyrolon (metobenzuron), metometon, metolachlor, metribuzin, mepiquat-chloride, mefenacet, mefluidide, Monalide, monisouron, monuron, monochloroacetic acid, monolinuron, mollated, morfamquat ), iodosulfuron, iodosulfuron-methyl-sodium, iodobonil, iodomethane, lactofen, linuron , herbicides such as rimsulfuron, lenacil, rhodetanil, calcium peroxide, methyl bromide, and the like.

又，作為生物農藥，例如由與核多角體病毒(Nuclear polyhedrosis virus、NPV)、顆粒病病毒(Granulosis virus、GV)、細胞質多角體病病毒(Cytoplasmic polyhedrosis virus、CPV)、昆蟲痘病毒(EntomopoXI virus、EPV)等之病毒製劑、瘤捕單頂孢(Monacrosporium phymatophagum)、斯氏線蟲(Steinernema carpocapsae)、昆蟲寄生性線蟲(Steinernema kushidai)、巴斯德芽孢菌(Pasteuria penetrans)等之作為殺蟲或殺線蟲劑利用之微生物農藥，綠色木黴(Trichoderma lignorum)、農桿菌(Agrobacterium radiobactor)、非病原性細菌性軟腐病( Erwinia carotovora)、枯草芽孢桿菌(Bacillus subtilis)等之作為殺菌劑使用之微生物農藥，野油菜黃單胞菌(Xanthomonas campestris)等之作為除草劑利用之生物農藥等混合使用，可期待同樣的效果。 Further, as a biological pesticide, for example, nuclear polyhedrosis virus (NPV), Granulosis virus (GV), Cytoplasmic polyhedrosis virus (CPV), EntomopoXI virus (EntomopoXI virus) , EPV) and other viral preparations, Monacrosporium phymatophagum, Steinernema carpocapsae, Steinernema kushidai, Pasteuria penetrans, etc. as insecticidal or Microbial pesticides used by nematicides, Trichoderma lignorum, Agrobacterium radiobactor, non-pathogenic bacterial soft rot ( Erwinia carotovora), a microbial pesticide used as a bactericide such as Bacillus subtilis, and a biological pesticide used as a herbicide such as Xanthomonas campestris can be expected to have the same effect.

進一步作為生物農藥，例如麗蚜小蜂(Encarsia formosa)、寄生蜂(Aphidius colemani)、癭蠅(Aphidoletes aphidimyza)、潛蠅姬小蜂(Diglyphus isaea)、小繭蜂(Dacnusa sibirica)、智利捕植蟎(Phytoseiulus persimilis)、胡瓜捕植蟎(Amblyseius cucumeris)、曹氏小黑花椿象(Orius sauteri)等之天敵生物、白殭菌(Beauveria brongniartii)等之微生物農藥、亦可與(Z)-10-十四烯基=乙酸酯、(E,Z)-4,10-十四碳二烯基=乙酸酯、(Z)-8-十二烯基=乙酸酯、(Z)-11-十四烯基=乙酸酯、(Z)-13-二十烯-10-酮、14-甲基-1-十八烯等之費洛蒙劑併用。 Further as bio-pesticides, such as Encarsia formosa, Aphidius colemani, Aphidoletes aphidimyza, Diglyphus isaea, Dacnusa sibirica, Chile Microbial pesticides such as Phytoseiulus persimilis, Amblyseius cucumeris, Orius sauteri, and Beauveria brongniartii, and (Z)-10 -tetradecenyl=acetate, (E,Z)-4,10-tetradecadienyl=acetate, (Z)-8-dodecenyl=acetate, (Z)- A pheromone of 11-tetradecenyl=acetate, (Z)-13-eicosene-10-one, 14-methyl-1-octadecene or the like is used in combination.

以下對於本發明化合物製造之實施例以及本發明殺蟲劑之製劑及殺蟲效果表示於實施例，本發明並非限定於該實施例者。 The following examples of the preparation of the compound of the present invention and the preparation and insecticidal effect of the insecticide of the present invention are shown in the examples, and the present invention is not limited to the examples.

[實施例] [Examples] 實施例1-1 Example 1-1

將1,2-苯二胺10g、七氟-2-碘丙烷32.7g、碳酸鈉 14.6g及硫酸氫四丁基銨1g，依順序加入乙酸乙酯100ml及水100ml之混合液中。室溫攪拌下，將二亞硫磺酸鈉16g分成少許少許花30分鐘加入。添加終了後，升溫至40℃攪拌1小時。分離有機層之後，以飽和食鹽水洗淨，以硫酸鎂乾燥。於減壓下由餾去溶劑而得到4-七氟異丙基-1,2-苯二胺24.3g。 1,2-phenylenediamine 10g, heptafluoro-2-iodopropane 32.7g, sodium carbonate 14.6 g and 1 g of tetrabutylammonium hydrogen sulfate were added to a mixed liquid of 100 ml of ethyl acetate and 100 ml of water in this order. 16 g of sodium disulfite was added to a small amount of flower for 30 minutes while stirring at room temperature. After the addition was completed, the temperature was raised to 40 ° C and stirred for 1 hour. After the organic layer was separated, it was washed with brine and dried over magnesium sulfate. The solvent was distilled off under reduced pressure to give 24.3 g of 4-heptafluoroisopropyl-1,2-phenylenediamine.

1H-NMR(CDCl3,ppm)：3.46(2H,brs)，3.61(2H,brs)，6.74(1H,d)，6.91(1H,d)，6.95(1H,s) 1 H-NMR (CDCl 3 , ppm): 3.46 (2H, brs), 3.61 (2H, brs), 6.74 (1H, d), 6.91 (1H, d), 6.95 (1H, s)

實施例1-2 Example 1-2

將4-七氟異丙基-1,2-苯二胺2.76g溶解於三氟乙酸5ml，加熱回流下進行3小時反應。反應終了後，減壓下餾去過剩之三氟乙酸，將得到之殘渣由以醚-己烷混合溶劑洗淨而得到5-七氟異丙基-2-三氟甲基-1H-苯並咪唑3.1g。物性：m.p.132-133℃。 2.76 g of 4-heptafluoroisopropyl-1,2-phenylenediamine was dissolved in 5 ml of trifluoroacetic acid, and the mixture was heated under reflux for 3 hours. After the completion of the reaction, the excess trifluoroacetic acid was distilled off under reduced pressure, and the obtained residue was washed with ether-hexane mixed solvent to give 5- heptafluoroisopropyl-2-trifluoromethyl-1H-benzene. Imidazole 3.1g. Physical properties: m.p. 132-133 °C.

實施例1-3 Examples 1-3

將5-七氟異丙基-2-三氟甲基-1H-苯並咪唑2.12g及3-甲基-4-硝基苄基溴化物1.38g溶解於乙腈20ml，加入 碳酸鉀1.25g，加熱回流下進行3小時反應。反應終了後，加入水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到5-七氟異丙基-1-(3-甲基-4-硝基苄基)-2-三氟甲基-1H-苯並咪唑1.5g(物性：m.p.95℃)及6-七氟異丙基-1-(3-甲基-4-硝基苄基)-2-三氟甲基-1H-苯並咪唑0.9g(物性：m.p.96℃)。 2.12 g of 5-heptafluoroisopropyl-2-trifluoromethyl-1H-benzimidazole and 1.38 g of 3-methyl-4-nitrobenzyl bromide were dissolved in 20 ml of acetonitrile and added. 1.25 g of potassium carbonate was heated under reflux for 3 hours. After the reaction was completed, water was added and the mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue obtained was purified by chromatography eluting with chrome gel column to give 5-heptafluoroisopropyl-1-(3-methyl-4-nitrobenzyl)- 2-trifluoromethyl-1H-benzimidazole 1.5g (physical properties: mp95 ° C) and 6-heptafluoroisopropyl-1-(3-methyl-4-nitrobenzyl)-2-trifluoro Methyl-1H-benzimidazole 0.9 g (physical property: mp 96 ° C).

實施例1-4 Examples 1-4

將5-七氟異丙基-1-(3-甲基-4-硝基苄基)-2-三氟甲基-1H-苯並咪唑1.0g溶解於乙醇20ml，加入氯化銨0.53g、鐵粉0.56g及水10ml，於室溫攪拌3小時。反應終了後，使用矽藻土去除不溶物之後，加入水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑而得到1-(4-胺基-3-甲苄基)-5-七氟異丙基-2-三氟甲基-1H-苯並咪唑0.94g。 1.0 g of 5-heptafluoroisopropyl-1-(3-methyl-4-nitrobenzyl)-2-trifluoromethyl-1H-benzimidazole was dissolved in 20 ml of ethanol, and ammonium chloride 0.53 g was added. Iron powder 0.56 g and water 10 ml were stirred at room temperature for 3 hours. After the completion of the reaction, the insoluble matter was removed using diatomaceous earth, and water was added thereto, followed by extraction with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to give 1-(4-amino-3-methylbenzyl)-5-heptafluoroisopropyl-2-trifluoromethyl-1H-benzimidazole.

1H-NMR(CDCl3,ppm)：2.03(3H,s)，3.62(2H,brs)，5.41(2H,s)，6.62(1H,d)，6.86(1H,d)，6.90(1H,s)，7.43(1H,d)，7.55(1H,d)，8.19(1H,s) 1 H-NMR (CDCl 3 , ppm): 2.03 (3H, s), 3.62 (2H, brs), 5.41 (2H, s), 6.62 (1H, d), 6.86 (1H, d), 6.90 (1H, s), 7.43 (1H, d), 7.55 (1H, d), 8.19 (1H, s)

同樣方法進行，由6-七氟異丙基-1-(3-甲基-4-硝基苄基)-2-三氟甲基-1H-苯並咪唑0.9g而得到1-(4-胺基-3-甲苄基)-6-七氟異丙基-2-三氟甲基-1H-苯並咪唑0.84g。 The same procedure was carried out to obtain 1-(4-) from 6-heptafluoroisopropyl-1-(3-methyl-4-nitrobenzyl)-2-trifluoromethyl-1H-benzimidazole 0.9 g. Amino-3-methylbenzyl)-6-heptafluoroisopropyl-2-trifluoromethyl-1H-benzimidazole 0.84 g.

1H-NMR(CDCl3,ppm)：2.10(3H,s)，3.66(2H,brs)，5.43(2H,s)，6.61(1H,d)，6.86(1H,d)，6.90(1H,s)，7.57(1H,d)，7.62(1H,s)，7.99(1H,d) 1 H-NMR (CDCl 3 , ppm): 2.10 (3H, s), 3.66 (2H, brs), 5.43 (2H, s), 6.61 (1H, d), 6.86 (1H, d), 6.90 (1H, s), 7.57 (1H, d), 7.62 (1H, s), 7.99 (1H, d)

實施例1-5. (S)-N1-{4-〔(5-七氟異丙基-2-三氟甲基-1H-苯並咪唑-1-基)甲基〕-2-甲基苯基}-3-碘-N2-(1-甲基-2-甲硫基乙基)鄰苯二甲醯胺(化合物No.1-289)及(S)-N1-{4-〔(6-七氟異丙基-2-三氟甲基-1H-苯並咪唑-1-基)甲基〕-2-甲基苯基}-3-碘-N2-(1-甲基-2-甲硫基乙基)鄰苯二甲醯胺(化合物No.1-146)之合成 Example 1-5. (S)-N 1 -{4-[(5-Heptafluoroisopropyl-2-trifluoromethyl-1H-benzimidazol-1-yl)methyl]-2-methyl Phenyl}}iodo-N 2 -(1-methyl-2-methylthioethyl)phthalic acid amide (Compound No. 1-289) and (S)-N 1 -{4 -[(6-heptafluoroisopropyl-2-trifluoromethyl-1H-benzimidazol-1-yl)methyl]-2-methylphenyl}-3-iodo-N 2 -(1- Synthesis of methyl-2-methylthioethyl)phthalic acid (Compound No. 1-146)

將於實施例1-4所製造之1-(4-胺基-3-甲苄基)-5-七氟異丙基-2-三氟甲基-1H-苯並咪唑0.71g及(S)-4-碘-3-(1-甲基-2-甲硫基乙基亞胺基)-3H-異苯並呋喃-1- 酮0.60g溶解於乙腈5ml，加入三氟乙酸0.01g，於室溫攪拌3小時。反應終了後，於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到(S)-N1-{4-〔(5-七氟異丙基-2-三氟甲基-1H-苯並咪唑-1-基)甲基〕-2-甲基苯基}-3-碘-N2-(1-甲基-2-甲硫基乙基)鄰苯二甲醯胺(化合物No.1-289)1.08g。 1-(4-Amino-3-methylbenzyl)-5-heptafluoroisopropyl-2-trifluoromethyl-1H-benzimidazole 0.71 g and (S) prepared in Example 1-4 0.60 g of 4-iodo-3-(1-methyl-2-methylthioethylimino)-3H-isobenzofuran-1-one was dissolved in 5 ml of acetonitrile, and 0.01 g of trifluoroacetic acid was added. Stir at room temperature for 3 hours. After the completion of the reaction, the solvent was distilled off under reduced pressure, and the residue obtained was purified by chromatography on a silica gel column to obtain (S)-N 1 -{4-[(5-heptafluoroisopropyl) -2-trifluoromethyl-1H-benzimidazol-1-yl)methyl]-2-methylphenyl}-3-iodo-N 2 -(1-methyl-2-methylthioethyl O-phthalimide (Compound No. 1-289) 1.08 g.

1H-NMR(CDCl3,ppm)：1.26(3H,d)，1.94(3H,s)，2.28(3H,s)，2.56(2H,m)，4.31(1H,m)，5.52(2H,s)，6.07(1H,d)，6.98(1H,s)，7.03(1H,d)，7.22(1H,t)，7.40(1H,d)，7.58(1H,d)，7.80(1H,d)，7.97(1H,d)，8.18(1H,d)，8.22(1H,s)，8.31(1H,s) 1 H-NMR (CDCl 3 , ppm): 1.26 (3H, d), 1.94 (3H, s), 2.28 (3H, s), 2.56 (2H, m), 4.31 (1H, m), 5.52 (2H, s), 6.07 (1H, d), 6.98 (1H, s), 7.03 (1H, d), 7.22 (1H, t), 7.40 (1H, d), 7.58 (1H, d), 7.80 (1H, d ), 7.97 (1H, d), 8.18 (1H, d), 8.22 (1H, s), 8.31 (1H, s)

同樣方法進行，由於實施例1-4所製造之1-(4-胺基-3-甲苄基)-6-七氟異丙基-2-三氟甲基-1H-苯並咪唑0.71g，而得到(S)-N1-{4-〔(6-七氟異丙基-2-三氟甲基-1H-苯並咪唑-1-基)甲基〕-2-甲基苯基}-3-碘-N2-(1-甲基-2-甲硫基乙基)鄰苯二甲醯胺(化合物No.1-146)0.70g。 The same procedure was carried out, since 1-(4-amino-3-methylbenzyl)-6-heptafluoroisopropyl-2-trifluoromethyl-1H-benzimidazole 0.71 g manufactured in Example 1-4. And (S)-N 1 -{4-[(6-heptafluoroisopropyl-2-trifluoromethyl-1H-benzimidazol-1-yl)methyl]-2-methylphenyl }-3-Iodo-N 2 -(1-methyl-2-methylthioethyl)phthalic acid amide (Compound No. 1-146) 0.70 g.

1H-NMR(CDCl3,ppm)：1.22(3H,d)，1.92(3H,s)，2.26(3H,s)，2.57(2H,m)，4.29(1H,m)，5.53( 2H,s)，6.16(1H,d)，6.97(1H,s)，7.01(1H,d)，7.20(1H,t)，7.59-7.64(2H,m)，7.78(1H,d)，7.96(1H,d)，8.03(1H,d)，8.17(1H,d)，8.31(1H,s) 1 H-NMR (CDCl 3 , ppm): 1.22 (3H, d), 1.92 (3H, s), 2.26 (3H, s), 2.57 (2H, m), 4.29 (1H, m), 5.53 (2H, s), 6.16 (1H, d), 6.97 (1H, s), 7.01 (1H, d), 7.20 (1H, t), 7.59-7.64 (2H, m), 7.78 (1H, d), 7.96 (1H) , d), 8.03 (1H, d), 8.17 (1H, d), 8.31 (1H, s)

實施例2. (S)-N1-{4-〔(5-七氟異丙基-2-三氟甲基-1H-苯並咪唑-1-基)甲基〕-2-甲基苯基}-3-碘-N2-(1-甲基-2-甲亞磺醯基乙基)鄰苯二甲醯胺(化合物No.1-290)及(S)-N1-{4-〔(5-七氟異丙基-2-三氟甲基-1H-苯並咪唑-1-基)甲基〕-2-甲基苯基}-3-碘-N2-(1-甲基-2-甲磺醯基乙基)鄰苯二甲醯胺(化合物No.1-291)之合成 Example 2. (S)-N 1 -{4-[(5-heptafluoroisopropyl-2-trifluoromethyl-1H-benzimidazol-1-yl)methyl]-2-methylbenzene -3- -3-iodo-N 2 -(1-methyl-2-methylsulfinylethyl) phthalic acid amide (Compound No. 1-290) and (S)-N 1 -{4 -[(5-heptafluoroisopropyl-2-trifluoromethyl-1H-benzimidazol-1-yl)methyl]-2-methylphenyl}-3-iodo-N 2 -(1- Synthesis of methyl-2-methylsulfonylethyl) phthalic acid amide (Compound No. 1-291)

將(S)-N1-{4-〔(5-七氟異丙基-2-三氟甲基-1H-苯並咪唑-1-基)甲基〕-2-甲基苯基}-3-碘-N2-(1-甲基-2-甲硫基乙基)鄰苯二甲醯胺0.83g溶解於氯仿5ml，冰冷下，加入m-氯過氧苯甲酸(75%)0.35g，於室溫攪拌1小時。反應終了後，依硫代硫酸鈉水溶液、飽和碳酸氫鈉水溶液、飽和食鹽水順序洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到(S)-N1-{4-〔(5-七氟異丙基-2-三氟甲基-1H-苯並咪唑-1-基)甲基〕-2-甲基苯基}-3-碘-N2-(1-甲基-2-甲亞磺醯基乙基)鄰苯二甲醯胺(化合物No.1- 290)0.4g及(S)-N1-{4-〔(5-七氟異丙基-2-三氟甲基-1H-苯並咪唑-1-基)甲基〕-2-甲基苯基}-3-碘-N2-(1-甲基-2-甲磺醯基乙基)鄰苯二甲醯胺(化合物No.1-291)0.4g。 (S)-N 1 -{4-[(5-heptafluoroisopropyl-2-trifluoromethyl-1H-benzimidazol-1-yl)methyl]-2-methylphenyl}- 0.83 g of 3-iodo-N 2 -(1-methyl-2-methylthioethyl)phthalic acid was dissolved in 5 ml of chloroform, and under ice cooling, m-chloroperoxybenzoic acid (75%) 0.35 was added. g, stirred at room temperature for 1 hour. After the completion of the reaction, the mixture was washed with an aqueous sodium thiosulfate solution, a saturated aqueous sodium hydrogen carbonate solution and brine, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue obtained was purified by chromatography on a silica gel column to give (S)-N 1 -{4-[(5-heptafluoroisopropyl-2-tris) Fluoromethyl-1H-benzimidazol-1-yl)methyl]-2-methylphenyl}-3-iodo-N 2 -(1-methyl-2-methylsulfinylethyl) Benzoxamine (Compound No. 1-290) 0.4g and (S)-N 1 -{4-[(5-heptafluoroisopropyl-2-trifluoromethyl-1H-benzimidazole-1 -yl)methyl]-2-methylphenyl}-3-iodo-N 2 -(1-methyl-2-methylsulfonylethyl)phthalic acid amide (Compound No. 1-291) ) 0.4g.

(化合物No.1-290)1H-NMR(CDCl3,ppm)：1.32(3H,d)，2.18(3H,s)，2.24(3H,s)，2.78(2H,m)，4.35(1H,m)，5.52(2H,s)，6.97(1H,s)，6.99(1H,d)，7.13(1H,t)，7.45(1H,d)，7.60(2H,d)，7.77(1H,d)，7.89(1H,d)，8.03(1H,d)，8.23(1H,s)，8.43(1H,s) (Compound No. 1-190) 1 H-NMR (CDCl 3 , ppm): 1.32 (3H, d), 2.18 (3H, s), 2.24 (3H, s), 2.78 (2H, m), 4.35 (1H) , m), 5.52 (2H, s), 6.97 (1H, s), 6.99 (1H, d), 7.13 (1H, t), 7.45 (1H, d), 7.60 (2H, d), 7.77 (1H, d), 7.89 (1H, d), 8.03 (1H, d), 8.23 (1H, s), 8.43 (1H, s)

(化合物No.1-291)1H-NMR(CDCl3,ppm)：1.44(3H,d)，2.23(3H,s)，2.71(3H,s)，3.22(2H,m)，4.52(1H,m)，5.51(2H,s)，6.90(1H,d)，6.95-6.98(2H,m)，7.12(1H,t)，7.45(1H,d)，7.60-7.63(2H,m)，7.88(2H,d)，8.19(1H,s)，8.23(1H,s) (Compound No. 1-291) 1 H-NMR (CDCl 3 , ppm): 1.44 (3H, d), 2.23 (3H, s), 2.71 (3H, s), 3.22 (2H, m), 4.52 (1H) , m), 5.51 (2H, s), 6.90 (1H, d), 6.95-6.98 (2H, m), 7.12 (1H, t), 7.45 (1H, d), 7.60-7.63 (2H, m), 7.88(2H,d), 8.19(1H,s), 8.23(1H,s)

實施例3-1. Example 3-1.

將依照實施例1-1之製造方法而合成之4-七氟異丙基-1,2-苯二胺2.76g溶解於乙酸10ml及水3ml之混合液中，冰冷攪拌下，滴下亞硝酸鈉0.76g之水2ml溶液。滴下終了後，升溫至80℃攪拌1小時之後，加入冰水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸 鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以醚-己烷混合溶劑洗淨而得到5-七氟異丙基-1H-苯並三唑2.3g。物性：m.p.151-152℃。 2.76 g of 4-heptafluoroisopropyl-1,2-phenylenediamine synthesized according to the production method of Example 1-1 was dissolved in a mixture of 10 ml of acetic acid and 3 ml of water, and sodium nitrite was added dropwise under ice-cooling stirring. 0.76 g of water in 2 ml of solution. After the completion of the dropwise addition, the mixture was heated to 80 ° C for 1 hour, and then ice water was added thereto, followed by extraction with ethyl acetate. The organic layer was washed with saturated brine to make anhydrous sulfuric acid Magnesium is dry. The solvent was distilled off under reduced pressure, and the obtained residue was washed with ethyl ether-hexane solvent to afford 5-g- fluoro isopropyl-1H-benzotriazole (2.3 g). Physical properties: m.p. 151-152 ° C.

實施例3-2. Example 3-2.

將依照實施例3-1之製法方法合成之5-七氟異丙基-1H-苯並三唑1.3g及3-甲基-4-硝基苄基溴化物1.04g溶解於乙腈20ml，加入碳酸鉀0.7g，加熱回流下進行3小時反應。反應終了後，加入水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到5-七氟異丙基-1-(3-甲基-4-硝基苄基)-1H-苯並三唑0.62g(物性：m.p.80-81℃)、6-七氟異丙基-1-(3-甲基-4-硝基苄基)-1H-苯並三唑0.59g(物性：m.p.55-58℃)、及5-七氟異丙基-2-(3-甲基-4-硝基苄基)-2H-苯並三唑0.32g(NMR數據)。 1.5 g of 5-heptafluoroisopropyl-1H-benzotriazole and 1.04 g of 3-methyl-4-nitrobenzyl bromide synthesized according to the method of the method of Example 3-1 were dissolved in 20 ml of acetonitrile, and added. 0.7 g of potassium carbonate was reacted under heating under reflux for 3 hours. After the reaction was completed, water was added and the mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue obtained was purified by chromatography on a chrome gel column to give 5-heptyfluoroisopropyl-1-(3-methyl-4-nitrobenzyl). -1H-benzotriazole 0.62g (physical properties: mp80-81 ° C), 6-heptafluoroisopropyl-1-(3-methyl-4-nitrobenzyl)-1H-benzotriazole 0.59 g (physical property: mp 55-58 ° C), and 5-heptafluoroisopropyl-2-(3-methyl-4-nitrobenzyl)-2H-benzotriazole 0.32 g (NMR data).

1H-NMR(CDCl3,ppm)：2.61(3H,s)，5.94(2H,s)，7.40(1H,d)，7.41(1H,s)，7.60(1H,d)，7.96(1H,d)，7.97(1H,d)，8.24(1H,s) 1 H-NMR (CDCl 3 , ppm): 2.61 (3H, s), 5.94 (2H, s), 7.40 (1H, d), 7.41 (1H, s), 7.60 (1H, d), 7.96 (1H, d), 7.97 (1H, d), 8.24 (1H, s)

實施例3-3. Example 3-3.

依照實施例3-2之製法方法合成之5-七氟異丙基-1-(3-甲基-4-硝基苄基)-1H-苯並三唑0.62g溶解於乙醇12ml，加入氯化銨0.37g、鐵粉0.38g及水6ml，於室溫下攪拌3小時。反應終了後，使用矽藻土去除不溶物之後，加入水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑而得到1-(4-胺基-3-甲苄基)-5-七氟異丙基-1H-苯並三唑0.57g。 0.62 g of 5-heptafluoroisopropyl-1-(3-methyl-4-nitrobenzyl)-1H-benzotriazole synthesized according to the method of Example 3-2 was dissolved in 12 ml of ethanol, and chlorine was added. 0.37 g of ammonium, 0.38 g of iron powder and 6 ml of water were stirred at room temperature for 3 hours. After the completion of the reaction, the insoluble matter was removed using diatomaceous earth, and water was added thereto, followed by extraction with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to give 1-(4-amino-3-methylbenzyl)-5-heptafluoroisopropyl-1H-benzotriazole, 0.57 g.

1H-NMR(CDCl3,ppm)：2.15(3H,s)，3.66(2H,brs)，5.73(2H,s)，6.63(1H,d)，7.09(1H,d)，7.20(1H,s)，7.45(1H,d)，7.91(1H,d)，8.20(1H,s) 1 H-NMR (CDCl 3 , ppm): 2.15 (3H, s), 3.66 (2H, brs), 5.73 (2H, s), 6.63 (1H, d), 7.09 (1H, d), 7.20 (1H, s), 7.45 (1H, d), 7.91 (1H, d), 8.20 (1H, s)

實施例3-4. (S)-3-氯-N1-{4-〔(5-七氟異丙基-1H-苯並三唑-1-基)甲基〕-2-甲基苯基}-N2-(1-甲基-2-甲硫基乙基)鄰苯二甲醯胺(化合物No.5-10)之合成 Example 3-4. (S)-3-Chloro-N 1 -{4-[(5-heptafluoroisopropyl-1H-benzotriazol-1-yl)methyl]-2-methylbenzene Synthesis of }--N 2 -(1-methyl-2-methylthioethyl)phthalic acid amide (Compound No. 5-10)

將依照實施例3-3之製法方法合成之1-(4-胺基-3-甲苄基)-5-七氟異丙基-1H-苯並三唑0.53g及(S)-4-氯-3-(1-甲基-2-甲硫基乙基亞胺基)-3H-異苯並呋喃-1- 酮0.39g溶解於乙腈5ml，加入三氟乙酸0.01g，於室溫下攪拌3小時。反應終了後，於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到(S)-3-氯-N1-{4-〔(5-七氟異丙基-1H-苯並三唑-1-基)甲基〕-2-甲基苯基}-N2-(1-甲基-2-甲硫基乙基)鄰苯二甲醯胺(化合物No.5-10)0.72g。物性：m.p.127-129℃。 1-(4-Amino-3-methylbenzyl)-5-heptafluoroisopropyl-1H-benzotriazole 0.53 g and (S)-4- which were synthesized according to the method of Example 3-3. 0.39 g of chloro-3-(1-methyl-2-methylthioethylimino)-3H-isobenzofuran-1-one was dissolved in 5 ml of acetonitrile, and 0.01 g of trifluoroacetic acid was added at room temperature. Stir for 3 hours. After the completion of the reaction, the solvent was distilled off under reduced pressure, and the residue obtained was purified by chromatography on a silica gel column to obtain (S)-3-chloro-N 1 -{4-[(5-? Fluoroisopropyl-1H-benzotriazol-1-yl)methyl]-2-methylphenyl}-N 2 -(1-methyl-2-methylthioethyl)phthalic acid Amine (Compound No. 5-10) 0.72 g. Physical properties: mp127-129 °C.

實施例4-1. Example 4-1.

將日本特開2001-122836號所記載之4-七氟異丙基-2-甲基苯胺2.0g溶解於乙酸8ml，加入亞硝酸鈉0.6g，於室溫攪拌下進行一晝夜反應。反應終了後，以飽和碳酸氫鈉水溶液中和，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到5-七氟異丙基-1H-吲唑1.1g。物性：m.p.129-130℃。 2.0 g of 4-heptafluoroisopropyl-2-methylaniline described in JP-A-2001-122836 was dissolved in 8 ml of acetic acid, and 0.6 g of sodium nitrite was added thereto, and the mixture was stirred at room temperature for a day and night reaction. After the reaction was completed, it was neutralized with a saturated aqueous sodium hydrogen carbonate solution and extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained residue was purified by chromatography on a chrome gel column chromatography to give a mixture of 5- heptafluoroisopropyl-1H-carbazole. Physical properties: m.p. 129-130 ° C.

實施例4-2. Example 4-2.

將於實施例4-1所製造之5-七氟異丙基-1H-吲唑 0.86g及3-甲基-4-硝基苄基溴化物0.76g溶解於乙腈20ml，加入碳酸鉀0.82g，加熱回流下進行3小時反應。反應終了後，加入水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到5-七氟異丙基-1-(3-甲基-4-硝基苄基)-1H-吲唑0.98g。 5-Heptafluoroisopropyl-1H-carbazole to be produced in Example 4-1 0.86 g and 0.76 g of 3-methyl-4-nitrobenzyl bromide were dissolved in 20 ml of acetonitrile, and 0.82 g of potassium carbonate was added thereto, and the mixture was heated under reflux for 3 hours. After the reaction was completed, water was added and the mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue obtained was purified by chromatography on a chrome gel column to give 5-heptyfluoroisopropyl-1-(3-methyl-4-nitrobenzyl). -1H-carbazole 0.98 g.

1H-NMR(CDCl3,ppm)：2.57(3H,s)，5.66(2H,s)，7.15(1H,d)，7.20(1H,s)，7.44(1H,d)，7.58(1H,d)，7.93(1H,d)，8.09(1H,s)，8.18(1H,s) 1 H-NMR (CDCl 3 , ppm): 2.57 (3H, s), 5.66 (2H, s), 7.15 (1H, d), 7.20 (1H, s), 7.44 (1H, d), 7.58 (1H, d), 7.93 (1H, d), 8.09 (1H, s), 8.18 (1H, s)

實施例4-3. Example 4-3.

將於實施例4-2所製造之5-七氟異丙基-1-(3-甲基-4-硝基苄基)-1H-吲唑0.98g溶解於乙醇20ml，加入氯化銨0.53g、鐵粉0.56g及水10ml，於室溫下攪拌3小時。反應終了後，使用矽藻土去除不溶物之後，加入水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑而得到1-(4-胺基-3-甲苄基)-5-七氟異丙基-1H-吲唑0.91g。 0.98 g of 5-heptafluoroisopropyl-1-(3-methyl-4-nitrobenzyl)-1H-carbazole manufactured in Example 4-2 was dissolved in 20 ml of ethanol, and ammonium chloride 0.53 was added. g, iron powder 0.56 g and water 10 ml, and stirred at room temperature for 3 hours. After the completion of the reaction, the insoluble matter was removed using diatomaceous earth, and water was added thereto, followed by extraction with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to give 1-(4-amino-3-methylbenzyl)-5-heptafluoroisopropyl-1H-carbazole.

1H-NMR(CDCl3,ppm)：2.11(3H,s)，3.61(2H,brs)，5.48(2H,s)，6.61(1H,d)，6.97(1H,d)，7.00(1H,s)，7.47(1H,d)，7.51(1H,d)，8.02(1H,s)， 8.11(1H,s) 1 H-NMR (CDCl 3 , ppm): 2.11 (3H, s), 3.61 (2H, brs), 5.48 (2H, s), 6.61 (1H, d), 6.97 (1H, d), 7.00 (1H, s), 7.47 (1H, d), 7.51 (1H, d), 8.02 (1H, s), 8.11 (1H, s)

實施例4-4. (S)-3-氯-N1-{4-〔(5-七氟異丙基-1H-吲唑-1-基)甲基〕-2-甲基苯基}-N2-(1-甲基-2-甲硫基乙基)鄰苯二甲醯胺(化合物No.6-1)之合成 Example 4-4. (S)-3-Chloro-N 1 -{4-[(5-heptafluoroisopropyl-1H-indazol-1-yl)methyl]-2-methylphenyl} Synthesis of -N 2 -(1-methyl-2-methylthioethyl)phthalic acid amide (Compound No. 6-1)

將於實施例4-3所製造之1-(4-胺基-3-甲苄基)-5-七氟異丙基-1H-吲唑0.91g及(S)-4-氯-3-(1-甲基-2-甲硫基乙基亞胺基)-3H-異苯並呋喃-1-酮0.67g溶解於乙腈5ml，加入三氟乙酸0.01g，於室溫下攪拌3小時。反應終了後，於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到(S)-3-氯-N1-{4-〔(5-七氟異丙基-1H-吲唑-1-基)甲基〕-2-甲基苯基}-N2-(1-甲基-2-甲硫基乙基)鄰苯二甲醯胺(化合物No.6-1)1.28g。物性：m.p.100℃。 1-(4-Amino-3-methylbenzyl)-5-heptafluoroisopropyl-1H-indazole 0.91 g and (S)-4-chloro-3- which were produced in Example 4-3 0.67 g of (1-methyl-2-methylthioethylimino)-3H-isobenzofuran-1-one was dissolved in 5 ml of acetonitrile, and 0.01 g of trifluoroacetic acid was added thereto, followed by stirring at room temperature for 3 hours. After the completion of the reaction, the solvent was distilled off under reduced pressure, and the residue obtained was purified by chromatography on a silica gel column to obtain (S)-3-chloro-N 1 -{4-[(5-? Fluoroisopropyl-1H-indazol-1-yl)methyl]-2-methylphenyl}-N 2 -(1-methyl-2-methylthioethyl) phthalic acid ( Compound No. 6-1) 1.28 g. Physical properties: mp100 °C.

實施例5-1. Example 5-1.

將5-氯-1H-吲哚0.99g及3-甲基-4-硝基苄基溴化物 1.50g溶解於DMF 10ml，加入碳酸鉀1.08g，於60℃下進行3小時反應。反應終了後，加入水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到5-氯-1-(3-甲基-4-硝基苄基)-1H-吲哚1.5g。 5-Chloro-1H-indole 0.99g and 3-methyl-4-nitrobenzyl bromide 1.50 g was dissolved in 10 ml of DMF, and 1.08 g of potassium carbonate was added thereto, and the reaction was carried out at 60 ° C for 3 hours. After the reaction was completed, water was added and the mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue obtained was purified by chromatography on a gel column to give 5-chloro-1-(3-methyl-4-nitrobenzyl)-1H-indole.哚 1.5g.

實施例5-2. Example 5-2.

將5-氯-1-(3-甲基-4-硝基苄基)-1H-吲哚1.2g溶解於乙醇20ml，加入氯化銨1.07g、鐵粉1.12g及水10ml，於室溫下攪拌3小時。反應終了後，使用矽藻土去除不溶物之後，加入水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑而得到1-(4-胺基-3-甲苄基)-5-氯-1H-吲哚1.1g。 Dissolve 1.2 g of 5-chloro-1-(3-methyl-4-nitrobenzyl)-1H-indole in 20 ml of ethanol, add 1.07 g of ammonium chloride, 1.12 g of iron powder and 10 ml of water at room temperature. Stir under 3 hours. After the completion of the reaction, the insoluble matter was removed using diatomaceous earth, and water was added thereto, followed by extraction with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to give 1-(4-amino-3-methylbenzyl)-5-chloro-1H-indole 1.1 g.

實施例5-3. Example 5-3.

將1-(4-胺基-3-甲苄基)-5-氯-1H-吲哚1.1g及苯二甲酸酐0.6g溶解於乙酸10ml，加熱回流下進行3小時反 應。反應終了後，加入水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以醚-己烷混合溶劑洗淨而得到2-{4-[(5-氯-1H-吲哚-1-基)甲基]-2-甲基苯基}異吲哚啉(Isoindoline)-1,3-二酮1.6g。 1.1 g of 1-(4-amino-3-methylbenzyl)-5-chloro-1H-indole and 0.6 g of phthalic anhydride were dissolved in 10 ml of acetic acid, and heated under reflux for 3 hours. should. After the reaction was completed, water was added and the mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained residue was washed with ether-hexane mixed solvent to give 2-{4-[(5-chloro-1H-indol-1-yl)methyl]-2 -Methylphenyl}isoporphyrin-1,3-dione 1.6 g.

實施例5-4. Example 5-4.

將2-{4-[(5-氯-1H-吲哚-1-基)甲基]-2-甲基苯基}異吲哚啉-1,3-二酮1.6g、七氟-2-碘丙烷1.4g、碳酸鈉0.64g及硫酸氫四丁基銨0.05g，依丙腈30ml及水30ml之混合液順序加入。室溫攪拌下，將二亞硫磺酸鈉0.84g分成少許少許花30分鐘加入。添加終了後，升溫至40℃攪拌1小時。分離有機層之後，以飽和食鹽水洗淨，以硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到2-{4-[(5-氯-3-七氟異丙基-1H-吲哚-1-基)甲基]-2-甲基苯基}異吲哚啉-1,3-二酮1.6g。物性：m.p.196-198℃。 2-{4-[(5-Chloro-1H-indol-1-yl)methyl]-2-methylphenyl}isoindoline-1,3-dione 1.6g, heptafluoro-2 1.4 g of iodine propane, 0.64 g of sodium carbonate, and 0.05 g of tetrabutylammonium hydrogen sulfate were added in this order in a mixture of 30 ml of propionitrile and 30 ml of water. 0.84 g of sodium disulfite was added to a little a little for 30 minutes with stirring at room temperature. After the addition was completed, the temperature was raised to 40 ° C and stirred for 1 hour. After the organic layer was separated, it was washed with brine and dried over magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained residue was purified by chromatography on a chrome gel column to give 2-{4-[(5-chloro-3-heptafluoroisopropyl-1H-indole). -1-yl)methyl]-2-methylphenyl}isoindoline-1,3-dione 1.6 g. Physical properties: m.p. 196-198 ° C.

實施例5-5. Example 5-5.

將2-{4-[(5-氯-3-七氟異丙基-1H-吲哚-1-基)甲基]-2-甲基苯基}異吲哚啉-1,3-二酮1.25g溶解於乙醇20ml，加入胼水合物(Hydrazine hydrate)0.33g，加熱回流下進行3小時反應。放冷後，過濾去除不溶物，於減壓下餾去溶劑。將所得到之殘渣溶解於醚，再次去除不溶物，餾去溶劑而得到1-(4-胺基-3-甲苄基)-5-氯-3-七氟異丙基-1H-吲哚0.96g。 2-{4-[(5-Chloro-3-heptafluoroisopropyl-1H-indol-1-yl)methyl]-2-methylphenyl}isoindoline-1,3-di 1.25 g of the ketone was dissolved in 20 ml of ethanol, and 0.33 g of hydrazine hydrate was added thereto, and the mixture was heated under reflux for 3 hours. After allowing to cool, the insoluble matter was removed by filtration, and the solvent was evaporated under reduced pressure. The obtained residue was dissolved in ether, the insoluble matter was removed again, and the solvent was evaporated to give 1-(4-amino-3-methylbenzyl)-5-chloro-3-heptafluoroisopropyl-1H-indole. 0.96g.

1H-NMR(CDCl3,ppm)：2.13(3H,s)，3.62(2H,brs)，5.18(2H,s)，6.62(1H,d)，6.80(1H,d)，6.83(1H,s)，7.19(1H,d)，7.27(1H,d)，7.34(1H,s)，7.42(1H,s) 1 H-NMR (CDCl 3 , ppm): 2.13 (3H, s), 3.62 (2H, brs), 5.18 (2H, s), 6.62 (1H, d), 6.80 (1H, d), 6.83 (1H, s), 7.19 (1H, d), 7.27 (1H, d), 7.34 (1H, s), 7.42 (1H, s)

實施例5-6. (S)-3-氯-N1-{4-〔(5-氯-3-七氟異丙基-1H-吲哚-1-基)甲基〕-2-甲基苯基}-N2-(1-甲基-2-甲硫基乙基)鄰苯二甲醯胺(化合物No.7-10)之合成 Example 5-6. (S)-3-Chloro-N 1 -{4-[(5-chloro-3-heptafluoroisopropyl-1H-indol-1-yl)methyl]-2-yl Synthesis of phenylphenyl}-N 2 -(1-methyl-2-methylthioethyl)phthalic acid amide (Compound No. 7-10)

將依照實施例5-5之製造方法合成之1-(4-胺基-3- 甲苄基)-5-氯-3-七氟異丙基-1H-吲哚0.31g及(S)-4-氯-3-(1-甲基-2-甲硫基乙基亞胺基)-3H-異苯並呋喃-1-酮0.23g溶解於乙腈3ml，加入三氟乙酸0.01g，於室溫下攪拌3小時。反應終了後，於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到(S)-3-氯-N1-{4-〔(5-氯-3-七氟異丙基-1H-吲哚-1-基)甲基〕-2-甲基苯基}-N2-(1-甲基-2-甲硫基乙基)鄰苯二甲醯胺(化合物No.7-10)0.43g。物性：m.p.144-146℃。 1-(4-Amino-3-methylbenzyl)-5-chloro-3-heptafluoroisopropyl-1H-indole 0.31 g and (S)- synthesized according to the production method of Example 5-5. 4-chloro-3-(1-methyl-2-methylthioethylimino)-3H-isobenzofuran-1-one 0.23g dissolved in acetonitrile 3ml, added with trifluoroacetic acid 0.01g, in room Stir for 3 hours under temperature. After the completion of the reaction, the solvent was distilled off under reduced pressure, and the residue obtained was purified by chromatography on a silica gel column to obtain (S)-3-chloro-N 1 -{4-[(5-chloro) 3-heptafluoroisopropyl-1H-indol-1-yl)methyl]-2-methylphenyl}-N 2 -(1-methyl-2-methylthioethyl)-o-phenyl Formamidine (Compound No. 7-10) 0.43 g. Physical properties: mp144-146 °C.

實施例6-1. Example 6-1.

將2,5-二氟硝基苯9.55g溶解於DMF 60ml，加入環丙胺3.4g及碳酸鉀12.4g。於60℃下攪拌3小時之後，加入冰水，以乙酸乙酯萃取。將有機層依飽和碳酸氫鈉水溶液、飽和食鹽水順序洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到N-環丙基-4-氟-2-硝基苯胺11.0g。 9.55 g of 2,5-difluoronitrobenzene was dissolved in 60 ml of DMF, and 3.4 g of cyclopropylamine and 12.4 g of potassium carbonate were added. After stirring at 60 ° C for 3 hours, ice water was added and extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium hydrogen carbonate solution and brine, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained residue was purified by chromatography on silica gel column chromatography to afford 11.0 g of N-cyclopropyl-4-fluoro-2-nitroaniline.

實施例6-2. Example 6-2.

將於實施例6-1所得到之N-環丙基-4-氟-2-硝基苯胺11.0g溶解於乙醇200ml，加入氯化銨15.0g、鐵粉15.6g 及水100ml，於室溫下攪拌3小時。反應終了後，使用矽藻土去除不溶物之後，加入水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑而得到N1-環丙基-4-氟-1,2-苯二胺9.2g。 11.0 g of N-cyclopropyl-4-fluoro-2-nitroaniline obtained in Example 6-1 was dissolved in 200 ml of ethanol, and 15.0 g of ammonium chloride, 15.6 g of iron powder and 100 ml of water were added thereto at room temperature. Stir under 3 hours. After the completion of the reaction, the insoluble matter was removed using diatomaceous earth, and water was added thereto, followed by extraction with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. Under reduced pressure and the solvent was distilled off to give N 1 - cyclopropyl-4-fluoro-1,2-phenylenediamine 9.2g.

實施例6-3. Example 6-3.

將實施例6-2所得到之N1-環丙基-4-氟-1,2-苯二胺9.2g、七氟-2-碘丙烷20.0g、碳酸鈉8.7g及硫酸氫四丁基銨0.5g，依乙酸乙酯100ml及水100ml之混合液順序加入。室溫攪拌下，將二亞硫磺酸鈉11.5g分成少許少許花30分鐘加入。添加終了後，於室溫下攪拌1小時。分離有機層之後，以飽和食鹽水洗淨，以硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到N1-環丙基-4-氟-5-七氟異丙基-1,2-苯二胺12.8g。 9.2 g of N 1 -cyclopropyl-4-fluoro-1,2-phenylenediamine, 20.0 g of heptafluoro-2-iodopropane, 8.7 g of sodium carbonate and tetrabutyl hydrogen sulfate obtained in Example 6-2 0.5 g of ammonium was added in the order of a mixture of 100 ml of ethyl acetate and 100 ml of water. After stirring at room temperature, 11.5 g of sodium disulfite was added to a small amount of flower for 30 minutes. After the addition was completed, the mixture was stirred at room temperature for 1 hour. After the organic layer was separated, it was washed with brine and dried over magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained residue was purified by chromatography on a chrome gel column to give N 1 -cyclopropyl-4-fluoro-5-heptafluoroisopropyl-1,2- Phenylenediamine 12.8 g.

1H-NMR(CDCl3,ppm)：0.51(2H,m)，0.77(2H,m)，2.45(1H,m)，3.59(1H,brs)，3.65(2H,brs)，6.48(2H,d)，7.13(1H,d) 1 H-NMR (CDCl 3 , ppm): 0.51 (2H, m), 0.77 (2H, m), 2.45 (1H, m), 3.59 (1H, brs), 3.65 (2H, brs), 6.48 (2H, d), 7.13 (1H, d)

實施例6-4. Example 6-4.

將於實施例6-3所得到之N1-環丙基-4-氟-5-七氟異丙基-1,2-苯二胺2.6g溶解於THF 10ml，加入1,1’-羰基二咪唑2.5g，加熱回流下進行2小時反應。反應終了後，加入冰水，以乙酸乙酯萃取。將有機層依1N鹽酸水、飽和食鹽水順序洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到1-環丙基-5-氟-6-(七氟異丙基)苯並咪唑啉酮2.5g。 2.6 g of N 1 -cyclopropyl-4-fluoro-5-heptafluoroisopropyl-1,2-phenylenediamine obtained in Example 6-3 was dissolved in 10 ml of THF, and 1,1'-carbonyl was added. 2.5 g of diimidazole was reacted under reflux with heating for 2 hours. After the reaction was completed, ice water was added and the mixture was extracted with ethyl acetate. The organic layer was washed successively with 1N aqueous hydrochloric acid and brine, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained residue was purified by chromatography on a chrome gel column to give 1-cyclopropyl-5-fluoro-6-(heptafluoroisopropyl)benzimidazoline. Ketone 2.5g.

1H-NMR(CDCl3,ppm)：1.05(2H,m)，1.20(2H,m)，2.92(1H,m)，6.98(2H,d)，7.34(1H,d)，10.15(1H,brs) 1 H-NMR (CDCl 3 , ppm): 1.05 (2H, m), 1.20 (2H, m), 2.92 (1H, m), 6.98 (2H, d), 7.34 (1H, d), 10.15 (1H, Brs)

實施例6-5. Example 6-5.

將於實施例6-4所得到之1-環丙基-5-氟-6-(七氟異丙基)苯並咪唑啉酮0.72g及3-甲基-4-硝基苄基溴化物0.55g溶解於乙腈10ml，加入碳酸鉀0.41g，加熱回流下進行3小時反應。反應終了後，加入水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析 純化，而得到3-環丙基-6-氟-5-七氟異丙基-1-(3-甲基-4-硝基苄基)-2-側氧基-2,3-二氫-1H-苯並咪唑0.90g。 1-cyclopropyl-5-fluoro-6-(heptafluoroisopropyl)benzimidazolidinone 0.72 g and 3-methyl-4-nitrobenzyl bromide obtained in Example 6-4 0.55 g was dissolved in 10 ml of acetonitrile, and 0.41 g of potassium carbonate was added thereto, and the mixture was heated under reflux for 3 hours. After the reaction was completed, water was added and the mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained residue was analyzed by chromatography on a silica gel column. Purification to give 3-cyclopropyl-6-fluoro-5-heptafluoroisopropyl-1-(3-methyl-4-nitrobenzyl)-2-oxo-2,3-dihydro -1H-benzimidazole 0.90 g.

1H-NMR(CDCl3,ppm)：1.06(2H,m)，1.19(2H,m)，2.62(3H,s)，2.95(1H,m)，5.08(2H,s)，6.69(1H,d)，7.26(1H,d)，7.29(1H,s)，7.36(1H,d)，7.98(1H,d) 1 H-NMR (CDCl 3 , ppm): 1.06 (2H, m), 1.19 (2H, m), 2.62 (3H, s), 2.95 (1H, m), 5.08 (2H, s), 6.69 (1H, d), 7.26 (1H, d), 7.29 (1H, s), 7.36 (1H, d), 7.98 (1H, d)

實施例6-6. Example 6-6.

將實施例6-5所得到之3-環丙基-6-氟-5-七氟異丙基-1-(3-甲基-4-硝基苄基)-2-側氧基-2,3-二氫-1H-苯並咪唑0.90g溶解於乙醇20ml，加入氯化銨0.53g、鐵粉0.56g及水10ml，於室溫下攪拌3小時。反應終了後，使用矽藻土去除不溶物之後，加入水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑而得到3-環丙基-1-(4-胺基-3-甲苄基)-6-氟-5-七氟異丙基-2-側氧基-2,3-二氫-1H-苯並咪唑0.84g。 3-Cyclopropyl-6-fluoro-5-heptafluoroisopropyl-1-(3-methyl-4-nitrobenzyl)-2-oxo-2 obtained in Example 6-5 0.90 g of 3-dihydro-1H-benzimidazole was dissolved in 20 ml of ethanol, and 0.53 g of ammonium chloride, 0.56 g of iron powder and 10 ml of water were added thereto, and the mixture was stirred at room temperature for 3 hours. After the completion of the reaction, the insoluble matter was removed using diatomaceous earth, and water was added thereto, followed by extraction with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to give 3-cyclopropyl-1-(4-amino-3-methylbenzyl)-6-fluoro-5-heptafluoroisopropyl-2- oxo-2 , 3-dihydro-1H-benzimidazole 0.84 g.

1H-NMR(CDCl3,ppm)：1.04(2H,m)，1.17(2H,m)，2.16(3H,s)，2.95(1H,m)，3.65(2H,brs)，4.94(2H,s)，6.61(1H,d)，6.64(1H,d)，6.98(1H,d)，7.02(1H,s)，7.26(1H,d) 1 H-NMR (CDCl 3 , ppm): 1.04 (2H, m), 1.17 (2H, m), 2.16 (3H, s), 2.95 (1H, m), 3.65 (2H, brs), 4.94 (2H, s), 6.61 (1H, d), 6.64 (1H, d), 6.98 (1H, d), 7.02 (1H, s), 7.26 (1H, d)

實施例6-7. (S)-3-氯-N1-{4-〔(3-環丙基-6-氟-5-七氟異丙基-2-側氧基-2,3-二氫-1H-苯並咪唑-1-基)甲基〕-2-甲基苯基}-N2-(1-甲基-2-甲硫基乙基)鄰苯二甲醯胺(化合物No.8-136)之合成 Example 6-7. (S)-3-Chloro-N 1 -{4-[(3-cyclopropyl-6-fluoro-5-heptafluoroisopropyl-2- oxo-2,3- Dihydro-1H-benzimidazol-1-yl)methyl]-2-methylphenyl}-N 2 -(1-methyl-2-methylthioethyl)phthalic acid amide Synthesis of No.8-136)

將實施例6-6所得到之3-環丙基-1-(4-胺基-3-甲苄基)-6-氟-5-七氟異丙基-2-側氧基-2,3-二氫-1H-苯並咪唑0.50g及(S)-4-氯-3-(1-甲基-2-甲硫基乙基亞胺基)-3H-異苯並呋喃-1-酮0.34g溶解於乙腈5ml，加入三氟乙酸0.01g，於室溫下攪拌3小時。反應終了後，於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到(S)-3-氯-N1-{4-〔(3-環丙基-6-氟-5-七氟異丙基-2-側氧基-2,3-二氫-1H-苯並咪唑-1-基)甲基〕-2-甲基苯基}-N2-(1-甲基-2-甲硫基乙基)鄰苯二甲醯胺(化合物No.8-136)0.67g。物性：m.p.116-118℃。 3-cyclopropyl-1-(4-amino-3-methylbenzyl)-6-fluoro-5-heptafluoroisopropyl-2-oxo-2 obtained in Example 6-6. 3-Dihydro-1H-benzimidazole 0.50g and (S)-4-chloro-3-(1-methyl-2-methylthioethylimino)-3H-isobenzofuran-1- 0.34 g of ketone was dissolved in 5 ml of acetonitrile, and 0.01 g of trifluoroacetic acid was added thereto, and the mixture was stirred at room temperature for 3 hours. After the completion of the reaction, the solvent was distilled off under reduced pressure, and the residue obtained was purified by chromatography on a silica gel column to obtain (S)-3-chloro-N 1 -{4-[(3-ring) Propyl-6-fluoro-5-heptafluoroisopropyl-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)methyl]-2-methylphenyl}- N 2 -(1-methyl-2-methylthioethyl) phthalic acid amide (Compound No. 8-136) 0.67 g. Physical properties: mp116-118 °C.

實施例7-1. Example 7-1.

將依照實施例1-1之製造方法合成之4-七氟異丙基-1,2-苯二胺20.8g溶解於THF 150ml，加入1,1’-羰基二咪唑24.5g，加熱回流下進行2小時反應。反應終了後，加入冰水，以乙酸乙酯萃取。將有機層依1N鹽酸水、飽和食鹽水順序洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由使用乙酸乙酯進行再結晶，而得到5-(七氟異丙基)苯並咪唑啉酮10.4g。物性：m.p.258-259℃。 20.8 g of 4-heptafluoroisopropyl-1,2-phenylenediamine synthesized according to the production method of Example 1-1 was dissolved in 150 ml of THF, and 24.5 g of 1,1'-carbonyldiimidazole was added thereto, followed by heating under reflux. 2 hours reaction. After the reaction was completed, ice water was added and the mixture was extracted with ethyl acetate. The organic layer was washed successively with 1N aqueous hydrochloric acid and brine, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained residue was crystallised from ethyl acetate (ethyl acetate) to give 5-(pentafluoroisopropyl)benzimidazolidinone 10.4 g. Physical properties: m.p. 258-259 °C.

實施例7-2. Example 7-2.

