JP5650721B2 - 殺菌剤組成物 - Google Patents
殺菌剤組成物 Download PDFInfo
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- JP5650721B2 JP5650721B2 JP2012507298A JP2012507298A JP5650721B2 JP 5650721 B2 JP5650721 B2 JP 5650721B2 JP 2012507298 A JP2012507298 A JP 2012507298A JP 2012507298 A JP2012507298 A JP 2012507298A JP 5650721 B2 JP5650721 B2 JP 5650721B2
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- Japan
- Prior art keywords
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- pesa
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- salt
- metconazole
- Prior art date
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- KGVPNLBXJKTABS-UHFFFAOYSA-N hymexazol Chemical compound CC1=CC(O)=NO1 KGVPNLBXJKTABS-UHFFFAOYSA-N 0.000 description 1
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- QTYCMDBMOLSEAM-UHFFFAOYSA-N ipconazole Chemical compound C1=NC=NN1CC1(O)C(C(C)C)CCC1CC1=CC=C(Cl)C=C1 QTYCMDBMOLSEAM-UHFFFAOYSA-N 0.000 description 1
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- GLOBUAZSRIOKLN-UHFFFAOYSA-N pentane-1,4-diol Chemical compound CC(O)CCCO GLOBUAZSRIOKLN-UHFFFAOYSA-N 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 230000008635 plant growth Effects 0.000 description 1
- 239000005648 plant growth regulator Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
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- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- TVLSRXXIMLFWEO-UHFFFAOYSA-N prochloraz Chemical compound C1=CN=CN1C(=O)N(CCC)CCOC1=C(Cl)C=C(Cl)C=C1Cl TVLSRXXIMLFWEO-UHFFFAOYSA-N 0.000 description 1
- STJLVHWMYQXCPB-UHFFFAOYSA-N propiconazole Chemical compound O1C(CCC)COC1(C=1C(=CC(Cl)=CC=1)Cl)CN1N=CN=C1 STJLVHWMYQXCPB-UHFFFAOYSA-N 0.000 description 1
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
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- 238000003756 stirring Methods 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
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- 239000000725 suspension Substances 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- JYKSTGLAIMQDRA-UHFFFAOYSA-N tetraglycerol Chemical compound OCC(O)CO.OCC(O)CO.OCC(O)CO.OCC(O)CO JYKSTGLAIMQDRA-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- JLGLQAWTXXGVEM-UHFFFAOYSA-N triethylene glycol monomethyl ether Chemical compound COCCOCCOCCO JLGLQAWTXXGVEM-UHFFFAOYSA-N 0.000 description 1
- HSMVPDGQOIQYSR-KGENOOAVSA-N triflumizole Chemical compound C1=CN=CN1C(/COCCC)=N/C1=CC=C(Cl)C=C1C(F)(F)F HSMVPDGQOIQYSR-KGENOOAVSA-N 0.000 description 1
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical class CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 1
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- 235000013311 vegetables Nutrition 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 125000002256 xylenyl group Chemical class C1(C(C=CC=C1)C)(C)* 0.000 description 1
Classifications
-
- 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
