JP2018504350A - 硝化阻害剤としてのアルキニルピラゾール - Google Patents
硝化阻害剤としてのアルキニルピラゾール Download PDFInfo
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- JP2018504350A JP2018504350A JP2017532163A JP2017532163A JP2018504350A JP 2018504350 A JP2018504350 A JP 2018504350A JP 2017532163 A JP2017532163 A JP 2017532163A JP 2017532163 A JP2017532163 A JP 2017532163A JP 2018504350 A JP2018504350 A JP 2018504350A
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- alkynyl
- fertilizer
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- WNVQBUHCOYRLPA-UHFFFAOYSA-N triuret Chemical compound NC(=O)NC(=O)NC(N)=O WNVQBUHCOYRLPA-UHFFFAOYSA-N 0.000 description 1
- 239000002753 trypsin inhibitor Substances 0.000 description 1
- 239000003744 tubulin modulator Substances 0.000 description 1
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 1
- 229940035893 uracil Drugs 0.000 description 1
- DBXFMOWZRXXBRN-LWKPJOBUSA-N valifenalate Chemical compound CC(C)OC(=O)N[C@@H](C(C)C)C(=O)NC(CC(=O)OC)C1=CC=C(Cl)C=C1 DBXFMOWZRXXBRN-LWKPJOBUSA-N 0.000 description 1
- 239000004474 valine Substances 0.000 description 1
- LESVOLZBIFDZGS-UHFFFAOYSA-N vamidothion Chemical compound CNC(=O)C(C)SCCSP(=O)(OC)OC LESVOLZBIFDZGS-UHFFFAOYSA-N 0.000 description 1
- 239000010455 vermiculite Substances 0.000 description 1
- 229910052902 vermiculite Inorganic materials 0.000 description 1
- 235000019354 vermiculite Nutrition 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 230000003612 virological effect Effects 0.000 description 1
- 239000000664 voltage gated sodium channel blocking agent Substances 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 238000003911 water pollution Methods 0.000 description 1
- 239000004549 water soluble granule Substances 0.000 description 1
- 239000003021 water soluble solvent Substances 0.000 description 1
- 230000003442 weekly effect Effects 0.000 description 1
- 230000002087 whitening effect Effects 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- WCJYTPVNMWIZCG-UHFFFAOYSA-N xylylcarb Chemical compound CNC(=O)OC1=CC=C(C)C(C)=C1 WCJYTPVNMWIZCG-UHFFFAOYSA-N 0.000 description 1
- 239000005943 zeta-Cypermethrin Substances 0.000 description 1
- 229940048462 zinc phosphide Drugs 0.000 description 1
- 239000011686 zinc sulphate Substances 0.000 description 1
- 235000009529 zinc sulphate Nutrition 0.000 description 1
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 1
- FJBGIXKIXPUXBY-UHFFFAOYSA-N {2-[3-(4-chlorophenyl)propyl]-2,4,4-trimethyl-1,3-oxazolidin-3-yl}(imidazol-1-yl)methanone Chemical compound C1=CN=CN1C(=O)N1C(C)(C)COC1(C)CCCC1=CC=C(Cl)C=C1 FJBGIXKIXPUXBY-UHFFFAOYSA-N 0.000 description 1
Classifications
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- C05—FERTILISERS; MANUFACTURE THEREOF
- C05G—MIXTURES OF FERTILISERS COVERED INDIVIDUALLY BY DIFFERENT SUBCLASSES OF CLASS C05; MIXTURES OF ONE OR MORE FERTILISERS WITH MATERIALS NOT HAVING A SPECIFIC FERTILISING ACTIVITY, e.g. PESTICIDES, SOIL-CONDITIONERS, WETTING AGENTS; FERTILISERS CHARACTERISED BY THEIR FORM
- C05G3/00—Mixtures of one or more fertilisers with additives not having a specially fertilising activity
- C05G3/90—Mixtures of one or more fertilisers with additives not having a specially fertilising activity for affecting the nitrification of ammonium compounds or urea in the soil
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- A01G7/00—Botany in general
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- C05B7/00—Fertilisers based essentially on alkali or ammonium orthophosphates
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- C05F11/00—Other organic fertilisers
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- C05F3/00—Fertilisers from human or animal excrements, e.g. manure
- C05F3/02—Guano
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
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- A01G17/00—Cultivation of hops, vines, fruit trees, or like trees
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Abstract
Description
R1は、H、CH2NRbC(=O)Ra、CH2OC(=O)Ra、CH2ORa、
C1-C8-アルキル、又はC3-C8-シクロアルキル(C原子は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、OH、NO2、COOH、NRcRd、NRb(C=O)Ra、C(=O)NRcRd、C1-C4-アルコキシ、C1-C4-アルキルカルボニル、C1-C4-アルキルカルボキシ、C1-C4-アルキルチオ、C1-C4-アルキルスルホニル、及びS(O)2NRcRdから選択される1、2又は3個の同一の又は異なる置換基を有していてもよい)であり;
