CN1183219A - 抗真菌活性化合物的组合物 - Google Patents
抗真菌活性化合物的组合物 Download PDFInfo
- Publication number
- CN1183219A CN1183219A CN97123047A CN97123047A CN1183219A CN 1183219 A CN1183219 A CN 1183219A CN 97123047 A CN97123047 A CN 97123047A CN 97123047 A CN97123047 A CN 97123047A CN 1183219 A CN1183219 A CN 1183219A
- Authority
- CN
- China
- Prior art keywords
- reactive compound
- composition
- formula
- chloro
- methyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 150000001875 compounds Chemical class 0.000 title claims abstract description 56
- 230000000855 fungicidal effect Effects 0.000 title 1
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Substances C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000000203 mixture Substances 0.000 claims description 30
- 241000233866 Fungi Species 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 7
- DHJSQJDJTIGMLO-UHFFFAOYSA-N CCC1(C(C1Cl)C)C(=O)N Chemical class CCC1(C(C1Cl)C)C(=O)N DHJSQJDJTIGMLO-UHFFFAOYSA-N 0.000 claims description 5
- 239000000463 material Substances 0.000 claims description 2
- 239000012871 anti-fungal composition Substances 0.000 claims 2
- 230000000843 anti-fungal effect Effects 0.000 abstract description 6
- 239000011159 matrix material Substances 0.000 abstract 1
- 230000000694 effects Effects 0.000 description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 239000000843 powder Substances 0.000 description 6
- 241000196324 Embryophyta Species 0.000 description 5
- 230000001857 anti-mycotic effect Effects 0.000 description 5
- 239000002543 antimycotic Substances 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 241000813090 Rhizoctonia solani Species 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical group CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- -1 chalk Substances 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- 239000003995 emulsifying agent Substances 0.000 description 3
- 239000008187 granular material Substances 0.000 description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical group CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 241000235349 Ascomycota Species 0.000 description 2
- 241000221198 Basidiomycota Species 0.000 description 2
- 239000004604 Blowing Agent Substances 0.000 description 2
- 241000760356 Chytridiomycetes Species 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 241000233654 Oomycetes Species 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 239000000443 aerosol Substances 0.000 description 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
- 239000003429 antifungal agent Substances 0.000 description 2