將實施例7-1所得到之5-(七氟異丙基)苯並咪唑啉酮9.4g溶解於DMA 80ml，於室溫攪拌下加入60%氫化鈉1.36g。經攪拌1小時之後，滴下二碳酸二-t-丁酯6.78g之DMA 80ml溶液。進一步攪拌1小時之後，加入冰水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到t-丁基5-七氟異丙基-2-側氧基-2,3-二氫-1H-苯並咪唑-1-羧酸酯3.0g及t-丁基6-七氟異丙基-2-側氧基-2,3-二氫-1H-苯並咪唑-1-羧酸酯6.9g。 9.4 g of 5-(heptafluoroisopropyl)benzimidazolidinone obtained in Example 7-1 was dissolved in 80 ml of DMA, and 1.60 g of 60% sodium hydride was added thereto with stirring at room temperature. After stirring for 1 hour, 6.78 g of DMA 80 ml solution of di-t-butyl dicarbonate was added dropwise. After further stirring for 1 hour, ice water was added and extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained residue was purified by chromatography on a chrome gel column to give t-butyl 5-heptafluoroisopropyl-2- oxo-2, 3- Hydrogen-1H-benzimidazole-1-carboxylate 3.0g and t-butyl 6-heptafluoroisopropyl-2-oxo-2,3-dihydro-1H-benzimidazole-1-carboxylate Acid ester 6.9 g.

1H-NMR(CDCl3,ppm)：1.71(9H,s)，7.29(2H,d)， 7.46(1H,d)，8.04(1H,s)，10.62(1H,s) 1 H-NMR (CDCl 3 , ppm): 1.71 (9H, s), 7.29 (2H, d), 7.46 (1H, d), 8.04 (1H, s), 10.62 (1H, s)

實施例7-3. Example 7-3.

將實施例7-2所得到之t-丁基5-七氟異丙基-2-側氧基-2,3-二氫-1H-苯並咪唑-1-羧酸酯4.1g溶解於DMA 50ml，於室溫攪拌下加入60%氫化鈉0.44g。經攪拌1小時之後，加入3-甲基-4-硝基苄基溴化物2.34g。進一步攪拌1小時之後，加入冰水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣溶解於乙腈20ml，加入三氟乙酸15ml，加熱回流下進行2小時反應。反應終了後，於減壓下由餾去溶劑，加入冰水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到6-七氟異丙基-1-(3-甲基-4-硝基苄基)-2-側氧基-2,3-二氫-1H-苯並咪唑2.5g。 4.1 g of t-butyl 5-heptafluoroisopropyl-2-oxo-2,3-dihydro-1H-benzimidazole-1-carboxylate obtained in Example 7-2 was dissolved in DMA. 50 ml, 0.44 g of 60% sodium hydride was added with stirring at room temperature. After stirring for 1 hour, 2.34 g of 3-methyl-4-nitrobenzyl bromide was added. After further stirring for 1 hour, ice water was added and extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained residue was dissolved in 20 ml of acetonitrile, 15 ml of trifluoroacetic acid was added, and the mixture was heated under reflux for 2 hours. After the completion of the reaction, the solvent was evaporated under reduced pressure, and ice water was added, and ethyl acetate was evaporated. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue obtained was purified by chromatography on a chrome gel column to give 6-heptyfluoroisopropyl-1-(3-methyl-4-nitrobenzyl). -2-Sideoxy-2,3-dihydro-1H-benzimidazole 2.5 g.

1H-NMR(CDCl3,ppm)：2.51(3H,s)，5.20(2H,s)，7.19(1H,s)，7.29-7.36(3H,m)，7.48(1H,s)，7.96(1H,d)，11.36(1H,s) 1 H-NMR (CDCl 3 , ppm): 2.51 (3H, s), 5.20 (2H, s), 7.19 (1H, s), 7.29-7.36 (3H, m), 7.48 (1H, s), 7.96 ( 1H, d), 11.36 (1H, s)

實施例7-4. Example 7-4.

將實施例7-3所得到之6-七氟異丙基-1-(3-甲基-4-硝基苄基)-2-側氧基-2,3-二氫-1H-苯並咪唑0.9g溶解於乙腈10ml，加入二甲基胺甲醯氯0.32g及碳酸鉀0.69g，加熱回流下進行3小時反應。反應終了後，加入水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到1-二甲基胺甲醯基-5-七氟異丙基-3-(3-甲基-4-硝基苄基)-2-側氧基-2,3-二氫-1H-苯並咪唑0.94g。 The 6-heptafluoroisopropyl-1-(3-methyl-4-nitrobenzyl)-2-oxo-2,3-dihydro-1H-benzoate obtained in Example 7-3 0.9 g of imidazole was dissolved in 10 ml of acetonitrile, and 0.32 g of dimethylamine formazan chloride and 0.69 g of potassium carbonate were added, and the mixture was heated under reflux for 3 hours. After the reaction was completed, water was added and the mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained residue was purified by chromatography on a chrome gel column to give 1-dimethylaminecarbazin-5-heptafluoroisopropyl-3-(3- Methyl-4-nitrobenzyl)-2-oxo-2,3-dihydro-1H-benzimidazole 0.94 g.

1H-NMR(CDCl3,ppm)：2.60(3H,s)，5.09(2H,s)，6.94(1H,d)，7.29(1H,d)，7.30(1H,s)，7.36(1H,d)，7.64(1H,s)，7.97(1H,d) 1 H-NMR (CDCl 3 , ppm): 2.60 (3H, s), 5.09 (2H, s), 6.94 (1H, d), 7.29 (1H, d), 7.30 (1H, s), 7.36 (1H, d), 7.64 (1H, s), 7.97 (1H, d)

實施例7-5. Example 7-5.

將實施例7-4所得到之1-二甲基胺甲醯基-5-七氟異丙基-3-(3-甲基-4-硝基苄基)-2-側氧基-2,3-二氫-1H-苯並咪唑0.90g溶解於乙醇20ml，加入氯化銨0.46g、鐵粉 0.48g及水10ml，於室溫下攪拌3小時。反應終了後，使用矽藻土去除不溶物之後，加入水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑而得到1-(4-胺基-3-甲苄基)-3-二甲基胺甲醯基-6-七氟異丙基-2-側氧基-2,3-二氫-1H-苯並咪唑0.85g。 1-Dimethylamine-carbenyl-5-heptafluoroisopropyl-3-(3-methyl-4-nitrobenzyl)-2-oxo-2 obtained in Example 7-4 , 3-dihydro-1H-benzimidazole 0.90g dissolved in ethanol 20ml, added ammonium chloride 0.46g, iron powder 0.48 g and 10 ml of water were stirred at room temperature for 3 hours. After the completion of the reaction, the insoluble matter was removed using diatomaceous earth, and water was added thereto, followed by extraction with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to give 1-(4-amino-3-methylbenzyl)-3-dimethylaminecarbazyl-6-heptafluoroisopropyl-2-oxo-2. , 3-dihydro-1H-benzimidazole 0.85 g.

1H-NMR(CDCl3,ppm)：2.14(3H,s)，3.18(6H,b r d)，3.63(2H,brs)，4.92(2H,s)，6.62(1H,d)，7.01-7.05(3H,m)，7.31(1H,d)，7.58(1H,s) 1 H-NMR (CDCl 3 , ppm): 2.14 (3H, s), 3.18 (6H, brd), 3.63 (2H, brs), 4.92 (2H, s), 6.62 (1H, d), 7.01-7.05 ( 3H, m), 7.31 (1H, d), 7.58 (1H, s)

實施例7-6. (S)-3-氯-N1-{4-〔(3-二甲基胺甲醯基-6-七氟異丙基-2-側氧基-2,3-二氫-1H-苯並咪唑-1-基)甲基〕-2-甲基苯基}-N2-(1-甲基-2-甲硫基乙基)鄰苯二甲醯胺(化合物No.8-266)之合成 Example 7-6. (S)-3-Chloro-N 1 -{4-[(3-dimethylaminocarbamimid-6-heptafluoroisopropyl-2-oxo-2,3- Dihydro-1H-benzimidazol-1-yl)methyl]-2-methylphenyl}-N 2 -(1-methyl-2-methylthioethyl)phthalic acid amide Synthesis of No.8-266)

將實施例7-5所得到之3-(4-胺基-3-甲苄基)-1-二甲基胺甲醯基-6-七氟異丙基-2-側氧基-2,3-二氫-1H-苯並咪唑0.5g及(S)-4-氯-3-(1-甲基-2-甲硫基乙基亞胺基)-3H-異苯並呋喃-1-酮0.32g溶解於乙腈3ml，加入三氟乙酸0.01g，於室溫下攪拌3小時。反應終了後，於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純 化，而得到(S)-3-氯-N1-{4-〔(3-二甲基胺甲醯基-6-七氟異丙基-2-側氧基-2,3-二氫-1H-苯並咪唑-1-基)甲基〕-2-甲基苯基}-N2-(1-甲基-2-甲硫基乙基)鄰苯二甲醯胺(化合物No.8-266)0.66g。物性：m.p.149-150℃。 3-(4-Amino-3-methylbenzyl)-1-dimethylaminecarbazyl-6-heptafluoroisopropyl-2-oxoyl-2 obtained in Example 7-5. 3-dihydro-1H-benzimidazole 0.5g and (S)-4-chloro-3-(1-methyl-2-methylthioethylimino)-3H-isobenzofuran-1- 0.32 g of ketone was dissolved in 3 ml of acetonitrile, and 0.01 g of trifluoroacetic acid was added thereto, and the mixture was stirred at room temperature for 3 hours. After the completion of the reaction, the solvent was distilled off under reduced pressure, and the residue obtained was purified by chromatography on a silica gel column to obtain (S)-3-chloro-N 1 -{4-[(3-) Methylamine-methyl indolyl-6-heptafluoroisopropyl-2-yloxy-2,3-dihydro-1H-benzimidazol-1-yl)methyl]-2-methylphenyl}- N 2 -(1-methyl-2-methylthioethyl)phthalic acid amide (Compound No. 8-266) 0.66 g. Physical properties: mp149-150 °C.

實施例8-1. Example 8-1.

將2-胺酚6.0g、七氟-2-碘丙烷19.5g、碳酸鈉9.2g及硫酸氫四丁基銨0.5g、依乙酸乙酯50ml及水50ml之混合液順序加入。於室溫攪拌下，將二亞硫磺酸鈉11.5g分成少許少許花30分鐘加入。添加終了後、升溫至40℃攪拌1小時。分離有機層之後，依1N鹽酸水、飽和食鹽水順序洗淨，以硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以醚-己烷混合溶劑洗淨而得到5-七氟異丙基-2-胺酚12.0g。物性：m.p.151-152℃。 A mixture of 6.0 g of 2-aminophenol, 19.5 g of heptafluoro-2-iodopropane, 9.2 g of sodium carbonate, and 0.5 g of tetrabutylammonium hydrogen sulfate, 50 ml of ethyl acetate and 50 ml of water was added in this order. After stirring at room temperature, 11.5 g of sodium disulfite was added to a small amount of flower for 30 minutes. After the addition was completed, the temperature was raised to 40 ° C and stirred for 1 hour. The organic layer was separated, washed with 1N aqueous hydrochloric acid and brine, and dried over magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained residue was washed with ether-hexane mixed solvent to afford 12.0 g of 5-heptafluoroisopropyl-2-amine. Physical properties: m.p. 151-152 ° C.

實施例8-2. Example 8-2.

將實施例8-1所得到之5-七氟異丙基-2-胺酚1.66g溶解於乙腈20ml，加入氯碳酸乙酯0.72g及碳酸鉀0.5g，加熱回流下進行3小時反應。反應終了後，加入水，以乙 酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到6-七氟異丙基-2-苯並噁唑啉酮(Benzoxazolinone)1.5g。物性：m.p.152-153℃。 1.66 g of 5-heptafluoroisopropyl-2-amine phenol obtained in Example 8-1 was dissolved in 20 ml of acetonitrile, and 0.72 g of ethyl chlorocarbonate and 0.5 g of potassium carbonate were added thereto, and the mixture was heated under reflux for 3 hours. After the reaction is over, add water to B. Extraction with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained residue was purified by chromatography on a chrome gel column chromatography to give 1.5 g of 6- heptafluoroisopropyl-2-benzoxolinone. Physical properties: m.p. 152-153 ° C.

實施例8-3. Example 8-3.

將實施例8-2所得到之6-七氟異丙基-2-苯並噁唑啉酮0.85g及2-甲基-3-硝基苄基氯化物0.57g溶解於乙腈20ml，加入碳酸鉀0.58g，加熱回流下進行3小時反應。反應終了後，加入水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到6-七氟異丙基-3-(2-甲基-3-硝基苄基)-2-苯並噁唑啉酮1.1g。物性：m.p.126-128℃。 0.85 g of 6-heptafluoroisopropyl-2-benzoxazolinone obtained in Example 8-2 and 0.57 g of 2-methyl-3-nitrobenzyl chloride were dissolved in 20 ml of acetonitrile, and carbonic acid was added thereto. 0.58 g of potassium was reacted under heating under reflux for 3 hours. After the reaction was completed, water was added and the mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue obtained was purified by chromatography on a chrome gel column to give 6- heptafluoroisopropyl-3-(2-methyl-3-nitrobenzyl). 2-Benzooxazolinone 1.1 g. Physical properties: m.p. 126-128 ° C.

實施例8-4. Example 8-4.

將實施例8-3所得到之6-七氟異丙基-3-(2-甲基-3- 硝基苄基)-2-苯並噁唑啉酮0.90g溶解於乙醇20ml，加入氯化銨0.56g、鐵粉0.53g及水10ml，於室溫下攪拌3小時。反應終了後，使用矽藻土去除不溶物之後，加入水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑而得到3-(3-胺基-2-甲苄基)-6-七氟異丙基-2-苯並噁唑啉酮0.84g。物性：m.p.162-164℃。 The 6-heptafluoroisopropyl-3-(2-methyl-3-) obtained in Example 8-3 0.90 g of nitrobenzyl)-2-benzoxazolinone was dissolved in 20 ml of ethanol, and 0.56 g of ammonium chloride, 0.53 g of iron powder and 10 ml of water were added thereto, and the mixture was stirred at room temperature for 3 hours. After the completion of the reaction, the insoluble matter was removed using diatomaceous earth, and water was added thereto, followed by extraction with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to give 3-(3-amino-2-methylbenzyl)-6- heptafluoroisopropyl-2-benzoxazolinone (0.84 g). Physical properties: m.p. 162-164 ° C.

實施例8-5. (S)-3-氯-N1-{3-〔(6-七氟異丙基-2-側氧基-2H-苯並噁唑-3-基)甲基〕-2-甲基苯基}-N2-(1-甲基-2-甲硫基乙基)鄰苯二甲醯胺(化合物No.11-22)之合成 Example 8-5. (S)-3-Chloro-N 1 -{3-[(6-heptafluoroisopropyl-2-oxo-2H-benzoxazol-3-yl)methyl] Synthesis of -2-methylphenyl}-N 2 -(1-methyl-2-methylthioethyl)phthalic acid (Compound No. 11-22)

將實施例8-4所得到之3-(3-胺基-2-甲苄基)-6-七氟異丙基-2-苯並噁唑啉酮0.26g及(S)-4-氯-3-(1-甲基-2-甲硫基乙基亞胺基)-3H-異苯並呋喃-1-酮0.20g溶解於乙腈3ml，加入三氟乙酸0.01g，於室溫下攪拌3小時。反應終了後，於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到(S)-3-氯-N1-{3-〔(6-七氟異丙基-2-側氧基-2H-苯並噁唑-3-基)甲基〕-2-甲基苯基}-N2-(1-甲基-2-甲硫基乙基)鄰苯二甲醯胺(化合物No.11-22)0.39g。 m.p.134-138℃。 3-(3-Amino-2-methylbenzyl)-6-heptafluoroisopropyl-2-benzoxazolinone obtained in Example 8-4, 0.26 g and (S)-4-chloro 0.20 g of -3-(1-methyl-2-methylthioethylimino)-3H-isobenzofuran-1-one was dissolved in 3 ml of acetonitrile, and 0.01 g of trifluoroacetic acid was added thereto, and stirred at room temperature. 3 hours. After the completion of the reaction, the solvent was distilled off under reduced pressure, and the residue obtained was purified by chromatography on a silica gel column to obtain (S)-3-chloro-N 1 -{3-[(6-? Fluoroisopropyl-2-sided oxy-2H-benzoxazol-3-yl)methyl]-2-methylphenyl}-N 2 -(1-methyl-2-methylthioethyl O-phthalimamine (Compound No. 11-22) 0.39 g. Mp 134-138 ° C.

實施例9-1. Example 9-1.

將2-氟-4-(七氟異丙基)苯胺1.40g、異丙基黃原酸鉀1.92g於DMF10ml中，於100℃下進行3小時反應。反應終了後，加入1N鹽酸水將溶液變成酸性之後，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以醚-己烷混合溶劑洗淨而得到6-七氟異丙基-2-巰基苯並噻唑1.5g。物性：m.p.126-128℃。 1.40 g of 2-fluoro-4-(heptafluoroisopropyl)phenylamine and 1.92 g of potassium isopropylxanthate were added to 10 ml of DMF, and the reaction was carried out at 100 ° C for 3 hours. After the completion of the reaction, the solution was made acidic by the addition of 1N aqueous hydrochloric acid, and then extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained residue was washed with ether-hexane mixed solvent to give ethyl 5-hexafluoroisopropyl-2-mercaptobenzothiazole 1.5 g. Physical properties: m.p. 126-128 ° C.

實施例9-2. Example 9-2.

將實施例9-1所得到之6-七氟異丙基-2-巰基苯並噻唑0.70g及氫氧化鉀0.22g溶解於水5ml，加入35%過氧化氫水0.70g，於50℃下進行3小時反應。反應終了後，加入1N鹽酸水將溶液變成酸性之後，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑而得到6-七氟異丙基-2-苯並噻唑啉(Benzothiazolinone)之粗製物0.60g。 0.70 g of 6-heptafluoroisopropyl-2-mercaptobenzothiazole obtained in Example 9-1 and 0.22 g of potassium hydroxide were dissolved in 5 ml of water, and 0.70 g of 35% hydrogen peroxide water was added thereto at 50 ° C. The reaction was carried out for 3 hours. After the completion of the reaction, the solution was made acidic by the addition of 1N aqueous hydrochloric acid, and then extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to give 0.60 g of crude product of 6- heptafluoroisopropyl-2-benzothiazolinone (Benzothiazolinone).

實施例9-3. Example 9-3.

實施例9-2所得到之6-七氟異丙基-2-苯並噻唑啉0.32g及3-甲基-4-硝基苄基溴化物0.25g溶解於乙腈10ml，加入碳酸鉀0.21g，加熱回流下進行3小時反應。反應終了後，加入水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到6-七氟異丙基-3-(3-甲基-4-硝基苄基)-2-苯並噻唑啉0.41g。 0.32 g of 6-heptafluoroisopropyl-2-benzothiazoline obtained in Example 9-2 and 0.25 g of 3-methyl-4-nitrobenzyl bromide were dissolved in 10 ml of acetonitrile, and potassium carbonate 0.21 g was added. The reaction was carried out under reflux with heating for 3 hours. After the reaction was completed, water was added and the mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue obtained was purified by chromatography on a chrome gel column to give 6- heptafluoroisopropyl-3-(3-methyl-4-nitrobenzyl). -2-benzothiazoline 0.41 g.

1H-NMR(CDCl3,ppm)：2.60(3H,s)，5.20(2H,s)，7.01(1H,d)，7.26-7.27(2H,m)，7.49(1H,d)，7.72(1H,s)，7.97(1H,d) 1 H-NMR (CDCl 3 , ppm): 2.60 (3H, s), 5.20 (2H, s), 7.01 (1H, d), 7.26-7.27 (2H, m), 7.49 (1H, d), 7.72 ( 1H, s), 7.97 (1H, d)

實施例9-4. Example 9-4.

將實施例9-3所得到之6-七氟異丙基-3-(3-甲基-4-硝基苄基)-2-苯並噻唑啉0.37g溶解於乙醇15ml，加入氯化銨0.21g、鐵粉0.22g及水8ml，於室溫下攪拌3小時。反應終了後，使用矽藻土去除不溶物之後，加入水， 以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑而得到3-(4-胺基-3-甲苄基)-6-七氟異丙基-2-苯並噻唑啉0.34g。 0.37 g of 6-heptafluoroisopropyl-3-(3-methyl-4-nitrobenzyl)-2-benzothiazoline obtained in Example 9-3 was dissolved in 15 ml of ethanol, and ammonium chloride was added thereto. 0.21 g, 0.22 g of iron powder and 8 ml of water were stirred at room temperature for 3 hours. After the reaction is completed, water is added by using diatomaceous earth to remove insoluble matter. Extract with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to give 3-(4-amino-3-methylbenzyl)-6- heptafluoroisopropyl-2-benzothiazoline 0.34 g.

1H-NMR(CDCl3,ppm)：2.14(3H,s)，3.64(2H,brs)，5.03(2H,s)，6.62(1H,d)，7.02(1H,d)，7.04(1H,s)，7.14(1H,d)，7.45(1H,d)，7.64(1H,s) 1 H-NMR (CDCl 3 , ppm): 2.14 (3H, s), 3.64 (2H, brs), 5.03 (2H, s), 6.62 (1H, d), 7.02 (1H, d), 7.04 (1H, s), 7.14 (1H, d), 7.45 (1H, d), 7.64 (1H, s)

實施例9-5. (S)-3-氯-N1-{4-〔(6-七氟異丙基-2-側氧基-2H-苯並噻唑-3-基)甲基〕-2-甲基苯基}-N2-(1-甲基-2-甲亞磺醯基乙基)鄰苯二甲醯胺(化合物No.12-8)及(S)-3-氯-N1-{4-〔(6-七氟異丙基-2-側氧基-2H-苯並噻唑-3-基)甲基〕-2-甲基苯基}-N2-(1-甲基-2-甲磺醯基乙基)鄰苯二甲醯胺(化合物No.12-9)之合成 Example 9-5. (S)-3-Chloro-N 1 -{4-[(6-heptafluoroisopropyl-2-oxo-2H-benzothiazol-3-yl)methyl]- 2-methylphenyl}-N 2 -(1-methyl-2-methylsulfinylethyl) phthalic acid amide (Compound No. 12-8) and (S)-3-chloro- N 1 -{4-[(6-heptafluoroisopropyl-2-oxo-2H-benzothiazol-3-yl)methyl]-2-methylphenyl}-N 2 -(1- Synthesis of methyl-2-methylsulfonylethyl)phthalic acid (Compound No. 12-9)

將實施例9-4所得到之3-(4-胺基-3-甲苄基)-6-七氟異丙基-2-苯並噻唑啉0.26g及(S)-4-氯-3-(1-甲基-2-甲硫基乙基亞胺基)-3H-異苯並呋喃-1-酮0.20g溶解於乙腈3ml，加入三氟乙酸0.01g，於室溫下攪拌3小時。反應終了後，於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到(S)-3-氯-N1-{4-〔(6-七氟異丙基-2-側氧基-2H-苯並噻唑-3-基)甲基〕-2-甲基 苯基}-N2-(1-甲基-2-甲硫基乙基)鄰苯二甲醯胺(化合物No.12-7)0.36g。 3-(4-Amino-3-methylbenzyl)-6-heptafluoroisopropyl-2-benzothiazoline 0.26 g and (S)-4-chloro-3 obtained in Example 9-4 -(1-Methyl-2-methylthioethylimino)-3H-isobenzofuran-1-one 0.20g dissolved in acetonitrile 3ml, added with trifluoroacetic acid 0.01g, stirred at room temperature for 3 hours . After the completion of the reaction, the solvent was distilled off under reduced pressure, and the obtained residue was purified by chromatography on a silica gel column to give (S)-3-chloro-N 1 -{4-[(6-? Fluoroisopropyl-2-sidedoxy-2H-benzothiazol-3-yl)methyl]-2-methylphenyl}-N 2 -(1-methyl-2-methylthioethyl) Phthaloinamide (Compound No. 12-7) 0.36 g.

m.p.142-144℃。 M.p. 142-144 ° C.

1H-NMR(CDCl3,ppm)：1.23(3H,d)，1.92(3H,s)，2.30(3H,s)，2.57(2H,m)，4.35(1H,m)，5.12(2H,s)，6.10(1H,d)，7.08(1H,d)，7.15(1H,s)，7.18(1H,d)，7.44-7.47(2H,m)，7.55(1H,d)，7.67(1H,s)，7.75(1H,d)，8.08(1H,d)，8.35(1H,s) 1 H-NMR (CDCl 3 , ppm): 1.23 (3H, d), 1.92 (3H, s), 2.30 (3H, s), 2.57 (2H, m), 4.35 (1H, m), 5.12 (2H, s), 6.10(1H,d),7.08(1H,d),7.15(1H,s),7.18(1H,d),7.44-7.47(2H,m),7.55(1H,d),7.67(1H , s), 7.75 (1H, d), 8.08 (1H, d), 8.35 (1H, s)

將上述實施例所得到之(S)-3-氯-N1-{4-〔(6-七氟異丙基-2-側氧基-2H-苯並噻唑-3-基)甲基〕-2-甲基苯基}-N2-(1-甲基-2-甲硫基乙基)鄰苯二甲醯胺0.20g溶解於氯仿3ml，冰冷下，加入m-氯過氧苯甲酸(75%)0.09g，於室溫下攪拌1小時。反應終了後，依硫代硫酸鈉水溶液、飽和碳酸氫鈉水溶液、飽和食鹽水順序洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到(S)-3-氯-N1-{4-〔(6-七氟異丙基-2-側氧基-2H-苯並噻唑-3-基)甲基〕-2-甲基苯基}-N2-(1-甲基-2-甲亞磺醯基乙基)鄰苯二甲醯胺(化合物No.12-8)0.1g及(S)-3-氯-N1-{4-〔(6-七氟異丙基-2-側氧基-2H-苯並噻唑-3-基)甲基〕-2-甲基苯基}-N2-(1-甲基-2-甲磺醯基乙基)鄰苯二甲醯胺(化 合物No.12-9)0.1g。 (S)-3-Chloro-N 1 -{4-[(6-heptafluoroisopropyl-2-oxo-2H-benzothiazol-3-yl)methyl] obtained in the above examples 0.20 g of -2-methylphenyl}-N 2 -(1-methyl-2-methylthioethyl)phthalic acid was dissolved in 3 ml of chloroform, and under ice cooling, m-chloroperoxybenzoic acid was added. (75%) 0.09 g, stirred at room temperature for 1 hour. After the completion of the reaction, the mixture was washed with an aqueous sodium thiosulfate solution, a saturated aqueous sodium hydrogen carbonate solution and brine, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained residue was purified by chromatography on a chrome gel column to give (S)-3-chloro-N 1 -{4-[(6-heptafluoroisopropyl) -2-Sideoxy-2H-benzothiazol-3-yl)methyl]-2-methylphenyl}-N 2 -(1-methyl-2-methylsulfinylethyl) phthalic acid Dimethylguanamine (Compound No. 12-8) 0.1g and (S)-3-chloro-N 1 -{4-[(6-heptafluoroisopropyl-2-sidedoxy-2H-benzothiazole -3-yl)methyl]-2-methylphenyl}-N 2 -(1-methyl-2-methylsulfonylethyl) phthalic acid amide (Compound No. 12-9) 0.1 g.

(化合物No.12-8)m.p.163-165℃。1H-NMR(CDCl3,ppm)：1.36(3H,d)，2.26(3H,s)，2.27(3H,s)，2.81(2H,m)，4.46(1H,m)，5.12(2H,s)，7.09(1H,s)，7.14-7.20(3H,m)，7.42(1H,t)，7.47(1H,d)、7.52(1H,d)，7.62(1H,d)，7.69(1H,s)，7.99(1H,d)，8.31(1H,s) (Compound No. 12-8) mp 163-165 ° C. 1 H-NMR (CDCl 3 , ppm): 1.36 (3H, d), 2.26 (3H, s), 2.27 (3H, s), 2.81 (2H, m), 4.46 (1H, m), 5.12 (2H, s), 7.09 (1H, s), 7.14-7.20 (3H, m), 7.42 (1H, t), 7.47 (1H, d), 7.52 (1H, d), 7.62 (1H, d), 7.69 (1H) , s), 7.99 (1H, d), 8.31 (1H, s)

(化合物No.12-9)m.p.128-130℃。1H-NMR(CDCl3,ppm)：1.47(3H,d)，2.28(3H,s)，2.76(3H,s)，3.24(2H,m)，4.59(1H,m)，5.12(2H,s)，6.64(1H,d)，7.10(1H,d)，7.16(1H,s)，7.17(1H,d)，7.43(1H,t)，7.49(1H,d)，7.53(1H,d)，7.61(1H,d)，7.69(1H,s)，7.93(1H,d)，8.03(1H,s) (Compound No. 12-9) mp 128-130 ° C. 1 H-NMR (CDCl 3 , ppm): 1.47 (3H, d), 2.28 (3H, s), 2.76 (3H, s), 3.24 (2H, m), 4.59 (1H, m), 5.12 (2H, s), 6.64 (1H, d), 7.10 (1H, d), 7.16 (1H, s), 7.17 (1H, d), 7.43 (1H, t), 7.49 (1H, d), 7.53 (1H, d ), 7.61 (1H, d), 7.69 (1H, s), 7.93 (1H, d), 8.03 (1H, s)

實施例10-1. Example 10-1.

將甲基2-氯甲基-4-七氟異丙基苯基胺甲酸酯1.8g溶解於乙醇40ml，加入2-甲氧基乙胺0.72g，加熱回流下進行3小時反應。反應終了後，將溶劑於減壓下餾去，加入水於得到之殘渣，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由在乙酸乙酯-己烷混合溶劑進行結晶化，而得到6-七氟異丙基-3-(2-甲氧基乙基)-3,4-二氫-1H-喹唑 啉-2-酮1.05g。物性：m.p.89-90℃。 1.8 g of methyl 2-chloromethyl-4-heptafluoroisopropylphenylcarbamate was dissolved in 40 ml of ethanol, and 0.72 g of 2-methoxyethylamine was added thereto, and the mixture was heated under reflux for 3 hours. After the reaction was completed, the solvent was evaporated under reduced pressure. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained residue was crystallized from ethyl acetate-hexane solvent to give 6- heptafluoroisopropyl-3-(2-methoxyethyl)-3. ,4-dihydro-1H-quinazoline Oxa-2-one 1.05 g. Physical properties: m.p. 89-90 ° C.

實施例10-2. Example 10-2.

將實施例10-1所得到之3-(2-甲氧基乙基)-6-七氟異丙基-3,4-二氫-1H-喹唑啉-2-酮0.95g溶解於單氯苯3ml，加入60%氫化鈉0.07g、DMA0.26g，於室溫下攪拌30分鐘。加入3-甲基-4-硝基苄基溴化物0.64g，於室溫下進一步攪拌3小時。反應終了後，加入水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到6-七氟異丙基-3-(2-甲氧基乙基)-1-(3-甲基-4-硝基苄基)-3,4-二氫-1H-喹唑啉-2-酮0.89g。 Dissolving 0.95 g of 3-(2-methoxyethyl)-6-heptafluoroisopropyl-3,4-dihydro-1H-quinazolin-2-one obtained in Example 10-1 3 ml of chlorobenzene was added to 0.07 g of 60% sodium hydride and 0.26 g of DMA, and the mixture was stirred at room temperature for 30 minutes. 0.64 g of 3-methyl-4-nitrobenzyl bromide was added, and the mixture was further stirred at room temperature for 3 hours. After the reaction was completed, water was added and the mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained residue was purified by chromatography on a chrome gel column to give 6-heptylidene isopropyl-3-(2-methoxyethyl)-1-( 3-methyl-4-nitrobenzyl)-3,4-dihydro-1H-quinazolin-2-one 0.89 g.

1H-NMR(CDCl3,ppm)：2.58(3H,s)，3.39(3H,s)，3.69(4H,s)，4.68(2H,s)，5.14(2H,s)，6,65(1H,d)，7.20(2H,m)，7.29(1H,s)，7.33(1H,s)，7.95(1H,d) 1 H-NMR (CDCl 3 , ppm): 2.58 (3H, s), 3.39 (3H, s), 3.69 (4H, s), 4.68 (2H, s), 5.14 (2H, s), 6, 65 ( 1H, d), 7.20 (2H, m), 7.29 (1H, s), 7.33 (1H, s), 7.95 (1H, d)

實施例10-3. Example 10-3.

將實施例10-2所得到之6-七氟異丙基-3-(2-甲氧基乙基)-1-(3-甲基-4-硝基苄基)-3,4-二氫-1H-喹唑啉-2-酮0.81g溶解於乙醇20ml，加入氯化銨0.42g、鐵粉0.43g及水10ml，於室溫下攪拌3小時。反應終了後，使用矽藻土去除不溶物之後，加入水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑而得到1-(4-胺基-3-甲苄基)-6-七氟異丙基-3-(2-甲氧基乙基)-3,4-二氫-1H-喹唑啉-2-酮0.49g。 6-Heptafluoroisopropyl-3-(2-methoxyethyl)-1-(3-methyl-4-nitrobenzyl)-3,4-di obtained in Example 10-2 0.81 g of hydrogen-1H-quinazolin-2-one was dissolved in 20 ml of ethanol, and 0.42 g of ammonium chloride, 0.43 g of iron powder and 10 ml of water were added thereto, and the mixture was stirred at room temperature for 3 hours. After the completion of the reaction, the insoluble matter was removed using diatomaceous earth, and water was added thereto, followed by extraction with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to give 1-(4-amino-3-methylbenzyl)-6-heptafluoroisopropyl-3-(2-methoxyethyl)-3,4-di. Hydrogen-1H-quinazolin-2-one 0.49 g.

1H-NMR(CDCl3,ppm)：2.13(3H,s)，3.39(3H,m)，3.56(2H,brs)，3.68(4H,s)，4.63(2H,s)，4.99(2H,s)，6,61(1H,d)，6.87(1H,d)，6.93(1H,d)，6.97(1H,s)，7.23(1H,s)，7.30(1H,d) 1 H-NMR (CDCl 3 , ppm): 2.13 (3H, s), 3.39 (3H, m), 3.56 (2H, brs), 3.68 (4H, s), 4.63 (2H, s), 4.99 (2H, s),6,61(1H,d), 6.87(1H,d), 6.93(1H,d),6.97(1H,s),7.23(1H,s),7.30(1H,d)

實施例10-4. (S)-3-氯-N1-(4-{[6-七氟異丙基-3-(2-甲氧基乙基)-2-側氧基-3,4-二氫-2H-喹唑啉-1-基]甲基}-2-甲基苯基)-N2-(1-甲基-2-甲亞磺醯基乙基)鄰苯二甲醯胺(化合物No.18-98)及(S)-3-氯-N1-(4-{[6-七氟異丙基-3-(2-甲氧基乙基)-2-側氧基-3,4-二氫-2H-喹唑啉-1-基]甲基}-2-甲基苯基)-N2-(1-甲基-2-甲磺醯基乙基)鄰苯二甲醯胺(化合物No.18-99)之合成 Example 10-4. (S)-3-Chloro-N 1 -(4-{[6-heptafluoroisopropyl-3-(2-methoxyethyl)-2-oxooxy-3, 4-Dihydro-2H-quinazolin-1-yl]methyl}-2-methylphenyl)-N 2 -(1-methyl-2-methylsulfinylethyl) phthalic acid Indoleamine (Compound No. 18-98) and (S)-3-chloro-N 1 -(4-{[6-heptafluoroisopropyl-3-(2-methoxyethyl)-2- side Oxy-3,4-dihydro-2H-quinazolin-1-yl]methyl}-2-methylphenyl)-N 2 -(1-methyl-2-methylsulfonylethyl) Synthesis of o-phthalimide (Compound No. 18-99)

將實施例10-3所得到之1-(4-胺基-3-甲苄基)-6-七氟異丙基-3-(2-甲氧基乙基)-3,4-二氫-1H-喹唑啉-2-酮0.39g及(S)-4-氯-3-(1-甲基-2-甲硫基乙基亞胺基)-3H-異苯並呋喃-1-酮0.21g溶解於乙腈3ml，加入三氟乙酸0.01g，於室溫下攪拌3小時。反應終了後，於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到(S)-3-氯-N1-(4-{[6-七氟異丙基-3-(2-甲氧基乙基)-2-側氧基-3,4-二氫-2H-喹唑啉-1-基]甲基}-2-甲基苯基)-N2-(1-甲基-2-甲硫基乙基)鄰苯二甲醯胺(化合物No.18-97)0.31g。物性：m.p.90-92℃。 1-(4-Amino-3-methylbenzyl)-6-heptafluoroisopropyl-3-(2-methoxyethyl)-3,4-dihydrofurate obtained in Example 10-3 -1H-quinazolin-2-one 0.39g and (S)-4-chloro-3-(1-methyl-2-methylthioethylimino)-3H-isobenzofuran-1- 0.21 g of ketone was dissolved in 3 ml of acetonitrile, and 0.01 g of trifluoroacetic acid was added thereto, and the mixture was stirred at room temperature for 3 hours. After the completion of the reaction, the solvent was distilled off under reduced pressure, and the obtained residue was purified by chromatography on a silica gel column to obtain (S)-3-chloro-N 1 -(4-{[6-? Fluoroisopropyl-3-(2-methoxyethyl)-2-yloxy-3,4-dihydro-2H-quinazolin-1-yl]methyl}-2-methylphenyl -N 2 -(1-Methyl-2-methylthioethyl)phthalic acid amide (Compound No. 18-97) 0.31 g. Physical properties: mp90-92 °C.

將上述實施例所得到之(S)-3-氯-N1-(4-{[6-七氟異丙基-3-(2-甲氧基乙基)-2-側氧基-3,4-二氫-2H-喹唑啉-1-基]甲基}-2-甲基苯基)-N2-(1-甲基-2-甲硫基乙基)鄰苯二甲醯胺0.23g溶解於氯仿3ml，冰冷下，加入m-氯過氧苯甲酸(75%)0.10g，於室溫下攪拌1小時。反應終了後，依硫代硫酸鈉水溶液、飽和碳酸氫鈉水溶液、飽和食鹽水順序洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到(S)-3-氯-N1-(4-{[6-七氟異丙基-3-(2-甲氧基乙基)-2-側氧基-3,4-二氫-2H-喹唑啉-1-基]甲基}-2-甲基苯基)-N2-(1-甲基-2-甲亞磺醯基乙基)鄰苯二甲醯胺(化 合物No.18-98)0.08g及(S)-3-氯-N1-(4-{[6-七氟異丙基-3-(2-甲氧基乙基)-2-側氧基-3,4-二氫-2H-喹唑啉-1-基]甲基}-2-甲基苯基)-N2-(1-甲基-2-甲磺醯基乙基)鄰苯二甲醯胺(化合物No.18-99)0.13g。物性：(化合物No.18-98)m.p.118-121℃、(化合物No.18-99)m.p.170-175℃。 (S)-3-Chloro-N 1 -(4-{[6-heptafluoroisopropyl-3-(2-methoxyethyl)-2-oxooxy-3) obtained in the above examples ,4-dihydro-2H-quinazolin-1-yl]methyl}-2-methylphenyl)-N 2 -(1-methyl-2-methylthioethyl)phthalic acid 0.23 g of an amine was dissolved in 3 ml of chloroform, and under ice cooling, 0.10 g of m-chloroperoxybenzoic acid (75%) was added, and the mixture was stirred at room temperature for 1 hour. After the completion of the reaction, the mixture was washed with an aqueous sodium thiosulfate solution, a saturated aqueous sodium hydrogen carbonate solution and brine, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained residue was purified by chromatography on a chrome gel column to give (S)-3-chloro-N 1 -(4-{[6-heptafluoroisopropyl) -3-(2-methoxyethyl)-2-oxooxy-3,4-dihydro-2H-quinazolin-1-yl]methyl}-2-methylphenyl)-N 2 -(1-methyl-2-methylsulfinylethyl) phthalic acid amide (Compound No. 18-98) 0.08 g and (S)-3-chloro-N 1 -(4-{[ 6-heptafluoroisopropyl-3-(2-methoxyethyl)-2-yloxy-3,4-dihydro-2H-quinazolin-1-yl]methyl}-2-A Phenylphenyl)-N 2 -(1-methyl-2-methylsulfonylethyl) phthalic acid amide (Compound No. 18-99) 0.13 g. Physical properties: (Compound No. 18-98) mp 118-121 ° C, (Compound No. 18-99) mp 170-175 ° C.

實施例11-1. Example 11-1.

將2-硝基安息香酸1.67g溶解於甲苯10ml，加入DMF 0.01g，冰冷下，滴下亞硫醯氯1.19g。1小時加熱回流之後，減壓餾去溶劑。將得到之酸氯化物溶解於THF 5ml，於2M-甲胺THF溶液5ml及三乙胺2.02g之THF 10ml溶液，，於冰冷攪拌下滴下。滴下終了後，進一步於室溫下攪拌30分鐘之後，加入水以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到N-甲基-2-硝苯甲醯胺1.8g。 1.67 g of 2-nitrobenzoic acid was dissolved in 10 ml of toluene, and 0.01 g of DMF was added thereto, and 1.92 g of sulfinium chloride was added dropwise under ice cooling. After heating under reflux for 1 hour, the solvent was evaporated under reduced pressure. The obtained acid chloride was dissolved in 5 ml of THF, 5 ml of a 2M-methylamine THF solution and a solution of 2.02 g of triethylamine in 10 ml of THF. After the completion of the dropwise addition, the mixture was further stirred at room temperature for 30 minutes, and then water was added and extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained residue was purified by chromatography on silica gel column chromatography to afford N-methyl-2-n-benzamide.

1H-NMR(CDCl3,ppm)：3.00(3H,d)，5.96(1H,s)，7.50(1H,d)，7.56(1H,t)，7.65(1H,t)，8.03(1H,d) 1 H-NMR (CDCl 3 , ppm): 3.00 (3H, d), 5.96 (1H, s), 7.50 (1H, d), 7.56 (1H, t), 7.65 (1H, t), 8.03 (1H, d)

實施11-2. Implementation 11-2.

將實施例11-1所得到之N-甲基-2-硝苯甲醯胺1.8g溶解於乙醇40ml，加入氯化銨2.7g、鐵粉2.9g及水20ml，於室溫下攪拌3小時。反應終了後，使用矽藻土去除不溶物之後，加入水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑而得到2-胺基-N-甲基苯甲醯胺1.38g。 1.8 g of N-methyl-2-nitrobenzamide obtained in Example 11-1 was dissolved in 40 ml of ethanol, and 2.7 g of ammonium chloride, 2.9 g of iron powder and 20 ml of water were added thereto, and the mixture was stirred at room temperature for 3 hours. . After the completion of the reaction, the insoluble matter was removed using diatomaceous earth, and water was added thereto, followed by extraction with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to give 1.18 g of 2-amino-N-methylbenzamide.

1H-NMR(CDCl3,ppm)：2.96(3H,d)，5.49(2H,brs)，6.05(1H,s)，6.64(1H,t)，6.67(1H,d)，7.19(1H,t)，7.28(1H,d) 1 H-NMR (CDCl 3 , ppm): 2.96 (3H, d), 5.49 (2H, brs), 6.05 (1H, s), 6.64 (1H, t), 6.67 (1H, d), 7.19 (1H, t), 7.28 (1H, d)

實施例11-3. Example 11-3.

將實施例11-2所得到之2-胺基-N-甲基苯甲醯胺0.69g、七氟-2-碘丙烷1.64g、碳酸鈉0.73g及硫酸氫四丁基銨0.05g，依乙酸乙酯5ml及水5ml之混合液順序加入。室溫攪拌下，將二亞硫磺酸鈉1.6g分成少許少許花30分鐘加入。添加終了後，升溫至40℃攪拌1小時。分離有機層之後、以飽和食鹽水洗淨，以硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到2-胺基-5-七氟異丙基-N-甲基苯甲醯胺0.89 g。 0.69 g of 2-amino-N-methylbenzamide obtained in Example 11-2, 1.64 g of heptafluoro-2-iodopropane, 0.73 g of sodium carbonate and 0.05 g of tetrabutylammonium hydrogen sulfate were used. A mixture of 5 ml of ethyl acetate and 5 ml of water was added in order. 1.6 g of sodium disulfite was added to a small amount of flower for 30 minutes while stirring at room temperature. After the addition was completed, the temperature was raised to 40 ° C and stirred for 1 hour. After the organic layer was separated, it was washed with brine and dried over magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained residue was purified by chromatography on a gel column chromatography to give 2-amino-5-heptafluoroisopropyl-N-methylbenzamide 0.89. g.

1H-NMR(CDCl3,ppm)2.99(3H,d)，5.83(2H,s)，6.02(1H,s)，6.73(1H,d)，7.36(1H,d)，7.47(1H,s) 1 H-NMR (CDCl 3 , ppm) 2.99 (3H, d), 5.83 (2H, s), 6.02 (1H, s), 6.73 (1H, d), 7.36 (1H, d), 7.47 (1H, s )

實施例11-4. Example 11-4.

將實施例11-3所得到之2-胺基-5-七氟異丙基-N-甲基苯甲醯胺0.89g溶解於THF 6ml，加入1,1’-羰基二咪唑1.4g，加熱回流下進行2小時反應。反應終了後，加入冰水，以乙酸乙酯萃取。將有機層依1N鹽酸水、飽和食鹽水順序洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到6-七氟異丙基-3-甲基-1H，3H-喹唑啉-2,4-二酮0.63g。 0.89 g of 2-amino-5-heptafluoroisopropyl-N-methylbenzamide obtained in Example 11-3 was dissolved in 6 ml of THF, and 1.4 g of 1,1'-carbonyldiimidazole was added thereto, followed by heating. The reaction was carried out for 2 hours under reflux. After the reaction was completed, ice water was added and the mixture was extracted with ethyl acetate. The organic layer was washed successively with 1N aqueous hydrochloric acid and brine, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue obtained was purified by chromatography on a chrome gel column to give 6-heptafluoroisopropyl-3-methyl-1H,3H-quinazoline-2. 4-dione 0.63 g.

1H-NMR(CDCl3,ppm)：3.50(3H,s)，7.23-7.26(1H,m)，7.82(1H,d)，8.42(1H,s)，9.61(1H,s) 1 H-NMR (CDCl 3 , ppm): 3.50 (3H, s), 7.23-7.26 (1H, m), 7.82 (1H, d), 8.42 (1H, s), 9.61 (1H, s)

實施例11-5. Example 11-5.

將實施例11-4所得到之6-七氟異丙基-3-甲基 1H,3H-喹唑啉-2,4-二酮0.63g及3-甲基-4-硝基苄基溴化物0.44g溶解於乙腈15ml，加入碳酸鉀0.60g，加熱回流下進行3小時反應。反應終了後，加入水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到6-七氟異丙基-3-甲基-1-(3-甲基-4-硝基苄基)-1H,3H-喹唑啉-2,4-二酮0.74g。 The 6-heptafluoroisopropyl-3-methyl group obtained in Example 11-4 1H, 3H-quinazoline-2,4-dione 0.63g and 3-methyl-4-nitrobenzyl bromide 0.44g were dissolved in acetonitrile 15ml, added with potassium carbonate 0.60g, and heated under reflux for 3 hours. . After the reaction was completed, water was added and the mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue obtained was purified by chromatography on a chrome gel column to give 6-heptyfluoroisopropyl-3-methyl-1-(3-methyl-4- Nitrobenzyl)-1H,3H-quinazoline-2,4-dione 0.74 g.

1H-NMR(CDCl3,ppm)：2.60(3H,s)，3.58(3H,s)，5.42(2H,s)，7.14(1H,d)，7.21-7.26(2H,m)，7.78(1H,d)，7.98(1H,d)，8.54(1H,s) 1 H-NMR (CDCl 3 , ppm): 2.60 (3H, s), 3.58 (3H, s), 5.42 (2H, s), 7.14 (1H, d), 7.21 - 7.26 (2H, m), 7.78 ( 1H, d), 7.98 (1H, d), 8.54 (1H, s)

實施例11-6. Example 11-6.

將實施例11-5所得到之6-七氟異丙基-3-甲基-1-(3-甲基-4-硝基苄基)-1H,3H-喹唑啉-2,4-二酮0.74g溶解於乙醇5ml，加入氯化銨0.41g、鐵粉0.42g及水3ml，於室溫下攪拌3小時。反應終了後，使用矽藻土去除不溶物之後，加入水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑而得到1-(4-胺基-3-甲苄基)-6-七氟異丙基-3-甲基-1H,3H-喹唑啉-2,4-二酮0.53g。 6-Heptafluoroisopropyl-3-methyl-1-(3-methyl-4-nitrobenzyl)-1H,3H-quinazoline-2,4- obtained in Example 11-5 0.74 g of diketone was dissolved in 5 ml of ethanol, and 0.41 g of ammonium chloride, 0.42 g of iron powder and 3 ml of water were added, and the mixture was stirred at room temperature for 3 hours. After the completion of the reaction, the insoluble matter was removed using diatomaceous earth, and water was added thereto, followed by extraction with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to give 1-(4-amino-3-methylbenzyl)-6-heptafluoroisopropyl-3-methyl-1H,3H-quinazoline-2,4- Dione 0.53g.

1H-NMR(CDCl3,ppm)：2.14(3H,s)，3.56(3H,s)， 3.62(2H,brs)，5.26(2H,s)，6.63(1H,d)，6.94-6.98(2H,m)，7.35(1H,d)，7.74(1H,d)，8.48(1H,s) 1 H-NMR (CDCl 3 , ppm): 2.14 (3H, s), 3.56 (3H, s), 3.62 (2H, brs), 5.26 (2H, s), 6.63 (1H, d), 6.94-6.98 ( 2H, m), 7.35 (1H, d), 7.74 (1H, d), 8.48 (1H, s)

實施例11-7. (S)-3-氯-N1-{4-[(2,4-二側氧基-6-七氟異丙基-3-甲基-3,4-二氫-2H-喹唑啉-1-基)甲基]-2-甲基苯基}-N2-(1-甲基-2-甲亞磺醯基乙基)鄰苯二甲醯胺(化合物No.18-177)及(S)-3-氯-N1-{4-[(2,4-二側氧基-6-七氟異丙基-3-甲基-3,4-二氫-2H-喹唑啉-1-基)甲基]-2-甲基苯基}-N2-(1-甲基-2-甲磺醯基乙基)鄰苯二甲醯胺(化合物No.18-178)之合成 Example 11-7. (S)-3-Chloro-N 1 -{4-[(2,4-di-oxo-6-heptafluoroisopropyl-3-methyl-3,4-dihydrol) -2H-quinazolin-1-yl)methyl]-2-methylphenyl}-N 2 -(1-methyl-2-methylsulfinylethyl) phthalic acid amide No.18-177) and (S)-3-chloro-N 1 -{4-[(2,4-di-oxo-6-heptafluoroisopropyl-3-methyl-3,4-di Hydrogen-2H-quinazolin-1-yl)methyl]-2-methylphenyl}-N 2 -(1-methyl-2-methylsulfonylethyl) phthalic acid amide Synthesis of No.18-178)

將實施例11-6.所得到之1-(4-胺基-3-甲苄基)-3-甲基-6-七氟異丙基-1H,3H-喹唑啉-2,4-二酮0.27g及(S)-4-氯-3-(1-甲基-2-甲硫基乙基亞胺基)-3H-異苯並呋喃-1-酮0.19g溶解於乙腈3ml，加入三氟乙酸0.01g，於室溫下攪拌3小時。反應終了後，於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到(S)-3-氯-N1-{4-[(2,4-二側氧基-6-七氟異丙基-3-甲基-3,4-二氫-2H-喹唑啉-1-基)甲基]-2-甲基苯基}-N2-(1-甲基-2-甲硫基乙基)鄰苯二甲醯胺(化合物No.18-176)0.36g。 物性：m.p.123-126℃。 1-(4-Amino-3-methylbenzyl)-3-methyl-6-heptafluoroisopropyl-1H,3H-quinazoline-2,4- obtained in Example 11-6. 0.27 g of diketone and 0.19 g of (S)-4-chloro-3-(1-methyl-2-methylthioethylimino)-3H-isobenzofuran-1-one were dissolved in 3 ml of acetonitrile. 0.01 g of trifluoroacetic acid was added, and the mixture was stirred at room temperature for 3 hours. After the completion of the reaction, the solvent was distilled off under reduced pressure, and the residue obtained was purified by chromatography on a silica gel column to give (S)-3-chloro-N 1 -{4-[(2,4) -di- oxo-6-heptafluoroisopropyl-3-methyl-3,4-dihydro-2H-quinazolin-1-yl)methyl]-2-methylphenyl}-N 2 -(1-Methyl-2-methylthioethyl)phthalic acid amide (Compound No. 18-176) 0.36 g. Physical properties: mp123-126 °C.

將上述實施例所得到之(S)-3-氯-N1-{4-[(2,4-二側氧基-6-七氟異丙基-3-甲基-3,4-二氫-2H-喹唑啉-1-基)甲基]-2-甲基苯基}-N2-(1-甲基-2-甲硫基乙基)鄰苯二甲醯胺0.22g溶解於氯仿3ml，冰冷下，加入m-氯過氧苯甲酸(75%)0.10g，於室溫下攪拌1小時。反應終了後，依硫代硫酸鈉水溶液、飽和碳酸氫鈉水溶液、飽和食鹽水順序次洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到(S)-3-氯-N1-{4-[(2,4-二側氧基-6-七氟異丙基-3-甲基-3,4-二氫-2H-喹唑啉-1-基)甲基]-2-甲基苯基}-N2-(1-甲基-2-甲亞磺醯基乙基)鄰苯二甲醯胺(化合物No.18-177)0.12g及(S)-3-氯-N1-{4-[(2,4-二側氧基-6-七氟異丙基-3-甲基-3,4-二氫-2H-喹唑啉-1-基)甲基]-2-甲基苯基}-N2-(1-甲基-2-甲磺醯基乙基)鄰苯二甲醯胺(化合物No.18-178)0.10g。物性：(化合物No.18-177)m.p.160-166℃。(化合物No.18-178)m.p.146-147℃。 (S)-3-Chloro-N 1 -{4-[(2,4-di- oxo-6-heptafluoroisopropyl-3-methyl-3,4-di) obtained in the above examples Hydrogen-2H-quinazolin-1-yl)methyl]-2-methylphenyl}-N 2 -(1-methyl-2-methylthioethyl)phthalic acid 0.22g dissolved To 3 ml of chloroform, 0.10 g of m-chloroperoxybenzoic acid (75%) was added under ice cooling, and the mixture was stirred at room temperature for 1 hour. After the completion of the reaction, the mixture was washed successively with a sodium thiosulfate aqueous solution, a saturated aqueous sodium hydrogen carbonate solution and brine, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue obtained was purified by chromatography on a silica gel column to obtain (S)-3-chloro-N 1 -{4-[(2,4-di-side oxygen) -6-heptafluoroisopropyl-3-methyl-3,4-dihydro-2H-quinazolin-1-yl)methyl]-2-methylphenyl}-N 2 -(1- Methyl-2-methylsulfinylethyl) phthalic acid amide (Compound No. 18-177) 0.12 g and (S)-3-chloro-N 1 -{4-[(2,4- Bilateral oxy-6-heptafluoroisopropyl-3-methyl-3,4-dihydro-2H-quinazolin-1-yl)methyl]-2-methylphenyl}-N 2 - (1-Methyl-2-methylsulfonylethyl) phthalic acid amide (Compound No. 18-178) 0.10 g. Physical properties: (Compound No. 18-177) mp 160-166 ° C. (Compound No. 18-178) mp 146-147 ° C.

實施例12-1. Example 12-1.