R2、R3及びR4は、互いに独立して、H、ハロゲン、CN、OH、NO2、NRcRd、NRb(C=O)Ra、C(=O)Ra、C(=O)ORa、C(=O)NRcRd、S(O)2Ra、S(O)2NRcRd、
C1-C8-アルキル、C1-C8-アルコキシ、C1-C8-アルキルチオ、C3-C8-シクロアルキル、C2-C8-アルケニル、C2-C6-アルキニル(C原子は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、OH、NO2、COOH、NRcRd、NRb(C=O)Ra、C(=O)NRcRd、C1-C4-アルコキシ、C1-C4-アルキルカルボニル、C1-C4-アルキルカルボキシ、C1-C4-アルキルチオ、C1-C4-アルキルスルホニル、及びS(O)2NRcRdから選択される1、2又は3個の同一の又は異なる置換基を有していてもよい)から選択され;
Raは、H、C1-C8-アルキル、C2-C8-アルケニル、C2-C8-アルキニル又はC6-C10-アリールであり;
Rbは、H、C1-C4-アルキル、C3-C8-シクロアルキル、C2-C4-アルケニル、C2-C8-アルキニル、又はC6-C10-アリールであり;
Rc及びRdは、H、C1-C4-アルキル、及びC1-C4-ハロアルキルからなる群から互いに独立して選択され;
但しR2、R3及びR4の少なくとも1つはC2-C6-アルキニルである)
で表される硝化阻害剤、又はその立体異性体、塩、互変異性体若しくはN-オキシドに関する。
R1は、H、C1-C8-アルキル、CH2NRbC(=O)Ra、CH2OC(=O)Ra、又はCH2ORaであり;
Raは、H、C1-C8-アルキル、C2-C8-アルケニル、C2-C8-アルキニル又はC6-C10-アリールであり;
Rbは、H、C1-C4-アルキル、C3-C8-シクロアルキル、C2-C4-アルケニル、C2-C8-アルキニル、又はC6-C10-アリールであり;
R2、R3及びR4は、互いに独立して、H、ハロゲン、C1-C8-アルキル、C3-C8-シクロアルキル、C2-C8-アルケニル、及びC2-C8-アルキニルから選択され;
但しR2、R3及びR4の少なくとも1つはC2-C8-アルキニルである)
で表される硝化阻害剤、又はその立体異性体、塩、互変異性体若しくはN-オキシドに関する。
当然のことながら、互変異性体は、式Iの化合物に置換基が存在する場合にのみ存在し得るということが理解され、この互変異性体は、例えば、ケト-エノール互変異性体、イミン-エナミン互変異性体、アミド-イミド酸互変異性体等の互変異性体を包含する。別段の場合、用語「式Iの化合物」は互変異性体を包含しない。さらに、立体異性体は、分子中に少なくとも1個のキラル中心が存在する場合、又は幾何異性体(シス/トランス異性体)が形成され得る場合にのみ可能であることが理解される。
R1は、H、CH2NRbC(=O)Ra、CH2OC(=O)Ra、CH2ORa、
C1-C8-アルキル、又はC3-C8-シクロアルキル(C原子は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、OH、NO2、COOH、NRcRd、NRb(C=O)Ra、C(=O)NRcRd、C1-C4-アルコキシ、C1-C4-アルキルカルボニル、C1-C4-アルキルカルボキシ、C1-C4-アルキルチオ、C1-C4-アルキルスルホニル、及びS(O)2NRcRdから選択される1、2又は3個の同一の又は異なる置換基を有していてもよい)であり;
R2、R3及びR4は、互いに独立して、H、ハロゲン、CN、OH、NO2、NRcRd、NRb(C=O)Ra、C(=O)Ra、C(=O)ORa、C(=O)NRcRd、S(O)2Ra、S(O)2NRcRd、
C1-C8-アルキル、C1-C8-アルコキシ、C1-C8-アルキルチオ、C3-C8-シクロアルキル、C2-C8-アルケニル、C2-C6-アルキニル(C原子は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、OH、NO2、COOH、NRcRd、NRb(C=O)Ra、C(=O)NRcRd、C1-C4-アルコキシ、C1-C4-アルキルカルボニル、C1-C4-アルキルカルボキシ、C1-C4-アルキルチオ、C1-C4-アルキルスルホニル、及びS(O)2NRcRdから選択される1、2又は3個の同一の又は異なる置換基を有していてもよい)から選択され;
Raは、H、C1-C8-アルキル、C2-C8-アルケニル、C2-C8-アルキニル又はC6-C10-アリールであり;
Rbは、H、C1-C4-アルキル、C3-C8-シクロアルキル、C2-C4-アルケニル、C2-C8-アルキニル、又はC6-C10-アリールであり;及び
Rc及びRdは、H、C1-C4-アルキル、及びC1-C4-ハロアルキルからなる群から互いに独立して選択され;
但しR2、R3及びR4の少なくとも1つはC2-C6-アルキニルである)
で表されるピラゾール化合物、又はその立体異性体、塩、互変異性体若しくはN-オキシドである、上記使用に関する。
R1は、H、C1-C8-アルキル、CH2NRbC(=O)Ra、CH2OC(=O)Ra、又はCH2ORaであり;
Raは、H、C1-C8-アルキル、C2-C8-アルケニル、C2-C8-アルキニル又はC6-C10-アリールであり;
Rbは、H、C1-C4-アルキル、C3-C8-シクロアルキル、C2-C4-アルケニル、C2-C8-アルキニル、又はC6-C10-アリールであり;
並びに
R2、R3及びR4は、互いに独立して、H、ハロゲン、C1-C8-アルキル、C3-C8-シクロアルキル、C2-C8-アルケニル、及びC2-C8-アルキニルから選択され;
但しR2、R3及びR4の少なくとも1つはC2-C8-アルキニルである)
で表される化合物又はその立体異性体、塩、互変異性体若しくはN-オキシドである。
R1は、H、C1-C8-アルキル、又はCH2NRbC(=O)Raであり;
Raは、H、C1-C8-アルキル、又はC6-C10-アリールであり;
Rbは、H、C1-C4-アルキル、C3-C8-シクロアルキル、又はC6-C10-アリールであり;
R2、R3及びR4は、互いに独立して、H、C1-C8-アルキル、C3-C8-シクロアルキル、C2-C8-アルキニル及びハロゲンから選択され;
但しR2、R3及びR4の少なくとも1つは、C2-C8-アルキニルである)
で表される化合物又はその立体異性体、塩、互変異性体若しくはN-オキシドである、上記使用に関する。
R1は、H、C1-C8-アルキル、又はCH2NRbC(=O)Raであり;
Raは、C1-C8-アルキル、又はC6-C10-アリールであり;
Rbは、H、C1-C4-アルキル、C3-C8-シクロアルキル、又はC6-C10-アリールであり;
R2、R3及びR4は、互いに独立して、H、C1-C8-アルキル、C3-C8-シクロアルキル、C2-C8-アルキニル及びハロゲンから選択され;
但しR2、R3及びR4の少なくとも1つはC2-C8-アルキニルである)
で表される化合物又はその立体異性体、塩、互変異性体若しくはN-オキシドである、上記使用に関する。
R1は、CH3であり;
R2、R3及びR4は、互いに独立して、H、CH3及びエチニルから選択され;
但しR2、R3及びR4の少なくとも2つはエチニルである)。
で表される化合物又はその立体異性体、塩、互変異性体若しくはN-オキシドである、上記使用に関する。
R1がCH3である式Iの化合物であって、R2、R3、及びR4の組み合わせが、いずれの場合も表Aの1つの行に対応する、上記化合物。
R1がHである式Iの化合物であって、R2、R3、及びR4の組み合わせが、いずれの場合も表Aの1つの行に対応する、上記化合物。
R1がCH2NHC(=O)CH3である式Iの化合物であって、R2、R3、及びR4の組み合わせが、いずれの場合も表Aの1つの行に対応する、上記化合物。
R1がCH2NHC(=O)Hである式Iの化合物であって、R2、R3、及びR4の組み合わせが、いずれの場合も表Aの1つの行に対応する、上記化合物。
(a) 植物の生命力の改善、
(b) 植物及び/又は植物生産物の品質の改善、例えば
(b) タンパク質含量の増強、
(c) 外観の改善、
(d) 老化の遅延、
(e) 根生育の増強及び/又はより発達した根系(例えば、根の乾燥質量によって決定される)、
(f) 根粒形成(特に根粒菌の根粒形成)の増強、
(g) より長い円錐花序、
(h) より大きな葉身、
(i) より少ない枯根出葉、
(j) クロロフィル含量の増加、
(k) 光合成活性期間の延長、
(l) 植物内の窒素供給の改善
により特徴付けることができる。