- A01N37/30—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof containing the groups —CO—N< and, both being directly attached by their carbon atoms to the same carbon skeleton, e.g. H2N—NH—CO—C6H4—COOCH3; Thio-analogues thereof
Landscapes
- 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)
Description
本発明は、殺菌剤組成物に向けられている。
多くの殺菌性アゾール化合物が知られ、開発されている。
WO99/45774によると、N−(2−フェニルエチル)スクシンアミド酸(PESA)は植物成長調節因子の有効成分として知られており、該文献にはアミド酸、例えばPESAが記載され、根増強活性(root-enhancing activity)を有する殺菌性化合物(例えば、ヒドロキシイソキサゾール、メタスルホカルブ、またはメタラキシルなど)と共に用いられうることが記載されている。しかしながら、該文献は殺菌性化合物の殺菌活性のPESAによる増強には言及していない。さらに、該文献はPESAまたはPESA塩とアゾール系殺菌剤の併用が植物成長を改善しうることも教示していない。
本発明は、殺菌性アゾール化合物ならびにN−(2−フェニルエチル)スクシンアミド酸(PESA)およびその塩からなる群から選択される少なくとも1つを含む殺菌剤組成物を提供する。
本発明は、殺菌性アゾール化合物の殺菌活性を増強するためのPESAまたはその塩の使用も提供する。
本発明において、語句「殺菌性アゾール化合物」は、トリアゾールまたはイミダゾール構造を有する殺菌性化合物を意味する。それは一般的に、ステロール生合成阻害活性を有する。殺菌性アゾール化合物の例は、アザコナゾール、ビテルタノール、ブロムコナゾール、シプロコナゾール、ジフェノコナゾール、ジニコナゾール、エポキシコナゾール、フェンブコナゾール、フルキンコナゾール、フルシラゾール、フルトリアホール、ヘキサコナゾール、イマザリル、イミベンコナゾール、イプコナゾール、メトコナゾール、ミクロブタニル、ペンコナゾール、ペフラゾエート、プロクロラズ、プロピコナゾール、プロチオコナゾール、シメコナゾール、テブコナゾール、テトラコナゾール、トリアジメホン、トリアジメノール、トリチコナゾール、およびトリフルミゾールを含む。
PESAは式:
本発明は、下記の代表的な実施例によって詳細に説明されるであろう。実施例において、部(part/parts)は重量部(part/parts by weight)を意味する。
1.25重量部のPESA、2.5重量部のメトコナゾール、14重量部のポリオキシエチレンスチリルフェニルエーテル、6重量部のドデシルベンゼンスルホン酸カルシウムおよび76.25重量部のキシレンを十分に混合し、乳剤を得る。
5重量部のPESA、5重量部のメトコナゾール、35重量部の沈降性シリカ(precipitated silica)とポリオキシエチレンアルキルエーテル硫酸アンモニウムの混合物(重量で1:1)および55重量部の水を混合し、細かく湿式微粉砕し(finely wet-pulverized)、流動剤(flowable formulation)を得る。
10重量部のPESA、5重量部のメトコナゾール、1.5重量部のソルビタントリオレエートおよび2重量部のポリビニルアルコールを含有する28.5重量部の水溶液に、0.05重量部のキサンタンガムおよび0.1重量部のケイ酸マグネシウムアルミニウムを含有する45重量部の水溶液を加え、次いで、10重量部のプロピレングリコールをそこへ加え、攪拌しながら混合し、流動剤を得る。
5重量部のPESA、40重量部のメトコナゾール、5重量部のSoprophor FLK(Rhodia社)、0.2重量部のANTIFOAM C EMULSION(Dow Corning社)、0.3重量部のProxel GXL(Arch Chemicals社)、および49.5重量部の水を混合し、ガラスビーズ(f=1mm)で微粉砕し、最後にガラスビーズを除去し、流動剤を得る。
50重量部のPESA、0.5重量部のメトコナゾール、38.5重量部のNNカオリン粘土(竹原化学工業)、10重量部のMorwet D425および1.5重量部のMorwet EFW(AczoNobel社)を混合し、ジェットミルによって微粉砕し、粉剤(dust formulation)を得る。
4重量部のPESA、1重量部のメトコナゾール、1重量部の合成ケイ酸、2重量部のリグニンスルホン酸カルシウム、30重量部のベントナイトおよび62重量部のカオリン粘土を混合し、十分に微粉砕し、水と共に混練し、顆粒化し、乾燥し、粒剤(granular formulation)を得る。
2重量部のPESA、1重量部のメトコナゾール、87重量部のカオリン粘土および10重量部のタルクを混合し、十分に微粉砕し、粉剤を得る。
40重量部のPESA、1重量部のメトコナゾール、3重量部のリグニンスルホン酸カルシウム、2重量部のラウリル硫酸ナトリウムおよび54重量部の合成ケイ酸を混合し、十分に微粉砕し、水和剤(wettable powder formulation)を得る。
500ミリリットルの製剤例1の乳剤を、シードドレッサー(Seed dresser)(Hans−Ulrich Hege GmbH社)によって100kgのモロコシ(sorgum)種子に適用し、処理された種子を得る。
50ミリリットルの製剤例2の流動剤を、シードドレッサー(Hans−Ulrich Hege GmbH社)によって10kgのナタネ種子に適用し、処理された種子を得る。
40ミリリットルの製剤例3の流動剤を、シードドレッサー(Hans−Ulrich Hege GmbH社)によって10kgのイネ種子に適用し、処理された種子を得る。
10重量部の製剤例4の流動剤、10重量部のPigment BPD6135(SunChemical社)、および80重量部の水を混合し、60mlの混合物をシードドレッサー(Hans−Ulrich Hege GmbH社)によって10kgのトウモロコシ種子に適用し、処理された種子を得る。
50グラムの製剤例5の粉剤を、10kgのトウモロコシ種子に適用し、処理された種子を得る。
500ミリリットルの製剤例1の乳剤をシードドレッサー(Hans−Ulrich Hege GmbH社)によって100kgのサトウキビ種子に適用し、処理された種子を得る。
50ミリリットルの製剤例2の流動剤をシードドレッサー(Hans−Ulrich Hege GmbH社)によって10kgのダイズ種子に適用し、処理された種子を得る。
50ミリリットルの製剤例3の流動剤をシードドレッサー(Hans−Ulrich Hege GmbH社)によって10kgのコムギ種子に適用し、処理された種子を得る。
10重量部の製剤例4の流動剤、10重量部のPigment BPD6135(SunChemical社)、および80重量部の水を混合し、70mlの該混合物をシードドレッサー(Hans−Ulrich Hege GmbH社)によって10kgのジャガイモ種子片に適用し、処理された種子片を得る。
