SK12452000A3 - DIMETYL-[3-(PROPOXYKARBONYLAMINO)PROPYL]AMŕNIUM-O-ETYLFOSFONµT - Google Patents
DIMETYL-[3-(PROPOXYKARBONYLAMINO)PROPYL]AMŕNIUM-O-ETYLFOSFONµT Download PDFInfo
- Publication number
- SK12452000A3 SK12452000A3 SK1245-2000A SK12452000A SK12452000A3 SK 12452000 A3 SK12452000 A3 SK 12452000A3 SK 12452000 A SK12452000 A SK 12452000A SK 12452000 A3 SK12452000 A3 SK 12452000A3
- Authority
- SK
- Slovakia
- Prior art keywords
- propyl
- compound
- ethylphosphonate
- propoxycarbonylamino
- ammonium
- Prior art date
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- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 title 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 title 1
- WZZLDXDUQPOXNW-UHFFFAOYSA-N propamocarb Chemical compound CCCOC(=O)NCCCN(C)C WZZLDXDUQPOXNW-UHFFFAOYSA-N 0.000 claims abstract description 5
- 150000001875 compounds Chemical class 0.000 abstract description 20
- 230000000855 fungicidal effect Effects 0.000 abstract description 4
- 241000196324 Embryophyta Species 0.000 description 11
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- 241000233866 Fungi Species 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 239000004480 active ingredient Substances 0.000 description 5
- 238000005507 spraying Methods 0.000 description 5
- MKIMSXGUTQTKJU-UHFFFAOYSA-N Propamocarb hydrochloride Chemical compound [Cl-].CCCOC(=O)NCCC[NH+](C)C MKIMSXGUTQTKJU-UHFFFAOYSA-N 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000002689 soil Substances 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 3
- LMVPQMGRYSRMIW-KRWDZBQOSA-N fenamidone Chemical compound O=C([C@@](C)(N=C1SC)C=2C=CC=CC=2)N1NC1=CC=CC=C1 LMVPQMGRYSRMIW-KRWDZBQOSA-N 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 239000005774 Fenamidone Substances 0.000 description 2
- 241001281803 Plasmopara viticola Species 0.000 description 2
- 239000005837 Spiroxamine Substances 0.000 description 2
- 235000014787 Vitis vinifera Nutrition 0.000 description 2
- 240000006365 Vitis vinifera Species 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 230000001276 controlling effect Effects 0.000 description 2
- -1 dimethyl [3- (propoxycarbonylamino) propyl] ammonium-O-ethylphosphonate Chemical class 0.000 description 2
- 201000010099 disease Diseases 0.000 description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
- 239000000417 fungicide Substances 0.000 description 2
- 230000002363 herbicidal effect Effects 0.000 description 2
- 239000000575 pesticide Substances 0.000 description 2
- 230000008635 plant growth Effects 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000009331 sowing Methods 0.000 description 2
- PUYXTUJWRLOUCW-UHFFFAOYSA-N spiroxamine Chemical compound O1C(CN(CC)CCC)COC11CCC(C(C)(C)C)CC1 PUYXTUJWRLOUCW-UHFFFAOYSA-N 0.000 description 2
- XERJKGMBORTKEO-VZUCSPMQSA-N (1e)-2-(ethylcarbamoylamino)-n-methoxy-2-oxoethanimidoyl cyanide Chemical compound CCNC(=O)NC(=O)C(\C#N)=N\OC XERJKGMBORTKEO-VZUCSPMQSA-N 0.000 description 1
- LDVVMCZRFWMZSG-OLQVQODUSA-N (3ar,7as)-2-(trichloromethylsulfanyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione Chemical compound C1C=CC[C@H]2C(=O)N(SC(Cl)(Cl)Cl)C(=O)[C@H]21 LDVVMCZRFWMZSG-OLQVQODUSA-N 0.000 description 1