Qo部位における複合体III阻害剤(例えばストロビルリン系):アゾキシストロビン(azoxystrobin)(A.1.1)、クメトキシストロビン(coumethoxystrobin)(A.1.2)、クモキシストロビン(coumoxystrobin)(A.1.3)、ジモキシストロビン(dimoxystrobin)(A.1.4)、エネストロブリン(enestroburin)(A.1.5)、フェナミンストロビン(fenaminstrobin)(A.1.6)、フェノキシストロビン(fenoxystrobin)/フルフェノキシストロビン(flufenoxystrobin)(A.1.7)、フルオキサストロビン(fluoxastrobin)(A.1.8)、クレソキシム-メチル(kresoxim-methyl)(A.1.9)、マンデストロビン(mandestrobin)(A.1.10)、メトミノストロビン(metominostrobin)(A.1.11)、オリサストロビン(orysastrobin)(A.1.12)、ピコキシストロビン(picoxystrobin)(A.1.13)、ピラクロストロビン(pyraclostrobin)(A.1.14)、ピラメトストロビン(pyrametostrobin)(A.1.15)、ピラオキシストロビン(pyraoxystrobin)(A.1.16)、トリフロキシストロビン(trifloxystrobin)(A.1.17)、2-(2-(3-(2,6-ジクロロフェニル)-1-メチル-アリリデンアミノオキシメチル)-フェニル)-2-メトキシイミノ-N-メチル-アセトアミド(A.1.18)、ピリベンカルブ(pyribencarb)(A.1.19)、トリクロピリカルブ(triclopyricarb)/クロロジンカルブ(chlorodincarb)(A.1.20)、ファモキサドン(famoxadone)(A.1.21)、フェナミドン(fenamidone)(A.1.21)、メチル-N-[2-[(1,4-ジメチル-5-フェニル-ピラゾール-3-イル)オキシルメチル]フェニル]-N-メトキシ-カルバメート(A.1.22)、1-[3-クロロ-2-[[1-(4-クロロフェニル)-1H-ピラゾール-3-イル]オキシメチル]フェニル]-4-メチル-テトラゾール-5-オン(A.1.23)、1-[3-ブロモ-2-[[1-(4-クロロフェニル)ピラゾール-3-イル]オキシメチル]フェニル]-4-メチル-テトラゾール-5-オン(A.1.24)、1-[2-[[1-(4-クロロフェニル)ピラゾール-3-イル]オキシメチル]-3-メチル-フェニル]-4-メチル-テトラゾール-5-オン(A.1.25)、1-[2-[[1-(4-クロロフェニル)ピラゾール-3-イル]オキシメチル]-3-フルオロ-フェニル]-4-メチル-テトラゾール-5-オン(A.1.26)、1-[2-[[1-(2,4-ジクロロフェニル)ピラゾール-3-イル]オキシメチル]-3-フルオロ-フェニル]-4-メチル-テトラゾール-5-オン(A.1.27)、1-[2-[[4-(4-クロロフェニル)チアゾール-2-イル]オキシメチル]-3-メチル-フェニル]-4-メチル-テトラゾール-5-オン(A.1.28)、1-[3-クロロ-2-[[4-(p-トリル)チアゾール-2-イル]オキシメチル]フェニル]-4-メチル-テトラゾール-5-オン(A.1.29)、1-[3-シクロプロピル-2-[[2-メチル-4-(1-メチルピラゾール-3-イル)フェノキシ]メチル]フェニル]-4-メチル-テトラゾール-5-オン(A.1.30)、1-[3-(ジフルオロメトキシ)-2-[[2-メチル-4-(1-メチルピラゾール-3-イル)フェノキシ]メチル]フェニル]-4-メチル-テトラゾール-5-オン(A.1.31)、1-メチル-4-[3-メチル-2-[[2-メチル-4-(1-メチルピラゾール-3-イル)フェノキシ]メチル]フェニル]テトラゾール-5-オン(A.1.32)、1-メチル-4-[3-メチル-2-[[1-[3-(トリフルオロメチル)フェニル]-エチリデンアミノ]オキシメチル]フェニル]テトラゾール-5-オン(A.1.33)、(Z,2E)-5-[1-(2,4-ジクロロフェニル)ピラゾール-3-イル]-オキシ-2-メトキシイミノ-N,3-ジメチル-ペンタ-3-エナミド(A.1.34)、(Z,2E)-5-[1-(4-クロロフェニル)ピラゾール-3-イル]オキシ-2-メトキシイミノ-N,3-ジメチル-ペンタ-3-エナミド(A.1.35)、(Z,2E)-5-[1-(4-クロロ-2-フルオロ-フェニル)ピラゾール-3-イル]オキシ-2-メトキシイミノ-N,3-ジメチル-ペンタ-3-エナミド(A.1.36);
Qi部位における複合体III阻害剤:シアゾファミド(cyazofamid)(A.2.1)、アミスルブロム(amisulbrom)(A.2.2)、[(3S,6S,7R,8R)-8-ベンジル-3-[(3-アセトキシ-4-メトキシ-ピリジン-2-カルボニル)アミノ]-6-メチル-4,9-ジオキソ-1,5-ジオキソナン-7-イル]2-メチルプロパノエート(A.2.3)、[(3S,6S,7R,8R)-8-ベンジル-3-[[3-(アセトキシメトキシ)-4-メトキシ-ピリジン-2-カルボニル]アミノ]-6-メチル-4,9-ジオキソ-1,5-ジオキソナン-7-イル]2-メチルプロパノエート(A.2.4)、[(3S,6S,7R,8R)-8-ベンジル-3-[(3-イソブトキシカルボニルオキシ-4-メトキシ-ピリジン-2-カルボニル)アミノ]-6-メチル-4,9-ジオキソ-1,5-ジオキソナン-7-イル]2-メチルプロパノエート(A.2.5)、[(3S,6S,7R,8R)-8-ベンジル-3-[[3-(1,3-ベンゾジオキソール-5-イルメトキシ)-4-メトキシ-ピリジン-2-カルボニル]アミノ]-6-メチル-4,9-ジオキソ-1,5-ジオキソナン-7-イル]2-メチルプロパノエート(A.2.6);(3S,6S,7R,8R)-3-[[(3-ヒドロキシ-4-メトキシ-2-ピリジニル)カルボニル]アミノ]-6-メチル-4,9-ジオキソ-8-(フェニルメチル)-1,5-ジオキソナン-7-イル2-メチルプロパノエート(A.2.7)、(3S,6S,7R,8R)-8-ベンジル-3-[3-[(イソブチリルオキシ)メトキシ]-4-メトキシピコリナミド]-6-メチル-4,9-ジオキソ-1,5-ジオキソナン-7-イルイソブチレート(A.2.8);
複合体II阻害剤(例えばカルボキサミド系):ベノダニル(benodanil)(A.3.1)、ベンゾビンジフルピル(benzovindiflupyr)(A.3.2)、ビキサフェン(bixafen)(A.3.3)、ボスカリド(boscalid)(A.3.4)、カルボキシン(carboxin)(A.3.5)、フェンフラム(fenfuram)(A.3.6)、フルオピラム(fluopyram)(A.3.7)、フルトラニル(flutolanil)(A.3.8)、フルキサピロキサド(fluxapyroxad)(A.3.9)、フラメトピル(furametpyr)(A.3.10)、イソフェタミド(isofetamid)(A.3.11)、イソピラザム(isopyrazam)(A.3.12)、メプロニル(mepronil)(A.3.13)、オキシカルボキシン(oxycarboxin)(A.3.14)、ペンフルフェン(penflufen)(A.3.14)、ペンチオピラド(penthiopyrad)(A.3.15)、セダキサン(sedaxane)(A.3.16)、テクロフタラム(tecloftalam)(A.3.17)、チフルザミド(thifluzamide)(A.3.18)、N-(4'-トリフルオロメチルチオビフェニル-2-イル)-3-ジフルオロメチル-1-メチル-1H-ピラゾール-4-カルボキサミド(A.3.19)、N-(2-(1,3,3-トリメチル-ブチル)-フェニル)-1,3-ジメチル-5-フルオロ-1H-ピラゾール-4-カルボキサミド(A.3.20)、3-(ジフルオロメチル)-1-メチル-N-(1,1,3-トリメチリンダン-4-イル)ピラゾール-4-カルボキサミド(A.3.21)、3-(トリフルオロメチル)-1-メチル-N-(1,1,3-トリメチリンダン-4-イル)ピラゾール-4-カルボキサミド(A.3.22)、1,3-ジメチル-N-(1,1,3-トリメチリンダン-4-イル)ピラゾール-4-カルボキサミド(A.3.23)、3-(トリフルオロメチル)-1,5-ジメチル-N-(1,1,3-トリメチリンダン-4-イル)ピラゾール-4-カルボキサミド(A.3.24)、1,3,5-トリメチル-N-(1,1,3-トリメチリンダン-4-イル)ピラゾール-4-カルボキサミド(A.3.25)、N-(7-フルオロ-1,1,3-トリメチル-インダン-4-イル)-1,3-ジメチル-ピラゾール-4-カルボキサミド(A.3.26)、N-[2-(2,4-ジクロロフェニル)-2-メトキシ-1-メチル-エチル]-3-(ジフルオロメチル)-1-メチル-ピラゾール-4-カルボキサミド(A.3.27);
他の呼吸阻害剤(例えば複合体I、脱共役剤):ジフルメトリム(diflumetorim)(A.4.1)、(5,8-ジフルオロキナゾリン-4-イル)-{2-[2-フルオロ-4-(4-トリフルオロメチルピリジン-2-イルオキシ)-フェニル]-エチル}-アミン(A.4.2);ニトロフェニル系誘導体:ビナパクリル(binapacryl)(A.4.3)、ジノブトン(dinobuton)(A.4.4)、ジノカップ(dinocap)(A.4.5)、フルアジナム(fluazinam)(A.4.6)、フェリムゾン(ferimzone)(A.4.7);有機金属系化合物:フェンチン塩、例えばフェンチンアセテート(fentin-acetate)(A.4.8)、フェンチンクロリド(fentin chloride)(A.4.9)又はフェンチンヒドロキシド(fentin hydroxide)(A.4.10);アメトクトラジン(ametoctradin)(A.4.11);及びシルチオファム(silthiofam)(A.4.12);