將2-胺苯甲醯胺13.6g、七氟-2-碘丙烷24.1g、碳酸鈉15.9g及硫酸氫四丁基銨0.8g，依乙酸乙酯100ml及水100ml之混合液順序加入。於室溫攪拌下，將二亞硫磺酸鈉17.4g分成少許少許花30分鐘加入。添加終了後，升溫至40℃攪拌1小時。分離有機層之後、以飽和食鹽水洗淨，以硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到2-胺基-5-七氟異丙基苯甲醯胺24.1g。 13.6 g of 2-aminobenzamide, 24.1 g of heptafluoro-2-iodopropane, 15.9 g of sodium carbonate, and 0.8 g of tetrabutylammonium hydrogen sulfate were sequentially added in a mixture of 100 ml of ethyl acetate and 100 ml of water. After stirring at room temperature, 17.4 g of sodium disulfite was added to a small amount of flower for 30 minutes. After the addition was completed, the temperature was raised to 40 ° C and stirred for 1 hour. After the organic layer was separated, it was washed with brine and dried over magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained residue was purified by chromatography on silica gel column chromatography to give 2-amino-5-heptafluoroisopropylbenzamide as 24.1 g.

1H-NMR(CDCl3,ppm)：5.70-6.20(4H,m)，6.74(1H,d)，7.38(1H,d)，7.56(1H,s) 1 H-NMR (CDCl 3 , ppm): 5.70-6.20 (4H, m), 6.74 (1H, d), 7.38 (1H, d), 7.56 (1H, s)

實施例12-2. Example 12-2.

將實施例12-1所得到之2-胺基-5-七氟異丙基苯甲醯胺5.7g溶解於THF 20ml，加入1,1’-羰基二咪唑8.7g，加熱回流下進行2小時反應。反應終了後，加入冰水，以乙酸乙酯萃取。將有機層依1N鹽酸水、飽和食鹽水順序洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到6-七氟異丙基-1H,3H-喹唑啉酮-2,4-二酮3.56g。物性：m.p.284- 286℃。 5.7 g of 2-amino-5-heptafluoroisopropylbenzamide obtained in Example 12-1 was dissolved in 20 ml of THF, and 8.7 g of 1,1'-carbonyldiimidazole was added thereto, and the mixture was heated under reflux for 2 hours. reaction. After the reaction was completed, ice water was added and the mixture was extracted with ethyl acetate. The organic layer was washed successively with 1N aqueous hydrochloric acid and brine, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue obtained was purified by chromatography on silica gel column chromatography to give 6- heptafluoroisopropyl-1H,3H-quinazolinone-2,4-dione. 3.56g. Physical properties: m.p.284- 286 ° C.

實施例12-3. Example 12-3.

將實施例12-2所得到之6-七氟異丙基-1H,3H-喹唑啉酮-2,4-二酮2.00g溶解於DMA 6ml，加入60%氫化鈉0.24g於室溫攪拌下30分鐘。加入3-甲基-4-硝基苄基溴化物1.39g於室溫下進一步攪拌3小時。反應終了後，加入水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到6-七氟異丙基-3-(3-甲基-4-硝基苄基)-1H,3H-喹唑啉-2,4-二酮0.71g。 2.00 g of 6-heptafluoroisopropyl-1H,3H-quinazolinone-2,4-dione obtained in Example 12-2 was dissolved in DMA 6 ml, and 60% sodium hydride 0.24 g was added and stirred at room temperature. Next 30 minutes. 1.39 g of 3-methyl-4-nitrobenzyl bromide was added and the mixture was further stirred at room temperature for 3 hours. After the reaction was completed, water was added and the mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue obtained was purified by chromatography on a chrome gel column to give 6- heptafluoroisopropyl-3-(3-methyl-4-nitrobenzyl). -1H, 3H-quinazoline-2,4-dione 0.71 g.

1H-NMR(CDCl3,ppm)：2.59(3H,s)，5.26(2H,s)，7.19(1H,d)，7.46(2H,m)，7.84(1H,d)，8.43(1H,s)，8.91(1H,s) 1 H-NMR (CDCl 3 , ppm): 2.59 (3H, s), 5.26 (2H, s), 7.19 (1H, d), 7.46 (2H, m), 7.84 (1H, d), 8.43 (1H, s), 8.91 (1H, s)

實施例12-4. Example 12-4.

將實施例12-3所得到之6-七氟異丙基-3-(3-甲基-4-硝基苄基)-1H,3H-喹唑啉-2,4-二酮0.71g溶解於DMA4ml，加入60%氫化鈉0.06g於室溫下攪拌30分鐘。加入 碘甲烷0.21g於室溫下進一步攪拌3小時。反應終了後，加入水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到6-七氟異丙基-1-甲基-3-(3-甲基-4-硝基苄基)-1H,3H-喹唑啉-2,4-二酮0.67g。 The 6-heptafluoroisopropyl-3-(3-methyl-4-nitrobenzyl)-1H,3H-quinazoline-2,4-dione obtained in Example 12-3 was dissolved in 0.71 g. To 4 ml of DMA, 0.06 g of 60% sodium hydride was added and stirred at room temperature for 30 minutes. Join 0.21 g of methyl iodide was further stirred at room temperature for 3 hours. After the reaction was completed, water was added and the mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue obtained was purified by chromatography on a chrome gel column to give 6-heptafluoroisopropyl-1-methyl-3-(3-methyl-4- Nitrobenzyl)-1H,3H-quinazoline-2,4-dione 0.67 g.

1H-NMR(CDCl3,ppm)：2.58(3H,s)，3.65(3H,s)，5.29(2H,s)，7.36(1H,d)，7.44-7.49(2H,m)，7.91(2H,m)，8.51(1H,s) 1 H-NMR (CDCl 3 , ppm): 2.58 (3H, s), 3.65 (3H, s), 5.29 (2H, s), 7.36 (1H, d), 7.44-7.49 (2H, m), 7.91 ( 2H,m), 8.51 (1H, s)

實施例12-5. Example 12-5.

將實施例12-4所得到之6-七氟異丙基-1-甲基-3-(3-甲基-4-硝基苄基)-1H,3H-喹唑啉-2,4-二酮1.13g溶解於乙醇4ml，加入氯化銨0.37g、鐵粉0.38g及水2ml，於室溫下攪拌3小時。反應終了後，使用矽藻土去除不溶物之後，加入水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑而得到3-(4-胺基-3-甲苄基)-6-七氟異丙基-1-甲基-1H,3H-喹唑啉-2,4-二酮0.65g。 6-Heptafluoroisopropyl-1-methyl-3-(3-methyl-4-nitrobenzyl)-1H,3H-quinazoline-2,4- obtained in Example 12-4 1.13 g of diketone was dissolved in 4 ml of ethanol, and 0.37 g of ammonium chloride, 0.38 g of iron powder and 2 ml of water were added, and the mixture was stirred at room temperature for 3 hours. After the completion of the reaction, the insoluble matter was removed using diatomaceous earth, and water was added thereto, followed by extraction with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to give 3-(4-amino-3-methylbenzyl)-6-heptafluoroisopropyl-1-methyl-1H,3H-quinazoline-2,4- Diketone 0.65g.

1H-NMR(CDCl3,ppm)：2.13(3H,s)，3.62(5H,m)，5.15(2H,s)，6.60(1H,d)，7.29(1H,d)，7.47(1H,m)，7.85(1H,d)，7.91(1H,m)，8.50(1H,s) 1 H-NMR (CDCl 3 , ppm): 2.13 (3H, s), 3.62 (5H, m), 5.15 (2H, s), 6.60 (1H, d), 7.29 (1H, d), 7.47 (1H, m), 7.85 (1H, d), 7.91 (1H, m), 8.50 (1H, s)

實施例12-6.(S)-3-氯-N1-{4-[(2,4-二側氧基-6-七氟異丙基-1-甲基-1,2-二氫-4H-喹唑啉-3-基)甲基]-2-甲基苯基}-N2-(1-甲基-2-甲亞磺醯基乙基)鄰苯二甲醯胺(化合物No.19-8)及(S)-3-氯-N1-{4-[(2,4-二側氧基-6-七氟異丙基-1-甲基-1,2-二氫-4H-喹唑啉-3-基)甲基]-2-甲基苯基}-N2-(1-甲基-2-甲磺醯基乙基)鄰苯二甲醯胺(化合物No.19-9)之合成 Example 12-6. (S)-3-Chloro-N 1 -{4-[(2,4-di-oxo-6-heptafluoroisopropyl-1-methyl-1,2-dihydro) -4H-quinazolin-3-yl)methyl]-2-methylphenyl}-N 2 -(1-methyl-2-methylsulfinylethyl) phthalic acid amide No.19-8) and (S)-3-chloro-N 1 -{4-[(2,4-di-oxo-6-heptafluoroisopropyl-1-methyl-1,2-di Hydrogen-4H-quinazolin-3-yl)methyl]-2-methylphenyl}-N 2 -(1-methyl-2-methylsulfonylethyl) phthalic acid amide Synthesis of No.19-9)

將實施例12-5所得到之3-(4-胺基-3-甲苄基)-6-七氟異丙基-1-甲基-1H,3H-喹唑啉-2,4-二酮0.33g及(S)-4-氯-3-(1-甲基-2-甲硫基乙基亞胺基)-3H-異苯並呋喃-1-酮0.28g溶解於乙腈3ml，加入三氟乙酸0.01g，於室溫下攪拌3小時。反應終了後，於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到(S)-3-氯-N1-{4-[(2,4-二側氧基-6-七氟異丙基-1-甲基-1,2-二氫-4H-喹唑啉-3-基)甲基]-2-甲基苯基}-N2-(1-甲基-2-甲硫基乙基)鄰苯二甲醯胺(化合物No.19-7)0.29g。物性：m.p.104-107℃。 3-(4-Amino-3-methylbenzyl)-6-heptafluoroisopropyl-1-methyl-1H,3H-quinazoline-2,4-di obtained in Example 12-5 Ketone 0.33g and (S)-4-chloro-3-(1-methyl-2-methylthioethylimino)-3H-isobenzofuran-1-one 0.28g dissolved in acetonitrile 3ml, added 0.01 g of trifluoroacetic acid was stirred at room temperature for 3 hours. After the completion of the reaction, the solvent was distilled off under reduced pressure, and the residue obtained was purified by chromatography on a silica gel column to give (S)-3-chloro-N 1 -{4-[(2,4) -di- oxo-6-heptafluoroisopropyl-1-methyl-1,2-dihydro-4H-quinazolin-3-yl)methyl]-2-methylphenyl}-N 2 -(1-Methyl-2-methylthioethyl) phthalic acid amide (Compound No. 19-7) 0.29 g. Physical properties: mp104-107 °C.

將上述實施例所得到之(S)-3-氯-N1-{4-[(2,4-二側氧基-6-七氟異丙基-1-甲基-1,2-二氫-4H-喹唑啉-3-基)甲基]-2-甲基苯基}-N2-(1-甲基-2-甲硫基乙基)鄰苯二甲醯胺0.23g溶解於氯仿3ml，冰冷下，加入m-氯過氧苯甲酸(75%)0.09g，於室溫下攪拌1小時。反應終了後，依硫代硫酸鈉水溶液、飽和碳酸氫鈉水溶液、飽和食鹽水順序洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到(S)-3-氯-N1-{4-[(2,4-二側氧基-6-七氟異丙基-1-甲基-1,2-二氫-4H-喹唑啉-3-基)甲基]-2-甲基苯基}-N2-(1-甲基-2-甲亞磺醯基乙基)鄰苯二甲醯胺(化合物No.19-8)0.16g、及(S)-3-氯-N1-{4-[(2,4-二側氧基-6-七氟異丙基-1-甲基-1,2-二氫-4H-喹唑啉-3-基)甲基]-2-甲基苯基}-N2-(1-甲基-2-甲磺醯基乙基)鄰苯二甲醯胺(化合物No.19-9)0.05g。物性：(化合物No.19-8)m.p.134-137℃、(化合物No.19-9)m.p.132-135℃。 (S)-3-Chloro-N 1 -{4-[(2,4-di- oxo-6-heptafluoroisopropyl-1-methyl-1,2-di) obtained in the above examples Hydrogen-4H-quinazolin-3-yl)methyl]-2-methylphenyl}-N 2 -(1-methyl-2-methylthioethyl)phthalic acid 0.23g dissolved To 3 ml of chloroform, 0.09 g of m-chloroperoxybenzoic acid (75%) was added under ice cooling, and the mixture was stirred at room temperature for 1 hour. After the completion of the reaction, the mixture was washed with an aqueous sodium thiosulfate solution, a saturated aqueous sodium hydrogen carbonate solution and brine, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue obtained was purified by chromatography on a silica gel column to obtain (S)-3-chloro-N 1 -{4-[(2,4-di-side oxygen) -6-heptafluoroisopropyl-1-methyl-1,2-dihydro-4H-quinazolin-3-yl)methyl]-2-methylphenyl}-N 2 -(1- Methyl-2-methylsulfinylethyl) phthalic acid amide (Compound No. 19-8) 0.16 g, and (S)-3-chloro-N 1 -{4-[(2,4 -di- oxo-6-heptafluoroisopropyl-1-methyl-1,2-dihydro-4H-quinazolin-3-yl)methyl]-2-methylphenyl}-N 2 -(1-Methyl-2-methylsulfonylethyl) phthalic acid amide (Compound No. 19-9) 0.05 g. Physical properties: (Compound No. 19-8) mp 134-137 ° C, (Compound No. 19-9) mp 132-135 ° C.

實施例13-1. Example 13-1.

將鄰胺苯甲酸(Anthranilic acid)24.7g、七氟-2-碘丙烷60g、碳酸鈉55.3g及硫酸氫四丁基銨2g，依乙酸乙酯200ml及水200ml之混合液順序加入。攪拌下，將內溫保持在40℃將二亞硫磺酸鈉34.8g分成少許少許花30分鐘加入。添加終了後，進一步攪拌1小時。分離有機層之後，依1N鹽酸水、飽和食鹽水順序洗淨，以硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以醚-己烷混合溶劑洗淨而得到5-七氟異丙基鄰胺苯甲酸42g。物性：m.p.142-144℃。 24.7 g of anthranilic acid, 60 g of heptafluoro-2-iodopropane, 55.3 g of sodium carbonate, and 2 g of tetrabutylammonium hydrogen sulfate were sequentially added in a mixture of 200 ml of ethyl acetate and 200 ml of water. With stirring, the internal temperature was maintained at 40 ° C, and 34.8 g of sodium disulfite was added to a small amount of flower for 30 minutes. After the addition was completed, the mixture was further stirred for 1 hour. The organic layer was separated, washed with 1N aqueous hydrochloric acid and brine, and dried over magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained residue was washed with ethyl ether-hexane solvent to afford ethyl 4-hexafluoroisopropyl o- benzoic acid (42 g). Physical properties: m.p. 142-144 °C.

實施例13-2. Example 13-2.

將實施例13-1所得到之5-七氟異丙基鄰胺苯甲酸0.92g溶解於無水三氟乙酸2ml，加熱回流下進行1小時反應。反應終了後，於減壓下濃縮乾固，將得到之殘渣溶解於二甲苯10ml。加入3-甲基-4-硝基苄基胺0.5g，加熱回流下進行3小時反應。反應終了後，加入水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到6-七氟異丙基-3-(3-甲基-4-硝基苄基)-2-三氟甲基-3H-喹唑啉-4-酮1.3g。物性：m.p.126-127℃。 0.92 g of 5-heptafluoroisopropyl ortho-benzoic acid obtained in Example 13-1 was dissolved in 2 ml of anhydrous trifluoroacetic acid, and the mixture was heated under reflux for 1 hour. After the completion of the reaction, the mixture was concentrated to dryness under reduced pressure, and the obtained residue was dissolved in 10 ml of toluene. 0.5 g of 3-methyl-4-nitrobenzylamine was added, and the reaction was carried out under reflux with heating for 3 hours. After the reaction was completed, water was added and the mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue obtained was purified by chromatography on a chrome gel column to give 6- heptafluoroisopropyl-3-(3-methyl-4-nitrobenzyl). 2-trifluoromethyl-3H-quinazolin-4-one 1.3 g. Physical properties: m.p. 126-127 ° C.

1H-NMR(CDCl3,ppm)：2.59(3H,s)，5.45(2H,s)， 7.15(1H,d)，7.17(1H,s)，7.96(1H,d)，8.04(1H,d)，8.10(1H,d)，8.62(1H,s) 1 H-NMR (CDCl 3 , ppm): 2.59 (3H, s), 5.45 (2H, s), 7.15 (1H, d), 7.17 (1H, s), 7.96 (1H, d), 8.04 (1H, d), 8.10 (1H, d), 8.62 (1H, s)

實施例13-3. Example 13-3.

將實施例13-2所得到之6-七氟異丙基-3-(3-甲基-4-硝基苄基)-2-三氟甲基-3H-喹唑啉-4-酮0.85g溶解於乙醇10ml，加入氯化銨0.41g、鐵粉0.42g及水5ml，於室溫下攪拌3小時。反應終了後，使用矽藻土去除不溶物之後，加入水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，而得到3-(4-胺基-3-甲苄基)-6-七氟異丙基-2-三氟甲基-3H-喹唑啉-4-酮之粗製物0.8g。 6-Heptafluoroisopropyl-3-(3-methyl-4-nitrobenzyl)-2-trifluoromethyl-3H-quinazolin-4-one 0.85 obtained in Example 13-2 g was dissolved in 10 ml of ethanol, and 0.41 g of ammonium chloride, 0.42 g of iron powder and 5 ml of water were added, and the mixture was stirred at room temperature for 3 hours. After the completion of the reaction, the insoluble matter was removed using diatomaceous earth, and water was added thereto, followed by extraction with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to give 3-(4-amino-3-methylbenzyl)-6-heptafluoroisopropyl-2-trifluoromethyl-3H-quinazolin-4-one. The crude material was 0.8 g.

實施例13-4.(S)-3-氯-N1-{4-[(6-七氟異丙基-4-側氧基-2-三氟甲基-4H-喹唑啉-3-基)甲基]-2-甲基苯基}-N2-(1-甲基-2-甲硫基乙基)鄰苯二甲醯胺(化合物No.23-10)之合成 Example 13-4. (S)-3-Chloro-N 1 -{4-[(6-heptafluoroisopropyl-4-oxo-2-trifluoromethyl-4H-quinazoline-3) Synthesis of -yl)methyl]-2-methylphenyl}-N 2 -(1-methyl-2-methylthioethyl)phthalic acid (Compound No. 23-10)

將實施例13-3所得到之3-(4-胺基-3-甲苄基)-6-七 氟異丙基-2-三氟甲基-3H-喹唑啉-4-酮粗製物0.50g及(S)-4-氯-3-(1-甲基-2-甲硫基乙基亞胺基)-3H-異苯並呋喃-1-酮0.27g溶解於乙腈5ml，加入三氟乙酸0.01g，於室溫下攪拌3小時。反應終了後，於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到S)-3-氯-N1-{4-[(6-七氟異丙基-4-側氧基-2-三氟甲基-4H-喹唑啉-3-基)甲基]-2-甲基苯基}-N2-(1-甲基-2-甲硫基乙基)鄰苯二甲醯胺(化合物No.23-10)0.30g。 The crude 3-(4-amino-3-methylbenzyl)-6-heptafluoroisopropyl-2-trifluoromethyl-3H-quinazolin-4-one obtained in Example 13-3 0.50g and (S)-4-chloro-3-(1-methyl-2-methylthioethylimino)-3H-isobenzofuran-1-one 0.27g dissolved in acetonitrile 5ml, added three 0.01 g of fluoroacetic acid was stirred at room temperature for 3 hours. After the completion of the reaction, the solvent was distilled off under reduced pressure, and the obtained residue was purified by chromatography on a silica gel column to give S)-3-chloro-N 1 -{4-[(6-heptafluoro) Isopropyl-4-oxooxy-2-trifluoromethyl-4H-quinazolin-3-yl)methyl]-2-methylphenyl}-N 2 -(1-methyl-2- Methylthioethyl)phthalic acid (Compound No. 23-10) 0.30 g.

1H-NMR(CDCl3,ppm)：1.22(3H,d)，1.98(3H,s)，2.26(3H,s)，2.58(2H,m)，4.34(1H,m)，5.51(2H,s)，6.27(1H,d)，7.20(1H,s)，7.22(1H,d)，7.41(1H,t)，7.54(1H,d)，7.61(1H,d)，7.73(1H,d)，7.96(1H,d)，8.04(1H,d)，8.09(1H,d)，8.40(1H,s) 1 H-NMR (CDCl 3 , ppm): 1.22 (3H, d), 1.98 (3H, s), 2.26 (3H, s), 2.58 (2H, m), 4.34 (1H, m), 5.51 (2H, s), 6.27 (1H, d), 7.20 (1H, s), 7.22 (1H, d), 7.41 (1H, t), 7.54 (1H, d), 7.61 (1H, d), 7.73 (1H, d ), 7.96 (1H, d), 8.04 (1H, d), 8.09 (1H, d), 8.40 (1H, s)

實施例14-1. Example 14-1.

將2-胺硫酚6.26g及三乙胺6.07g溶解於THF 50ml，室溫攪拌下，加入溴乙酸-t-丁酯9.75g。進一步於室溫下攪拌1小時後，加入水以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑而得到2-胺苯基硫乙酸-t-丁酯12.0g。 6.26 g of 2-amine thiophenol and 6.07 g of triethylamine were dissolved in 50 ml of THF, and 9.75 g of bromoacetic acid-t-butyl ester was added thereto with stirring at room temperature. After further stirring at room temperature for 1 hour, water was added to extract with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to give 12.0 g of 2-aminophenylthioacetic acid-t-butyl ester.

實施例14-2. Example 14-2.

將實施例14-1所得到之2-(2-胺苯基)硫乙酸-t-丁酯11.97g、七氟-2-碘丙烷17.76g、碳酸鈉7.95g及硫酸氫四丁基銨0.5g，依乙酸乙酯100ml及水100ml之混合液順序加入。攪拌下，將內溫保持在40℃將二亞硫磺酸鈉10.45g分成少許少許花30分鐘加入。添加終了後，進一步攪拌1小時。分離有機層之後、以飽和食鹽水洗淨，以硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以醚-己烷混合溶劑洗淨而得到[2-胺基-5-(七氟異丙基)苯基]硫乙酸-t-丁酯20g。 11.97 g of 2-(2-aminophenyl)thioacetic acid-t-butyl ester obtained in Example 14-1, 17.76 g of heptafluoro-2-iodopropane, 7.95 g of sodium carbonate and tetrabutylammonium hydrogen sulfate 0.5 g, added in the order of a mixture of 100 ml of ethyl acetate and 100 ml of water. With stirring, the internal temperature was maintained at 40 ° C. Sodium dithionite 10.45 g was added to a small amount of flower for 30 minutes. After the addition was completed, the mixture was further stirred for 1 hour. After the organic layer was separated, it was washed with brine and dried over magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained residue was washed with ether-hexane mixed solvent to give [2-amino-5-(heptafluoroisopropyl)phenyl]thioacetic acid-t-butyl ester. 20g.

1H-NMR(CDCl3,ppm)：1.39(9H,s)，3.40(2H,s)，4.75(2H,brs)，6.76(1H,d)，7.31(1H,d)，7.65(1H,s) 1 H-NMR (CDCl 3 , ppm): 1.39 (9H, s), 3.40 (2H, s), 4.75 (2H, brs), 6.76 (1H, d), 7.31 (1H, d), 7.65 (1H, s)

實施例14-3. Example 14-3.

將實施例14-2所得到之[2-胺基-5-(七氟異丙基)苯基]硫乙酸-t-丁酯1.43g溶解於4N氯化氫-乙酸乙酯溶液5ml，加熱回流下進行1小時反應。反應終了後，於減壓下由餾去溶劑，將得到之殘渣溶解於THF 10ml，加入三 乙胺1.1g及碘化2-氯-1-甲基吡啶鎓1.8g。於室溫下攪拌3小時後、加入水以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到7-七氟異丙基-2H-苯並[1,4]噻嗪-3-酮0.9g。物性：m.p.123-124℃。 1.43 g of [2-amino-5-(heptafluoroisopropyl)phenyl]thioacetic acid-t-butyl ester obtained in Example 14-2 was dissolved in 5 ml of 4N hydrogen chloride-ethyl acetate solution, and heated under reflux. The reaction was carried out for 1 hour. After the completion of the reaction, the solvent was distilled off under reduced pressure, and the obtained residue was dissolved in THF (10 ml). 1.1 g of ethylamine and 1.8 g of 2-chloro-1-methylpyridinium iodide. After stirring at room temperature for 3 hours, water was added and extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue obtained was purified by chromatography on a silica gel column to give 7-heptafluoroisopropyl-2H-benzo[1,4]thiazin-3-one. 0.9g. Physical properties: m.p. 123-124 ° C.

實施例14-4. Example 14-4.

將實施例14-3所得到之7-七氟異丙基-2H-苯並[1,4]噻嗪-3-酮0.67g及3-甲基-4-硝基苄基溴化物0.51g溶解於乙腈20ml，加入碳酸鉀0.42g，加熱回流下進行3小時反應。反應終了後，加入水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到7-七氟異丙基-3-(3-甲基-4-硝基苄基)-2H-苯並[1,4]噻嗪-3-酮0.85g。物性：m.p.147-148℃。 7-Heptafluoroisopropyl-2H-benzo[1,4]thiazin-3-one obtained in Example 14-3, 0.67 g, and 3-methyl-4-nitrobenzyl bromide 0.51 g It was dissolved in 20 ml of acetonitrile, and 0.42 g of potassium carbonate was added thereto, and the mixture was heated under reflux for 3 hours. After the reaction was completed, water was added and the mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue obtained was purified by chromatography on a chrome gel column to give 7-heptyfluoroisopropyl-3-(3-methyl-4-nitrobenzyl). -2H-Benzo[1,4]thiazin-3-one 0.85 g. Physical properties: m.p. 147-148 ° C.

實施例14-5. Example 14-5.

實施例14-4所得到之7-七氟異丙基-3-(3-甲基-4-硝基苄基)-2H-苯並[1,4]噻嗪-3-酮0.82g溶解於乙醇10ml，加入氯化銨0.45g、鐵粉0.48g及水5ml，於室溫下攪拌3小時。反應終了後，使用矽藻土去除不溶物之後，加入水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑而得到3-(4-胺基-3-甲苄基)-7-七氟異丙基-2H-苯並[1,4]噻嗪-3-酮0.77g。 The 7-heptafluoroisopropyl-3-(3-methyl-4-nitrobenzyl)-2H-benzo[1,4]thiazin-3-one obtained in Example 14-4 was dissolved in 0.82 g. To 10 ml of ethanol, 0.45 g of ammonium chloride, 0.48 g of iron powder and 5 ml of water were added, and the mixture was stirred at room temperature for 3 hours. After the completion of the reaction, the insoluble matter was removed using diatomaceous earth, and water was added thereto, followed by extraction with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to give 3-(4-amino-3-methylbenzyl)-7-heptafluoroisopropyl-2H-benzo[1,4]thiazin-3-one 0.77 g .

1H-NMR(CDCl3,ppm)：2.14(3H,s)，3.58(2H,brs)，5.10(2H,s)，6.62(1H,d)，6.88(1H,d)，6.91(1H,s)，7.19(1H,d)，7.33(1H,d)，7.57(1H,s) 1 H-NMR (CDCl 3 , ppm): 2.14 (3H, s), 3.58 (2H, brs), 5.10 (2H, s), 6.62 (1H, d), 6.88 (1H, d), 6.91 (1H, s), 7.19 (1H, d), 7.33 (1H, d), 7.57 (1H, s)

實施例14-6. (S)-3-氯-N1-{4-[(7-七氟異丙基-3-側氧基-2H-苯並[1,4]噻嗪-4-基)甲基]-2-甲基苯基}-N2-(1-甲基-2-甲硫基乙基)鄰苯二甲醯胺(化合物No.26-10)之合成 Example 14-6. (S)-3-Chloro-N 1 -{4-[(7-heptafluoroisopropyl-3- oxo-2H-benzo[1,4]thiazine-4- Synthesis of methyl]-2-methylphenyl}-N 2 -(1-methyl-2-methylthioethyl)phthalic acid amide (Compound No. 26-10)

將實施例14-5所得到之3-(4-胺基-3-甲苄基)-7-七氟異丙基-2H-苯並[1,4]噻嗪-3-酮0.36g及(S)-4-氯-3-(1-甲基-2-甲硫基乙基亞胺基)-3H-異苯並呋喃-1-酮0.27g溶解於乙腈3ml，加入三氟乙酸0.01g，於室溫下攪 拌3小時。反應終了後，於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到(S)-3-氯-N1-{4-[(7-七氟異丙基-3-側氧基-2H-苯並[1,4]噻嗪-4-基)甲基]-2-甲基苯基}-N2-(1-甲基-2-甲硫基乙基)鄰苯二甲醯胺(化合物No.26-10)0.52g。 0.36 g of 3-(4-amino-3-methylbenzyl)-7-heptafluoroisopropyl-2H-benzo[1,4]thiazin-3-one obtained in Example 14-5 and (S)-4-Chloro-3-(1-methyl-2-methylthioethylimino)-3H-isobenzofuran-1-one 0.27g dissolved in acetonitrile 3ml, added trifluoroacetic acid 0.01 g, stirred at room temperature for 3 hours. After the completion of the reaction, the solvent was distilled off under reduced pressure, and the obtained residue was purified by chromatography on a silica gel column to obtain (S)-3-chloro-N 1 -{4-[(7-7) Fluoroisopropyl-3-sidedoxy-2H-benzo[1,4]thiazin-4-yl)methyl]-2-methylphenyl}-N 2 -(1-methyl-2- Methylthioethyl)phthalic acid (Compound No. 26-10) 0.52 g.

物性：m.p.130-132℃。 Physical properties: m.p. 130-132 °C.

1H-NMR(CDCl3,ppm)：1.23(3H,d)，1.95(3H,s)，2.28(3H,s)，2.58(2H,m)，3.58(3H,s)，4.32(1H,m)，5.18(2H,s)，6.33(1H,d)，7.03(1H,s)，7.05(1H,d)，7.11(1H,d)，7.34(1H,d)，7.41(1H,t)，7.52(1H,d)，7.60(1H,d)，7.71(1H,d)，7.99(1H,d)，8.38(1H,s) 1 H-NMR (CDCl 3 , ppm): 1.23 (3H, d), 1.95 (3H, s), 2.28 (3H, s), 2.58 (2H, m), 3.58 (3H, s), 4.32 (1H, m), 5.18 (2H, s), 6.33 (1H, d), 7.03 (1H, s), 7.05 (1H, d), 7.11 (1H, d), 7.34 (1H, d), 7.41 (1H, t ), 7.52 (1H, d), 7.60 (1H, d), 7.71 (1H, d), 7.99 (1H, d), 8.38 (1H, s)

實施例15-1. Example 15-1.

將4-七氟異丙基-1,2-苯二胺1.38g溶解於二甲苯5ml，加入三氟丙酮酸乙酯0.85g，加熱回流下進行3小時反應。反應終了後，於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到6-七氟異丙基-2-側氧基-3-三氟甲基-1H-喹噁啉-2-酮0.8g(物性：m.p.203-204℃)及7-七氟異丙基-2-側氧基-3-三氟甲基-1H-喹噁啉-2-酮0.7g(物性：m.p.129-130℃)。 1.38 g of 4-heptafluoroisopropyl-1,2-phenylenediamine was dissolved in 5 ml of xylene, and 0.85 g of ethyl trifluoropyruvate was added thereto, and the mixture was heated under reflux for 3 hours. After the completion of the reaction, the solvent was distilled off under reduced pressure, and the obtained residue was purified by chromatography on silica gel column chromatography to give 6- heptafluoroisopropyl-2-oxo-3-trifluoromethyl. -1H-quinoxalin-2-one 0.8g (physical property: mp203-204 ° C) and 7-heptafluoroisopropyl-2-oxo-3-trifluoromethyl-1H-quinoxaline- 2-ketone 0.7 g (physical property: mp 129-130 ° C).

實施例15-2. Example 15-2.

將實施例15-1所得到之6-七氟異丙基-2-側氧基-3-三氟甲基-1H-喹噁啉-2-酮0.38g及3-甲基-4-硝基苄基溴化物0.23g溶解於乙腈20ml，加入碳酸鉀0.21g，加熱回流下進行3小時反應。反應終了後，加入水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到6-七氟異丙基-1-(3-甲基-4-硝基苄基)-2-側氧基-3-三氟甲基-1H-喹噁啉-2-酮0.31g。 6-heptafluoroisopropyl-2-oxooxy-3-trifluoromethyl-1H-quinoxalin-2-one obtained in Example 15-1, 0.38 g and 3-methyl-4-nitrate 0.23 g of benzyl bromide was dissolved in 20 ml of acetonitrile, and 0.21 g of potassium carbonate was added thereto, and the mixture was heated under reflux for 3 hours. After the reaction was completed, water was added and the mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue obtained was purified by chromatography on a chrome gel column to give 6-heptyfluoroisopropyl-1-(3-methyl-4-nitrobenzyl). -2-Sideoxy-3-trifluoromethyl-1H-quinoxalin-2-one 0.31 g.

1H-NMR(CDCl3,ppm)：2.60(3H,s)，5.55(2H,s)，7.24(1H,d)，7.25(1H,s)，7.38(1H,d)，7.84(1H,d)，7.98(1H,d)，8.33(1H,s) 1 H-NMR (CDCl 3 , ppm): 2.60 (3H, s), 5.55 (2H, s), 7.24 (1H, d), 7.25 (1H, s), 7.38 (1H, d), 7.84 (1H, d), 7.98 (1H, d), 8.33 (1H, s)

同樣方法進行，由7-七氟異丙基-2-側氧基-3-三氟甲基-1H-喹噁啉-2-酮0.38g，而得到7-七氟異丙基-1-(3-甲基-4-硝基苄基)-2-側氧基-3-三氟甲基-1H-喹噁啉-2-酮0.30g。 In the same manner, from 7-heptafluoroisopropyl-2-oxooxy-3-trifluoromethyl-1H-quinoxalin-2-one 0.38 g, 7-heptafluoroisopropyl-1- (3-Methyl-4-nitrobenzyl)-2-oxooxy-3-trifluoromethyl-1H-quinoxalin-2-one 0.30 g.

1H-NMR(CDCl3,ppm)：2.58(3H,s)，5.56(2H,s)，7.27(1H,d)，7.29(1H,s)，7.55(1H,s)，7.66(1H,d )，7.98(1H,d)，8.18(1H,d) 1 H-NMR (CDCl 3 , ppm): 2.58 (3H, s), 5.56 (2H, s), 7.27 (1H, d), 7.29 (1H, s), 7.55 (1H, s), 7.66 (1H, d ), 7.98 (1H, d), 8.18 (1H, d)

實施例15-3. Example 15-3.

將實施例15-2所得到之6-七氟異丙基-1-(3-甲基-4-硝基苄基)-2-側氧基-3-三氟甲基-1H-喹噁啉-2-酮0.27g溶解於乙醇10ml，加入氯化銨0.13g、鐵粉0.14g及水5ml，於室溫下攪拌3小時。反應終了後，使用矽藻土去除不溶物之後，加入水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，而得到1-(4-胺基-3-甲苄基)-6-七氟異丙基-2-側氧基-3-三氟甲基-1H-喹噁啉-2-酮之粗製物0.25g。 6-Heptafluoroisopropyl-1-(3-methyl-4-nitrobenzyl)-2-oxo-3-trifluoromethyl-1H-quinoxaline obtained in Example 15-2 0.27 g of oxa-2-one was dissolved in 10 ml of ethanol, and 0.13 g of ammonium chloride, 0.14 g of iron powder and 5 ml of water were added thereto, and the mixture was stirred at room temperature for 3 hours. After the completion of the reaction, the insoluble matter was removed using diatomaceous earth, and water was added thereto, followed by extraction with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to give 1-(4-amino-3-methylbenzyl)-6-heptafluoroisopropyl-2-oxo-3-trifluoromethyl-1H- quin. The crude product of moxaolin-2-one was 0.25 g.

同樣方法進行，由7-七氟異丙基-1-(3-甲基-4-硝基苄基)-2-側氧基-3-三氟甲基-1H-喹噁啉-2-酮0.27g，而得到1-(4-胺基-3-甲苄基)-7-七氟異丙基-2-側氧基-3-三氟甲基-1H-喹噁啉-2-酮之粗製物0.25g。 The same procedure was carried out by 7-heptafluoroisopropyl-1-(3-methyl-4-nitrobenzyl)-2-oxo-3-trifluoromethyl-1H-quinoxaline-2- The ketone was 0.27 g, and 1-(4-amino-3-methylbenzyl)-7-heptafluoroisopropyl-2-oxo-3-trifluoromethyl-1H-quinoxaline-2- was obtained. The crude ketone was 0.25 g.

實施例15-4. (S)-3-氯-N1-{4-[(6-七氟異丙基-2-側氧基-3-三氟甲基-2H-喹噁啉-1-基)甲基]-2-甲基苯基}-N2- (1-甲基-2-甲硫基乙基)鄰苯二甲醯胺(化合物No.28-13)及(S)-3-氯-N1-{4-[(7-七氟異丙基-2-側氧基-3-三氟甲基-2H-喹噁啉-1-基)甲基]-2-甲基苯基}-N2-(1-甲基-2-甲硫基乙基)鄰苯二甲醯胺(化合物No.28-16)之合成 Example 15-4. (S)-3-Chloro-N 1 -{4-[(6-heptafluoroisopropyl-2-oxo-3-trifluoromethyl-2H-quinoxaline-1 -yl)methyl]-2-methylphenyl}-N 2 -(1-methyl-2-methylthioethyl)phthalic acid amide (Compound No. 28-13) and (S) 3-chloro-N 1 -{4-[(7-heptafluoroisopropyl-2-oxooxy-3-trifluoromethyl-2H-quinoxalin-1-yl)methyl]-2- Synthesis of methylphenyl}-N 2 -(1-methyl-2-methylthioethyl)phthalic acid amide (Compound No. 28-16)

將實施例15-3所得到之1-(4-胺基-3-甲苄基)-6-七氟異丙基-2-側氧基-3-三氟甲基-1H-喹噁啉-2-酮之粗製物0.25g及(S)-4-氯-3-(1-甲基-2-甲硫基乙基亞胺基)-3H-異苯並呋喃-1-酮0.14g溶解於乙腈3ml，加入三氟乙酸0.01g，於室溫下攪拌3小時。反應終了後，於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到(S)-3-氯-N1-{4-[(6-七氟異丙基-2-側氧基-3-三氟甲基-2H-喹噁啉-1-基)甲基]-2-甲基苯基}-N2-(1-甲基-2-甲硫基乙基)鄰苯二甲醯胺(化合物No.28-13)0.23g。 1-(4-Amino-3-methylbenzyl)-6-heptafluoroisopropyl-2-oxo-3-trifluoromethyl-1H-quinoxaline obtained in Example 15-3 -2-ketone crude 0.25g and (S)-4-chloro-3-(1-methyl-2-methylthioethylimino)-3H-isobenzofuran-1-one 0.14g It was dissolved in 3 ml of acetonitrile, and 0.01 g of trifluoroacetic acid was added thereto, and the mixture was stirred at room temperature for 3 hours. After the completion of the reaction, the solvent was distilled off under reduced pressure, and the obtained residue was purified by chromatography on a silica gel column to obtain (S)-3-chloro-N 1 -{4-[(6-? Fluoroisopropyl-2-oxooxy-3-trifluoromethyl-2H-quinoxalin-1-yl)methyl]-2-methylphenyl}-N 2 -(1-methyl-2 -Methylthioethyl)phthalic acid (Compound No. 28-13) 0.23 g.

1H-NMR(CDCl3,ppm)：1.22(3H,d)，1.92(3H,s)，2.28(3H,s)，2.56(2H,m)，4.30(1H,m)，5.48(2H,s)，6.35(1H,d)，7.12(1H,s)，7.13(1H,d)，7.41(1H,t)，7.50(1H,d)，7.55(1H,d)，7.67(1H,d)，7.82(1H,d)，8.01(1H,d)，8.30(1H,s)，8.46 (1H,s) 1 H-NMR (CDCl 3 , ppm): 1.22 (3H, d), 1.92 (3H, s), 2.28 (3H, s), 2.56 (2H, m), 4.30 (1H, m), 5.48 (2H, s), 6.35 (1H, d), 7.12 (1H, s), 7.13 (1H, d), 7.41 (1H, t), 7.50 (1H, d), 7.55 (1H, d), 7.67 (1H, d ), 7.82 (1H, d), 8.01 (1H, d), 8.30 (1H, s), 8.46 (1H, s)

同樣方法進行，由1-(4-胺基-3-甲苄基)-7-七氟異丙基-2-側氧基-3-三氟甲基-1H-喹噁啉-2-酮之粗製物0.25g，而得到(S)-3-氯-N1-{4-[(7-七氟異丙基-2-側氧基-3-三氟甲基-2H-喹噁啉-1-基)甲基]-2-甲基苯基}-N2-(1-甲基-2-甲硫基乙基)鄰苯二甲醯胺(化合物No.28-16)0.15g。 The same procedure was carried out by 1-(4-amino-3-methylbenzyl)-7-heptafluoroisopropyl-2-oxo-3-trifluoromethyl-1H-quinoxalin-2-one 0.25 g of crude product gave (S)-3-chloro-N 1 -{4-[(7-heptafluoroisopropyl-2-oxo-3-trifluoromethyl-2H-quinoxaline) -1-yl)methyl]-2-methylphenyl}-N 2 -(1-methyl-2-methylthioethyl)phthalic acid amide (Compound No. 28-16) 0.15 g .

1H-NMR(CDCl3,ppm)：1.20(3H,d)，1.96(3H,s)，2.28(3H,s)，2.57(2H,m)，4.31(1H,m)，5.48(2H,s)，6.27(1H,d)，7.17(1H,s)，7.20(1H,d)，7.43(1H,t)，7.53(1H,d)，7.63(1H,d)，7.71(1H,d)，7.74(1H,s)，8.08(1H,d)，8.14(1H,d)，8.39(1H,s) 1 H-NMR (CDCl 3 , ppm): 1.20 (3H, d), 1.96 (3H, s), 2.28 (3H, s), 2.57 (2H, m), 4.31 (1H, m), 5.48 (2H, s), 6.27 (1H, d), 7.17 (1H, s), 7.20 (1H, d), 7.43 (1H, t), 7.53 (1H, d), 7.63 (1H, d), 7.71 (1H, d ), 7.74 (1H, s), 8.08 (1H, d), 8.14 (1H, d), 8.39 (1H, s)

實施例16-1. Example 16-1.

將N-甲基-1,2-苯二胺二鹽酸鹽3.9g、七氟-2-碘丙烷7.1g、碳酸鈉6.36g及硫酸氫四丁基銨0.2g，依乙酸乙酯20ml及水20ml之混合液順序加入。室溫攪拌下，將二亞 硫磺酸鈉3.56g分成少許少許花30分鐘加入。添加終了後，升溫至40℃攪拌1小時。分離有機層之後，以飽和食鹽水洗淨，以硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到N1-甲基-4-七氟異丙基-1,2-苯二胺及N1-甲基-5-七氟異丙基-1,2-苯二胺之混合物5.17g。 3.9 g of N-methyl-1,2-phenylenediamine dihydrochloride, 7.1 g of heptafluoro-2-iodopropane, 6.36 g of sodium carbonate and 0.2 g of tetrabutylammonium hydrogen sulfate, according to ethyl acetate 20 ml and A mixture of 20 ml of water was added in sequence. After stirring at room temperature, 3.56 g of sodium disulfite was added to a small amount of flower for 30 minutes. After the addition was completed, the temperature was raised to 40 ° C and stirred for 1 hour. After the organic layer was separated, it was washed with brine and dried over magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained residue was purified by chromatography on a silica gel column to obtain N 1 -methyl-4-heptafluoroisopropyl-1,2-phenylenediamine and N. A mixture of 1 -methyl-5-heptafluoroisopropyl-1,2-phenylenediamine 5.17 g.

實施例16-2. Example 16-2.

將實施例16-1所得到之N1-甲基-4-七氟異丙基-1,2-苯二胺及N1-甲基-5-七氟異丙基-1,2-苯二胺之混合物2.00g溶解於THF 10ml，加入異氰酸乙酯0.49g，室溫攪拌下進行2小時反應。反應終了後，加入水，以乙酸乙酯萃取。將有機層依1N鹽酸水、飽和食鹽水順序洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到1-[2-胺基-4-(七氟異丙基)苯基]-3-乙基-1-甲基脲及1-[2-胺基-5-(七氟異丙基)苯基]-3-乙基-1-甲基脲之混合物2.03g。 N 1 -methyl-4-heptafluoroisopropyl-1,2-phenylenediamine and N 1 -methyl-5-heptafluoroisopropyl-1,2-benzene obtained in Example 16-1 2.00 g of a mixture of diamines was dissolved in 10 ml of THF, and 0.49 g of ethyl isocyanate was added thereto, and the reaction was carried out for 2 hours under stirring at room temperature. After the reaction was completed, water was added and the mixture was extracted with ethyl acetate. The organic layer was washed successively with 1N aqueous hydrochloric acid and brine, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue obtained was purified by chromatography on silica gel column chromatography to give 1-[2-amino-4-(heptafluoroisopropyl)phenyl]-3- A mixture of ethyl-1-methylurea and 1-[2-amino-5-(heptafluoroisopropyl)phenyl]-3-ethyl-1-methylurea was 2.03 g.

實施例16-3. Example 16-3.

將實施例16-2所得到之1-[2-胺基-4-(七氟異丙基)苯基]-3-乙基-1-甲基脲及1-[2-胺基-5-(七氟異丙基)苯基]-3-乙基-1-甲基脲之混合物2.03g及三乙胺1.7g溶解於THF 10ml，加入三光氣1.66g，室溫攪拌下進行2小時反應。反應終了後，加入水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到3-乙基-7-七氟異丙基-1-甲基-1H,3H,5H-苯並〔1,3,5〕三氮雜卓(Triazepine)-2,4-二酮1.24g。異構體無法單離。 1-[2-Amino-4-(heptafluoroisopropyl)phenyl]-3-ethyl-1-methylurea obtained in Example 16-2 and 1-[2-amino-5 2.03 g of a mixture of -(heptafluoroisopropyl)phenyl]-3-ethyl-1-methylurea and 1.7 g of triethylamine were dissolved in 10 ml of THF, and 1.66 g of triphosgene was added thereto, and the mixture was stirred at room temperature for 2 hours. reaction. After the reaction was completed, water was added and the mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue obtained was purified by chromatography on a chrome gel column to give 3-ethyl-7-heptafluoroisopropyl-1-methyl-1H, 3H, 5H. - benzo[1,3,5]triazedine-2,4-dione 1.24 g. Isomers cannot be separated.

1H-NMR(CDCl3,ppm)：1.28(3H,m)，3.44-3.51(5H,m)，7.09(1H,d)，7.49(1H,d)，8.59(2H,m) 1 H-NMR (CDCl 3 , ppm): 1.28 (3H, m), 3.44 - 3.51 (5H, m), 7.09 (1H, d), 7.49 (1H, d), 8.59 (2H, m)

實施例16-4. Example 16-4.

將實施例16-3所得到之3-乙基-7-七氟異丙基-1-甲基-1H,3H,5H-苯並〔1,3,5〕三氮雜卓-2,4-二酮1.24g及3-甲基-4-硝基苄基溴化物0.74g溶解於乙腈15ml，加入碳酸鉀1.32g，加熱回流下進行3小時反應。反應終了後， 加入水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到3-乙基-8-七氟異丙基-5-甲基-5-(3-甲基-4-硝基苄基)-1H,3H,5H-苯並〔1,3,5〕三氮雜卓-2,4-二酮1.07g。 3-ethyl-7-heptafluoroisopropyl-1-methyl-1H,3H,5H-benzo[1,3,5]triazepine-2,4 obtained in Example 16-3 1.24 g of diketone and 0.74 g of 3-methyl-4-nitrobenzyl bromide were dissolved in 15 ml of acetonitrile, and 1.32 g of potassium carbonate was added thereto, and the mixture was heated under reflux for 3 hours. After the reaction is over, Water was added and extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained residue was purified by chromatography on a chrome gel column to give 3-ethyl-8-heptafluoroisopropyl-5-methyl-5-(3- Methyl-4-nitrobenzyl)-1H,3H,5H-benzo[1,3,5]triazepine-2,4-dione 1.07 g.

1H-NMR(CDCl3,ppm)：1.11-1.17(3H,m)，2.52-2.59(3H,m)，3.37-3.41(3H,m)，3.60-3.67(2H,m)，4.80-5.37(2H,m)，7.09-7.17(2H,m)，7.20-7.30(1H,m)，7.32-7.51(2H,m)，7.86-7.97(1H,m) 1 H-NMR (CDCl 3 , ppm): 1.11-1.17 (3H, m), 2.52-2.59 (3H, m), 3.37-3.41 (3H, m), 3.60-3.67 (2H, m), 4.80-5.37 (2H,m), 7.09-7.17(2H,m), 7.20-7.30(1H,m),7.32-7.51(2H,m),7.86-7.97(1H,m)

實施例16-5. Example 16-5.

將實施例16-4所得到之3-乙基-8-七氟異丙基-5-甲基-5-(3-甲基-4-硝基苄基)-1H,3H,5H-苯並〔1,3,5〕三氮雜卓-2,4-二酮1.07g溶解於乙醇20ml，加入氯化銨0.54g、鐵粉0.56g及水10ml，於室溫下攪拌3小時。反應終了後，使用矽藻土去除不溶物之後，加入水，以乙酸乙酯萃取。將有機層以飽和食鹽水洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑得到1-(4-胺基-3-甲苄基)-3-乙基-8-七氟異丙基-5-甲基-1H,3H,5H-苯並〔1,3,5〕三氮雜卓-2,4-二酮0.44g。 3-ethyl-8-heptafluoroisopropyl-5-methyl-5-(3-methyl-4-nitrobenzyl)-1H,3H,5H-benzene obtained in Example 16-4 Further, 1.07 g of [1,3,5]triazepine-2,4-dione was dissolved in 20 ml of ethanol, and 0.54 g of ammonium chloride, 0.56 g of iron powder and 10 ml of water were added thereto, and the mixture was stirred at room temperature for 3 hours. After the completion of the reaction, the insoluble matter was removed using diatomaceous earth, and water was added thereto, followed by extraction with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to give 1-(4-amino-3-methylbenzyl)-3-ethyl-8-heptafluoroisopropyl-5-methyl-1H,3H,5H-benzene. [1,3,5] Triazepine-2,4-dione 0.44 g.

1H-NMR(CDCl3,ppm)：1.31-1.23(3H,m)，2.03-2.06 (3H,m)，3.27-3.33(3H,m)，3.52-3.66(4H,m)，4.61-5.24(2H,m)，6.47-6.58(1H,m)，6.75-6.87(2H,m)，7.10-7.20(1H,m)，7.28-7.42(2H,m) 1 H-NMR (CDCl 3 , ppm): 1.31-1.23 (3H, m), 2.03-2.06 (3H, m), 3.27-3.33 (3H, m), 3.52-3.66 (4H, m), 4.61-5.24 (2H, m), 6.47-6.58 (1H, m), 6.75-6.87 (2H, m), 7.10-7.20 (1H, m), 7.28-7.42 (2H, m)

實施例16-6. (S)-3-氯-N1-{4-[(2,4-二側氧基-3-乙基-8-七氟異丙基-5-甲基-2,3,4,5-四氫-1H-苯並〔1,3,5〕三氮雜卓-1-基)甲基]-2-甲基苯基}-N2-(1-甲基-2-甲亞磺醯基乙基)鄰苯二甲醯胺(化合物No.31-8)及(S)-3-氯-N1-{4-[(2,4-二側氧基-3-乙基-8-七氟異丙基-5-甲基-2,3,4,5-四氫-1H-苯並〔1,3,5〕三氮雜卓-1-基)甲基]-2-甲基苯基}-N2-(1-甲基-2-甲磺醯基乙基)鄰苯二甲醯胺(化合物No.31-9)之合成 Example 16-6. (S)-3-Chloro-N 1 -{4-[(2,4-di-oxo-3-ethyl-8-heptafluoroisopropyl-5-methyl-2) ,3,4,5-tetrahydro-1H-benzo[1,3,5]triazol-1-yl)methyl]-2-methylphenyl}-N 2 -(1-methyl 2-methylsulfinylethyl)phthalic acid (Compound No. 31-8) and (S)-3-chloro-N 1 -{4-[(2,4-di-oxyl) 3-ethyl-8-heptafluoroisopropyl-5-methyl-2,3,4,5-tetrahydro-1H-benzo[1,3,5]triaza-l-yl) Synthesis of methyl]-2-methylphenyl}-N 2 -(1-methyl-2-methylsulfonylethyl)-phthalic acid amide (Compound No. 31-9)

將實施例16-5所得到之1-(4-胺基-3-甲苄基)-3-乙基-8-七氟異丙基-5-甲基-1H,3H,5H-苯並〔1,3,5〕三氮雜卓-2,4-二酮0.22g及(S)-4-氯-3-(1-甲基-2-甲硫基乙基亞胺基)-3H-異苯並呋喃-1-酮0.14g溶解於乙腈3ml，加入三氟乙酸0.01g，於室溫下攪拌3小時。反應終了後，於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到(S)-3-氯-N1-{4-[(2,4-二側氧基-3-乙基-8-七氟異丙基-5-甲基-2,3,4,5-四氫-1H-苯並〔 1,3,5〕三氮雜卓-1-基)甲基]-2-甲基苯基}-N2-(1-甲基-2-甲硫基乙基)鄰苯二甲醯胺(化合物No.31-7)0.27g。 1-(4-Amino-3-methylbenzyl)-3-ethyl-8-heptafluoroisopropyl-5-methyl-1H,3H,5H-benzoate obtained in Example 16-5 [1,3,5]triazazepine-2,4-dione 0.22g and (S)-4-chloro-3-(1-methyl-2-methylthioethylimino)-3H 0.14 g of isobenzofuran-1-one was dissolved in 3 ml of acetonitrile, and 0.01 g of trifluoroacetic acid was added thereto, and the mixture was stirred at room temperature for 3 hours. After the completion of the reaction, the solvent was distilled off under reduced pressure, and the residue obtained was purified by chromatography on a silica gel column to give (S)-3-chloro-N 1 -{4-[(2,4) -Di-oxo-3-ethyl-8-heptafluoroisopropyl-5-methyl-2,3,4,5-tetrahydro-1H-benzo[1,3,5]triazazepine -1-yl)methyl]-2-methylphenyl}-N 2 -(1-methyl-2-methylthioethyl)phthalic acid amide (Compound No. 31-7) 0.27 g .

