Nothing Special   »   [go: up one dir, main page]

ITMI20102328A1 - Indanilanilidi ad elevata attività fungicida e loro composizioni fitosanitarie - Google Patents

Indanilanilidi ad elevata attività fungicida e loro composizioni fitosanitarie Download PDF

Info

Publication number
ITMI20102328A1
ITMI20102328A1 IT002328A ITMI20102328A ITMI20102328A1 IT MI20102328 A1 ITMI20102328 A1 IT MI20102328A1 IT 002328 A IT002328 A IT 002328A IT MI20102328 A ITMI20102328 A IT MI20102328A IT MI20102328 A1 ITMI20102328 A1 IT MI20102328A1
Authority
IT
Italy
Prior art keywords
spp
group
indanyl
difluoromethyl
methyl
Prior art date
Application number
IT002328A
Other languages
English (en)
Inventor
Lucio Filippini
Franco Pellacini
Entela Sinani
Matteo Santino Vazzola
Isabella Venturini
Original Assignee
Isagro Ricerca Srl
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=43736983&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=ITMI20102328(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Isagro Ricerca Srl filed Critical Isagro Ricerca Srl
Priority to ITMI2010A002328A priority Critical patent/IT1403275B1/it
Priority to AU2011347585A priority patent/AU2011347585B2/en
Priority to PE2013001440A priority patent/PE20131493A1/es
Priority to HUE11802073A priority patent/HUE027039T2/hu
Priority to RS20150526A priority patent/RS54168B1/en
Priority to PCT/EP2011/073225 priority patent/WO2012084812A1/en
Priority to JP2013545260A priority patent/JP5844382B2/ja
Priority to EA201390859A priority patent/EA022503B1/ru
Priority to CR20200294A priority patent/CR20200294A/es
Priority to PT118020734T priority patent/PT2655333E/pt
Priority to MX2013007196A priority patent/MX345229B/es
Priority to EP20110802073 priority patent/EP2655333B1/en
Priority to DK11802073.4T priority patent/DK2655333T3/en
Priority to UAA201308725A priority patent/UA109924C2/ru
Priority to CN201180066324.XA priority patent/CN103502220B/zh
Priority to MA36117A priority patent/MA34831B1/fr
Priority to SI201130560T priority patent/SI2655333T1/sl
Priority to CA2821225A priority patent/CA2821225C/en
Priority to MYPI2013701037A priority patent/MY190321A/en
Priority to EP15162151.3A priority patent/EP2944629A1/en
Priority to PL11802073T priority patent/PL2655333T3/pl
Priority to NZ613430A priority patent/NZ613430A/en
Priority to ARP110104772A priority patent/AR084362A1/es
Priority to KR1020137018995A priority patent/KR101861398B1/ko
Priority to ES11802073.4T priority patent/ES2544291T3/es
Priority to BR112013015516A priority patent/BR112013015516B8/pt
Priority to US13/995,853 priority patent/US9192160B2/en
Publication of ITMI20102328A1 publication Critical patent/ITMI20102328A1/it
Priority to GT201300152A priority patent/GT201300152A/es
Priority to TNP2013000255A priority patent/TN2013000255A1/fr
Priority to CL2013001761A priority patent/CL2013001761A1/es
Priority to DO2013000139A priority patent/DOP2013000139A/es
Priority to IL227035A priority patent/IL227035B/en
Priority to CR20130337A priority patent/CR20130337A/es
Priority to ZA2013/05238A priority patent/ZA201305238B/en
Priority to ECSP13012779 priority patent/ECSP13012779A/es
Priority to CO13171461A priority patent/CO6771423A2/es
Publication of IT1403275B1 publication Critical patent/IT1403275B1/it
Application granted granted Critical
Priority to HRP20150808TT priority patent/HRP20150808T1/hr
Priority to CY20151100687T priority patent/CY1116576T1/el
Priority to US14/927,432 priority patent/US20160113278A1/en
Priority to US15/712,080 priority patent/US10149473B2/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • 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
    • C07D231/14—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 hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • 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
    • A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
    • 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
    • A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
    • 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
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
    • A01N43/78—1,3-Thiazoles; Hydrogenated 1,3-thiazoles
    • 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
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/82—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with three ring hetero atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Environmental Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Plant Pathology (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Description