C14デメチラーゼ阻害剤(DMI殺菌剤):トリアゾール系:アザコナゾール(azaconazole)(B.1.1)、ビテルタノール(bitertanol)(B.1.2)、ブロムコナゾール(bromuconazole)(B.1.3)、シプロコナゾール(cyproconazol)(B.1.4)、ジフェノコナゾール(difenoconazole)(B.1.5)、ジニコナゾール(diniconazole)(B.1.6)、ジニコナゾール-M(diniconazole-M)(B.1.7)、エポキシコナゾール(epoxiconazole)(B.1.8)、フェンブコナゾール(fenbuconazole)(B.1.9)、フルキンコナゾール(fluquinconazol)(B.1.10)、フルシラゾール(flusilazole)(B.1.11)、フルトリアホール(flutriafol)(B.1.12)、ヘキサコナゾール(hexaconazole)(B.1.13)、イミベンコナゾール(imibenconazole)(B.1.14)、イプコナゾール(ipconazole)(B.1.15)、メトコナゾール(metconazole)(B.1.17)、ミクロブタニル(myclobutanil)(B.1.18)、オキスポコナゾール(oxpoconazole)(B.1.19)、パクロブトラゾール(paclobutrazole)(B.1.20)、ペンコナゾール(penconazole)(B.1.21)、プロピコナゾール(propiconazole)(B.1.22)、プロチオコナゾール(prothioconazole)(B.1.23)、シメコナゾール(simeconazole)(B.1.24)、テブコナゾール(tebuconazole)(B.1.25)、テトラコナゾール(tetraconazole)(B.1.26)、トリアジメホン(triadimefon)(B.1.27)、トリアジメノール(triadimenol)(B.1.28)、トリチコナゾール(triticonazole)(B.1.29)、ウニコナゾール(uniconazole)(B.1.30)、1-[rel-(2S;3R)-3-(2-クロロフェニル)-2-(2,4-ジフルオロフェニル)-オキシラニルメチル]-5-チオシアナト-1H-[1,2,4]トリアゾロ(B.1.31)、2-[rel-(2S;3R)-3-(2-クロロフェニル)-2-(2,4-ジフルオロフェニル)-オキシラニルメチル]-2H-[1,2,4]トリアゾール-3-チオール(B.1.32)、2-[2-クロロ-4-(4-クロロフェノキシ)フェニル]-1-(1,2,4-トリアゾール-1-イル)ペンタン-2-オール(B.1.33)、1-[4-(4-クロロフェノキシ)-2-(トリフルオロメチル)フェニル]-1-シクロプロピル-2-(1,2,4-トリアゾール-1-イル)エタノール(B.1.34)、2-[4-(4-クロロフェノキシ)-2-(トリフルオロメチル)フェニル]-1-(1,2,4-トリアゾール-1-イル)ブタン-2-オール(B.1.35)、2-[2-クロロ-4-(4-クロロフェノキシ)フェニル]-1-(1,2,4-トリアゾール-1-イル)ブタン-2-オール(B.1.36)、2-[4-(4-クロロフェノキシ)-2-(トリフルオロメチル)フェニル]-3-メチル-1-(1,2,4-トリアゾール-1-イル)ブタン-2-オール(B.1.37)、2-[4-(4-クロロフェノキシ)-2-(トリフルオロメチル)フェニル]-1-(1,2,4-トリアゾール-1-イル)プロパン-2-オール(B.1.38)、2-[2-クロロ-4-(4-クロロフェノキシ)フェニル]-3-メチル-1-(1,2,4-トリアゾール-1-イル)ブタン-2-オール(B.1.39)、2-[4-(4-クロロフェノキシ)-2-(トリフルオロメチル)フェニル]-1-(1,2,4-トリアゾール-1-イル)ペンタン-2-オール(B.1.40)、2-[4-(4-フルオロフェノキシ)-2-(トリフルオロメチル)フェニル]-1-(1,2,4-トリアゾール-1-イル)プロパン-2-オール(B.1.41)、2-[2-クロロ-4-(4-クロロフェノキシ)フェニル]-1-(1,2,4-トリアゾール-1-イル)ペンタ-3-イン-2-オール(B.1.51);イミダゾール系:イマザリル(imazalil)(B.1.42)、ペフラゾエート(pefurazoate)(B.1.43)、プロクロラズ(prochloraz)(B.1.44)、トリフルミゾール(triflumizol)(B.1.45);ピリミジン系、ピリジン系及びピペラジン系:フェナリモル(fenarimol)(B.1.46)、ヌアリモル(nuarimol)(B.1.47)、ピリフェノックス(pyrifenox)(B.1.48)、トリホリン(triforine)(B.1.49)、[3-(4-クロロ-2-フルオロ-フェニル)-5-(2,4-ジフルオロフェニル)イソオキサゾール-4-イル]-(3-ピリジル)メタノール(B.1.50);
デルタ14-レダクターゼ阻害剤:アルジモルフ(aldimorph)(B.2.1)、ドデモルフ(dodemorph)(B.2.2)、酢酸ドデモルフ(dodemorph-acetate)(B.2.3)、フェンプロピモルフ(fenpropimorph)(B.2.4)、トリデモルフ(tridemorph)(B.2.5)、フェンプロピジン(fenpropidin)(B.2.6)、ピペラリン(piperalin)(B.2.7)、スピロキサミン(spiroxamine)(B.2.8);
3-ケトレダクターゼ阻害剤:フェンヘキサミド(fenhexamid)(B.3.1);
フェニルアミド系又はアシルアミノ酸殺菌剤:ベナラキシル(benalaxyl)(C.1.1)、ベナラキシル-M(benalaxyl-M)(C.1.2)、キララキシル(kiralaxyl)(C.1.3)、メタラキシル(metalaxyl)(C.1.4)、メタラキシル-M(metalaxyl-M)(メフェノキサム(mefenoxam))(C.1.5)、オフレース(ofurace)(C.1.6)、オキサジキシル(oxadixyl)(C.1.7);
その他:ヒメキサゾール(hymexazole)(C.2.1)、オクチリノン(octhilinone)(C.2.2)、オキソリン酸(oxolinic acid)(C.2.3)、ブピリメート(bupirimate)(C.2.4)、5-フルオロシトシン(5-fluorocytosine)(C.2.5)、5-フルオロ-2-(p-トリルメトキシ)ピリミジン-4-アミン(C.2.6)、5-フルオロ-2-(4-フルオロフェニルメトキシ)ピリミジン-4-アミン(C.2.7);
チューブリン阻害剤、例えばベンズイミダゾール系、チオファネート系:ベノミル(benomyl)(D1.1)、カルベンダジム(carbendazim)(D1.2)、フベリダゾール(fuberidazole)(D1.3)、チアベンダゾール(thiabendazole)(D1.4)、チオファネート-メチル(thiophanatemethyl)(D1.5);
トリアゾロピリミジン系:5-クロロ-7-(4-メチルピペリジン-1-イル)-6-(2,4,6-トリフルオロフェニル)-[1,2,4]トリアゾロ[1,5-a]ピリミジン(D1.6);
他の細胞分裂阻害剤:ジエトフェンカルブ(diethofencarb)(D2.1)、エタボキサム(ethaboxam)(D2.2)、ペンシクロン(pencycuron)(D2.3)、フルオピコリド(fluopicolide)(D2.4)、ゾキサミド(zoxamide)(D2.5)、メトラフェノン(metrafenone)(D2.6)、ピリオフェノン(pyriofenone)(D2.7);
メチオニン合成阻害剤(アニリノピリミジン系):シプロジニル(cyprodinil)(E.1.1)、メパニピリム(mepanipyrim)(E.1.2)、ピリメタニル(pyrimethanil)(E.1.3);
タンパク質合成阻害剤:ブラストサイジン-S(blasticidin-S)(E.2.1)、カスガマイシン(kasugamycin)(E.2.2)、カスガマイシン塩酸塩水和物(kasugamycin hydrochloride-hydrate)(E.2.3)、ミルジオマイシン(mildiomycin)(E.2.4)、ストレプトマイシン(streptomycin)(E.2.5)、オキシテトラサイクリン(oxytetracyclin)(E.2.6)、ポリオキシン(polyoxin)(E.2.7)、バリダマイシンA(validamycin A)(E.2.8);
MAP/ヒスチジンキナーゼ阻害剤:フルオロイミド(fluoroimid)(F.1.1)、イプロジオン(iprodione)(F.1.2)、プロシミドン(procymidone)(F.1.3)、ビンクロゾリン(vinclozolin)(F.1.4)、フェンピクロニル(fenpiclonil)(F.1.5)、フルジオキソニル(fludioxonil)(F.1.6);
Gタンパク質阻害剤:キノキシフェン(quinoxyfen)(F.2.1);
リン脂質生合成阻害剤:エジフェンホス(edifenphos)(G.1.1)、イプロベンホス(iprobenfos)(G.1.2)、ピラゾホス(pyrazophos)(G.1.3)、イソプロチオラン(isoprothiolane)(G.1.4);
脂質過酸化:ジクロラン(dicloran)(G.2.1)、キントゼン(quintozene)(G.2.2)、テクナゼン(tecnazene)(G.2.3)、トルクロホス-メチル(tolclofos-methyl)(G.2.4)、ビフェニル(biphenyl)(G.2.5)、クロロネブ(chloroneb)(G.2.6)、エトリジアゾール(etridiazole)(G.2.7);
リン脂質生合成及び細胞壁沈着:ジメトモルフ(dimethomorph)(G.3.1)、フルモルフ(flumorph)(G.3.2)、マンジプロパミド(mandipropamid)(G.3.3)、ピリモルフ(pyrimorph)(G.3.4)、ベンチアバリカルブ(benthiavalicarb)(G.3.5)、イプロバリカルブ(iprovalicarb)(G.3.6)、バリフェナレート(valifenalate)(G.3.7)、及びN-(1-(1-(4-シアノ-フェニル)エタンスルホニル)-ブタ-2-イル)カルバミン酸-(4-フルオロフェニル)エステル(G.3.8);
