KR102602819B1 - 디피리다지닐에테르 화합물 및 그 용도 - Google Patents
디피리다지닐에테르 화합물 및 그 용도 Download PDFInfo
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- KR102602819B1 KR102602819B1 KR1020190108761A KR20190108761A KR102602819B1 KR 102602819 B1 KR102602819 B1 KR 102602819B1 KR 1020190108761 A KR1020190108761 A KR 1020190108761A KR 20190108761 A KR20190108761 A KR 20190108761A KR 102602819 B1 KR102602819 B1 KR 102602819B1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D237/14—Oxygen atoms
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/62—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms three- or four-membered rings or rings with more than six members
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
(과제) 유해 절족 동물에 대하여 우수한 방제 효력을 갖는 화합물을 제공하는 것.
(해결 수단) 식 (A)
〔식 중, Ph 는 페닐기를 나타낸다〕
로 나타내는 화합물은 유해 절족 동물에 대하여 우수한 방제 효력을 갖는다.
(해결 수단) 식 (A)
〔식 중, Ph 는 페닐기를 나타낸다〕
로 나타내는 화합물은 유해 절족 동물에 대하여 우수한 방제 효력을 갖는다.
Description
본 발명은 디피리다지닐에테르 화합물 및 그 용도에 관한 것이다.
지금까지 유해 절족 동물의 방제를 목적으로 하여, 여러 가지 화합물이 검토 되어 있고, 실용에 제공되고 있다 (비특허문헌 1 참조).
The Pesticide Manual-17th edition (BCPC 간행) ISBN 978-1-901396-88-1
본 발명은, 유해 절족 동물에 대하여 우수한 방제 효력을 갖는 화합물을 제공하는 것을 과제로 한다.
본 발명은, 이하와 같다.
[1] 식 (A)
〔식 중, Ph 는 페닐기를 나타낸다〕
로 나타내는 화합물 (이하, 화합물 A 라고 기재한다).
[2] [1] 에 기재된 화합물과, 불활성 담체를 함유하는 조성물.
[3] [1] 에 기재된 화합물의 유효량을 유해 절족 동물 또는 유해 절족 동물의 생식 장소에 시용하는 유해 절족 동물의 방제 방법.
본 발명에 의해, 유해 절족 동물을 방제할 수 있다.
본 발명의 조성물은, 화합물 A 와 불활성 담체를 함유한다. 본 발명의 조성물은, 통상적으로, 화합물 A 와 고체 담체, 액체 담체 등의 불활성 담체를 혼합하고, 필요에 따라 계면 활성제, 그 밖의 제제용 보조제를 첨가하여, 유제 (乳劑), 오일제, 분제, 입제, 수화제, 과립 수화제, 플로어블제, 드라이 플로어블제, 마이크로 캡슐제 등으로 제제화된다.
본 발명의 조성물은, 화합물 A 를 통상적으로 0.0001 ∼ 95 중량% 함유한다.
제제화시에 사용되는 고체 담체로는, 예를 들어 점토류 (카올린 클레이, 규조토, 벤토나이트, 산성 백토 등), 건식 실리카, 습식 실리카, 탤크, 세라믹, 그 밖의 무기 광물 (세리사이트, 석영, 황, 활성탄, 탄산칼슘 등), 화학 비료 (황산암모늄, 인산암모늄, 질산암모늄, 우레아, 염산암모늄 등) 등의 미세 분말 및 입상물 등, 그리고 합성 수지 (폴리프로필렌, 폴리아크릴로니트릴, 폴리메타크릴산메틸, 폴리에틸렌테레프탈레이트 등의 폴리에스테르 수지, 나일론-6, 나일론-11, 나일론-66 등의 나일론 수지, 폴리아미드 수지, 폴리염화비닐, 폴리염화비닐리덴, 염화비닐-프로필렌 공중합체 등) 를 들 수 있다.