“Indanilanilidi ad elevata attività fungicida e loro composizioni fitosanitarieâ€
La presente invenzione riguarda nuove indanilanilidi ad elevata attività fungicida, relative composizioni fitosanitarie ed il loro uso per il controllo di funghi fitopatogeni.
Più in particolare essa riguarda nuove indanilanilidi, ulteriormente sostituite da specifici raggruppamenti sul gruppo fenilico dell’indanile, dotate di elevata attività nel controllo di funghi patogeni di importanti colture agricole.
Ammidi ottenute da acidi benzoici od eterociclilcarbossilici condensati con 4-amminoindanili sono descritte nelle domande di brevetto JP1070479, JP 1117864, JP1313402, JP2157266, JP2249966, JP3077381, JP62096471, EP199822, EP256503, EP276177, EP280275, EP569912, US5093347, WO2001/53259, WO2004/018438, WO2004/039789, WO2004/072023, WO2004/103975, WO2005/ 075452.
In particolare, in EP199822 Ã ̈ descritta la 1,3,5-trimetil-N-(1,1-dimetil-5-fluoro-4-indanil)-4-pirazolcarbossammide [composto (4)]; in US5093347 Ã ̈ descritta la 3-difluorometil-1-metil-N-(1,1,3-trimetil-4-indanil)-4-pirazolcarbossammide.
Le indanilanilidi descritte nella prior art tuttavia non sono completamente soddisfacenti dal punto di vista sia del livello di attività fungicida contro funghi fitopatogeni, sia dello spettro d’azione, sia della fitotossicità nei confronti delle colture agricole da proteggere.
La Richiedente ha ora sorprendentemente trovato che nuove ammidi, ottenute dalla condensazione di acidi eterociclici sostituiti da un gruppo CF2H, con indanilaniline contenenti gruppi alchilici nelle posizioni 1 e 3 dell’indano ed uno o più ulteriori sostituenti sull’anello fenilico, esibiscono, rispetto ai composti descritti in precedenza, un’attività fungicida decisamente superiore, uno spettro d’azione più ampio, una ridotta o nulla fitotossicità nei confronti delle più importanti colture agricole.
Costituiscono pertanto l’oggetto della presente invenzione indanilanilidi di formula di struttura (I):
(R5)n
O
R1
A NH
R2
<R>4 R3
(I)
in cui:
- R1, R2, R3ed R4, uguali o diversi tra loro, rappresentano un gruppo alchilico C1-C3, un gruppo aloalchilico C1-C3, un gruppo cicloalchilico C3-C6, un gruppo alociclo-alchilico C3-C6; eventualmente i gruppi R1ed R2possono anche essere uniti a formare un cicloalchile C3-C6spirocondensato con l’indanile;
- R5rappresenta un atomo di alogeno, un gruppo alchilico C1-C4, un gruppo aloalchilico C1-C4, un gruppo alcossilico C1-C4, un gruppo aloalcossilico C1-C4, un gruppo SH, un gruppo alchiltio C1-C4, un gruppo aloalchiltio C1-C4;
- n rappresenta un numero intero variabile da 1 a 3; - A rappresenta uno dei seguenti eterocicli A1-A5:
HF2C
N
N
R6
A1
HF2C
N
S
R6
A2
HF2C
N
O N
A3
HF2C
N
N S
A4
CF2H
N
R6N
A5
- R6Ã ̈ un gruppo alchilico C1-C3, aloalchilico C1-C3; un gruppo cicloalchilico C3-C6, alocicloalchilico C3-C6; un gruppo alcossilico C1-C4, un gruppo aloalcossilico C1C4; un gruppo SH; un gruppo alchiltio C1-C4, un gruppo aloalchiltio C1-C4.
Esempi di composti di formula (I) particolarmente interessanti per la loro attività sono:
(1) 3-difluorometil-N-(7-fluoro-1,1,3-trimetil-4-indanil)-1-metil-4-pirazolcarbossammide;
(2) 4-difluorometil-N-(7-fluoro-1,1,3-trimetil-4-indanil)-2-metil-5-tiazolcarbossammide;
(3) 3-difluorometil-1-metil-N-(1,1,3,7-tetrametil-4-indanil)-pirazolcarbossammide;
(4) 4-difluorometil-2-metil-N-(1,1,3,7-tetrametil-4-indanil)-5-tiazolcarbossammide;
(5) 3-difluorometil-1-metil-N-(7-metossi-1,1,3-trimetil-4-indanil)-4-pirazolcarbossammide;
(6) 4-difluorometil-2-metil-N-(7-metossi-1,1,3-trimetil-4-indanil)-5-tiazolcarbossammide;
(7) 3-difluorometil-1-metil-N-(7-metiltio-1,1,3-trimetil-4-indanil)-4-pirazolcarbossammide;
(8) 4-difluorometil-2-metil-N-(7-metiltio-1,1,3-trimetil-4-indanil)-5-tiazolcarbossammide;
(9) 3-difluorometil-1-metil-N-(7-trifluorometossi-1,1,3-trimetil-4-indanil)-4-pirazolcarbossammide;
(10) 4-difluorometil-2-metil-N-(7-trifluorometossi-1,1,3-trimetil-4-indanil)-5-tiazolcarbossammide;
(11) 3-difluorometil-N-(7-fluoro-1,1,3-trimetil-4-indanil)-4-furazancarbossammide
(12) 4-difluorometil-N-(7-fluoro-1,1,3-trimetil-4-indanil)-2-metiltio-4-pirimidincarbossammide.
(13) 3-difluorometil-N-(7-cloro-1,1,3-trimetil-4-indanil)-1-metil-4-pirazolcarbossammide;
(14) 3-difluorometil-N-(7-cloro-1,1-dietil-3-metil-4-indanil)-1-metil-4-pirazolcarbossammide;
(15) 4-difluorometil-N-(7-fluoro-1,1,3-trimetil-4-indanil)-5-tiadiazolcarbossammide.
Composti di formula generale (I) preferiti sono quelli in cui A rappresenta A1, R1, R2, R4ed R6sono un gruppo metile, R5rappresenta un alogeno.
Esempi di alogeno sono: fluoro, cloro, bromo, iodio.
Esempi di alchile C1-C4, lineari o ramificati, sono metile, etile, n-propile, isopropile, n-butile, isobutile, sec-butile, tert-butile.
Esempi di aloalchile C1-C4sono fluorometile, difluorometile, trifluorometile, clorometile, diclorometile, 2,2,2-trifluoroetile, 1,1,2,2-tetrafluoroetile, pentafluoroetile, eptafluoropropile, 4,4,4-triclorobutile.
Esempi di alcossile C1-C4, lineari o ramificati, sono metossi, etossi, n-propossi, isopropossi, nbutossi, isobutossi, sec-butossi, tert-butossi.
Esempi di aloalcossile C1-C4sono fluorometossi, difluorometossi, trifluorometossi, clorometossi, diclorometossi, 2,2,2-trifluoroetossi, 1,1,2,2-tetrafluoroetossi, 1,1,2,3,3,3-esafluoropropossi, 4,4,4-triclorobutossi.
Esempi di cicloalchile C3-C6sono ciclopropile, ciclobutile, ciclopentile, cicloesile.
Esempi di alocicloalchile C3-C6sono 2,2-diclorociclopropile, 2,2-difluorociclopropile, 2,2,3,3-tetrafluorociclobutile, 3,3-difluorociclopentile, 2-fluorocicloesile.
Esempi di alchiltio C1-C4, lineari o ramificati, sono metiltio, etiltio, n-propiltio, isopropiltio, nbutiltio, isobutiltio, sec-butiltio, tert-butiltio.
Esempi di aloalchiltio C1-C4sono fluorometiltio, difluorometiltio, trifluorometiltio, clorometiltio, diclorometiltio, 2,2,2-trifluoroetiltio, 1,1,2,2-tetrafluoroetiltio, 1,1,2,3,3,3-esafluoropropiltio, 4,4,4-triclorobutiltio.
A causa dell’asimmetria dell’atomo di carbonio in posizione 3 dell’anello indanile ed eventualmente degli atomi in posizione 1 (quando R1à ̈ diverso da R2) e 2 (quando R3à ̈ diverso da idrogeno), i composti di formula (I) possono presentarsi come miscele di isomeri ottici ed eventualmente di diastereoisomeri.
Rientrano pertanto nello spirito della presente invenzione i composti di formula (I) sia come miscele raceme ed eventualmente diastereoisomeriche, sia come miscele parzialmente separate, sia come singoli isomeri ottici ed eventualmente come singoli diastereoisomeri.
I composti di formula (I) sono preparati facendo reagire un acido sostituito o un suo derivato di formula (II), con una anilina di formula (III), secondo lo schema di reazione 1 sotto riportato:
schema 1
(R5)n (R5)n
O O
R1 - HX<R>1
H2N A NH
A X R2R2
<R>4 R3<R>4 R3(II) (III) (I)
In queste formule:
A, R1, R2, R3, R4, R5ed n assumono i significati sopra riportati;
X rappresenta un ossidrile OH; un atomo di alogeno; un gruppo alcossi C1-C4; un gruppo fenossi; un gruppo acilossi RCOO in cui R rappresenta a sua volta un gruppo A, un gruppo alchilico C1-C4o un fenile eventualmente sostituito da gruppi alchilici C1-C4, aloalchilici C1-C4, atomi di alogeno.
Le condizioni di reazione per l’effettuazione del procedimento sopra riportato, in cui un acido o un suo corrispondente alogenuro, estere o anidride (eventualmente mista) sono fatti reagire con un’anilina, sono ampiamente descritte nella letteratura chimica, ad esempio in “Advanced Organic Chemistry†, Jerry March, 4<a>Edizione, 1992, John Wiley & Sons Pub., pagg. 417-424 e referenze ivi citate.
Si possono scegliere diverse condizioni alternative, anche in funzione della natura del composto di formula (II); per esempio, quando X rappresenta un atomo di alogeno, preferibilmente cloro, la reazione à ̈ normalmente condotta in presenza di un solvente inerte ed in presenza di una base organica o inorganica, ad una temperatura compresa tra -20°C e la temperatura di ebollizione della miscela di reazione.
Esempi di solventi utilizzabili per la succitata reazione includono l’acqua, gli idrocarburi alifatici o cicloalifatici (etere di petrolio, esano, cicloesano ecc.), gli idrocarburi clorurati (cloruro di metilene, cloroformio, tetracloruro di carbonio, dicloroetano, ecc.), gli idrocarburi aromatici (benzene, toluene, xilene, clorobenzene, ecc.), gli eteri (dietil etere, diisopropil etere, dimetossietano, diossano, tetraidrofurano, ecc.), gli esteri (acetato di etile ecc.), i chetoni (acetone, metiletilchetone, metilpropilchetone, metilisobutilchetone, ecc.), i nitrili (acetonitrile, benzonitrile, ecc.), i solventi dipolari aprotici (dimetilformammide, dimetilacetammide, esametilfosforotriammide, dimetilsolfossido, solfolano, N-metilpirrolidone, ecc.).
Basi inorganiche utili allo scopo sono, ad esempio, gli idrossidi, i carbonati ed i bicarbonati di sodio o potassio.
Basi organiche utili allo scopo sono, ad esempio, la trietilammina, la piridina, la 4-N,N-dimetilamminopiridina, la N,N-dimetilanilina, la N-metilpiperidina, la lutidina, il diazabicicloottano (DABCO), il diazabiciclononene (DBN), il diazabicicloundecene (DBU).
Gli intermedi di formule generali (II) e (III), quando non sono già descritti in letteratura, possono comunque essere preparati adattando metodi sintetici ben noti al tecnico del ramo.
Così, per esempio, gli acidi pirazolcarbossilici [formula (II) in cui A = A1, X = OH] possono essere preparati secondo quanto descritto in US5093347; gli acidi tiazolcarbossilici [formula (II) in cui A = A2, X = OH] possono essere preparati secondo quanto descritto in DE10250110; gli acidi pirimidincarbossilici [formula (II) in cui A = A4, X = OH] possono essere preparati secondo quanto descritto in EP569912.
I corrispondenti derivati acidi (esteri, anidridi, alogenuri) sono facilmente preparabili da essi secondo quanto descritto, ad esempio, in “Advanced Organic Chemistry†, Jerry March, 4<a>Edizione, 1992, John Wiley & Sons Pub., pagg. 392-402, 437-438 e referenze ivi citate.
Come detto, i composti di formula generale (I) sono dotati di un’attività fungicida molto elevata che si esplica nei confronti di numerosi funghi fitopatogeni che attaccano importanti colture agricole.
E’ quindi ulteriore oggetto della presente invenzione l’uso dei composti di formula (I) per il controllo di funghi fitopatogeni di colture agricole.
Esempi di funghi fitopatogeni che possono essere efficacemente combattuti con i composti di formula generale (I) secondo la presente invenzione sono quelli appartenenti alle classi dei Basidiomiceti, Ascomiceti, Deuteromiceti o funghi imperfetti, Oomiceti: Puccinia spp., Ustilago spp., Tilletia spp., Uromyces spp., Phakopsora spp., Rhizoctonia spp., Erysiphe spp., Sphaerotheca spp., Podosphaera spp., Uncinula spp., Helminthosporium spp., Rhynchosporium spp., Pyrenophora spp., Monilinia spp., Sclerotinia spp., Septoria spp. (Mycosphaerella spp.), Venturia spp., Botrytis spp., Alternaria spp., Fusarium spp., Cercospora spp., Cercosporella herpotrichoides, Colletotrichum spp., Pyricularia oryzae, Sclerotium spp., Phytophtora spp., Pythium spp., Plasmopara viticola, Peronospora spp., Pseudoperonospora cubensis, Bremia lactucae.