細胞膜浸透性及び脂肪酸に作用する化合物:プロパモカルブ(propamocarb)(G.4.1);
脂肪酸アミドヒドロラーゼ阻害剤:オキサチアピプロリン(oxathiapiprolin)(G.5.1)、2-{3-[2-(1-{[3,5-ビス(ジフルオロメチル-1H-ピラゾール-1-イル]アセチル}ピペリジン-4-イル)-1,3-チアゾール-4-イル]-4,5-ジヒドロ-1,2-オキサゾール-5-イル}フェニルメタンスルホネート(G.5.2)、2-{3-[2-(1-{[3,5-ビス(ジフルオロメチル)-1H-ピラゾール-1-イル]アセチル}ピペリジン-4-イル)1,3-チアゾール-4-イル]-4,5-ジヒドロ-1,2-オキサゾール-5-イル}-3-クロロフェニルメタンスルホネート(G.5.3);
無機活性物質:ボルドー混合液(H.1.1)、酢酸銅(H.1.2)、水酸化銅(H.1.3)、オキシ塩化銅(H.1.4)、塩基性硫酸銅(H.1.5)、硫黄(H.1.6);
チオ-及びジチオカルバメート系:ファーバム(ferbam)(H.2.1)、マンコゼブ(mancozeb)(H.2.2)、マンネブ(maneb)(H.2.3)、メタム(metam)(H.2.4)、メチラム(metiram)(H.2.5)、プロピネブ(propineb)(H.2.6)、チラム(thiram)(H.2.7)、ジネブ(zineb)(H.2.8)、ジラム(ziram)(H.2.9);
有機塩素系化合物(例えばフタルイミド系、スルファミド系、クロロニトリル系):アニラジン(anilazine)(H.3.1)、クロロタロニル(chlorothalonil)(H.3.2)、キャプタホール(captafol)(H.3.3)、キャプタン(captan)(H.3.4)、フォルペット(folpet)(H.3.5)、ジクロフルアニド(dichlofluanid)(H.3.6)、ジクロロフェン(dichlorophen)(H.3.7)、ヘキサクロロベンゼン(hexachlorobenzene)(H.3.8)、ペンタクロロフェノール(pentachlorphenole)(H.3.9)及びその塩、フタリド(phthalide)(H.3.10)、トリルフルアニド(tolylfluanid)(H.3.11)、N-(4-クロロ-2-ニトロ-フェニル)-N-エチル-4-メチル-ベンゼンスルホンアミド(H.3.12);
グアニジン系及びその他:グアニジン(guanidine)(H.4.1)、ドジン(dodine)(H.4.2)、ドジン遊離塩基(dodine free base)(H.4.3)、グアザチン(guazatine)(H.4.4)、グアザチン-アセテート(guazatine-acetate)(H.4.5)、イミノクタジン(iminoctadine)(H.4.6)、イミノクタジン-トリアセテート(iminoctadine-triacetate)(H.4.7)、イミノクタジン-トリス(アルベシレート)(iminoctadine-tris(albesilate))(H.4.8)、ジチアノン(dithianon)(H.4.9)、2,6-ジメチル-1H,5H-[1,4]ジチイノ[2,3-c:5,6-c']ジピロール-1,3,5,7(2H,6H)-テトラオン(H.4.10);
グルカン合成阻害剤:バリダマイシン(validamycin)(I.1.1)、ポリオキシンB(polyoxin B)(I.1.2);
メラニン合成阻害剤:ピロキロン(pyroquilon)(I.2.1)、トリシクラゾール(tricyclazole)(I.2.2)、カルプロパミド(carpropamid)(I.2.3)、ジシクロメット(dicyclomet)(I.2.4)、フェノキサニル(fenoxanil)(I.2.5);
アジベンゾラル-S-メチル(acibenzolar-S-methyl)(J.1.1)、プロベナゾール(probenazole)(J.1.2)、イソチアニル(isotianil)(J.1.3)、チアジニル(tiadinil)(J.1.4)、プロヘキサジオン-カルシウム(prohexadione-calcium)(J.1.5);ホスホネート系:ホセチル(fosetyl)(J.1.6)、ホセチル-アルミニウム(fosetyl-aluminum)(J.1.7)、亜リン酸及びその塩(J.1.8);重炭酸カリウム又は重炭酸ナトリウム(J.1.9);
ブロノポール(bronopol)(K.1.1)、キノメチオネート(chinomethionat)(K.1.2)、シフルフェナミド(cyflufenamid)(K.1.3)、シモキサニル(cymoxanil)(K.1.4)、ダゾメット(dazomet)(K.1.5)、デバカルブ(debacarb)(K.1.6)、ジクロメジン(diclomezine)(K.1.7)、ジフェンゾコート(difenzoquat)(K.1.8)、ジフェンゾコート-メチル硫酸塩(difenzoquat-methylsulfate)(K.1.9)、ジフェニルアミン(diphenylamine)(K.1.10)、フェンピラザミン(fenpyrazamine)(K.1.11)、フルメトベル(flumetover)(K.1.12)、フルスルファミド(flusulfamide)(K.1.13)、フルチアニル(flutianil)(K.1.14)、メタスルホカルブ(methasulfocarb)(K.1.15)、ニトラピリン(nitrapyrin)(K.1.16)、ニトロタール-イソプロピル(nitrothal-isopropyl)(K.1.18)、オキサチアピプロリン(oxathiapiprolin)(K.1.19)、トルプロカルブ(tolprocarb)(K.1.20)、オキシン銅(oxin-copper)(K.1.21)、プロキナジド(proquinazid)(K.1.22)、テブフロキン(tebufloquin)(K.1.23)、テクロフタラム(tecloftalam)(K.1.24)、トリアゾキシド(triazoxide)(K.1.25)、2-ブトキシ-6-ヨード-3-プロピルクロメン-4-オン(K.1.26)、2-[3,5-ビス(ジフルオロメチル)-1H-ピラゾール-1-イル]-1-[4-(4-{5-[2-(プロパ-2-イン-1-イルオキシ)フェニル]-4,5-ジヒドロ-1,2-オキサゾール-3-イル}-1,3-チアゾール-2-イル)ピペリジン-1-イル]エタノン(K.1.27)、2-[3,5-ビス(ジフルオロメチル)-1H-ピラゾール-1-イル]-1-[4-(4-{5-[2-フルオロ-6-(プロパ-2-イン-1-イルオキシ)フェニル]-4,5-ジヒドロ-1,2-オキサゾール-3-イル}-1,3-チアゾール-2-イル)ピペリジン-1-イル]エタノン(K.1.28)、2-[3,5-ビス(ジフルオロメチル)-1H-ピラゾール-1-イル]-1-[4-(4-{5-[2-クロロ-6-(プロパ-2-イン-1-イルオキシ)フェニル]-4,5-ジヒドロ-1,2-オキサゾール-3-イル}-1,3-チアゾール-2-イル)ピペリジン-1-イル]エタノン(K.1.29)、N-(シクロプロピルメトキシイミノ-(6-ジフルオロ-メトキシ-2,3-ジフルオロ-フェニル)-メチル)-2-フェニルアセトアミド(K.1.30)、N'-(4-(4-クロロ-3-トリフルオロメチル-フェノキシ)-2,5-ジメチル-フェニル)-N-エチル-N-メチルホルムアミジン(K.1.31)、N'-(4-(4-フルオロ-3-トリフルオロメチル-フェノキシ)-2,5-ジメチル-フェニル)-N-エチル-N-メチルホルムアミジン(K.1.32)、N'-(2-メチル-5-トリフルオロメチル-4-(3-トリメチルシラニル-プロポキシ)-フェニル)-N-エチル-N-メチルホルムアミジン(K.1.33)、N'-(5-ジフルオロメチル-2-メチル-4-(3-トリメチルシラニル-プロポキシ)-フェニル)-N-エチル-N-メチルホルムアミジン(K.1.34)、メトキシ-酢酸6-tert-ブチル-8-フルオロ-2,3-ジメチル-キノリン-4-イルエステル(K.1.35)、3-[5-(4-メチルフェニル)-2,3-ジメチル-イソオキサゾリジン-3-イル]-ピリジン(K.1.36)、3-[5-(4-クロロ-フェニル)-2,3-ジメチル-イソオキサゾリジン-3-イル]-ピリジン(ピリソキサゾール)(K.1.37)、N-(6-メトキシ-ピリジン-3-イル)シクロプロパンカルボン酸アミド(K.1.38)、5-クロロ-1-(4,6-ジメトキシ-ピリミジン-2-イル)-2-メチル-1H-ベンゾイミダゾール(K.1.39)、2-(4-クロロ-フェニル)-N-[4-(3,4-ジメトキシ-フェニル)-イソオキサゾール-5-イル]-2-プロパ-2-イニルオキシ-アセトアミド、エチル(Z)-3-アミノ-2-シアノ-3-フェニル-プロパ-2-エノエート(K.1.40)、ピカルブトラゾクス(picarbutrazox)(K.1.41)、ペンチルN-[6-[[(Z)-[(1-メチルテトラゾール-5-イル)-フェニル-メチレン]アミノ]オキシメチル]-2-ピリジル]カルバメート(K.1.42)、2-[2-[(7,8-ジフルオロ-2-メチル-3-キノリル)オキシ]-6-フルオロ-フェニル]プロパン-2-オール(K.1.43)、2-[2-フルオロ-6-[(8-フルオロ-2-メチル-3-キノリル)オキシ]フェニル]プロパン-2-オール(K.1.44)、3-(5-フルオロ-3,3,4,4-テトラメチル-3,4-ジヒドロイソキノリン-1-イル)キノリン(K.1.45)、3-(4,4-ジフルオロ-3,3-ジメチル-3,4-ジヒドロイソキノリン-1-イル)キノリン(K.1.46)、3-(4,4,5-トリフルオロ-3,3-ジメチル-3,4-ジヒドロイソキノリン-1-イル)キノリン(K.1.47)、9-フルオロ-2,2-ジメチル-5-(3-キノリル)-3H-1,4-ベンゾキサゼピン(K.1.48);
