JP6029995B2 - 除草剤組成物 - Google Patents
除草剤組成物 Download PDFInfo
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- JP6029995B2 JP6029995B2 JP2013019313A JP2013019313A JP6029995B2 JP 6029995 B2 JP6029995 B2 JP 6029995B2 JP 2013019313 A JP2013019313 A JP 2013019313A JP 2013019313 A JP2013019313 A JP 2013019313A JP 6029995 B2 JP6029995 B2 JP 6029995B2
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- 230000002363 herbicidal effect Effects 0.000 title claims description 89
- 239000000203 mixture Substances 0.000 title claims description 54
- -1 4-methylbenzoyl group Chemical group 0.000 claims description 47
- 150000001875 compounds Chemical class 0.000 claims description 45
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- 150000003839 salts Chemical class 0.000 claims description 24
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- 230000000694 effects Effects 0.000 claims description 15
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- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 5
- 125000005843 halogen group Chemical group 0.000 claims description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
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- USSIUIGPBLPCDF-KEBDBYFISA-N pyriminobac-methyl Chemical group CO\N=C(/C)C1=CC=CC(OC=2N=C(OC)C=C(OC)N=2)=C1C(=O)OC USSIUIGPBLPCDF-KEBDBYFISA-N 0.000 description 3
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- CASLETQIYIQFTQ-UHFFFAOYSA-N 3-[[5-(difluoromethoxy)-1-methyl-3-(trifluoromethyl)pyrazol-4-yl]methylsulfonyl]-5,5-dimethyl-4h-1,2-oxazole Chemical compound CN1N=C(C(F)(F)F)C(CS(=O)(=O)C=2CC(C)(C)ON=2)=C1OC(F)F CASLETQIYIQFTQ-UHFFFAOYSA-N 0.000 description 2
- ZXVONLUNISGICL-UHFFFAOYSA-N 4,6-dinitro-o-cresol Chemical compound CC1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1O ZXVONLUNISGICL-UHFFFAOYSA-N 0.000 description 2
- ZOGDSYNXUXQGHF-UHFFFAOYSA-N 5-(3-butanoyl-2,4,6-trimethylphenyl)-2-[(Z)-N-ethoxy-C-ethylcarbonimidoyl]-3-hydroxycyclohex-2-en-1-one Chemical compound C(C)ON=C(CC)/C=1C(CC(CC1O)C1=C(C(=C(C=C1C)C)C(CCC)=O)C)=O ZOGDSYNXUXQGHF-UHFFFAOYSA-N 0.000 description 2
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- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- 239000005509 Dimethenamid-P Substances 0.000 description 2
- GUVLYNGULCJVDO-UHFFFAOYSA-N EPTC Chemical compound CCCN(CCC)C(=O)SCC GUVLYNGULCJVDO-UHFFFAOYSA-N 0.000 description 2
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- RRKHIAYNPVQKEF-UHFFFAOYSA-N Pyriftalid Chemical compound COC1=CC(OC)=NC(SC=2C=3C(=O)OC(C)C=3C=CC=2)=N1 RRKHIAYNPVQKEF-UHFFFAOYSA-N 0.000 description 2
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- CURLHBZYTFVCRG-UHFFFAOYSA-N butan-2-yl n-(3-chlorophenyl)carbamate Chemical compound CCC(C)OC(=O)NC1=CC=CC(Cl)=C1 CURLHBZYTFVCRG-UHFFFAOYSA-N 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- MJQBFSWPMMHVSM-UHFFFAOYSA-N chlorphthalim Chemical compound C1=CC(Cl)=CC=C1N1C(=O)C(CCCC2)=C2C1=O MJQBFSWPMMHVSM-UHFFFAOYSA-N 0.000 description 2