- QNBTYORWCCMPQP-JXAWBTAJSA-N (Z)-dimethomorph Chemical compound C1=C(OC)C(OC)=CC=C1C(\C=1C=CC(Cl)=CC=1)=C/C(=O)N1CCOCC1 QNBTYORWCCMPQP-JXAWBTAJSA-N 0.000 description 1
- OWDLFBLNMPCXSD-UHFFFAOYSA-N 2-chloro-N-(2,6-dimethylphenyl)-N-(2-oxotetrahydrofuran-3-yl)acetamide Chemical compound CC1=CC=CC(C)=C1N(C(=O)CCl)C1C(=O)OCC1 OWDLFBLNMPCXSD-UHFFFAOYSA-N 0.000 description 1
- PCCSBWNGDMYFCW-UHFFFAOYSA-N 5-methyl-5-(4-phenoxyphenyl)-3-(phenylamino)-1,3-oxazolidine-2,4-dione Chemical compound O=C1C(C)(C=2C=CC(OC=3C=CC=CC=3)=CC=2)OC(=O)N1NC1=CC=CC=C1 PCCSBWNGDMYFCW-UHFFFAOYSA-N 0.000 description 1
- 239000005730 Azoxystrobin Substances 0.000 description 1
- 239000005734 Benalaxyl Substances 0.000 description 1
- LXCWGISGLDSVFL-YNRWYYTJSA-N CCO/N=C(\C(C=CC=C1)=C1OC(C)=O)/O/N=C(\C)/C1=CC(C(F)(F)F)=CC=C1 Chemical compound CCO/N=C(\C(C=CC=C1)=C1OC(C)=O)/O/N=C(\C)/C1=CC(C(F)(F)F)=CC=C1 LXCWGISGLDSVFL-YNRWYYTJSA-N 0.000 description 1
- 239000005745 Captan Substances 0.000 description 1
- 239000005747 Chlorothalonil Substances 0.000 description 1
- 239000005756 Cymoxanil Substances 0.000 description 1
- 239000005758 Cyprodinil Substances 0.000 description 1
- 239000005761 Dimethomorph Substances 0.000 description 1
- 239000005772 Famoxadone Substances 0.000 description 1
- 239000005780 Fluazinam Substances 0.000 description 1
- 239000005789 Folpet Substances 0.000 description 1
- 239000005867 Iprodione Substances 0.000 description 1
- 239000005800 Kresoxim-methyl Substances 0.000 description 1
- 239000005802 Mancozeb Substances 0.000 description 1
- 239000005805 Mepanipyrim Substances 0.000 description 1
- 239000005807 Metalaxyl Substances 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- 241000233614 Phytophthora Species 0.000 description 1
- 241000233622 Phytophthora infestans Species 0.000 description 1
- 239000005828 Pyrimethanil Substances 0.000 description 1
- 241000233639 Pythium Species 0.000 description 1
- 229930182692 Strobilurin Natural products 0.000 description 1
- 239000005857 Trifloxystrobin Substances 0.000 description 1
- UKSFECHKLGXRLU-UHFFFAOYSA-N [Na].P(OCC)(O)=O Chemical compound [Na].P(OCC)(O)=O UKSFECHKLGXRLU-UHFFFAOYSA-N 0.000 description 1
- 230000000895 acaricidal effect Effects 0.000 description 1
- 238000005904 alkaline hydrolysis reaction Methods 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- WFDXOXNFNRHQEC-GHRIWEEISA-N azoxystrobin Chemical compound CO\C=C(\C(=O)OC)C1=CC=CC=C1OC1=CC(OC=2C(=CC=CC=2)C#N)=NC=N1 WFDXOXNFNRHQEC-GHRIWEEISA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229940117949 captan Drugs 0.000 description 1
- CRQQGFGUEAVUIL-UHFFFAOYSA-N chlorothalonil Chemical compound ClC1=C(Cl)C(C#N)=C(Cl)C(C#N)=C1Cl CRQQGFGUEAVUIL-UHFFFAOYSA-N 0.000 description 1
- 239000012230 colorless oil Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- HAORKNGNJCEJBX-UHFFFAOYSA-N cyprodinil Chemical compound N=1C(C)=CC(C2CC2)=NC=1NC1=CC=CC=C1 HAORKNGNJCEJBX-UHFFFAOYSA-N 0.000 description 1
- LXCYSACZTOKNNS-UHFFFAOYSA-N diethoxy(oxo)phosphanium Chemical compound CCO[P+](=O)OCC LXCYSACZTOKNNS-UHFFFAOYSA-N 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 238000010410 dusting Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- UZCGKGPEKUCDTF-UHFFFAOYSA-N fluazinam Chemical compound [O-][N+](=O)C1=CC(C(F)(F)F)=C(Cl)C([N+]([O-])=O)=C1NC1=NC=C(C(F)(F)F)C=C1Cl UZCGKGPEKUCDTF-UHFFFAOYSA-N 0.000 description 1