- 229940121375 antifungal agent Drugs 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 201000010099 disease Diseases 0.000 description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 230000004907 flux Effects 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 230000000749 insecticidal effect Effects 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000000575 pesticide Substances 0.000 description 2
- 230000003032 phytopathogenic effect Effects 0.000 description 2
- 238000010298 pulverizing process Methods 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 239000004552 water soluble powder Substances 0.000 description 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 1
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 1
- CFWRDBDJAOHXSH-SECBINFHSA-N 2-azaniumylethyl [(2r)-2,3-diacetyloxypropyl] phosphate Chemical compound CC(=O)OC[C@@H](OC(C)=O)COP(O)(=O)OCCN CFWRDBDJAOHXSH-SECBINFHSA-N 0.000 description 1
- 244000215068 Acacia senegal Species 0.000 description 1
- RGCKGOZRHPZPFP-UHFFFAOYSA-N Alizarin Natural products C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
- 229910021532 Calcite Inorganic materials 0.000 description 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 241000228437 Cochliobolus Species 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 1
- 239000005781 Fludioxonil Substances 0.000 description 1
- 241000223218 Fusarium Species 0.000 description 1
- 229920000084 Gum arabic Polymers 0.000 description 1
- 240000005979 Hordeum vulgare Species 0.000 description 1
- 235000007340 Hordeum vulgare Nutrition 0.000 description 1
- 239000005906 Imidacloprid Substances 0.000 description 1
- 240000001931 Ludwigia octovalvis Species 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
- 241001467460 Myxogastria Species 0.000 description 1
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical class CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 1
- 244000061176 Nicotiana tabacum Species 0.000 description 1
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 1
- 241000233855 Orchidaceae Species 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- 241001503460 Plasmodiophorida Species 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 241000231139 Pyricularia Species 0.000 description 1
- 241001361634 Rhizoctonia Species 0.000 description 1
- 239000004113 Sepiolite Substances 0.000 description 1
- 244000299461 Theobroma cacao Species 0.000 description 1
- 235000009470 Theobroma cacao Nutrition 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 244000098338 Triticum aestivum Species 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000000205 acacia gum Substances 0.000 description 1
- 235000010489 acacia gum Nutrition 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- HFVAFDPGUJEFBQ-UHFFFAOYSA-M alizarin red S Chemical compound [Na+].O=C1C2=CC=CC=C2C(=O)C2=C1C=C(S([O-])(=O)=O)C(O)=C2O HFVAFDPGUJEFBQ-UHFFFAOYSA-M 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 229960000892 attapulgite Drugs 0.000 description 1