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- 238000002360 preparation method Methods 0.000 description 1
- ISEUFVQQFVOBCY-UHFFFAOYSA-N prometon Chemical compound COC1=NC(NC(C)C)=NC(NC(C)C)=N1 ISEUFVQQFVOBCY-UHFFFAOYSA-N 0.000 description 1
- MFOUDYKPLGXPGO-UHFFFAOYSA-N propachlor Chemical compound ClCC(=O)N(C(C)C)C1=CC=CC=C1 MFOUDYKPLGXPGO-UHFFFAOYSA-N 0.000 description 1
- FKLQIONHGSFYJY-UHFFFAOYSA-N propan-2-yl 5-[4-bromo-1-methyl-5-(trifluoromethyl)pyrazol-3-yl]-2-chloro-4-fluorobenzoate Chemical compound C1=C(Cl)C(C(=O)OC(C)C)=CC(C=2C(=C(N(C)N=2)C(F)(F)F)Br)=C1F FKLQIONHGSFYJY-UHFFFAOYSA-N 0.000 description 1
- LFULEKSKNZEWOE-UHFFFAOYSA-N propanil Chemical compound CCC(=O)NC1=CC=C(Cl)C(Cl)=C1 LFULEKSKNZEWOE-UHFFFAOYSA-N 0.000 description 1
- FROBCXTULYFHEJ-OAHLLOKOSA-N propaquizafop Chemical compound C1=CC(O[C@H](C)C(=O)OCCON=C(C)C)=CC=C1OC1=CN=C(C=C(Cl)C=C2)C2=N1 FROBCXTULYFHEJ-OAHLLOKOSA-N 0.000 description 1
- WJNRPILHGGKWCK-UHFFFAOYSA-N propazine Chemical compound CC(C)NC1=NC(Cl)=NC(NC(C)C)=N1 WJNRPILHGGKWCK-UHFFFAOYSA-N 0.000 description 1
- VXPLXMJHHKHSOA-UHFFFAOYSA-N propham Chemical compound CC(C)OC(=O)NC1=CC=CC=C1 VXPLXMJHHKHSOA-UHFFFAOYSA-N 0.000 description 1
- PHNUZKMIPFFYSO-UHFFFAOYSA-N propyzamide Chemical compound C#CC(C)(C)NC(=O)C1=CC(Cl)=CC(Cl)=C1 PHNUZKMIPFFYSO-UHFFFAOYSA-N 0.000 description 1
- NQLVQOSNDJXLKG-UHFFFAOYSA-N prosulfocarb Chemical compound CCCN(CCC)C(=O)SCC1=CC=CC=C1 NQLVQOSNDJXLKG-UHFFFAOYSA-N 0.000 description 1
- APTZNLHMIGJTEW-UHFFFAOYSA-N pyraflufen-ethyl Chemical group C1=C(Cl)C(OCC(=O)OCC)=CC(C=2C(=C(OC(F)F)N(C)N=2)Cl)=C1F APTZNLHMIGJTEW-UHFFFAOYSA-N 0.000 description 1
- DWSPRBSLSXQIEJ-UHFFFAOYSA-N pyrasulfotole Chemical compound CC1=NN(C)C(O)=C1C(=O)C1=CC=C(C(F)(F)F)C=C1S(C)(=O)=O DWSPRBSLSXQIEJ-UHFFFAOYSA-N 0.000 description 1
- ASRAWSBMDXVNLX-UHFFFAOYSA-N pyrazolynate Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(=O)C=1C(C)=NN(C)C=1OS(=O)(=O)C1=CC=C(C)C=C1 ASRAWSBMDXVNLX-UHFFFAOYSA-N 0.000 description 1
- FKERUJTUOYLBKB-UHFFFAOYSA-N pyrazoxyfen Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(=O)C=1C(C)=NN(C)C=1OCC(=O)C1=CC=CC=C1 FKERUJTUOYLBKB-UHFFFAOYSA-N 0.000 description 1
- VTRWMTJQBQJKQH-UHFFFAOYSA-N pyributicarb Chemical compound COC1=CC=CC(N(C)C(=S)OC=2C=C(C=CC=2)C(C)(C)C)=N1 VTRWMTJQBQJKQH-UHFFFAOYSA-N 0.000 description 1
- FFSSWMQPCJRCRV-UHFFFAOYSA-N quinclorac Chemical compound ClC1=CN=C2C(C(=O)O)=C(Cl)C=CC2=C1 FFSSWMQPCJRCRV-UHFFFAOYSA-N 0.000 description 1
- ALZOLUNSQWINIR-UHFFFAOYSA-N quinmerac Chemical compound OC(=O)C1=C(Cl)C=CC2=CC(C)=CN=C21 ALZOLUNSQWINIR-UHFFFAOYSA-N 0.000 description 1
- OSUHJPCHFDQAIT-GFCCVEGCSA-N quizalofop-P-ethyl Chemical group C1=CC(O[C@H](C)C(=O)OCC)=CC=C1OC1=CN=C(C=C(Cl)C=C2)C2=N1 OSUHJPCHFDQAIT-GFCCVEGCSA-N 0.000 description 1