物性：m.p.113-115℃ Physical properties: m.p.113-115°C

將實施例16-5所得到之(S)-3-氯-N1-{4-[(2,4-二側氧基-3-乙基-8-七氟異丙基-5-甲基-2,3,4,5-四氫-1H-苯並〔1,3,5〕三氮雜卓-1-基)甲基]-2-甲基苯基}-N2-(1-甲基-2-甲硫基乙基)鄰苯二甲醯胺0.18g溶解於氯仿3ml，冰冷下，加入m-氯過氧苯甲酸(75%)0.07g，於室溫下攪拌1小時。反應終了後，依硫代硫酸鈉水溶液、飽和碳酸氫鈉水溶液、飽和食鹽水順序洗淨，以無水硫酸鎂乾燥。於減壓下由餾去溶劑，將得到之殘渣由以矽凝膠管柱色層分析純化，而得到(S)-3-氯-N1-{4-[(2,4-二側氧基-3-乙基-8-七氟異丙基-5-甲基-2,3,4,5-四氫-1H-苯並〔1,3,5〕三氮雜卓-1-基)甲基]-2-甲基苯基}-N2-(1-甲基-2-甲亞磺醯基乙基)鄰苯二甲醯胺(化合物No.31-8)0.06g及(S)-3-氯-N1-{4-[(2,4-二側氧基-3-乙基-8-七氟異丙基-5-甲基-2,3,4,5-四氫-1H-苯並〔1,3,5〕三氮雜卓-1-基)甲基]-2-甲基苯基}-N2-(1-甲基-2-甲磺醯基乙基)鄰苯二甲醯胺(化合物No.31-9)0.05g。物性：(化合物No.31-8)m.p.140-150℃。(化合物No.31-9) m.p.137-144℃。 (S)-3-Chloro-N 1 -{4-[(2,4-di-oxo-3-ethyl-8-heptafluoroisopropyl-5-) obtained in Example 16-5 -2,3,4,5-tetrahydro-1H-benzo[1,3,5]triaza-l-yl)methyl]-2-methylphenyl}-N 2 -(1 0.18 g of -methyl-2-methylthioethyl)phthalic acid was dissolved in 3 ml of chloroform, and under ice cooling, 0.07 g of m-chloroperoxybenzoic acid (75%) was added, and the mixture was stirred at room temperature for 1 hour. . After the completion of the reaction, the mixture was washed with an aqueous sodium thiosulfate solution, a saturated aqueous sodium hydrogen carbonate solution and brine, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue obtained was purified by chromatography on a silica gel column to obtain (S)-3-chloro-N 1 -{4-[(2,4-di-side oxygen) 3-ethyl-8-heptafluoroisopropyl-5-methyl-2,3,4,5-tetrahydro-1H-benzo[1,3,5]triaza-l-yl )methyl]-2-methylphenyl}-N 2 -(1-methyl-2-methylsulfinylethyl) phthalic acid amide (Compound No. 31-8) 0.06 g and ( S)-3-Chloro-N 1 -{4-[(2,4-di-oxo-3-ethyl-8-heptafluoroisopropyl-5-methyl-2,3,4,5- Tetrahydro-1H-benzo[1,3,5]triaza-l-yl)methyl]-2-methylphenyl}-N 2 -(1-methyl-2-methylsulfonyl) Ethyl)phthalic acid (Compound No. 31-9) 0.05 g. Physical properties: (Compound No. 31-8) mp 140-150 ° C. (Compound No. 31-9) mp 137-144 ° C.

將本發明代表之製劑例及試驗例表示於以下，本發明並非限定於此等者。 The formulation examples and test examples represented by the present invention are shown below, and the present invention is not limited thereto.

尚、製劑例中，所謂份係表示重量份。 In the case of the preparation and the formulation, the so-called parts represent parts by weight.

製劑例1. Formulation Example 1.

本發明化合物 10份 10 parts of the compound of the invention

二甲苯 70份 Xylene 70 parts

N-甲基吡咯啶酮 10份 N-methylpyrrolidone 10 parts

聚氧乙烯壬基苯基醚與烷苯磺酸鈣之混合物 10份 Mixture of polyoxyethylene nonylphenyl ether and calcium alkane sulfonate 10 parts

將以上均勻混合溶解而成乳劑。 The above is uniformly mixed and dissolved to form an emulsion.

製劑例2. Formulation Example 2.

本發明化合物 3份 Compound of the invention 3 parts

黏土粉末 82份 Clay powder 82 parts

矽藻土粉末 15份 Diatomaceous earth powder 15 parts

將以上均勻混合粉碎而成粉劑。 The above is uniformly mixed and pulverized into a powder.

製劑例3. Formulation Example 3.

本發明化合物 5份 Compound of the invention 5 parts

膨潤土與黏土之混合粉末 90份 Mixture of bentonite and clay 90 parts

木質素磺酸鈣 5份 Calcium lignosulfonate 5 parts

將以上均勻混合，加入適量水進行混練、造粒、乾燥 而成粒劑。 Mix the above uniformly, add appropriate amount of water for mixing, granulation, drying Granulated granules.

製劑例4. Formulation Example 4.

本發明化合物 20份 20 parts of the compound of the invention

高嶺土與合成高分散矽酸 75份 Kaolin and synthetic high-dispersion tannic acid 75 parts

聚氧乙烯壬基苯基醚與烷苯磺酸鈣之混合物 5份 Mixture of polyoxyethylene nonylphenyl ether and calcium alkane sulfonate 5 parts

將以上均勻混合粉碎而成可濕性粉劑。 The above is uniformly mixed and pulverized to form a wettable powder.

試驗例1. Test example 1. 對於西方花薊馬(Frankliniella occidentalis)之殺蟲試驗 Insecticide test for Frankliniella occidentalis

接種西方花薊馬雌成蟲於已固定在瓊脂培養基上之菜豆葉片，1日使薊馬產卵之後，去除雌成蟲。進而3日後，計算葉片上孵化幼蟲數量後，散布以第1表~第19表、第21表、第23表~31表所記載之化合物作為有效成分之藥劑經稀釋成500ppm之藥液。調査處理4日後存活的本種幼蟲數目，由下述之公式算出死蟲率，依照下述判定基準進行。2連制。 The female adult of the western flowering thrips was inoculated on the leaves of the bean bean which had been fixed on the agar medium, and the female adult was removed after the thrips were laid on the 1st. Further, three days later, after calculating the number of hatching larvae on the leaves, the drug containing the compound described in the first table to the 19th table, the 21st table, and the 23rd to the 31st table as an active ingredient was diluted to a chemical solution of 500 ppm. The number of larvae of the species that survived after 4 days of the treatment was investigated, and the mortality rate was calculated by the following formula, and was carried out in accordance with the following criteria. 2 system.

判定基準. A．．．死蟲率100% Judging criteria. A. . . Dead insect rate 100%

B．．．死蟲率99%~90% B. . . Dead insect rate 99%~90%

C．．．死蟲率89%~80% C. . . Dead insect rate 89%~80%

D．．．死蟲率79%~50% D. . . Dead insect rate 79%~50%

E．．．死蟲率49%~0% E. . . Dead insect rate 49%~0%

上述試驗之結果，化合物號碼1-4、1-5、1-7、1-10、1-13、1-19、1-22、1-25、1-28、1-31、1-34、1-37、1-46、1-49、1-52、1-53、1-54、1-55、1-56、1-57、1-58、1-59、1-60、1-61、1-62、1-63、1-64、1-65、1-66、1-67、1-68、1-69、1-73、1-79、1-82、1-85、1-86、1-87、1-91、1-94、1-95、1-96、1-97、1-98、1-99、1-100、1-101、1-102、1-103、1-104、1-105、1-106、1-107、1-108、1-112、1-113、1-114、1-117、1-118、1-119、1-124、1-128、1-134、1-137、1-138、1-139、1-146、1-147、1-148、1-149、1-150、1-151、1-162、1-169、1-170、1-173、1-180、1-190、1-196、1-199、1-200、1-201、1-202、1-203、1-204、1-205、1-206、1-207、1-208、1-215、1-216、1-217、1-227、1-228、1-230、1-231、1-232、1-233、1-236、1-237、1-238、1-239、1-240、1-241、1-244、1-245、1-246、1-247、1-248、1-249、1-251、1-252、1-253、1-254、 1-255、1-256、1-257、1-276、1-277、1-280、1-281、1-282、1-283、1-284、1-285、1-286、1-288、1-289、1-290、1-291、1-292、1-293、1-294、1-295、1-307、1-308、1-309、1-315、1-317、1-318、1-329、1-332、1-335、1-336、1-337、1-338、1-339、1-340、1-341、1-342、1-343、1-344、1-345、1-346、1-347、1-348、1-349、1-350、1-351、1-352、1-353、1-354、1-361、1-367 1-370、1-372、1-373、1-375、1-376、1-378、1-379、1-380、1-381、1-383、1-384、1-385、1-387、1-388、1-389、1-390、1-391、1-392、1-393、1-394、1-396、1-397、1-398、1-399、1-402、1-403、1-405、1-406、1-407、1-409、1-410、1-411、1-412、1-413、1-417、1-420、1-423、1-424、1-426、1-427、1-428、1-429、1-430、1-431、1-432、1-433、1-434、1-435、1-436、1-437、1-438、1-439、1-440、1-441、1-442、1-443、1-444、1-445、1-446、1-447、1-450、1-451、1-452、1-453、1-456、1-457、1-458、1-471、1-472、1-474、 1-495、1-496、1-497、1-498、1-499、1-500、1-501、1-502、1-503、1-504、1-505、1-506、1-507、1-508、1-509、1-510、1-511、1-512、1-513、1-514、1-515、1-516、1-517、1-518、1-525、1-526、1-527、1-528、1-529、1-530、1-531、1-532、1-533、1-534、1-537、1-538、1-540、1-541、1-543、1-544、1-545、1-549、1-550、1-551、1-552、1-553、1-554、1-558、1-559、1-562、1-565、1-567、1-568、1-569、1-570、1-571、1-572、1-573、1-574、1-575、1-576、1-577、1-578、1-579、1-580、1-581、1-582、1-583、1-584、1-597、1-598、1-599、1-616、1-617、1-618、1-621、1-622、1-623、1-624、1-625、1-630、1-631、1-632、1-633、1-634、1-635、1-636、1-638、1-641、1-642、1-644、1-661、1-663、1-668、1-674、1-696、1-697、1-699、1-700、1-702、1-703、1-704、1-705、1-706、1-709、1-710、1-713、1-714、1-715、1-722、1-725、1-726、1-727、1-728、1-729、1-730、1-737、1-738、1-740、1-741、1-742、1-743、1-744、1-745、1-746、1-747、1-748 、1-749、1-750、1-751、1-752、1-753、1-754、1-755、1-756、1-757、1-758、1-761、1-764、1-765、1-766、1-767、1-768、1-769、1-770、1-771、1-772、1-773、1-774、1-775、1-776、1-777、1-778、1-779、1-780、1-781、1-782、1-783、1-784、1-785、1-786、1-787、1-788、1-789、1-790、1-791、1-792、1-793、1-794、1-795、1-796、1-797、1-798、1-799、1-800、1-801、1-802、1-803、1-804、1-805、1-806、1-807、1-808、1-809、1-810、1-811、1-812、1-813、1-814、1-815、1-816、1-817、1-818、1-819、1-820、1-821、1-822、1-823、3-4、4-1、4-2、4-4、4-5、4-6、4-10、4-11、4-12、4-13、4-14、5-2、5-5、5-10、5-11、5-14、5-16、5-17、5-19、5-20、5-23、6-1、6-2、6-3、6-4、6-6、6-7、6-8、6-9、6-19、6-20、6-21、6-22、6-23、6-24、6-29、6-30、6-32、6-33、6-34、6-35、6-37、6-38、6-39、7-1、7-2、7-3、7-7、7-8、7-10、7-11、7-23、7-25、7-28、7-29、7-32、7-41、7-46、7-49、7-50、7-52、7-53、7-54、7-56、7-57、8-1、8-2、8-3、8-4、8-5、8-6、8-7、8-8、8-9、8-13、8-14、8-15、8-30、8-31、8-32、8-33、8-34、8-35、8-36、8-37、8-38、8-39、8-42、8-43 、8-44、8-59、8-60、8-61、8-62、8-63、8-64、8-65、8-66、8-67、8-68、8-69、8-70、8-71、8-72、8-73、8-74、8-75、8-76、8-77、8-78、8-79、8-80、8-81、8-82、8-83、8-84、8-85、8-86、8-87、8-88、8-89、8-90、8-91、8-92、8-93、8-94、8-95、8-96、8-97、8-98、8-99、8-100、8-101、8-102、8-103、8-104、8-105、8-106、8-107、8-108、8-109、8-110、8-111、8-112、8-113、8-114、8-115、8-116、8-117、8-118、8-119、8-120、8-121、8-122、8-123、8-124、8-125、8-126、8-127、8-128、8-129、8-130、8-131、8-132、8-133、8-134、8-135、8-136、8-137、8-138、8-139、8-140、8-141、8-142、8-143、8-144、8-145、8-146、8-147、8-148、8-149、8-150、8-151、8-152、8-153、8-154、8-155、8-156、8-157、8-158、8-159、8-160、8-161、8-162、8-163、8-164、8-165、8-166、8-167、8-168、8-169、8-176、8-177、8-178、8-179、8-180、8-181、8-182、8-183、8-184、8-185、8-186、8-187、8-188、8-189、8-190、8-191、8-192、8-193、8-194、8-195、8-196、8-197、8-198、8-199、8-200、8-201、8-202、8-204、8-206、8-207、8-208、8-209、8-210、8-211、8-212、8-213、8-214、 8-215、8-216、8-217、8-218、8-219、8-220、8-221、8-222、8-223、8-224、8-225、8-226、8-227、8-228、8-229、8-230、8-231、8-232、8-233、8-234、8-235、8-236、8-237、8-238、8-239、8-240、8-241、8-242、8-243、8-244、8-245、8-246、8-247、8-248、8-249、8-250、8-251、8-252、8-253、8-254、8-255、8-256、8-257、8-258、8-259、8-260、8-264、8-265、8-266、8-267、8-268、8-269、8-270、8-271、8-272、8-273、8-274、8-275、8-276、8-277、8-278、8-279、8-280、8-281、8-282、8-283、8-284、8-285、8-287、8-291、8-292、8-293、8-294、8-295、8-296、8-297、8-298、8-312、8-313、8-314、8-315、8-316、8-317、8-318、8-319、8-320、8-321、8-322、8-324、8-325、8-326、8-327、8-328、8-329、8-330、8-331、8-332、8-333、8-334、8-335、8-336、8-337、8-338、8-339、8-340、8-341、8-354、8-355、8-356、8-357、8-358、8-359、8-360、8-361、8-362、8-363、8-364、8-365、8-366、8-367、 8-368、8-369、8-370、8-371、8-372、8-373、8-374、8-375、8-376、8-377、8-378、8-379、8-380、8-381、8-382、8-383、8-390、8-391、8-392、8-393、8-394、8-395、8-396、8-397、8-398、8-399、8-400、8-401、8-402、8-403、8-404、8-405、8-406、8-407、8-408、8-409、8-410、8-411、8-412、8-413、8-414、8-415、8-416、8-417、8-418、8-419、8-420、8-421、8-422、8-426、8-427、8-428、8-429、8-430、8-431、8-432、8-433、8-434、8-438、8-439、8-440、8-444、8-445、8-446、8-450、8-451、8-452、8-456、8-457、8-458、8-462、8-463、8-464、8-465、8-466、8-467、8-468、8-469、8-470、8-471、8-472、8-473、8-474、8-475、8-476、8-477、8-478、8-479、8-480、8-481、8-482、8-486、8-487、8-488、8-492、8-493、8-494、8-495、8-496、8-497、8-498、8-499、8-500、8-501、8-502、8-503、8-504、8-505、8-506、8-507、8-508、8-509、8-510、8-511、8-512、8-513、8-514、8-515、8-516、8-517、 8-518、8-520、8-521、8-522、8-523、8-524、8-525、8-526、8-527、8-528、8-529、8-530、8-531、8-532、8-533、8-534、8-535、8-536、8-537、8-538、8-539、8-540、8-541、8-543、8-544、8-545、8-546、8-547、8-548、8-549、8-550、8-551、8-558、8-559、8-560、8-561、8-562、8-563、8-564、8-567、8-568、9-1、9-2、9-3、9-4、9-5、9-6、10-1、10-2、10-3、10-4、10-5、10-6、10-7、10-8、10-9、11-1、11-2、11-3、11-4、11-10、11-13、11-16、11-23、12-7、12-8、12-9、12-10、12-11、12-12、13-3、13-4、16-1、16-2、16-3、16-7、18-1、18-2、18-3、18-4、18-5、18-6、18-7、18-8、18-9、18-10、18-11、18-12、18-19、18-20、18-21、18-23、18-24、18-25、18-26、18-27、18-28、18-29、18-30、18-31、18-32、18-33、18-37、18-38、18-39、18-40、18-41、18-42、18-43、18-44、18-45、18-46、18-47、18-48、18-49、18-52、18-53、18-54、18-55、18-58、18-59、18-60、18-61、18-62、18-63、18-64、18-66、18-67、18-68、18-70、18-71、18-73、18-74、18-76、18-77、18-78、18-79、18-80、18-81、18-82、18-86、18-88、18-89、18-90、18-91、18-92、18-93、18-94、18-95、18-96、18-97、18-98、18-99、18-100、18-101、18-102、18-103、18-104、18-105、18-106、18-113、18- 114、18-115、18-116、18-119、18-120、18-122、18-125、18-126、18-127、18-128、18-129、18-130、18-131、18-132、18-133、18-134、18-137、18-138、18-139、18-140、18-144、18-145、18-146、18-148、18-149、18-150、18-151、18-152、18-154、18-155、18-156、18-157、18-158、18-161、18-162、18-164、18-165、18-166、18-167、18-168、18-169、18-176、18-177、18-178、18-191、18-179、18-180、18-181、18-182、18-183、18-184、18-185、18-186、18-187、18-192、18-194、18-195、18-196、18-197、18-198、18-199、18-200、18-201、18-202、18-203、18-204、18-205、18-206、18-207、18-208、18-209、18-210、18-211、18-212、18-213、18-216、18-217、18-218、18-219、18-220、18-221、18-222、18-223、18-224、18-225、18-226、18-245、18-246、18-247、18-248、18-249、18-250、18-251、18-252、18-253、18-254、18-255、18-256、18-257、18-258、18-259、18-260、18-263、18-264、18-265、18-266、18-267、18-268、18-287、18-288、18-289、18-290、18-291、18-292、18-293、18-294、18-295、18-296、18-297、18-298、18-299、18-300、18-301、18-302、18-303、18-304、18-305、18-306、18-307、18-308、18-309、18-310、18-323、18-324、18-325、18-327、18-329、18-330、18-331、18-332、18-333、18-334、18-350、18-351、18-352、18-353、18-354、18-355、18-356、18-363、18-365、18-366、18- 368、18-426、18-427、18-429、18-430、18-431、18-445、18-447、18-462、18-465、18-468、18-469、18-470、18-471、18-474、18-475、18-476、18-477、19-1、19-2、19-3、19-4、19-5、19-6、19-7、19-8、19-9、19-10、19-11、19-23、19-11、19-12、19-22、19-23、19-24、19-49、19-50、19-51、19-52、19-67、19-70、19-73、19-74、19-75、19-76、19-79、19-80、19-81、19-82、19-84、19-91、21-5、23-10、24-1、24-2、24-3、24-4、24-5、25-1、25-2、25-3、25-4、25-5、25-6、25-9、25-10、25-11、25-12、25-14、25-22、25-25、25-26、25-27、25-28、25-29、25-30、25-31、25-34、25-35、25-40、25-44、25-47、26-4、26-10、26-11、26-12、26-15、26-16、26-17、26-18、27-14、28-13、28-16、29-1、29-2、29-3、29-4、29-5、29-6、30-1、30-2、30-3、30-4、31-7、31-8、31-9、31-10、31-11、31-12、33-19、33-20、33-31、33-32、33-33、33-34、33-35、33-36、33-56、33-57、33-61、33-62、33-63、33-67、33-68、33-69、33-70、33-71、33-72、34-1、34-2、34-5、35-1、35-2、35-3、35-7、35-8、35-9、35-10、35-11、35-12、36-19、36-20、36-21、或36-22，表示對西方花薊馬 於500ppm D以上之效果。 The results of the above tests, compound numbers 1-4, 1-5, 1-7, 1-10, 1-13, 1-19, 1-22, 1-25, 1-28, 1-31, 1-34 , 1-37, 1-46, 1-49, 1-52, 1-53, 1-54, 1-55, 1-56, 1-57, 1-58, 1-59, 1-60, 1 -61, 1-62, 1-63, 1-64, 1-65, 1-66, 1-67, 1-68, 1-69, 1-73, 1-79, 1-82, 1-85 , 1-86, 1-87, 1-91, 1-94, 1-95, 1-96, 1-97, 1-98, 1-99, 1-100, 1-101, 1-102, 1 -103, 1-104, 1-105, 1-106, 1-107, 1-108, 1-112, 1-113, 1-114, 1-117, 1-118, 1-119, 1-124 , 1-128, 1-134, 1-137, 1-138, 1-139, 1-146, 1-147, 1-148, 1-149, 1-150, 1-151, 1-162, 1 -169, 1-170, 1-173, 1-180, 1-190, 1-196, 1-199, 1-200, 1-201, 1-202, 1-203, 1-204, 1-205 , 1-206, 1-207, 1-208, 1-215, 1-216, 1-217, 1-227, 1-228, 1-230, 1-231, 1-232, 1-233, 1 -236, 1-237, 1-238, 1-239, 1-240, 1-241, 1-244, 1-245, 1-246, 1-247, 1-248, 1-249, 1-251 , 1-252, 1-253, 1-254, 1-255, 1-256, 1-257, 1-276, 1-277, 1-280, 1-281, 1-282, 1-283, 1-284, 1-285, 1-286, 1- 288, 1-289, 1-290, 1-291, 1-292, 1-293, 1-194, 1-295, 1-307, 1-308, 1-309, 1-315, 1-317, 1-318, 1-329, 1-332, 1-335, 1-336, 1-37, 1-38, 1-339, 1-340, 1-341, 1-342, 1-343, 1- 344, 1-345, 1-346, 1-347, 1-348, 1-349, 1-350, 1-351, 1-352, 1-353, 1-354, 1-361, 1-367 1 -370, 1-372, 1-373, 1-375, 1-376, 1-378, 1-379, 1-380, 1-381, 1-383, 1-384, 1-385, 1-387 , 1-388, 1-389, 1-390, 1-391, 1-392, 1-193, 1-349, 1-936, 1-397, 1-398, 1-399, 1-402, 1 -403, 1-405, 1-406, 1-407, 1-409, 1-410, 1-411, 1-412, 1-413, 1-417, 1-420, 1-423, 1-424 , 1-426, 1-427, 1-428, 1-429, 1-430, 1-431, 1-432, 1-433, 1-344, 1-435, 1-436, 1-437, 1 -438, 1-439, 1-440, 1-441, 1-442, 1-443, 1-444, 1-445, 1-446, 1-447, 1-450, 1-451, 1-452 , 1-453, 1-456, 1-457, 1-458, 1-471, 1-472, 1-474, 1-495, 1-496, 1-471, 1-498, 1-499, 1-500, 1-501, 1-502, 1-503, 1-504, 1-505, 1-506, 1- 507, 1-508, 1-509, 1-510, 1-511, 1-512, 1-513, 1-514, 1-515, 1-516, 1-517, 1-518, 1-525, 1-526, 1-527, 1-528, 1-529, 1-530, 1-531, 1-532, 1-533, 1-534, 1-537, 1-538, 1-540, 1- 541, 1-543, 1-544, 1-545, 1-549, 1-550, 1-551, 1-552, 1-553, 1-554, 1-558, 1-559, 1-562, 1-565, 1-567, 1-568, 1-569, 1-570, 1-571, 1-572, 1-577, 1-574, 1-575, 1-576, 1-577, 1- 578, 1-579, 1-580, 1-581, 1-582, 1-583, 1-584, 1-597, 1-598, 1-599, 1-616, 1-617, 1-618, 1-621, 1-622, 1-623, 1-624, 1-625, 1-630, 1-631, 1-632, 1-633, 1-634, 1-635, 1-636, 1- 638, 1-641, 1-642, 1-644, 1-661, 1-663, 1-668, 1-674, 1-696, 1-697, 1-69, 1-700, 1-702, 1-703, 1-704, 1-705, 1-706, 1-709, 1-710, 1-713, 1-714, 1-715, 1-722, 1-725, 1-726, 1- 727, 1-728, 1-729, 1-730, 1-737, 1-738, 1-740, 1-741, 1-742, 1-743, 1-744, 1-745, 1-746, 1-747, 1-748 , 1-749, 1-750, 1-751, 1-752, 1-753, 1-754, 1-755, 1-756, 1-757, 1-758, 1-761, 1-764, 1 -765, 1-766, 1-767, 1-768, 1-769, 1-770, 1-771, 1-772, 1-773, 1-774, 1-775, 1-776, 1-777 , 1-778, 1-779, 1-780, 1-781, 1-782, 1-783, 1-784, 1-785, 1-786, 1-787, 1-788, 1-789, 1 -790, 1-791, 1-792, 1-793, 1-794, 1-795, 1-796, 1-797, 1-798, 1-799, 1-800, 1-801, 1-802 , 1-803, 1-804, 1-805, 1-806, 1-807, 1-808, 1-809, 1-810, 1-811, 1-812, 1-813, 1-814, 1 -815, 1-816, 1-817, 1-818, 1-819, 1-820, 1-821, 1-822, 1-823, 3-4, 4-1, 4-2, 4-4 , 4-5, 4-6, 4-10, 4-11, 4-12, 4-13, 4-14, 5-2, 5-5, 5-10, 5-11, 5-14, 5 -16, 5-17, 5-19, 5-20, 5-23, 6-1, 6-2, 6-3, 6-4, 6-6, 6-7, 6-8, 6-9 , 6-19, 6-20, 6-21, 6-22, 6-23, 6-24, 6-29, 6-30, 6-32, 6-33, 6-34, 6-35, 6 -37, 6-38, 6-39, 7-1, 7-2, 7-3, 7-7, 7-8, 7-10, 7-11, 7-23, 7-25, 7-28 , 7-29, 7-32, 7-41, 7-46, 7-49, 7-50, 7-52, 7-53, 7-54, 7-56, 7- 57, 8-1, 8-2, 8-3, 8-4, 8-5, 8-6, 8-7, 8-8, 8-9, 8-13, 8-14, 8-15, 8-30, 8-31, 8-32, 8-33, 8-34, 8-35, 8-36, 8-37, 8-38, 8-39, 8-42, 8-43 , 8-44, 8-59, 8-60, 8-61, 8-62, 8-63, 8-64, 8-65, 8-66, 8-67, 8-68, 8-69, 8 -70, 8-71, 8-72, 8-73, 8-74, 8-75, 8-76, 8-77, 8-78, 8-79, 8-80, 8-81, 8-82 , 8-83, 8-84, 8-85, 8-86, 8-87, 8-88, 8-89, 8-90, 8-91, 8-92, 8-93, 8-94, 8 -95, 8-96, 8-97, 8-98, 8-99, 8-100, 8-101, 8-102, 8-103, 8-104, 8-105, 8-106, 8-107 , 8-108, 8-109, 8-110, 8-111, 8-112, 8-113, 8-114, 8-115, 8-116, 8-117, 8-118, 8-119, 8 -120, 8-121, 8-122, 8-123, 8-124, 8-125, 8-126, 8-127, 8-128, 8-129, 8-130, 8-131, 8-132 , 8-133, 8-134, 8-135, 8-136, 8-137, 8-138, 8-139, 8-140, 8-141, 8-142, 8-143, 8-144, 8 -145, 8-146, 8-147, 8-148, 8-149, 8-150, 8-151, 8-152, 8-153, 8-154, 8-155, 8-156, 8-157 , 8-158, 8-159, 8-160, 8-161, 8-162, 8-163, 8-164, 8-165, 8-166, 8-167, 8-168, 8-169, 8 -176, 8-177, 8-178, 8-179, 8-180, 8-181, 8-182, 8-183, 8-184, 8-185, 8-186, 8-187, 8-188 , 8-189, 8-190, 8-191, 8-192, 8-193 8-194, 8-195, 8-196, 8-197, 8-198, 8-199, 8-200, 8-201, 8-202, 8-204, 8-206, 8-207, 8- 208, 8-209, 8-210, 8-211, 8-212, 8-213, 8-214, 8-215, 8-216, 8-217, 8-218, 8-219, 8-220, 8-221, 8-222, 8-223, 8-224, 8-225, 8-226, 8- 227, 8-228, 8-229, 8-230, 8-231, 8-232, 8-233, 8-234, 8-235, 8-236, 8-237, 8-238, 8-239, 8-240, 8-241, 8-242, 8-243, 8-244, 8-245, 8-246, 8-247, 8-248, 8-249, 8-250, 8-251, 8- 252, 8-253, 8-254, 8-255, 8-256, 8-257, 8-258, 8-259, 8-260, 8-264, 8-265, 8-266, 8-267, 8-268, 8-269, 8-270, 8-271, 8-272, 8-273, 8-274, 8-275, 8-276, 8-277, 8-278, 8-279, 8- 280, 8-281, 8-282, 8-283, 8-284, 8-285, 8-287, 8-291, 8-292, 8-293, 8-294, 8-295, 8-296, 8-297, 8-298, 8-312, 8-313, 8-314, 8-315, 8-316, 8-317, 8-318, 8-319, 8-320, 8-321, 8- 322, 8-324, 8-325, 8-326, 8-327, 8-328, 8-329, 8-330, 8-331, 8-332, 8-333, 8-334, 8-335, 8-336, 8-337, 8-338, 8-339, 8-340, 8-341, 8-354, 8-355, 8-356, 8-357, 8-358, 8-359, 8- 360, 8-361, 8-362, 8-363, 8-364, 8-365, 8-366, 8-367, 8-368, 8-369, 8-370, 8-371, 8-372, 8-373, 8-374, 8-375, 8-376, 8-377, 8-378, 8-379, 8- 380, 8-381, 8-382, 8-383, 8-390, 8-391, 8-392, 8-393, 8-394, 8-395, 8-396, 8-397, 8-398, 8-399, 8-400, 8-401, 8-402, 8-403, 8-404, 8-405, 8-406, 8-407, 8-408, 8-409, 8-410, 8- 411, 8-412, 8-413, 8-414, 8-415, 8-416, 8-417, 8-418, 8-419, 8-420, 8-421, 8-422, 8-426, 8-427, 8-428, 8-429, 8-430, 8-431, 8-432, 8-433, 8-434, 8-438, 8-439, 8-440, 8-444, 8- 445, 8-446, 8-450, 8-451, 8-452, 8-456, 8-457, 8-458, 8-462, 8-463, 8-464, 8-465, 8-466, 8-467, 8-468, 8-469, 8-470, 8-471, 8-472, 8-473, 8-474, 8-475, 8-476, 8-477, 8-478, 8- 479, 8-480, 8-481, 8-482, 8-486, 8-487, 8-488, 8-492, 8-493, 8-494, 8-495, 8-496, 8-497, 8-498, 8-499, 8-500, 8-501, 8-502, 8-503, 8-504, 8-505, 8-506, 8-507, 8-508, 8-509, 8- 510, 8-511, 8-512, 8-513, 8-514, 8-515, 8-516, 8-517, 8-518, 8-520, 8-521, 8-522, 8-523, 8-524, 8-525, 8-526, 8-527, 8-528, 8-529, 8-530, 8- 531, 8-532, 8-533, 8-534, 8-535, 8-536, 8-537, 8-538, 8-539, 8-540, 8-541, 8-543, 8-544, 8-545, 8-546, 8-547, 8-548, 8-549, 8-550, 8-551, 8-558, 8-559, 8-560, 8-561, 8-562, 8- 563, 8-564, 8-567, 8-568, 9-1, 9-2, 9-3, 9-4, 9-5, 9-6, 10-1, 10-2, 10-3, 10-4, 10-5, 10-6, 10-7, 10-8, 10-9, 11-1, 11-2, 11-3, 11-4, 11-10, 11-13, 11- 16, 11-23, 12-7, 12-8, 12-9, 12-10, 12-11, 12-12, 13-3, 13-4, 16-1, 16-2, 16-3, 16-7, 18-1, 18-2, 18-3, 18-4, 18-5, 18-6, 18-7, 18-8, 18-9, 18-10, 18-11, 18- 12, 18-19, 18-20, 18-21, 18-23, 18-24, 18-25, 18-26, 18-27, 18-28, 18-29, 18-30, 18-31, 18-32, 18-33, 18-37, 18-38, 18-39, 18-40, 18-41, 18-42, 18-43, 18-44, 18-45, 18-46, 18- 47, 18-48, 18-49, 18-52, 18-53, 18-54, 18-55, 18-58, 18-59, 18-60, 18-61, 18-62, 18-63, 18-64, 18-66, 18-67, 18-68, 18-70, 18- 71, 18-73, 18-74, 18-76, 18-77, 18-78, 18-79, 18-80, 18-81, 18-82, 18-86, 18-88, 18-89, 18-90, 18-91, 18-92, 18-93, 18-94, 18-95, 18-96, 18-97, 18-98, 18-99, 18-100, 18-101, 18- 102, 18-103, 18-104, 18-105, 18-106, 18-113, 18- 114, 18-115, 18-116, 18-119, 18-120, 18-122, 18-125, 18-126, 18-127, 18-128, 18-129, 18-130, 18-131, 18-132, 18-133, 18-134, 18-137, 18-138, 18-139, 18-140, 18-144, 18-145, 18-146, 18-148, 18-149, 18- 150, 18-151, 18-152, 18-154, 18-155, 18-156, 18-157, 18-158, 18-161, 18-162, 18-164, 18-165, 18-166, 18-167, 18-168, 18-169, 18-176, 18-177, 18-178, 18-191, 18-179, 18-180, 18-181, 18-182, 18-183, 18- 184, 18-185, 18-186, 18-187, 18-192, 18-194, 18-195, 18-196, 18-197, 18-198, 18-199, 18-200, 18-201 18-202, 18-203, 18-204, 18-205, 18-206, 18-207, 18-208, 18-209, 18-210, 18-211, 18-212, 18-213, 18- 216, 18-217, 18-218, 18-219, 18-220, 18-221, 18-222, 18-223, 18-224, 18-225, 18-226, 18-245, 18-246, 18-247, 18-248, 18-249, 18-250, 18-251, 18-252, 18-253, 18-254, 18-255, 18-256, 18-257, 18-258, 18- 259, 18-260, 18-263, 18-264, 18-265, 18-266, 18-267, 18-268, 18-287, 18-288, 18-289, 18-2 90, 18-291, 18-292, 18-293, 18-294, 18-295, 18-296, 18-297, 18-298, 18-299, 18-300, 18-301, 18-302, 18-303, 18-304, 18-305, 18-306, 18-307, 18-308, 18-309, 18-310, 18-323, 18-324, 18-325, 18-327, 18- 329, 18-330, 18-331, 18-332, 18-333, 18-334, 18-350, 18-351, 18-352, 18-353, 18-354, 18-355, 18-356, 18-363, 18-365, 18-366, 18- 368, 18-426, 18-427, 18-429, 18-430, 18-431, 18-445, 18-447, 18-462, 18-465, 18-468, 18-469, 18-470, 18-471, 18-474, 18-475, 18-476, 18-477, 19-1, 19-2, 19-3, 19-4, 19-5, 19-6, 19-7, 19- 8, 19-9, 19-10, 19-11, 19-23, 19-11, 19-12, 19-22, 19-23, 19-24, 19-49, 19-50, 19-51, 19-52, 19-67, 19-70, 19-73, 19-74, 19-75, 19-76, 19-79, 19-80, 19-81, 19-82, 19-84, 19- 91, 21-5, 23-10, 24-1, 24-2, 24-3, 24-4, 24-5, 25-1, 25-2, 25-3, 25-4, 25-5, 25-6, 25-9, 25-10, 25-11, 25-12, 25-14, 25-22, 25-25, 25-26, 25-27, 25-28, 25-29, 25- 30, 25-31, 25-34, 25-35, 25-40, 25-44, 25-47, 26-4, 26-10, 26-11, 26-12, 26-15, 26-16, 26-17, 26-18, 27-14, 28-13, 28-16, 29-1, 29-2, 29-3, 29-4, 29-5, 29-6, 30-1, 30- 2, 30-3, 30-4, 31-7, 31-8, 31-9, 31-10, 31-11, 31-12, 33-19, 33-20, 33-31, 33-32, 33-33, 33-34, 33-35, 33-36, 33-56, 33-57, 33-61, 33-62, 33-63, 33-67, 33-68, 33-69, 33- 70, 33-71, 33-72 , 34-1, 34-2, 34-5, 35-1, 35-2, 35-3, 35-7, 35-8, 35-9, 35-10, 35-11, 35-12, 36 -19, 36-20, 36-21, or 36-22, indicating a Western flower hummer The effect is above 500ppm D.

進而，化合物號碼1-13、1-22、1-25、1-26、1-27、1-28、1-31、1-34、1-37、1-46、1-49、1-52、1-53、1-54、1-55、1-56、1-57、1-58、1-59、1-60、1-61、1-62、1-63、1-64、1-65、1-66、1-67、1-68、1-69、1-85、1-96、1-97、1-98、1-99、1-103、1-104、1-106、1-107、1-108、1-112、1-113、1-117、1-118、1-124、1-128、1-134、1-137、1-138、1-146、1-147、1-148、1-149、1-150、1-151、1-162、1-169、1-170、1-180、1-200、1-201、1-202、1-203、1-204、1-205、1-206、1-207、1-208、1-215、1-230、1-236、1-237、1-241、1-246、1-249、1-252、1-254、1-255、1-256、1-257、1-276、1-280、1-281、1-284、1-286、1-289、1-291、1-293、1-295、1-307、1-308、1-318、1-332、1-335、1-336、1-338、1-339、1-341、1-342、1-343、1-346、1-347、1-348、1-349、1-350、1-351、1-352、1-353、1-387、1-388、1-391、1-399、1-405、1-409、1-410、1-411、1-412、1-413、1-420、1-426、1-427、1-428、1-429、1-430、1-431、1-432、1-433、1-434、1-435、1-436、1-437、1-438、1-436、1-437、1-438、1-439、1-440、1-441、1- 442、1-443、1-444、1-445、1-446、1-447、1-450、1-451、1-452、1-453、1-456、1-457、1-458、1-471、1-472、1-495、1-496、1-497、1-498、1-499、1-500、1-501、1-502、1-503、1-504、1-505、1-506、1-507、1-508、1-509、1-510、1-511、1-512、1-513、1-514、1-515、1-517、1-525、1-526、1-528、1-529、1-531、1-532、1-533、1-534、1-537、1-550、1-551、1-552、1-553、1-554、1-558、1-559、1-565、1-567、1-568、1-569、1-570、1-571、1-572、1-573、1-574、1-575、1-576、1-577、1-578、1-579、1-580、1-581、1-582、1-583、1-584、1-598、1-616、1-621、1-622、1-623、1-624、1-630、1-631、1-632、1-634、1-635、1-636、1-642、1-661、1-663、1-674、1-697、1-700、1-702、1-703、1-704、1-715、1-727、1-728、1-729、1-730、1-737、1-738、1-740、1-741、1-742、1-743、1-744、1-745、1-746、1-747、1-748、1-749、1-750、1-751、1-752、1-753、1-754、1-755、1-756、1-757、1-758、1-761、1-764、1-765、1-766、1-767、1-768、1-769、1-770、3-4、4-1、4-4、4-10、4-13、4-14、4-15、5-11、6-1、6-2、6-3、6-7、6-8、6-9、6-19、6-22 、6-23、6-29、6-30、6-34、6-35、6-37、6-39、7-2、7-3、7-28、7-50、7-52、7-53、7-54、8-1、8-2、8-3、8-4、8-5、8-6、8-7、8-8、8-9、8-13、8-14、8-15、8-30、8-31、8-32、8-33、8-34、8-35、8-36、8-37、8-38、8-42、8-43、8-44、8-59、8-60、8-61、8-62、8-63、8-64、8-65、8-66、8-67、8-68、8-69、8-70、8-71、8-72、8-73、8-74、8-75、8-76、8-77、8-78、8-79、8-80、8-81、8-82、8-83、8-84、8-85、8-86、8-87、8-88、8-89、8-90、8-92、8-93、8-95、8-96、8-97、8-98、8-99、8-100、8-104、8-105、8-108、8-110、8-113、8-115、8-116、8-117、8-118、8-119、8-120、8-122、8-123、8-124、8-125、8-126、8-128、8-129、8-130、8-131、8-133、8-134、8-135、8-136、8-137、8-138、8-139、8-140、8-141、8-142、8-143、8-144、8-145、8-146、8-147、8-148、8-149、8-150、8-151、8-152、8-153、8-154、8-155、8-156、8-157、8-158、8-159、8-160、8-161、8-162、8-163、8-164、8-165、8-166、8-167、8-168、8-169、8-176、8-177、8-178、8-179、8-180、8-181、8-182、8-183、8-184、8-185、8-186、8-187、8-188、8-189、8-190、8-191、8-192、8-193、8-194、8-195、8-196、 8-197、8-198、8-199、8-200、8-201、8-202、8-204、8-206、8-207、8-208、8-209、8-210、8-211、8-212、8-213、8-214、8-216、8-217、8-218、8-219、8-220、8-221、8-222、8-224、8-225、8-226、8-227、8-228、8-229、8-230、8-231、8-232、8-233、8-234、8-235、8-236、8-237、8-238、8-239、8-240、8-241、8-242、8-243、8-244、8-245、8-246、8-247、8-248、8-249、8-250、8-251、8-252、8-253、8-254、8-255、8-256、8-257、8-258、8-259、8-260、8-264、8-265、8-266、8-267、8-268、8-269、8-270、8-271、8-272、8-273、8-274、8-275、8-276、8-277、8-278、8-279、8-280、8-281、8-282、8-283、8-284、8-285、8-287、8-292、8-293、8-294、8-295、8-297、8-298、8-312、8-313、8-314、8-315、8-318、8-319、8-320、8-324、8-325、8-326、8-330、8-331、8-332、8-333、8-334、8-335、8-336、8-337、8-338、8-339、8-340、8-341、8-354、8-355、8-356、8-357、8-358、8-359、8-360、8-361、8-362、 8-363、8-364、8-365、8-366、8-367、8-368、8-369、8-370、8-371、8-372、8-373、8-374、8-375、8-376、8-377、8-378、8-379、8-380、8-381、8-382、8-383、8-390、8-391、8-392、8-393、8-394、8-395、8-396、8-397、8-398、8-399、8-400、8-401、8-402、8-403、8-404、8-405、8-406、8-407、8-408、8-409、8-410、8-411、8-412、8-413、8-414、8-415、8-416、8-417、8-418、8-419、8-420、8-421、8-422、8-426、8-427、8-428、8-429、8-430、8-431、8-432、8-433、8-434、8-438、8-439、8-440、8-444、8-445、8-446、8-450、8-451、8-452、8-456、8-457、8-458、8-462、8-463、8-464、8-465、8-466、8-467、8-468、8-469、8-470、8-471、8-472、8-473、8-474、8-475、8-476、8-477、8-478、8-479、8-480、8-481、8-482、8-486、8-487、8-488、8-492、8-493、8-494、8-495、8-496、8-497、8-498、8-499、8-500、8-501、8-502、8-503、8-504、8-505、8-506、8-507、8-508、8-509、8-510、8-511、8-513、 8-514、8-515、8-516、8-517、8-518、8-520、8-521、8-522、8-523、8-524、8-525、8-526、8-527、8-528、8-529、8-530、8-532、8-533、8-534、8-535、8-536、8-537、8-538、8-539、8-540、8-543、8-544、8-545、8-546、8-547、8-548、8-549、8-550、8-551、8-558、8-559、8-560、8-561、8-562、8-563、8-564、8-568、9-2、9-3、10-2、10-3、10-4、10-5、10-7、10-8、10-9、11-1、11-2、11-3、11-10、11-13、12-7、12-8、12-9、12-11、12-12、16-1、16-2、18-1、18-2、18-4、18-6、18-7、18-10、18-11、18-12、18-19、18-20、18-23、18-25、18-26、18-27、18-30、18-31、18-32、18-33、18-37、18-40、18-41、18-42、18-43、18-44、18-45、18-46、18-47、18-48、18-49、18-52、18-53、18-54、18-55、18-58、18-59、18-60、18-61、18-62、18-63、18-64、18-66、18-67、18-68、18-70、18-71、18-74、18-76、18-77、18-78、18-79、18-80、18-81、18-82、18-86、18-88、18-89、18-90、18-91、18-92、18-93、 18-94、18-95、18-96、18-97、18-98、18-99、18-101、18-103、18-106、18-113、18-114、18-115、18-116、18-119、18-120、18-122、18-125、18-126、18-127、18-128、18-129、18-130、18-131、18-132、18-133、18-134、18-137、18-138、18-139、18-140、18-144、18-148、18-150、18-151、18-152、18-155、18-158、18-161、18-162、18-164、18-165、18-166、18-167、18-168、18-169、18-176、18-177、18-178、18-179、18-180、18-181、18-182、18-183、18-184、18-185、18-186、18-187、18-191、18-192、18-194、18-195、18-196、18-197、18-198、18-199、18-200、18-201、18-202、18-203、18-204、18-205、18-206、18-207、18-208、18-209、18-210、18-211、18-212、18-213、18-216、18-217、18-218、18-219、18-220、18-221、18-222、18-223、18-224、18-225、18-226、18-245、18-246、18-247、18-248、18-249、 18-250、18-251、18-252、18-253、18-254、18-255、18-256、18-257、18-258、18-259、18-260、18-263、18-264、18-265、18-266、18-267、18-268、18-287、18-288、18-289、18-290、18-291、18-293、18-294、18-295、18-296、18-297、18-298、18-299、18-300、18-301、18-302、18-303、18-304、18-305、18-306、18-307、18-308、18-309、18-310、18-323、18-324、18-330、18-331 18-332、18-333、18-334、18-350、18-351、18-352、18-353、18-354、18-355、18-356、18-363、18-365、18-366、18-368、18-426、18-427、18-429、18-430、18-431、18-447、18-462、18-465、18-468、18-469、18-470、18-471、18-474、18-475、18-476、18-477、19-1、19-2、19-3、19-4、19-6、19-7、19-8、19-9、19-10、19-11、19-12、19-49、19-50、19-51、19-52、19-67、19-70、19-73、19-74、19-75、19-76、19-79、19-80、19-81、19-82、19-91、 21-5、23-10、24-2、25-1、25-2、25-3、25-9、25-11、25-12、25-25、25-27、25-28、25-29、25-30、25-35、25-40、26-4、26-10、26-11、26-12、26-15、26-16、28-16、29-1、29-2、29-3、29-4、29-5、29-6、30-1、30-2、31-7、31-8、31-9、31-10、31-11、31-12、33-19、33-20、33-31、33-32、33-33、33-34、33-36、33-56、33-57、33-61、33-62、33-63、33-67、33-68、33-69、33-70、33-71、33-72、34-2、35-1、35-2、35-3、35-7、35-8、35-9、35-10、35-11、35-12、36-19、36-20、36-21、或36-22之化合物，表示對西方花薊馬於500ppm A之效果。 Further, compound numbers 1-13, 1-22, 1-25, 1-26, 1-27, 1-28, 1-31, 1-34, 1-37, 1-46, 1-49, 1- 52, 1-53, 1-54, 1-55, 1-56, 1-57, 1-58, 1-59, 1-60, 1-61, 1-62, 1-63, 1-64, 1-65, 1-66, 1-67, 1-68, 1-69, 1-85, 1-96, 1-97, 1-98, 1-99, 1-103, 1-104, 1- 106, 1-107, 1-108, 1-112, 1-113, 1-117, 1-118, 1-124, 1-128, 1-134, 1-137, 1-138, 1-146, 1-147, 1-148, 1-149, 1-150, 1-151, 1-162, 1-169, 1-170, 1-180, 1-200, 1-201, 1-202, 1- 203, 1-204, 1-205, 1-206, 1-207, 1-208, 1-215, 1-230, 1-236, 1-237, 1-241, 1-246, 1-249, 1-252, 1-254, 1-255, 1-256, 1-257, 1-276, 1-280, 1-281, 1-284, 1-286, 1-289, 1-291, 1- 293, 1-295, 1-307, 1-308, 1-318, 1-332, 1-335, 1-336, 1-338, 1-339, 1-341, 1-342, 1-343, 1-346, 1-347, 1-348, 1-349, 1-350, 1-351, 1-352, 1-353, 1-387, 1-388, 1-391, 1-399, 1- 405, 1-409, 1-410, 1-411, 1-412, 1-413, 1-420, 1-426, 1-427, 1-428, 1-429, 1-430, 1-431, 1-432, 1-433, 1- 434, 1-435, 1-436, 1-437, 1-438, 1-436, 1-437, 1-438, 1-439, 1-440, 1-441, 1- 442, 1-443, 1-444, 1-445, 1-446, 1-447, 1-450, 1-451, 1-452, 1-453, 1-456, 1-457, 1-458, 1-471, 1-472, 1-495, 1-496, 1-472, 1-488, 1-499, 1-500, 1-501, 1-502, 1-503, 1-504, 1- 505, 1-506, 1-507, 1-508, 1-509, 1-510, 1-511, 1-512, 1-513, 1-514, 1-515, 1-517, 1-525, 1-526, 1-528, 1-529, 1-531, 1-532, 1-533, 1-534, 1-537, 1-550, 1-551, 1-552, 1-553, 1- 554, 1-558, 1-559, 1-565, 1-567, 1-568, 1-569, 1-570, 1-571, 1-572, 1-577, 1-574, 1-575, 1-576, 1-577, 1-577, 1-579, 1-580, 1-581, 1-582, 1-583, 1-584, 1-598, 1-616, 1-621, 1- 622, 1-623, 1-624, 1-630, 1-631, 1-632, 1-634, 1-635, 1-636, 1-642, 1-661, 1-663, 1-674, 1-697, 1-700, 1-702, 1-703, 1-704, 1-715, 1-727, 1-728, 1-729, 1-730, 1-737, 1-738, 1- 740, 1-741, 1-742, 1-743, 1-744, 1-745, 1-746, 1-747, 1-748, 1-749, 1-750, 1-751, 1-752, 1-753, 1-754, 1-755, 1-756, 1-757, 1-758, 1-761, 1-764, 1-765, 1-766, 1-767, 1-768, 1- 769, 1-770, 3-4, 4-1, 4-4, 4-10, 4-13, 4-14, 4-15, 5-111, 6-1, 6-2, 6-3, 6-7, 6-8, 6-9, 6-19, 6-22 , 6-23, 6-29, 6-30, 6-34, 6-35, 6-37, 6-39, 7-2, 7-3, 7-28, 7-50, 7-52, 7 -53, 7-54, 8-1, 8-2, 8-3, 8-4, 8-5, 8-6, 8-7, 8-8, 8-9, 8-13, 8-14 , 8-15, 8-30, 8-31, 8-32, 8-33, 8-34, 8-35, 8-36, 8-37, 8-38, 8-42, 8-43, 8 -44, 8-59, 8-60, 8-61, 8-62, 8-63, 8-64, 8-65, 8-66, 8-67, 8-68, 8-69, 8-70 , 8-71, 8-72, 8-73, 8-74, 8-75, 8-76, 8-77, 8-78, 8-79, 8-80, 8-81, 8-82, 8 -83, 8-84, 8-85, 8-86, 8-87, 8-88, 8-89, 8-90, 8-92, 8-93, 8-95, 8-96, 8-97 , 8-98, 8-99, 8-100, 8-104, 8-105, 8-108, 8-110, 8-113, 8-115, 8-116, 8-117, 8-118, 8 -119, 8-120, 8-122, 8-123, 8-124, 8-125, 8-126, 8-128, 8-129, 8-130, 8-131, 8-133, 8-134 , 8-135, 8-136, 8-137, 8-138, 8-139, 8-140, 8-141, 8-142, 8-143, 8-144, 8-145, 8-146, 8 -147, 8-148, 8-149, 8-150, 8-151, 8-152, 8-153, 8-154, 8-155, 8-156, 8-157, 8-158, 8-159 , 8-160, 8-161, 8-162, 8-163, 8-164, 8-165, 8-166, 8-167, 8-168, 8-169, 8-176 , 8-177, 8-178, 8-179, 8-180, 8-181, 8-182, 8-183, 8-184, 8-185, 8-186, 8-187, 8-188, 8 -189, 8-190, 8-191, 8-192, 8-193, 8-194, 8-195, 8-196, 8-197, 8-198, 8-199, 8-200, 8-201, 8-202, 8-204, 8-206, 8-207, 8-208, 8-209, 8-210, 8- 211, 8-212, 8-213, 8-214, 8-216, 8-217, 8-218, 8-219, 8-220, 8-221, 8-222, 8-224, 8-225, 8-226, 8-227, 8-228, 8-229, 8-230, 8-231, 8-232, 8-233, 8-234, 8-235, 8-236, 8-237, 8- 238, 8-239, 8-240, 8-241, 8-242, 8-243, 8-244, 8-245, 8-246, 8-247, 8-248, 8-249, 8-250, 8-251, 8-252, 8-253, 8-254, 8-255, 8-256, 8-257, 8-258, 8-259, 8-260, 8-264, 8-265, 8- 266, 8-267, 8-268, 8-269, 8-270, 8-271, 8-272, 8-273, 8-274, 8-275, 8-276, 8-277, 8-278, 8-279, 8-280, 8-281, 8-282, 8-283, 8-284, 8-285, 8-287, 8-292, 8-293, 8-294, 8-295, 8- 297, 8-298, 8-312, 8-313, 8-314, 8-315, 8-318, 8-319, 8-320, 8-324, 8-325, 8-326, 8-330, 8-331, 8-332, 8-333, 8-334, 8-335, 8-336, 8-337, 8-338, 8-339, 8-340, 8-341, 8-354, 8- 355, 8-356, 8-357, 8-358, 8-359, 8-360, 8-361, 8-362, 8-363, 8-364, 8-365, 8-366, 8-367, 8-368, 8-369, 8-370, 8-371, 8-372, 8-373, 8-374, 8- 375, 8-376, 8-377, 8-378, 8-379, 8-380, 8-381, 8-382, 8-383, 8-390, 8-391, 8-392, 8-393, 8-394, 8-395, 8-396, 8-397, 8-398, 8-399, 8-400, 8-401, 8-402, 8-403, 8-404, 8-405, 8- 406, 8-407, 8-408, 8-409, 8-410, 8-411, 8-412, 8-413, 8-414, 8-415, 8-416, 8-417, 8-418, 8-419, 8-420, 8-421, 8-422, 8-426, 8-427, 8-428, 8-429, 8-430, 8-431, 8-432, 8-433, 8- 434, 8-438, 8-439, 8-440, 8-444, 8-445, 8-446, 8-450, 8-451, 8-452, 8-456, 8-457, 8-458, 8-462, 8-463, 8-464, 8-465, 8-466, 8-467, 8-468, 8-469, 8-470, 8-471, 8-472, 8-473, 8- 474, 8-475, 8-476, 8-477, 8-478, 8-479, 8-480, 8-481, 8-482, 8-486, 8-487, 8-488, 8-492, 8-493, 8-494, 8-495, 8-496, 8-497, 8-498, 8-499, 8-500, 8-501, 8-502, 8-503, 8-504, 8- 505, 8-506, 8-507, 8-508, 8-509, 8-510, 8-511, 8-513, 8-514, 8-515, 8-516, 8-517, 8-518, 8-520, 8-521, 8-522, 8-523, 8-524, 8-525, 8-526, 8- 527, 8-528, 8-529, 8-530, 8-532, 8-533, 8-534, 8-535, 8-536, 8-537, 8-538, 8-539, 8-540, 8-543, 8-544, 8-545, 8-546, 8-547, 8-548, 8-549, 8-550, 8-551, 8-558, 8-559, 8-560, 8- 561, 8-562, 8-563, 8-564, 8-568, 9-2, 9-3, 10-2, 10-3, 10-4, 10-5, 10-7, 10-8, 10-9, 11-1, 11-2, 11-3, 11-10, 11-13, 12-7, 12-8, 12-9, 12-11, 12-12, 16-1, 16- 2, 18-1, 18-2, 18-4, 18-6, 18-7, 18-10, 18-11, 18-12, 18-19, 18-20, 18-23, 18-25, 18-26, 18-27, 18-30, 18-31, 18-32, 18-33, 18-37, 18-40, 18-41, 18-42, 18-43, 18-44, 18- 45, 18-46, 18-47, 18-48, 18-49, 18-52, 18-53, 18-54, 18-55, 18-58, 18-59, 18-60, 18-61, 18-62, 18-63, 18-64, 18-66, 18-67, 18-68, 18-70, 18-71, 18-74, 18-76, 18-77, 18-78, 18- 79, 18-80, 18-81, 18-82, 18-86, 18-88, 18-89, 18-90, 18-91, 18-92, 18-93, 18-94, 18-95, 18-96, 18-97, 18-98, 18-99, 18-101, 18-103, 18-106, 18-113, 18-114, 18-115, 18- 116, 18-119, 18-120, 18-122, 18-125, 18-126, 18-127, 18-128, 18-129, 18-130, 18-131, 18-132, 18-133, 18-134, 18-137, 18-138, 18-139, 18-140, 18-144, 18-148, 18-150, 18-151, 18-152, 18-155, 18-158, 18- 161, 18-162, 18-164, 18-165, 18-166, 18-167, 18-168, 18-169, 18-176, 18-177, 18-178, 18-179, 18-180, 18-181, 18-182, 18-183, 18-184, 18-185, 18-186, 18-187, 18-191, 18-192, 18-194, 18-195, 18-196, 18- 197, 18-198, 18-199, 18-200, 18-201, 18-202, 18-203, 18-204, 18-205, 18-206, 18-207, 18-208, 18-209, 18-210, 18-211, 18-212, 18-213, 18-216, 18-217, 18-218, 18-219, 18-220, 18-221, 18-222, 18-223, 18- 224, 18-225, 18-226, 18-245, 18-246, 18-247, 18-248, 18-249, 18-250, 18-251, 18-252, 18-253, 18-254, 18-255, 18-256, 18-257, 18-258, 18-259, 18-260, 18-263, 18- 264, 18-265, 18-266, 18-267, 18-268, 18-287, 18-288, 18-289, 18-290, 18-291, 18-293, 18-294, 18-295, 18-296, 18-297, 18-298, 18-299, 18-300, 18-301, 18-302, 18-303, 18-304, 18-305, 18-306, 18-307, 18- 308, 18-309, 18-310, 18-323, 18-324, 18-330, 18-331 18-332, 18-333, 18-334, 18-350, 18-351, 18-352, 18 -353, 18-354, 18-355, 18-356, 18-363, 18-365, 18-366, 18-368, 18-426, 18-427, 18-429, 18-430, 18-431 18-447, 18-462, 18-465, 18-468, 18-469, 18-470, 18-471, 18-474, 18-475, 18-476, 18-477, 19-1, 19 -2, 19-3, 19-4, 19-6, 19-7, 19-8, 19-9, 19-10, 19-11, 19-12, 19-49, 19-50, 19-51 19-52, 19-67, 19-70, 19-73, 19-74, 19-75, 19-76, 19-79, 19-80, 19-81, 19-82, 19-91, 21-5, 23-10, 24-2, 25-1, 25-2, 25-3, 25-9, 25-11, 25-12, 25-25, 25-27, 25-28, 25- 29, 25-30, 25-35, 25-40, 26-4, 26-10, 26-11, 26-12, 26-15, 26-16, 28-16, 29-1, 29-2, 29-3, 29-4, 29-5, 29-6, 30-1, 30-2, 31-7, 31-8, 31-9, 31-10, 31-11, 31-12, 33- 19, 33-20, 33-31, 33-32, 33-33, 33-34, 33-36, 33-56, 33-57, 33-61, 33-62, 33-63, 33-67, 33-68, 33-69, 33-70, 33-71, 33-72, 34-2, 35-1, 35-2, 35-3, 35-7, 35-8, 35-9, 35- Compounds of 10, 35-11, 35-12, 36-19, 36-20, 36-21, or 36-22 indicate the effect on Western flower thrips at 500 ppm A.