- HKIOYBQGHSTUDB-UHFFFAOYSA-N folpet Chemical compound C1=CC=C2C(=O)N(SC(Cl)(Cl)Cl)C(=O)C2=C1 HKIOYBQGHSTUDB-UHFFFAOYSA-N 0.000 description 1
- VUERQRKTYBIULR-UHFFFAOYSA-N fosetyl Chemical compound CCOP(O)=O VUERQRKTYBIULR-UHFFFAOYSA-N 0.000 description 1
- 230000002538 fungal effect Effects 0.000 description 1
- 230000012010 growth Effects 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000000749 insecticidal effect Effects 0.000 description 1
- ONUFESLQCSAYKA-UHFFFAOYSA-N iprodione Chemical compound O=C1N(C(=O)NC(C)C)CC(=O)N1C1=CC(Cl)=CC(Cl)=C1 ONUFESLQCSAYKA-UHFFFAOYSA-N 0.000 description 1
- ZOTBXTZVPHCKPN-HTXNQAPBSA-N kresoxim-methyl Chemical compound CO\N=C(\C(=O)OC)C1=CC=CC=C1COC1=CC=CC=C1C ZOTBXTZVPHCKPN-HTXNQAPBSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- CIFWZNRJIBNXRE-UHFFFAOYSA-N mepanipyrim Chemical compound CC#CC1=CC(C)=NC(NC=2C=CC=CC=2)=N1 CIFWZNRJIBNXRE-UHFFFAOYSA-N 0.000 description 1
- ZQEIXNIJLIKNTD-UHFFFAOYSA-N methyl N-(2,6-dimethylphenyl)-N-(methoxyacetyl)alaninate Chemical compound COCC(=O)N(C(C)C(=O)OC)C1=C(C)C=CC=C1C ZQEIXNIJLIKNTD-UHFFFAOYSA-N 0.000 description 1
- CJPQIRJHIZUAQP-UHFFFAOYSA-N methyl N-(2,6-dimethylphenyl)-N-(phenylacetyl)alaninate Chemical compound CC=1C=CC=C(C)C=1N(C(C)C(=O)OC)C(=O)CC1=CC=CC=C1 CJPQIRJHIZUAQP-UHFFFAOYSA-N 0.000 description 1
- CIEXPHRYOLIQQD-UHFFFAOYSA-N methyl N-(2,6-dimethylphenyl)-N-2-furoylalaninate Chemical compound CC=1C=CC=C(C)C=1N(C(C)C(=O)OC)C(=O)C1=CC=CO1 CIEXPHRYOLIQQD-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- UWVQIROCRJWDKL-UHFFFAOYSA-N oxadixyl Chemical compound CC=1C=CC=C(C)C=1N(C(=O)COC)N1CCOC1=O UWVQIROCRJWDKL-UHFFFAOYSA-N 0.000 description 1
- 238000003359 percent control normalization Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- ZLIBICFPKPWGIZ-UHFFFAOYSA-N pyrimethanil Chemical compound CC1=CC(C)=NC(NC=2C=CC=CC=2)=N1 ZLIBICFPKPWGIZ-UHFFFAOYSA-N 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- ONCZDRURRATYFI-TVJDWZFNSA-N trifloxystrobin Chemical compound CO\N=C(\C(=O)OC)C1=CC=CC=C1CO\N=C(/C)C1=CC=CC(C(F)(F)F)=C1 ONCZDRURRATYFI-TVJDWZFNSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000000080 wetting agent Substances 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
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
- A01N57/12—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing acyclic or cycloaliphatic radicals
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/12—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
- C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
- C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C271/20—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by nitrogen atoms not being part of nitro or nitroso groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/141—Esters of phosphorous acids
- C07F9/142—Esters of phosphorous acids with hydroxyalkyl compounds without further substituents on alkyl
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- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Environmental Sciences (AREA)
- Dentistry (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Vynález sa týka dimetyl-[3-(propoxykarbonylamino)propyl]amónium-O-etylfosfonátu, ktorý vykazuje fungicídnu účinnosť.