M.1) 以下のクラスから選択されるアセチルコリンエステラーゼ(AChE)阻害剤:
M.1A カルバメート系、例えば、アルジカルブ(aldicarb)、アラニカルブ(alanycarb)、ベンジオカルブ(bendiocarb)、ベンフラカルブ(benfuracarb)、ブトカルボキシム(butocarboxim)、ブトキシカルボキシム(butoxycarboxim)、カルバリル(carbaryl)、カルボフラン(carbofuran)、カルボスルファン(carbosulfan)、エチオフェンカルブ(ethiofencarb)、フェノブカルブ(fenobucarb)、ホルメタネート(formetanate)、フラチオカルブ(furathiocarb)、イソプロカルブ(isoprocarb)、メチオカルブ(methiocarb)、メソミル(methomyl)、メトルカルブ(metolcarb)、オキサミル(oxamyl)、ピリミカルブ(pirimicarb)、プロポクスル(propoxur)、チオジカルブ(thiodicarb)、チオファノックス(thiofanox)、トリメタカルブ(trimethacarb)、XMC、キシリルカルブ(xylylcarb)及びトリアザメート(triazamate);
又はM.1B 有機ホスフェート系のクラスから選択されるもの、例えば、アセフェート(acephate)、アザメチホス(azamethiphos)、アジンホス-エチル(azinphos-ethyl)、アジンホスメチル(azinphosmethyl)、カズサホス(cadusafos)、クロルエトキシホス(chlorethoxyfos)、クロルフェンビンホス(chlorfenvinphos)、クロルメホス(chlormephos)、クロルピリホス(chlorpyrifos)、クロルピリホス-メチル(chlorpyrifos-methyl)、クマホス(coumaphos)、シアノホス(cyanophos)、デメトン-S-メチル(demeton-S-methyl)、ダイアジノン(diazinon)、ジクロルボス/DDVP(dichlorvos/DDVP)、ジクロトホス(dicrotophos)、ジメトエート(dimethoate)、ジメチルビンホス(dimethylvinphos)、ジスルホトン(disulfoton)、EPN、エチオン(ethion)、エトプロホス(ethoprophos)、ファムフール(famphur)、フェナミホス(fenamiphos)、フェニトロチオン(fenitrothion)、フェンチオン(fenthion)、ホスチアゼート(fosthiazate)、ヘプテノホス(heptenophos)、イミシアホス(imicyafos)、イソフェンホス(isofenphos)、イソプロピルO-(メトキシアミノチオ-ホスホリル)サリシレート、イソキサチオン(isoxathion)、マラチオン(malathion)、メカルバム(mecarbam)、メタミドホス(methamidophos)、メチダチオン(methidathion)、メビンホス(mevinphos)、モノクロトホス(monocrotophos)、ナレド(naled)、オメトエート(omethoate)、オキシデメトン-メチル(oxydemeton-methyl)、パラチオン(parathion)、パラチオン-メチル(parathion-methyl)、フェントエート(phenthoate)、ホレート(phorate)、ホサロン(phosalone)、ホスメット(phosmet)、ホスファミドン(phosphamidon)、ホキシム(phoxim)、ピリミホス-メチル(pirimiphos-methyl)、プロフェノホス(profenofos)、プロペタンホス(propetamphos)、プロチオホス(prothiofos)、ピラクロホス(pyraclofos)、ピリダフェンチオン(pyridaphenthion)、キナルホス(quinalphos)、スルホテップ(sulfotep)、テブピリムホス(tebupirimfos)、テメホス(temephos)、テルブホス(terbufos)、テトラクロルビンホス(tetrachlorvinphos)、チオメトン(thiometon)、トリアゾホス(triazophos)、トリクロルホン(trichlorfon)及びバミドチオン(vamidothion);
M.3A ピレスロイド系、例えばアクリナトリン(acrinathrin)、アレスリン(allethrin)、d-シス-トランスアレスリン(d-cis-trans allethrin)、d-トランスアレスリン(d-trans allethrin)、ビフェントリン(bifenthrin)、ビオアレスリン(bioallethrin)、ビオアレスリンS-シクロペンテニル(bioallethrin S-cylclopentenyl)、ビオレスメトリン(bioresmethrin)、シクロプロトリン(cycloprothrin)、シフルトリン(cyfluthrin)、ベータ-シフルトリン(beta-cyfluthrin)、シハロトリン(cyhalothrin)、ラムダ-シハロトリン(lambda-cyhalothrin)、ガンマ-シハロトリン(gamma-cyhalothrin)、シペルメトリン(cypermethrin)、アルファ-シペルメトリン(alpha-cypermethrin)、ベータ-シペルメトリン(beta-cypermethrin)、シータ-シペルメトリン(theta-cypermethrin)、ゼータ-シペルメトリン(zeta-cypermethrin)、シフェノトリン(cyphenothrin)、デルタメトリン(deltamethrin)、エンペントリン(empenthrin)、エスフェンバレレート(esfenvalerate)、エトフェンプロックス(etofenprox)、フェンプロパトリン(fenpropathrin)、フェンバレレート(fenvalerate)、フルシトリネート(flucythrinate)、フルメトリン(flumethrin)、タウ-フルバリネート(tau-fluvalinate)、ハルフェンプロックス(halfenprox)、ヘプタフルトリン(heptafluthrin)、イミプロトリン(imiprothrin)、メペルフルトリン(meperfluthrin)、メトフルトリン(metofluthrin)、モンフルオロトリン(momfluorothrin)、ペルメトリン(permethrin)、フェノトリン(phenothrin)、プラレトリン(prallethrin)、プロフルトリン(profluthrin)、ピレトリン(除虫菊)、レスメトリン(resmethrin)、シラフルオフェン(silafluofen)、テフルトリン(tefluthrin)、テトラメチルフルトリン(tetramethylfluthrin)、テトラメトリン(tetramethrin)、トラロメトリン(tralomethrin)、及びトランスフルトリン(transfluthrin);又はM.3B ナトリウムチャネル調節因子、例えばDDT又はメトキシクロル(methoxychlor);
M.4A ネオニコチノイド系、例えばアセタミプリド(acetamiprid)、クロチアニジン(clothianidin)、シクロキサプリド(cycloxaprid)、ジノテフラン(dinotefuran)、イミダクロプリド(imidacloprid)、ニテンピラム(nitenpyram)、チアクロプリド(thiacloprid)、及びチアメトキサム(thiamethoxam);又は化合物M.4A.2:(2E-)-1-[(6-クロロピリジン-3-イル)メチル]-N'-ニトロ-2-ペンチリデンヒドラジンカルボキシミドアミド;若しくはM4.A.3:1-[(6-クロロピリジン-3-イル)メチル]-7-メチル-8-ニトロ-5-プロポキシ-1,2,3,5,6,7-ヘキサヒドロイミダゾ[1,2-a]ピリジン;又はクラスM.4Bから選択されるニコチン(nicotine);
M.29.3:11-(4-クロロ-2,6-ジメチルフェニル)-12-ヒドロキシ-1,4-ジオキサ-9-アザジスピロ[4.2.4.2]-テトラデカ-11-エン-10-オン、又は化合物M.29.4:3-(4'-フルオロ-2,4-ジメチルビフェニル-3-イル)-4-ヒドロキシ-8-オキサ-1-アザスピロ[4.5]デカ-3-エン-2-オン、又は化合物M.29.5:1-[2-フルオロ-4-メチル-5-[(2,2,2-トリフルオロエチル)スルフィニル]フェニル]-3-(トリフルオロメチル)-1H-1,2,4-トリアゾール-5-アミン、又はバチルス・フィルムス(bacillus firmus)ベースの活性物質(Votivo, I-1582);