- BBKDWPHJZANJGB-IKJXHCRLSA-N quizalofop-P-tefuryl Chemical group O=C([C@H](OC=1C=CC(OC=2N=C3C=CC(Cl)=CC3=NC=2)=CC=1)C)OCC1CCCO1 BBKDWPHJZANJGB-IKJXHCRLSA-N 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- MEFOUWRMVYJCQC-UHFFFAOYSA-N rimsulfuron Chemical compound CCS(=O)(=O)C1=CC=CN=C1S(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 MEFOUWRMVYJCQC-UHFFFAOYSA-N 0.000 description 1
- GNHDVXLWBQYPJE-UHFFFAOYSA-N saflufenacil Chemical compound C1=C(Cl)C(C(=O)NS(=O)(=O)N(C)C(C)C)=CC(N2C(N(C)C(=CC2=O)C(F)(F)F)=O)=C1F GNHDVXLWBQYPJE-UHFFFAOYSA-N 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 235000020637 scallop Nutrition 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- ODCWYMIRDDJXKW-UHFFFAOYSA-N simazine Chemical compound CCNC1=NC(Cl)=NC(NCC)=N1 ODCWYMIRDDJXKW-UHFFFAOYSA-N 0.000 description 1
- MGLWZSOBALDPEK-UHFFFAOYSA-N simetryn Chemical compound CCNC1=NC(NCC)=NC(SC)=N1 MGLWZSOBALDPEK-UHFFFAOYSA-N 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- CWTLTFQJQXGTTP-UHFFFAOYSA-M sodium;n'-(2-iodophenyl)sulfonyl-n-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamimidate Chemical compound [Na+].COC1=NC(C)=NC(NC(=O)[N-]S(=O)(=O)C=2C(=CC=CC=2)I)=N1 CWTLTFQJQXGTTP-UHFFFAOYSA-M 0.000 description 1
- 239000004016 soil organic matter Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- PQTBTIFWAXVEPB-UHFFFAOYSA-N sulcotrione Chemical compound ClC1=CC(S(=O)(=O)C)=CC=C1C(=O)C1C(=O)CCCC1=O PQTBTIFWAXVEPB-UHFFFAOYSA-N 0.000 description 1
- OORLZFUTLGXMEF-UHFFFAOYSA-N sulfentrazone Chemical compound O=C1N(C(F)F)C(C)=NN1C1=CC(NS(C)(=O)=O)=C(Cl)C=C1Cl OORLZFUTLGXMEF-UHFFFAOYSA-N 0.000 description 1
- ZDXMLEQEMNLCQG-UHFFFAOYSA-N sulfometuron methyl Chemical group COC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(C)=CC(C)=N1 ZDXMLEQEMNLCQG-UHFFFAOYSA-N 0.000 description 1
- 230000002459 sustained effect Effects 0.000 description 1
- RJKCKKDSSSRYCB-UHFFFAOYSA-N tebutam Chemical compound CC(C)(C)C(=O)N(C(C)C)CC1=CC=CC=C1 RJKCKKDSSSRYCB-UHFFFAOYSA-N 0.000 description 1
- IUQAXCIUEPFPSF-UHFFFAOYSA-N tembotrione Chemical compound ClC1=C(COCC(F)(F)F)C(S(=O)(=O)C)=CC=C1C(=O)C1C(=O)CCCC1=O IUQAXCIUEPFPSF-UHFFFAOYSA-N 0.000 description 1
- BCQMBFHBDZVHKU-UHFFFAOYSA-N terbumeton Chemical compound CCNC1=NC(NC(C)(C)C)=NC(OC)=N1 BCQMBFHBDZVHKU-UHFFFAOYSA-N 0.000 description 1
- IROINLKCQGIITA-UHFFFAOYSA-N terbutryn Chemical compound CCNC1=NC(NC(C)(C)C)=NC(SC)=N1 IROINLKCQGIITA-UHFFFAOYSA-N 0.000 description 1
- FZXISNSWEXTPMF-UHFFFAOYSA-N terbutylazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)(C)C)=N1 FZXISNSWEXTPMF-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- XSKZXGDFSCCXQX-UHFFFAOYSA-N thiencarbazone-methyl Chemical compound COC(=O)C1=CSC(C)=C1S(=O)(=O)NC(=O)N1C(=O)N(C)C(OC)=N1 XSKZXGDFSCCXQX-UHFFFAOYSA-N 0.000 description 1