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- 238000009395 breeding Methods 0.000 description 1
- 230000001488 breeding effect Effects 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 235000011089 carbon dioxide Nutrition 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
- 229960001760 dimethyl sulfoxide Drugs 0.000 description 1
- 239000010459 dolomite Substances 0.000 description 1
- 229910000514 dolomite Inorganic materials 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 230000003203 everyday effect Effects 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- MUJOIMFVNIBMKC-UHFFFAOYSA-N fludioxonil Chemical compound C=12OC(F)(F)OC2=CC=CC=1C1=CNC=C1C#N MUJOIMFVNIBMKC-UHFFFAOYSA-N 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000010903 husk Substances 0.000 description 1
- 238000005286 illumination Methods 0.000 description 1
- YWTYJOPNNQFBPC-UHFFFAOYSA-N imidacloprid Chemical compound [O-][N+](=O)\N=C1/NCCN1CC1=CC=C(Cl)N=C1 YWTYJOPNNQFBPC-UHFFFAOYSA-N 0.000 description 1
- 229940056881 imidacloprid Drugs 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 238000006317 isomerization reaction Methods 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 210000003127 knee Anatomy 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- 229940067606 lecithin Drugs 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
- 239000004579 marble Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 229940043265 methyl isobutyl ketone Drugs 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 239000003094 microcapsule Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 229920005615 natural polymer Polymers 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen(.) Chemical compound [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229910052625 palygorskite Inorganic materials 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 150000003904 phospholipids Chemical class 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 239000003531 protein hydrolysate Substances 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910052624 sepiolite Inorganic materials 0.000 description 1
- 235000019355 sepiolite Nutrition 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 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
- A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
-
- 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
- A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
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)
- Plural Heterocyclic Compounds (AREA)
Abstract
包含N－[1－4－氯－苯基)－乙基]－2,2－二氯－1－乙基－3－甲基－环丙烷甲酰胺、4－(2,2－二氟－1,3－苯并二氧杂环戊烷－7－基)－1H－吡咯－3－腈及1－[(6－氯－3－吡啶基)－甲基]－N－硝基－2－咪唑烷亚胺的新活性化合物的组合物具有非常好的抗真菌性质。