Le principali colture che possono essere protette con i composti della presente invenzione comprendono cereali (grano, orzo, segale, avena, riso, mais, sorgo, ecc.), fruttiferi (melo, pero, susino, pesco, mandorlo, ciliegio, banano, vite, fragola, lampone, mora, ecc.), agrumi (arancio, limone, mandarino, pompelmo, ecc.), leguminose (fagiolo, pisello, lenticchia, soia, ecc.), orticole (spinacio, lattuga, asparago, cavolo, carota, cipolla, pomodoro, patata, melanzana, peperone, ecc.), cucurbitacee (zucca, zucchina, cetriolo, melone, anguria, ecc.), piante oleoginose (girasole, colza, arachide, ricino, cocco, ecc.), tabacco, caffà ̈, tà ̈, cacao, barbabietola da zucchero, canna da zucchero, cotone.
In particolare, i composti di formula (I) si sono dimostrati notevolmente efficaci nel controllo di Plasmopara viticola su vite, Phytophtora infestans e Botrytis Cinerea su pomodoro, Puccinia recondita, Erisiphae graminis, Helminthosporium teres, Septoria nodorum e Fusarium spp. su cereali, nel controllo di Phakopsora pachyrhizi su soia, nel controllo di Uromyces appendiculatus su fagiolo, nel controllo di Venturia inaequalis su melo, nel controllo di Sphaeroteca fuliginea su cetriolo.
Inoltre, i composti di formula generale (I) sono efficaci anche nel controllo di batteri e virus fitopatogeni, quali ad esempio Xanthomonas spp., Pseudomonas spp., Erwinia amylovora, il virus del mosaico del tabacco.
I composti di formula (I) sono in grado di esplicare un’azione fungicida a carattere sia curativo sia preventivo ed esibiscono una fitotossicità molto bassa o nulla sulle colture trattate.
Per gli impieghi pratici in agricoltura à ̈ spesso preferibile utilizzare composizioni fungicide contenenti i composti di formula (I) secondo la presente invenzione opportunamente formulati.
Sono un ulteriore oggetto della presente invenzione composizioni fungicide comprendenti uno o più composti di formula (I), un solvente e/o diluente solido o liquido, eventualmente un tensioattivo.
Le suddette composizioni fungicide possono presentarsi sotto forma di polveri secche, polveri bagnabili, concentrati emulsionabili, emulsioni, microemulsioni, paste, granuli, granuli disperdibili in acqua, soluzioni, sospensioni, ecc.: la scelta del tipo di composizione dipenderà dall’impiego specifico.
Le composizioni fungicide sono preparate in maniera nota, per esempio diluendo o sciogliendo la sostanza attiva con un mezzo solvente e/o un diluente solido o liquido, eventualmente in presenza di tensioattivi.
Come diluenti solidi, o supporti, possono essere ad esempio utilizzati: silice, caolino, bentonite, talco, farina fossile, dolomite, carbonato di calcio, magnesia, gesso, argille, silicati sintetici, attapulgite, seppiolite.
Come solventi o diluenti liquidi possono essere ad esempio utilizzati, oltre all’acqua, solventi organici aromatici (xiloli o miscele di alchilbenzoli, clorobenzene, ecc.), paraffine (frazioni di petrolio), alcooli (metanolo, propanolo, butanolo, ottanolo, glicerina, ecc.), esteri (acetato di etile, di isobutile, alchil carbonati, esteri alchilici dell’acido adipico, esteri alchilici dell’acido glutarico, esteri alchilici dell’acido succinico, esteri alchilici dell’acido lattico, ecc.), olii vegetali (olio di colza, olio di girasole, olio di soia, olio di ricino, olio di mais, olio di arachidi, e loro esteri alchilici), chetoni (cicloesanone, acetone, acetofenone, isoforone, etilamilchetone, ecc.), ammidi (N,N-dimetilformammide, N-metilpirrolidone, ecc.), solfossidi e solfoni (dimetilsolfossido, dimetil solfone, ecc.), e loro miscele.
Come tensioattivi possono essere utilizzati sali di sodio, di calcio, di potassio, di trietilammina o trietanolammina di alchilnaftalensolfonati, polinaftalensolfonati, alchilsolfonati, arilsolfonati, alchilarilsolfonati, policarbossilati, solfosuccinati, alchilsolfosuccinati, lignin solfonati, alchilsolfati; ed ancora possono essere utilizzati alcoli grassi polietossilati, alchilfenoli polietossilati, esteri del sorbitolo polietossilati, polipropossi polietossilati (block polymers).
Le composizioni fungicide possono anche contenere additivi speciali per particolari scopi, ad esempio anticongelanti quali glicole propilenico, oppure agenti adesivanti quali gomma arabica, alcool polivinilico, polivinilpirrolidone, ecc..
Qualora lo si desideri, Ã ̈ possibile aggiungere alle composizioni fungicide contenenti i composti di formula generale (I), altri principi attivi con essi compatibili, quali ad esempio fungicidi diversi da quelli di formula generale (I), fitoregolatori, antibiotici, erbicidi, insetticidi, fertilizzanti e/o loro miscele.
Esempi di fungicidi diversi da quelli di formula generale (I) che possono essere inclusi nelle composizioni fungicide oggetto della presente invenzione sono: acibenzolar, ametoctradin, amisulbrom, ampropylfos, anilazine, azaconazole, azoxystrobin, benalaxyl, benalaxyl-M, benomyl, benthiavalicarb, bitertanol, bixafen, blasticidin-S, boscalid, bromuconazole, bupirimate, buthiobate, captafol, captan, carbendazim, carboxin, carpropamid, chinomethionat, chloroneb, chlorothalonil, chlozolinate, cyazofamid, cyflufenamid, cymoxanil, cyproconazole, cyprodinil, debacarb, dichlofluanid, dichlone, diclobutrazol, diclomezine, dicloran, diclocymet, diethofencarb, difenoconazole, diflumetorim, dimethirimol, dimethomorph, dimoxystrobin, diniconazole, dinocap, dipyrithione, ditalimfos, dithianon, dodemorph, dodine, edifenphos, epoxiconazole, etaconazole, ethaboxam, ethirimol, ethoxyquin, etridiazole, famoxadone, fenamidone, fenaminosulf, fenapanil, fenarimol, fenbuconazole, fenfuram, fenhexamid, fenoxanil, fenpiclonil, fenpropidin, fenpropimorph, fentin, ferbam, ferimzone, fluazinam, fludioxonil, flumetover, flumorph, fluopicolide, fluopyram, fluoroimide, fluotrimazole, fluoxastrobin, fluquinconazole, flusilazole, flusulfamide, flutianil, flutolanil, flutriafol, folpet, fosetyl-aluminium, fuberidazole, furalaxyl, furametpyr, furconazole, furconazole-cis, guazatine, hexaconazole, hymexazol, idrossichinolina solfato, imazalil, imibenconazole, iminoctadine, ipconazole, iprobenfos, iprodione, isoprothiolane, iprovalicarb, isopyrazam, isotianil, kasugamycin, kresoxim-methyl, mancopper, mancozeb, mandipropamid, maneb, mebenil, mepanipyrim, mepronil, meptyldinocap, metalaxyl, metalaxyl-M, metconazole, methfuroxam, metiram, metominostrobin, metrafenone, metsulfovax, myclobutanil, natamycin, nicobifen, nitrothalisopropyl, nuarimol, ofurace, orysastrobin, oxadixyl, oxpoconazole, oxycarboxin, pefurazoate, penconazole, pencycuron, penflufen, pentachlorofenol e suoi sali, penthiopyrad, phthalide, picoxystrobin, piperalin, poltiglia bordolese, polyoxins, probenazole, prochloraz, procymidone, propamocarb, propiconazole, propineb, proquinazid, prothiocarb, prothioconazole, pyracarbolid, pyraclostrobin, pyrametostrobin, pyraoxystrobin, pyrazophos, pyribencarb, pyrifenox, pyrimethanil, pyroquilon, pyroxyfur, quinacetol, quinazamid, quinconazole, quinoxyfen, quintozene, rabenzazole, rame idrossido, rame ossicloruro, rame (I) ossido, rame solfato, sedaxane, silthiofam, simeconazole, spiroxamine, streptomycin, tebuconazole, tetraconazole, thiabendazole, thiadifluor, thicyofen, thifluzamide, thiophanate, thiophanate-methyl, thiram, tiadinil, tioxymid, tolclofos-methyl, tolylfluanid, triadimefon, triadimenol, triarimol, triazbutil, triazoxide, tricyclazole, tridemorf, trifloxystrobin, triflumizole, triforine, triticonazole, uniconazole, uniconazole-P, validamycin, valifenalate, vinclozolin, zineb, ziram, zolfo, zoxamide.
La concentrazione dei composti di formula generale (I) nelle suddette composizioni può variare entro un ampio intervallo; in generale essa à ̈ compresa tra 1% e 90%, preferibilmente tra 5 e 50%.
L’applicazione di queste composizioni può avvenire su ogni parte della pianta, per esempio su foglie, steli, rami e radici, oppure sui semi stessi prima della semina, oppure sul terreno in cui cresce la pianta.
Ulteriore oggetto della presente invenzione à ̈ quindi un metodo per il controllo di funghi fitopatogeni in colture agricole, che consiste nell’applicazione di dosi efficaci dei composti di formula (I), utilizzati come tali o formulati in composizioni fungicide come sopra descritte.
La quantità di composto da applicare per ottenere l’effetto desiderato può variare in funzione di diversi fattori quali, ad esempio, il composto utilizzato, la coltura da preservare, il tipo di patogeno, il grado di infezione, le condizioni climatiche, il metodo di applicazione, la formulazione adottata.
Dosi di composto comprese tra 10 g e 5 kg per ettaro di coltura agricola forniscono, in genere, un controllo sufficiente.
Allo scopo di meglio illustrare l’invenzione vengono ora forniti i seguenti esempi che sono da ritenersi a scopo illustrativo e non limitativo della stessa.
ESEMPIO 1
Preparazione della 3-difluorometil-N-(7-fluoro-1,1,3-trimetil-4-indanil)-1-metil-4-pirazolcarbossammide (composto N. 1).
0,4 ml di trietilammina sono stati gocciolati in una soluzione di 7-fluoro-1,1,3-trimetil-4-amminoindano (0,45 g) e di 3-(difluorometil)-1-metil-1H-pirazolo-4-carbonil cloruro (0,44 g) in 8 ml di diclorometano.
Dopo essere stata tenuta in agitazione per 8 ore a temperatura ambiente, alla miscela di reazione à ̈ stato aggiunto acido cloridrico diluito, le fasi sono state separate e la fase acquosa à ̈ stata estratta con diclorometano.
Le fasi organiche sono state poi riunite, anidrificate con sodio solfato, concentrate a pressione ridotta.
Il grezzo ottenuto à ̈ stato quindi purificato su colonna di gel di silice (eluente esano/acetato di etile 8/2) a dare 0,45 g del prodotto voluto. Solido bianco con punto di fusione 147°C.
<1>H NMR (200 Mhz, CDCl3) Î ́ a: 1,43 (3H,d), 1,38 (3H,s), 1,44 (3H,s), 1,66 (1H,dd), 2,21 (1H,dd), 3,38 (1H m), 3,98(3H,s),6,81 (1H, bs), 6,95 (1H,t), 6,70.( 1H, m), 7,81 (1H,bs), 8,03 (1H,bs)
ESEMPIO 2
Determinazione dell’attività fungicida preventiva contro la ruggine del grano (Puccinia recondita).
Foglie di piante di grano (cultivar Gemini), allevate in vasi in ambiente condizionato (20±1°C, 70% di umidità relativa) sono state trattate, per irrorazione di entrambe le pagine fogliari, con dispersioni idro-acetoniche (al 20% v/v di acetone e addizionate dello 0,3% di Tween 20) dei prodotti in esame.
Dopo 5 giorni di permanenza in ambiente condizionato, le piante sono state irrorate su entrambe le pagine fogliari con una sospensione acquosa di conidi di Puccinia recondita (200000 conidi per ml).
Le piante sono state mantenute in ambiente saturo di umidità a temperatura compresa tra 18 e 24°C per il periodo di incubazione del fungo.
Al termine di detto periodo (14 giorni), à ̈ stata valutata l’attività fungicida secondo una scala percentuale di valutazione da 0 (pianta completamente infetta) a 100 (pianta sana).
In Tabella 1 sono riportati i dati di attività ottenuti con il composto N. 1 dell’Esempio 1.
In tabella à ̈ anche riportata la fitotossicità del composto nei confronti della coltura, secondo la scala seguente:
- : prodotto non fitotossico;
± : prodotto leggermente fitotossico;
+ : prodotto fitotossico.
Tabella. Attività fungicida in serra contro Puccinia recondita su grano.
Composto Dose Attività Fitotossicità (ppm) (%)
N. 1 30 100