- AHTPATJNIAFOLR-UHFFFAOYSA-N thifensulfuron-methyl Chemical group S1C=CC(S(=O)(=O)NC(=O)NC=2N=C(OC)N=C(C)N=2)=C1C(=O)OC AHTPATJNIAFOLR-UHFFFAOYSA-N 0.000 description 1
- SRVJKTDHMYAMHA-WUXMJOGZSA-N thioacetazone Chemical compound CC(=O)NC1=CC=C(\C=N\NC(N)=S)C=C1 SRVJKTDHMYAMHA-WUXMJOGZSA-N 0.000 description 1
- 229960003231 thioacetazone Drugs 0.000 description 1
- IYMLUHWAJFXAQP-UHFFFAOYSA-N topramezone Chemical compound CC1=C(C(=O)C2=C(N(C)N=C2)O)C=CC(S(C)(=O)=O)=C1C1=NOCC1 IYMLUHWAJFXAQP-UHFFFAOYSA-N 0.000 description 1
- DQFPEYARZIQXRM-LTGZKZEYSA-N tralkoxydim Chemical compound C1C(=O)C(C(/CC)=N/OCC)=C(O)CC1C1=C(C)C=C(C)C=C1C DQFPEYARZIQXRM-LTGZKZEYSA-N 0.000 description 1
- 238000002054 transplantation Methods 0.000 description 1
- YMXOXAPKZDWXLY-QWRGUYRKSA-N tribenuron methyl Chemical group COC(=O)[C@H]1CCCC[C@@H]1S(=O)(=O)NC(=O)N(C)C1=NC(C)=NC(OC)=N1 YMXOXAPKZDWXLY-QWRGUYRKSA-N 0.000 description 1
- REEQLXCGVXDJSQ-UHFFFAOYSA-N trichlopyr Chemical compound OC(=O)COC1=NC(Cl)=C(Cl)C=C1Cl REEQLXCGVXDJSQ-UHFFFAOYSA-N 0.000 description 1
- IMEVJVISCHQJRM-UHFFFAOYSA-N triflusulfuron-methyl Chemical group COC(=O)C1=CC=CC(C)=C1S(=O)(=O)NC(=O)NC1=NC(OCC(F)(F)F)=NC(N(C)C)=N1 IMEVJVISCHQJRM-UHFFFAOYSA-N 0.000 description 1
- RVKCCVTVZORVGD-UHFFFAOYSA-N trinexapac-ethyl Chemical group O=C1CC(C(=O)OCC)CC(=O)C1=C(O)C1CC1 RVKCCVTVZORVGD-UHFFFAOYSA-N 0.000 description 1
- ICESBGJHRQHALQ-UHFFFAOYSA-K trisodium;(carboxymethylamino)methyl-hydroxyphosphinate;2-[[hydroxy(oxido)phosphoryl]methylamino]acetate Chemical compound [Na+].[Na+].[Na+].OC(=O)CNCP(O)([O-])=O.OC(=O)CNCP([O-])([O-])=O ICESBGJHRQHALQ-UHFFFAOYSA-K 0.000 description 1
- KVEQCVKVIFQSGC-UHFFFAOYSA-N tritosulfuron Chemical compound FC(F)(F)C1=NC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(F)(F)F)=N1 KVEQCVKVIFQSGC-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
- 239000000080 wetting agent Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Description
(式中、Rは炭素数1〜6の低級アルキル基を、Xはハロゲン原子をそれぞれ表す。)
[式中、R1、R2、R3、R4及びR5は、互いに独立して、水素原子、ハロゲン原子、メチル基、エチル基、イソプロピル基、2個の塩素原子で置換されてもよいシクロプロピル基又はメトキシ基である(但し、R1は水素原子ではない。)か、又は、R1、R2、R3、R4及びR5は、それらの隣り合う2個が一緒になって−CH2CH2CH2−で表される基を形成してもよく、R8は、水素原子、4−メチルベンゾイル基、4−モルホリニルカルボニル基、1−アゼチジンカルボニル基、ジメチルカルバモイル基、1−プロパンスルホニル基又は4−メチルベンゼンスルホニル基である。]
で表される化合物であり、式[Y]で表される3−フェノキシ−4−ピリダジノール誘導体が、式[IIa]
で表される化合物である、(1)に記載の除草剤組成物。
で表される化合物であり、式[Y]で表される3−フェノキシ−4−ピリダジノール誘導体が、式[IIb]
で表される化合物である、(1)に記載の除草剤組成物。
少なくとも1種類の不活性な液体担体及び/又は固体担体と;
必要に応じて少なくとも1種類以上の界面活性剤;
とを混合する、前記(5)に記載の除草剤組成物を製造する方法。