Description
本发明涉及新的活性化合物的组合物，它们非常适合于抑制植物致病真菌并且包含公知的N-[1-(4-氯-苯基)-乙基]-2，2-二氯-1-乙基-3-甲基-环丙烷甲酰胺及其它两种分别具有抗真菌和杀虫活性的公知化合物。
已知N-[1-(4-氯-苯基)-乙基]-2，2-二氯-1-乙基-3-甲基-环丙烷甲酰胺和4-(2，2-二氟-1，3-苯并二氧杂环戊烷-7-基)-1H-吡咯-3-腈具有抗真菌性质(参阅EP-A 0341475和EP-A 0206999)及1-[(6-氯-3-吡啶基)甲基]-N-硝基-2-咪唑烷亚胺具杀虫性质(参阅Pesticide Manual，第九版(1991年)，第491页)。
也已知N-[1-(4-氯-苯基)-乙基]-2，2-二氯-1-乙基-3-甲基-环丙烷甲酰胺和1-[(6-氯-3-吡啶基)-甲基]-N-硝基-2-咪唑烷亚胺可以用于抑制真菌(参阅JP-A 271207-1991)。所述两种单独成分的活性及其混合物的活性均良好。但是，以很低的比例使用时，其抗真菌效力并不总能令人满意。
已发现包含下列成分的新的活性化合物的组合物具有非常好的抗真菌性质：
A)式(I)N-[1-(4-氯-苯基)-乙基]-2，2-二氯-1-乙基-3-甲基-环丙烷甲酰胺和
B)式(II)4-(2，2-二氟-1，3-苯并二氧杂环戊烷-7-基)-1H-吡咯-3-腈
和
C)式(III)1-[(6-氯-3-吡啶基)-甲基]-N-硝基-2-咪唑烷 亚胺。
意想不到的是根据本发明的所述三种化合物的组合物的抗真菌活性显著大于各单独成分的活性或包含两种活性化合物的现有技术混合物的活性。从而具有料想不到的协合作用，而不仅仅是补充作用。
从式(I)活性化合物的结构式显然易见，该化合物具有三个不对称取代的碳原子。因而，其产物可以以不同异构体的混合物形式存在，或者以单纯的成分存在。特别优选的化合物如下：
式(Ia)N-(R)-[1-(4-氯-苯基)-乙基]-(1S)-2，2-二氯-1-乙基-t-3-甲基-r-1-环丙烷甲酰胺和
式(Ib)N-(R)-[1-(4-氯-苯基)-乙基]-(1R)-2，2-二氯-1-乙基-t-3-甲基-r-1-环丙烷甲酰胺。
式(I)化合物和其各个异构体为公知化合物(参阅EP-A0341475)。
式(II)活性化合物是作为抗真菌剂的名称为fludioxonil的4-(2，2-二氟-1，3-苯并二氧杂环戊烷-7-基)-1H-吡咯-3-腈(参阅EP-A0206999)。
式(III)活性化合物是作为杀虫剂的名称为imidacloprid的1-[(6-氯-3-吡啶基)-甲基]-N-硝基-2-咪唑烷亚胺(参阅Pesticide Manual，第九版(1991年)，第491页)。
当按照一定的重量比，提供根据本发明的活性化合物组合物中的所述活性化合物时，特别显示出协合作用。然而，在所述活性化合物的组合物中的活性化合物的重量比例可以在较宽的范围内变化。一般而言，每份(重量)式(I)活性化合物，0.1-10份(重量)，优选0.2-5份(重量)的式(II)活性化合物及0.1-1.5份(重量)，优选0.1-1.0份(重量)的式(III)活性化合物。
根据本发明的活性化合物的组合物具有非常好的抗真菌性质并可以用于抑制植物致病真菌例如根肿粘菌纲(Plasmodiophoromycetes)、卵菌纲(Oomycetes)、壶菌纲(Chytridiomycetes)、接合菌纲(Zygomycetes)、子囊菌纲(Ascomycetes)、担子菌纲(Basidiomycetes)和半知菌类(Deuteromycetes)等。
根据本发明的活性化合物的组合物尤其适合抑制Pyricularia、Pellicularia、Cochliobolus、Gibberella、Rhizoctonia和Fusariumspp。
根据本发明的活性化合物的组合物特别适用于抑制水稻和谷类例如小麦和大麦中的真菌。
植物能耐受抑制植物疾病所需浓度下的所述活性化合物组合物的实际情况使得处理植物地上部分、繁殖茎和种子以及土壤成为可能。所述根据本发明的活性化合物组合物可用于叶面施肥，或者用于种子包衣。
可以将根据本发明的活性化合物组合物转变为常规制剂，例如溶液剂、乳剂、悬浮液、粉末剂、泡沫剂、糊剂、颗粒剂、气溶胶和以聚合物质及包衣组合物形式用于种子的微囊以及ULV制剂。
这些制剂采用公知的方法制备，例如通过使所述活性化合物或活性化合物的组合物与补充剂(它们是液体溶剂、受压的液化气体和/或固体载体)混合，可选地与表面活性剂(即乳化剂和/或分散剂和/或发泡剂)混合。在使用水作为补充剂的情况下，例如，也可以使用有机溶剂作为辅助溶剂。下列为大部分适合作为液体溶剂的成分：芳族烃例如二甲苯、甲苯或烷基萘，氯化芳族烃或氯化脂肪族烃例如氯苯、氯乙烯或二氯甲烷，脂肪族烃例如环己烷或烷属烃如石油馏分，醇类例如丁醇或乙二醇和它们的醚和酯，酮类例如丙酮、甲乙酮、甲基异丁酮或环己酮，强极性溶剂例如二甲基甲酰胺和二甲亚砜，或者为水。液化气体补充剂或载体可理解为在常温和常压下为气态的液体，例如气溶胶挥发剂如丁烷、丙烷、氮气和二氧化碳。合适的固体载体为：例如粉碎的天然矿物质如高岭土、粘土、滑石、白垩、石英、attapulgite、蒙脱石或硅藻土和粉碎的合成物质例如粉碎的二氧化硅、氧化铝和硅酸盐。用于颗粒剂的合适的固体载体有：例如粉碎和分级的天然矿石例如方解石、大理石、浮岩、海泡石和白云石，或者为无机和有机粉末的人造颗粒，有机物质例如木屑、椰子壳、玉米芯和烟草梗。合适的乳化剂和/或发泡剂为：例如非离子和阴离子乳化剂例如脂肪酸聚氧乙烯酯、聚氧乙烯脂肪醇醚如烷芳基聚乙二醇醚、烷基磺酸酯、烷基硫酸酯、芳基磺酸酯，或蛋白水解物。合适的分散剂有：例如亚硫酸纸浆废液和甲基纤维素。
粘合剂例如羧甲基纤维素和天然的及合成的以粉末、颗粒或胶乳形式的聚合物如阿拉伯树胶、聚乙烯醇和聚乙烯乙酸酯，或天然的磷脂如脑磷脂及卵磷脂以及合成磷脂可以用于所述制剂中。其它粘合剂可以是矿物和植物油。
可以使用着色剂例如无机颜料，如氧化铁、二氧化钛、普鲁士兰及有机染料如茜素染料、偶氮染料和金属酞菁染料以及微量成分例如铁、锰、硼、铜、钴、钼和锌的盐。
所述制剂一般包含0.1-95％(重量)的活性化合物，优选0.5-90％。