Podstata vynálezu
Vynález opisuje dimetyl-[3-(propoxykarbonylamino)propyl]amónium-O-etylfosfonát vzorca I
O=Í>H H3C Ó
Zlúčenina podlá vynálezu vykazuje účinnosť ako fungicid, najmä proti rôznym chorobám rastlín z triedy Phycomycetes, napríklad proti perenospóre viniča hroznorodého (Plasmopara viticola), rôznym plesniam z rodu Phytophthora, napríklad plesni zemiakovej (Phytophthora infestans), Pythium spp., Aphanomyces spp., Bremia spp., Perenospora spp. a Pseudoperenospora spp.
Vynález tiež opisuje spôsob potláčania húb na mieste, ktoré je nimi zamorené alebo nimi môže byť zamorené, pri ktorom sa na toto miesto aplikuje zlúčenina vzorca I (zlúčenina podlá vynálezu) .
Vynález tiež opisuje poľnohospodársky prostriedok, ktorý obsahuje zlúčeninu podlá vynálezu v zmesi s poľnohospodársky prijateľným riedidlom alebo nosičom.
Tento prostriedok, môže obsahovať jednu alebo viac ďalších účinných zložiek, napríklad zlúčenín, o ktorých je známe, že vykazujú regulačné účinky na rast rastlín, fungicídne, insekticídne alebo akaricídne Alternatívne je možné zlúčeninu podľa vynálezu a zložku použiť postupne.
herbicídne, vlastnosti. inú účinnú
Medzi fungicídy, s ktorými sa môže zlúčenina podľa vynálezu miešať, patria acylanilíny, ako je metalaxyl, oxadixyl, ofurace, benalaxyl a furalaxyl; cymoxanil; mancozeb; chlorothalonil; folpet; captan; famoxadone; fenamidone; spiroxamine; fluazinam; dimethomorph; strobiluriny, ako je kresoxim-methyl, azoxystrobin a trifloxystrobin, pyrimethanil, cyprodinil; mepanipyrim a iprodione.
Uvedené mená zlúčenín sú v odbore obvyklé názvy a zodpovedajúce chemické štruktúry je možné nájsť napríklad v práci „Pesticíde Manual, 11. vydanie, 1997, ktorú vydáva British Crop Protection Council. Plné chemické názvy zlúčenín, ktorých mená sú uvedené v práci Pesticíde Manual, sú nasledujúce:
trifloxystrobin: metyl-{E,E)-metoxyimino-{2-[1-(3-trifluórmetylfenyl)etylidénaminooxymetyl]fenyl}acetát, spiroxamin:
fenamidon:
8-terc-butyl-l,4-dioxaspiro[4,5]dekan-2-ylmetyl(etyl)(propyl)amín, (S) -l-anilino-4-mety1-2-metyltio-4-fenylimidazolin-5-ón.
Prostriedok podľa vynálezu môže obsahovať napríklad dispergátor, emulgátor alebo zmáčadlo. Obvykle sú prostriedky vo forme vodného koncentrátu.
Koncentrácia účinnej zložky v prostriedku podľa vynálezu, ako je aplikovaný na rastliny, je výhodne v rozsahu od 0,0001 do 1,0 % hmotn., najmä od 0,0001 do 0,01 % hmotn. V prostriedku, ako sa dodáva na trh, sa môže množstvo účinnej zložky pohybovať v širokom rozsahu a môže tvoriť napríklad od 5 do 95 % hmotn. prostriedku.