2,3,6−TBA(2,3,6-TBA)、2,4,5‐T(2,4,5-T)、2,4−D(2,4-D)、2,4−DB(2,4-DB)、ACN(ACN)、AE-F‐150944(コード番号)、DNOC(DNOC)、DSMA(DSMA)、EPTC(EPTC)、HW−02(コード番号)、IR−6396(コード番号)、MCPA(MCPA)、MCPA・チオエチル(MCPA-thioethyl)、MCPB(MCPB)、MSMA(MSMA)、S−9750(コード番号)、SYP−298(コード番号)、SYP−300(コード番号)、S−メトラクロール(S-metolachlor)、TCA(TCA)、アイオキシニル(ioxynil)、アクロニフェン(aclonifen)、アクロレイン(acrolein)、アザフェニジン(azafenidin)、アシフルオルフェン(acifluorfen)、アジムスルフロン(azimsulfuron)、アシュラム(asulam)、アセトクロ−ル(acetochlor)、アトラジン(atrazine)、アニロホス(anilofos)、アミカルバゾン(amicarbazone)、アミドスルフロン(amidosulfuron)、アミトロール(amitrole)、アミノシクロピラクロル(aminocyclopyrachlor)、アミノピラリド(aminopyralid)、アミプロホス・メチル(amiprophos-methyl)、アメトリン(ametryn)、アラクロール(alachlor)、アロキシジム(alloxydim)、アンシミドール(ancymidol)、イオドスルフロン(iodosulfulon-methyl-sodium)、イソウロン(isouron)、イソキサクロルトール(isoxachlortole)、イソキサフルトール(isoxaflutole)、イソキサベン(isoxaben)、イソプロツロン(isoproturon)、イプフェンカルバゾン(ipfencarbazone)、イマザキン(imazaquin)、イマザピク(imazapic)、イマザピル(imazapyr)、イマザメタベンズメチル(imazamethabenz-methyl)、イマザモックス(imazamox)、イマゼタピル(imazethapyr)、イマゾスルフロン(imazosulfuron)、インダノファン(indanofan)、インダジフラム(indaziflam)、エスプロカルブ(esprocarb)、エグリナジン・エチル(eglinazine-ethyl)、エタメトスルフロン・メチル(ethametsulfuron-methyl)、エタルフルラリン(ethalfluralin)、エチジムロン(ethidimuron)、エトキシスルフロン(ethoxysulfuron)、エトキシフェン(ethoxyfen-ethyl)、エトフメセート(ethofumesate)、エトベンザニド(etobenzanid)、エンドタール・二ナトリウム塩(endothal-disodium)、オキサジアゾン(oxadiazon)、オキサジアルギル(oxadiargyl)、オキサジクロメフォン(oxaziclomefone)、オキサスルフロン(oxasulfuron)、オキシフルオルフェン(oxyfluorfen)、オリザリン(oryzalin)、オルトスルファムロン(orthosulfamuron)、オルベンカルブ(orbencarb)、オレイン酸(oleic acid)、カフェンストロール(cafenstrole)、カルフェントラゾン・エチル(carfentrazone-ethyl)、カルブチレート(karbutilate)、カルベタミド(carbetamide)、キザロホップ(quizalofop)、キザロホップ・P・エチル(quizalofop-P-ethyl)、キザロホップ・P・テフリル(quizalofop-P-tefuryl)、キザロホップ・エチル(quizalofop-ethyl)、キノクラミン(quinoclamine)、キンクロラック(quinclorac)、キンメラック(quinmerac)、クミルロン(cumyluron)、グリホサート(glyphosate)、グリホサート・アンモニウム塩(glyphosate-ammonium)、グリホサート・イソプロピルアンモニウム塩(glyphosate-isopropylammonium)、グリホサート・カリウム塩(glyphosate-potassium)、グリホサート・ジアンモニウム塩(glyphosate-diammonium)、グリホサート・ジメチルアンモニウム塩(glyphosate-dimethylammonium)、グリホサート・セスキナトリウム塩(glyphosate-sesquisodium)、グリホサート・トリメシウム塩(glyphosate-trimesium)、グルホシネート(glufosinate)、グルホシネートナトリウム塩(glufosinate-sodium)、グルホシネート(glufosinate-ammonium)、グルホシネート・P(glufosinate-P)、クレトジム(clethodim)、クロジナホップ(clodinafop-propargyl)、クロピラリド(clopyralid)、クロマゾン(clomazone)、クロメトキシフェン(chlomethoxyfen)、クロメプロップ(clomeprop)、クロランスラム・メチル(cloransulam-methyl)、クロランベン(chloramben)、クロリダゾン(chloridazon)、クロリムロン・エチル(chlorimuron-ethyl)、クロルスルフロン(chlorsulfuron)、クロルタル・ジメチル(chlorthal-dimethyl)、クロルチアミド(chlorthiamid)、クロルフタリム(chlorphthalim)、クロルフルレノール・メチル(chlorflurenol-methyl)、クロルプロファム(chlorpropham)、クロルメコート(chlormequat chloride)、クロロクスロン(chloroxuron)、クロロトルロン(chlorotoluron)、クロロブロムロン(chlorbromuron)、サフルフェナシル(saflufenacil)、シアナジン(cyanazine)、シアナミド(cyanamide)、ジウロン(diuron)、ジエタチル・エチル(diethatyl-ethyl)、ジカンバ(dicamba)、シクロエート(cycloate)、シクロキシジム(cycloxydim)、ジクロスラム(diclosulam)、シクロスルファムロン(cyclosulfamuron)、ジクロベニル(dichlobenil)、ジクロホップ・P・メチル(diclofop-P-methyl)、ジクロホップ・メチル(diclofop-methyl)、ジクロルプロップ(dichlorprop)、ジクロルプロップ−P(dichlorprop-P)、ジクワット(diquat