另一方面，作為比較化合物，WO/2005/095351所記載之化合物號碼153於500ppm之效果為E。由此本案發明化合物，明確展示較比較化合物對薊馬類於特定階段之殺蟲效果。 On the other hand, as a comparative compound, the effect of the compound number 153 described in WO/2005/095351 at 500 ppm is E. Thus, the compound of the present invention clearly demonstrates the insecticidal effect of the comparative compound on the specific stage of the thrips.

試驗例2. 對於小菜蛾(Plutella xylostella)之殺蟲試驗 Test Example 2. Insecticidal test against Plutella xylostella

於實生白菜放飼小菜蛾之成蟲並使其產卵，放飼2日後將附著產下卵之實生白菜於以第1表~第19表、第21表、第23表~31表所記載之化合物作為有效成分之藥劑並稀釋成50ppm之藥液中浸漬約30秒，風乾後靜置於25℃之恆溫室。調査藥液浸漬6日後之孵化蟲數，由下述之公式算出死蟲率，依照下述基準進行判定。1區10隻3連制。 In the raw cabbage, the adults of Plutella xylostella were placed and laid to lay eggs. After 2 days of feeding, the raw cabbages of the laid eggs were attached to Tables 1 to 19, 21, and 23 to 31. The compound described as an active ingredient was immersed in a chemical solution diluted to 50 ppm for about 30 seconds, air-dried, and then left to stand in a constant temperature room at 25 °C. The number of hatching insects after the immersion of the chemical solution for 6 days was investigated, and the mortality rate was calculated by the following formula, and the judgment was made according to the following criteria. There are 10 three-in-one system in Zone 1.

判定基準. A．．．死蟲率100% Judging criteria. A. . . Dead insect rate 100%

B．．．死蟲率99%~90% B. . . Dead insect rate 99%~90%

C．．．死蟲率89%~80% C. . . Dead insect rate 89%~80%

D．．．死蟲率79%~50% D. . . Dead insect rate 79%~50%

E．．．死蟲率49%~0% E. . . Dead insect rate 49%~0%

上述試驗之結果，化合物號碼1-4、1-5、1-6、1-7、1-10、1-13、1-16、1-19、1-22、1-34、1-37、1-46、1-49、1-53、1-56、1-58、1-59、1-60、1-61、1-62、1-63、1-64、1-65、1-66、1-67、1-68、1-69、1-70、1-72、1-73、1-74、1-75、1-79、1-80、1-81、1-82、1-83、1-84、1-85、1-86、1-87、1-88、1-91、1-94、1-95、1-96、1-97、1-98、1-99、1-100、1-101、1-102、1-103、1-104、1-105、1-106、1-107、1-108、1-112、1-113、1-114、1-115、1-116、1-117、1-118、1-119、1-124、1-128、1-134、1-137、1-138、1-139、1-146、1-147、1-148、1-149、1-150、1-151、1-161、1-162、1-163、1-164、1-166、1- 167、1-168、1-169、1-170、1-172、1-173、1-174、1-175、1-176、1-177、1-178、1-179、1-180、1-190、1-193、1-195、1-196、1-197、1-198、1-199、1-200、1-201、1-202、1-203、1-204、1-205、1-206、1-207、1-208、1-209、1-210、1-211、1-212、1-214、1-215、1-216、1-217、1-221、1-222、1-223、1-224、1-227、1-228、1-229、1-230、1-231、1-232、1-233、1-236、1-237、1-238、1-239、1-240、1-241、1-242、1-243、1-244、1-245、1-246、1-247、1-248、1-249、1-250、1-251、1-252、1-253、1-254、1-255、1-256、1-257、1-260、1-262、1-263、1-264、1-265、1-266、1-268、1-269、1-270、1-271、1-273、1-274、1-275、1-276、1-277、1-280、1-281、1-282、1-283、1-284、1-285、1-286、1-287、1-288、1-289、1-290、1-291、1-292、1-293、1-294、1-295、1-307、1-308、1-310、1-311、1-313、1-314、1-315、1-316、1-317、1-318、1-319、1-329、1-332、1-335、1-336、1-337、1-338、1-339、1-340、1-341、1-342、1-343、1-344、1-345、1-346、1-347、1-348、1-349、1-350、1-351、1-352、1-353、1-354、1-357、1-358、1-359、1-360、1-361、1-362、1-363、1-364、1-365、1-366、1-367、1-368、1-369、1-370、1-371、1-372、1-373、1-374、1-375、1-376、1-377、1-378、1-379、1-380、1-381、1-382、1-383、1-384、1-385、1-386、1-387、1-388、1-389、1-390、1- 391、1-392、1-393、1-394、1-395、1-396、1-397、1-398、1-399、1-400、1-401、1-402、1-403、1-404、1-405、1-406、1-407、1-408、1-409、1-410、1-411、1-412、1-413、1-414、1-415、1-416、1-417、1-418、1-419、1-420、1-423、1-424、1-425、1-426、1-427、1-428、1-430、1-433、1-436、1-439、1-442、1-445、1-471、1-474、1-495、1-496、1-497、1-498、1-499、1-500、1-501、1-502、1-503、1-504、1-505、1-506、1-507、1-508、1-509、1-510、1-511、1-512、1-513、1-514、1-515、1-516、1-517、1-518、1-528、1-531、1-534、1-537、1-538、1-539、1-540、1-541、1-542、1-543、1-544、1-545、1-546、1-547、1-548、1-597、1-598、1-599、1-600、1-601、1-604、1-606、1-609、1-610、1-612、1-613、1-614、1-616、1-617、1-618、1-619、1-620、1-621、1-622、1-623、1-624、1-625、1-626、1-627、1-630、1-631、1-632、1-633、1-634、1-635、1-636、1-637、1-640、1-641、1-642、1-643、1-644、1-645、1-646、1-647、1-648、1-649、1-650、1-651、1-652、1-653、1-656、1-657、1-659、1-660、1-662、1-663、1-664、1-665、1-666、1-667、 1-668、1-669、1-670、1-671、1-672、1-673、1-674、1-675、1-677、1-678、1-680、1-681、1-682、1-683、1-684、1-685、1-687、1-688、1-696、1-697、1-698、1-699、1-700、1-701、1-702、1-703、1-704、1-705、1-706、1-707、1-708、1-709、1-710、1-711、1-712、1-714、1-715、1-737、2-4、2-5、2-6、3-4、4-1、4-2、4-3、4-4、4-5、4-6、4-10、4-11、4-12、4-13、4-14、4-15、5-1、5-2、5-4、5-5、5-6、5-7、5-8、5-9、5-10、5-11、5-12、5-13、5-14、5-15、5-16、5-17、5-18、5-19、5-20、5-21、5-22、5-23、5-24、5-25、5-26、5-27、6-1、6-2、6-3、6-4、6-6、6-7、6-10、6-11、6-12、6-19、6-22、6-33、6-34、6-37、7-1、7-2、7-3、7-7、7-8、7-9、7-10、7-11、7-12、7-13、7-14、7-15、7-19 7-22、7-23、7-24、7-25、7-26、7-27、7-28、7-29、7-30、7-31、7-32、7-34、7-36、7-37、7-38、7-40、7-41、7-42、7-43、7-44、7-45、7-46、7-47、7-48、7-56、7-57、8-1、8-2、8-3、8-4、8-5、8-6、8-13、8-14、8-15、 8-30、8-31、8-32、8-33、8-34、8-35、8-36、8-37、8-38、8-39、8-40、8-41、8-42、8-43、8-44、8-59、8-60、8-61、8-62、8-63、8-64、8-65、8-66、8-67、8-68、8-69、8-70、8-71、8-72、8-73、8-74、8-75、8-76、8-77、8-78、8-79、8-80、8-81、8-82、8-83、8-84、8-85、8-86、8-87、8-88、8-89、8-90、8-91、8-92、8-93、8-94、8-95、8-96、8-97、8-98、8-99、8-100、8-101、8-102、8-103、8-104、8-105、8-106、8-107、8-108、8-109、8-110、8-111、8-112、8-113、8-114、8-115、8-116、8-117、8-118、8-119、8-120、8-121、8-122、8-123、8-124、8-125、8-126、8-127、8-128、8-129、8-130、8-131、8-132、8-133、8-134、8-135、8-136、8-137、8-138、8-139、8-140、8-141、8-142、8-143、8-144、8-145、8-146、8-147、8-148、8-149、8-150、8-151、8-152、8-153、8-154、8-155、8-156、8-157、8-158、8-159、8-160、8-161、8-162、8-163、8-164、8-165 8-166、8-167、8-168、8-169、8-176、8-177、8-178、8-179、8-180、8-181、8-182、8-183、8-184、8-185、8-186、8-187、8-188、8-189、8-190、8-191、8-192、8-193、8-194、8-195、8-196、8-197、8-198、8-199、8-200、8-201、8-202、8-203、8-204、8-205、8-206、8-207、8- 208、8-209、8-210、8-211、8-212、8-213、8-214、8-215、8-216、8-217、8-218、8-219、8-220、8-221、8-222、8-223、8-224、8-225、8-226、8-227、8-228、8-229、8-230、8-231、8-232、8-233、8-234、8-235、8-236、8-237、8-238、8-239、8-240、8-241、8-243、8-244、8-245、8-246、8-247、8-248、8-249、8-250、8-251、8-253、8-255、8-256、8-258、8-264、8-265、8-267、8-268 8-270、8-271、8-274、8-277、8-280、8-283 8-312、8-313、8-314、8-315、8-316、8-317、8-318、8-319、8-320、8-321、8-322、8-323、8-324、8-325、8-326、8-327、8-328、8-329、8-330、8-331、8-332、8-333、8-334、8-335、8-336、8-337、8-338、8-339、8-340、8-341、8-463、8-466、8-469、8-472、8-475、8-478、8-505、8-507、8-510、8-513、8-516、8-519、8-522、8-525、8-528、8-531、8-534、8-537、9-1、9-2、9-3、9-4、9-5、9-6、10-1、10-2、10-3、10-4、10-5、10-6、10-7、10-8、10-9、11-1、11-2、11-3、11-4、11-5、11-6、11-7、11-8、11-9、11-10、11-11、11-12、11-13、11-16、11-19、11-20、 11-22、11-23、11-24、11-25、11-26、11-27、12-1、12-4、12-7、12-8、12-9、12-10、12-11、12-12、13-1、13-2、13-3、13-4、13-5、13-6、13-7、13-8、13-9、13-10、13-11、13-12、15-4、16-1、16-2、16-3、16-7、16-8、16-9、16-10、16-11、16-12、17-3、17-6、18-1、18-2、18-3、18-4、18-5、18-6、18-7、18-8、18-9、18-10、18-11、18-12、18-19、18-20、18-21、18-22、18-23、18-24、18-25、18-26、18-27、18-28、18-29、18-30、18-31、18-32、18-33、18-37、18-38、18-39、18-40、18-41、18-42、18-43、18-44、18-45、18-46、18-47、18-48、18-49、18-52、18-53、18-54、18-55、18-56、18-58、18-59、18-60、18-61、18-62、18-63、18-64、18-65、18-66、18-67、18-68、18-69、18-70、18-71、18-72、18-73、18-74、18-75、18-76、18-77、18-78、18-79、18-80、18-81、18-82、18-86、18-88、18-89、18-90、18-91、18-92、18-93、18-94、18-95、18-96、18-97、18-98、18-99、18-100、18-101、18-102、18-103、18-104、18-105、18-106、18-113、18-114、18-115、18-116、18-119、18-120、18-121、18-122、18-125、 18-126、18-127、18-128、18-129、18-130、18-131、18-132、18-133、18-134、18-137、18-138、18-139、18-140、18-144、18-146、18-148、18-149、18-150、18-151、18-152、18-154、18-155、18-156、18-157、18-158、18-159、18-161、18-162、18-163、18-164、18-165、18-166、18-167、18-168、18-169、18-176、18-177、18-178、18-179、18-180、18-181、18-182、18-183、18-184、18-185、18-186、18-187、18-192、18-194、18-195、18-196、18-197、18-198、18-199、18-200、18-201、18-202、18-203、18-204、18-205、18-206、18-207、18-208、18-209、18-210、18-211、18-213、18-216、18-219、18-221、18-222、18-223、18-224、18-225、18-226、18-245、18-246、18-247、18-248、18-249、18-250、18-252、18-255、18-258、18-260、18-264、18-267、18-288、18-291、18-294、18-297、18-300、18-303、18-305、18-306、18-307、18-308、18-309、18-310、18-323、18-324、18-325、18-326、18-327、1.8-328、18-329、18-330、18-331、18-332、18-333、18- 334、18-351、18-354、18-356、18-364、18-366、18-426、18-427、18-428、18-429、18-430、18-431、18-445、18-447、18-463、18-465、18-469、18-471、18-475、18-477、19-1、19-2、19-3、19-4、19-5、19-6、19-8、19-11、19-20、19-23、19-50、19-52、19-67、19-70、19-74、19-76、19-80、19-84、19-91、21-5、23-2、23-4、23-5、23-7、23-10、23-19、24-1、24-2、24-3、24-4、24-5、24-6、25-1、25-2、25-3、25-4、25-5、25-6、25-7、25-8、25-9、25-10、25-11、25-12、25-13、25-14、25-15、25-16、25-17、25-18、25-19、25-22、25-25、25-26、25-27、25-28、25-29、25-30、25-31、25-32、25-33、25-34、25-35、25-36、25-37、25-38、25-39、25-40、25-41、25-42、25-43、25-44、25-45、25-46、25-47、25-48、26-2、26-3、26-4、26-5、26-6、26-7、26-8、26-9、26-10、26-11、26-12、26-13、26-14、26-15、26-16、26-17、26-18、26-19、27-14、27-15、27-16、28-13、28-16、29-1、29-2、29-3、29-4、29-5、29-6、30-1、30-2、30-3、30-4、31-7、31-8、31-9、31-10、31-11、31-12、34-2、34-5、36-20、及36-22之化合物，表示對於小菜蛾於50ppm A之效果。 The results of the above tests, compound numbers 1-4, 1-5, 1-6, 1-7, 1-10, 1-13, 1-16, 1-19, 1-22, 1-34, 1-37 , 1-46, 1-49, 1-53, 1-56, 1-58, 1-59, 1-60, 1-61, 1-62, 1-63, 1-64, 1-65, 1 -66, 1-67, 1-68, 1-69, 1-70, 1-72, 1-73, 1-74, 1-75, 1-79, 1-80, 1-81, 1-82 , 1-83, 1-84, 1-85, 1-86, 1-87, 1-88, 1-91, 1-94, 1-95, 1-96, 1-97, 1-98, 1 -99, 1-100, 1-101, 1-102, 1-103, 1-104, 1-105, 1-106, 1-107, 1-108, 1-112, 1-113, 1-114 , 1-115, 1-116, 1-117, 1-118, 1-119, 1-124, 1-128, 1-134, 1-137, 1-138, 1-139, 1-146, 1 -147, 1-148, 1-149, 1-150, 1-151, 1-161, 1-162, 1-163, 1-164, 1-166, 1- 167, 1-168, 1-169, 1-170, 1-172, 1-173, 1-174, 1-175, 1-176, 1-177, 1-178, 1-179, 1-180, 1-190, 1-193, 1-195, 1-196, 1-197, 1-198, 1-199, 1-200, 1-201, 1-202, 1-203, 1-204, 1- 205, 1-206, 1-207, 1-208, 1-209, 1-210, 1-211, 1-212, 1-214, 1-215, 1-216, 1-217, 1-221, 1-222, 1-223, 1-224, 1-227, 1-228, 1-229, 1-230, 1-231, 1-232, 1-233, 1-236, 1-237, 1- 238, 1-239, 1-240, 1-241, 1-242, 1-243, 1-244, 1-245, 1-246, 1-247, 1-248, 1-249, 1-250, 1-251, 1-252, 1-253, 1-254, 1-255, 1-256, 1-257, 1-260, 1-262, 1-263, 1-246, 1-265, 1- 266, 1-268, 1-269, 1-270, 1-271, 1-273, 1-274, 1-275, 1-276, 1-277, 1-280, 1-281, 1-282, 1-283, 1-284, 1-285, 1-286, 1-287, 1-288, 1-289, 1-290, 1-291, 1-292, 1-293, 1-194, 1- 295, 1-307, 1-308, 1-310, 1-311, 1-313, 1-314, 1-315, 1-316, 1-317, 1-318, 1-319, 1-329, 1-332, 1-335, 1-336, 1-37, 1-338, 1-339, 1-340, 1-341, 1-342, 1-343, 1-344, 1-345, 1- 346, 1-347, 1-348, 1-349, 1-350, 1-351, 1-352, 1-353, 1-354, 1-357, 1-358, 1-359, 1-360, 1-361, 1-362, 1-336, 1-364, 1-365, 1-366, 1-367, 1-368, 1-369, 1-370, 1-371, 1-372, 1- 373, 1-374, 1-375, 1-376, 1-377, 1-378, 1-379, 1-380, 1-381, 1-382, 1-383, 1-384, 1-385, 1-386, 1-387, 1-388, 1-389, 1-390, 1- 391, 1-392, 1-193, 1-394, 1-395, 1-936, 1-397, 1-398, 1-399, 1-400, 1-401, 1-402, 1-403, 1-404, 1-405, 1-406, 1-407, 1-408, 1-409, 1-410, 1-411, 1-412, 1-413, 1-414, 1-415, 1- 416, 1-417, 1-418, 1-419, 1-420, 1-423, 1-424, 1-425, 1-426, 1-427, 1-428, 1-430, 1-433, 1-436, 1-439, 1-442, 1-445, 1-471, 1-474, 1-495, 1-496, 1-472, 1-488, 1-499, 1-500, 1- 501, 1-502, 1-503, 1-504, 1-505, 1-506, 1-507, 1-508, 1-509, 1-510, 1-511, 1-512, 1-513, 1-514, 1-515, 1-516, 1-517, 1-518, 1-528, 1-531, 1-534, 1-537, 1-538, 1-539, 1-540, 1- 541, 1-542, 1-543, 1-544, 1-545, 1-546, 1-547, 1-548, 1-597, 1-598, 1-599, 1-600, 1-601, 1-604, 1-606, 1-609, 1-610, 1-612, 1-613, 1-614, 1-616, 1-617, 1-618, 1-619, 1-620, 1- 621, 1-622, 1-623, 1-624, 1-625, 1-626, 1-627, 1-630, 1-631, 1-632, 1-633, 1-736, 1-635, 1-636, 1-463, 1-640, 1-641, 1-642, 1-643, 1-644, 1-645, 1-646, 1-647, 1-648, 1-649, 1- 650, 1-651, 1-526, 1-653, 1-565, 1-657, 1-659, 1-660, 1-626, 1-663, 1-646, 1-665, 1-666, 1-667, 1-668, 1-669, 1-670, 1-671, 1-672, 1-673, 1-674, 1-755, 1-677, 1-678, 1-680, 1-681, 1- 682, 1-683, 1-684, 1-685, 1-687, 1-88, 1-696, 1-697, 1-1986, 1-699, 1-700, 1-701, 1-702, 1-703, 1-704, 1-705, 1-706, 1-707, 1-708, 1-709, 1-710, 1-711, 1-712, 1-714, 1-715, 1- 737, 2-4, 2-5, 2-6, 3-4, 4-1, 4-2, 4-3, 4-4, 4-5, 4-6, 4-10, 4-11 4-12, 4-13, 4-14, 4-15, 5-1, 5-2, 5-4, 5-5, 5-6, 5-7, 5-8, 5-9, 5- 10, 5-11, 5-12, 5-13, 5-14, 5-15, 5-16, 5-17, 5-18, 5-19, 5-20, 5-21, 5-22, 5-23, 5-24, 5-25, 5-26, 5-27, 6-1, 6-2, 6-3, 6-4, 6-6, 6-7, 6-10, 6- 11, 6-12, 6-19, 6-22, 6-33, 6-34, 6-37, 7-1, 7-2, 7-3, 7-7, 7-8, 7-9, 7-10, 7-11, 7-12, 7-13, 7-14, 7-15, 7-19 7-22, 7-23, 7-24, 7-25, 7-26, 7-27 , 7-28, 7-29, 7-30, 7-31, 7-32, 7-34, 7-36, 7-37, 7-38, 7-40, 7-41, 7-42, 7 -43, 7-44, 7-45, 7-46, 7-47, 7-48, 7-56, 7-57, 8-1, 8-2, 8-3, 8-4, 8-5 , 8-6, 8-13, 8-14, 8-15, 8-30, 8-31, 8-32, 8-33, 8-34, 8-35, 8-36, 8-37, 8-38, 8-39, 8-40, 8-41, 8- 42, 8-43, 8-44, 8-59, 8-60, 8-61, 8-62, 8-63, 8-64, 8-65, 8-66, 8-67, 8-68, 8-69, 8-70, 8-71, 8-72, 8-73, 8-74, 8-75, 8-76, 8-77, 8-78, 8-79, 8-80, 8- 81, 8-82, 8-83, 8-84, 8-85, 8-86, 8-87, 8-88, 8-89, 8-90, 8-91, 8-92, 8-93, 8-94, 8-95, 8-96, 8-97, 8-98, 8-99, 8-100, 8-101, 8-102, 8-103, 8-104, 8-105, 8-- 106, 8-107, 8-108, 8-109, 8-110, 8-111, 8-112, 8-113, 8-114, 8-115, 8-116, 8-117, 8-118, 8-119, 8-120, 8-121, 8-122, 8-123, 8-124, 8-125, 8-126, 8-127, 8-128, 8-129, 8-130, 8- 131, 8-132, 8-133, 8-134, 8-135, 8-136, 8-137, 8-138, 8-139, 8-140, 8-141, 8-142, 8-143, 8-144, 8-145, 8-146, 8-147, 8-148, 8-149, 8-150, 8-151, 8-152, 8-153, 8-154, 8-155, 8- 156, 8-157, 8-158, 8-159, 8-160, 8-161, 8-162, 8-163, 8-164, 8-165 8-166, 8-167, 8-168, 8 -169, 8-176, 8-177, 8-178, 8-179, 8-180, 8-181, 8- 182, 8-183, 8-184, 8-185, 8-186, 8-187, 8-188, 8-189, 8-190, 8-191, 8-192, 8-193, 8-194, 8-195, 8-196, 8-197, 8-198, 8-199, 8-200, 8-201, 8-202, 8-203, 8-204, 8-205, 8-206, 8- 207, 8-- 208, 8-209, 8-210, 8-211, 8-212, 8-213, 8-214, 8-215, 8-216, 8-217, 8-218, 8-219, 8-220, 8-221, 8-222, 8-223, 8-224, 8-225, 8-226, 8-227, 8-228, 8-229, 8-230, 8-231, 8-232, 8- 233, 8-234, 8-235, 8-236, 8-237, 8-238, 8-239, 8-240, 8-241, 8-243, 8-244, 8-245, 8-246, 8-247, 8-248, 8-249, 8-250, 8-251, 8-253, 8-255, 8-256, 8-258, 8-264, 8-265, 8-267, 8- 268 8-270, 8-271, 8-274, 8-277, 8-280, 8-283 8-312, 8-313, 8-314, 8-315, 8-316, 8-317, 8- 318, 8-319, 8-320, 8-321, 8-322, 8-323, 8-324, 8-325, 8-326, 8-327, 8-328, 8-329, 8-330, 8-331, 8-332, 8-333, 8-334, 8-335, 8-336, 8-337, 8-338, 8-339, 8-340, 8-341, 8-463, 8- 466, 8-469, 8-472, 8-475, 8-478, 8-505, 8-507, 8-510, 8-513, 8-516, 8-519, 8-522, 8-525, 8-528, 8-531, 8-534, 8-537, 9-1, 9-2, 9-3, 9-4, 9-5, 9-6, 10-1, 10-2, 10- 3, 10-4, 10-5, 10-6, 10-7, 10-8, 10-9, 11-1, 11-2, 11-3, 11-4, 11-5, 11-6, 11-7, 11-8, 11-9, 11-1 0, 11-11, 11-12, 11-13, 11-16, 11-19, 11-20, 11-22, 11-23, 11-24, 11-25, 11-26, 11-27, 12-1, 12-4, 12-7, 12-8, 12-9, 12-10, 12- 11, 12-12, 13-1, 13-2, 13-3, 13-4, 13-5, 13-6, 13-7, 13-8, 13-9, 13-10, 13-11, 13-12, 15-4, 16-1, 16-2, 16-3, 16-7, 16-8, 16-9, 16-10, 16-11, 16-12, 17-3, 17- 6, 18-1, 18-2, 18-3, 18-4, 18-5, 18-6, 18-7, 18-8, 18-9, 18-10, 18-11, 18-12, 18-19, 18-20, 18-21, 18-22, 18-23, 18-24, 18-25, 18-26, 18-27, 18-28, 18-29, 18-30, 18- 31, 18-32, 18-33, 18-37, 18-38, 18-39, 18-40, 18-41, 18-42, 18-43, 18-44, 18-45, 18-46, 18-47, 18-48, 18-49, 18-52, 18-53, 18-54, 18-55, 18-56, 18-58, 18-59, 18-60, 18-61, 18- 62, 18-63, 18-64, 18-65, 18-66, 18-67, 18-68, 18-69, 18-70, 18-71, 18-72, 18-73, 18-74, 18-75, 18-76, 18-77, 18-78, 18-79, 18-80, 18-81, 18-82, 18-86, 18-88, 18-89, 18-90, 18- 91, 18-92, 18-93, 18-94, 18-95, 18-96, 18-97, 18-98, 18-99, 18-100, 18-101, 18-102, 18-103, 18-104, 18-105, 18-106, 1 8-113, 18-114, 18-115, 18-116, 18-119, 18-120, 18-121, 18-122, 18-125, 18-126, 18-127, 18-128, 18-129, 18-130, 18-131, 18-132, 18-133, 18-134, 18-137, 18-138, 18-139, 18- 140, 18-144, 18-146, 18-148, 18-149, 18-150, 18-151, 18-152, 18-154, 18-155, 18-156, 18-157, 18-158, 18-159, 18-161, 18-162, 18-163, 18-164, 18-165, 18-166, 18-167, 18-168, 18-169, 18-176, 18-177, 18- 178, 18-179, 18-180, 18-181, 18-182, 18-183, 18-184, 18-185, 18-186, 18-187, 18-192, 18-194, 18-195, 18-196, 18-197, 18-198, 18-199, 18-200, 18-201, 18-202, 18-203, 18-204, 18-205, 18-206, 18-207, 18- 208, 18-209, 18-210, 18-211, 18-213, 18-216, 18-219, 18-221, 18-222, 18-223, 18-224, 18-225, 18-226, 18-245, 18-246, 18-247, 18-248, 18-249, 18-250, 18-252, 18-255, 18-258, 18-260, 18-264, 18-267, 18- 288, 18-291, 18-294, 18-297, 18-300, 18-303, 18-305, 18-306, 18-307, 18-308, 18-309, 18-310, 18-323, 18-324, 18-325, 18-326, 18-327, 1.8-328, 18-329, 18-330, 18-331, 18-332, 18-333, 18- 334, 18-351, 18-354, 18-356, 18-364, 18-366, 18-426, 18-427, 18-428, 18-429, 18-430, 18-431, 18-445, 18-447, 18-463, 18-465, 18-469, 18-471, 18-475, 18-477, 19-1, 19-2, 19-3, 19-4, 19-5, 19- 6, 19-8, 19-11, 19-20, 19-23, 19-50, 19-52, 19-67, 19-70, 19-74, 19-76, 19-80, 19-84, 19-91, 21-5, 23-2, 23-4, 23-5, 23-7, 23-10, 23-19, 24-1, 24-2, 24-3, 24-4, 24- 5, 24-6, 25-1, 25-2, 25-3, 25-4, 25-5, 25-6, 25-7, 25-8, 25-9, 25-10, 25-11, 25-12, 25-13, 25-14, 25-15, 25-16, 25-17, 25-18, 25-19, 25-22, 25-25, 25-26, 25-27, 25- 28, 25-29, 25-30, 25-31, 25-32, 25-33, 25-34, 25-35, 25-36, 25-37, 25-38, 25-39, 25-40, 25-41, 25-42, 25-43, 25-44, 25-45, 25-46, 25-47, 25-48, 26-2, 26-3, 26-4, 26-5, 26- 6, 26-7, 26-8, 26-9, 26-10, 26-11, 26-12, 26-13, 26-14, 26-15, 26-16, 26-17, 26-18, 26-19, 27-14, 27-15, 27-16, 28-13, 28-16, 29-1, 29-2, 29-3, 29-4, 29-5, 29-6, 30- 1, 30-2, 30-3, 30- 4. Compounds of 31-7, 31-8, 31-9, 31-10, 31-11, 31-12, 34-2, 34-5, 36-20, and 36-22, indicated for Plutella xylostella 50ppm A effect.

試驗例3. 對於斜紋夜蛾(Spodoptera litura)之殺蟲試驗 Test Example 3. Insecticide test for Spodoptera litura

將甘藍葉片(品種：四季穫)於以第1表~第19表、第21表、第23表~31表所記載之化合物作為有效成分之藥劑並稀釋成500ppm之藥液中浸漬約30秒，風乾後放入直徑9cm之塑料盤，接種斜紋夜蛾第2齡期幼蟲之後，覆蓋靜置於25℃之恆溫室。調査接種8日後之生死蟲數，由下述之公式算出死蟲率，判定基準依照試驗例1進行。1區10隻3連制。 The cabbage leaves (variety: four seasons) are immersed in a chemical solution diluted with 500 ppm of the compound described in Tables 1 to 19, 21, and 23 to 31, and immersed for about 30 seconds. After air drying, a plastic disk having a diameter of 9 cm was placed, and after inoculation of the second instar larva of Spodoptera litura, the solution was placed in a thermostatic chamber at 25 ° C. The number of live and dead insects after 8 days of inoculation was investigated, and the mortality rate was calculated by the following formula, and the criterion was determined in accordance with Test Example 1. There are 10 three-in-one system in Zone 1.

上述試驗之結果，化合物號碼1-4、1-5、1-6、1-7、1-10、1-19、1-34、1-46、1-52、1-54、1-55、1-57、1-58、1-59、1-60、1-61、1-62、1-63、1-64、1-65、1-66、1-67、1-68、1-69、1-70、1-73、1-74、1-75、1-79、1-80、1-81、1-82、1-83、1-84、1-85、1-86、1-87、1-88、1-91、1-94、1-95、1-96、1-97、1-98、1-99、1-100、1-101、1-102、1-103、1-104、1-105、1-106、1-107、1-108、1-112、1-113、1-114、1-115、1-116、1-117、1-118、1-119、1-124、1-128、1-134、1-137、1-138、1-139、1-146、1-147、1-148、1-149、1-150、1-151、1-161、1-162、1-163、1-164、1-166、1-167、1-168、1-169、1-170、1-171、1-172、1-173、1-174、1-175、1-176、1-177、1-178、1-179、1-180、1-190、1-193、1-194、1- 195、1-196、1-197、1-198、1-199、1-200、1-201、1-202、1-203、1-204、1-205、1-206、1-207、1-208、1-209、1-210、1-211、1-212、1-214、1-215、1-216、1-217、1-221、1-222、1-223、1-224、1-227、1-228、1-229、1-230、1-231、1-232、1-233、1-236、1-237、1-238、1-239、1-240、1-241、1-242、1-243、1-244、1-245、1-246、1-247、1-248、1-249、1-250、1-251、1-252、1-253、1-254、1-255、1-256、1-257、1-260、1-261、1-262、1-263、1-264、1-265、1-266、1-268、1-269、1-270、1-271、1-272、1-273、1-275、1-276、1-277、1-280、1-281、1-282、1-283、1-284、1-285、1-286、1-287、1-288、1-289、1-290、1-291、1-292、1-293、1-294、1-295、1-307、1-308、1-309、1-310、1-311、1-312、1-313、1-314、1-315、1-317、1-318、1-319、1-329、1-332、1-335、1-336、1-337、1-338、1-339、1-340、1-341、1-342、1-343、1-344、1-345、1-346、1-347、1-348、1-349、1-350、1-351、1-352、1-353、1-354、1-357、1-358、1-359、1-360、1-361、1-362、1-364、1-366、1-367、1-368、1-369、1-370、1-371、1-372、1-373、1-374、1-375、1-376、1-377、1-378、1-379、1-380、1-381、1-382、1-383、1-384、1-385、1-386、1-387、1-388、1-389、1-390、1-391、1-392、1-393、1-394、1-395、1-396、1-397、1-398、1-399、1-400、1-401、1-402、1-403、1-404、1- 405、1-406、1-407、1-408、1-409、1-410、1-411、1-412、1-413、1-414、1-415、1-416、1-417、1-418、1-419、1-420、1-423、1-424、1-425、1-426、1-427、1-428、1-429、1-430、1-431、1-432、1-433、1-434、1-435、1-436、1-437、1-438、1-440、1-441、1-442、1-443、1-444、1-445、1-446、1-452、1-457、1-458、1-471、1-472、1-474、1-495、1-496、1-497、1-498、1-499、1-500、1-501、1-502、1-503、1-504、1-505、1-506、1-507、1-508、1-509、1-510、1-511、1-512、1-513、1-514、1-515、1-516、1-517、1-518、1-525、1-526、1-527、1-528、1-529、1-530、1-531、1-532、1-533 1-534、1-537、1-538、1-539、1-540、1-541、1-542、1-543、1-544、1-545、1-546、1-547、1-548、1-549、1-550、1-551、1-552、1-553、1-554、1-555、1-556、1-557、1-559、1-560、1-561、1-562、1-563、1-564、1-565、1-566、1-567、1-568、1-569、1-570、1-571、1-572、1-573、1-574、1-575、1-576、1-577、1-578、1-579、1-580、1-581、1-582、1-583、1-584、1-597、1-598、1-599、1-600、1-601、1-604、1-606、1-607、1-609、1-612、1-613、1-615、1-616、1-617、1-618、1-621、1-622、1-623、1-624、1-625、1-626、1-627、1-628、1-629、1-630、 1-631、1-632、1-633、1-634、1-635、1-636、1-637、1-638、1-639、1-640、1-641、1-642、1-643、1-644、1-645、1-646、1-647、1-648、1-649、1-650、1-651、1-652、1-654、1-657、1-658、1-659、1-661、1-662、1-663、1-664、1-665、1-666、1-667、1-668、1-669、1-670、1-671、1-672、1-673、1-674、1-675、1-676、1-677、1-678、1-679、1-680、1-681、1-682、1-683、1-684、1-685、1-686、1-687、1-688、1-689、1-696、1-697、1-698、1-699、1-700、1-701、1-702、1-703、1-704、1-706、1-707、1-708、1-709、1-710、1-711、1-712、1-715、1-716、1-717、1-719、1-721、1-722、1-723、1-724、1-725、1-726、1-727、1-728、1-729、1-730、1-737、1-738、1-739、1-740、1-742、1-743、1-744、1-745、1-746、1-747、1-748、1-749、1-750、1-751、1-753、1-754、1-755、1-756、1-757、1-758、1-761、1-764、1-765、1-766、1-767、1-768、1-769、1-770、1-771、1-772、1-773、1-774、1-775、1-776、1-777、1-778、1-779、1-780、1-781、1-782、1-783、1-784、1-785、1-786、1-787、1-788、1-789、1-790、1-791、1-792、1-793、1-794、1-795、1-796、1-797、1-798、1-799、1-800、1-801、1-802、1-803、1-804、 1-805、1-806、1-807、1-808、1-809、1-810、1-811、1-812、1-813、1-814、1-815、1-816、1-817、1-818、1-819、1-820、1-821、1-822、1-823、2-4、2-5、2-6、3-4、4-1、4-2、4-3、4-4、4-5、4-6、4-10、4-11、4-12、4-13、4-14、4-15、5-1、5-2、5-4、5-5、5-6、5-7、5-8、5-9、5-10、5-11、5-12、5-13、5-14、5-15、5-16、5-19、5-21、5-23、5-24、6-1、6-2、6-3、6-4、6-6、6-10、6-11、6-12、7-7、7-8、7-9、7-10、7-11、7-12、7-13、7-14、7-15、8-1、8-2、8-3、8-4、8-5、8-6、8-13、8-14、8-15、8-34、8-35、8-36、8-37、8-38、8-39、8-40、8-41、8-42、8-43、8-44、8-59、8-60、8-61、8-62、8-63、8-64、8-65、8-66、8-67、8-68、8-69、8-70、8-71、8-72、8-73、8-74、8-75、8-76、8-77、8-78、8-79、8-80、8-81、8-82、8-83、8-84、8-85、8-86、8-87、8-88、8-89、8-90、8-91、8-92、8-93、8-94、8-96、8-97、8-99、8-100、8-101、8-102、8-103、8-104、8-105、8-106、8-107、8-108、8-109、8-110、8-111、8-112、8-113、8-114、8-115、8-116、8-117、8-118、8-119、8-120、8-121、8-122、8-123、8-124、8-125、8-126、8-127、8-128、8-129、8-130、8-131、8-132、8-133、8-134、8-135、8-136、8-137、8-138、8-139、8-140、8-141、8-142、8-143、8-144、8-145、8-146、8-147、8- 148、8-149、8-150、8-151、8-152、8-153、8-157、8-158、8-159、8-154、8-155、8-156、8-166、8-167、8-168、8-169、8-181、8-182、8-183、8-178、8-179、8-180、8-184、8-185、8-186、8-187、8-188、8-189、8-190、8-191、8-192、8-193、8-194、8-195、8-196、8-197、8-198、8-199、8-200、8-201、8-202、8-203、8-208、8-209、8-210、8-211、8-212、8-213、8-214、8-215、8-216、8-217、8-218、8-219、8-220、8-221、8-222、8-223、8-224、8-225、8-226、8-227、8-228、8-229、8-230、8-231、8-232、8-233、8-234、8-235、8-239、8-246、8-258、8-264、8-273、8-312、8-313、8-308、8-305、8-306、8-307、8-302、8-304、8-317、8-318、8-319、8-314、8-315、8-316、8-323、8-324、8-325、8-320、8-321、8-322、8-328、8-329、8-330、8-326、8-327、8-328、8-329、8-330、8-331、8-332、8-333、8-334、8-335、8-336、8-337、8-338、8-339、8-340、8-341、8-354、8-355、8-356、8-357、8-358、8-359、8-360、8-361、8-362、8-363、8-364、8-365、8-366、8-367、8-368、8-369、8-370、8-371、8-372、8-373、8-374、8-375、8-376、8-377、8-378、8-379、8-380、8-381、8-382、8-383、8-390、8-391、8-392、8-393、8-394、8-395、8-396、8-397、8-398、8-399、8-400、8-401、8-402、8-403、8-404、8-405、8-406、8-407、8-408、8-409、8-410、8-411、8-412、8-413、8- 414、8-415、8-416、8-417、8-418、8-419、8-420、8-421、8-422、8-426、8-427、8-428、8-429、8-430、8-431、8-432、8-433、8-434、8-438、8-439、8-440、8-444、8-445、8-446、8-450、8-451、8-452、8-456、8-457、8-458、8-462、8-463、8-464、8-465、8-466、8-467、8-468、8-469、8-470、8-471、8-472、8-473、8-474、8-475、8-476、8-477、8-478、8-479、8-480、8-481、8-482、8-486、8-487、8-488、8-492、8-493、8-494、8-495、8-496、8-497、8-498、8-499、8-500、8-501、8-502、8-503、8-504、8-506、8-507、8-508、8-509、8-510、8-511、8-512、8-513、8-514、8-515、8-516、8-517、8-518、8-519、8-520、8-521、8-522、8-523、8-524、8-525、8-526、8-527、8-528、8-529、8-530、8-531、8-532、8-533、8-535、8-536、8-540、8-541、8-542、8-543、8-544、8-545、8-546、8-547、8-548、8-549、8-550、8-551、8-558、8-559、8-560、8-561、8-562、8-563、8-564、8-565、8-566、8-567、8-568、8-569、9-1、9-2、9-3、9-4、9-5、9-6、10-1、10-2、10-3、10-4、10-5、10-6、10-7、10-8、10-9、11-1、11-2、11-3、11-4、11-5、11-6、11-7、11-8、11-9、11-10、11-11、11-12、11-13、11-16、11-25、11-26、11-27、12-1、12-4、12-7、12-8、12-9、12-10、12-11、12-12、13-7、13-8、13-9、13-10、13-11、13-12、14-1、16-1、16-3、16-7、16-8、16-9、16-10、16-11、16-12、17-3 、18-1、18-2、18-3、18-4、18-5、18-6、18-7、18-8、18-9、18-10、18-11、18-12、18-19、18-20、18-21、18-22、18-23、18-24、18-25、18-26、18-27、18-28、18-29、18-30、18-31、18-32、18-38、18-39、18-40、18-41、18-42、18-43、18-33、18-37、18-44、18-45、18-46、18-47、18-48、18-49、18-52、18-53、18-54、18-55、18-56、18-58、18-59、18-60、18-61、18-62、18-63、18-64、18-65、18-66、18-67、18-68、18-69、18-70、18-71、18-72、18-73、18-74、18-75、18-76、18-77、18-78、18-79、18-80、18-81、18-82、18-88、18-89、18-90、18-91、18-92、18-93、18-94、18-95、18-96、18-97、18-98、18-99、18-100、18-101、18-102、18-103、18-104、18-105、18-106、18-113、18-114、18-115、18-116、18-119、18-120、18-121、18-122、18-125、18-126、18-127、18-128、18-129、18-130、18-131、18-133、18-134、 18-137、18-138、18-139、18-140、18-144、18-145、18-146、18-148、18-149、18-150、18-151、18-152、18-154、18-156、18-157、18-158、18-159、18-161、18-162、18-163、18-164、18-165、18-166、18-167、18-168、18-169、18-176、18-177、18-178、18-179、18-180、18-181、18-182、18-183、18-184、18-185、18-186、18-187、18-192、18-194、18-195、18-196、18-197、18-198、18-199、18-200、18-201、18-202、18-203、18-204、18-205、18-206、18-207、18-208、18-209、18-210、18-211、18-213、18-216、18-219、18-221、18-222、18-223、18-224、18-225、18-226、18-245、18-246、18-247、18-248、18-249、18-250、18-291、18-294、18-297、18-305、18-306、18-307、18-308、18-309、18-310、18-323、18-324、18-325、18-326、18-327、18-328、18-329、18-331、18-332、18-333、18-334、18-350、18-352、18-353、18-354、18-355、18-356、18-363、18-365、18-366 、18-368、18-444、18-445、18-446、18-447、18-462、18-464、18-468、18-470、18-474、18-476、18-477、19-1、19-2、19-3、19-4、19-5、19-6、19-8、19-11、19-12、19-19、19-22、19-24、19-49、19-50、19-51、19-52、19-67、19-70、19-73、9-74、19-75、19-76、19-79、19-80、19-81、19-82、19-84、19-91、23-7、23-8、23-9、23-10、23-19、23-20、23-21、23-22、23-8、23-9、23-10、23-19、23-20、23-21、23-22、23-23、23-24、23-25、23-26、23-27、23-28、23-37、23-38、23-39、24-1、24-2、24-3、24-4、24-5、24-6、25-1、25-2、25-3、25-4、25-5、25-6、25-7、25-8、25-9、25-10、25-11、25-12、25-13、25-14、25-15、25-16、25-17、25-18、25-19、25-22、25-25、25-26、25-27、25-28、25-29、25-30、25-31、25-32、25-33、25-34、25-35、25-36、25-37、25-38、25-39、25-40、25-41、25-42、25-43、25-44、25-45、25-46、25-47、25-48、26-2、26-4、26-5、26-6、26-7、26-8、26-9、26-10、26-11、26-12、26-13、26-14、26-15、26-16、26-17、26-18、26-19、28-1、28-3、28-4、28-5、28-6、28-7、28-8、28-9、28-10、28-11、28-12、28-13、28-16、28-17、28-18、28-19、28-20、28-21、28-22、28-23、28-31、28-32、28-33、28-34、28-36、28-37、28-38、28-39、28-40、28-41、28-42、29-1、29-2、29-3、29-4、29-5、29-6、30-1、30-2、30-3、30-4、31-7、31-8、31-9、31-10、31-11、31-12、33-19、33-20、33-31、 33-32、33-33、33-34、33-35、33-36、33-55、33-56、33-57、33-61、33-62、33-63、33-67、33-68、33-69、33-70、33-71、33-72、34-1、34-2、34-3、34-4、35-1、35-2、35-3、35-7、35-8、35-9、35-10、35-11、35-12、36-19、36-20、36-21、及36-22之化合物，表示對於斜紋夜蛾於500ppm A之效果。 The results of the above tests, compound numbers 1-4, 1-5, 1-6, 1-7, 1-10, 1-19, 1-34, 1-46, 1-52, 1-54, 1-55 , 1-57, 1-58, 1-59, 1-60, 1-61, 1-62, 1-63, 1-64, 1-65, 1-66, 1-67, 1-68, 1 -69, 1-70, 1-73, 1-74, 1-75, 1-79, 1-80, 1-81, 1-82, 1-83, 1-84, 1-85, 1-86 , 1-87, 1-88, 1-91, 1-94, 1-95, 1-96, 1-97, 1-98, 1-99, 1-100, 1-101, 1-102, 1 -103, 1-104, 1-105, 1-106, 1-107, 1-108, 1-112, 1-113, 1-114, 1-115, 1-116, 1-117, 1-118 , 1-119, 1-124, 1-128, 1-134, 1-137, 1-138, 1-139, 1-146, 1-147, 1-148, 1-149, 1-150, 1 -151, 1-161, 1-162, 1-163, 1-164, 1-166, 1-167, 1-168, 1-169, 1-170, 1-171, 1-172, 1-173 , 1-174, 1-175, 1-176, 1-177, 1-178, 1-179, 1-180, 1-190, 1-193, 1-194, 1- 195, 1-196, 1-197, 1-198, 1-199, 1-200, 1-201, 1-202, 1-203, 1-204, 1-205, 1-206, 1-207, 1-208, 1-209, 1-210, 1-211, 1-212, 1-214, 1-215, 1-216, 1-217, 1-221, 1-222, 1-223, 1- 224, 1-227, 1-228, 1-229, 1-230, 1-231, 1-232, 1-233, 1-236, 1-237, 1-238, 1-239, 1-240, 1-241, 1-242, 1-243, 1-244, 1-245, 1-246, 1-247, 1-248, 1-249, 1-250, 1-251, 1-252, 1- 253, 1-254, 1-255, 1-256, 1-257, 1-260, 1-261, 1-262, 1-263, 1-264, 1-265, 1-266, 1-268, 1-269, 1-270, 1-271, 1-172, 1-273, 1-275, 1-276, 1-277, 1-280, 1-281, 1-282, 1-283, 1- 284, 1-285, 1-286, 1-287, 1-288, 1-289, 1-290, 1-291, 1-292, 1-293, 1-194, 1-295, 1-307, 1-308, 1-309, 1-310, 1-311, 1-312, 1-313, 1-314, 1-315, 1-317, 1-318, 1-319, 1-329, 1- 332, 1-335, 1-336, 1-37, 1-338, 1-339, 1-340, 1-341, 1-342, 1-343, 1-344, 1-345, 1-346, 1-347, 1-348, 1-349, 1-350, 1-351, 1-352, 1-353, 1-354, 1-357, 1-358, 1-359, 1-360, 1- 361, 1-362, 1-364, 1-366, 1-367, 1-368, 1-369, 1-370, 1-371, 1-372, 1-373, 1-374, 1-375, 1-376, 1-377, 1-378, 1-379, 1-380, 1-381, 1-382, 1-383, 1-384, 1-385, 1-386, 1-387, 1- 388, 1-389, 1-390, 1-391, 1-392, 1-193, 1-349, 1-395, 1-936, 1-397, 1-398, 1-399, 1-400, 1-401, 1-402, 1-403, 1-404, 1- 405, 1-406, 1-407, 1-408, 1-409, 1-410, 1-411, 1-412, 1-413, 1-414, 1-415, 1-416, 1-417, 1-418, 1-419, 1-420, 1-423, 1-424, 1-425, 1-426, 1-427, 1-428, 1-429, 1-430, 1-431, 1- 432, 1-433, 1-344, 1-435, 1-436, 1-437, 1-438, 1-440, 1-441, 1-442, 1-443, 1-444, 1-445, 1-446, 1-452, 1-457, 1-458, 1-471, 1-472, 1-474, 1-495, 1-496, 1-472, 1-488, 1-499, 1- 500, 1-501, 1-502, 1-503, 1-504, 1-505, 1-506, 1-507, 1-508, 1-509, 1-510, 1-511, 1-512, 1-513, 1-514, 1-515, 1-516, 1-517, 1-518, 1-525, 1-526, 1-527, 1-528, 1-529, 1-530, 1- 531, 1-532, 1-533 1-534, 1-537, 1-538, 1-539, 1-540, 1-541, 1-542, 1-543, 1-544, 1-545, 1 -546, 1-547, 1-548, 1-549, 1-550, 1-551, 1-552, 1-553, 1-554, 1-55, 1-556, 1-557, 1-559 , 1-560, 1-561, 1-562, 1-563, 1-564, 1-565, 1-566, 1-567, 1-568, 1-569, 1-570, 1-571, 1 -572, 1-577, 1-574, 1-575, 1-576, 1-577, 1-577, 1-579, 1-580, 1-581, 1-582, 1-583, 1-58 4, 1-597, 1-598, 1-599, 1-600, 1-601, 1-604, 1-606, 1-607, 1-609, 1-612, 1-613, 1-615, 1-616, 1-617, 1-618, 1-621, 1-622, 1-623, 1-624, 1-625, 1-626, 1-627, 1-628, 1-629, 1- 630, 1-631, 1-632, 1-633, 1-634, 1-635, 1-636, 1-463, 1-638, 1-639, 1-640, 1-641, 1-642, 1- 643, 1-644, 1-645, 1-646, 1-647, 1-648, 1-649, 1-650, 1-651, 1-452, 1-654, 1-657, 1-658, 1-659, 1-661, 1-626, 1-663, 1-646, 1-665, 1-666, 1-667, 1-668, 1-669, 1-670, 1-761, 1- 672, 1-673, 1-674, 1-765, 1-676, 1-677, 1-678, 1-679, 1-680, 1-861, 1-682, 1-683, 1-684, 1-685, 1-866, 1-687, 1-88, 1-689, 1-696, 1-697, 1-1986, 1-69, 1-700, 1-701, 1-702, 1- 703, 1-704, 1-706, 1-707, 1-708, 1-709, 1-710, 1-711, 1-712, 1-715, 1-716, 1-717, 1-719, 1-721, 1-722, 1-723, 1-724, 1-725, 1-726, 1-727, 1-728, 1-729, 1-730, 1-737, 1-738, 1- 739, 1-740, 1-742, 1-743, 1-744, 1-745, 1-746, 1-747, 1-748, 1-749, 1-750, 1-751, 1-753, 1-754, 1-755, 1-756, 1-757, 1-758, 1-761, 1-764, 1-765, 1-766, 1-767, 1-768, 1-769, 1- 770, 1-771, 1-772, 1-773, 1-774, 1-775, 1-776, 1-777, 1-778, 1-779, 1-780, 1-781, 1-782, 1-783, 1-784, 1-785, 1-786, 1-787, 1-788, 1-789, 1-790, 1-791, 1-792, 1-793, 1-794, 1- 795, 1-796, 1-797, 1-798, 1-799, 1-800, 1-801, 1-802, 1-803, 1-804, 1-805, 1-806, 1-807, 1-808, 1-809, 1-810, 1-811, 1-812, 1-813, 1-814, 1-815, 1-816, 1- 817, 1-818, 1-819, 1-820, 1-821, 1-822, 1-823, 2-4, 2-5, 2-6, 3-4, 4-1, 4-2 4-3, 4-4, 4-5, 4-6, 4-10, 4-11, 4-12, 4-13, 4-14, 4-15, 5-1, 5-2, 5- 4, 5-5, 5-6, 5-7, 5-8, 5-9, 5-10, 5-11, 5-12, 5-13, 5-14, 5-15, 5-16, 5-19, 5-21, 5-23, 5-24, 6-1, 6-2, 6-3, 6-4, 6-6, 6-10, 6-11, 6-12, 7- 7, 7-8, 7-9, 7-10, 7-11, 7-12, 7-13, 7-14, 7-15, 8-1, 8-2, 8-3, 8-4, 8-5, 8-6, 8-13, 8-14, 8-15, 8-34, 8-35, 8-36, 8-37, 8-38, 8-39, 8-40, 8- 41, 8-42, 8-43, 8-44, 8-59, 8-60, 8-61, 8-62, 8-63, 8-64, 8-65, 8-66, 8-67, 8-68, 8-69, 8-70, 8-71, 8-72, 8-73, 8-74, 8-75, 8-76, 8-77, 8-78, 8-79, 8-- 80, 8-81, 8-82, 8-83, 8-84, 8-85, 8-86, 8-87, 8-88, 8-89, 8-90, 8-91, 8-92, 8-93, 8-94, 8-96, 8-97, 8-99, 8-100, 8-101, 8-102, 8-103, 8-104, 8-105, 8-106, 8- 107, 8-108, 8-109, 8-110, 8-111, 8-112 8-113, 8-114, 8-115, 8-116, 8-117, 8-118, 8-119, 8-120, 8-2-1, 8-122, 8-123, 8-124, 8- 125, 8-126, 8-127, 8-128, 8-129, 8-130, 8-131, 8-132, 8-133, 8-134, 8-135, 8-136, 8-137, 8-138, 8-139, 8-140, 8-141, 8-142, 8-143, 8-144, 8-145, 8-146, 8-147, 8-- 148, 8-149, 8-150, 8-151, 8-152, 8-153, 8-157, 8-158, 8-159, 8-154, 8-155, 8-156, 8-166, 8-167, 8-168, 8-169, 8-181, 8-182, 8-183, 8-178, 8-179, 8-180, 8-184, 8-185, 8-186, 8- 187, 8-188, 8-189, 8-190, 8-191, 8-192, 8-193, 8-194, 8-195, 8-196, 8-197, 8-198, 8-199, 8-200, 8-201, 8-202, 8-203, 8-208, 8-209, 8-210, 8-211, 8-212, 8-213, 8-214, 8-215, 8- 216, 8-217, 8-218, 8-219, 8-220, 8-221, 8-222, 8-223, 8-224, 8-225, 8-226, 8-227, 8-228, 8-229, 8-230, 8-231, 8-232, 8-233, 8-234, 8-235, 8-239, 8-246, 8-258, 8-264, 8-273, 8- 312, 8-313, 8-308, 8-305, 8-306, 8-307, 8-302, 8-304, 8-317, 8-318, 8-319, 8-314, 8-315, 8-316, 8-323, 8-324, 8-325, 8-320, 8-321, 8-322, 8-328, 8-329, 8-330, 8-326, 8-327, 8- 328, 8-329, 8-330, 8-331, 8-332, 8-333, 8-334, 8-335, 8-336, 8-337, 8-338, 8-339, 8-340, 8-341, 8-354, 8-355, 8-356, 8-357, 8-358, 8-359, 8-360, 8-361, 8-362, 8-363, 8-364, 8- 365, 8-366, 8-367, 8-368, 8-369, 8-370, 8-371, 8-372, 8-373, 8-374, 8-375, 8-376, 8-377, 8-378, 8-379, 8-380, 8-381, 8-382, 8-383, 8-390, 8-391, 8-392, 8-393, 8-394, 8-395, 8- 396, 8-397, 8-398, 8-399, 8-400, 8-401, 8-402, 8-403, 8-404, 8-405, 8-406, 8-407, 8-408, 8-409, 8-410, 8-411, 8-412, 8-413, 8- 414, 8-415, 8-416, 8-417, 8-418, 8-419, 8-420, 8-421, 8-422, 8-426, 8-427, 8-428, 8-429, 8-430, 8-431, 8-432, 8-433, 8-434, 8-438, 8-439, 8-440, 8-444, 8-445, 8-446, 8-450, 8- 451, 8-452, 8-456, 8-457, 8-458, 8-462, 8-463, 8-464, 8-465, 8-466, 8-467, 8-468, 8-469, 8-470, 8-471, 8-472, 8-473, 8-474, 8-475, 8-476, 8-477, 8-478, 8-479, 8-480, 8-481, 8- 482, 8-486, 8-487, 8-488, 8-492, 8-493, 8-494, 8-495, 8-496, 8-497, 8-498, 8-499, 8-500, 8-501, 8-502, 8-503, 8-504, 8-506, 8-507, 8-508, 8-509, 8-510, 8-511, 8-512, 8-513, 8- 514, 8-515, 8-516, 8-517, 8-518, 8-519, 8-520, 8-521, 8-522, 8-523, 8-524, 8-525, 8-526, 8-527, 8-528, 8-529, 8-530, 8-531, 8-532, 8-533, 8-535, 8-536, 8-540, 8-541, 8-542, 8- 543, 8-544, 8-545, 8-546, 8-547, 8-548, 8-549, 8-550, 8-551, 8-558, 8-559, 8-560, 8-561, 8-562, 8-563, 8-564, 8-565, 8-566, 8-567, 8-568, 8-569, 9-1, 9-2, 9-3, 9-4, 9- 5, 9-6 10-1, 10-2, 10-3, 10-4, 10-5, 10-6, 10-7, 10-8, 10-9, 11-1, 11-2, 11-3, 11- 4, 11-5, 11-6, 11-7, 11-8, 11-9, 11-10, 11-11, 11-12, 11-13, 11-16, 11-25, 11-26, 11-27, 12-1, 12-4, 12-7, 12-8, 12-9, 12-10, 12-11, 12-12, 13-7, 13-8, 13-9, 13- 10, 13-11, 13-12, 14-1, 16-1, 16-3, 16-7, 16-8, 16-9, 16-10, 16-11, 16-12, 17-3 , 18-1, 18-2, 18-3, 18-4, 18-5, 18-6, 18-7, 18-8, 18-9, 18-10, 18-11, 18-12, 18 -19, 18-20, 18-21, 18-22, 18-23, 18-24, 18-25, 18-26, 18-27, 18-28, 18-29, 18-30, 18-31 18-32, 18-38, 18-39, 18-40, 18-41, 18-42, 18-43, 18-33, 18-37, 18-44, 18-45, 18-46, 18 -47, 18-48, 18-49, 18-52, 18-53, 18-54, 18-55, 18-56, 18-58, 18-59, 18-60, 18-61, 18-62 , 18-63, 18-64, 18-65, 18-66, 18-67, 18-68, 18-69, 18-70, 18-71, 18-72, 18-73, 18-74, 18 -75, 18-76, 18-77, 18-78, 18-79, 18-80, 18-81, 18-82, 18-88, 18-89, 18-90, 18-91, 18-92 18-93, 18-94, 18-95, 18-96, 18-97, 18-98, 18-99, 18-100, 18-101, 18-102, 18-103, 18-104, 18 -105, 18-106, 18-113, 18-114, 18-115, 18-116, 18-119, 18-120, 18-121, 18-122, 18-125, 18-126, 18-127 18-128, 18-129, 18-130, 18-131, 18-133, 18-134, 18-137, 18-138, 18-139, 18-140, 18-144, 18-145, 18-146, 18-148, 18-149, 18-150, 18-151, 18-152, 18- 154, 18-156, 18-157, 18-158, 18-159, 18-161, 18-162, 18-163, 18-164, 18-165, 18-166, 18-167, 18-168, 18-169, 18-176, 18-177, 18-178, 18-179, 18-180, 18-181, 18-182, 18-183, 18-184, 18-185, 18-186, 18- 187, 18-192, 18-194, 18-195, 18-196, 18-197, 18-198, 18-199, 18-200, 18-201, 18-202, 18-203, 18-204, 18-205, 18-206, 18-207, 18-208, 18-209, 18-210, 18-211, 18-213, 18-216, 18-219, 18-221, 18-222, 18- 223, 18-224, 18-225, 18-226, 18-245, 18-246, 18-247, 18-248, 18-249, 18-250, 18-291, 18-294, 18-297, 18-305, 18-306, 18-307, 18-308, 18-309, 18-310, 18-323, 18-324, 18-325, 18-326, 18-327, 18-328, 18- 329, 18-331, 18-332, 18-333, 18-334, 18-350, 18-352, 18-353, 18-354, 18-355, 18-356, 18-363, 18-365, 18-366 18-368, 18-444, 18-445, 18-446, 18-447, 18-462, 18-464, 18-468, 18-470, 18-474, 18-476, 18-477, 19 -1, 19-2, 19-3, 19-4, 19-5, 19-6, 19-8, 19-11, 19-12, 19-19, 19-22, 19-24, 19-49 , 19-50, 19-51, 19-52, 19-67, 19-70, 19-73, 9-74, 19-75, 19-76, 19-79, 19-80, 19-81, 19 -82, 19-84, 19-91, 23-7, 23-8, 23-9, 23-10, 23-19, 23-20, 23-21, 23-22, 23-8, 23-9 , 23-10, 23-19, 23-20, 23-21, 23-22, 23-23, 23-24, 23-25, 23-26, 23-27, 23-28, 23-37, 23 -38, 23-39, 24-1, 24-2, 24-3, 24-4, 24-5, 24-6, 25-1, 25-2, 25-3, 25-4, 25-5 25-6, 25-7, 25-8, 25-9, 25-10, 25-11, 25-12, 25-13, 25-14, 25-15, 25-16, 25-17, 25 -18, 25-19, 25-22, 25-25, 25-26, 25-27, 25-28, 25-29, 25-30, 25-31, 25-32, 25-33, 25-34 , 25-35, 25-36, 25-37, 25-38, 25-39, 25-40, 25-41, 25-42, 25-43, 25-44, 25-45, 25-46, 25 -47, 25-48, 26-2, 26-4, 26-5, 26-6, 26-7, 26-8, 26-9, 26-10, 26-11, 26-12, 26-13 , 26-14, 26-15, 26-1 6, 26-17, 26-18, 26-19, 28-1, 28-3, 28-4, 28-5, 28-6, 28-7, 28-8, 28-9, 28-10, 28-11, 28-12, 28-13, 28-16, 28-17, 28-18, 28-19, 28-20, 28-21, 28-22, 28-23, 28-31, 28- 32, 28-33, 28-34, 28-36, 28-37, 28-38, 28-39, 28-40, 28-41, 28-42, 29-1, 29-2, 29-3, 29-4, 29-5, 29-6, 30-1, 30-2, 30-3, 30-4, 31-7, 31-8, 31-9, 31-10, 31-11, 31- 12, 33-19, 33-20, 33-31, 33-32, 33-33, 33-34, 33-35, 33-36, 33-55, 33-56, 33-57, 33-61, 33-62, 33-63, 33-67, 33- 68, 33-69, 33-70, 33-71, 33-72, 34-1, 34-2, 34-3, 34-4, 35-1, 35-2, 35-3, 35-7, Compounds of 35-8, 35-9, 35-10, 35-11, 35-12, 36-19, 36-20, 36-21, and 36-22 indicate the effect on Spodoptera litura at 500 ppm A.