Claims (15)

  1. RIVENDICAZIONI 1) Composti indanilanilidici aventi la formula di struttura (I): (R5)n O R1 A NH R2 <R>4 R3 (I) in cui: - R1, R2, R3ed R4, uguali o diversi tra loro, rappresentano un gruppo alchilico C1-C3, un gruppo aloalchilico C1-C3, un gruppo cicloalchilico C3-C6, un gruppo alociclo-alchilico C3-C6; eventualmente i gruppi R1ed R2possono anche essere uniti a formare un cicloalchile C3-C6spirocondensato con l’indanile; - R5rappresenta un atomo di alogeno, un gruppo alchilico C1-C4, un gruppo aloalchilico C1-C4, un gruppo alcossilico C1-C4, un gruppo aloalcossilico C1-C4, un gruppo SH, un gruppo alchiltio C1-C4, un gruppo aloalchiltio C1-C4; - n rappresenta un numero intero variabile da 1 a 3; - A rappresenta uno dei seguenti eterocicli A1-A5: HF2C N N R6 A1 HF2C N S R6 A2 HF2C N O N A3 HF2C N N S A4 CF2H N R6N A5 - R6à ̈ un gruppo alchilico C1-C3, aloalchilico C1-C3; un gruppo cicloalchilico C3-C6, alocicloalchilico C3-C6; un gruppo alcossilico C1-C4, un gruppo aloalcossilico C1-C4; un gruppo SH; un gruppo alchiltio C1-C4, un gruppo aloalchiltio C1-C4.
  2. 2) Composti secondo la rivendicazione 1, caratterizzati dal fatto che nella formula (I) A rappresenta A1, R1, R2, R4e R6sono un gruppo metile, R5 rappresenta un alogeno.
  3. 3) Composti secondo la rivendicazione 1, scelti tra i seguenti composti di formula generale (I) (1) 3-difluorometil-N-(7-fluoro-1,1,3-trimetil-4-indanil)-1-metil-4-pirazolcarbossammide; (2) 4-difluorometil-N-(7-fluoro-1,1,3-trimetil-4-indanil)-2-metil-5-tiazolcarbossammide; (3) 3-difluorometil-1-metil-N-(1,1,3,7-tetrametil-4-indanil)-pirazolcarbossammide; (4) 4-difluorometil-2-metil-N-(1,1,3,7-tetrametil-4-indanil)-5-tiazolcarbossammide; (5) 3-difluorometil-1-metil-N-(7-metossi-1,1,3-trimetil-4-indanil)-4-pirazolcarbossammide; (6) 4-difluorometil-2-metil-N-(7-metossi-1,1,3-trimetil-4-indanil)-5-tiazolcarbossammide; (7) 3-difluorometil-1-metil-N-(7-metiltio-1,1,3-trimetil-4-indanil)-4-pirazolcarbossammide; (8) 4-difluorometil-2-metil-N-(7-metiltio-1,1,3-trimetil-4-indanil)-5-tiazolcarbossammide; (9) 3-difluorometil-1-metil-N-(7-trifluorometossi-1,1,3-trimetil-4-indanil)-4-pirazolcarbossammide; (10) 4-difluorometil-2-metil-N-(7-trifluorometossi-1,1,3-trimetil-4-indanil)-5-tiazolcarbossammide; (11) 3-difluorometil-N-(7-fluoro-1,1,3-trimetil-4-indanil)-4-furazancarbossammide (12) 4-difluorometil-N-(7-fluoro-1,1,3-trimetil-4-indanil)-2-metiltio-4-pirimidincarbossammide. (13) 3-difluorometil-N-(7-cloro-1,1,3-trimetil-4-indanil)-1-metil-4-pirazolcarbossammide; (14) 3-difluorometil-N-(7-cloro-1,1-dietil-3-metil-4-indanil)-1-metil-4-pirazolcarbossammide; (15) 4-difluorometil-N-(7-fluoro-1,1,3-trimetil-4-indanil)-5-tiadiazolcarbossammide.
  4. 4) Composti secondo la rivendicazione 1, caratterizzati dall’essere in forma di miscele raceme, miscele diastereoisomeriche, miscele parzialmente separate, singoli isomeri ottici e/o singoli diastereoisomeri.
  5. 5) Composizioni fungicide comprendenti uno o più composti di formula (I) secondo una qualsiasi delle rivendicazioni da 1 a 4, un solvente e/o diluente solido o liquido, eventualmente un tensioattivo.
  6. 6) Composizioni secondo la rivendicazione 5, comprendenti, inoltre, principi attivi compatibili con i composti di formula generale (I), scelti tra fungicidi diversi dai composti di formula generale (I), fitoregolatori, antibiotici, erbicidi, insetticidi, fertilizzanti e/o loro miscele, anticongelanti, agenti adesivanti.
  7. 7) Composizioni secondo la rivendicazione 5 o 6 in cui la concentrazione di composti di formula generale (I) Ã ̈ compresa tra 1 e 90% in peso rispetto al peso totale della composizione, preferibilmente tra 5 e 50% in peso rispetto al peso totale della composizione.
  8. 8) Uso di composti indanilanilidici aventi la formula di struttura (I): (R5)n O R1 A NH R2 <R>4 R3 (I) in cui: - R1, R2, R3ed R4, uguali o diversi tra loro, rappresentano un gruppo alchilico C1-C3, un gruppo aloalchilico C1-C3, un gruppo cicloalchilico C3-C6, un gruppo alociclo-alchilico C3-C6; eventualmente i gruppi R1ed R2possono anche essere uniti a formare un cicloalchile C3-C6spirocondensato con l’indanile; - R5rappresenta un atomo di alogeno, un gruppo alchilico C1-C4, un gruppo aloalchilico C1-C4, un gruppo alcossilico C1-C4, un gruppo aloalcossilico C1-C4, un gruppo SH, un gruppo alchiltio C1-C4, un gruppo aloalchiltio C1-C4; - n rappresenta un numero intero variabile da 1 a 3; - A rappresenta uno dei seguenti eterocicli A1-A5: HF2C N N R6 A1 HF2C N S R6 A2 HF2C N O N A3 HF2C N N S A4 CF2H N R6N A5 - R6à ̈ un gruppo alchilico C1-C3, aloalchilico C1-C3; un gruppo cicloalchilico C3-C6, alocicloalchilico C3-C6; un gruppo alcossilico C1-C4, un gruppo aloalcossilico C1-C4; un gruppo SH; un gruppo alchiltio C1-C4, un gruppo aloalchiltio C1-C4, per il controllo di funghi fitopatogeni di colture agricole.
  9. 9) Uso dei composti secondo una qualsiasi delle rivendicazioni 2-4 per il controllo di funghi fitopatogeni di colture agricole.
  10. 10) Uso di composizioni secondo una qualsiasi delle rivendicazioni 5-7 per il controllo di funghi fitopatogeni di colture agricole.
  11. 11) Uso secondo una qualsiasi delle rivendicazioni da 8 a 10 per il controllo di funghi fitopatogeni appartenenti alle classi dei Basidiomiceti, Ascomiceti, Deuteromiceti o funghi imperfetti, Oomiceti: Puccinia spp., Ustilago spp., Tilletia spp., Uromyces spp., Phakopsora spp., Rhizoctonia spp., Erysiphe spp., Sphaerotheca spp., Podosphaera spp., Uncinula spp., Helminthosporium spp., Rhynchosporium spp., Pyrenophora spp., Monilinia spp., Sclerotinia spp., Septoria spp. (Mycosphaerella spp.), Venturia spp., Botrytis spp., Alternaria spp., Fusarium spp., Cercospora spp., Cercosporella herpotrichoides, Colletotrichum spp., Pyricularia oryzae, Sclerotium spp., Phytophtora spp., Pythium spp., Plasmopara viticola, Peronospora spp., Pseudoperonospora cubensis, Bremia lactucae.
  12. 12) Uso secondo una qualsiasi delle rivendicazioni da 8 a 10 in cui le colture agricole sono cereali, fruttiferi, agrumi, leguminose, orticole, cucurbitacee, piante oleoginose, tabacco, caffà ̈, tà ̈, cacao, barbabietola da zucchero, canna da zucchero, cotone.
  13. 13) Uso secondo una qualsiasi delle rivendicazioni da 8 a 10 per il controllo di Plasmopara viticola su vite, Phytophtora infestans e Botrytis Cinerea su pomodoro, Puccinia recondita, Erisiphae graminis, Helminthosporium teres, Septoria nodorum e Fusarium spp. su cereali; Phakopsora pachyrhizi su soia; Uromyces appendiculatus su fagiolo; Venturia inaequalis su melo; Sphaeroteca fuliginea su cetriolo.
  14. 14) Uso dei composti secondo una qualsiasi delle rivendicazioni 1-4 o di composizioni secondo una qualsiasi delle rivendicazioni da 5 a 7 per il controllo di batteri e virus fitopatogeni.
  15. 15) Metodo per il controllo di funghi fitopatogeni in colture agricole, che consiste nell’applicazione di dosi efficaci di composti secondo una qualsiasi delle rivendicazioni 1-4, o di composizioni fungicide secondo una delle rivendicazioni da 5 a 7, in quantità comprese tra 10 g e 5 kg di composto di formula (I) per ettaro di coltura agricola.
ITMI2010A002328A 2010-12-20 2010-12-20 Indanilanilidi ad elevata attività fungicida e loro composizioni fitosanitarie IT1403275B1 (it)