dibromide)、ジチオピル(dithiopyr)、シデュロン(siduron)、ジニトラミン(dinitramine)、シニドン・エチル(cinidon-ethyl)、シノスルフロン(cinosulfuron)、ジノセブ(dinoseb)、ジノテルブ(dinoterb)、シハロホップ・ブチル(cyhalofop-butyl)、ジフェナミド(diphenamid)、ジフェンゾコート(difenzoquat)、ジフルフェニカン(diflufenican)、ジフルフェンゾピル(diflufenzopyr)、ジフルメトリム(diflumetorim)、シマジン(simazine)、ジメタクロール(dimethachlor)、ジメタメトリン(dimethametryn)、ジメテナミド(dimethenamid)、ジメテナミド・P(dimethenamid-P)、シメトリン(simetryn)、ジメピペレート(dimepiperate)、ジメフロン(dimefuron)、シンメチリン(cinmethylin)、スエップ(swep)、スルコトリオン(sulcotrione)、スルフェントラゾン(sulfentrazone)、スルホサート(sulfosate)、スルホスルフロン(sulfosulfuron)、スルホメツロン・メチル(sulfometuron-methyl)、セトキシジム(sethoxydim)、ターバシル(terbacil)、ダイムロン(daimuron)、ダゾメット(dazomet)、ダラポン(dalapon)、チアゾピル(thiazopyr)、チエンカルバゾン・メチル(thiencarbazone-methyl)(ナトリウム塩、メチルエステル等を含む)、チオカルバジル(tiocarbazil)、チオベンカルブ(thiobencarb)、チジアジミン(thidiazimin)、チジアズロン(thidiazuron)、チフェンスルフロン・メチル(thifensulfuron-methyl)、デスメディファム(desmedipham)、デスメトリン(desmetryne)、テニルクロール(thenylchlor)、テブタム(tebutam)、テブチウロン(tebuthiuron)、テプラロキシジム(tepraloxydim)、テフリルトリオン(tefuryltrione)、テルブチラジン(terbuthylazine)、テルブトリン(terbutryn)、テルブメトン(terbumeton)、テンボトリオン(tembotrione)、トプラメゾン(topramezone)、トラルコキシジム(tralkoxydim)、トリアジフラム(triaziflam)、トリアスルフロン(triasulfuron)、トリアファモン(triafamone)、トリアレート(triallate)、トリエタジン(trietazine)、トリクロピル(triclopyr)、トリクロピル・ブトティル(triclopyr-butotyl)、トリトスルフロン(tritosulfuron)、トリネキサパックエチル(trinexapac-ethyl)、トリフルスルフロン・メチル(triflusulfuron-methyl)、トリフルラリン(trifluralin)、トリフロキシスルフロン・ナトリウム塩(trifloxysulfuron-sodium)、トリベニュロン・メチル(tribenuron-methyl)、ナプタラム(naptalam)、ナプロアニリド(naproanilide)、ナプロパミド(napropamide)、ニコスルフロン(nicosulfuron)、ネブロン(neburon)、ノルフルラゾン(norflurazon)、バーナレート(vernolate)、パラコート(paraquat dichloride)、ハロキシホップ(haloxyfop)、ハロキシホップ・P・メチル(haloxyfop-P-methyl)、ハロキシホップ・エトティル(haloxyfop-etotyl)、ハロサフェン(halosafen)、ハロスルフロン・メチル(halosulfuron-methyl)、ピクロラム(picloram)、ピコリナフェン(picolinafen)、ビシクロピロン(bicyclopyrone)、ビスピリバック・ナトリウム塩(bispyribac-sodium)、ピノキサデン(pinoxaden)、ビフェノックス(bifenox)、ピペロホス(piperophos)、ピラクロニル(pyraclonil)、ピラスルホトール(pyrasulfotole)、ピラゾキシフェン(pyrazoxyfen)、ピラゾスルフロン・エチル(pyrazosulfuron-ethyl)、ピラゾリネート(pyrazolynate)、ビラナホス(bilanafos)、ピラフルフェン・エチル(pyraflufen-ethyl)、ピリダフォル(pyridafol)、ピリチオバック・ナトリウム塩(pyrithiobac-sodium)、ピリデート(pyridate)、ピリフタリド(pyriftalid)、ピリブチカルブ(pyributicarb)、ピリベンゾキシム(pyribenzoxim)、ピリミスルファン(pyrimisulfan)、ピリミスルフロン・メチル(primisulfuron-methyl)、ピリミノバックメチル(pyriminobac-methyl)、ピロキサスルホン(pyroxasulfone)、ピロキシスラム(pyroxsulam)、フェニソファム(phenisopham)、フェニュロン(fenuron)、フェノキサスルホン(fenoxasulfone)、フェノキサプロップ・P・エチル(fenoxaprop-P-ethyl)、フェノキサプロップ・エチル(fenoxaprop-ethyl)、フェンクロリム(fenclorim)、フェントラザミド(fentrazamide)、フェンメディファム(phenmedipham)、フォラムスルフロン(foramsulfuron)、ブタクロール(butachlor)、ブタフェナシル(butafenacil)、ブタミホス(butamifos)、ブチレート(butylate)、ブテナクロール(butenachlor)、ブトラリン(butralin)、ブトロキシジム(butroxydim)、フラザスルフロン(flazasulfuron)、フラムプロップ(flamprop)(メチル、エチル、イソプロピルエステルを含む)、フラムプロップ・M(flamprop-M)、フルアジホップ(fluazifop-butyl)、フルアジホップ・P(fluazifop-P-butyl)、フルアゾレート(fluazolate)、フルオメツロン(fluometuron)、フルオログリコフェン(fluoroglycofen-ethyl)、フルカルバゾン・ナトリウム塩(flucarbazone-sodium)、フルクロラリン(fluchloralin)、フルセトスルフロン(flucetosulfuron)、フルチアセット・メチル(fluthiacet-methyl)、フルピルスルフロン(flupyrsulfuron-methyl-sodium)、フルフェナセット(flufenacet)、フルフェンピル・エチル(flufenpyr-ethyl)、フルプロパネート(flupropanate)、フルポキサム(flupoxame)、フルミオキサジン(flumioxazin)、フルミクロラック・ペンチル(flumiclorac-pentyl)、フルメツラム(flumetsulam)、フルリドン(fluridone)、フルルタモン(flurtamone)、フルルプリミドール(flurprimidol)、フルロキシピル(fluroxypyr)、フルロクロリドン(flurochloridone)、プロカルバゾン・ナトリウム塩(procarbazone-sodium)、プレチラクロール(pretilachlor)、プロジアミン(prodiamine)、プロスルフロン(prosulfuron)、プロスルホカルブ(prosulfocarb)、プロパキザホップ(propaquizafop)、プロパクロール(propachlor)、プロパジン(propazine)、プロパニル(propanil)、プロピザミド(propyzamide)、プロピソクロール(propisochlor)、プロピリスルフロン(propyrisulfuron)、プロファム(propham)、プロフルアゾール(profluazol)、プロヘキサジオン・カルシウム塩(prohexadione-calcium)、プロポキシカルバゾン(propoxycarbazone)、プロポキシカルバゾン・ナトリウム塩(propoxycarbazone-sodium)、プロホキシジム(profoxydim)、ブロマシル(bromacil)、ブロムピラゾン(brompyrazon)、プロメトリン(prometryn)、プロメトン(prometon)、ブロモキシニル(bromoxynil)、ブロモフェノキシム(bromofenoxim)、ブロモブチド(bromobutide)、フロラスラム(florasulam)、ヘキサジノン(hexazinone)、ペトキサミド(pethoxamid)、ベナゾリン(benazolin)、ペノキススラム(penoxsulam)、ベフルブタミド(beflubutamid)、ペブレート(pebulate)、ペラルゴン酸(pelargonic acid)、ベンカルバゾン(bencarbazone)、ペンジメタリン(pendimethalin)、ベンズフェンジゾン(benzfendizone)、ベンスリド(bensulide)、ベンスルフロン・メチル(bensulfuron-methyl)、ベンゾビシクロン(benzobicyclon)、ベンゾフェナップ(benzofenap)、ベンタゾン(bentazone)、ペンタノクロール(pentanochlor)、ペントキサゾン(pentoxazo
ne)、ベンフルラリン(benfluralin)、ベンフレセート(benfuresate)、ホサミン(fosamine)、ホメサフェン(fomesafen)、ホルクロルフェニュロン(forchlorfenuron)、マレイン酸ヒドラジド(maleic hydrazide)、メコプロップ(mecoprop)、メコプロップ−P・カリウム塩(mecoprop-P)、メソスフロン・メチル(mesosulfuron-methyl)、メソトリオン(mesotrione)、メタザクロール(metazachlor)、メタゾスルフロン(metazosulfuron)、メタベンズチアズロン(methabenzthiazuron)、メタミトロン(metamitron)、メタミホップ(metamifop)、メタム(metam)、メチオゾリン(methiozolin)、メチルダイムロン(methyl-dimuron)、メトキスロン(metoxuron)、メトスラム(metosulam)、メトスルフロン・メチル(metsulfuron-methyl)、メトブロムロン(metobromuron)、メトベンズロン(metobenzuron)、メトラクロール(metolachlor)、メトリブジン(metribuzin)、メピコート・クロリド(mepiquat chloride)、メフェナセット(mefenacet)、モノスルフロン(monosulfuron)、モノスルフロン・メチル(monosulfuron-methyl)、モノリニュロン(monolinuron)、モリネート(molinate)、ヨードスルフロン・メチル・ナトリウム塩(iodosulfulon-methyl-sodium)、ヨーフェンスルフロン・ナトリウム塩(iofensulfuron-sodium)、ラクトフェン(lactofen)、リニュロン(linuron)、リムスルフロン(rimsulfuron)、レナシル(lenacil)及びこれらの塩や類縁体から選ばれる少なくとも1種以上の化合物である。
化合物[I]1部、化合物[IIb]7部、ポリオキシエチレンオクチルフェニルエーテル0.5部、β−ナフタレンスルホン酸ホルマリン縮合物ナトリウム塩0.5部、珪藻土20部及びクレー71部を混合粉砕し、水和剤を得た。
化合物[I]1部、化合物[IIb]10部、ポリオキシエチレンオクチルフェニルエーテル0.5部、β−ナフタレンスルホン酸ホルマリン縮合物ナトリウム塩0.5部、珪藻土20部及びクレー68部を混合粉砕し、水和剤を得た。
化合物[I]1部、化合物[IIb]10部、ポリオキシエチレンオクチルフェニルエーテル0.5部、β−ナフタレンスルホン酸ホルマリン縮合物ナトリウム塩0.5部、珪藻土20部及び炭酸カルシウム68部を混合粉砕し、水和剤を得た。
化合物[I]10部と化合物[IIb]10部に、リグニンスルホン酸ナトリウム5部、ポリオキシエチレンアルキルアリールエーテル1部、ポリカルボン酸ナトリウム3部、ホワイトカーボン5部、α化デンプン1部、炭酸カルシウム65部及び水10部を加え混合練り押し造粒した。得られた粒状物を流動層乾燥機で乾燥し、顆粒水和剤を得た。
水62.9部に、化合物[I]5部、化合物[IIb]15部、リグニンスルホン酸ナトリウム2部、ポリオキシエチレンアルキルアリールエーテル硫酸アンモニウム4部、ポリオキシエチレンアルキルアリールエーテル0.5部、キタンサンガム0.1部、ベントナイト0.5部及びエチレングリコール10部を加え高速撹拌機で混合し、湿式粉砕機で粉砕しフロアブル剤を得た。
化合物[I]1部、化合物[IIb]7部、タルクとベントナイトを1:3の割合の混合した増量剤77部、ホワイトカーボン10部、界面活性剤(ポリオキシエチレンソルビタンアルキレート、ポリオキシエチレンアルキルアリールポリマー及びアルキルアリールスルホネートの混合物)5部に水10部を加え、よく練ってペースト状としたものを直径1mmのふるい穴から押し出して乾燥した後、0.5〜1mmの長さに切断し、粒剤を得た。