所述活性化合物的组合物可以以它们的制剂形式或由其制备的使用形式例如即用溶液剂、乳化浓缩液、乳剂、悬浮液、润湿粉末，可溶性粉末和颗粒剂使用。它们可以按常规方法使用，例如通过灌水、喷撒、雾化、播散、分散和以用于干燥种子处理的粉末、用于种子处理的溶液、用于种子处理的水溶性粉末、用于淤浆处理的水溶性粉末形式或通过包衣过程使用。
在处理植物各部位的过程中，在所述使用形式中的活性化合物的浓度可以在较宽的范围内变化。一般而言，它们在1-0.0001％(重量)，优选0.5-0.001％。
在种子处理过程中，每公斤种子一般需要0.001-50克活性化合物，优选0.01-10克。
在土壤处理过程中，施药位置所需的活性化合物浓度为0.00001-0.1％(重量)，优选0.0001-0.02％(重量)。
从下列实施例显而易见根据本发明的活性化合物组合物的良好的抗真菌活性。尽管单独的活性化合物甚至仅两种活性化合物的组合物显示弱的抗真菌活性，所述三种化合物的组合物具有的活性超过简单加合的活性，也超过公知的协合作用组合物的活性。
当所述活性化合物组合物的抗真菌活性超过分别使用的活性化合物的总活性时，显示抗真菌剂的协合作用。实施例1
立枯丝核菌(Rhizoctonia solani)试验(棉花)/种子处理
使用作为种子处理粉末的所述活性化合物或活性化合物组合物。它是通过将粉碎的矿物质掺入各个活性化合物中产生粉碎的混合物，以确保其均匀分布到种子的表面上制备而成的。
为给所述种子包衣，将感染的种子与种子包衣物一起在封口的玻璃瓶内振摇3分钟。
将所述种子以2×50孔道(channels)，深度2cm的方式种在罐装混合肥料中(种子用立枯丝核菌感染)，并使其在温室内，于约22℃，在种子箱内生长(每日接受15小时光照)。
在播种8天后，评价该植物生长情况。0％意味着相当于未处理的对照组的效力，而效力100％意味着没有疾病发生。
下表中列出活性化合物、活性化合物浓度和试验结果。
表1
立枯丝核菌试验(棉花)/种子处理
| 活性化合物 | 使用活性化合物的比例mg/kg种子 | 效力％ |
| 现有技术： | ||
| (Ia)/(Ib)*) | 150 | 13 |
| (II) | 150 | 56 |
| (III) | 150 | 16 |
*) 包含相同量的(Ia)和(Ib)的混合物。
Claims (5)
1.抗真菌组合物，其特征为其中的活性化合物的组合物包含：
A)式(I)N-[1-(4-氯-苯基)-乙基]-2，2-二氯-1-乙基-3-甲基-环丙烷甲酰胺
和
B)式(II)4-(2，2-二氟-1，3-苯并二氧杂环戊烷-7-基)-1H-吡咯-3-腈
和
C)式(III)1-[(6-氯-3-吡啶基)-甲基]-N-硝基-2-咪唑烷亚胺。
2.按照权利要求1的组合物，其特征为：在所述活性化合物的组合物中，式(I)活性化合物与式II活性化合物和式(III)活性化合物的重量比分别为1∶0.1-1∶10之间和1∶0.1-1∶1.5之间。
3.用于抑制真菌的方法，其特征在于使根据权利要求1的活性化合物的组合物作用于所述真菌和/或它们的生存场所。
4.根据权利要求1的活性化合物的组合物用于抑制真菌的用途。
5.用于制备抗真菌组合物的方法，其特征在于使根据权利要求1的活性化合物的组合物与补充剂和/或表面活性物质混合。
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19649459.1 | 1996-11-26 | ||
| DE19649459A DE19649459C2 (de) | 1996-11-26 | 1996-11-26 | Fungizide Wirkstoffkombinationen |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1183219A true CN1183219A (zh) | 1998-06-03 |
| CN1075351C CN1075351C (zh) | 2001-11-28 |
Family
ID=7813099
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN97123047A Expired - Fee Related CN1075351C (zh) | 1996-11-26 | 1997-11-26 | 抗真菌活性化合物的组合物 |
Country Status (6)
| Country | Link |
|---|---|
| JP (1) | JP3463976B2 (zh) |
| KR (1) | KR100394040B1 (zh) |
| CN (1) | CN1075351C (zh) |
| CO (1) | CO5031301A1 (zh) |
| DE (1) | DE19649459C2 (zh) |
| TW (1) | TW368396B (zh) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106922726A (zh) * | 2015-12-29 | 2017-07-07 | 江苏扬农化工股份有限公司 | 一种悬浮种衣剂及其制备方法与应用 |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19857966A1 (de) * | 1998-12-16 | 2000-06-21 | Bayer Ag | Wirkstoffkombinationen |
| DE19956098A1 (de) * | 1999-11-22 | 2001-05-23 | Bayer Ag | Fungizide Wirkstoffkombinationen |
| KR100965035B1 (ko) * | 2000-04-18 | 2010-06-21 | 인코텍 재팬 캄퍼니 리미티드 | 농약으로 코팅된 볍씨 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4705800A (en) * | 1985-06-21 | 1987-11-10 | Ciba-Geigy Corporation | Difluorbenzodioxyl cyanopyrrole microbicidal compositions |
| DE3815728A1 (de) * | 1988-05-07 | 1989-11-16 | Bayer Ag | Stereoisomere von n-(r)-(1-aryl-ethyl)-1-alkyl-2,2-dichlor- cyclopropancarbonsaeureamiden |