Pri potláčaní húb spôsobom podía vynálezu sa zlúčenina podía vynálezu všeobecne aplikuje na semená, rastliny alebo ich stanovište. Tak sa môže zlúčenina podía vynálezu aplikovať priamo na pôdu pred siatím, počas siatia alebo po siatí, takže prítomnosť účinnej zlúčeniny v pôde môže potláčať rast húb, ktoré by mohli napadnúť semená. Pokial sa ošetruje priamo pôda, môže sa účinná zlúčenina aplikovať ľubovoľným spôsobom, ktorý umožňuje jej dôkladné zmiešanie s pôdou, ako je postrekovanie, rozmetanie v pevnej granulovanej forme alebo aplikácia účinnej zložky zároveň so siatím jej uložením do rovnakého riadku ako semená. Vhodná aplikačná dávka sa pohybuje v rozsahu od 5 do 1000 g na hektár, výhodnejšie od 10 do 500 g na hektár.
Alternatívne sa môže účinná zlúčenina aplikovať priamo na rastlinu, napríklad postrekovaním alebo poprašovaním buď v čase, kedy sa huba začína objavovať na rastline, alebo pred objavením sa huby ako ochranné opatrenie. V obidvoch týchto prípadoch je výhodným spôsobom aplikácie listový postrek. Všeobecne je dôležité dosiahnuť dobrú kontrolu huby v skorých štádiách rastu rastliny, pretože to je čas, kedy môže byť rastlina najvážnejšie poškodená. Postrek alebo poprašok môže účelne obsahovať preemergentný alebo postemergentný herbicíd, pokiaľ sa to považuje za potrebné. Niekedy je vhodné ošetriť korene rastliny pred sadením alebo počas sadenia, napríklad ponorením koreňov do vhodného kvapalného alebo pevného prostriedku. Pokial sa účinná látka aplikuje priamo na rastlinu, pohybuje sa vhodná aplikačná dávka od 0,025 do 5 kg na hektár, výhodne od 0,05 do 1 kg na hektár.
Zlúčeniny všeobecného vzorca I sa môžu získať reakciou amínu vzorca II
(II) s etyl-hydrogenfosfonátom.
Táto reakcia sa môže uskutočňovať vo vodnom roztoku.
Vynález ilustrujú nasledujúce príklady.
Príklady uskutočnenia vynálezu
Príklad 1
K 31,0 ml vodného roztoku propyl-3-(dimetylamino)propylkarbamát-hydrochloridu s koncentráciou 722 g/l (0,1 mol) sa pridá roztok 13,2 g sodnej soli etyl-hydrogenfosfonátu v 25 ml vody. Roztok sa odparí do sucha, čím sa získa olej obsahujúci chlorid sodný ako bielu pevnú látku. Surový produkt sa trituruje s asi 100 ml dichlórmetánu a nerozpustná pevná biela látka (chlorid sodný) sa odfiltruje a premyje niekoľkokrát dichlórmetánom. Filtráty sa zmiešajú a odparia, čím sa získa dimetyl-[3-(propoxykarbonylamino)propyl]amónium-O-etylfosfonát vo forme viskózneho bezfarebného oleja.
NMR-spektroskopiou, pri ktorej sa pozorujú chemické posuny vztiahnuté k propyl-3-(dimetylamino)propylkarbamátu, sa potvrdí, že produktom je soľ.
Východiskový materiál sa pripraví alkalickou hydrolýzou dietylfosfitu pomocou známeho postupu (pozri napríklad Synthesis 134, 1978) .
Príklad 2
Vodné roztoky zlúčeniny z príkladu 1 sa s použitím ručného postrekovača v rôznych koncentráciách striekajú na vinič hroznorodý až do okamihu, kedy dôjde k stekaniu postreku. Rastliny sa potom inokulujú ručným postrekom suspenziou spór Plasmopara viticola, obsahujúcou 100000 spór na ml. Na porovnanie bol vinič hroznorodý postriekaný tiež komerčne dostupným propamocarb-hydrochloridom.
U rastlín sa stanoví stupeň kontroly choroby v porovnaní s neošetrenými rastlinami.