액체 담체로는, 예를 들어 물, 알코올류 (메탄올, 에탄올 등), 케톤류 (아세톤, 메틸에틸케톤 등), 방향족 탄화수소류 (톨루엔, 자일렌 등), 지방족 탄화수소류 (헥산, 시클로헥산 등), 에스테르류 (아세트산에틸, 아세트산부틸 등), 니트릴류 (아세토니트릴 등), 에테르류 (디이소프로필에테르, 디에틸렌글리콜디메틸에테르 등), 아미드류 (N,N-디메틸포름아미드 등), 술폭사이드류 (디메틸술폭사이드 등), 및 식물유 (대두유, 면실유 등) 를 들 수 있다.
계면 활성제로는, 예를 들어 폴리옥시에틸렌알킬에테르, 폴리옥시에틸렌알킬아릴에테르, 폴리에틸렌글리콜 지방산 에스테르 등의 비이온 계면 활성제, 및 알킬술폰산염, 알킬벤젠술폰산염, 알킬황산염 등의 음이온 계면 활성제를 들 수 있다.
그 밖의 제제용 보조제로는, 고착제, 분산제, 착색제 및 안정제 등, 구체적으로는 예를 들어 카세인, 젤라틴, 당류 (전분, 아라비아검, 셀룰로오스 유도체, 알긴산 등), 리그닌 유도체, 벤토나이트, 합성 수용성 고분자 (폴리비닐알코올, 폴리비닐피롤리돈, 폴리아크릴산류 등), 산성 인산이소프로필, 2,6-디-tert-부틸-4-메틸페놀, BHA (2-tert-부틸-4-메톡시페놀과 3-tert-부틸-4-메톡시페놀의 혼합물) 를 들 수 있다.
화합물 A 가 효력을 갖는 유해 절족 동물로는, 예를 들어, 이하의 것을 들 수 있다.
반시목 해충 (Hemiptera) : 애멸구 (Laodelphax striatellus), 벼멸구 (Nilaparvata lugens), 흰등멸구 (Sogatella furcifera), 옥수수멸구 (Peregrinus maidis), 자베셀라 펠루시다 (Javesella pellucida), 퍼킨시엘라 사카리시다 (Perkinsiella saccharicida), 타고소데스 오리지콜루스 (Tagosodes orizicolus) 등의 멸구과 (Delphacidae) ; 끝동 매미충 (Nephotettix cincticeps), 두점끝동 매미충 (Nephotettix virescens), 네포테틱스 니그로픽투스 (Nephotettix nigropictus), 번개 매미충 (Recilia dorsalis), 오누키 애매미충 (Empoasca onukii), 감자 애매미충 (Empoasca fabae), 달불루스 마이디스 (Dalbulus maidis), 코파나 스펙트라 (Cofana spectra) 등의 매미충과 (Cicadellidae) ; 마하나르바 포스티카타 (Mahanarva posticata), 마하나르바 핌브리올라타 (Mahanarva fimbriolata) 등의 거품벌레과 (Cercopidae) ; 보라콩 진딧물 (Aphis fabae), 콩 진딧물 (Aphis glycines), 목화 진딧물 (Aphis gossypii), 사과 진딧물 (Aphis pomi), 조팝나무 진딧물 (Aphis spiraecola), 복숭아혹 진딧물 (Myzus persicae), 자두둥글밑 진딧물 (Brachycaudus helichrysi), 양배추가루 진딧물 (Brevicoryne brassicae), 장미빛 사과 진딧물 (Rosy apple aphid) (Dysaphis plantaginea), 무테두리 진딧물 (Lipaphis erysimi), 감자수염 진딧물 (Macrosiphum euphorbiae), 싸리수염 진딧물 (Aulacorthum solani), 나소노비아 리비스니그리 (Nasonovia ribisnigri), 기장테두리 진딧물 (Rhopalosiphum padi), 옥수수테두리 진딧물 (Rhopalosiphum maidis), 귤소리 진딧물 (Toxoptera citricida), 복숭아가루 진딧물 (Hyalopterus pruni), 사탕수수 진딧물 (Melanaphis sacchari), 검은배네줄면충 (Tetraneura nigriabdominalis), 세라토바쿠나 라니게라 (Ceratovacuna lanigera), 사과면충 (Eriosoma lanigerum) 등의 진디과 (Aphididae) ; 포도뿌리혹벌레 (Daktulosphaira vitifoliae), 페칸 필록세라 (Pecan phylloxera) (Phylloxera devastatrix), 페칸 리프 