Priority Applications (40)

Application Number Priority Date Filing Date Title
ITMI2010A002328A IT1403275B1 (it) 2010-12-20 2010-12-20 Indanilanilidi ad elevata attività fungicida e loro composizioni fitosanitarie
PL11802073T PL2655333T3 (pl) 2010-12-20 2011-12-19 Amidy aminoidanowe mające wysoką aktywność grzybobójczą i ich kompozycje fitosanitarne
ARP110104772A AR084362A1 (es) 2010-12-20 2011-12-19 Amidas de aminoindano que tienen una alta actividad fungicida y sus composiciones fitosanitarias
KR1020137018995A KR101861398B1 (ko) 2010-12-20 2011-12-19 높은 살진균 활성을 가지는 아미노인단 아미드 및 그의 식물 위생 조성물
RS20150526A RS54168B1 (en) 2010-12-20 2011-12-19 AMINOINDANAMIDES HAVING HIGH FUNGICID ACTIVITY AND THEIR PHYTOSANITARY COMPOSITIONS
PCT/EP2011/073225 WO2012084812A1 (en) 2010-12-20 2011-12-19 Aminoindanes amides having a high fungicidal activity and their phytosanitary compositions
JP2013545260A JP5844382B2 (ja) 2010-12-20 2011-12-19 高殺菌力を有するアミノインダンアミド及びその植物衛生組成物
EA201390859A EA022503B1 (ru) 2010-12-20 2011-12-19 Аминоинданамиды, обладающие высокой фунгицидной активностью, и фитосанитарные композиции на их основе
PE2013001440A PE20131493A1 (es) 2010-12-20 2011-12-19 Amidas aminoindanes con una alta actividad fungicida y sus composiciones fitosanitarias
PT118020734T PT2655333E (pt) 2010-12-20 2011-12-19 Amidas de aminoindanos que apresentam uma forte atividade fungicida e suas composições fitossanitárias
MX2013007196A MX345229B (es) 2010-12-20 2011-12-19 Amidas de aminoindanos con alta actividad fungicida y sus composiciones fitosanitarias.
EP20110802073 EP2655333B1 (en) 2010-12-20 2011-12-19 Aminoindanes amides having a high fungicidal activity and their phytosanitary compositions
DK11802073.4T DK2655333T3 (en) 2010-12-20 2011-12-19 AMINOINDANAMIDER WITH A HIGH antifungal ACTIVITY AND THEIR PLANT FORMATIONS
NZ613430A NZ613430A (en) 2010-12-20 2011-12-19 Aminoindanes amides having a high fungicidal activity and their phytosanitary compositions
CN201180066324.XA CN103502220B (zh) 2010-12-20 2011-12-19 具有高杀真菌活性的氨基茚满酰胺及其植物保健组合物
MA36117A MA34831B1 (fr) 2010-12-20 2011-12-19 Amides d'aminoindanes presentant une forte activite fongicide et leurs compositions phytosanitaires
SI201130560T SI2655333T1 (sl) 2010-12-20 2011-12-19 Amidi aminoindanov, ki imajo visoko fungicidno aktivnost, in njihovi fitosanitarni sestavki
CA2821225A CA2821225C (en) 2010-12-20 2011-12-19 Aminoindanes amides having a high fungicidal activity and their phytosanitary compositions
MYPI2013701037A MY190321A (en) 2010-12-20 2011-12-19 Aminoindanes amides having a high fungicidal activity and their phytosanitary compositions
EP15162151.3A EP2944629A1 (en) 2010-12-20 2011-12-19 Aminoindanes amides having a high fungicidal activity and their phytosanitary compositions
AU2011347585A AU2011347585B2 (en) 2010-12-20 2011-12-19 Aminoindanes amides having a high fungicidal activity and their phytosanitary compositions
UAA201308725A UA109924C2 (uk) 2010-12-20 2011-12-19 Аміди аміноінданів, які мають високу фунгіцидну активність та їх фітосанітарна композиція
CR20200294A CR20200294A (es) 2010-12-20 2011-12-19 AMIDA AMINOINADANES CON UNA ALTA ACTIVIDAD FUNGICIDA Y SUS COMPOSICIONES FITOSANITARIAS (Divisional 2013-0337)
HUE11802073A HUE027039T2 (hu) 2010-12-20 2011-12-19 Nagy fungicid aktivitással rendelkezõ aminoindán-amidok és növényegészségügyi készítményeik
ES11802073.4T ES2544291T3 (es) 2010-12-20 2011-12-19 Amidas de aminoindanos que presentan una actividad fungicida elevada y sus composiciones fitosanitarias
BR112013015516A BR112013015516B8 (pt) 2010-12-20 2011-12-19 aminoindanos amidas tendo uma atividade fungicida alta e suas composições fitossanitárias
US13/995,853 US9192160B2 (en) 2010-12-20 2011-12-19 Aminoindanes amides having a high fungicidal activity and their phytosanitary compositions
GT201300152A GT201300152A (es) 2010-12-20 2013-06-13 Amidas aminoindanes con una alta actividad fungicida y sus composiciones fitosanitarias
TNP2013000255A TN2013000255A1 (en) 2010-12-20 2013-06-14 Aminoindanes amides having a high fungicidal activity and their phytosanitary compositions
CL2013001761A CL2013001761A1 (es) 2010-12-20 2013-06-17 Amidas aminoindanes con una alta actividad fungicida y sus composiciones fitosanitarias
DO2013000139A DOP2013000139A (es) 2010-12-20 2013-06-18 Amidas aminoindanes con una alta actividad fungicida y sus composiciones fitosanitarias
IL227035A IL227035B (en) 2010-12-20 2013-06-19 Aminoindan amide compounds, preparations containing them and their uses
CR20130337A CR20130337A (es) 2010-12-20 2013-07-10 Amida aminoindanes con una alta actividad fungicida y sus composiciones fito sanitarias
ZA2013/05238A ZA201305238B (en) 2010-12-20 2013-07-11 Aminoindanes amides having a high fungicidal activity and their phytosanitary compositions
ECSP13012779 ECSP13012779A (es) 2010-12-20 2013-07-17 Amidas aminoindanes con una alta actividad fungicida y sus composiciones fitosanitarias
CO13171461A CO6771423A2 (es) 2010-12-20 2013-07-19 Amidas aminoindanes con una alta actividad fungicida y sus composiciones fitosanitarias
HRP20150808TT HRP20150808T1 (hr) 2010-12-20 2015-07-23 Aminoindanski amidi s visokom antifungalnom aktivnošä†u i njihovi fitosanitarni pripravci
CY20151100687T CY1116576T1 (el) 2010-12-20 2015-08-06 Αμιδια αμινοϊνδανιων που εχουν υψηλη μυκητοκτονο δραση και οι φυτοϋγειονομικες συνθεσεις τους
US14/927,432 US20160113278A1 (en) 2010-12-20 2015-10-29 Aminoindanes amides having a high fungicidal activity and their phytosanitary compositions
US15/712,080 US10149473B2 (en) 2010-12-20 2017-09-21 Aminoindanes amides having a high fungicidal activity and their phytosanitary compositions