又はM.29.6の群から選択される化合物(化合物は、M.29.6a)〜M.29.6k)から選択される):M.29.6a) (E/Z)-N-[1-[(6-クロロ-3-ピリジル)メチル]-2-ピリジリデン]-2,2,2-トリフルオロ-アセトアミド;M.29.6b) (E/Z)-N-[1-[(6-クロロ-5-フルオロ-3-ピリジル)メチル]-2-ピリジリデン]-2,2,2-トリフルオロ-アセトアミド;M.29.6c) (E/Z)-2,2,2-トリフルオロ-N-[1-[(6-フルオロ-3-ピリジル)メチル]-2-ピリジリデン]アセトアミド;M.29.6d) (E/Z)-N-[1-[(6-ブロモ-3-ピリジル)メチル]-2-ピリジリデン]-2,2,2-トリフルオロ-アセトアミド;M.29.6e) (E/Z)-N-[1-[1-(6-クロロ-3-ピリジル)エチル]-2-ピリジリデン]-2,2,2-トリフルオロ-アセトアミド;M.29.6f) (E/Z)-N-[1-[(6-クロロ-3-ピリジル)メチル]-2-ピリジリデン]-2,2-ジフルオロ-アセトアミド;M.29.6g) (E/Z)-2-クロロ-N-[1-[(6-クロロ-3-ピリジル)メチル]-2-ピリジリデン]-2,2-ジフルオロ-アセトアミド;M.29.6h) (E/Z)-N-[1-[(2-クロロピリミジン-5-イル)メチル]-2-ピリジリデン]-2,2,2-トリフルオロ-アセトアミド;M.29.6i) (E/Z)-N-[1-[(6-クロロ-3-ピリジル)メチル]-2-ピリジリデン]-2,2,3,3,3-ペンタフルオロ-プロパンアミド);M.29.6j) N-[1-[(6-クロロ-3-ピリジル)メチル]-2-ピリジリデン]-2,2,2-トリフルオロ-チオアセトアミド;又はM.29.6k) N-[1-[(6-クロロ-3-ピリジル)メチル]-2-ピリジリデン]-2,2,2-トリフルオロ-N'-イソプロピル-アセトアミド;又は化合物M.29.8:8-クロロ-N-[2-クロロ-5-メトキシフェニル)スルホニル]-6-トリフルオロメチル)-イミダゾ[1,2-a]ピリジン-2-カルボキサミド;
又は化合物M.29.9.a):4-[5-(3,5-ジクロロフェニル)-5-(トリフルオロメチル)-4H-イソオキサゾール-3-イル]-2-メチル-N-(1-オキソチエタン-3-イル)ベンズアミド;又はM.29.9.b):4-[5-(3,5-ジクロロフェニル)-5-トリフルオロメチル-4,5-ジヒドロイソオキサゾール-3-イル]-N-[(メトキシイミノ)メチル]-2-メチルベンズアミド;
又はM.29.10:5-[3-[2,6-ジクロロ-4-(3,3-ジクロロアリルオキシ)フェノキシ]プロポキシ]-1H-ピラゾール;
又はM.29.11の群から選択される化合物(化合物は、M.29.11b)〜M.29.11p)から選択される):M.29.11.b) 3-(ベンゾイルメチルアミノ)-N-[2-ブロモ-4-[1,2,2,3,3,3-ヘキサフルオロ-1-(トリフルオロメチル)プロピル]-6-(トリフルオロメチル)フェニル]-2-フルオロ-ベンズアミド;M.29.11.c) 3-(ベンゾイルメチルアミノ)-2-フルオロ-N-[2-ヨード-4-[1,2,2,2-テトラフルオロ-1-(トリフルオロメチル)エチル]-6-(トリフルオロメチル)フェニル]-ベンズアミド;M.29.11.d) N-[3-[[[2-ヨード-4-[1,2,2,2-テトラフルオロ-1-(トリフルオロメチル)エチル]-6-(トリフルオロメチル)フェニル]アミノ]カルボニル]フェニル]-N-メチル-ベンズアミド;M.29.11.e) N-[3-[[[2-ブロモ-4-[1,2,2,2-テトラフルオロ-1-(トリフルオロメチル)エチル]-6-(トリフルオロメチル)フェニル]アミノ]カルボニル]-2-フルオロフェニル]-4-フルオロ-N-メチル-ベンズアミド;M.29.11.f) 4-フルオロ-N-[2-フルオロ-3-[[[2-ヨード-4-[1,2,2,2-テトラフルオロ-1-(トリフルオロメチル)エチル]-6-(トリフルオロメチル)フェニル]アミノ]カルボニル]フェニル]-N-メチル-ベンズアミド;M.29.11.g) 3-フルオロ-N-[2-フルオロ-3-[[[2-ヨード-4-[1,2,2,2-テトラフルオロ-1-(トリフルオロメチル)エチル]-6-(トリフルオロメチル)フェニル]アミノ]カルボニル]フェニル]-N-メチル-ベンズアミド;M.29.11.h) 2-クロロ-N-[3-[[[2-ヨード-4-[1,2,2,2-テトラフルオロ-1-(トリフルオロメチル)エチル]-6-(トリフルオロメチル)フェニル]アミノ]カルボニル]フェニル]-3-ピリジンカルボキサミド;M.29.11.i) 4-シアノ-N-[2-シアノ-5-[[2,6-ジブロモ-4-[1,2,2,3,3,3-ヘキサフルオロ-1-(トリフルオロメチル)プロピル]フェニル]カルバモイル]フェニル]-2-メチル-ベンズアミド;M.29.11.j) 4-シアノ-3-[(4-シアノ-2-メチル-ベンゾイル)アミノ]-N-[2,6-ジクロロ-4-[1,2,2,3,3,3-ヘキサフルオロ-1-(トリフルオロメチル)プロピル]フェニル]-2-フルオロ-ベンズアミド;M.29.11.k) N-[5-[[2-クロロ-6-シアノ-4-[1,2,2,3,3,3-ヘキサフルオロ-1-(トリフルオロメチル)プロピル]フェニル]カルバモイル]-2-シアノ-フェニル]-4-シアノ-2-メチル-ベンズアミド;M.29.11.l) N-[5-[[2-ブロモ-6-クロロ-4-[2,2,2-トリフルオロ-1-ヒドロキシ-1-(トリフルオロメチル)エチル]フェニル]カルバモイル]-2-シアノ-フェニル]-4-シアノ-2-メチル-ベンズアミド;M.29.11.m) N-[5-[[2-ブロモ-6-クロロ-4-[1,2,2,3,3,3-ヘキサフルオロ-1-(トリフルオロメチル)プロピル]フェニル]カルバモイル]-2-シアノ-フェニル]-4-シアノ-2-メチル-ベンズアミド;M.29.11.n) 4-シアノ-N-[2-シアノ-5-[[2,6-ジクロロ-4-[1,2,2,3,3,3-ヘキサフルオロ-1-(トリフルオロメチル)プロピル]フェニル]カルバモイル]フェニル]-2-メチル-ベンズアミド;M.29.11.o) 4-シアノ-N-[2-シアノ-5-[[2,6-ジクロロ-4-[1,2,2,2-テトラフルオロ-1-(トリフルオロメチル)エチル]フェニル]カルバモイル]-フェニル]-2-メチル-ベンズアミド;M.29.11.p) N-[5-[[2-ブロモ-6-クロロ-4-[1,2,2,2-テトラフルオロ-1-(トリフルオロメチル)エチル]フェニル]カルバモイル]-2-シアノ-フェニル]-4-シアノ-2-メチル-ベンズアミド;
又はM.29.12の群から選択される化合物(化合物は、M.29.12a)〜M.29.12m)から選択される):M.29.12.a) 2-(1,3-ジオキサン-2-イル)-6-[2-(3-ピリジニル)-5-チアゾリル]-ピリジン;M.29.12.b) 2-[6-[2-(5-フルオロ-3-ピリジニル)-5-チアゾリル]-2-ピリジニル]-ピリミジン;M.29.12.c) 2-[6-[2-(3-ピリジニル)-5-チアゾリル]-2-ピリジニル]-ピリミジン;M.29.12.d) N-メチルスルホニル-6-[2-(3-ピリジル)チアゾール-5-イル]ピリジン-2-カルボキサミド;M.29.12.e) N-メチルスルホニル-6-[2-(3-ピリジル)チアゾール-5-イル]ピリジン-2-カルボキサミド;M.29.12.f) N-エチル-N-[4-メチル-2-(3-ピリジル)チアゾール-5-イル]-3-メチルチオ-プロパンアミド;M.29.12.g) N-メチル-N-[4-メチル-2-(3-ピリジル)チアゾール-5-イル]-3-メチルチオ-プロパンアミド;M.29.12.h) N,2-ジメチル-N-[4-メチル-2-(3-ピリジル)チアゾール-5-イル]-3-メチルチオ-プロパンアミド;M.29.12.i) N-エチル-2-メチル-N-[4-メチル-2-(3-ピリジル)チアゾール-5-イル]-3-メチルチオ-プロパンアミド;M.29.12.j) N-[4-クロロ-2-(3-ピリジル)チアゾール-5-イル]-N-エチル-2-メチル-3-メチルチオ-プロパンアミド;M.29.12.k) N-[4-クロロ-2-(3-ピリジル)チアゾール-5-イル]-N,2-ジメチル-3-メチルチオ-プロパンアミド;M.29.12.l) N-[4-クロロ-2-(3-ピリジル)チアゾール-5-イル]-N-メチル-3-メチルチオ-プロパンアミド;M.29.12.m) N-[4-クロロ-2-(3-ピリジル)チアゾール-5-イル]-N-エチル-3-メチルチオ-プロパンアミド;
又は化合物M.29.14a) 1-[(6-クロロ-3-ピリジニル)メチル]-1,2,3,5,6,7-ヘキサヒドロ-5-メトキシ-7-メチル-8-ニトロ-イミダゾ[1,2-a]ピリジン;又はM.29.14b) 1-[(6-クロロピリジン-3-イル)メチル]-7-メチル-8-ニトロ-1,2,3,5,6,7-ヘキサヒドロイミダゾ[1,2-a]ピリジン-5-オール;
又は化合物M.29.16a) 1-イソプロピル-N,5-ジメチル-N-ピリダジン-4-イル-ピラゾール-4-カルボキサミド;又はM.29.16b) 1-(1,2-ジメチルプロピル)-N-エチル-5-メチル-N-ピリダジン-4-イル-ピラゾール-4-カルボキサミド;M.29.16c) N,5-ジメチル-N-ピリダジン-4-イル-1-(2,2,2-トリフルオロ-1-メチル-エチル)ピラゾール-4-カルボキサミド;M.29.16d) 1-[1-(1-シアノシクロプロピル)エチル]-N-エチル-5-メチル-N-ピリダジン-4-イル-ピラゾール-4-カルボキサミド;M.29.16e) N-エチル-1-(2-フルオロ-1-メチル-プロピル)-5-メチル-N-ピリダジン-4-イル-ピラゾール-4-カルボキサミド;M.29.16f) 1-(1,2-ジメチルプロピル)-N,5-ジメチル-N-ピリダジン-4-イル-ピラゾール-4-カルボキサミド;M.29.16g) 1-[1-(1-シアノシクロプロピル)エチル]-N,5-ジメチル-N-ピリダジン-4-イル-ピラゾール-4-カルボキサミド;M.29.16h) N-メチル-1-(2-フルオロ-1-メチル-プロピル]-5-メチル-N-ピリダジン-4-イル-ピラゾール-4-カルボキサミド;M.29.16i) 1-(4,4-ジフルオロシクロヘキシル)-N-エチル-5-メチル-N-ピリダジン-4-イル-ピラゾール-4-カルボキサミド;又はM.29.16j) 1-(4,4-ジフルオロシクロヘキシル)-N,5-ジメチル-N-ピリダジン-4-イル-ピラゾール-4-カルボキサミド;