試驗例4. 對於茶姬捲葉蛾(Adoxophyes sp.)之殺蟲試驗 Test Example 4. Insecticide test for Adoxophyes sp.

將茶葉浸漬以第1表~第19表、第21表、第23表~31表所記載之化合物作為有效成分之藥劑稀釋成500ppm之藥液約30秒，風乾後放入直徑9cm之塑料盤，接種茶姬捲葉蛾幼蟲之後，靜置於25℃、濕度70%之恆溫室。於接種8日後調査生死蟲數，與試驗例3進行同樣判定。1區10隻3連制。 The tea leaves are impregnated with the compound described in the first table to the 19th table, the 21st table, the 23rd table to the 31st table as an active ingredient, and diluted into a 500ppm chemical solution for about 30 seconds, and air-dried and then placed in a plastic disk having a diameter of 9 cm. After inoculation of the larvae of the leaf larvae, they were placed in a constant temperature room at 25 ° C and a humidity of 70%. The number of live and dead insects was investigated 8 days after the inoculation, and the same determination was made as in Test Example 3. There are 10 three-in-one system in Zone 1.

上述試驗之結果，化合物號碼1-1、1-4、1-5、1-6、1-10、1-19、1-31、1-34、1-37、1-46、1-49、1-52、1-54、1-55、1-56、1-57、1-58、1-59、1-60、1-61、1-62、1-63、1-64、1-65、1-66、1-67、1-68、1-69、1-70、1-72、1-73、1-74、1-75、1-79、1-80、1-81、1-82、1-83、1-84、1-85、1-86、1-87、1-88、1-91、1-94、1-95、1-96、1-97、1-98、1-99、1-100、1-101、1-102、1-103、1-104、1-105、1-106、1-107、1-108、1-112、1-113、1-114、1-115、1-116、1-117、1- 118、1-119、1-124、1-128、1-134、1-137、1-138、1-139、1-146、1-147、1-148、1-149、1-150、1-151、1-161、1-162、1-163、1-164、1-166、1-167、1-168、1-169、1-170、1-171、1-172、1-173、1-174、1-175、1-176、1-177、1-178、1-179、1-180、1-190、1-193、1-194、1-195、1-196、1-197、1-198、1-199、1-200、1-201、1-202、1-203、1-204、1-205、1-206、1-207、1-208、1-209、1-210、1-211、1-212、1-213、1-214、1-215、1-216、1-217、1-221、1-222、1-223、1-224、1-227、1-228、1-229、1-230、1-231、1-232、1-233、1-236、1-237、1-238、1-239、1-240、1-241、1-242、1-243、1-244、1-245、1-246、1-247、1-248、1-249、1-250、1-251、1-252、1-253、1-254、1-255、1-256、1-257、1-260、1-261、1-262、1-263、1-264、1-265、1-266、1-268、1-269、1-270、1-271、1-272、1-273、1-274、1-275、1-276、1-277、1-280、1-281、1-282、1-283、1-284、1-285、1-286、1-287、1-288、1-289、1-290、1-291、1-292、1-293、1-294、1-295、1-307、1-308、1-309、1-310、1-311、1-312、1-313、1-314、1-315、1-317、1-318、1-319、1-329、1-332、1-335、1-336、1-337、1-338、1-339、1-340、1-341、1-342、1-343、1-344、1-345、1-346、1-347、1-348、1-349、1-350、 1-351、1-352、1-353、1-354、1-357、1-358、1-359、1-360、1-361、1-362、1-363、1-364、1-365、1-366、1-367、1-368、1-369、1-370、1-371、1-372、1-373、1-374、1-375、1-376、1-377、1-378、1-379、1-380、1-381、1-382、1-383、1-384、1-385、1-386、1-387、1-388、1-389、1-390、1-391、1-392、1-393、1-394、1-395、1-396、1-397、1-398、1-399、1-400、1-401、1-402、1-403、1-404、1-405、1-406、1-407、1-408、1-409、1-410、1-411、1-412、1-413、1-414、1-415、1-416、1-417、1-418、1-419、1-420、1-423、1-424、1-425、1-426、1-427、1-428、1-429、1-430、1-431、1-432、1-433、1-434、1-435、1-436、1-437、1-438、1-439、1-440、1-441、1-442、1-443、1-444、1-445、1-446、1-451、1-452、1-457、1-458、1-471、1-472、1-474、1-495、1-496、1-497、1-498、1-499、1-500、1-501、1-502、1-503、1-504、1-505、1-506、1-507、1-508、1-509、1-510、1-511、1-512、1-513、1-514、1-515、1-516、1-517、1-518、1-525、1-526、1-527、1-528、1-529、1-530、1-531、1-532、1-533 1-534、1-537、1-538、1-539、1-540、1-541、1-542、1-543、1-544、1-545、1-546、1-547、1-548、1-549、1- 550、1-551、1-552、1-553、1-554、1-555、1-556、1-557、1-559、1-560、1-561、1-562、1-563、1-564、1-565、1-566、1-567、1-568、1-569、1-570、1-571、1-572、1-573、1-574、1-575、1-576、1-577、1-578、1-579、1-580、1-581、1-582、1-583、1-584、1-597、1-598、1-599、1-600、1-601、1-604、1-606、1-607、1-609、1-612、1-613、1-614、1-615、1-616、1-617、1-618、1-619、1-620、1-621、1-622、1-623、1-624、1-625、1-626、1-627、1-628、1-629、1-630、1-631、1-632、1-633、1-634、1-635、1-636、1-637、1-638、1-639、1-640、1-641、1-642、1-643、1-644、1-645、1-646、1-647、1-648、1-649、1-650、1-651、1-652、1-654、1-657、1-658、1-659、1-660、1-6611-662、1-663、1-664、1-665、1-666、1-667、1-668、1-669、1-670、1-671、1-672、1-673、1-674、1-675、1-676、1-677、1-678、1-679、1-680、1-681、1-682、1-683、1-684、1-685、1-686、1-687、1-688、1-689、1-696、1-697、1-698、1-699、1-700、1-701、1-702、1-703、1-704、1-706、1-707、1-708、1-709、1-710、1-711、1-712、1-715、1-716、1-717、1-719、1-721、1-722、1-723、1-724、1-725、1-726、1-727、1-728、1-729、1-730、1-737、1-738、 1-739、1-740、1-742、1-743、1-744、1-745、1-746、1-747、1-748、1-749、1-750、1-751、1-753、1-754、1-755、1-756、1-757、1-758、1-761、1-764、1-765、1-766、1-767、1-768、1-769、1-770、1-771、1-772、1-773、1-774、1-775、1-776、1-777、1-778、1-779、1-780、1-781、1-782、1-783、1-784、1-785、1-786、1-787、1-788、1-789、1-790、1-791、1-792、1-793、1-794、1-795、1-796、1-797、1-798、1-799、1-800、1-801、1-802、1-803、1-804、1-805、1-806、1-807、1-808、1-809、1-810、1-811、1-812、1-813、1-814、1-815、1-816、1-817、1-818、1-819、1-820、1-821、1-822、1-823、2-4、2-5、2-6、3-4、4-1、4-2、4-3、4-4、4-5、4-6、4-10、4-11、4-12、4-13、4-14、4-15、5-5、5-6、5-7、5-8、5-9、5-10、5-11、5-12、5-13、5-14、5-15、5-16、5-17、5-18、5-19、5-20、5-21、5-22、5-23、5-24、5-25、5-26、6-1、6-2、6-3、6-4、6-6、6-7、6-8、6-9、6-10、6-11、6-12、6-19、6-20、6-21、6-22、6-23、6-24、6-29、6-30、6-32、6-33、6-34、6-35、6-36、6-37、6-38、6-39、7- 1、7-2、7-3、7-7、7-8、7-9、7-10、7-11、7-12、7-13、7-14、7-15、7-16、7-18、7-19、7-22、7-23、7-24、7-25、7-26、7-27、7-28、7-29、7-30、7-31、7-34、7-36、7-37、7-40、7-41、7-42、7-43、7-44、7-45、7-46、7-47、7-48、7-49、7-50、7-51、7-52、7-53、7-54、7-55、7-56、7-57、8-1、8-2、8-3、8-4、8-5、8-6、8-7、8-8、8-9、8-13、8-14、8-15、8-30、8-31、8-32、8-33、8-34、8-35、8-36、8-37、8-38、8-39、8-40、8-41、8-42、8-43、8-44、8-59、8-60、8-61、8-62、8-63、8-64、8-65、8-66、8-67、8-68、8-69、8-70、8-71、8-72、8-73、8-74、8-75、8-76、8-77、8-78、8-79、8-80、8-81、8-82、8-83、8-84、8-85、8-86、8-87、8-88、8-89、8-90、8-91、8-92、8-93、8-94、8-95、8-96、8-97、8-98、8-99、8-100、8-101、8-102、8-103、8-104、8-105、8-106、8-107、8-108、8-109、8-110、8-111、8-112、8-113、8-114、8-115、8-116、8-117、8-118、8-119、8-120、8-121、8-122、8-123、8-124、8-125、8-126、8-127、8-128、8-129、8-130、8-131、8-132、8-133、8-134、8-135、8-136、8-137、8-138、8-139、8-140、8-141、8-142、8-143、8-144、8-145、8-146、8-147、8-148、8-149、8- 150、8-151、8-152、8-153、8-154、8-155、8-156、8-157、8-158、8-159、8-160、8-162、8-163、8-164、8-165、8-166、8-167、8-168、8-169、8-176、8-177、8-178、8-179、8-180、8-181、8-182、8-183、8-184、8-185、8-186、8-187、8-188、8-189、8-190、8-191、8-192、8-193、8-194、8-195、8-196、8-197、8-198、8-199、8-200、8-201、8-202、8-203、8-204、8-205、8-206、8-207、8-208、8-209、8-210、8-211、8-212、8-213、8-214、8-215、8-216、8-217、8-218、8-219、8-220、8-221、8-222、8-223、8-224、8-225、8-226、8-227、8-228、8-229、8-230、8-231、8-232、8-233、8-234、8-235、8-236、8-237、8-238、8-239、8-240、8-241、8-242、8-243、8-244、8-245、8-246、8-247、8-248、8-249、8-250、8-253、8-254、8-255、8-256、8-257、8-258、8-259、8-260、8-264、8-265、8-266、8-267、8-268、8-269、8-270、8-271、8-272、8-273、8-274、8-275、8-276、8-277、8-278、8-279、8-280、8-281、8-282、8-283、8-284、8-285 8-286、8-287、8-291、8-292、8-293、8-294、8-295、8-296、8-297、8-298、8-299、8-302、8-303、8-304、8-305、8-306、8- 307、8-308、8-309、8-310、8-312、8-313、8-314、8-315、8-316、8-317、8-318、8-319、8-320、8-321、8-322、8-323、8-324、8-325、8-326、8-327、8-328、8-329、8-330、8-331、8-332、8-333、8-334、8-335、8-336、8-337、8-338、8-339、8-340、8-341、8-354、8-355、8-356、8-357、8-358、8-359、8-360、8-361、8-362、8-363、8-364、8-365、8-366、8-367、8-368、8-369、8-370、8-371、8-372、8-373、8-374、8-375、8-376、8-377、8-378、8-379、8-380、8-381、8-382、8-383、8-390、8-391、8-392、8-393、8-394、8-395、8-396、8-397、8-398 8-399、8-400、8-401、8-402、8-403、8-404、8-405、8-406、8-407、8-408、8-409、8-410、8-411、8-412、8-413、8-414、8-415、8-416、8-417、8-418、8-419、8-420、8-421、8-422、8-426、8-427、8-428、8-429、8-430、8-431、8-432、8-433、8-434、8-438、8-439、8-440、8-444、8-445、8-446、8-450、8-451、8-452、8-456、8-457、8-458、8-462、 8-463、8-464、8-465、8-466、8-467、8-468、8-469、8-470、8-471、8-472、8-473、8-474、8-475、8-476、8-477、8-478、8-479、8-480、8-481、8-482、8-486、8-487、8-488、8-492、8-493、8-494、8-495、8-496、8-497、8-498、8-499、8-500、8-501、8-502、8-503、8-504、8-505、8-506、8-507、8-508、8-509、8-510、8-511、8-512、8-513、8-514、8-515、8-516、8-517、8-518、8-519、8-520、8-521、8-522、8-523、8-524、8-525、8-526、8-527、8-528、8-529、8-530、8-531、8-532、8-533、8-534、8-535、8-536、8-537、8-538、8-539、8-540、8-541、8-542、8-543、8-544、8-545、8-546、8-547、8-548、8-549、8-550、8-551、8-558、8-559、8-560、8-561、8-562、8-563、8-564、8-565、8-566、8-567、8-568、8-569、9-1、9-2、9-3、9-4、9-5、9-6、10-1、10-2、10-3、10-4、10-5、10-6、10-7、10-8、10-9、11-1、11-2、11-3、11-4、11-5、11-6、11-7、11-8、11-9、11-10、11-11、11-12、11-13、11-16、11-20、11-22、11-23、11-24 、11-25、11-26、11-27、12-1、12-4、12-7、12-8、12-9、12-10、12-11、12-12、12-13、13-1、13-2、13-3、13-4、13-5、13-6、13-7、13-8、13-9、13-10、13-11、13-12、14-1、15-4、16-1、16-2、16-3、16-7、16-8、16-9、16-10、16-11、16-12、17-1、17-2、17-3、17-6、18-1、18-2、18-3、18-4、18-5、18-6、18-7、18-8、18-9、18-10、18-11、18-12、18-19、18-20、18-21、18-22、18-23、18-24、18-25、18-26、18-27、18-28、18-29、18-30、18-31、18-32、18-33、18-37、18-38、18-39、18-40、18-41、18-42、18-43、18-44、18-45、18-46、18-47、18-48、18-49、18-52、18-53、18-54、18-55、18-56、18-58、18-59、18-60、18-61、18-62、18-63、18-64、18-65、18-66、18-67、18-68、18-69、18-70、18-71、18-72、18-73、18-74、18-75、18-76、18-77、18-78、18-79、18-80、18-81、18-82、18-86、18-88、18-89、18-90、18-91、18-92、18-93、18-94、18-95、18-96、18-97、18-98、18-99、18-100、18-101、18-102、18-103、18-104、18-105、18-106、18-113、18-114、18-115、18-116、18-119、18-120、18-121、18-122、18-125、18-126、18-127、18-128、18-129、18-130、18-131、18-132、18-133、18-134、18-137、18-138、18-139、18-140、18-144、18-145、18-146、18-148、18-149、18-150、18-151、18-152、18-154、18-155、18-156、18-157、18-158、18-159、 18-160、18-161、18-162、18-163、18-164、18-165、18-166、18-167、18-168、18-169、18-176、18-177、18-178、18-179、18-180、18-181、18-182、18-183、18-184、18-185、18-186、18-187、18-191、18-192、18-193、18-194、18-195、18-196、18-197、18-198、18-199、18-200、18-201、18-202、18-203、18-204、18-205、18-206、18-207、18-208、18-209、18-210、18-211、18-212、18-213、18-214、18-216、18-217、18-218、18-220、18-221、18-222、18-223、18-224、18-225、18-226、18-245、18-246、18-247、18-248、18-249、18-250、18-251、18-252、18-253、18-254、18-255、18-256、18-257、18-258、18-259、18-260、18-263、18-264、18-265、18-266、18-267、18-268、18-287、18-288、18-289、18-290、18-291、18-292、18-293、18-294、18-295、18-296、18-297、18-298、18-299、18-301、18-302、18-303、18-304、18-305、18-306、18-307、18-308、18-309、18-310、18-323、18-324、18-325、18-326、18-327、18-328、18-329、18-334、18-350、18-352、18-353、18-354、18-355、18-356、18-363、18-364、18-365、18-366、18-368、18-426、18-427、18-428、18-429、18-430、18-431、18-444、18-445、18-446、18-462、18-464、18-468、18-470、18-474、18-476、18-477、 19-1、19-2、19-3、19-4、19-5、19-6、19-7、19-8、19-9、19-10、19-11、19-12、19-19、19-22、19-24、19-49、19-50、19-51、19-52、19-67、19-70、19-73、9-74、19-75、19-76、19-79、19-80、19-81、19-82、19-84、19-91、19-19、19-20、19-22、19-23、19-24、19-49、19-50、19-51、19-52、19-67、19-70、19-73、19-74、19-75、19-76、19-79、19-80、19-81、19-82、19-84、19-91、21-5、23-2、23-3、23-5、23-6、23-7、23-10、23-13、23-14 23-19、23-20、23-21、23-22、23-23、23-24、23-25、23-26、23-27、23-28、23-37、23-38、23-39、24-1、24-2、24-3、24-4、24-5、24-6、25-1、25-2、25-3、25-4、25-5、25-6、25-7、25-8、25-9、25-10、25-11、25-12、25-13、25-14、25-15、25-16、25-17、25-18、25-19、25-22、25-25、25-26、25-27、25-28、25-29、25-30、25-31、25-32、25-33、25-34、25-35、25-36、25-37、25-38、25-39、25-40、25-41、25-42、25-43、25-44、25-45、25-46、25-47、25-48、26-1、26-2、26-3、26-4、26-5、26-6、26-7、26-8、26-9、26-10、26-11、26-12、26-13、26-14、26-15、26-16、26-17、26-18、26-19、27-13、27-14、27-16、27-20、27-22、27-23、27-24、27-25、28-1、28-3、28-4、28-5、28-6、28-7、28-8、28-9、28-10、28-11、28-12、 28-13、28-16、28-17、28-18、28-19、28-20、28-21、28-22、28-23、28-24、28-31、28-32、28-33、28-34、28-36、28-37、28-38、28-39、28-40、28-41、28-42、29-1、29-2、29-3、29-4、29-5、29-6、30-1、30-2、30-3、30-4、31-7、31-8、31-9、31-10、31-11、31-12、33-19、33-20、33-31、33-32、33-33、33-34、33-35、33-36、33-56、33-57、33-61、33-62、33-63、33-67、33-68、33-69、33-70、33-71、33-72、34-1、34-2、34-3、34-4、34-5、35-1、35-2、35-3、35-7、35-8、35-9、35-10、35-11、35-12、36-19、36-20、36-21、及36-22之化合物，表示對茶姬捲葉蛾於500ppm A之效果。 The results of the above tests, compound numbers 1-1, 1-4, 1-5, 1-6, 1-10, 1-19, 1-31, 1-34, 1-37, 1-46, 1-49 , 1-52, 1-54, 1-55, 1-56, 1-57, 1-58, 1-59, 1-60, 1-61, 1-62, 1-63, 1-64, 1 -65, 1-66, 1-67, 1-68, 1-69, 1-70, 1-72, 1-73, 1-74, 1-75, 1-79, 1-80, 1-81 , 1-82, 1-83, 1-84, 1-85, 1-86, 1-87, 1-88, 1-91, 1-94, 1-95, 1-96, 1-97, 1 -98, 1-99, 1-100, 1-101, 1-102, 1-103, 1-104, 1-105, 1-106, 1-107, 1-108, 1-112, 1-113 , 1-114, 1-115, 1-116, 1-117, 1- 118, 1-119, 1-124, 1-128, 1-134, 1-137, 1-138, 1-139, 1-146, 1-147, 1-148, 1-149, 1-150, 1-151, 1-161, 1-162, 1-163, 1-164, 1-166, 1-167, 1-168, 1-169, 1-170, 1-171, 1-172, 1- 173, 1-174, 1-175, 1-176, 1-177, 1-178, 1-179, 1-180, 1-190, 1-193, 1-194, 1-195, 1-196, 1-197, 1-198, 1-199, 1-200, 1-201, 1-202, 1-203, 1-204, 1-205, 1-206, 1-207, 1-208, 1- 209, 1-210, 1-211, 1-212, 1-213, 1-214, 1-215, 1-216, 1-217, 1-221, 1-222, 1-223, 1-224, 1-227, 1-228, 1-229, 1-230, 1-231, 1-232, 1-233, 1-236, 1-237, 1-238, 1-239, 1-240, 1- 241, 1-242, 1-243, 1-244, 1-245, 1-246, 1-247, 1-248, 1-249, 1-250, 1-251, 1-252, 1-253, 1-254, 1-255, 1-256, 1-257, 1-260, 1-261, 1-262, 1-263, 1-246, 1-265, 1-266, 1-268, 1- 269, 1-270, 1-271, 1-172, 1-273, 1-274, 1-275, 1-276, 1-277, 1-280, 1-281, 1-282, 1-283, 1-284, 1-285, 1-286, 1-287, 1-288, 1-289, 1-290, 1-291, 1-192, 1-293, 1-194, 1-295, 1- 307, 1-308, 1-309, 1-310, 1-311, 1-312, 1-313, 1-314, 1-315, 1-317, 1-318, 1-319, 1-329, 1-332, 1-335, 1-336, 1-37, 1-338, 1-339, 1-340, 1-341, 1-342, 1-343, 1-344, 1-345, 1- 346, 1-347, 1-348, 1-349, 1-350, 1-351, 1-352, 1-353, 1-354, 1-357, 1-558, 1-359, 1-360, 1-361, 1-362, 1-336, 1-364, 1- 365, 1-366, 1-367, 1-368, 1-369, 1-370, 1-371, 1-732, 1-373, 1-374, 1-375, 1-376, 1-377, 1-378, 1-379, 1-380, 1-381, 1-382, 1-383, 1-384, 1-385, 1-386, 1-387, 1-388, 1-389, 1- 390, 1-391, 1-392, 1-193, 1-349, 1-395, 1-936, 1-397, 1-398, 1-399, 1-400, 1-401, 1-402, 1-403, 1-404, 1-405, 1-406, 1-407, 1-408, 1-409, 1-410, 1-411, 1-412, 1-413, 1-414, 1- 415, 1-416, 1-417, 1-418, 1-419, 1-420, 1-423, 1-424, 1-425, 1-426, 1-427, 1-428, 1-429, 1-430, 1-431, 1-432, 1-433, 1-344, 1-435, 1-436, 1-437, 1-438, 1-439, 1-440, 1-441, 1- 442, 1-443, 1-444, 1-445, 1-446, 1-451, 1-452, 1-457, 1-458, 1-471, 1-472, 1-474, 1-495, 1-496, 1-497, 1-488, 1-499, 1-500, 1-501, 1-502, 1-503, 1-504, 1-505, 1-506, 1-507, 1- 508, 1-509, 1-510, 1-511, 1-512, 1-513, 1-514, 1-515, 1-516, 1-517, 1-518, 1-525, 1-526, 1-527, 1-528, 1-529, 1-530, 1-531, 1-532, 1-533 1-534, 1-537, 1-538, 1-539, 1-540, 1-541 , 1-542, 1-543, 1-544, 1-545, 1-546, 1-547, 1-548, 1-549, 1- 550, 1-551, 1-552, 1-553, 1-554, 1-55, 1-556, 1-557, 1-559, 1-560, 1-561, 1-562, 1-536, 1-564, 1-565, 1-566, 1-567, 1-568, 1-569, 1-570, 1-571, 1-572, 1-577, 1-574, 1-575, 1- 576, 1-577, 1-577, 1-579, 1-580, 1-581, 1-582, 1-583, 1-584, 1-597, 1-598, 1-599, 1-600, 1-601, 1-604, 1-606, 1-607, 1-609, 1-612, 1-613, 1-614, 1-615, 1-616, 1-617, 1-618, 1- 619, 1-620, 1-621, 1-622, 1-623, 1-624, 1-625, 1-626, 1-627, 1-628, 1-629, 1-630, 1-631, 1-632, 1-633, 1-634, 1-635, 1-636, 1-736, 1-638, 1-639, 1-640, 1-641, 1-642, 1-643, 1- 644, 1-645, 1-646, 1-647, 1-648, 1-649, 1-650, 1-651, 1-526, 1-654, 1-657, 1-658, 1-659, 1-660, 1-661-662, 1-663, 1-646, 1-665, 1-666, 1-667, 1-668, 1-669, 1-670, 1-671, 1-672, 1-673, 1-674, 1-765, 1-676, 1-677, 1-678, 1-679, 1-680, 1-861, 1-682, 1-683, 1-684, 1- 685, 1-866, 1-687, 1-88, 1-689, 1-696, 1-697, 1-1986, 1-69, 1-700, 1-701, 1-702, 1-703 , 1-704, 1-706, 1-707, 1-708, 1-709, 1-710, 1-711, 1-712, 1-715, 1-716, 1-717, 1-719, 1 -721, 1-722, 1-723, 1-724, 1-725, 1-726, 1-727, 1-728, 1-729, 1-730, 1-737, 1-738, 1-739, 1-740, 1-742, 1-743, 1-744, 1-745, 1-746, 1-747, 1-748, 1-749, 1-750, 1-751, 1- 753, 1-754, 1-755, 1-756, 1-757, 1-758, 1-761, 1-764, 1-765, 1-766, 1-767, 1-768, 1-769, 1-770, 1-771, 1-772, 1-773, 1-774, 1-775, 1-776, 1-777, 1-778, 1-779, 1-780, 1-781, 1- 782, 1-783, 1-784, 1-785, 1-786, 1-787, 1-788, 1-789, 1-790, 1-791, 1-792, 1-793, 1-794, 1-795, 1-796, 1-797, 1-798, 1-799, 1-800, 1-801, 1-802, 1-803, 1-804, 1-805, 1-806, 1- 807, 1-808, 1-809, 1-810, 1-811, 1-812, 1-813, 1-814, 1-815, 1-816, 1-817, 1-818, 1-819, 1-820, 1-821, 1-822, 1-823, 2-4, 2-5, 2-6, 3-4, 4-1, 4-2, 4-3, 4-4, 4- 5, 4-6, 4-10, 4-11, 4-12, 4-13, 4-14, 4-15, 5-5, 5-6, 5-7, 5-8, 5-9, 5-10, 5-11, 5-12, 5-13, 5-14, 5-15, 5-16, 5-17, 5-18, 5-19, 5-20, 5-21, 5- 22, 5-23, 5-24, 5-25, 5-26, 6-1, 6-2, 6-3, 6-4, 6-6, 6-7, 6-8, 6-9, 6-10, 6-11, 6-12, 6-19, 6-20, 6-21, 6-22, 6-23, 6-24, 6-29 6-30,6-32,6-33,6-34,6-35,6-36,6-37,6-38,6-39,7- 1, 7-2, 7-3, 7-7, 7-8, 7-9, 7-10, 7-11, 7-12, 7-13, 7-14, 7-15, 7-16, 7-18, 7-19, 7-22, 7-23, 7-24, 7-25, 7-26, 7-27, 7-28, 7-29, 7-30, 7-31, 7- 34, 7-36, 7-37, 7-40, 7-41, 7-42, 7-43, 7-44, 7-45, 7-46, 7-47, 7-48, 7-49, 7-50, 7-51, 7-52, 7-53, 7-54, 7-55, 7-56, 7-57, 8-1, 8-2, 8-3, 8-4, 8- 5, 8-6, 8-7, 8-8, 8-9, 8-13, 8-14, 8-15, 8-30, 8-31, 8-32, 8-33, 8-34, 8-35, 8-36, 8-37, 8-38, 8-39, 8-40, 8-41, 8-42, 8-43, 8-44, 8-59, 8-60, 8- 61, 8-62, 8-63, 8-64, 8-65, 8-66, 8-67, 8-68, 8-69, 8-70, 8-71, 8-72, 8-73, 8-74, 8-75, 8-76, 8-77, 8-78, 8-79, 8-80, 8-81, 8-82, 8-83, 8-84, 8-85, 8- 86, 8-87, 8-88, 8-89, 8-90, 8-91, 8-92, 8-93, 8-94, 8-95, 8-96, 8-97, 8-98, 8-99, 8-100, 8-101, 8-102, 8-103, 8-104, 8-105, 8-106, 8-107, 8-108, 8-109, 8-110, 8- 111, 8-112, 8-113, 8-114, 8-115, 8-116, 8-117, 8-118, 8-119, 8-120, 8-2-1, 8-122, 8-123, 8-124, 8-125, 8-126, 8-1 27, 8-128, 8-129, 8-130, 8-131, 8-132, 8-133, 8-134, 8-135, 8-136, 8-137, 8-138, 8-139, 8-140, 8-141, 8-142, 8-143, 8-144, 8-145, 8-146, 8-147, 8-148, 8-149, 8- 150, 8-151, 8-152, 8-153, 8-154, 8-155, 8-156, 8-157, 8-158, 8-159, 8-160, 8-162, 8-163, 8-164, 8-165, 8-166, 8-167, 8-168, 8-169, 8-176, 8-177, 8-178, 8-179, 8-180, 8-181, 8- 182, 8-183, 8-184, 8-185, 8-186, 8-187, 8-188, 8-189, 8-190, 8-191, 8-192, 8-193, 8-194, 8-195, 8-196, 8-197, 8-198, 8-199, 8-200, 8-201, 8-202, 8-203, 8-204, 8-205, 8-206, 8- 207, 8-208, 8-209, 8-210, 8-211, 8-212, 8-213, 8-214, 8-215, 8-216, 8-217, 8-218, 8-219, 8-220, 8-221, 8-222, 8-223, 8-224, 8-225, 8-226, 8-227, 8-228, 8-229, 8-230, 8-231, 8-- 232, 8-233, 8-234, 8-235, 8-236, 8-237, 8-238, 8-239, 8-240, 8-241, 8-242, 8-243, 8-244, 8-245, 8-246, 8-247, 8-248, 8-249, 8-250, 8-253, 8-254, 8-255, 8-256, 8-257, 8-258, 8- 259, 8-260, 8-264, 8-265, 8-266, 8-267, 8-268, 8-269, 8-270, 8-271, 8-272, 8-273, 8-274, 8-275, 8-276, 8-277, 8-278, 8-279, 8-280, 8-281, 8-282, 8-283, 8-284, 8-285 8-286, 8-28 7, 8-291, 8-292, 8-293, 8-294, 8-295, 8-296, 8-297, 8-298, 8-299, 8-302, 8-303, 8-304, 8-305, 8-306, 8- 307, 8-308, 8-309, 8-310, 8-312, 8-313, 8-314, 8-315, 8-316, 8-317, 8-318, 8-319, 8-320, 8-321, 8-322, 8-323, 8-324, 8-325, 8-326, 8-327, 8-328, 8-329, 8-330, 8-331, 8-332, 8- 333, 8-334, 8-335, 8-336, 8-337, 8-338, 8-339, 8-340, 8-341, 8-354, 8-355, 8-356, 8-357, 8-358, 8-359, 8-360, 8-361, 8-362, 8-363, 8-364, 8-365, 8-366, 8-367, 8-368, 8-369, 8- 370, 8-371, 8-372, 8-373, 8-374, 8-375, 8-376, 8-377, 8-378, 8-379, 8-380, 8-381, 8-382, 8-383, 8-390, 8-391, 8-392, 8-393, 8-394, 8-395, 8-396, 8-397, 8-398 8-399, 8-400, 8-401 , 8-402, 8-403, 8-404, 8-405, 8-406, 8-407, 8-408, 8-409, 8-410, 8-411, 8-412, 8-413, 8 -414, 8-415, 8-416, 8-417, 8-418, 8-419, 8-420, 8-421, 8-422, 8-426, 8-427, 8-428, 8-429 , 8-430, 8-431, 8-432, 8-433, 8-434, 8-438, 8-439, 8-440, 8-444, 8-445, 8-446, 8-450, 8 -451, 8-452, 8-456, 8-457, 8-458, 8-462, 8-463, 8-464, 8-465, 8-466, 8-467, 8-468, 8-469, 8-470, 8-471, 8-472, 8-473, 8-474, 8- 475, 8-476, 8-477, 8-478, 8-479, 8-480, 8-481, 8-482, 8-486, 8-487, 8-488, 8-492, 8-493, 8-494, 8-495, 8-496, 8-497, 8-498, 8-499, 8-500, 8-501, 8-502, 8-503, 8-504, 8-505, 8- 506, 8-507, 8-508, 8-509, 8-510, 8-511, 8-512, 8-513, 8-514, 8-515, 8-516, 8-517, 8-518, 8-519, 8-520, 8-521, 8-522, 8-523, 8-524, 8-525, 8-526, 8-527, 8-528, 8-529, 8-530, 8- 531, 8-532, 8-533, 8-534, 8-535, 8-536, 8-537, 8-538, 8-539, 8-540, 8-541, 8-542, 8-543, 8-544, 8-545, 8-546, 8-547, 8-548, 8-549, 8-550, 8-551, 8-558, 8-559, 8-560, 8-561, 8- 562, 8-563, 8-564, 8-565, 8-566, 8-567, 8-568, 8-569, 9-1, 9-2, 9-3, 9-4, 9-5, 9-6, 10-1, 10-2, 10-3, 10-4, 10-5, 10-6, 10-7, 10-8, 10-9, 11-1, 11-2, 11- 3, 11-4, 11-5, 11-6, 11-7, 11-8, 11-9, 11-10, 11-11, 11-12, 11-13, 11-16, 11-20, 11-22, 11-23, 11-24 , 11-25, 11-26, 11-27, 12-1, 12-4, 12-7, 12-8, 12-9, 12-10, 12-11, 12-12, 12-13, 13 -1, 13-2, 13-3, 13-4, 13-5, 13-6, 13-7, 13-8, 13-9, 13-10, 13-11, 13-12, 14-1 , 15-4, 16-1, 16-2, 16-3, 16-7, 16-8, 16-9, 16-10, 16-11, 16-12, 17-1, 17-2, 17 -3, 17-6, 18-1, 18-2, 18-3, 18-4, 18-5, 18-6, 18-7, 18-8, 18-9, 18-10, 18-11 , 18-12, 18-19, 18-20, 18-21, 18-22, 18-23, 18-24, 18-25, 18-26, 18-27, 18-28, 18-29, 18 -30, 18-31, 18-32, 18-33, 18-37, 18-38, 18-39, 18-40, 18-41, 18-42, 18-43, 18-44, 18-45 18-46, 18-47, 18-48, 18-49, 18-52, 18-53, 18-54, 18-55, 18-56, 18-58, 18-59, 18-60, 18 -61, 18-62, 18-63, 18-64, 18-65, 18-66, 18-67, 18-68, 18-69, 18-70, 18-71, 18-72, 18-73 18-74, 18-75, 18-76, 18-77, 18-78, 18-79, 18-80, 18-81, 18-82, 18-86, 18-88, 18-89, 18 -90, 18-91, 18-92, 18-93, 18-94, 18-95, 18-96, 18-97, 18-98, 18-99, 18-100, 18-101, 18-102 , 18-103, 18-104, 18-105, 18 -106, 18-113, 18-114, 18-115, 18-116, 18-119, 18-120, 18-121, 18-122, 18-125, 18-126, 18-127, 18-128 , 18-129, 18-130, 18-131, 18-132, 18-133, 18-134, 18-137, 18-138, 18-139, 18-140, 18-144, 18-145, 18 -146, 18-148, 18-149, 18-150, 18-151, 18-152, 18-154, 18-155, 18-156, 18-157, 18-158, 18-159, 18-160, 18-161, 18-162, 18-163, 18-164, 18-165, 18-166, 18-167, 18-168, 18-169, 18-176, 18-177, 18- 178, 18-179, 18-180, 18-181, 18-182, 18-183, 18-184, 18-185, 18-186, 18-187, 18-191, 18-192, 18-193, 18-194, 18-195, 18-196, 18-197, 18-198, 18-199, 18-200, 18-201, 18-202, 18-203, 18-204, 18-205, 18- 206, 18-207, 18-208, 18-209, 18-210, 18-211, 18-212, 18-213, 18-214, 18-216, 18-217, 18-218, 18-220, 18-221, 18-222, 18-223, 18-224, 18-225, 18-226, 18-245, 18-246, 18-247, 18-248, 18-249, 18-250, 18- 251, 18-252, 18-253, 18-254, 18-255, 18-256, 18-257, 18-258, 18-259, 18-260, 18-263, 18-264, 18-265, 18-266, 18-267, 18-268, 18-287, 18-288, 18-289, 18-290, 18-291, 18-292, 18-293, 18-294, 18-295, 18- 296, 18-297, 18-298, 18-299, 18-301, 18-302, 18-303, 18-304, 18-305, 18-306, 18-307, 18-308, 18-309, 18-310, 18-323, 18-324, 18-325, 18-326, 18-327, 18-328, 18-329, 18-334, 18-350, 18-352, 1 8-353, 18-354, 18-355, 18-356, 18-363, 18-364, 18-365, 18-366, 18-368, 18-426, 18-427, 18-428, 18- 429, 18-430, 18-431, 18-444, 18-445, 18-446, 18-462, 18-464, 18-468, 18-470, 18-474, 18-476, 18-477, 19-1, 19-2, 19-3, 19-4, 19-5, 19-6, 19-7, 19-8, 19-9, 19-10, 19-11, 19-12, 19- 19, 19-22, 19-24, 19-49, 19-50, 19-51, 19-52, 19-67, 19-70, 19-73, 9-74, 19-75, 19-76, 19-79, 19-80, 19-81, 19-82, 19-84, 19-91, 19-19, 19-20, 19-22, 19-23, 19-24, 19-49, 19- 50, 19-51, 19-52, 19-67, 19-70, 19-73, 19-74, 19-75, 19-76, 19-79, 19-80, 19-81, 19-82, 19-84, 19-91, 21-5, 23-2, 23-3, 23-5, 23-6, 23-7, 23-10, 23-13, 23-14 23-19, 23-20 , 23-21, 23-22, 23-23, 23-24, 23-25, 23-26, 23-27, 23-28, 23-37, 23-38, 23-39, 24-1, 24 -2, 24-3, 24-4, 24-5, 24-6, 25-1, 25-2, 25-3, 25-4, 25-5, 25-6, 25-7, 25-8 25-9, 25-10, 25-11, 25-12, 25-13, 25-14, 25-15, 25-16, 25-17, 25-18, 25-19, 25-22, 25 -25, 25-26, 25-27, 25-28, 25-29, 25-30, 25-31, 25-32, 25-33, 25-34, 25-35, 25-36, 25-37 25-38, 25-39, 25-40, 25-41, 25-42, 25-43, 25-44, 25-45, 25-46, 25-47, 25-48, 26-1, 26 -2, 26-3, 26-4, 26-5, 26-6 26-7, 26-8, 26-9, 26-10, 26-11, 26-12, 26-13, 26-14, 26-15, 26-16, 26-17, 26-18, 26- 19, 27-13, 27-14, 27-16, 27-20, 27-22, 27-23, 27-24, 27-25, 28-1, 28-3, 28-4, 28-5, 28-6, 28-7, 28-8, 28-9, 28-10, 28-11, 28-12, 28-13, 28-16, 28-17, 28-18, 28-19, 28-20, 28-21, 28-22, 28-23, 28-24, 28-31, 28-32, 28- 33, 28-34, 28-36, 28-37, 28-38, 28-39, 28-40, 28-41, 28-42, 29-1, 29-2, 29-3, 29-4, 29-5, 29-6, 30-1, 30-2, 30-3, 30-4, 31-7, 31-8, 31-9, 31-10, 31-11, 31-12, 33- 19, 33-20, 33-31, 33-32, 33-33, 33-34, 33-35, 33-36, 33-56, 33-57, 33-61, 33-62, 33-63, 33-67, 33-68, 33-69, 33-70, 33-71, 33-72, 34-1, 34-2, 34-3, 34-4, 34-5, 35-1, 35- 2. Compounds of 35-3, 35-7, 35-8, 35-9, 35-10, 35-11, 35-12, 36-19, 36-20, 36-21, and 36-22, The effect on the 500ppm A of the leaf worm.

試驗例5. Test Example 5. 對於桃蚜(Myzus persicae)之防除試驗 For the control of Myzus persicae

種植白菜於直徑8cm、高8cm之塑料盆中並接種10隻桃蚜幼蟲。翌日將以第1表~第19表、第21表、第23表~31表所記載之化合物作為有效成分之藥劑(500ppm)散布於盆栽白菜之莖葉上，風乾後，將盆保管於溫室，藥劑散布後第6日各自寄生於白菜之桃蚜的寄生蟲數目，由下述公式算出預防值，依照下述基準進行判定。 Cabbage was planted in a plastic pot 8 cm in diameter and 8 cm in height and inoculated with 10 peach larvae. On the next day, the drug (500 ppm) containing the compound described in Tables 1 to 19, 21, and 23 to 31 is spread on the stems and leaves of potted cabbage, and after air drying, the pots are kept in the greenhouse. The number of parasites in which the peach aphid was parasitized on the sixth day after the spread of the drug, and the preventive value was calculated by the following formula and judged according to the following criteria.

[數4]防除價=100-{(T×Ca)/(Ta×C)}×100 [Number 4] Control price = 100 - {(T × Ca) / (Ta × C)} × 100

Ta：處理區之散布前寄生蟲數 Ta: number of pre-spreading parasites in the treatment area

T：處理區之散布後寄生蟲數 T: number of parasites after dispersal in the treatment area

Ca：無處理區之散布前寄生蟲數 Ca: number of pre-spreading parasites in the untreated area

C：無處理區之散布後寄生蟲數判定基準。 C: The criterion for determining the number of parasites after the distribution of no treatment area.