필록세라 (Pecan leaf phylloxera) (Phylloxera notabilis), 서던 페칸 리프 필록세라 (Southern pecan leaf phylloxera) (Phylloxera russellae) 등의 뿌리혹벌레과 (Phylloxeridae) ; 솔송나무솜벌레 (Adelges tsugae), 아델게스 피세아에 (Adelges piceae), 아프라스타시아 펙티나타에 (Aphrastasia pectinatae) 등의 솜벌레과 (Adelgidae) ; 먹 노린재 (Scotinophara lurida), 말라얀 먹 노린재 (Malayan rice black bug) (Scotinophara coarctata), 풀색 노린재 (Nezara antennata), 가시점둥글 노린재 (Eysarcoris aeneus), 큰가시둥글 노린재 (Eysarcoris lewisi), 배둥글 노린재 (Eysarcoris ventralis), 보라흰점둥글 노린재 (Eysarcoris annamita), 썩덩나무 노린재 (Halyomorpha halys), 남쪽풀색 노린재 (Nezara viridula), 갈색 노린재 (Euschistus heros), 레드-밴디드 (Red banded) 노린재 (Piezodorus guildinii), 오에발루스 푸그낙스 (Oebalus pugnax), 디켈롭스 멜란칸투스 (Dichelops melacanthus) 등의 노린재과 (Pentatomidae) ; 버로워 브라운 버그 (Burrower brown bug) (Scaptocoris castanea) 등의 땅노린재과 (Cydnidae) ; 톱다리개미허리 노린재 (Riptortus pedestris), 호리허리 노린재 (Leptocorisa chinensis), 렙토코리사 아큐타 (Leptocorisa acuta) 등의 호리허리 노린재과 (Alydidae) ; 시골가시허리 노린재 (Cletus punctiger), 렙토글로수스 아우스트랄리스 (Leptoglossus australis) 등의 허리노린재과 (Coreidae) ; 카베렐리우스 사카리보루스 (Caverelius saccharivorus), 미디표주박 긴노린재 (Togo hemipterus), 빈대 긴노린재 (Blissus leucopterus) 등의 긴노린재과 (Lygaeidae) ; 빨간촉각 장님노린재 (Trigonotylus caelestialium), 홍색얼룩 장님노린재 (Stenotus rubrovittatus), 홍맥 장님노린재 (Stenodema calcarata), 라이구스 리네올라리스 (Lygus lineolaris) 등의 장님노린재과 (Miridae) ; 온실 가루이 (Trialeurodes vaporariorum), 담배 가루이 (Bemisia tabaci), 귤 가루이 (Dialeurodes citri), 귤가시 가루이 (Aleurocanthus spiniferus), 알레우로칸투스 카멜리아에 (Aleurocanthus camelliae), 필리우스 에우리아에 (Pealius euryae) 등의 가루이과 (Aleyrodidae) ; 아브그랄라스피스 시아노필리 (Abgrallaspis cyanophylli), 캘리포니아 붉은 깍지벌레 (Aonidiella aurantii), 디아스피디오투스 페르니시오수스 (Diaspidiotus perniciosus), 뽕나무 깍지벌레 (Pseudaulacaspis pentagona), 화살 깍지벌레 (Unaspis yanonensis), 우나스피스 시트리 (Unaspis citri), 등의 굴깍지벌레과 (Diaspididae) ; 루비 깍지벌레 (Ceroplastes rubens) 등의 밀깍지벌레과 (Coccidae) ; 이세리아 깍지벌레 (Icerya purchasi), 이세리아 세이첼라룸 (Icerya seychellarum) 등의 이세리아 깍지벌레과 (Margarodidae) ; 페나코쿠스 솔라니 (Phenacoccus solani), 페나코쿠스 솔레노프시스 (Phenacoccus solenopsis), 온실가루깍지벌레 (Planococcus kraunhiae), 가루깍지벌레 (Pseudococcus comstocki), 귤가루깍지벌레 (Planococcus citri), 슈도코쿠스 