40グラムの製剤例5の粉剤を10kgの綿種子に適用し、処理された種子を得る。
エンドウ根腐病菌(Fusarium solani f. sp. pisi)(エンドウマメのフザリウム根腐)に対する種子処理効果
PESAおよびメトコナゾールをそれぞれDMSOで希釈し、互いに混合し、所望の物質混合物を得た。次いで、この懸濁液をエンドウマメ種子に適用した。コントロール用にPESA溶液およびメトコナゾール溶液をそれぞれ種子に適用し、未処理コントロール用にDMSOを適用した。種子を乾燥し、エンドウ根腐病菌(Fusarium solani f. sp. pisi)を播種した土壌に植えた。温室にて20〜24℃で16日間栽培した後、症状を調査し、病気の頻度および%制御を計算した。併用における殺菌剤相互作用は、リンペルの式(Limpel's formula)にしたがって計算する:
E=X+Y−(X*Y)/100
X=P ppmの有効成分を用いる有効成分Aによる%作用
Y=Q ppmの有効成分を用いる有効成分Bによる%作用
E=PおよびQ ppmの有効成分を用いる有効成分AおよびBにより予想される%作用
相乗効果=(観測/予想)*100
綿の種子をPESA塩および/またはトリアジメノール(BAYTAN(登録商標) 30 Flowable Fungicide、Bayer Crop Science、RTP、NC USA)で処理した。これらは上記のパウチアッセイ(pouch assay)でアッセイした。PESA塩の添加は、根の成長に対する殺菌剤の負の効果から綿を保護または安全化する(safens)。
春コムギ(Triticum spp.)の種子を、メトコナゾール(1.25g/100kg種子)、メタラキシル(2.0g/100kg種子)およびクロチアニジン(10.0g/100kg種子)を含有する種子処理液(seed treatment)で処理した。1つの種子処理バッチに、PESA塩(25g/100kg種子)を添加した。米国ワシントン州のパルース(Palouse)地区で種子を植え、栽培した。植えた後、植物/プロット、フザリウム根腐病(Fusarium root rot)による白色頭部(white heads)、および収量についてのプロットを評価した。研究の結果は表3に示す。
Claims (8)
- メトコナゾールならびにN−(2−フェニルエチル)スクシンアミド酸およびその塩からなる群から選択される少なくとも1つの化合物を含む、殺菌剤組成物。
- クロチアニジンおよびメタラキシルをさらに含む、請求項1に記載の殺菌剤組成物。
- メトコナゾールの量が殺菌剤組成物の0.3〜30重量%であり、かつ、N−(2−フェニルエチル)スクシンアミド酸またはその塩の量が0.02〜20重量%である、請求項1〜2のいずれか1項に記載の殺菌剤組成物。
- 0.3〜30重量%のメトコナゾール、0.02〜20重量%のN−(2−フェニルエチル)スクシンアミド酸またはその塩、50〜99.5重量%の担体、および任意に0.25〜25重量%の少なくとも1つの製剤用助剤からなる、請求項1に記載の殺菌剤組成物。
- N−(2−フェニルエチル)スクシンアミド酸およびその塩からなる群から選択される少なくとも1つの化合物をメトコナゾールと併用して植物または土壌に適用することを含む、メトコナゾールの殺菌活性を増強する方法。
- クロチアニジンおよびメタラキシルを適用することをさらに含む、請求項5に記載の方法。
- N−(2−フェニルエチル)スクシンアミド酸またはその塩をメトコナゾールと併用して種子に適用することを含む、請求項5に記載の方法。
- N−(2−フェニルエチル)スクシンアミド酸およびその塩からなる群から選択される少なくとも1つの化合物をトリアジメノールと併用して植物または土壌に適用することを含む、トリアジメノールが用いられた場合に根の成長を増強する方法。
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WO2010137674A1 (en) * | 2009-05-25 | 2010-12-02 | Sumitomo Chemical Company, Limited | Composition and method for controlling plant diseases |
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CN102037972B (zh) * | 2010-12-30 | 2013-06-12 | 江苏腾龙生物药业有限公司 | 一种含酚菌酮与己唑醇的杀菌组合物 |
CN102150664A (zh) * | 2011-02-25 | 2011-08-17 | 陕西美邦农药有限公司 | 含有戊菌唑的农药组合物 |
WO2013027858A1 (en) | 2011-08-24 | 2013-02-28 | Sumitomo Chemical Company, Limited | Composition and method for controlling plant diseases |
AR087649A1 (es) | 2011-08-24 | 2014-04-09 | Sumitomo Chemical Co | Composicion y metodo para controlar fitoenfermedades |
AR087648A1 (es) * | 2011-08-24 | 2014-04-09 | Sumitomo Chemical Co | Composicion y metodo para controlar fitoenfermedades |
US9179672B2 (en) | 2011-08-24 | 2015-11-10 | Sumitomo Chemical Company, Limited | Composition and method for controlling plant diseases |
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AU2013212888B2 (en) * | 2012-01-24 | 2016-04-21 | Sumitomo Chemical Company, Limited | Plant disease control composition |
WO2015007286A1 (en) * | 2013-07-17 | 2015-01-22 | Cheminova A/S | Controlling sudden death syndrome with flutriafol |
CN103843807B (zh) * | 2014-01-15 | 2015-08-12 | 浙江省农业科学院 | 一种用咪鲜胺预防杨梅凋萎病的方法 |
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