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
ITMI2010A002328A IT1403275B1 (it) 2010-12-20 2010-12-20 Indanilanilidi ad elevata attività fungicida e loro composizioni fitosanitarie

Publications (2)

Publication Number Publication Date
ITMI20102328A1 true ITMI20102328A1 (it) 2012-06-21
IT1403275B1 IT1403275B1 (it) 2013-10-17

Family

ID=43736983

Family Applications (1)

Application Number Title Priority Date Filing Date
ITMI2010A002328A IT1403275B1 (it) 2010-12-20 2010-12-20 Indanilanilidi ad elevata attività fungicida e loro composizioni fitosanitarie

Country Status (36)

Country Link
US (3) US9192160B2 (it)
EP (2) EP2655333B1 (it)
JP (1) JP5844382B2 (it)
KR (1) KR101861398B1 (it)
CN (1) CN103502220B (it)
AR (1) AR084362A1 (it)
AU (1) AU2011347585B2 (it)
BR (1) BR112013015516B8 (it)
CA (1) CA2821225C (it)
CL (1) CL2013001761A1 (it)
CO (1) CO6771423A2 (it)
CR (2) CR20200294A (it)
CY (1) CY1116576T1 (it)
DK (1) DK2655333T3 (it)
DO (1) DOP2013000139A (it)
EA (1) EA022503B1 (it)
EC (1) ECSP13012779A (it)
ES (1) ES2544291T3 (it)
GT (1) GT201300152A (it)
HR (1) HRP20150808T1 (it)
HU (1) HUE027039T2 (it)
IL (1) IL227035B (it)
IT (1) IT1403275B1 (it)
MA (1) MA34831B1 (it)
MX (1) MX345229B (it)
MY (1) MY190321A (it)
NZ (1) NZ613430A (it)
PE (1) PE20131493A1 (it)
PL (1) PL2655333T3 (it)
PT (1) PT2655333E (it)
RS (1) RS54168B1 (it)
SI (1) SI2655333T1 (it)
TN (1) TN2013000255A1 (it)
UA (1) UA109924C2 (it)
WO (1) WO2012084812A1 (it)
ZA (1) ZA201305238B (it)