1/5000アールのプラスチックポットに水田土壌を充填し、施肥、代かき後、イヌホタルイを播種し、ミズガヤツリの塊茎を移植し、水深1cmに湛水した。実施例1に準じて調製した水和剤の所定量を水で希釈して水面に施用した。その後は湛水深4cmを維持して育成し、処理27日目に除草効果を目視で評価した。結果を表1、表2に示す。尚、薬量は10アールあたりの有効成分量で示し、除草効果は0〜100の指数(0:無作用〜100:完全枯殺)で示した。
期待値(E)=X+Y-XY/100,
但し、a剤のx濃度における抑制率をX、b剤のy濃度における抑制率をYとする。
1/10000アールのプラスチックポットに水田土壌を充填し、施肥、代かき後、イヌホタルイを播種し、オモダカの塊茎を移植し、水深1cmに湛水した。実施例1に準じて調製した水和剤の所定量を水で希釈して水面に施用した。その後は湛水深4cmを維持して育成し、処理35日目に除草効果を目視で評価した。結果を表3、表4に示す。尚、薬量は10アールあたりの有効成分量で示し、除草効果は0〜100の指数(0:無作用〜100:完全枯殺)で示した。
1/5000アールのプラスチックポットに水田土壌を充填し、施肥、代かき後、イヌホタルイを播種し、ミズガヤツリの塊茎を移植し、水深1cmに湛水した。その後、イヌホタルイが1.5葉、ミズガヤツリが2葉に達した段階で湛水深4cmとし、実施例1に準じて調製した水和剤の所定量を水で希釈して水面に施用した。その後は湛水深4cmを維持して育成し、処理21日目に除草効果を目視で評価した。結果を表5、表6に示す。尚、薬量は10アールあたりの有効成分量で示し、除草効果は0〜100の指数(0:無作用〜100:完全枯殺)で示した。
1/10000アールのプラスチックポットに水田土壌を充填し、施肥、代かき後、イヌホタルイを播種し、オモダカの塊茎を移植し、水深1cmに湛水した。その後、イヌホタルイが2葉、オモダカが2葉に達した段階で湛水深4cmとし、実施例1に準じて調製した水和剤の所定量を水で希釈して水面に施用した。その後は湛水深4cmを維持して育成し、処理35日目に除草効果を目視で評価した。結果を表7、表8に示す。尚、薬量は10アールあたりの有効成分量で示し、除草効果は0〜100の指数(0:無作用〜100:完全枯殺)で示した。
1/5000アールのプラスチックポットに水田土壌を充填し、施肥、代かき後、タイヌビエ、イヌホタルイを播種し、ウリカワ、ミズガヤツリの各塊茎、イボクサの切断片を移植し、水深1cmに湛水した。実施例1に準じて調製した水和剤の所定量を水で希釈して水面に施用した。その後は湛水深4cmを維持して育成し、処理27日目に除草効果を目視で評価した。尚、除草効果は0〜100の指数(0:無作用〜100:完全枯殺)で評価した。
1/5000アールのプラスチックポットに水田土壌を充填し、施肥、代かき後、タイヌビエ、イヌホタルイを播種し、ミズガヤツリの塊茎、イボクサの切断片を移植し、水深1cmに湛水した。その後、タイヌビエが2葉、イヌホタルイが1.5葉、ミズガヤツリが2葉、イボクサの切断片が草丈4cmに達した段階で湛水深4cmとし、実施例1に準じて調製した水和剤の所定量を水で希釈して水面に施用した。その後は湛水深4cmを維持して育成し、処理21日目に除草効果を目視で評価した。尚、除草効果は0〜100の指数(0:無作用〜100:完全枯殺)で評価した。
期待値(E)=X+Y+Z-(XY+XZ+YZ)/100+XYZ/10000
但し、a剤のx濃度における抑制率をX、b剤のy濃度における抑制率をY、c剤のz濃度における抑制率をZとする。
Claims (9)
- 以下に記載される式[X]で表されるオキソピラジン誘導体及びその塩からなる群から選択される[成分A]と、以下に記載される式[Y]で表される3−フェノキシ−4−ピリダジノール誘導体及びその塩からなる群から選択される[成分B]とを含むことを特徴とする除草剤組成物。
(式中、Rは炭素数1〜6の低級アルキル基を、Xはハロゲン原子をそれぞれ表す。)
[式中、R1、R2、R3、R4及びR5は、互いに独立して、水素原子、ハロゲン原子、メチル基、エチル基、イソプロピル基、2個の塩素原子で置換されてもよいシクロプロピル基又はメトキシ基である(但し、R1は水素原子ではない。)か、又は、R1、R2、R3、R4及びR5は、それらの隣り合う2個が一緒になって−CH2CH2CH2−で表される基を形成してもよく、R8は、水素原子、4−メチルベンゾイル基、4−モルホリニルカルボニル基、1−アゼチジンカルボニル基、ジメチルカルバモイル基、1−プロパンスルホニル基又は4−メチルベンゼンスルホニル基である。] - 式[X]で表されるオキソピラジン誘導体が、式[I]
で表される化合物であり、式[Y]で表される3−フェノキシ−4−ピリダジノール誘導体が、式[IIa]
で表される化合物である請求項1に記載の除草剤組成物。 - 式[X]で表されるオキソピラジン誘導体が、式[I]
で表される化合物であり、式[Y]で表される3−フェノキシ−4−ピリダジノール誘導体が、式[IIb]
で表される化合物である請求項1に記載の除草剤組成物。 - [成分A]及び[成分B]を、[成分A]:[成分B]の比で1:0.001〜1:1000の重量比で含有する、請求項1乃至3のいずれかにに記載の除草剤組成物。
- 請求項1乃至4のいずれかに記載され、且つ、除草剤として活性を示す量の除草剤組成物と、少なくとも1種類の不活性な液体担体及び/又は固体担体を含み、更に必要に応じて少なくとも1種類以上の界面活性剤を含む、除草剤組成物。
- 請求項1乃至4のいずれかに記載され、且つ、除草剤として活性を示す量の除草剤組成物と;
少なくとも1種類の不活性な液体担体及び/又は固体担体と;
必要に応じて少なくとも1種類以上の界面活性剤;
とを混合する、請求項5に記載の除草剤組成物を製造する方法。 - 請求項1乃至5のいずれかに記載の除草剤組成物を、有用植物、又は、有用植物を生育させようとする若しくは生育している場所に対して、同時に又は分割して作用させることによる、有用植物に対する望ましくない植物の成長を制御する方法。
- 有用植物に対する望ましくない植物の成長を制御するための、請求項1乃至5のいずれかに記載の除草剤組成物の使用方法。
- 有用植物が、水田作物或いは畑作、園芸作物、芝、果樹である請求項8に記載の除草剤組成物の使用方法。
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