以下のクラスから選択される除草剤、アセトアミド系、アミド系、アリールオキシフェノキシプロピオネート系、ベンズアミド系、ベンゾフラン(benzofuran)、安息香酸系、ベンゾチアジアジノン系、ビピリジリウム(bipyridylium)、カルバメート系、クロロアセトアミド系、クロロカルボン酸系、シクロヘキサンジオン系、ジニトロアニリン系、ジニトロフェノール、ジフェニルエーテル、グリシン系、イミダゾリノン系、イソオキサゾール系、イソオキサゾリジノン系、ニトリル系、N-フェニルフタルイミド系、オキサジアゾール系、オキサゾリジンジオン系、オキシアセトアミド系、フェノキシカルボン酸系、フェニルカルバメート系、フェニルピラゾール系、フェニルピラゾリン系、フェニルピリダジン系、ホスフィン酸系、ホスホロアミデート系、ホスホロジチオエート系、フタラメート系、ピラゾール系、ピリダジノン系、ピリジン系、ピリジンカルボン酸系、ピリジンカルボキサミド系、ピリミジンジオン系、ピリミジニル(チオ)ベンゾエート系、キノリンカルボン酸系、セミカルバゾン系、スルホニルアミノカルボニルトリアゾリノン系、スルホニル尿素系、テトラゾリノン系、チアジアゾール系、チオカルバメート系、トリアジン系、トリアジノン系、トリアゾール系、トリアゾリノン系、トリアゾロカルボキサミド系、トリアゾロピリミジン系、トリケトン系、ウラシル系、又は尿素系。
/047441、WO 13/162072、WO 13/092224、WO 11/135833を参照)。
656、EP-A 427 529、EP-A 451 878、WO 03/18810及びWO 03/52073に開示されている。
i) 水溶性濃縮剤(SL、LS):10重量部の硝化阻害剤(例えば本発明による式Iの化合物)を、90重量部の水又は水溶性溶媒に溶解する。他の選択肢として、湿潤剤又は他の助剤を添加する。活性物質は、水希釈時に溶解する。このようにして、10重量%の活性物質含有量を有する組成物が得られる。
本発明の化合物を、硝化の阻害に関して以下のとおりに試験した:
圃場(例えばリンバーガーホフ(Limburgerhof))から土壌を新たに採取し、乾燥させ、500μm篩を通して篩った。約200mgの土壌を48ウェルプレートの各ウェルに入れた。化合物、又はDMSO単独を10ppmの濃度で添加し、1%DMSO中で溶解した。1ウェル当たり6μmolの硫酸アンモニウム、並びに4.8mgのNaClO3を添加した。
Claims (15)
- 硝化阻害剤としての、式I:
R1は、H、CH2NRbC(=O)Ra、CH2OC(=O)Ra、CH2ORa、
C1-C8-アルキル、又はC3-C8-シクロアルキル(C原子は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、OH、NO2、COOH、NRcRd、NRb(C=O)Ra、C(=O)NRcRd、C1-C4-アルコキシ、C1-C4-アルキルカルボニル、C1-C4-アルキルカルボキシ、C1-C4-アルキルチオ、C1-C4-アルキルスルホニル、及びS(O)2NRcRdから選択される1、2又は3個の同一の又は異なる置換基を有していてもよい)であり;
R2、R3及びR4は、互いに独立して、H、ハロゲン、CN、OH、NO2、NRcRd、NRb(C=O)Ra、C(=O)Ra、C(=O)ORa、C(=O)NRcRd、S(O)2Ra、S(O)2NRcRd、
C1-C8-アルキル、C1-C8-アルコキシ、C1-C8-アルキルチオ、C3-C8-シクロアルキル、C2-C8-アルケニル、C2-C6-アルキニル(C原子は、いずれの場合も、非置換であってもよく、又はハロゲン、CN、OH、NO2、COOH、NRcRd、NRb(C=O)Ra、C(=O)NRcRd、C1-C4-アルコキシ、C1-C4-アルキルカルボニル、C1-C4-アルキルカルボキシ、C1-C4-アルキルチオ、C1-C4-アルキルスルホニル、及びS(O)2NRcRdから選択される1、2又は3個の同一の又は異なる置換基を有していてもよい)から選択され;
Raは、H、C1-C8-アルキル、C2-C8-アルケニル、C2-C8-アルキニル又はC6-C10-アリールであり;
Rbは、H、C1-C4-アルキル、C3-C8-シクロアルキル、C2-C4-アルケニル、C2-C8-アルキニル、又はC6-C10-アリールであり;
Rc及びRdは、H、C1-C4-アルキル、及びC1-C4-ハロアルキルからなる群から互いに独立して選択され;
但しR2、R3及びR4の少なくとも1つはC2-C6-アルキニルである)
で表されるピラゾール化合物、又はその立体異性体、塩、互変異性体若しくはN-オキシドの使用。 - 前記式Iの化合物中、
R1が、H、C1-C8-アルキル、CH2NRbC(=O)Ra、CH2OC(=O)Ra、又はCH2ORaであり;
Raは、H、C1-C8-アルキル、C2-C8-アルケニル、C2-C8-アルキニル又はC6-C10-アリールであり;
Rbは、H、C1-C4-アルキル、C3-C8-シクロアルキル、C2-C4-アルケニル、C2-C8-アルキニル、又はC6-C10-アリールであり;
及び
R2、R3及びR4が、互いに独立して、H、ハロゲン、C1-C8-アルキル、C3-C8-シクロアルキル、C2-C8-アルケニル、及びC2-C8-アルキニルから選択され;
但しR2、R3及びR4の少なくとも1つはC2-C8-アルキニルである、
請求項1に記載の使用。 - 前記式Iの化合物中、
R1が、C1-C4-アルキル、好ましくはC1-C2-アルキルである、
請求項1又は2に記載の使用。 - 前記式Iの化合物中、
R2、R3及びR4が、互いに独立して、H、C1-C4-アルキル、及びC2-C4-アルキニル、好ましくはH、C1-C2-アルキル、及びC2-C4-アルキニルから選択される、請求項1〜3のいずれか1項に記載の使用。 - 前記式Iの化合物中、R2、R3及びR4の少なくとも2つが、C2-C4-アルキニル、好ましくはC2-C3-アルキニルである、請求項1〜4のいずれか1項に記載の使用。
- 請求項1〜5のいずれか1項に定義される少なくとも1種の式Iの化合物と少なくとも1種の担体とを含む、硝化を低下させるのに使用するための組成物。
- (i)少なくとも1種の肥料;及び(ii)請求項1〜5のいずれか1項に定義される少なくとも1種の式Iの化合物、又は請求項6に記載の組成物を含む農薬混合物。
- 前記式Iの化合物が、場合により請求項7に記載の農薬混合物の形態で、肥料と組み合わせて使用される、請求項1〜5のいずれか1項に記載の使用。
- 前記硝化の低下が、植物中又は植物上、植物の根領域中、土壌若しくは土壌置換成分中又は土壌若しくは土壌置換成分上及び/あるいは植物が生育しているか若しくは植物が生育することが意図される場所において起こる、請求項1〜5又は8のいずれか1項に記載の使用。
- 土壌若しくは土壌置換成分上で生育している植物及び/あるいは植物が生育しているか若しくは植物が生育することが意図される場所又は土壌若しくは土壌置換成分を、請求項1〜5のいずれか1項に定義される少なくとも1種の式Iの化合物、又は請求項6に定義させる組成物で処理するステップを含む、硝化を低下させる方法。
- 植物及び/あるいは植物が生育しているか若しくは植物が生育することが意図される場所又は土壌若しくは土壌置換成分に、さらに肥料が提供される、請求項10に記載の方法。
- 前記式Iの化合物の施用及び前記肥料の施用が、同時に又は時間差で、好ましくは1日間、2日間、3日間、1週間、2週間又は3週間の間隔で行われる、請求項10又は11に記載の方法。
- 請求項1〜5のいずれか1項に定義される硝化阻害剤の施用を含む、肥料又は組成物を処理する方法。
- 前記肥料が、固体若しくは液体のアンモニウム含有無機肥料(例えばNPK肥料、硝酸アンモニウム、硝酸カルシウムアンモニウム、硝酸硫酸アンモニウム、硫酸アンモニウム又はリン酸アンモニウム);固体若しくは液体の有機肥料(例えば、液肥、半液肥、バイオガス堆肥、厩肥、及び藁堆肥、ミミズ糞、コンポスト、海藻又はグアノ)、あるいは尿素含有肥料(例えば、尿素、ホルムアルデヒド尿素、無水アンモニウム、尿素硝酸アンモニウム(UAN)溶液、尿素硫黄、尿素ベースのNPK肥料、又は尿素硫酸アンモニウムである、請求項7に記載の農薬混合物、請求項8若しくは9に記載の使用、又は請求項11〜13のいずれか1項に記載の方法。
- 前記植物が、農業植物、例えばコムギ、オオムギ、オートムギ、ライコムギ、ダイズ、トウモロコシ、ジャガイモ、アブラナ、カノーラ、ヒマワリ、ワタ、サトウキビ、サトウダイコン、イネ、又は野菜、例えばホウレンソウ、レタス、アスパラガス、若しくはキャベツ;あるいはソルガム;林業植物;観賞植物;又は園芸植物(それぞれその天然形又は遺伝子改変形)である、請求項9又は14に記載の使用、又は請求項10〜12若しくは14のいずれか1項に記載の方法。
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