A．．．預防值100% A. . . Prevention value 100%

B．．．預防值99%~90% B. . . Prevention value 99%~90%

C．．．預防值89%~80% C. . . Prevention value 89%~80%

D．．．預防值79%~50% D. . . Prevention value 79%~50%

E．．．預防值0%~49% E. . . Prevention value 0%~49%

化合物號碼1-5、1-6、1-19、1-25、1-26、1-27、1-28、1-31、1-34、1-37、1-46、1-49、1-53、1-58、1-59、1-60、1-61、1-62、1-65、1-66、1-67、1-68、1-69、1-85、1-86、1-87、1-94、1-95、1-97、1-98、1-99、1-100、1-101、1-112、1-113、1-114、1-117、1-118、1-124、1-137、1-138、1-149、1-150、1-161、1-163、1-164、1-167、1-170、1-180、1-201、1-203、1-204、1-205、1-206、1-207、1-208、1-230、1-231、1-239、1-241、1-242、1-243、1-244、1-248、1-257、1-260、1-273、1-274、1-275、1-283、1-284、1-287、1-288、1-307、1-317、1-318、1-338、1-348、1-349、1-350、1-370、1-373、1-378、1-381、1-382、1-384、1-385、1-386、1-390、1-391、1-392、1-394、1-396、1-397、1-399、1-403、1-404、1-412、1-430、1-433、1-439、1-442、1-445、1-474、1-495、1-496、1-497、1-498、1-499、1- 502、1-503、1-504、1-505、1-507、1-508、1-509、1-510、1-511、1-512、1-513、1-514、1-515、1-518、1-531、1-534、1-537、1-548、1-597、1-612、1-616、1-617、1-618、1-620、1-621、1-622、1-635、1-658、1-673、1-680、1-681、1-683、1-697、1-700、1-703、1-706、1-710、1-711、1-714、4-10、4-13、4-15、5-1、5-4、5-5、5-6、5-7、5-8、5-11、5-12、5-13、5-15、5-20、6-7、6-19、6-22、6-31、7-1、7-3、7-8、7-12、7-19、7-30、7-34、7-38、7-41、7-42、7-46、7-48、8-2、8-3、8-5、8-6、8-13、8-14、8-15、8-30、8-31、8-33、8-34、8-35、8-36、8-37、8-38、8-39、8-40、8-41、8-42、8-43、8-45、8-46、8-47、8-50、8-51、8-52、8-53、8-54、8-55、8-56、8-57、8-58、8-59、8-60、8-61、8-62、8-63、8-64、8-65、8-66、8-67、8-68、8-69、8-70、8-71、8-72、8-73、8-74、8-75、8-76、8-77、8-78、8-79、8-80、8-81、8-82、8-83、8-84、8-85、8-87、8-89、8-90、8-91、8-92、8-93、8-94、8-95、8-96、8-98、8-99、8-100、8-101、8-102、8-103、8-104、8-105、8-106、8-107、8-108、8-109、8-110、8-111、8-112、8-113、8-115、8-116、8-117、8-118、8-119、8-120、8-121、8-122、8-123、8-124、8-125、8-126、8-127、8-128、8-129、8-130、8-131、8-132、8-133、8-134、8-135、8-136、8-137、8-138、8-139、8-140、8-141、8-142、8-143、8-144、8-145、8-146、8-147、8-148、8-149、8-150、8-151、8- 152、8-156、8-155、8-157、8-158、8-159、8-160、8-161、8-162、8-163、8-164、8-166、8-167、8-168、8-169、8-170、8-176、8-177、8-178、8-179、8-180、8-181、8-182、8-183、8-184、8-185、8-186、8-187、8-188、8-189、8-190、8-191、8-192、8-193、8-194、8-195、8-196、8-197、8-198、8-199、8-201、8-202、8-203、8-204、8-205、8-206、8-207、8-208、8-209、8-210、8-211、8-212、8-213、8-214、8-215、8-216、8-217、8-218、8-219、8-220、8-221、8-222、8-223、8-224、8-225、8-226、8-227、8-228、8-229、8-230、8-231、8-232、8-233、8-234、8-235、8-238、8-240、8-241、8-242、8-243、8-244、8-246、8-249、8-250、8-251、8-253、8-255、8-256、8-258、8-259、8-261、8-264、8-265、8-267、8-268、8-270、8-271、8-274、8-277、8-280、8-294、8-307、8-311、8-312、8-313、8-314、8-315、8-316、8-317、8-318、8-320、8-324、8-325、8-326、8-327、8-328、8-329、8-330、8-331、8-336、8-337、8-338、8-339、8-340、8-341、8-463、8-466、8-469、8-472、8-478、8-507、8-513、8-531、8-534、9-1、9-2、9-3、9-5、9-6、10-1、10-2、10-3、10-6、10-8、10-9、11-1、11-3、11-4、11-5、11-6、11-7、11-8、11-9、11-13、11-16、11-23、11-26、12-9、12-10、12-11、13-3、13-8、16-2、16-3、18-2、18-3、18-4、18-5、18-9、18-11、18-12、18-28、 18-38、18-40、18-41、18-43、18-45、18-46、18-47、18-49、18-52、18-59、18-70、18-74、18-80、18-81、18-92、18-94、18-95、18-96、18-103、18-106、18-114、18-115、18-125、18-126、18-128、18-129、18-138、18-139、18-140、18-145、18-154、18-176、18-177、18-178、18-179、18-180、18-181、18-182、18-183、18-185、18-186、18-187、18-192、18-194、18-195、18-196、18-197、18-198、18-200、18-201、18-203、18-204、18-206、18-209、18-211、18-213、18-216、18-221、18-222、18-224、18-225、18-245、18-246、18-247、18-248、18-249、18-250、18-252、18-264、18-267、18-297、18-305、18-306、18-307、18-308、18-309、18-310、18-323、18-324、18-331、18-332、18-333、18-354、18-356、18-364、18-366、18-428、18-429、18-430、18-431、18-445、18-447、18-469、19-3、19-8、19-11、19-23、19-50、19-67、19-70、19-74、19-76、19-91、21-5、23-10、23-19、25-1、25-4、25-5、25-7、25-11、25-15、25-18、25-22、25-25、25-26、25-27、25-29、25-31、25-41、25-42、26-4、26-9、26-18、27-16、29-3、31-8、及33-55之化合物，表示對桃蚜於500ppm D以上之效果。 Compound numbers 1-5, 1-6, 1-19, 1-25, 1-26, 1-27, 1-28, 1-31, 1-34, 1-37, 1-46, 1-49, 1-53, 1-58, 1-59, 1-60, 1-61, 1-62, 1-65, 1-66, 1-67, 1-68, 1-69, 1-85, 1- 86, 1-87, 1-94, 1-95, 1-97, 1-98, 1-99, 1-100, 1-101, 1-112, 1-113, 1-114, 1-117, 1-118, 1-124, 1-137, 1-138, 1-149, 1-150, 1-161, 1-163, 1-164, 1-167, 1-170, 1-180, 1- 201, 1-203, 1-204, 1-205, 1-206, 1-207, 1-208, 1-230, 1-231, 1-239, 1-241, 1-242, 1-243, 1-244, 1-248, 1-257, 1-260, 1-273, 1-274, 1-275, 1-283, 1-284, 1-287, 1-288, 1-307, 1- 317, 1-318, 1-338, 1-48, 1-349, 1-350, 1-370, 1-373, 1-378, 1-381, 1-382, 1-384, 1-385, 1-386, 1-390, 1-391, 1-392, 1-349, 1-936, 1-397, 1-399, 1-403, 1-404, 1-412, 1-430, 1- 433, 1-439, 1-442, 1-445, 1-474, 1-495, 1-496, 1-472, 1-488, 1-499, 1- 502, 1-503, 1-504, 1-505, 1-507, 1-508, 1-509, 1-510, 1-511, 1-512, 1-513, 1-514, 1-515, 1-518, 1-531, 1-534, 1-537, 1-548, 1-597, 1-612, 1-616, 1-617, 1-618, 1-620, 1-621, 1- 622, 1-635, 1-658, 1-673, 1-680, 1-681, 1-683, 1-697, 1-700, 1-703, 1-706, 1-710, 1-711, 1-714, 4-10, 4-13, 4-15, 5-1, 5-4, 5-5, 5-6, 5-7, 5-8, 5-111, 5-12, 5- 13, 5-15, 5-20, 6-7, 6-19, 6-22, 6-31, 7-1, 7-3, 7-8, 7-12, 7-19, 7-30, 7-34, 7-38, 7-41, 7-42, 7-46, 7-48, 8-2, 8-3, 8-5, 8-6, 8-13, 8-14, 8- 15, 8-30, 8-31, 8-33, 8-34, 8-35, 8-36, 8-37, 8-38, 8-39, 8-40, 8-41, 8-42, 8-43, 8-45, 8-46, 8-47, 8-50, 8-51, 8-52, 8-53, 8-54, 8-55, 8-56, 8-57, 8- 58, 8-59, 8-60, 8-61, 8-62, 8-63, 8-64, 8-65, 8-66, 8-67, 8-68, 8-69, 8-70, 8-71, 8-72, 8-73, 8-74, 8-75, 8-76, 8-77, 8-78, 8-79, 8-80, 8-81, 8-82, 8- 83, 8-84, 8-85, 8-87, 8-89, 8-90, 8-91, 8-92, 8-93, 8-94, 8-95, 8-96, 8-98, 8-99, 8-10 0, 8-101, 8-102, 8-103, 8-104, 8-105, 8-106, 8-107, 8-108, 8-109, 8-110, 8-111, 8-112, 8-113, 8-115, 8-116, 8-117, 8-118, 8-119, 8-120, 8-2-1, 8-122, 8-123, 8-124, 8-125, 8- 126, 8-127, 8-128, 8-129, 8-130, 8-131, 8-132, 8-133, 8-134, 8-135, 8-136, 8-137, 8-138, 8-139, 8-140, 8-141, 8-142, 8-143, 8-144, 8-145, 8-146, 8-147, 8-148, 8-149, 8-150, 8-- 151,8- 152, 8-156, 8-155, 8-157, 8-158, 8-159, 8-160, 8-161, 8-162, 8-163, 8-164, 8-166, 8-167, 8-168, 8-169, 8-170, 8-176, 8-177, 8-178, 8-179, 8-180, 8-181, 8-182, 8-183, 8-184, 8- 185, 8-186, 8-187, 8-188, 8-189, 8-190, 8-191, 8-192, 8-193, 8-194, 8-195, 8-196, 8-197, 8-198, 8-199, 8-201, 8-202, 8-203, 8-204, 8-205, 8-206, 8-207, 8-208, 8-209, 8-210, 8- 211, 8-212, 8-213, 8-214, 8-215, 8-216, 8-217, 8-218, 8-219, 8-220, 8-221, 8-222, 8-223, 8-224, 8-225, 8-226, 8-227, 8-228, 8-229, 8-230, 8-231, 8-232, 8-233, 8-234, 8-235, 8- 238, 8-240, 8-241, 8-242, 8-243, 8-244, 8-246, 8-249, 8-250, 8-251, 8-253, 8-255, 8-256, 8-258, 8-259, 8-261, 8-264, 8-265, 8-267, 8-268, 8-270, 8-271, 8-274, 8-277, 8-280, 8- 294, 8-307, 8-311, 8-312, 8-313, 8-314, 8-315, 8-316, 8-317, 8-318, 8-320, 8-324, 8-325, 8-326, 8-327, 8-328, 8-329, 8-330, 8-331, 8-336, 8-337, 8-338, 8-339, 8-340, 8-341, 8- 463, 8-466, 8-469, 8-472, 8-478, 8-507, 8-513, 8-531, 8-534, 9-1, 9-2, 9-3, 9-5, 9-6, 10-1, 10-2, 10-3, 10-6, 10-8, 10-9, 11-1, 11-3, 11-4, 11-5, 11-6, 11- 7, 11-8, 11-9, 11-13, 11-16, 11-23, 11-26, 12-9, 12-10, 12-11, 13-3, 13-8, 16-2, 16-3, 18-2, 18-3, 18-4, 18-5, 18-9, 18-11, 18-12, 18-28, 18-38, 18-40, 18-41, 18-43, 18-45, 18-46, 18-47, 18-49, 18-52, 18-59, 18-70, 18-74, 18- 80, 18-81, 18-92, 18-94, 18-95, 18-96, 18-103, 18-106, 18-114, 18-115, 18-125, 18-126, 18-128, 18-129, 18-138, 18-139, 18-140, 18-145, 18-154, 18-176, 18-177, 18-178, 18-179, 18-180, 18-181, 18- 182, 18-183, 18-185, 18-186, 18-187, 18-192, 18-194, 18-195, 18-196, 18-197, 18-198, 18-200, 18-201 18-203, 18-204, 18-206, 18-209, 18-211, 18-213, 18-216, 18-221, 18-222, 18-224, 18-225, 18-245, 18- 246, 18-247, 18-248, 18-249, 18-250, 18-252, 18-264, 18-267, 18-297, 18-305, 18-306, 18-307, 18-308, 18-309, 18-310, 18-323, 18-324, 18-331, 18-332, 18-333, 18-354, 18-356, 18-364, 18-366, 18-428, 18- 429, 18-430, 18-431, 18-445, 18-447, 18-469, 19-3, 19-8, 19-11, 19-23, 19-50, 19-67, 19-70, 19-74, 19-76, 19-91, 21-5, 23-10, 23-19, 25-1, 25-4, 25-5, 25-7, 25-11, 25-15, 25- 18, 25-22, 25-25, 25-26, 25-2 Compounds of 7, 25-29, 25-31, 25-41, 25-42, 26-4, 26-9, 26-18, 27-16, 29-3, 31-8, and 33-55, The effect of peach aphid on 500ppm D or more.

Claims (9)