Výsledky sú nasledujúce:
| Aplikovaná zlúčenina | Koncentrácia (ppm) | % kontroly |
| zlúčenina podlá vynálezu | 800 | 81,5 |
| zlúčenina podía vynálezu | 400 | 27,6 |
| propamocarb-hydrochlorid | 800 | 14,6 |
| propamocarb-hydrochlorid | 400 | 4,2 |
Claims (1)
- PATENTOVÝ NÁROKDimetyl-[3-(propoxykarbonylamino)propyl]amónium-O-etylfosfonát vzorca (I)O=Í>H H3C .Ad) ·
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB9803491.1A GB9803491D0 (en) | 1998-02-20 | 1998-02-20 | Fungicide |
| GBGB9810932.5A GB9810932D0 (en) | 1998-05-22 | 1998-05-22 | Fungicides |
| PCT/GB1999/000338 WO1999042468A1 (en) | 1998-02-20 | 1999-02-18 | Fungicides |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SK12452000A3 true SK12452000A3 (sk) | 2001-09-11 |
| SK283768B6 SK283768B6 (sk) | 2004-01-08 |
Family
ID=26313149
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SK1245-2000A SK283768B6 (sk) | 1998-02-20 | 1999-02-18 | Dimetyl-[3-(propoxykarbonylamino)propyl]amónium-O-etylfosfonát |
Country Status (28)
| Country | Link |
|---|---|
| US (1) | US6339103B1 (sk) |
| EP (1) | EP1056755B1 (sk) |
| JP (1) | JP4204195B2 (sk) |
| KR (1) | KR100588279B1 (sk) |
| CN (1) | CN1215073C (sk) |
| AT (1) | ATE229532T1 (sk) |
| AU (1) | AU748511B2 (sk) |
| BR (1) | BR9908415B1 (sk) |
| CA (1) | CA2320511C (sk) |
| CZ (1) | CZ292930B6 (sk) |
| DE (1) | DE69904444T2 (sk) |
| DK (1) | DK1056755T3 (sk) |
| ES (1) | ES2189390T3 (sk) |
| HK (1) | HK1036282A1 (sk) |
| HR (1) | HRP20000542B1 (sk) |
| HU (1) | HUP0101254A3 (sk) |
| ID (1) | ID26929A (sk) |
| IL (1) | IL137938A0 (sk) |
| MX (1) | MXPA00007985A (sk) |
| NO (1) | NO329478B1 (sk) |
| NZ (1) | NZ506183A (sk) |
| PL (1) | PL188887B1 (sk) |
| PT (1) | PT1056755E (sk) |
| RS (1) | RS49662B (sk) |
| SK (1) | SK283768B6 (sk) |
| TR (1) | TR200002422T2 (sk) |
| UA (1) | UA61131C2 (sk) |
| WO (1) | WO1999042468A1 (sk) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9921930D0 (en) | 1999-09-17 | 1999-11-17 | Hoechst Schering Agrevo Gmbh | Fugicides |
| CL2007003748A1 (es) * | 2006-12-22 | 2008-07-18 | Bayer Cropscience Ag | Composicion pesticida que comprende fosetil-al, propamocarb-hcl y una sustancia insecticida activa; y metodo para controlar hongos fitopatogenos o insecticidas daninos de las plantas, cultivos o semillas que comprende aplicar dicha composicion. |
| CL2007003745A1 (es) * | 2006-12-22 | 2008-07-11 | Bayer Cropscience Ag | Composicion pesticida que comprende fosetil-al, propamocarb-hcl y una sustancia insecticida activa; y metodo para controlar hongos fitopatogenos o insecticidas daninos de las plantas, cultivos o semillas que comprende aplicar dicha composicion. |
| CL2007003746A1 (es) * | 2006-12-22 | 2008-07-18 | Bayer Cropscience Ag | Composicion pesticida que comprende propamocarb-hcl y un compuesto insecticida; y metodo para controlar hongos fitopatogenos o insecticidas daninos de las plantas, cultivos o semillas que comprende aplicar dicha composicion. |
| EP2119362A1 (en) * | 2008-05-15 | 2009-11-18 | Bayer CropScience AG | Method for improving the tolerance of crops to chilling temperatures and/or frost |