칼세올라리아에 (Pseudococcus calceolariae), 긴꼬리가루깍지벌레 (Pseudococcus longispinus), 브레벤니아 레히 (Brevennia rehi) 등의 가루깍지벌레과 (Pseudococcidae) ; 귤나무이 (Diaphorina citri), 트리오자 에리트레아에 (Trioza erytreae), 배나무이 (Cacopsylla pyrisuga), 카코프실라 치넨시스 (Cacopsylla chinensis), 감자나무이 (Bactericera cockerelli), 서양배나무이 (Pear psylla) (Cacopsylla pyricola) 등의 나무이과 (Psyllidae) ; 버즘나무 방패벌레 (Corythucha ciliata), 국화 방패벌레 (Corythucha marmorata), 배나무 방패벌레 (Stephanitis nashi), 진달래 방패벌레 (Stephanitis pyrioides) 등의 방패벌레과 (Tingidae) ; 빈대 (Cimex lectularius) 등의 빈대과 (Cimicidae) ; 자이언트 시카다 (Giant Cicada) (Quesada gigas) 등의 매미과 (Cicadidae) 및 트리아토마 인페스탄스 (Triatoma infestans) 등의 트리아토마속 (Triatoma spp.).
인시목 해충 (Lepidoptera) : 이화명나방 (Chilo suppressalis), 다크헤디드 줄기 나무좀 (Darkheaded stem borer) (Chilo polychrysus), 화이트 줄기 나무좀 (White stem borer) (Scirpophaga innotata), 노란 이화명나방 (Scirpophaga incertulas), 루펠라 알비나 (Rupela albina), 혹명나방 (Cnaphalocrocis medinalis), 마라스미아 파트날리스 (Marasmia patnalis), 벼잎말이명나방 (Marasmia exigua), 목화명나방 (Notarcha derogata), 조명나방 (Ostrinia furnacalis), 유럽 옥수수 나무좀 (Ostrinia nubilalis), 배추순나방 (Hellula undalis), 포도들명나방 (Herpetogramma luctuosale), 페디아시아 테테르렐루스 (Pediasia teterrellus), 님풀라 데푼크탈리스 (Nymphula depunctalis), 사탕수수 나무좀 (Diatraea saccharalis) 등의 포충나방과 (Crambidae) ; 엘라스모팔푸스 리그노셀루스 (Elasmopalpus lignosellus), 화랑곡나방 (Plodia interpunctella), 밤알락명나방 (Euzophera batangensis) 등의 명나방과 (Pyralidae) ; 담배거세미나방 (Spodoptera litura), 파밤나방 (Spodoptera exigua), 멸강나방 (Mythimna separata), 도둑나방 (Mamestra brassicae), 벼밤나방 (Sesamia inferens), 열대거세미나방 (Spodoptera mauritia), 벼애나방 (Naranga aenescens), 스포도프테라 프루기페르다 (Spodoptera frugiperda), 아프리카 조밤나방 (Spodoptera exempta), 검거세미밤나방 (Agrotis ipsilon), 검은은무늬밤나방 (Autographa nigrisigna), 벼금무늬밤나방 (Plusia festucae), Soybean looper (Chrysodeixis includens), 트리코플루시아속 (Trichoplusia spp.), 회색담배나방 (Heliothis virescens) 등의 헬리오티스속 (Heliothis spp.), 왕담배나방 (Helicoverpa armigera), 헬리코베르파 제아 (Helicoverpa zea) 등의 헬리코베르파속 (Helicoverpa spp.), 벨벳빈 애벌레 (Velvetbean caterpillar) (Anticarsia gemmatalis), 담배거세미나방 (Alabama argillacea), 홉 바인 나무좀 (Hop vine borer) (Hydraecia immanis) 등의 밤나방과 (Noctuidae) ; 