Families Citing this family (268)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IT1403275B1 (it) * 2010-12-20 2013-10-17 Isagro Ricerca Srl Indanilanilidi ad elevata attività fungicida e loro composizioni fitosanitarie
US9199941B2 (en) 2012-05-09 2015-12-01 Bayer Cropscience Ag Pyrazole indanyl carboxamides
EP2847171A1 (en) * 2012-05-09 2015-03-18 Bayer CropScience AG 5-halogenopyrazole indanyl carboxamides
CN104768934B (zh) 2012-05-09 2017-11-28 拜耳农作物科学股份公司 吡唑茚满基甲酰胺
ITMI20121045A1 (it) * 2012-06-15 2013-12-16 Isagro Ricerca Srl Composizioni sinergiche per la protezione di colture agrarie e relativo uso
EP2935213B1 (en) * 2012-12-19 2019-05-22 Bayer CropScience Aktiengesellschaft Difluoromethyl-nicotinic-indanyl carboxamides as fungicides
WO2014130409A2 (en) 2013-02-21 2014-08-28 E. I. Du Pont De Nemours And Company Fungicidal pyrazole mixtures
PT3051945T (pt) 2013-10-03 2023-01-17 Syngenta Participations Ag Composições fungicidas
ITMI20132201A1 (it) * 2013-12-23 2015-06-24 Isagro Spa Processo per la sintesi regioselettiva di pirazoli
WO2015121802A1 (en) 2014-02-12 2015-08-20 Isagro S.P.A. Benzoylphenyl-formamidines having a fungicidal activity, their agronomic compositions and relative use
WO2015155713A1 (en) 2014-04-09 2015-10-15 Isagro S.P.A. Process for the regioselective synthesis of 1,3, 4 -substituted pyrazoles
WO2015157005A1 (en) 2014-04-10 2015-10-15 E I Du Pont De Nemours And Company Substituted tolyl fungicide mixtures
AR101820A1 (es) * 2014-06-25 2017-01-18 Bayer Cropscience Ag Difluorometil-indanil-carboxamidas nicotínicas
ES2789582T3 (es) 2015-10-14 2020-10-26 Syngenta Participations Ag Composiciones fungicidas
WO2017076757A1 (en) 2015-11-02 2017-05-11 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
WO2017076740A1 (en) 2015-11-04 2017-05-11 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
US20180354921A1 (en) 2015-11-13 2018-12-13 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
US20180354920A1 (en) 2015-11-13 2018-12-13 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
CN108289449A (zh) 2015-11-19 2018-07-17 巴斯夫欧洲公司 用于防除植物病原性真菌的取代噁二唑
JP2019502661A (ja) 2015-11-19 2019-01-31 ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ 植物病原菌を駆除するための置換オキサジアゾール
UA124384C2 (uk) * 2016-02-01 2021-09-08 Сумітомо Кемікал Компані, Лімітед Композиція для боротьби зі шкідниками та спосіб боротьби зі шкідниками
TW201738200A (zh) 2016-02-03 2017-11-01 拜耳作物科學股份有限公司 製備經取代的４－胺基茚烷衍生物之方法
US20190098899A1 (en) 2016-03-10 2019-04-04 Basf Se Fungicidal mixtures iii comprising strobilurin-type fungicides
JP2017165716A (ja) 2016-03-11 2017-09-21 住友化学株式会社 植物病害防除組成物及び植物病害防除方法
JP2017165715A (ja) * 2016-03-11 2017-09-21 住友化学株式会社 植物病害防除組成物及び植物病害防除方法
JP6988106B2 (ja) * 2016-03-11 2022-01-05 住友化学株式会社 植物病害防除組成物及び植物病害防除方法
US10570086B2 (en) * 2016-03-17 2020-02-25 Fmc Corporation Process for converting S-enantiomer to its racemic form
CN108884062A (zh) 2016-04-11 2018-11-23 巴斯夫欧洲公司 用于防治植物病原性真菌的取代噁二唑类
BR112018070785B1 (pt) 2016-04-12 2023-01-10 Syngenta Participations Ag Compostos derivados de oxadiazol microbiocidas, composição agroquímica, método de controle ou prevenção de infestação de plantas úteis por microrganismos fitopatogênicos e uso dos referidos compostos
CN109071439B (zh) 2016-04-15 2022-07-15 I-F产品协作基金会 用于制备4-氨基茚满衍生物和相关氨基茚满酰胺的方法
US11192867B2 (en) 2016-06-03 2021-12-07 Syngenta Participations Ag Microbiocidal oxadiazole derivatives
AR108745A1 (es) 2016-06-21 2018-09-19 Syngenta Participations Ag Derivados de oxadiazol microbiocidas
CN106070231A (zh) * 2016-06-30 2016-11-09 京博农化科技股份有限公司 一种含有氰烯菌酯和吡唑茚满基甲酰胺的杀菌组合物
CN106106462A (zh) * 2016-06-30 2016-11-16 京博农化科技股份有限公司 一种含有烯肟菌酯与吡唑茚满基甲酰胺类化合物的杀菌组合物
US20190284148A1 (en) 2016-07-22 2019-09-19 Syngenta Participations Ag Microbiocidal oxadiazole derivatives
JP2019528252A (ja) 2016-07-22 2019-10-10 シンジェンタ パーティシペーションズ アーゲー 殺微生物オキサジアゾール誘導体
BR112019001226B1 (pt) 2016-07-22 2022-11-29 Syngenta Participations Ag Compostos derivados de oxadiazol microbiocida, composições agroquímicas compreendendo os referidos compostos, seus usos e método para controlar ou prevenir a infestação de plantas por micro-organismos fitopatogênicos
WO2018029242A1 (en) 2016-08-11 2018-02-15 Syngenta Participations Ag Microbiocidal oxadiazole derivatives
CN109661388B (zh) 2016-09-07 2021-11-26 住友化学株式会社 酰亚胺化合物及其用途
WO2018050421A1 (en) 2016-09-13 2018-03-22 Basf Se Fungicidal mixtures i comprising quinoline fungicides
WO2018055133A1 (en) 2016-09-23 2018-03-29 Syngenta Participations Ag Microbiocidal tetrazolone derivatives
CN109923112A (zh) 2016-09-23 2019-06-21 先正达参股股份有限公司 杀微生物的噁二唑衍生物
WO2018054721A1 (en) 2016-09-26 2018-03-29 Basf Se Pyridine compounds for controlling phytopathogenic harmful fungi
WO2018054711A1 (en) 2016-09-26 2018-03-29 Basf Se Pyridine compounds for controlling phytopathogenic harmful fungi
WO2018054723A1 (en) 2016-09-26 2018-03-29 Basf Se Pyridine compounds for controlling phytopathogenic harmful fungi
WO2018065182A1 (en) 2016-10-04 2018-04-12 Basf Se Reduced quinoline compounds as antifuni agents
US10653146B2 (en) 2016-10-06 2020-05-19 Syngenta Participations Ag Microbiocidal oxadiazole derivatives
WO2018073110A1 (en) 2016-10-20 2018-04-26 Basf Se Quinoline compounds as fungicides
CN107996581A (zh) * 2016-10-27 2018-05-08 燕化永乐（乐亭）生物科技有限公司 一种复配杀菌剂
BR112019011293A2 (pt) 2016-12-19 2019-10-08 Basf Se compostos de fórmula i, intermediários, composição agroquímica, uso e método para combater fungos nocivos fitopatogênicos
EP3339297A1 (en) 2016-12-20 2018-06-27 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
CN108200910A (zh) * 2016-12-20 2018-06-26 燕化永乐（乐亭）生物科技有限公司 一种复配杀菌剂
EP3338552A1 (en) 2016-12-21 2018-06-27 Basf Se Use of a tetrazolinone fungicide on transgenic plants
BR112019014061A2 (pt) 2017-01-23 2020-02-04 Basf Se compostos de fórmula i, intermediários b, intermediários c, intermediários ii e intermediários d, composição, uso, método para combater fungos fitopatogênicos, semente e processo para a síntese dos compostos de fórmula i
US11051513B2 (en) 2017-01-26 2021-07-06 Mitsui Chemicals Agro, Inc. Pyridone compounds and agricultural and horticultural fungicides containing the same as active ingredients
WO2018149754A1 (en) 2017-02-16 2018-08-23 Basf Se Pyridine compounds
EP3585773B1 (en) 2017-02-21 2021-04-07 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
CN108450470A (zh) * 2017-02-22 2018-08-28 燕化永乐（乐亭）生物科技有限公司 一种杀菌组合物
UY37623A (es) 2017-03-03 2018-09-28 Syngenta Participations Ag Derivados de oxadiazol tiofeno fungicidas
JP2020514340A (ja) 2017-03-10 2020-05-21 シンジェンタ パーティシペーションズ アーゲー 殺微生物オキサジアゾール誘導体
MX2019011239A (es) 2017-03-31 2019-10-21 Syngenta Participations Ag Composiciones fungicidas.
BR112019020134B1 (pt) 2017-03-31 2023-05-09 Syngenta Participations Ag Composições fungicidas
KR102551432B1 (ko) 2017-03-31 2023-07-05 바스프 에스이 동물 해충 퇴치를 위한 피리미디늄 화합물 및 이의 혼합물
US20210101874A1 (en) 2017-04-03 2021-04-08 Syngenta Participations Ag Microbiocidal oxadiazole derivatives
BR112019021019B1 (pt) 2017-04-05 2023-12-05 Syngenta Participations Ag Compostos derivados de oxadiazol microbiocidas, composição agrícola, método para controlar ou prevenir a infestação de plantas úteis por microrganismos fitopatogênicos e uso de um composto derivado de oxadiazol
BR112019020739B1 (pt) 2017-04-05 2023-12-19 Syngenta Participations Ag Compostos derivados de oxadiazol microbiocidas e seu uso, composição agroquímica, método para controlar ou prevenir a infestação de plantas úteis por microrganismos fitopatogênicos
WO2018184988A1 (en) 2017-04-05 2018-10-11 Syngenta Participations Ag Microbiocidal oxadiazole derivatives
BR112019020756B1 (pt) 2017-04-05 2023-11-28 Syngenta Participations Ag Compostos derivados de oxadiazol microbicidas, composição agroquímica compreendendo os mesmos, método para controlar ou prevenir a infestação de plantas úteis por microrganismos fitopatogênicos e uso desses compostos
WO2018184986A1 (en) 2017-04-05 2018-10-11 Syngenta Participations Ag Microbiocidal oxadiazole derivatives
WO2018184982A1 (en) 2017-04-05 2018-10-11 Syngenta Participations Ag Microbiocidal oxadiazole derivatives
EP3606914A1 (en) 2017-04-06 2020-02-12 Basf Se Pyridine compounds
WO2018185211A1 (en) 2017-04-06 2018-10-11 Syngenta Participations Ag Microbiocidal oxadiazole derivatives
CA3056347A1 (en) 2017-04-07 2018-10-11 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
CN108684680A (zh) * 2017-04-10 2018-10-23 燕化永乐（乐亭）生物科技有限公司 一种杀菌组合物
WO2018190350A1 (ja) 2017-04-10 2018-10-18 三井化学アグロ株式会社 ピリドン化合物およびそれを有効成分とする農園芸用殺菌剤
TWI793113B (zh) 2017-04-10 2023-02-21 日商三井化學Agro股份有限公司 吡啶酮化合物及以吡啶酮化合物作為有效成分的農園藝用殺菌劑
UA126399C2 (uk) 2017-04-11 2022-09-28 Міцуі Кемікалз Агро, Інк. Піридони і сільськогосподарські і садові фунгіциди, які їх містять, як активні інгредієнти
WO2018188962A1 (en) 2017-04-11 2018-10-18 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
AU2018254010B2 (en) 2017-04-20 2022-05-12 Pi Industries Ltd. Novel phenylamine compounds
EP3618629A1 (en) 2017-05-02 2020-03-11 Basf Se Fungicidal mixture comprising substituted 3-phenyl-5-(trifluoromethyl)-1,2,4-oxadiazoles