一種以一般式(I)所表示之鄰苯二甲醯胺衍生物、或其鹽類；一般式(I)： 〔式中，X1表示(a1)氫原子；(a2)鹵素原子；(a3)(C1-C8)烷基；(a4)(C1-C8)鹵烷基；(a5)(C1-C8)烷氧基；(a6)(C1-C8)鹵烷氧基；(a7)(C1-C8)烷硫基；(a8)(C1-C8)鹵烷硫基；(a9)(C1-C8)烷亞磺醯基；(a10)(C1-C8)鹵烷亞磺醯基；(a11)(C1-C8)烷磺醯基；(a12)(C1-C8)鹵烷磺醯基；(a13)胺甲醯基；(a14)胺基；(a15)(C1-C8)烷胺基； (a16)(C3-C8)環烷胺基；(a17)(C3-C8)環烷基(C1-C8)烷胺基；(a18)(C1-C8)烷氧基(C1-C8)烷胺基；(a19)雙(C1-C8)烷胺基(烷基可為相同或相異)；(a20)甲醯胺基；(a21)(C1-C8)烷羰基胺基；(a22)(C1-C8)烷氧羰基胺基；(a23)苯基；(a24)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)(C1-C8)烷基、(e)鹵(C1-C8)烷基、(f)(C1-C8)烷氧基、(g)鹵(C1-C8)烷氧基、(h)(C2-C8)烯氧基、(i)鹵(C2-C8)烯氧基、(j)(C2-C8)炔氧基、(k)鹵(C2-C8)炔氧基、(1)(C3-C8)環烷氧基、(m)鹵(C3-C8)環烷氧基、(n)(C3-C8)環烷基(C1-C8)烷氧基、(o)鹵(C3-C8)環烷基(C1-C8)烷氧基、(p)(C1-C8)烷硫基、(q)鹵(C1-C8)烷硫基、(r)(C1-C8)烷亞磺醯基、(s)鹵(C1-C8)烷亞磺醯基、(t)(C1-C8)烷磺醯基、及(u)鹵(C1-C8)烷磺醯基之1~5個取代基的苯基；(a25)苯氧基；或(a26)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)(C1-C8)烷基、(e)鹵(C1-C8)烷基、(f)(C1-C8)烷氧基、(g)鹵(C1-C8)烷氧基、(h)(C2-C8)烯氧基、(i)鹵(C2-C8)烯氧基、(j)(C2-C8)炔 氧基、(k)鹵(C2-C8)炔氧基、(1)(C3-C8)環烷氧基、(m)鹵(C3-C8)環烷氧基、(n)(C3-C8)環烷基(C1-C8)烷氧基、(o)鹵(C3-C8)環烷基(C1-C8)烷氧基、(p)(C1-C8)烷硫基、(q)鹵(C1-C8)烷硫基、(r)(C1-C8)烷亞磺醯基、(s)鹵(C1-C8)烷亞磺醯基、(t)(C1-C8)烷磺醯基、及(u)鹵(C1-C8)烷磺醯基之1~5個取代基的苯氧基；X2可為相同或相異，表示(b2)鹵素原子；(b3)(C1-C8)烷基；(b4)(C1-C8)鹵烷基；(b5)(C1-C8)烷氧基；(b6)(C1-C8)鹵烷氧基；(b7)胺甲醯基；(b8)胺基；(b9)(C1~C8)烷胺基；(b10)(C3~C8)環烷胺基；(b11)(C3~C8)環烷基(C1~C8)烷胺基；(b12)(C1~C8)烷氧基(C1~C8)烷胺基；(b13)雙(C1~C8)烷胺基(烷基可為相同或相異)；(b14)甲醯胺基；(b15)(C1~C8)烷羰基胺基；(b16)(C1~C8)烷氧羰基胺基；(b17)苯基； (b18)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)(C1-C8)烷基、(e)鹵(C1-C8)烷基、(f)(C1-C8)烷氧基、(g)鹵(C1-C8)烷氧基、(h)(C2-C8)烯氧基(Alkenyloxy)、(i)鹵(C2-C8)烯氧基、(j)(C2-C8)炔氧基、(k)鹵(C2-C8)炔氧基、(l)(C3-C8)環烷氧基、(m)鹵(C3-C8)環烷氧基、(n)(C3-C8)環烷基(C1-C8)烷氧基、(o)鹵(C3-C8)環烷基(C1-C8)烷氧基、(p)(C1-C8)烷硫基、(q)鹵(C1-C8)烷硫基、(r)(C1-C8)烷亞磺醯基、(s)鹵(C1-C8)烷亞磺醯基、(t)(C1-C8)烷磺醯基、及(u)鹵(C1-C8)烷磺醯基之1~5個取代基的苯基；(b19)苯氧基；或(b20)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)(C1-C8)烷基、(e)鹵(C1-C8)烷基、(f)(C1-C8)烷氧基、(g)鹵(C1-C8)烷氧基、(h)(C2-C8)烯氧基、(i)鹵(C2-C8)烯氧基、(j)(C2-C8)炔氧基、(k)鹵(C2-C8)炔氧基、(l)(C3-C8)環烷氧基、(m)鹵(C3-C8)環烷氧基、(n)(C3-C8)環烷基(C1-C8)烷氧基、(o)鹵(C8-C8)環烷基(C1-C8)烷氧基、(p)(C1-C8)烷硫基、(q)鹵(C1-C8)烷硫基、(r)(C1-C8)烷亞磺醯基、(s)鹵(C1-C8)烷亞磺醯基、(t)(C1-C8)烷磺醯基、及(u)鹵(C1-C8)烷磺醯基之1~5個取代基的苯氧基，m表示0、1、2、或3；Y1表示 (c1)氫原子；(c2)鹵素原子；(c3)氰基；(c4)(C1-C8)烷基；(c5)(C1-C8)鹵烷基；(c6)(C1-C8)烷氧基；(c7)(C1-C8)鹵烷氧基；(c8)(C1-C8)烷硫基；(c9)(C1-C8)鹵烷硫基；(c10)(C1-C8)烷亞磺醯基；(c11)(C1-C8)鹵烷亞磺醯基；(c12)(C1-C8)烷磺醯基；或(c13)(C1-C8)鹵烷磺醯基；Y2可為相同或相異，表示(d2)鹵素原子；(d3)(C1-C8)烷基；(d4)(C1-C8)鹵烷基；(d5)(C1-C8)烷氧基；(d6)(C1-C8)鹵烷氧基；(d7)(C1-C8)烷硫基；(d8)(C1-C8)鹵烷硫基；(d9)(C1-C8)烷亞磺醯基；(d10)(C1-C8)鹵烷亞磺醯基；(d11)(C1-C8)烷磺醯基；或 (d12)(C1-C8)鹵烷磺醯基；n表示0、1、或2；Z1、Z2、及Z3可為相同或相異，表示氮原子、CH、C-Y2、或C-A-Q(然而，C-A-Q，於一般式(I)中，亦可僅與Z1、Z2、及Z3中之任一個鍵結)A表示直鏈或分支鏈狀之(C1-C8)伸烷基；Q表示選自以下所列舉之群的縮合雜環基； 「式中，附加標記．的部份係表示與A鍵結， W1可為相同或相異，表示(e1)氫原子；(e2)鹵素原子；(e3)氰基；(e4)甲醯基；(e5)氰基(C1-C8)烷基；(e6)(C1-C8)烷基；(e7)(C2-C8)烯基；(e8)(C2-C8)炔基；(e9)(C2-C8)鹵烯基；(e10)(C3-C8)環烷基；(e11)(C3-C8)環烷基(C1-C8)烷氧基；(e12)(C1-C8)烷氧基；(e13)(C1-C8)烷氧基(C1-C8)烷基；(e14)(C1-C8)鹵烷基；(e15)(C1-C8)鹵烷氧基；(e16)(C3-C8)鹵環烷基；(e17)(C3-C8)鹵環烷基(C1-C8)烷基；(e18)(C1-C8)烷硫基；(e19)(C1-C8)烷亞磺醯基；(e20)(C1-C8)烷磺醯基；(e21)(C1-C8)烷硫基(C1-C8)烷基；(e22)(C1-C8)烷亞磺醯基(C1-C8)烷基；(e23)(C1-C8)烷磺醯基(C1-C8)烷基； (e24)(C1-C8)鹵烷硫基；(e25)(C1-C8)鹵烷亞磺醯基；(e26)(C1-C8)鹵烷磺醯基；(e27)(C1-C8)烷氧羰基；(e28)(C2-C8)烯氧羰基；(e29)(C1-C8)烷氧羰基(C1-C8)烷基；(e30)(C1-C8)烷羰基；(e31)(C3-C8)環烷羰基；(e32)R4(R5)N基(式中，R4及R5可為相同或相異，表示氫原子、(C1-C8)烷基、(C3-C8)環烷基、(C2-C8)烯基、(C2-C8)炔基、(C3-C8)環烷基(C1-C8)烷基、(C1-C8)鹵烷基、(C3-C8)鹵環烷基、(C1-C8)烷羰基、(C1-C8)烷氧羰基、芳基、可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳基、芳羰基、可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8) 環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳羰基、芳基(C1-C8)烷基、可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳基(C1-C8)烷基、雜環基、可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的雜環基、雜環(C1-C8)烷基、或可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1- C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的雜環(C1-C8)烷基)；(e33)R4(R5)N(C1-C8)烷基(式中，R4及R5與前述相同)；(e34)R4(R5)NCO-基(式中，R4及R5與前述相同)；(e35)R4(R5)NCOO-基(式中，R4及R5與前述相同)；(e36)R4(R5)NSO2-基(式中，R4及R5與前述相同)；(e37)R4(R5)NCON(R5)-基(式中，R4及R5與前述相同，R5之間可為相同或相異)；(e38)芳基；(e39)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳基； (e40)芳氧基羰氧基；(e41)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳氧基羰氧基；(e42)芳基(C1-C8)烷基；(e43)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳基(C1-C8)烷基；(e44)雜環基；(e45)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷 氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的雜環基；(e46)雜環(C1-C8)烷基；或(e47)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的雜環(C1-C8)烷基；W2、W2a、W2b及W2c可為相同或相異，表示(f1)氫原子；(f2)(C1-C8)烷基；(f3)W2及W2a或W2b及W2c鍵結於同一碳原子時、>C=O基；(f4)W2及W2a或W2b及W2c鍵結於同一碳原子時、>C=N-R6基(於此R6表示氰基、(C1-C8)烷基、或是(C1-C8)烷氧基)； (f5)於Q18或Q27，W2與W3鍵結，可形成含有一個氮原子之5~8員的飽和含氮雜環；(f6)鹵素原子；(f7)(C1-C8)烷氧基；或(f8)W2b及W2c可鍵結並與該等所鍵結之碳原子一起形成無取代之5~8員的飽和或不飽和的脂肪族環，該脂肪族環含有0~2個氧原子；W3、及W3a可為相同或相異，表示(m1)氫原子；(m2)氰基；(m3)甲醯基；(m4)氰基(C1-C8)烷基；(m5)(C1-C8)烷基；(m6)(C2-C8)烯基；(m7)(C2-C8)炔基；(m8)(C2-C8)鹵烯基；(m9)(C3-C8)環烷基；(m10)(C1-C8)烷氧基(C1-C8)烷基；(m11)(C1-C8)鹵烷基；(m12)(C3-C8)鹵環烷基；(m13)(C3-C8)鹵環烷基(C1-C8)烷基；(m14)(C1-C8)烷硫基(C1-C8)烷基；(m15)(C1-C8)烷亞磺醯基(C1-C8)烷基；(m16)(C1-C8)烷磺醯基(C1-C8)烷基； (m17)(C1-C8)烷氧羰基；(m18)(C2-C8)烯氧羰基；(m19)(C1-C8)烷氧羰基(C1-C8)烷基；(m20)(C1-C8)烷羰基；(m21)(C3-C8)環烷羰基；(m22)R4(R5)N(C1-C8)烷基(式中，R4及R5與前述相同)；(m23)R4(R5)NCO-基(式中，R4及R5與前述相同)；(m24)R4(R5)NCOO-基(式中，R4及R5與前述相同)；(m25)R4(R5)NSO2-基(式中，R4及R5與前述相同)；(m26)R4(R5)NCON(R5)-基(式中，R4及R5與前述相同)；(m27)芳基；(m28)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳基；(m29)芳基(C1-C8)烷基；(m30)可為相同或相異，係於環上具有選自(a)鹵素原子 、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳基(C1-C8)烷基；(m31)雜環基；(m32)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的雜環基；(m33)雜環(C1-C8)烷基；或(m34)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺 醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的雜環(C1-C8)烷基；W4、W5、W6、及W7可為相同或相異，表示(g1)氫原子；(g2)鹵素原子；(g3)氰基；(g4)甲醯基；(g5)氰基(C1-C8)烷基；(g6)(C1-C8)烷基；(g7)(C2-C8)烯基；(g8)(C2-C8)炔基；(g9)(C2-C8)鹵烯基；(g10)(C3-C8)環烷基；(g11)(C3-C8)環烷基(C1-C8)烷氧基；(g12)(C1-C8)烷氧基；(g13)(C1-C8)烷氧基(C1-C8)烷基；(g14)(C1-C8)鹵烷基；(g15)(C1-C8)鹵烷氧基；(g16)(C3-C8)鹵環烷基；(g17)(C3-C8)鹵環烷基(C1-C8)烷基；(g18)(C1-C8)烷硫基；(g19)(C1-C8)烷亞磺醯基； (g20)(C1-C8)烷磺醯基；(g21)(C1-C8)烷硫基(C1-C8)烷基；(g22)(C1-C8)烷亞磺醯基(C1-C8)烷基；(g23)(C1-C8)烷磺醯基(C1-C8)烷基；(g24)(C1-C8)鹵烷硫基；(g25)(C1-C8)鹵烷亞磺醯基；(g26)(C1-C8)鹵烷磺醯基；(g27)(C1-C8)烷氧羰基；(g28)(C2-C8)烯氧羰基；(g29)(C1-C8)烷氧羰基(C1-C8)烷基；(g30)(C1-C8)烷羰基；或(g31)(C3-C8)環烷羰基，p表示0、1、或2」；R1表示(h1)(C1-C8)烷基；(h2)(C2-C8)烯基；(h3)(C2-C8)炔基；(h4)(C3-C8)環烷基；(h5)(C3-C8)環烷基(C1-C8)烷基；(h6)羥基(C1-C8)烷基；(h7)(C1-C8)烷氧基(C1-C8)烷基；(h8)(C1-C8)烷硫基(C1-C8)烷基；(h9)(C1-C8)烷亞磺醯基(C1-C8)烷基；(h10)(C1-C8)烷磺醯基(C1-C8)烷基；(h11)芳基； (h12)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基；(h13)芳硫基(C1-C8)烷基；(h14)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳硫基(C1-C8)烷基；(h15)芳基(C1-C8)烷硫基(C1-C8)烷基；(h16)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)( C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷硫基(C1-C8)烷基；(h17)芳基(C1-C8)烷基；(h18)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷基；(h19)芳氧基(C1-C8)烷基；(h20)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8 )烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳氧基(C1-C8)烷基；(h21)芳基(C1-C8)烷氧基(C1-C8)烷基；(h22)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷氧基(C1-C8)烷基；(h23)芳基(C1-C8)烷氧羰基(C1-C8)烷基；(h24)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基 、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷氧羰基(C1-C8)烷基；(h25)芳羰氧基(C1-C8)烷基；(h26)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳羰氧基(C1-C8)烷基；(h27)芳丙烷二腈亞胺氧基(C1-C8)烷基；(h28)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C5-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4 及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳丙烷二腈亞胺氧基(C1-C8)烷基；(h29)芳基(C1-C8)烷氧亞胺基(C1-C8)烷基；(h30)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C5-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷氧亞胺基(C1-C8)烷基；(h31)R4(R5)N羰氧基(C1-C8)烷基(式中，R4及R5與前述相同)；(h32)R4(R5)N羰基(C1-C8)烷基(式中，R4及R5與前述相同)；(h33)R4(R5)N羰基(R4)N(C1-C8)烷基(式中，R4及R5與前述相同、R4之間可為相同或相異)；(h34)雜環(C1-C8)烷基；或(h35)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8 )烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)(C2-C8)炔基之1~5個取代基的雜環(C1-C8)烷基；或表示以下之取代基(附加標記．的部份係表示與氮原子鍵結)； 「式中，B表示直鏈或分支鏈狀之(C1-C8)伸烷基；R7表示(i1)(C1-C8)烷基；R8表示(j1)氫原子；(j2)(C1-C8)烷基；(j3)氰基；(j4)(C1-C8)烷羰基；(j5)(C1-C8)鹵烷羰基；(j6)(C1-C8)烷氧羰基；(j7)芳基；(j8)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f) (C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基；(j9)芳磺醯基；或(j10)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳磺醯基，t表示0、或1」；R2表示(k1)氫原子；(k2)(C1-C8)烷基；(k3)(C3-C8)環烷基；或是(k4)(C3-C8)環烷基(C1-C8)烷基；或 (k5)R1與R2可鍵結而形成含有一個氮原子，且進一步可含有選自氧原子、氮原子、及硫原子之1~2個的可為相同或相異之雜原子的5~8員飽和含氮雜環；R3表示(l1)氫原子；(l2)(C1-C8)烷基；(l3)(C3-C8)環烷基；或(l4)(C3-C8)環烷基(C1-C8)烷基〕。 A phthalimin derivative represented by the general formula (I), or a salt thereof; general formula (I): Wherein X 1 represents (a1) a hydrogen atom; (a2) a halogen atom; (a3) (C 1 - C 8 ) alkyl; (a4) (C 1 - C 8 ) haloalkyl; (a5) ( C 1 -C 8) alkoxy; (a6) (C 1 -C 8) haloalkoxy; (a7) (C 1 -C 8) alkylthio; (a8) (C 1 -C 8) halogen Alkylthio; (a9) (C 1 -C 8 )alkylsulfinyl; (a10)(C 1 -C 8 )halosulfinyl; (a11)(C 1 -C 8 )alkane (a12) (C 1 -C 8 ) haloalkylsulfonyl; (a13) amine mercapto; (a14) amine; (a15) (C 1 - C 8 ) alkylamino; (a16) ( C 3 -C 8 )cycloalkylamino; (a17) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkylamino; (a18)(C 1 -C 8 )alkoxy (C 1 -C 8 )alkylamino; (a19) bis(C 1 -C 8 )alkylamino (alkyl may be the same or different); (a20) formamidine; (a21) (C 1 -C) 8 ) an alkylcarbonylamino group; (a22) (C 1 -C 8 ) alkoxycarbonylamino group; (a23) phenyl group; (a24) may be the same or different and have a halogen selected from the group consisting of (a) halogen Atom, (b) cyano, (c) nitro, (d) (C 1 -C 8 )alkyl, (e) halo(C 1 -C 8 )alkyl, (f) (C 1 -C 8 Alkoxy, (g) halo(C 1 -C 8 )alkoxy, (h)(C 2 -C 8 )alkenyloxy, (i)halo(C 2 -C 8 )alkenyloxy, ( j) (C 2 -C 8 ) alkynyloxy, (k)halogen (C 2 -C 8 )alkynyloxy, (1)(C 3 -C 8 )cycloalkoxy, (m)halo(C 3 -C 8 )cycloalkoxy, (n)(C 3 -C 8 ) Cycloalkyl (C 1 -C 8 ) alkoxy, (o) halo(C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (p)(C 1 -C 8 ) alkane Sulfur, (q) halo(C 1 -C 8 )alkylthio, (r)(C 1 -C 8 )alkylsulfinyl, (s)halo(C 1 -C 8 )alkylsulfinyl And (t) (C 1 -C 8 ) alkanesulfonyl, and (u) a phenyl group of 1 to 5 substituents of a halogen (C 1 -C 8 ) alkanesulfonyl group; (a25) phenoxy; Or (a26) may be the same or different and have a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, a (c) nitro group, a (d) (C 1 -C 8 ) alkyl group, ( e) halo(C 1 -C 8 )alkyl, (f)(C 1 -C 8 )alkoxy, (g)halo(C 1 -C 8 )alkoxy, (h)(C 2 -C 8 ) an alkenyloxy group, (i) a halogen (C 2 -C 8 ) alkenyloxy group, (j) a (C 2 -C 8 ) alkynyloxy group, (k) a halogen (C 2 -C 8 ) alkynyloxy group, (1) (C 3 -C 8 )cycloalkoxy, (m)halo(C 3 -C 8 )cycloalkoxy, (n)(C 3 -C 8 )cycloalkyl (C 1 -C 8 Alkoxy, (o) halo(C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (p)(C 1 -C 8 )alkylthio, (q)halo (C) 1 -C 8 )alkylthio, (r)(C 1 -C 8 )alkylsulfinyl, (s)halo(C 1 -C 8 )alkylsulfinyl, (t)( a C 1 -C 8 ) alkanesulfonyl group, and (a) a phenoxy group of 1 to 5 substituents of a halogen (C 1 -C 8 ) alkanesulfonyl group; X 2 may be the same or different, B2) a halogen atom; (b3) (C 1 -C 8 )alkyl; (b4) (C 1 -C 8 )haloalkyl; (b5)(C 1 -C 8 )alkoxy; (b6)( C 1 -C 8 )haloalkoxy; (b7)amine carbenyl; (b8)amine; (b9)(C 1 -C 8 )alkylamino; (b10)(C 3 -C 8 ) ring Alkylamine; (b11) (C 3 ~ C 8 ) cycloalkyl (C 1 ~ C 8 ) alkylamine; (b12) (C 1 ~ C 8 ) alkoxy (C 1 ~ C 8 ) alkylamine (b13) bis(C 1 -C 8 )alkylamino group (alkyl group may be the same or different); (b14) formamidine; (b15) (C 1 -C 8 ) alkylcarbonylamino group; (b16) (C 1 ~ C 8 ) alkoxycarbonylamino group; (b17) phenyl group; (b18) may be the same or different, having a ring selected from (a) a halogen atom, (b) a cyano group , (c) nitro, (d) (C 1 -C 8 )alkyl, (e) halo(C 1 -C 8 )alkyl, (f)(C 1 -C 8 )alkoxy, (g a halogen (C 1 -C 8 ) alkoxy group, (h) (C 2 -C 8 )alkenyloxy (Alkenyloxy), (i) a halogen (C 2 -C 8 )alkenyloxy group, (j) (C) 2 -C 8 )alkynyloxy, (k)halo(C 2 -C 8 )alkynyloxy, (l)(C 3 -C 8 )cycloalkoxy, (m)halo(C 3 -C 8 ) cycloalkoxy group, (n) (C 3 -C 8) Alkyl (C 1 -C 8) alkoxy, (o) halo (C 3 -C 8) cycloalkyl (C 1 -C 8) alkoxy, (p) (C 1 -C 8) alkylthio a (q) halo(C 1 -C 8 )alkylthio group, (r)(C 1 -C 8 )alkylsulfinyl, (s)halo(C 1 -C 8 )alkylsulfinyl, (t) (C 1 -C 8 ) alkanesulfonyl, and (u) a phenyl group of 1 to 5 substituents of a halogen (C 1 -C 8 ) alkanesulfonyl group; (b19) a phenoxy group; (b20) may be the same or different and have a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, a (d) (C 1 -C 8 ) alkyl group, (e) Halogen (C 1 -C 8 )alkyl, (f)(C 1 -C 8 )alkoxy, (g)halo(C 1 -C 8 )alkoxy, (h)(C 2 -C 8 Alkenyloxy, (i) halo(C 2 -C 8 )alkenyloxy, (j)(C 2 -C 8 )alkynyloxy, (k)halo(C 2 -C 8 )alkynyloxy, ( l) (C 3 -C 8 )cycloalkoxy, (m)halo(C 3 -C 8 )cycloalkoxy, (n)(C 3 -C 8 )cycloalkyl (C 1 -C 8 ) Alkoxy, (o) halo(C 8 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (p)(C 1 -C 8 )alkylthio, (q)halo (C 1 -C 8 )alkylthio, (r)(C 1 -C 8 )alkylsulfinyl, (s)halo(C 1 -C 8 )alkylsulfinyl, (t)(C 1 -C 8 a phenoxy group of 1 to 5 substituents of alkanesulfonyl group and (u) halogen (C 1 -C 8 ) alkanesulfonyl group, m represents 0, 1, 2, or 3; Y 1 represents (c1) a hydrogen atom; (c2) a halogen atom; (c3) a cyano group; (c4) a (C 1 - C 8 ) alkyl group; (c5) (C 1 - C 8 ) haloalkyl; (c6) (C 1 - C 8 ) alkoxy; (c7) (C 1 - C 8 ) haloalkoxy; (c8) (C 1 - C 8 ) alkylthio; (c9) (C 1 -C 8 ) haloalkylthio; (c10) (C 1 - C 8 ) alkylsulfinyl; (c11) (C 1 - C 8 ) halosulfinyl; (c12 (C 1 -C 8 ) alkanesulfonyl; or (c13) (C 1 -C 8 ) halosulfonyl; Y 2 may be the same or different, meaning (d2) a halogen atom; (d3) ( C 1 -C 8 )alkyl; (d4)(C 1 -C 8 )haloalkyl; (d5)(C 1 -C 8 )alkoxy; (d6)(C 1 -C 8 )haloalkoxy (d7)(C 1 -C 8 )alkylthio; (d8)(C 1 -C 8 )haloalkylthio; (d9)(C 1 -C 8 )alkylsulfinyl; (d10) (C 1 -C 8 ) haloalkylsulfinyl; (d11) (C 1 -C 8 ) alkanesulfonyl; or (d12) (C 1 -C 8 ) halosulfonyl; n represents 0, 1, or 2; Z 1 , Z 2 , and Z 3 may be the same or different and represent a nitrogen atom, CH, CY 2 , or CAQ (however, CAQ, in general formula (I), may also be only Z 1, Z 2, Z 3 and in any of a bond) a represents a linear or branched chain of (C 1 -C 8) extending alkyl group; Q represents a group selected to Condensed heterocyclic groups enumerated; "In the formula, the part marked with a mark indicates a bond with A, W 1 may be the same or different, indicating (e1) a hydrogen atom; (e2) a halogen atom; (e3) a cyano group; (e4) a formazan (e5) cyano (C 1 -C 8 )alkyl; (e6)(C 1 -C 8 )alkyl; (e7)(C 2 -C 8 )alkenyl; (e8)(C 2 - C 8 ) alkynyl; (e9) (C 2 -C 8 )haloalkenyl; (e10)(C 3 -C 8 )cycloalkyl; (e11)(C 3 -C 8 )cycloalkyl (C 1 -C 8 )alkoxy; (e12)(C 1 -C 8 )alkoxy; (e13)(C 1 -C 8 )alkoxy(C 1 -C 8 )alkyl; (e14)(C 1 -C 8 )haloalkyl; (e15)(C 1 -C 8 )haloalkoxy; (e16)(C 3 -C 8 )halocycloalkyl; (e17)(C 3 -C 8 )halide Cycloalkyl (C 1 -C 8 )alkyl; (e18)(C 1 -C 8 )alkylthio; (e19)(C 1 -C 8 )alkylsulfinyl; (e20)(C 1 - C 8 ) alkanesulfonyl; (e21) (C 1 -C 8 )alkylthio (C 1 -C 8 )alkyl; (e22)(C 1 -C 8 )alkylsulfinyl (C 1 - C 8 )alkyl; (e23)(C 1 -C 8 )alkylsulfonyl (C 1 -C 8 )alkyl; (e24)(C 1 -C 8 )haloalkylthio; (e25)(C 1 - C 8 ) haloalkylsulfinyl; (e26) (C 1 - C 8 ) halosulfonyl; (e27) (C 1 - C 8 ) alkoxycarbonyl; (e28) (C 2 - C 8) alkenyloxycarbonyl group; (e29) (C 1 -C 8) alkoxycarbonyl (C 1 -C 8) alkyl; (e30) (C 1 -C 8) alkylcarbonyl; (e31) (C 3 -C 8) cycloalkyl-carbonyl group; (e32) R 4 (R 5) N group (formula Wherein R 4 and R 5 may be the same or different and represent a hydrogen atom, (C 1 -C 8 )alkyl, (C 3 -C 8 )cycloalkyl, (C 2 -C 8 )alkenyl, ( C 2 -C 8 )alkynyl, (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkyl, (C 1 -C 8 )haloalkyl,(C 3 -C 8 )halocycloalkane a (C 1 -C 8 )alkylcarbonyl group, a (C 1 -C 8 ) alkoxycarbonyl group, an aryl group, which may be the same or different, having a ring selected from the group consisting of (a) a halogen atom and (b) a cyanogen. Base, (c) nitro, (d) methyl ketone, (e) (C 1 - C 8 ) alkyl, (f) (C 1 - C 8 ) haloalkyl, (g) (C 1 - C 8 ) alkoxy, (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy, (j) (C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 ) Halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl And (q) a carboxyl group, a (r) (C 1 -C 8 ) alkoxycarbonyl group, and an aryl group or an arylcarbonyl group of 1 to 5 substituents of the (s) phenoxy group, which may be the same or different Have an option on the ring (a) a halogen atom, (b) cyano, (c) nitro, (d) methyl acyl, (e) (C 1 -C 8) alkyl, (f) (C 1 -C 8) alkyl halide (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 )cycloalkyl (C 1 -C 8 Alkoxy group, (j) (C 1 -C 8 )alkylthio group, (k)(C 1 -C 8 )haloalkylthio group, (l)(C 1 -C 8 )alkylsulfinyl group, (m) (C 1 - C 8 ) haloalkylsulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p (C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, and (s) aryloxy, aryl, 1 to 5 substituents of phenoxy (C 1 -C 8 )alkyl, which may be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formazan group, e) (C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 ) Haloalkoxy, (i) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 - C 8 ) haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 Alkanesulfonyl, (o) (C 1 -C 8 ) halosulfonyl, (p) (C 1 -C 8 ) alkylcarbonyl, (q) A carboxyl group, a (r)(C 1 -C 8 ) alkoxycarbonyl group, and an aryl (C 1 -C 8 )alkyl group having 1 to 5 substituents of the (s) phenoxy group, or a heterocyclic group, may be the same Or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) a (C 1 -C 8 ) alkyl group, f) (C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 ) cycloalkyl (C 1 -C 8 ) alkoxy, (j) (C 1 - C 8 ) alkylthio, (k) (C 1 - C 8 ) haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 - C 8 ) alkoxycarbonyl, and (s) phenoxy 1 ~5 substituent heterocyclic groups, heterocyclic (C 1 -C 8 )alkyl groups, or may be the same or different, having a ring selected from (a) a halogen atom, (b) a cyano group, c) nitro, (d) formamidine, (e) (C 1 - C 8 ) alkyl, (f) (C 1 - C 8 ) haloalkyl, (g) (C 1 - C 8 ) alkane Oxyl, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8) alkylthio, (k) (C 1 -C 8) alkylthio halide , (L) (C 1 -C 8) alkyl sulfinyl group, (m) (C 1 -C 8) haloalkyl sulfinyl group, (n) (C 1 -C 8) acyl alkylsulfonyl, ( o) (C 1 -C 8 ) haloalkylsulfonyl, (p)(C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, and (s a heterocyclic (C 1 -C 8 )alkyl group of 1 to 5 substituents of a phenoxy group; (e33)R 4 (R 5 )N(C 1 -C 8 )alkyl (wherein R 4 And R 5 is the same as defined above; (e34) R 4 (R 5 )NCO-yl (wherein R 4 and R 5 are the same as defined above); (e35) R 4 (R 5 )NCOO-yl (wherein R 4 and R 5 are the same as defined above; (e36) R 4 (R 5 )NSO 2 - group (wherein R 4 and R 5 are the same as defined above); (e37) R 4 (R 5 )NCON (R 5 Wherein R 4 and R 5 are the same as defined above, and R 5 may be the same or different; (e38) aryl; (e39) may be the same or different, and is selected on the ring From (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) a (C 1 - C 8 ) alkyl group, (f) a (C 1 - C 8 ) halogen Alkyl, (g) (C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy group, (j) (C 1 -C 8 )alkylthio group, (k)(C 1 -C 8 )haloalkylthio group, (l)(C 1 -C 8 )alkylsulfinyl group , (m) (C 1 -C 8) alkyl halide Sulfo acyl, (n) (C 1 -C 8) acyl alkylsulfonyl, (o) (C 1 -C 8) haloalkyl sulfo acyl, (p) (C 1 -C 8) alkylcarbonyl, (q a carboxyl group, (r) (C 1 -C 8 ) alkoxycarbonyl group, and (s) an aryl group having 1 to 5 substituents of a phenoxy group; (e40) an aryloxycarbonyloxy group; (e41) may be The same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formazan group, (e) a (C 1 -C 8 ) alkyl group, (f) (C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 - C 8 ) cycloalkyl (C 1 -C 8 ) alkoxy, (j) (C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)( C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfinyl, (n)(C 1 -C 8 )alkylsulfonyl, (o)(C 1 -C 8 ) haloalkylsulfonyl, (p) (C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, and (s)phenoxy 1 to 5 substituents of aryloxycarbonyloxy; (e42)aryl(C 1 -C 8 )alkyl; (e43) may be the same or different and have a ring selected from (a) halogen Atom, (b) cyano group, (c) nitro group, (d) formamidine group, (e) (C 1 -C 8 ) alkyl group, (f) (C 1 -C 8 ) haloalkyl group, (g (C 1 -C 8 ) alkoxy, (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy, (j)(C 1 -C 8 )alkylthio, (k) (C 1 - C 8 ) haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n (C 1 -C 8 ) alkanesulfonyl, (o) (C 1 -C 8 ) halosulfonyl, (p) (C 1 -C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 -C 8 )alkoxycarbonyl, and (s) aryloxy (C 1 -C 8 )alkyl of 1 to 5 substituents; (e44)heterocyclic group; (e45) The same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formazan group, (e) a (C 1 -C 8 ) alkyl group, (f) (C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 - C 8 ) cycloalkyl (C 1 -C 8 ) alkoxy, (j) (C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)( C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfinyl, (n)(C 1 -C 8 )alkylsulfonyl, (o)(C 1 -C 8 ) haloalkylsulfonyl, (p) (C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, and (s)phenoxy 1 to 5 substituent heterocyclic group; (E46) heterocyclyl (C 1 -C 8) alkyl; or (E47) The same or different, selected based on a ring having (a) a halogen atom, (b) cyano, (c) nitro, (d) methyl acyl, (e) (C 1 -C 8) alkyl , (f) (C 1 - C 8 ) haloalkyl, (g) (C 1 - C 8 ) alkoxy, (h) (C 1 - C 8 ) haloalkoxy, (i) (C 3 -C 8 ) cycloalkyl (C 1 -C 8 ) alkoxy, (j) (C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l) (C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfinyl, (n)(C 1 -C 8 )alkylsulfonyl, (o)(C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 - C 8 ) alkoxycarbonyl, and (s) phenoxy a heterocyclic (C 1 -C 8 )alkyl group having 1 to 5 substituents; W 2 , W 2a , W 2b and W 2c may be the same or different and represent a (f1) hydrogen atom; (f2) (C) 1 -C 8 )alkyl; (f3)W 2 and W 2a or W 2b and W 2c bonded to the same carbon atom, >C=O group; (f4)W 2 and W 2a or W 2b and W 2c When bonded to the same carbon atom, >C=NR 6 group (wherein R 6 represents a cyano group, a (C 1 -C 8 )alkyl group, or a (C 1 -C 8 ) alkoxy group); (f5) In Q18 or Q27, W 2 is bonded to W 3 to form a saturated nitrogen-containing heterocyclic ring containing 5 to 8 members of a nitrogen atom; (f6) a halogen atom; (f7) (C 1 -C 8 ) alkoxy; or (f8) W 2b and W 2c may be bonded and together with the bonded carbon atoms form an unsubstituted 5-8 membered saturated or unsaturated aliphatic ring, The aliphatic ring contains 0 to 2 oxygen atoms; W 3 and W 3a may be the same or different, and represent (m1) a hydrogen atom; (m2) a cyano group; (m3) a formazan group; (m4) a cyano group ( C 1 -C 8 )alkyl; (m5)(C 1 -C 8 )alkyl; (m6)(C 2 -C 8 )alkenyl; (m7)(C 2 -C 8 )alkynyl; (m8 (C 2 -C 8 )haloalkenyl; (m9)(C 3 -C 8 )cycloalkyl; (m10)(C 1 -C 8 )alkoxy(C 1 -C 8 )alkyl; M11)(C 1 -C 8 )haloalkyl; (m12)(C 3 -C 8 )halocycloalkyl; (m13)(C 3 -C 8 )halocycloalkyl(C 1 -C 8 ) alkane (m14)(C 1 -C 8 )alkylthio(C 1 -C 8 )alkyl; (m15)(C 1 -C 8 )alkylsulfinyl (C 1 -C 8 )alkyl; (m16) (C 1 -C 8 )alkylsulfonyl (C 1 -C 8 )alkyl; (m17)(C 1 -C 8 )alkoxycarbonyl; (m18)(C 2 -C 8 )alkenyloxy a carbonyl group; (m19) (C 1 -C 8 ) alkoxycarbonyl (C 1 -C 8 )alkyl; (m20)(C 1 -C 8 )alkylcarbonyl; (m21)(C 3 -C 8 )cycloalkane carbonyl group; an alkyl group (wherein, R 4 and R 5 the same as defined above) (m22) R 4 (R 5) N (C 1 -C 8); (m23) R 4 (R 5) NCO- group (wherein R 4 R 5 and the same); (m24) R 4 ( R 5) NCOO- group (wherein, R 4 and R 5 are the same); (m25) R 4 ( R 5) NSO 2 - group ( wherein, R 4 R 5 is the same and the); (m26) R 4 ( R 5) NCON (R 5) - group (wherein, R 4 and R 5 the same as defined above); (M27) aryl; ( M28) may be the same or different and have a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, and (e) (C 1 - C 8 ). An alkyl group, (f) (C 1 - C 8 ) haloalkyl group, (g) (C 1 - C 8 ) alkoxy group, (h) (C 1 - C 8 ) haloalkoxy group, (i) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o (C 1 -C 8 ) haloalkylsulfonyl, (p)(C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, and (s) An aryl group having 1 to 5 substituents of a phenoxy group; (m29) an aryl (C 1 -C 8 ) alkyl group; (m30) may be the same or different and having a halogen selected from the group consisting of (a) halogen Atom, (b) cyano group, (c) nitro group, (d) formamidine group, (e) (C 1 -C 8 ) alkyl group, (f) (C 1 -C 8 ) haloalkyl group, (g ) (C 1 -C 8) alkoxy , (H) (C 1 -C 8) haloalkoxy, (i) (C 3 -C 8) cycloalkyl (C 1 -C 8) alkoxy, (j) (C 1 -C 8) Alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfinium a group, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl , (r) (C 1 -C 8 ) alkoxycarbonyl, and (s) aryloxy (C 1 -C 8 )alkyl of 1 to 5 substituents of the phenoxy group; (m31)heterocyclic group; M32) may be the same or different and have a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, and (e) (C 1 - C 8 ). An alkyl group, (f) (C 1 - C 8 ) haloalkyl group, (g) (C 1 - C 8 ) alkoxy group, (h) (C 1 - C 8 ) haloalkoxy group, (i) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o (C 1 -C 8 ) haloalkylsulfonyl, (p)(C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, and (s) a phenoxy group of 1 to 5 substituents heterocyclyl; (M33) heterocyclyl (C 1 -C 8) alkyl; (M34) may be the same or different, selected from (a) halogen atom, (b) cyano, (c) nitro, (d) methyl acyl fastened to the ring, (e) (C 1 -C 8 ) alkyl, (f) (C 1 - C 8 ) haloalkyl, (g) (C 1 - C 8 ) alkoxy, (h) (C 1 - C 8 ) haloalkoxy, (i (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio , (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, ( o) (C 1 -C 8 ) haloalkylsulfonyl, (p)(C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, and (s a heterocyclic (C 1 -C 8 )alkyl group having 1 to 5 substituents of a phenoxy group; W 4 , W 5 , W 6 , and W 7 may be the same or different and represent a (g1) hydrogen atom; (g2) a halogen atom; (g3) a cyano group; (g4) a formazan group; (g5) a cyano group (C 1 -C 8 )alkyl group; (g6) a (C 1 -C 8 )alkyl group; (g7) (C 2 -C 8 )alkenyl; (g8)(C 2 -C 8 )alkynyl; (g9)(C 2 -C 8 )haloalkenyl; (g10)(C 3 -C 8 )cycloalkyl (g11)(C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy; (g12)(C 1 -C 8 )alkoxy; (g13)(C 1 -C 8 )alkane Oxy (C 1 -C 8 )alkyl; (g14)(C 1 -C 8 )haloalkyl; (g15) (C 1 -C 8 ) haloalkoxy; (g16) (C 3 -C 8 ) halocycloalkyl; (g17) (C 3 -C 8 ) halocycloalkyl (C 1 -C 8 An alkyl group; (g18) (C 1 - C 8 ) alkylthio; (g19) (C 1 - C 8 ) alkylsulfinyl; (g20) (C 1 - C 8 ) alkanesulfonyl; G21) (C 1 -C 8 )alkylthio(C 1 -C 8 )alkyl; (g22)(C 1 -C 8 )alkylsulfinyl (C 1 -C 8 )alkyl; (g23) (C 1 -C 8 )alkylsulfonyl (C 1 -C 8 )alkyl; (g24)(C 1 -C 8 )haloalkylthio; (g25)(C 1 -C 8 )halosulfin acyl; (g26) (C 1 -C 8) alkyl sulfonic acyl halide; (g27) (C 1 -C 8) alkoxycarbonyl; (g28) (C 2 -C 8) alkenyloxycarbonyl group; (G29) (C 1 -C 8 )alkoxycarbonyl(C 1 -C 8 )alkyl; (g30)(C 1 -C 8 )alkylcarbonyl; or (g31)(C 3 -C 8 )cycloalkanecarbonyl,p represents 0, 1, or 2"; R 1 represents (h1)(C 1 -C 8 )alkyl; (h2)(C 2 -C 8 )alkenyl; (h3)(C 2 -C 8 )alkynyl; (h4) (C 3 -C 8 )cycloalkyl; (h5)(C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkyl; (h6)hydroxy(C 1 -C 8 )alkyl (h7)(C 1 -C 8 )alkoxy(C 1 -C 8 )alkyl; (h8)(C 1 -C 8 )alkylthio(C 1 -C 8 )alkyl; (h9) (C 1 -C 8 )alkylsulfinyl (C 1 -C 8 )alkyl; (h10)(C 1 -C 8 )alkylsulfonyl (C 1 -C 8 )alkyl; (h11)aryl; (h12) may be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a mercapto group, (e) (C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)( C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, k) (C 1 -C 8 ) haloalkylthio, (l) (C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfinyl, (n) (C 1 -C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r) ( C 1 -C 8 )alkoxycarbonyl, (s)R 4 (R 5 )N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) 1 to 5 substituents of the phenoxy group Aryl; (h13) arylthio(C 1 -C 8 )alkyl; (h14) may be the same or different, having a ring selected from (a) a halogen atom, (b) a cyano group, (c) Nitro, (d)carbamyl, (e)(C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy a group, (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy, (j) (C 1 -C 8 ) alkylthio, (k) (C 1 - C 8 ) haloalkylthio, (l) (C 1 -C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 - C 8 ) alkoxycarbonyl, (s) R 4 (R 5 ) N a carbonyl group (wherein R 4 and R 5 are the same as defined above), and (t) an arylthio(C 1 -C 8 )alkyl group having 1 to 5 substituents of the phenoxy group; (h15) aryl group (C) 1 -C 8 )alkylthio(C 1 -C 8 )alkyl; (h16) may be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) Nitro, (d)carbamyl, (e)(C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy , (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy, (j) (C 1 -C 8 ) Alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfinium a group, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl (r) (C 1 - C 8 ) alkoxycarbonyl, (s) R 4 (R 5 ) N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) phenoxy 1~ 5 substituents of aryl (C 1 -C 8 )alkylthio (C 1 -C 8 ) an alkyl group; (h17) an aryl (C 1 -C 8 ) alkyl group; (h18) may be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, c) nitro, (d) formamidine, (e) (C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 ) alkane Oxyl, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 ) alkylthio, (k) (C 1 - C 8 ) haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halo Sulfonyl, (n) (C 1 -C 8 ) alkanesulfonyl, (o) (C 1 -C 8 ) halosulfonyl, (p) (C 1 -C 8 ) alkylcarbonyl, (q a carboxyl group, (r) (C 1 -C 8 ) alkoxycarbonyl group, (s) R 4 (R 5 )N carbonyl group (wherein R 4 and R 5 are the same as defined above), and (t) phenoxy group 1 to 5 substituents of aryl(C 1 -C 8 )alkyl; (h19)aryloxy(C 1 -C 8 )alkyl; (h20) may be the same or different and have a ring Selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) a (C 1 - C 8 ) alkyl group, (f) (C 1 - C 8 ) Haloalkyl, (g) (C 1 -C 8 ) alkoxy, (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 - C 8 ) alkoxy, (j) (C 1 -C 8 )alkylthio, (k) (C 1 -C 8 ) haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 - C 8 An alkoxycarbonyl group, (s) R 4 (R 5 ) N carbonyl group (wherein R 4 and R 5 are the same as defined above), and (t) an aryloxy group having 1 to 5 substituents of a phenoxy group (C) 1 -C 8 )alkyl; (h21)aryl(C 1 -C 8 )alkoxy(C 1 -C 8 )alkyl; (h22) may be the same or different and have a ring selected from the ring (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) a (C 1 - C 8 ) alkyl group, (f) a (C 1 - C 8 ) halane (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 )cycloalkyl (C 1 -C 8 Alkoxy group, (j) (C 1 -C 8 )alkylthio group, (k)(C 1 -C 8 )haloalkylthio group, (l)(C 1 -C 8 )alkylsulfinyl group, (m) (C 1 - C 8 ) haloalkylsulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p (C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, (s)R 4 (R 5 )N carbonyl (wherein R 4 and R 5 The same as the above), and (t) the aryl group of 1 to 5 substituents (C 1 -C 8) alkoxy (C 1 -C 8) alkyl; (H23) aryl (C 1 -C 8) alkoxycarbonyl (C 1 -C 8) alkyl; (H24) may be The same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formazan group, (e) a (C 1 -C 8 ) alkyl group, (f) (C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 - C 8 ) cycloalkyl (C 1 -C 8 ) alkoxy, (j) (C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)( C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfinyl, (n)(C 1 -C 8 )alkylsulfonyl, (o)(C 1 -C 8 ) haloalkylsulfonyl, (p) (C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, (s)R 4 (R 5 ) N-carbonyl group (wherein, R 4 R 5 and the same as defined above), and 1 to 5 aryl (C 1 -C 8) alkoxycarbonyl (C 1 -C 8 substituted group (t) of the phenoxy (h25) arylcarbonyloxy(C 1 -C 8 )alkyl; (h26) may be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) nitro, (d) methyl thiol, (e) (C 1 - C 8 ) alkyl, (f) (C 1 - C 8 ) haloalkyl, (g) (C 1 - C 8 ) Alkoxy, (h) (C 1 -C 8 ) haloalkoxy, ( i) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylsulfide a group, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) haloalkylsulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 - C 8 ) alkoxycarbonyl, (s R 4 (R 5 ) N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) an arylcarbonyloxy (C 1 -C 8 ) alkane having 1 to 5 substituents of the phenoxy group (h27) an aromatic propane dinitrite imidooxy (C 1 -C 8 ) alkyl group; (h28) may be the same or different, having a ring selected from the group consisting of (a) a halogen atom and (b) a cyanide Base, (c) nitro, (d) methyl ketone, (e) (C 1 - C 8 ) alkyl, (f) (C 1 - C 8 ) haloalkyl, (g) (C 1 - C 8 ) alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 5 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 ) Halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl , (q) carboxyl, (r) (C 1 - C 8 ) alkoxycarbonyl, (s) R 4 (R 5 ) N carbonyl a group (wherein R 4 and R 5 are the same as defined above), and (t) an arpropane dinitrite imidooxy (C 1 -C 8 ) alkyl group having 1 to 5 substituents of a phenoxy group; (h29 An aryl (C 1 -C 8 ) alkoxyimino(C 1 -C 8 )alkyl group; (h30) may be the same or different and have a ring atom selected from (a) a halogen atom, (b) ) cyano, (c) nitro, (d) decyl, (e) (C 1 - C 8 ) alkyl, (f) (C 1 - C 8 ) haloalkyl, (g) (C 1 -C 8 ) alkoxy group, (h) (C 1 -C 8 ) haloalkoxy group, (i) (C 5 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy group, (j) (C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 ) Halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) An alkylcarbonyl group, (q) carboxyl group, (r) (C 1 -C 8 ) alkoxycarbonyl group, (s) R 4 (R 5 )N carbonyl group (wherein R 4 and R 5 are the same as defined above), and (t An aryl (C 1 -C 8 ) alkoxyimino(C 1 -C 8 )alkyl group having 1 to 5 substituents of a phenoxy group; (h31)R 4 (R 5 )Ncarbonyloxy group ( C 1 -C 8 )alkyl (wherein R 4 and R 5 are the same as defined above); (h32) R 4 (R 5 )N carbonyl (C 1 -C 8 )alkyl (wherein R 4 and R 5 is the same as above); (h33)R 4 (R 5 )Ncarbonyl(R 4 )N(C 1 -C 8 )alkyl (wherein R 4 and R 5 are the same as defined above, and R 4 may be the same or different); (h34) a ring (C 1 -C 8 )alkyl; or (h35) may be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) Mercapto, (e)(C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k (C 1 -C 8 ) haloalkylthio, (l) (C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfinyl, (n)( C 1 -C 8 ) alkanesulfonyl, (o)(C 1 -C 8 )halosulfonyl, (p)(C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 - C 8 ) alkoxycarbonyl, (s) R 4 (R 5 ) N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) (C 2 -C 8 ) alkynyl 1~ a 5-substituted heterocyclic (C 1 -C 8 )alkyl group; or a substituent represented by the following (additional labeling. The part is expressed as a bond with a nitrogen atom); Wherein B represents a linear or branched (C 1 -C 8 )alkyl group; R 7 represents (i1)(C 1 -C 8 )alkyl; and R 8 represents (j1) a hydrogen atom; J2) (C 1 -C 8 )alkyl; (j3)cyano; (j4)(C 1 -C 8 )alkylcarbonyl; (j5)(C 1 -C 8 )halocarbonyl; (j6)(C 1 - C 8 ) alkoxycarbonyl; (j7) aryl; (j8) may be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) indolyl, (e)(C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy, (j)(C 1 -C 8 )alkylthio , (k) (C 1 - C 8 ) haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, ( n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r (C 1 -C 8 ) alkoxycarbonyl, (s) R 4 (R 5 ) N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) 1 to 5 substituents of phenoxy a aryl group; (j9) aryl sulfonyl; or (j10) which may be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, d) Hyperthyroidism a group, (e) (C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 - C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)( C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfinyl, (n)(C 1 -C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 - C 8 ) alkoxycarbonyl, (s) R 4 (R 5 ) N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) aryl sulfonium of 1 to 5 substituents of phenoxy Base, t represents 0, or 1"; R 2 represents (k1) hydrogen atom; (k2) (C 1 - C 8 ) alkyl; (k3) (C 3 - C 8 ) cycloalkyl; or (k4 (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkyl; or (k5)R 1 and R 2 may be bonded to form a nitrogen atom, and further may be selected from an oxygen atom, nitrogen 5 to 8 membered saturated nitrogen-containing heterocycles of the same or different heteroatoms of the atom and the sulfur atom; R 3 represents a (l1) hydrogen atom; (l2) (C 1 - C 8 ) Alkyl; (l3) (C 3 -C 8 )cycloalkyl; or (l4)(C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkyl]. 如請求項1之鄰苯二甲醯胺衍生物、或其鹽類，其中，X1為(a1)氫原子；(a2)鹵素原子；(a3)(C1-C8)烷基；(a4)(C1-C8)鹵烷基；(a5)(C1-C8)烷氧基；(a6)(C1-C8)鹵烷氧基；(a7)(C1-C8)烷硫基；(a8)(C1-C8)鹵烷硫基；(a9)(C1-C8)烷亞磺醯基；(a10)(C1-C8)鹵烷亞磺醯基；(a11)(C1-C8)烷磺醯基；或為(a12)(C1-C8)鹵烷磺醯基；X1以外之取代基係如請求項1之定義。 The phthalimin derivative of claim 1, or a salt thereof, wherein X 1 is (a1) a hydrogen atom; (a2) a halogen atom; (a3) (C 1 - C 8 ) alkyl; A4) (C 1 -C 8 )haloalkyl; (a5)(C 1 -C 8 )alkoxy; (a6)(C 1 -C 8 )haloalkoxy; (a7)(C 1 -C 8 ) alkylthio; (a8) (C 1 - C 8 ) haloalkylthio; (a9) (C 1 - C 8 ) alkylsulfinyl; (a10) (C 1 - C 8 ) haloalkyl a sulfonyl group; (a11) (C 1 -C 8 ) alkanesulfonyl; or (a12) (C 1 -C 8 ) halosulfonyl; a substituent other than X 1 is as defined in claim 1 . 如請求項1之鄰苯二甲醯胺衍生物、或其鹽類，其中，X2為(b2)鹵素原子；(b3)(C1-C8)烷基；(b4)(C1-C8)鹵烷基；(b5)(C1-C8)烷氧基；或為(b6)(C1-C8)鹵烷氧基；X2以外之取代基係如請求項1之定義。 The phthalimin derivative of claim 1, or a salt thereof, wherein X 2 is (b2) a halogen atom; (b3) (C 1 - C 8 ) alkyl; (b4) (C 1 - C 8 ) haloalkyl; (b5) (C 1 -C 8 ) alkoxy; or (b6) (C 1 -C 8 ) haloalkoxy; substituents other than X 2 are as claimed in claim 1 definition. 如請求項1之鄰苯二甲醯胺衍生物、或其鹽類，其中，X1為(a1)氫原子；(a2)鹵素原子；(a3)(C1-C8)烷基；(a4)(C1-C8)鹵烷基；(a5)(C1-C8)烷氧基；(a6)(C1-C8)鹵烷氧基；(a7)(C1-C8)烷硫基；(a8)(C1-C8)鹵烷硫基；(a9)(C1-C8)烷亞磺醯基；(a10)(C1-C8)鹵烷亞磺醯基；(a11)(C1-C8)烷磺醯基；或為(a12)(C1-C8)鹵烷磺醯基； X2為(b2)鹵素原子；(b3)(C1-C8)烷基；(b4)(C1-C8)鹵烷基；(b5)(C1-C8)烷氧基；或為(b6)(C1-C8)鹵烷氧基；X1及X2以外之取代基係如請求項1之定義。 The phthalimin derivative of claim 1, or a salt thereof, wherein X 1 is (a1) a hydrogen atom; (a2) a halogen atom; (a3) (C 1 - C 8 ) alkyl; A4) (C 1 -C 8 )haloalkyl; (a5)(C 1 -C 8 )alkoxy; (a6)(C 1 -C 8 )haloalkoxy; (a7)(C 1 -C 8 ) alkylthio; (a8) (C 1 - C 8 ) haloalkylthio; (a9) (C 1 - C 8 ) alkylsulfinyl; (a10) (C 1 - C 8 ) haloalkyl Sulfosyl; (a11) (C 1 -C 8 ) alkanesulfonyl; or (a12)(C 1 -C 8 )halosulfonyl; X 2 is (b2)halogen; (b3)( C 1 -C 8 )alkyl; (b4)(C 1 -C 8 )haloalkyl; (b5)(C 1 -C 8 )alkoxy; or (b6)(C 1 -C 8 )halide Alkoxy; substituents other than X 1 and X 2 are as defined in claim 1. 如請求項1之鄰苯二甲醯胺衍生物、或其鹽類，其中，X1表示(a1)氫原子；(a2)鹵素原子；(a7)(C1-C8)烷硫基；(a9)(C1-C8)烷亞磺醯基；或(a11)(C1-C8)烷磺醯基；X2表示(b2)鹵素原子；m表示0、或1；Y1表示(c1)氫原子；(c2)鹵素原子；(c3)氰基；(c4)(C1-C8)烷基；(c6)(C1-C8)烷氧基； (c8)(C1-C8)烷硫基；或(c10)(C1-C8)烷亞磺醯基；Y2表示(d2)鹵素原子；(d3)(C1-C8)烷基；(d4)(C1-C8)鹵烷基；(d5)(C1-C8)烷氧基；或(d6)(C1-C8)鹵烷氧基；n表示0或1；Q表示Q1、Q3、Q4、Q5、Q6、Q7、Q8、Q9、Q10、Q11、Q12、Q13、Q16、Q18、Q19、Q21、Q23、Q24、Q25、Q26、Q27、Q28、Q29、Q30、或Q31「在此，W1可為相同或相異，表示(e1)氫原子；(e2)鹵素原子；(e6)(C1-C8)烷基；(e10)(C3-C8)環烷基；(e11)(C3-C8)環烷基(C1-C8)烷氧基；(e12)(C1-C8)烷氧基；(e13)(C1-C8)烷氧基(C1-C8)烷基；(e14)(C1-C8)鹵烷基；(e15)(C1-C8)鹵烷氧基；(e18)(C1-C8)烷硫基；(e19)(C1-C8)烷亞磺醯基； (e21)(C1-C8)烷硫基(C1-C8)烷基；(e22)(C1-C8)烷亞磺醯基(C1-C8)烷基；(e23)(C1-C8)烷磺醯基(C1-C8)烷基；(e27)(C1-C8)烷氧羰基；(e29)(C1-C8)烷氧羰基(C1-C8)烷基；(e32)R4(R5)N基(式中，R4及R5可為相同或相異，表示氫原子、(C1-C8)烷基、(C3-C8)環烷基、(C2-C8)烯基、(C2-C8)炔基、(C3-C8)環烷基(C1-C8)烷基、(C1-C8)鹵烷基、(C3-C8)鹵環烷基、(C1-C8)烷羰基、(C1-C8)烷氧羰基、芳基、可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳基、芳羰基、可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵 烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳羰基、芳基(C1-C8)烷基、可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳基(C1-C8)烷基；雜環基、可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的雜環基、雜環(C1-C8)烷基、或可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l) (C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的雜環(C1-C8)烷基)；(e33)R4(R5)N(C1-C8)烷基(式中，R4及R5與前述相同)；(e34)R4(R5)NCO-基(式中，R4及R5與前述相同)；(e35)R4(R5)NCOO-基(式中，R4及R5與前述相同)；(e36)R4(R5)NSO2-基(式中，R4及R5與前述相同)；(e37)R4(R5)NCON(R5)-基(式中，R4及R5與前述相同，R5之間可為相同或相異)；(e38)芳基；(e39)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳基；(e44)雜環基；或(e46)雜環(C1-C8)烷基；W4、W5、W6、及W7可為相同或相異，表示 (g1)氫原子；(g2)鹵素原子；(g6)(C1-C8)烷基；(g12)(C1-C8)烷氧基；(g14)(C1-C8)鹵烷基；或(g27)(C1-C8)烷氧羰基；p表示0」；R1表示(h1)(C1-C8)烷基；(h2)(C2-C8)烯基；(h3)(C2-C8)炔基；(h5)(C3-C8)環烷基(C1-C8)烷基；(h7)(C1-C8)烷氧基(C1-C8)烷基；(h8)(C1-C8)烷硫基(C1-C8)烷基；(h9)(C1-C8)烷亞磺醯基(C1-C8)烷基；(h10)(C1-C8)烷磺醯基(C1-C8)烷基；(h12)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中 ，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基；(h14)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳硫基(C1-C8)烷基；(h16)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷硫基(C1-C8)烷基；(h17)芳基(C1-C8)烷基；(h18)可為相同或相異，係於環上具有選自(a)鹵素原子、 (b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷基；(h20)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳氧基(C1-C8)烷基；(h22)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯 基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷氧基(C1-C8)烷基；(h24)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷氧羰基(C1-C8)烷基；(h26)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳羰 氧基(C1-C8)烷基；(h28)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C5-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳丙烷二腈亞胺氧基(C1-C8)烷基；(h30)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C5-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷氧亞胺基(C1-C8)烷基；(h31)R4(R5)N羰氧基(C1-C8)烷基(式中，R4及R5與前述相同)；(h32)R4(R5)N羰基(C1-C8)烷基(式中，R4及R5與前 述相同)；(h33)R4(R5)N羰基(R4)N(C1-C8)烷基(式中，R4及R5與前述相同、R4之間可為相同或相異)；或(h34)雜環(C1-C8)烷基；或表示以下之取代基(附加標記．的部份係表示與氮原子鍵結)； 「式中，B表示直鏈或分支鏈狀之(C1-C8)伸烷基；R7表示(i1)(C1-C8)烷基；R8表示(j1)氫原子；(j2)(C1-C8)烷基；(j3)氰基；(j4)(C1-C8)烷羰基；(j5)(C1-C8)鹵烷羰基；(j6)(C1-C8)烷氧羰基；(j8)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1- C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基；或(j10)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳磺醯基，t表示0、或1」；R2表示(k1)氫原子；或是(k2)(C1-C8)烷基；(k5)或、R1與R2可鍵結而形成含有一個氮原子，且進一步可含有選自氧原子、氮原子、及硫原子之1~2個的可為相同或相異之雜原子的5~8員飽和含氮雜環；R3為 (l1)氫原子；或(l2)(C1-C8)烷基，上述各取代基以外之取代基係如請求項1之定義。 The phthalimin derivative of claim 1, or a salt thereof, wherein X 1 represents (a1) a hydrogen atom; (a2) a halogen atom; (a7) (C 1 - C 8 ) alkylthio; (a9) (C 1 - C 8 ) alkylsulfinyl; or (a11) (C 1 - C 8 ) alkanesulfonyl; X 2 represents (b2) a halogen atom; m represents 0, or 1; Y 1 Represents (c1) a hydrogen atom; (c2) a halogen atom; (c3) a cyano group; (c4) a (C 1 -C 8 ) alkyl group; (c6) a (C 1 -C 8 ) alkoxy group; (c8) ( C 1 -C 8 )alkylthio; or (c10)(C 1 -C 8 )alkylsulfinyl; Y 2 represents (d2)halogen; (d3)(C 1 -C 8 )alkyl; D4) (C 1 -C 8 )haloalkyl; (d5)(C 1 -C 8 )alkoxy; or (d6)(C 1 -C 8 )haloalkoxy; n represents 0 or 1; Q Indicates Q1, Q3, Q4, Q5, Q6, Q7, Q8, Q9, Q10, Q11, Q12, Q13, Q16, Q18, Q19, Q21, Q23, Q24, Q25, Q26, Q27, Q28, Q29, Q30, or Q31 "Where, W 1 may be the same or different, and represents (e1) a hydrogen atom; (e2) a halogen atom; (e6) a (C 1 - C 8 ) alkyl group; (e10) (C 3 - C 8 ) Cycloalkyl; (e11) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy; (e12)(C 1 -C 8 )alkoxy; (e13)(C 1 -C 8) alkoxy (C 1 -C 8) alkyl; (e14) (C 1 -C 8) Alkyl; (e15) (C 1 -C 8) haloalkoxy; (e18) (C 1 -C 8) alkylthio; (e19) (C 1 -C 8) alkyl sulfinyl group; (E21 (C 1 -C 8 )alkylthio (C 1 -C 8 )alkyl; (e22)(C 1 -C 8 )alkylsulfinyl (C 1 -C 8 )alkyl; (e23)( C 1 -C 8 )alkylsulfonyl (C 1 -C 8 )alkyl; (e27)(C 1 -C 8 )alkoxycarbonyl; (e29)(C 1 -C 8 )alkoxycarbonyl (C 1 -C 8 )alkyl; (e32)R 4 (R 5 )N group (wherein R 4 and R 5 may be the same or different, and represent a hydrogen atom, (C 1 -C 8 )alkyl group, (C 3- C 8 )cycloalkyl, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkyl, ( C 1 -C 8 )haloalkyl, (C 3 -C 8 )halocycloalkyl, (C 1 -C 8 )alkylcarbonyl, (C 1 -C 8 )alkoxycarbonyl, aryl, may be the same or Different from the ring, having a ring selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) a (C 1 -C 8 ) alkyl group, (f (C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 a cycloalkyl (C 1 -C 8 ) alkoxy group, (j) (C 1 -C 8 )alkylthio group, (k)(C 1 -C 8 )haloalkylthio group, (l) (C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halane Sulfosyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, ( q) a carboxyl group, a (r)(C 1 -C 8 ) alkoxycarbonyl group, and an aryl group or an arylcarbonyl group of 1 to 5 substituents of the (s) phenoxy group, which may be the same or different and attached to the ring Having selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) a (C 1 -C 8 ) alkyl group, (f) (C 1 -C 8 Haloalkyl, (g) (C 1 -C 8 ) alkoxy, (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy group, (j) (C 1 -C 8 )alkylthio group, (k)(C 1 -C 8 )haloalkylthio group, (l)(C 1 -C 8 )alkyl sulfinic acid Sulfhydryl, (m) (C 1 -C 8 ) haloalkylsulfinyl, (n) (C 1 -C 8 ) alkanesulfonyl, (o) (C 1 -C 8 ) halosulfonyl , (p) (C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, and (s) aryloxycarbonyl group of 1 to 5 substituents of phenoxy group An aryl (C 1 -C 8 )alkyl group which may be the same or different and has a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, and (d) a formazan group. a group, (e) (C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 - C 8 ) haloalkoxy, (i) (C 3 -C 8 a cycloalkyl (C 1 -C 8 ) alkoxy group, (j) (C 1 -C 8 )alkylthio group, (k)(C 1 -C 8 )haloalkylthio group, (l) (C 1 -C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) a halosulfonyl group, (p) (C 1 - C 8 ) alkylcarbonyl group, (q) carboxyl group, (r) (C 1 - C 8 ) alkoxycarbonyl group, and (s) phenoxy group 1~ 5 substituents of aryl(C 1 -C 8 )alkyl; heterocyclyl, which may be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) Nitro, (d)carbamyl, (e)(C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy , (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy, (j) (C 1 -C 8 ) Alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfinium a group, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl , (r) (C 1 -C 8 ) alkoxycarbonyl, and (s) a heterocyclic group of 1 to 5 substituents of a phenoxy group, a heterocyclic (C 1 -C 8 )alkyl group, or may be the same Or different, attached to the ring having (a) halogen (b) cyano group, (c) nitro group, (d) methionyl group, (e) (C 1 -C 8 ) alkyl group, (f) (C 1 -C 8 ) haloalkyl group, (g (C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy , (j) (C 1 - C 8 ) alkylthio, (k) (C 1 - C 8 ) haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) ( C 1 -C 8 ) haloalkylsulfinyl, (n) (C 1 -C 8 ) alkanesulfonyl, (o) (C 1 -C 8 ) halosulfonyl, (p) (C 1 -C 8 ) an alkylcarbonyl group, a (q) carboxyl group, a (r)(C 1 -C 8 ) alkoxycarbonyl group, and a heterocyclic ring (C 1 -C 8 ) of 1 to 5 substituents of the (s) phenoxy group (e33)R 4 (R 5 )N(C 1 -C 8 )alkyl (wherein R 4 and R 5 are the same as defined above); (e34)R 4 (R 5 )NCO-based ( Wherein R 4 and R 5 are the same as defined above; (e35) R 4 (R 5 )NCOO-yl (wherein R 4 and R 5 are the same as defined above); (e36) R 4 (R 5 )NSO 2 a group (wherein R 4 and R 5 are the same as defined above); (e37) R 4 (R 5 )NCON(R 5 )- group (wherein R 4 and R 5 are the same as defined above, and R 5 is the same (e38) aryl; (e39) may be the same or different, having a ring selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) )methanosyl, (e) (C 1 -C 8 An alkyl group, (f) (C 1 - C 8 ) haloalkyl group, (g) (C 1 - C 8 ) alkoxy group, (h) (C 1 - C 8 ) haloalkoxy group, (i) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o (C 1 -C 8 ) haloalkylsulfonyl, (p)(C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, and (s) An aryl group having 1 to 5 substituents of a phenoxy group; (e44) a heterocyclic group; or (e46) a heterocyclic (C 1 - C 8 ) alkyl group; W 4 , W 5 , W 6 , and W 7 may be used. Is the same or different, and represents (g1) a hydrogen atom; (g2) a halogen atom; (g6) (C 1 - C 8 ) alkyl; (g12) (C 1 - C 8 ) alkoxy; (g14) ( C 1 -C 8 )haloalkyl; or (g27)(C 1 -C 8 )alkoxycarbonyl;p represents 0"; R 1 represents (h1)(C 1 -C 8 )alkyl; (h2)( C 2 -C 8 )alkenyl; (h3)(C 2 -C 8 )alkynyl; (h5)(C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkyl; (h7)(C 1 -C 8 ) alkoxy(C 1 -C 8 )alkyl; (h8)(C 1 -C 8 )alkylthio(C 1 -C 8 )alkyl; (h9)(C 1 -C 8 Alkylsulfinyl (C 1 -C 8 )alkyl; (h10) (C 1 -C 8 ) alkanesulfonyl (C 1 -C 8 )alkyl; (h12) may be the same or different and have a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formazan group, e) (C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 ) Haloalkoxy, (i) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 - C 8 ) haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 Alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 - C 8 ) An alkoxycarbonyl group, (s) R 4 (R 5 ) N carbonyl group (wherein R 4 and R 5 are the same as defined above), and (t) an aryl group having 1 to 5 substituents of a phenoxy group; (h14) May be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formazan group, and (e) a (C 1 -C 8 ) alkane. a group, (f) (C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3- C 8 ) cycloalkyl (C 1 -C 8 ) alkoxy, (j) (C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l ) (C 1 -C 8) alkyl sulfinyl group, (m) (C 1 -C 8) alkylene haloalkoxy Acyl, (n) (C 1 -C 8) acyl alkylsulfonyl, (o) (C 1 -C 8) haloalkyl sulfo acyl, (p) (C 1 -C 8) alkylcarbonyl, (q) a carboxyl group, (r)(C 1 -C 8 )alkoxycarbonyl, (s)R 4 (R 5 )N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) phenoxy 1 ~5 substituents of arylthio(C 1 -C 8 )alkyl; (h16) may be the same or different, having a ring selected from (a) a halogen atom, (b) a cyano group, (c) Nitro, (d)carbamyl, (e)(C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy a group, (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy, (j) (C 1 -C 8 Alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfin Sulfhydryl, (n) (C 1 -C 8 ) alkanesulfonyl, (o) (C 1 -C 8 ) halosulfonyl, (p) (C 1 -C 8 ) alkylcarbonyl, (q) a carboxyl group, (r)(C 1 -C 8 )alkoxycarbonyl, (s)R 4 (R 5 )N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) phenoxy 1 ~5 substituents of aryl(C 1 -C 8 )alkylthio(C 1 -C 8 )alkyl; (h17)aryl(C 1 -C 8 )alkyl; (h18) may be the same or Different, attached to the ring with (a) selected Su atom, (b) cyano, (c) nitro, (d) methyl acyl, (e) (C 1 -C 8) alkyl, (f) (C 1 -C 8) haloalkyl, ( g) (C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy a group, (j) (C 1 -C 8 )alkylthio group, (k)(C 1 -C 8 )haloalkylthio group, (l)(C 1 -C 8 )alkylsulfinyl group, (m) (C 1 -C 8 ) haloalkylsulfinyl, (n) (C 1 -C 8 ) alkanesulfonyl, (o) (C 1 -C 8 ) halosulfonyl, (p) (C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, (s)R 4 (R 5 )N carbonyl (wherein R 4 and R 5 are the same as previously described And (t) an aryl (C 1 -C 8 )alkyl group having 1 to 5 substituents of a phenoxy group; (h20) may be the same or different and having a halogen selected from the group consisting of (a) halogen Atom, (b) cyano group, (c) nitro group, (d) formamidine group, (e) (C 1 -C 8 ) alkyl group, (f) (C 1 -C 8 ) haloalkyl group, (g (C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy , (j) (C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)( C 1 -C 8) haloalkyl sulfinyl group, (n) (C 1 -C 8) acyl alkylsulfonyl, (o) (C 1 -C 8) Alkyl sulfonic acyl, (p) (C 1 -C 8) alkylcarbonyl, (q) carboxy, (r) (C 1 -C 8) alkoxycarbonyl group, (s) R 4 (R 5) N -carbonyl group (formula Wherein R 4 and R 5 are the same as defined above, and (t) an aryloxy (C 1 -C 8 )alkyl group having 1 to 5 substituents of the phenoxy group; (h22) may be the same or different, Attached to the ring is selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) a (C 1 -C 8 ) alkyl group, (f) (C) 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 )cycloalkane (C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 Alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halogen Alkylsulfonyl, (p) (C 1 -C 8 )alkylcarbonyl, (q)carboxy, (r)(C 1 -C 8 )alkoxycarbonyl, (s)R 4 (R 5 )N carbonyl (formula Wherein R 4 and R 5 are the same as defined above, and (t) an aryl (C 1 -C 8 )alkoxy(C 1 -C 8 )alkyl group having 1 to 5 substituents of the phenoxy group; H24) may be the same or different and have a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formazan group, and (e) (C 1 - C 8 ). )alkyl, (f) (C 1 -C 8 ) haloalkyl, (g) (C 1 -C 8 ) alkoxy, (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy group, (j) (C 1 -C 8 )alkylthio group, (k)(C 1 -C 8 )haloalkylthio group, (l)(C 1 -C 8 ) alkane Sulfonyl, (m) (C 1 -C 8 ) halosulfinyl, (n) (C 1 -C 8 ) alkanesulfonyl, (o) (C 1 -C 8 ) halosulfonate a group, (p) (C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, (s)R 4 (R 5 )N carbonyl (wherein R 4 and R 5 are the same as defined above, and (t) an aryl (C 1 -C 8 ) alkoxycarbonyl (C 1 -C 8 )alkyl group having 1 to 5 substituents of a phenoxy group; (h26) Is the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formazan group, and (e) a (C 1 -C 8 ) alkyl group. , (f) (C 1 - C 8 ) haloalkyl, (g) (C 1 - C 8 ) alkoxy, (h) (C 1 - C 8 ) haloalkoxy, (i) (C 3 -C 8 ) cycloalkyl (C 1 -C 8 ) alkoxy, (j) (C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l) (C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfinyl, (n)(C 1 -C 8 )alkylsulfonyl, (o)(C 1 -C 8 ) haloalkylsulfonyl, (p)(C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 ) an alkoxycarbonyl group, (s) R 4 (R 5 ) N carbonyl group (wherein R 4 and R 5 are the same as defined above), and (t) an arylcarbonyloxy group having 1 to 5 substituents of a phenoxy group (C 1 -C 8 )alkyl; (h28) may be the same or different and have a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, and (d) a formazan group. a group, (e) (C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 - C 8 ) haloalkoxy, (i) (C 5 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)( C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfinyl, (n)(C 1 -C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 - C 8 ) alkoxycarbonyl, (s) R 4 (R 5 ) N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) 1 to 5 substituents of the phenoxy group of the arpropane II a nitrile imido(C 1 -C 8 )alkyl group; (h30) may be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) indenyl, (e)(C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h ) (C 1 -C 8) halogen Group, (i) (C 5 -C 8) cycloalkyl (C 1 -C 8) alkoxy, (j) (C 1 -C 8) alkylthio, (k) (C 1 -C 8 a haloalkylthio group, (l) (C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfinyl, (n)(C 1 -C 8 ) alkane Sulfonyl, (o)(C 1 -C 8 )halosulfonyl, (p)(C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxy a carbonyl group, a (s)R 4 (R 5 )N carbonyl group (wherein R 4 and R 5 are the same as defined above), and (t) an aryl group having 1 to 5 substituents of a phenoxy group (C 1 -C 8 Alkoxyimido(C 1 -C 8 )alkyl; (h31)R 4 (R 5 )Ncarbonyloxy(C 1 -C 8 )alkyl (wherein R 4 and R 5 are the same as defined above) (h32) R 4 (R 5 )N carbonyl (C 1 -C 8 )alkyl (wherein R 4 and R 5 are the same as defined above); (h33) R 4 (R 5 )N carbonyl (R 4 N(C 1 -C 8 )alkyl (wherein R 4 and R 5 are the same as defined above, and R 4 may be the same or different); or (h34)heterocyclic (C 1 -C 8 ) alkane Base; or represents the following substituents (additional labeling. The part is expressed as a bond with a nitrogen atom); Wherein B represents a linear or branched (C 1 -C 8 )alkyl group; R 7 represents (i1)(C 1 -C 8 )alkyl; and R 8 represents (j1) a hydrogen atom; J2) (C 1 -C 8 )alkyl; (j3)cyano; (j4)(C 1 -C 8 )alkylcarbonyl; (j5)(C 1 -C 8 )halocarbonyl; (j6)(C 1 - C 8 ) alkoxycarbonyl; (j8) may be the same or different and have a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, and (d) a fluorenyl group. , (e) (C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 - C 8 ) haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 - C 8 ) an alkoxycarbonyl group, (s) R 4 (R 5 ) N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) an aryl group having 1 to 5 substituents of the phenoxy group; (j10) may be the same or different and have a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formazan group, and (e) (C 1 -C). 8 ) alkyl, (f) (C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 ) Cycloalkyl (C 1 -C 8 ) alkoxy, (j) (C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 a haloalkylsulfonyl group, (p) (C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, (s)R 4 (R 5 )N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) an arylsulfonyl group having 1 to 5 substituents of the phenoxy group, t represents 0 or 1"; and R 2 represents a (k1) hydrogen atom. Or (k2)(C 1 -C 8 )alkyl; (k5) or R 1 and R 2 may be bonded to form a nitrogen atom, and may further contain an oxygen atom, a nitrogen atom, and sulfur 1 to 2 of the atoms may be 5 to 8 membered saturated nitrogen-containing heterocycles of the same or different heteroatoms; R 3 is a (l1) hydrogen atom; or (12) (C 1 -C 8 )alkyl group, Substituents other than the above substituents are as defined in the claim 1. 如請求項1之鄰苯二甲醯胺衍生物、或其鹽類，其中，X1表示(a2)鹵素原子；m表示0；Y1為相同或相異，表示(c2)鹵素原子；(c3)氰基；(c4)(C1-C8)烷基；(c6)(C1-C8)烷氧基；(c8)(C1-C8)烷硫基；或(c10)(C1-C8)烷亞磺醯基；n表示0；Z2表示C-A-Q；Q表示Q1、Q8、或Q18「在此，W1表示(e1)氫原子；(e4)甲醯基；(e6)(C1-C8)烷基；(e10)(C3-C8)環烷基；(e11)(C3-C8)環烷基(C1-C8)烷氧基； (e12)(C1-C8)烷氧基；(e13)(C1-C8)烷氧基(C1-C8)烷基；(e14)(C1-C8)鹵烷基；(e15)(C1-C8)鹵烷氧基；(e18)(C1-C8)烷硫基；(e19)(C1-C8)烷亞磺醯基；(e27)(C1-C8)烷氧羰基；(e32)R4(R5)N基(式中，R4及R5可為相同或相異，表示氫原子、(C1-C8)烷基、(C3-C8)環烷基、(C2-C8)烯基、(C2-C8)炔基、(C3-C8)環烷基(C1-C8)烷基、(C1-C8)鹵烷基、(C3-C8)鹵環烷基、(C1-C8)烷羰基、(C1-C8)烷氧羰基、芳基、可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳基、芳羰基、可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1- C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳羰基、芳基(C1-C8)烷基、可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳基(C1-C8)烷基；雜環基、可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的雜環基、雜環(C1-C8)烷基、或可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、 (h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的雜環(C1-C8)烷基)；(e33)R4(R5)N(C1-C8)烷基(式中，R4及R5與前述相同)；(e34)R4(R5)NCO-基(式中，R4及R5與前述相同)；(e35)R4(R5)NCOO-基(式中，R4及R5與前述相同)；(e36)R4(R5)NSO2-基(式中，R4及R5與前述相同)；(e37)R4(R5)NCON(R5)-基(式中，R4及R5與前述相同，R5之間可為相同或相異)；(e38)芳基；或(e44)雜環基；W2及W2a可為相同或相異，表示(f1)氫原子；(f2)(C1-C8)烷基；或(f3)W2及W2a鍵結於同一碳原子時，>C=O基；W3表示(m1)氫原子；(m2)氰基；(m4)氰基(C1-C8)烷基；(m5)(C1-C8)烷基； (m6)(C2-C8)烯基；(m7)(C2-C8)炔基；(m8)(C2-C8)鹵烯基；(m9)(C3-C8)環烷基；(m10)(C1-C8)烷氧基(C1-C8)烷基；(m11)(C1-C8)鹵烷基；(m14)(C1-C8)烷硫基(C1-C8)烷基；(m15)(C1-C8)烷亞磺醯基(C1-C8)烷基；(m16)(C1-C8)烷磺醯基(C1-C8)烷基；(m17)(C1-C8)烷氧羰基；(m18)(C2-C8)烯氧羰基；(m19)(C1-C8)烷氧羰基(C1-C8)烷基；(m20)(C1-C8)烷羰基；(m21)(C3-C8)環烷羰基；(m23)R4(R5)NCO-基(式中，R4及R5與前述相同)；(m24)R4(R5)NCOO-基(式中，R4及R5與前述相同)；(m25)R4(R5)NSO2-基(式中，R4及R5與前述相同)；(m26)R4(R5)NCON(R5)-基(式中，R4及R5與前述相同)；(m27)芳基；(m28)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1- C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、及(s)苯氧基之1~5個取代基的芳基；(m29)芳基(C1-C8)烷基；(m31)雜環基；或(m33)雜環(C1-C8)烷基；W4、W5、W6、及W7可為相同或相異，表示(g1)氫原子；(g2)鹵素原子；(g6)(C1-C8)烷基；(g12)(C1-C8)烷氧基；或(g14)(C1-C8)鹵烷基，p表示0」；R1表示(h1)(C1-C8)烷基；(h2)(C2-C8)烯基；(h3)(C2-C8)炔基；(h5)(C3-C8)環烷基(C1-C8)烷基；(h7)(C1-C8)烷氧基(C1-C8)烷基；(h8)(C1-C8)烷硫基(C1-C8)烷基；(h9)(C1-C8)烷亞磺醯基(C1-C8)烷基；(h10)(C1-C8)烷磺醯基(C1-C8)烷基；(h14)可為相同或相異，係於環上具有選自(a)鹵素原子、 (b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳硫基(C1-C8)烷基；(h16)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷硫基(C1-C8)烷基；(h18)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯 基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷基；(h20)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳氧基(C1-C8)烷基；(h22)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基 (C1-C8)烷氧基(C1-C8)烷基；(h24)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C3-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷氧羰基(C1-C8)烷基；(h28)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷氧基、(i)(C5-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳丙烷二腈亞胺氧基(C1-C8)烷基；(h30)可為相同或相異，係於環上具有選自(a)鹵素原子、(b)氰基、(c)硝基、(d)甲醯基、(e)(C1-C8)烷基、(f)(C1-C8)鹵烷基、(g)(C1-C8)烷氧基、(h)(C1-C8)鹵烷 氧基、(i)(C5-C8)環烷基(C1-C8)烷氧基、(j)(C1-C8)烷硫基、(k)(C1-C8)鹵烷硫基、(l)(C1-C8)烷亞磺醯基、(m)(C1-C8)鹵烷亞磺醯基、(n)(C1-C8)烷磺醯基、(o)(C1-C8)鹵烷磺醯基、(p)(C1-C8)烷羰基、(q)羧基、(r)(C1-C8)烷氧羰基、(s)R4(R5)N羰基(式中，R4及R5與前述相同)、及(t)苯氧基之1~5個取代基的芳基(C1-C8)烷氧亞胺基(C1-C8)烷基；或(h34)雜環(C1-C8)烷基；或表示以下之取代基(附加標記．的部份係表示與氮原子鍵結)； 「式中，B表示直鏈或分支鏈狀之(C1-C8)伸烷基R7表示(i1)(C1-C8)烷基；R8表示(j1)氫原子；(j3)氰基；或(j5)(C1-C8)鹵烷羰基，t表示0、或1」；R2表示(k1)氫原子；或是(k2)(C1-C8)烷基； (k5)或、R1與R2可鍵結而形成含有一個氮原子，且進一步可含有選自氧原子、氮原子、及硫原子之1~2個的可為相同或相異之雜原子的5~8員飽和含氮雜環；R3為(l1)氫原子；或(l2)(C1-C8)烷基，上述各取代基以外之取代基係如請求項1之定義。 The phthalimin derivative of claim 1, or a salt thereof, wherein X 1 represents (a2) a halogen atom; m represents 0; and Y 1 is the same or different, and represents (c2) a halogen atom; C3) cyano; (c4) (C 1 -C 8 )alkyl; (c6)(C 1 -C 8 )alkoxy; (c8)(C 1 -C 8 )alkylthio; or (c10) (C 1 -C 8 )alkylsulfinyl; n represents 0; Z 2 represents CAQ; Q represents Q1, Q8, or Q18 "here, W 1 represents (e1) a hydrogen atom; (e4) a formazan group; (e6) (C 1 -C 8 )alkyl; (e10)(C 3 -C 8 )cycloalkyl; (e11)(C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy (e12)(C 1 -C 8 )alkoxy; (e13)(C 1 -C 8 )alkoxy(C 1 -C 8 )alkyl; (e14)(C 1 -C 8 )halane group; (e15) (C 1 -C 8) haloalkoxy; (e18) (C 1 -C 8) alkylthio; (e19) (C 1 -C 8) alkyl sulfinyl group; (E27) (C 1 -C 8 )alkoxycarbonyl; (e32)R 4 (R 5 )N group (wherein R 4 and R 5 may be the same or different and represent a hydrogen atom, (C 1 -C 8 ) alkane , (C 3 -C 8 )cycloalkyl, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, (C 3 -C 8 )cycloalkyl (C 1 -C 8 ) Alkyl, (C 1 -C 8 )haloalkyl, (C 3 -C 8 )halocycloalkyl, (C 1 -C 8 )alkylcarbonyl, (C 1 -C 8 ) The alkoxycarbonyl, aryl, which may be the same or different, has a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) ( C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy Base, (i) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 -C 8 ) Haloalkylthio, (l) (C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfinyl, (n)(C 1 -C 8 )alkane Sulfhydryl, (o)(C 1 -C 8 )haloalkylsulfonyl, (p)(C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl And (s) an aryl group or an arylcarbonyl group of 1 to 5 substituents of the phenoxy group, which may be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, and (c) Nitro, (d)carbamyl, (e)(C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy a group, (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy, (j) (C 1 -C 8 Alkylthio, (k) (C 1 - C 8 ) haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfin Sulfhydryl, (n) (C 1 -C 8 ) alkanesulfonyl, (o) (C 1 -C 8 ) haloalkylsulfonyl, (p) (C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, and (s)phenoxy The arylcarbonyl group or the aryl (C 1 -C 8 )alkyl group having 1 to 5 substituents may be the same or different and have a ring atom selected from (a) a halogen atom, (b) a cyano group, and (c) Nitro, (d)carbamyl, (e)(C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy a group, (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy, (j) (C 1 -C 8 Alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfin Sulfhydryl, (n) (C 1 -C 8 ) alkanesulfonyl, (o) (C 1 -C 8 ) halosulfonyl, (p) (C 1 -C 8 ) alkylcarbonyl, (q) A carboxyl group, a (r)(C 1 -C 8 ) alkoxycarbonyl group, and an aryl (C 1 -C 8 )alkyl group having 1 to 5 substituents of the (s)phenoxy group; the heterocyclic group may be the same Or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) a (C 1 -C 8 ) alkyl group, f) (C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 ) a cycloalkyl (C 1 -C 8 ) alkoxy group, (j) (C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l)(C 1 -C 8 )alkylsulfinyl, (m)(C 1 - C 8 ) haloalkylsulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) an alkylcarbonyl group, a (q) carboxyl group, a (r)(C 1 -C 8 ) alkoxycarbonyl group, and a heterocyclic group of 1 to 5 substituents of the (s) phenoxy group, a heterocyclic ring (C 1 - C 8 )alkyl, or which may be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) ( C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy Base, (i) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 -C 8 ) Haloalkylthio, (l) (C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfinyl, (n)(C 1 -C 8 )alkane Sulfhydryl, (o)(C 1 -C 8 )haloalkylsulfonyl, (p)(C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl And (s) a heterocyclic (C 1 -C 8 )alkyl group of 1 to 5 substituents of a phenoxy group; (e33)R 4 (R 5 )N(C 1 -C 8 )alkyl (formula Wherein R 4 and R 5 are the same as defined above; (e34) R 4 (R 5 )NCO-based (wherein R 4 and R 5 are the same as defined above; (e35) R 4 (R 5 )NCOO-yl (wherein R 4 and R 5 are the same as defined above); (e36) R 4 (R 5 )NSO 2 - group (formula Wherein R 4 and R 5 are the same as defined above; (e37) R 4 (R 5 )NCON(R 5 )- group (wherein R 4 and R 5 are the same as defined above, and R 5 may be the same or a phase (e38) aryl; or (e44)heterocyclyl; W 2 and W 2a may be the same or different and represent (f1) a hydrogen atom; (f2) (C 1 -C 8 )alkyl; (f3) When W 2 and W 2a are bonded to the same carbon atom, >C=O group; W 3 represents (m1) hydrogen atom; (m2) cyano group; (m4) cyano (C 1 -C 8 ) alkane (m5)(C 1 -C 8 )alkyl; (m6)(C 2 -C 8 )alkenyl; (m7)(C 2 -C 8 )alkynyl; (m8)(C 2 -C 8 (haloalkenyl; (m9) (C 3 -C 8 )cycloalkyl; (m10)(C 1 -C 8 )alkoxy(C 1 -C 8 )alkyl; (m11)(C 1 -C 8 ) haloalkyl; (m14) (C 1 - C 8 ) alkylthio (C 1 - C 8 ) alkyl; (m15) (C 1 - C 8 ) alkylsulfinyl (C 1 - C 8 (m16)(C 1 -C 8 )alkylsulfonyl (C 1 -C 8 )alkyl; (m17)(C 1 -C 8 )alkoxycarbonyl; (m18)(C 2 -C 8 ) an oxycarbonyl group; (m19) (C 1 -C 8 ) alkoxycarbonyl (C 1 -C 8 )alkyl; (m20)(C 1 -C 8 )alkylcarbonyl; (m21)(C 3 -C 8 ) cycloalkylcarbonyl (m23) R 4 (R 5 )NCO-yl (wherein R 4 and R 5 are the same as defined above); (m24) R 4 (R 5 )NCOO-yl (wherein R 4 and R 5 are as defined above (m25)R 4 (R 5 )NSO 2 - group (wherein R 4 and R 5 are the same as defined above); (m26) R 4 (R 5 )NCON(R 5 )- group (wherein R 4 and R 5 are the same as defined above; (m27) aryl; (m28) may be the same or different and have a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, and (c) a nitro group. (d) formazan, (e) (C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, ( h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy, (j)(C 1 - C 8 ) alkane a group, (k) (C 1 -C 8 ) haloalkylthio, (l) (C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, ( r) (C 1 -C 8 ) alkoxycarbonyl, and (s) aryl having 1 to 5 substituents of the phenoxy group; (m29) aryl (C 1 -C 8 )alkyl; (m31) a ring group; or (m33) a heterocyclic (C 1 -C 8 )alkyl group; W 4 , W 5 , W 6 , and W 7 may be the same or different and represent a (g1) hydrogen atom; (g2) a halogen atom ;(g 6) (C 1 -C 8 )alkyl; (g12)(C 1 -C 8 )alkoxy; or (g14)(C 1 -C 8 )haloalkyl, p represents 0"; R 1 represents ( H1) (C 1 -C 8 )alkyl; (h2)(C 2 -C 8 )alkenyl; (h3)(C 2 -C 8 )alkynyl; (h5)(C 3 -C 8 )cycloalkane (C 1 -C 8 )alkyl; (h7)(C 1 -C 8 )alkoxy(C 1 -C 8 )alkyl; (h8)(C 1 -C 8 )alkylthio (C 1 -C 8 )alkyl; (h9)(C 1 -C 8 )alkylsulfinyl (C 1 -C 8 )alkyl; (h10)(C 1 -C 8 )alkylsulfonyl (C 1 - C 8 )alkyl; (h14) may be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formazan group, (e) (C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )halide Alkoxy, (i) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 -C 8 ) haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) Alkanesulfonyl, (o) (C 1 -C 8 ) halosulfonyl, (p) (C 1 -C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 -C 8 ) alkane oxycarbonyl group, (s) R 4 (R 5) N -carbonyl group (wherein, R 4 R 5 and the same as defined above), and 1 to 5 (t) of the phenoxy Optionally substituted aryl thio (C 1 -C 8) alkyl; (H16) may be the same or different, selected based on having (a) a halogen atom on the ring, (b) cyano, (c) nitro (d) formazan, (e) (C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, ( h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylsulfide a group, (k) (C 1 -C 8 ) haloalkylthio, (l) (C 1 -C 8 )alkylsulfinyl, (m)(C 1 -C 8 )halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, ( r) (C 1 -C 8 ) alkoxycarbonyl, (s) R 4 (R 5 ) N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) 1 to 5 of phenoxy groups a substituted aryl (C 1 -C 8 )alkylthio(C 1 -C 8 )alkyl group; (h18) may be the same or different, having a ring selected from (a) a halogen atom, (b) ) cyano, (c) nitro, (d) decyl, (e) (C 1 - C 8 ) alkyl, (f) (C 1 - C 8 ) haloalkyl, (g) (C 1 -C 8 ) alkoxy, (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy, (j) (C 1 -C 8) alkylthio, (k) (C 1 -C 8) alkylthio halide , (L) (C 1 -C 8) alkyl sulfinyl group, (m) (C 1 -C 8) haloalkyl sulfinyl group, (n) (C 1 -C 8) acyl alkylsulfonyl, ( o) (C 1 - C 8 ) haloalkylsulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 - C 8 ) alkoxycarbonyl, (s) R 4 (R 5 )N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) an aryl (C 1 -C 8 ) alkyl group having 1 to 5 substituents of the phenoxy group; H20) may be the same or different and have a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, and (e) (C 1 - C 8 ). An alkyl group, (f) (C 1 - C 8 ) haloalkyl group, (g) (C 1 - C 8 ) alkoxy group, (h) (C 1 - C 8 ) haloalkoxy group, (i) (C 3 -C 8 )cycloalkyl(C 1 -C 8 )alkoxy, (j)(C 1 -C 8 )alkylthio, (k)(C 1 -C 8 )haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o (C 1 -C 8 ) haloalkylsulfonyl, (p) (C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, (s)R a (N 5 )N carbonyl group (wherein R 4 and R 5 are the same as defined above), and (t) an aryloxy (C 1 -C 8 )alkyl group having 1 to 5 substituents of the phenoxy group; H22) may be the same or different and have a ring Selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) a (C 1 - C 8 ) alkyl group, (f) (C 1 - C 8 ) Haloalkyl, (g) (C 1 -C 8 ) alkoxy, (h) (C 1 -C 8 ) haloalkoxy, (i) (C 3 -C 8 )cycloalkyl (C 1 - C 8 ) alkoxy group, (j) (C 1 -C 8 )alkylthio group, (k)(C 1 -C 8 )haloalkylthio group, (l)(C 1 -C 8 )alkylsulfinium sulfonate a group, (m) (C 1 - C 8 ) haloalkylsulfinyl, (n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 -C 8 )alkylcarbonyl, (q)carboxyl, (r)(C 1 -C 8 )alkoxycarbonyl, (s)R 4 (R 5 )N carbonyl (wherein R 4 and R 5 is the same as defined above, and (t) an aryl (C 1 -C 8 ) alkoxy (C 1 -C 8 )alkyl group having 1 to 5 substituents of a phenoxy group; (h24) may be the same Or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a decyl group, (e) a (C 1 -C 8 ) alkyl group, f) (C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h)(C 1 -C 8 )haloalkoxy, (i)(C 3 -C 8 ) cycloalkyl (C 1 -C 8 ) alkoxy, (j) (C 1 - C 8 ) alkylthio, (k) (C 1 - C 8 ) haloalkylthio, (l) (C 1 -C 8) alkyl sulfinyl group, (m) (C 1 -C 8) haloalkyl sulfinyl group, (n) (C 1 -C 8) Sulfo acyl, (o) (C 1 -C 8) haloalkyl sulfo acyl, (p) (C 1 -C 8) alkylcarbonyl, (q) carboxy, (r) (C 1 -C 8) alkoxy a carbonyl group, a (s)R 4 (R 5 )N carbonyl group (wherein R 4 and R 5 are the same as defined above), and (t) an aryl group having 1 to 5 substituents of a phenoxy group (C 1 -C 8 Alkoxycarbonyl (C 1 -C 8 )alkyl; (h28) may be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, d) indolyl, (e)(C 1 -C 8 )alkyl, (f)(C 1 -C 8 )haloalkyl, (g)(C 1 -C 8 )alkoxy, (h) (C 1 -C 8 ) haloalkoxy, (i) (C 5 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy, (j)(C 1 -C 8 )alkylthio, (k) (C 1 - C 8 ) haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, (n (C 1 -C 8 ) alkanesulfonyl, (o) (C 1 -C 8 ) halosulfonyl, (p) (C 1 -C 8 ) alkylcarbonyl, (q) carboxyl, (r) (C 1 -C 8 )alkoxycarbonyl, (s)R 4 (R 5 )N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) 1 to 5 substituents of the phenoxy group Aromatic propane dinitrite imidooxy (C 1 -C 8 )alkyl; (h30) may be the same or different, having a ring selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) Nitro (D) A acyl, (e) (C 1 -C 8) alkyl, (f) (C 1 -C 8) haloalkyl, (g) (C 1 -C 8) alkoxy, (h (C 1 -C 8 ) haloalkoxy, (i) (C 5 -C 8 )cycloalkyl (C 1 -C 8 ) alkoxy, (j)(C 1 -C 8 )alkylthio , (k) (C 1 - C 8 ) haloalkylthio, (l) (C 1 - C 8 ) alkylsulfinyl, (m) (C 1 - C 8 ) halosulfinyl, ( n) (C 1 - C 8 ) alkanesulfonyl, (o) (C 1 - C 8 ) halosulfonyl, (p) (C 1 - C 8 ) alkylcarbonyl, (q) carboxyl, (r (C 1 -C 8 ) alkoxycarbonyl, (s) R 4 (R 5 ) N carbonyl (wherein R 4 and R 5 are the same as defined above), and (t) 1 to 5 substituents of phenoxy Aryl (C 1 -C 8 ) alkoxyimino(C 1 -C 8 )alkyl; or (h34)heterocyclic (C 1 -C 8 )alkyl; or a substituent represented by mark. The part is expressed as a bond with a nitrogen atom); Wherein B represents a straight or branched chain (C 1 -C 8 )alkylene group R 7 represents (i1)(C 1 -C 8 )alkyl; R 8 represents (j1) hydrogen atom; (j3 a cyano group; or (j5)(C 1 -C 8 )haloalkylcarbonyl, t represents 0, or 1"; R 2 represents a (k1) hydrogen atom; or (k2)(C 1 -C 8 )alkyl (k5) or R 1 and R 2 may be bonded to form a nitrogen atom, and may further contain one or two selected from the group consisting of an oxygen atom, a nitrogen atom, and a sulfur atom, which may be the same or different. 5 to 8 members of the atom are saturated with a nitrogen-containing heterocyclic ring; R 3 is a (l1) hydrogen atom; or (12) (C 1 -C 8 )alkyl, and the substituents other than the above substituents are as defined in claim 1 . 一種農園藝用殺蟲劑，其特徵係含有如請求項1至6中任一項之鄰苯二甲醯胺衍生物或其鹽類作為有效成分。 An agricultural and horticultural insecticide characterized by containing the phthalimin derivative of any one of claims 1 to 6 or a salt thereof as an active ingredient. 一種如請求項7之農園藝用殺蟲劑之使用方法，其特徵為將該農園藝用殺蟲劑之有效量用於處理植物或土壤。 A method of using the agricultural and horticultural insecticide according to claim 7, characterized in that the effective amount of the agricultural and horticultural insecticide is used for treating plants or soil. 一種動物寄生生物防除劑，其特徵係含有如請求項1至6項中任一項之鄰苯二甲醯胺衍生物或其鹽類作為有效成分。 An animal parasite controlling agent characterized by containing the phthalimin derivative of any one of claims 1 to 6 or a salt thereof as an active ingredient.
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