배추흰나비 (Pieris rapae) 등의 흰나비과 (Pieridae) ; 복숭아순나방 (Grapholita molesta), 복숭아순나방붙이 (Grapholita dimorpha), 콩나방 (Leguminivora glycinivorella), 팥나방 (Matsumuraeses azukivora), 사과 애모무늬 잎말이나방 (Adoxophyes orana fasciata), 차애모무늬 잎말이나방 (Adoxophyes honmai), 차잎말이나방 (Homona magnanima), 검모무늬 잎말이나방 (Archips fuscocupreanus), 코드린나방 (Cydia pomonella), 테트라모에라 스키스타세아나 (Tetramoera schistaceana), 빈 슛 나무좀 (Bean Shoot Borer) (Epinotia aporema), 시트러스 프룻 나무좀 (Citrus fruit borer) (Ecdytolopha aurantiana) 등의 잎말이나방과 (Tortricidae) ; 동백가는나방 (Caloptilia theivora), 사과굴나방 (Phyllonorycter ringoniella) 등의 가는나방과 (Gracillariidae) ; 복숭아심식나방 (Carposina sasakii) 등의 심식나방과 (Carposinidae) ; 커피잎 나방벌레 (Leucoptera coffeella), 복숭아굴나방 (Lyonetia clerkella), 은무늬굴나방 (Lyonetia prunifoliella) 등의 굴나방과 (Lyonetiidae) ; 매미나방 (Lymantria dispar) 등의 리만트리아속 (Lymantria spp.), 차독나방 (Euproctis pseudoconspersa) 등의 유프록티스속 (Euproctis spp.) 등의 독나방과 (Lymantriidae) ; 배추좀나방 (Plutella xylostella) 등의 좀나방과 (Plutellidae) ; 복숭아뿔나방 (Anarsia lineatella), 고구마뿔나방 (Helcystogramma triannulella), 분홍솜벌레 (Pectinophora gossypiella), 감자뿔나방 (Phthorimaea operculella), 투타 앱솔루타 (Tuta absoluta) 등의 뿔나방과 (Gelechiidae) ; 미국흰불나방 (Hyphantria cunea) 등의 불나방과 (Arctiidae) ; 자이언트 사탕수수 나무좀 (Giant Sugarcane borer) (Telchin licus) 등의 카스트니아과 (Castniidae) ; 굴벌레작은나방 (Cossus insularis) 등의 굴벌레나방과 (Cossidae) ; 네눈쑥가지나방 (Ascotis selenaria) 등의 자나방과 (Geometridae) ; 파라사 레피다 (Parasa lepida) 등의 쐐기나방과 (Limacodidae) ; 감꼭지나방 (Stathmopoda masinissa) 등의 감꼭지나방과 (Stathmopodidae) ; 검은탈박각시 (Acherontia lachesis) 등의 박각시과 (Sphingidae) ; 노코나 페랄리스 (Nokona feralis), 복숭아유리나방 (Synanthedon hector), 애기유리나방 (Synanthedon tenuis) 등의 유리나방과 (Sesiidae) ; 줄점팔랑나비 (Parnara guttata) 등의 팔랑나비과 (Hesperiidae), 옷좀나방 (Tinea translucens), 애옷좀나방 (Tineola bisselliella) 등의 곡식좀나방과 (Tinedae).
총채벌레목 해충 (Thysanoptera) : 꽃노랑총채벌레 (Frankliniella occidentalis), 오이총채벌레 (Thrips palmi), 볼록총채벌레 (Scirtothrips dorsalis), 파총채벌레 (Thrips tabaci), 대만총채벌레 (Frankliniella intonsa), 벼총채벌레 (Stenchaetothrips biformis), 에키노트립스 아메리카누스 (Echinothrips americanus) 등의 총채벌레과 (Thripidae) ; 벼관총채벌레 (Haplothrips aculeatus) 등의 관총채벌레과 (Phlaeothripidae).