| JP2832482B2 (ja) * | 1990-03-19 | 1998-12-09 | 日本バイエルアグロケム株式会社 | 殺虫殺菌剤組成物 |
-
1996
- 1996-11-26 DE DE19649459A patent/DE19649459C2/de not_active Expired - Fee Related
-
1997
- 1997-10-30 TW TW086116120A patent/TW368396B/zh not_active IP Right Cessation
- 1997-11-21 KR KR1019970062008A patent/KR100394040B1/ko not_active IP Right Cessation
- 1997-11-21 CO CO97068339A patent/CO5031301A1/es unknown
- 1997-11-21 JP JP33656197A patent/JP3463976B2/ja not_active Expired - Fee Related
- 1997-11-26 CN CN97123047A patent/CN1075351C/zh not_active Expired - Fee Related
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106922726A (zh) * | 2015-12-29 | 2017-07-07 | 江苏扬农化工股份有限公司 | 一种悬浮种衣剂及其制备方法与应用 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH10158113A (ja) | 1998-06-16 |
| CO5031301A1 (es) | 2001-04-27 |
| KR100394040B1 (ko) | 2003-10-22 |
| CN1075351C (zh) | 2001-11-28 |
| JP3463976B2 (ja) | 2003-11-05 |
| TW368396B (en) | 1999-09-01 |
| KR19980042660A (ko) | 1998-08-17 |
| DE19649459A1 (de) | 1998-05-28 |
| DE19649459C2 (de) | 2002-04-18 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN1315385C (zh) | 含有咪蚜胺和杀真菌剂的组合物及其应用 | |
| CN1112850C (zh) | 杀真菌活性化合物组合物 | |
| CN1074251C (zh) | 杀真菌组合物 | |
| JPH05246806A (ja) | 化学農薬混用剤 | |
| AU725645B2 (en) | Synergistic antimicrobial compositions containing a dimethylamide of a carboxylic acid with a mixture of 2-(thiocyanomethylthio) benzothiazole and methylene-bis(thiocyanate) | |
| CN1108043A (zh) | 一种杀真菌剂与一种杀昆虫剂的复合物 | |
| ZA200504841B (en) | Fungicidal mixtures for controlling rice pahtogens | |
| CN1075351C (zh) | 抗真菌活性化合物的组合物 | |
| CN101554167A (zh) | 一种防治香蕉叶斑病菌等有害真菌的组合物 | |
| CN1221173C (zh) | 农药组合物 | |
| JPH07133206A (ja) | 工業用防腐防かび剤 | |
| KR100219352B1 (ko) | 살진균 활성 배합물 | |
| CN101473835B (zh) | 具有杀灭香蕉叶斑病菌等有害真菌作用的组合物 | |
| AU633391B2 (en) | Fungicidal active compound combinations | |
| CN1121814C (zh) | 杀真菌组合物 | |
| CN1315386C (zh) | 杀真菌活性化合物混合物 | |
| JPS59112907A (ja) | 殺菌剤組成物 | |
| EP0091213B1 (en) | Pesticidal dry-form seed treater compositions | |
| CN100387129C (zh) | 杀真菌活性化合物混合物 | |
| HU227789B1 (en) | Fungicide composition containing two triazole-derivatives as active ingredients and use thereof | |
| US5079238A (en) | Stabilized O-halopyridylphosphate compositions and method of use | |
| EA009085B1 (ru) | Фунгицидные смеси для борьбы с фитопатогенными грибами, в частности с патогенами риса | |
| US3299119A (en) | 2-cyanosorbamide | |
| JPH08268809A (ja) | ジカルボキサミド化合物をベースとする新規の殺菌性組成物 | |
| JP3604534B2 (ja) | 防腐防かび剤 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| C17 | Cessation of patent right | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20011128 Termination date: 20091228 |