| BR112019006239A2 (pt) | 2016-10-31 | 2019-06-18 | Eastman Chem Co | processo para preparar 3-(dimetilamino)propilcarbamato de propila. |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4108885A (en) * | 1967-08-25 | 1978-08-22 | Schering Ag | Salts of thiocarbamic esters with fungicidal and fungistatic action |
| DE2456627C2 (de) * | 1973-12-14 | 1984-05-10 | PEPRO - Société pour le Développement et la Vente de Spécialités Chimiques, Lyon | Fungizide Mittel auf der Basis von Phosphonsäureestern |
| HU184319B (en) | 1980-08-27 | 1984-08-28 | Borsodi Vegyi Komb | Fungicide compositions salts of phosphonoic acid-monoesters and process for producing the active agents |
| JP4086338B2 (ja) * | 1996-12-06 | 2008-05-14 | 株式会社松風 | 歯科用弾性修復材料並びにそれを用いた歯科補綴材料の作製方法 |
| FR2761577B1 (fr) * | 1997-04-04 | 1999-05-14 | Rhone Poulenc Agrochimie | Composition fongicide synergique a base de propacarbe et de derives de l'acide phosphoreux |
-
1999
- 1999-02-18 MX MXPA00007985A patent/MXPA00007985A/es active IP Right Grant
- 1999-02-18 TR TR2000/02422T patent/TR200002422T2/xx unknown
- 1999-02-18 EP EP99904958A patent/EP1056755B1/en not_active Expired - Lifetime
- 1999-02-18 AU AU25276/99A patent/AU748511B2/en not_active Ceased
- 1999-02-18 BR BRPI9908415-5A patent/BR9908415B1/pt not_active IP Right Cessation
- 1999-02-18 KR KR1020007009165A patent/KR100588279B1/ko not_active IP Right Cessation
- 1999-02-18 DK DK99904958T patent/DK1056755T3/da active
- 1999-02-18 WO PCT/GB1999/000338 patent/WO1999042468A1/en active IP Right Grant
- 1999-02-18 ES ES99904958T patent/ES2189390T3/es not_active Expired - Lifetime
- 1999-02-18 SK SK1245-2000A patent/SK283768B6/sk not_active IP Right Cessation
- 1999-02-18 CA CA002320511A patent/CA2320511C/en not_active Expired - Fee Related
- 1999-02-18 CN CNB998031879A patent/CN1215073C/zh not_active Expired - Lifetime
- 1999-02-18 PL PL99342541A patent/PL188887B1/pl unknown
- 1999-02-18 AT AT99904958T patent/ATE229532T1/de active
- 1999-02-18 ID IDW20001840A patent/ID26929A/id unknown
- 1999-02-18 US US09/622,096 patent/US6339103B1/en not_active Expired - Lifetime
- 1999-02-18 CZ CZ20003010A patent/CZ292930B6/cs not_active IP Right Cessation
- 1999-02-18 IL IL13793899A patent/IL137938A0/xx not_active IP Right Cessation
- 1999-02-18 DE DE69904444T patent/DE69904444T2/de not_active Expired - Lifetime
- 1999-02-18 NZ NZ506183A patent/NZ506183A/en unknown
- 1999-02-18 HU HU0101254A patent/HUP0101254A3/hu unknown
- 1999-02-18 PT PT99904958T patent/PT1056755E/pt unknown
- 1999-02-18 UA UA2000095380A patent/UA61131C2/uk unknown
- 1999-02-18 JP JP2000532420A patent/JP4204195B2/ja not_active Expired - Lifetime
- 1999-02-18 RS YUP-516/00A patent/RS49662B/sr unknown
-
2000
- 2000-08-18 HR HR20000542A patent/HRP20000542B1/xx not_active IP Right Cessation
- 2000-08-18 NO NO20004158A patent/NO329478B1/no not_active IP Right Cessation
-
2001
- 2001-10-10 HK HK01107102A patent/HK1036282A1/xx not_active IP Right Cessation
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | Patent lapsed due to non-payment of maintenance fees |
Effective date: 20120218 |