본 발명의 유해 절족 동물의 방제 방법은, 화합물 A 의 유효량을 유해 절족 동물에 직접, 및/또는 유해 절족 동물의 생식 장소 (식물 또는 토양) 에 시용하는 것이다.
화합물 A 의 시용량은, 10000 ㎡ 당 통상적으로 1 ∼ 10000 g 이다. 화합물 A 가 유제, 수화제, 플로어블제 등으로 제제화되어 있는 경우에는, 통상적으로, 유효 성분 농도가 0.01 ∼ 10000 ppm 이 되도록 물로 희석하여 시용하고, 입제, 분제 등은, 통상적으로, 그대로 시용한다.
또, 본 발명의 조성물은, 밭, 논, 잔디밭, 과수원 등의 농경지에 있어서의 유해 절족 동물의 방제제로서 사용할 수 있다.
실시예
화합물 A 의 제조예를 나타낸다.
미국 출원 공개 2016/0090363호에 기재된 방법으로 제조한 4-(2,6-디플루오로페닐)-6-메틸-5-페닐-3(2H)-피리다지논 15.1 g 및 톨루엔 53.0 g 의 혼합물에, 질소 분위기 하, 100 ℃ 에서 사염화디포스포릴 (P2Cl4O3) 24.1 g 을 적하하고, 100 ℃ 에서 12 시간 교반하였다. 얻어진 혼합물을 80 ℃ 에서, 27 % 수산화나트륨 수용액 55.7 g 및 물로 순차 세정하였다. 얻어진 유기층을 5 ℃ 까지 냉각시켜, 얻어진 고체를 여과하였다. 여과액을 감압 하에서 농축하고, 얻어진 잔류물을 실리카 겔 칼럼 크로마토그래피에 넣어, 화합물 A 를 1.0 g 얻었다.
화합물 A 의 1H-NMR 데이터를 이하에 나타낸다.
1H-NMR (CDCl3, TMS) δ (ppm) : 2.30 (3H, s), 2.66 (3H, s), 6.40 (2H, t), 6.60 (2H, t), 7.01-7.32 (12H, m).
다음으로, 화합물 A 의 유해 절족 동물에 대한 효력을 시험예에 의해 나타낸다.
시험예 1
폴리옥시에틸렌알킬에테르술페이트암모늄염 및 습식 실리카의 혼합물 (중량비 1 : 1) 35 중량부, 화합물 A 20 중량부, 및 물 45 중량부를 충분히 혼합하였다. 얻어진 혼합물을 신다인 (등록 상표) 0.03 용량 % 함유하는 물로 희석하여, 화합물 A 를 500 ppm 함유하는 희석액을 조제하였다. 용기에 심은 양배추 (Brassicae oleracea) 모종 (제 2 ∼ 3 본엽 전개기) 의 잎에, 그 희석액을 20 ㎖/모종의 비율로 산포하였다. 그 후, 이 모종의 경엽부를 잘라내고, 이 잎을 여과지를 깐 용기 내에 넣었다. 이것에 배추좀나방 2 령 유충 5 마리를 방사하고, 25 ℃ 에서 5 일간 정치 (靜置) 한 후, 생존충 수를 세어, 다음 식으로부터 사충률을 구한 결과, 사충률은 80 % 였다.
사충률 (%) = (1 ― 생존충 수/5) × 100
화합물 A 는, 유해 절족 동물에 대하여 우수한 방제 효력을 갖는다.
Claims (3)
- 식 (A)
〔식 중, Ph 는 페닐기를 나타낸다〕
로 나타내는 화합물. - 제 1 항에 기재된 화합물과, 불활성 담체를 함유하는 조성물.
- 제 1 항에 기재된 화합물의 유효량을 유해 절족 동물 또는 유해 절족 동물의 생식 장소에 시용하는 유해 절족 동물의 방제 방법.
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