WO2018202491A1 (en) 2017-05-04 2018-11-08 Basf Se Substituted trifluoromethyloxadiazoles for combating phytopathogenic fungi
US20210084900A1 (en) 2017-05-04 2021-03-25 Basf Se Substituted 5-(haloalkyl)-5-hydroxy-isoxazoles for Combating Phytopathogenic Fungi
BR112019022206A2 (pt) 2017-05-05 2020-05-12 Basf Se Misturas fungicidas, composição agroquímica, uso da mistura, métodos para controlar fungos nocivos fitopatogênicos e para a proteção de material de propagação de plantas e material de propagação vegetal
CN108849911A (zh) * 2017-05-10 2018-11-23 燕化永乐（乐亭）生物科技有限公司 一种杀菌组合物
WO2018210660A1 (en) 2017-05-15 2018-11-22 Basf Se Heteroaryl compounds as agrochemical fungicides
WO2018210658A1 (en) 2017-05-15 2018-11-22 Basf Se Heteroaryl compounds as agrochemical fungicides
WO2018210661A1 (en) 2017-05-15 2018-11-22 Basf Se Heteroaryl compounds as agrochemical fungicides
WO2018210659A1 (en) 2017-05-15 2018-11-22 Basf Se Heteroaryl compounds as agrochemical fungicides
CN108925570A (zh) * 2017-05-27 2018-12-04 燕化永乐（乐亭）生物科技有限公司 一种复配杀菌剂
IL270873B2 (en) 2017-05-30 2023-04-01 Basf Se "The history of pyridine and pyrazine compounds, a preparation containing them and their use as fungicides
WO2018219773A1 (en) 2017-06-02 2018-12-06 Syngenta Participations Ag Fungicidal compositions
EP3630753A1 (en) 2017-06-02 2020-04-08 Syngenta Participations AG Microbiocidal oxadiazole derivatives
WO2018219797A1 (en) 2017-06-02 2018-12-06 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
EP3636636B1 (en) 2017-06-08 2022-07-06 Mitsui Chemicals Agro, Inc. Pyridone compound and agricultural and horticultural fungicide
US11154058B2 (en) 2017-06-14 2021-10-26 Syngenta Participations Ag Fungicidal compositions
EP3642187A1 (en) 2017-06-19 2020-04-29 Basf Se 2-[[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]aryloxy](thio)acetamides for combating phytopathogenic fungi
JP7049371B2 (ja) 2017-06-27 2022-04-06 バイエル・アクチエンゲゼルシヤフト 置換４－アミノインダン誘導体を調製する方法
CN110799035A (zh) 2017-06-28 2020-02-14 先正达参股股份有限公司 杀真菌组合物
WO2019002158A1 (en) 2017-06-30 2019-01-03 Basf Se SUBSTITUTED TRIFLUOROMETHYLOXADIAZOLES FOR THE CONTROL OF PHYTOPATHOGENIC FUNGI
US11477984B2 (en) 2017-07-05 2022-10-25 BASF Agro B.V. Fungicidal mixtures of mefentrifluconazole
WO2019007717A1 (en) 2017-07-06 2019-01-10 Basf Se PESTICIDE MIXTURES
WO2019007719A1 (en) 2017-07-07 2019-01-10 Basf Se PESTICIDE MIXTURES
CN109221146B (zh) * 2017-07-10 2021-04-06 江苏龙灯化学有限公司 氟茚唑菌胺在降低或防止玉米被大斑凸脐蠕孢菌侵染中的用途
EP3427587A1 (en) 2017-07-10 2019-01-16 Basf Se Pesticidal mixtures
WO2019011928A1 (en) 2017-07-11 2019-01-17 Syngenta Participations Ag MICROBIOCIDE OXADIAZOLE DERIVATIVES
WO2019011926A1 (en) 2017-07-11 2019-01-17 Syngenta Participations Ag MICROBIOCIDE OXADIAZOLE DERIVATIVES
WO2019011923A1 (en) 2017-07-11 2019-01-17 Syngenta Participations Ag MICROBIOCIDE OXADIAZOLE DERIVATIVES
WO2019011929A1 (en) 2017-07-11 2019-01-17 Syngenta Participations Ag MICROBIOCIDE OXADIAZOLE DERIVATIVES
WO2019012011A1 (en) 2017-07-12 2019-01-17 Syngenta Participations Ag MICROBIOCIDE OXADIAZOLE DERIVATIVES
WO2019012001A1 (en) 2017-07-12 2019-01-17 Syngenta Participations Ag MICROBIOCIDE OXADIAZOLE DERIVATIVES
BR112020000463A2 (pt) 2017-07-13 2020-07-21 Syngenta Participations Ag derivados oxadiazol microbiocidas
WO2019025250A1 (en) 2017-08-04 2019-02-07 Basf Se SUBSTITUTED TRIFLUOROMETHYLOXADIAZOLES FOR COMBATING PHYTOPATHOGENIC FUNGI
WO2019038042A1 (en) 2017-08-21 2019-02-28 Basf Se SUBSTITUTED TRIFLUOROMETHYLOXADIAZOLES FOR THE CONTROL OF PHYTOPATHOGENIC FUNGI
EP3675638A1 (en) 2017-08-29 2020-07-08 Basf Se Pesticidal mixtures
WO2019042932A1 (en) 2017-08-31 2019-03-07 Basf Se METHOD FOR CONTROLLING RICE PARASITES IN RICE
EP3453706A1 (en) 2017-09-08 2019-03-13 Basf Se Pesticidal imidazole compounds
EP3681870B1 (en) 2017-09-13 2021-08-04 Syngenta Participations AG Microbiocidal quinoline (thio)carboxamide derivatives
US11185074B2 (en) 2017-09-13 2021-11-30 Syngenta Participations Ag Microbiocidal quinoline (thio)carboxamide derivatives
US20200267978A1 (en) 2017-09-13 2020-08-27 Syngenta Participations Ag Microbiocidal quinoline (thio)carboxamide derivatives
CN111051286A (zh) 2017-09-13 2020-04-21 先正达参股股份有限公司 杀微生物的喹啉(硫代)甲酰胺衍生物
JP7150009B2 (ja) 2017-09-13 2022-10-07 シンジェンタ パーティシペーションズ アーゲー 殺微生物性キノリン（チオ）カルボキサミド誘導体
CN111093372B (zh) 2017-09-13 2022-05-27 先正达参股股份有限公司 杀微生物的喹啉(硫代)羧酰胺衍生物
US11129386B2 (en) 2017-09-13 2021-09-28 Syngenta Participations Ag Microbiocidal quinoline (thio)carboxamide derivatives
US11076596B2 (en) 2017-09-18 2021-08-03 Basf Se Substituted trifluoromethyloxadiazoles for combating phytopathogenic fungi
WO2019057660A1 (en) 2017-09-25 2019-03-28 Basf Se INDOLE AND AZAINDOLE COMPOUNDS HAVING 6-CHANNEL SUBSTITUTED ARYL AND HETEROARYL CYCLES AS AGROCHEMICAL FUNGICIDES
UY37912A (es) 2017-10-05 2019-05-31 Syngenta Participations Ag Derivados de picolinamida fungicidas que portan grupos terminales heteroarilo o heteroariloxi
UY37913A (es) 2017-10-05 2019-05-31 Syngenta Participations Ag Derivados de picolinamida fungicidas que portan un grupo terminal cuaternario
EP3694852A1 (en) 2017-10-13 2020-08-19 Basf Se Imidazolidine pyrimidinium compounds for combating animal pests
CN111344279B (zh) 2017-11-15 2023-07-07 先正达参股股份有限公司 杀微生物的吡啶酰胺衍生物
CN111356679A (zh) 2017-11-20 2020-06-30 先正达参股股份有限公司 杀微生物的噁二唑衍生物
EP3713936B1 (en) 2017-11-23 2021-10-20 Basf Se Substituted trifluoromethyloxadiazoles for combating phytopathogenic fungi
CA3082950A1 (en) 2017-11-29 2019-06-06 Syngenta Participations Ag Microbiocidal thiazole derivatives
WO2019115511A1 (en) 2017-12-14 2019-06-20 Basf Se Fungicidal mixture comprising substituted 3-phenyl-5-(trifluoromethyl)-1,2,4-oxadiazoles
WO2019118743A1 (en) * 2017-12-15 2019-06-20 Arysta Lifescience Inc. Compositions for the protection of agrarian crops and use thereof
US11839214B2 (en) 2017-12-15 2023-12-12 Basf Se Fungicidal mixture comprising substituted pyridines
WO2019121149A1 (en) 2017-12-19 2019-06-27 Syngenta Participations Ag Microbiocidal picolinamide derivatives
WO2019121143A1 (en) 2017-12-20 2019-06-27 Basf Se Substituted cyclopropyl derivatives
BR112020012614A2 (pt) 2017-12-20 2020-11-24 Pi Industries Ltd compostos de fluoralquenil, processo de preparação e utilização
WO2019145140A1 (en) 2018-01-09 2019-08-01 Basf Se Silylethynyl hetaryl compounds as nitrification inhibitors
WO2019137995A1 (en) 2018-01-11 2019-07-18 Basf Se Novel pyridazine compounds for controlling invertebrate pests
WO2019150311A1 (en) 2018-02-02 2019-08-08 Pi Industries Ltd. 1-3 dithiol compounds and their use for the protection of crops from phytopathogenic microorganisms
WO2019154665A1 (en) 2018-02-07 2019-08-15 Basf Se New pyridine carboxamides
WO2019154663A1 (en) 2018-02-07 2019-08-15 Basf Se New pyridine carboxamides
EP3530118A1 (en) 2018-02-26 2019-08-28 Basf Se Fungicidal mixtures
EP3530116A1 (en) 2018-02-27 2019-08-28 Basf Se Fungicidal mixtures comprising xemium
IL276745B2 (en) 2018-02-28 2023-10-01 Basf Se Use of N-functional alkoxy pyrazole compounds as nitrification inhibitors
EP3758491A1 (en) 2018-02-28 2021-01-06 Basf Se Use of pyrazole propargyl ethers as nitrification inhibitors
EP3758492A1 (en) 2018-02-28 2021-01-06 Basf Se Use of alkoxypyrazoles as nitrification inhibitors
WO2019166252A1 (en) 2018-02-28 2019-09-06 Basf Se Fungicidal mixtures comprising fenpropidin
BR112020016805A2 (pt) 2018-03-01 2020-12-15 BASF Agro B.V. Composições fungicidas, métodos para controlar fungos nocivos fitopatogênicos, para melhorar a saúde de plantas e para a proteção de material de propagação vegetal, material de propagação vegetal e uso
EP3533333A1 (en) 2018-03-02 2019-09-04 Basf Se Fungicidal mixtures comprising pydiflumetofen
EP3533331A1 (en) 2018-03-02 2019-09-04 Basf Se Fungicidal mixtures comprising pydiflumetofen
EP3536150A1 (en) 2018-03-06 2019-09-11 Basf Se Fungicidal mixtures comprising fluxapyroxad
WO2019175712A1 (en) 2018-03-14 2019-09-19 Basf Corporation New uses for catechol molecules as inhibitors to glutathione s-transferase metabolic pathways
WO2019175713A1 (en) 2018-03-14 2019-09-19 Basf Corporation New catechol molecules and their use as inhibitors to p450 related metabolic pathways
BR112020017808A2 (pt) 2018-03-26 2020-12-22 Bayer Aktiengesellschaft Hidrogenação enatiosseletiva de 1,2-di-hidroquinolinas substituídas em 4 na presença de um catalisador de irídio quiral
AR114466A1 (es) 2018-04-04 2020-09-09 Fmc Corp Formulaciones de concentrados emulsionables de fungicidas de sdhi
CN112020503A (zh) 2018-04-26 2020-12-01 先正达参股股份有限公司 杀微生物的噁二唑衍生物
WO2019219464A1 (en) 2018-05-15 2019-11-21 Basf Se Substituted trifluoromethyloxadiazoles for combating phytopathogenic fungi
WO2019219529A1 (en) 2018-05-15 2019-11-21 Basf Se Mixtures comprising benzpyrimoxan and oxazosulfyl and uses and methods of applying them
WO2019224092A1 (en) 2018-05-22 2019-11-28 Basf Se Pesticidally active c15-derivatives of ginkgolides
TW202005956A (zh) 2018-05-23 2020-02-01 德商拜耳廠股份有限公司 製造二氟甲基－菸鹼－二氫茚基羧醯胺之方法
BR112020023624A2 (pt) 2018-05-23 2021-02-17 Bayer Aktiengesellschaft processo para produção de 4-aminoindanos substituídos
US20210198180A1 (en) 2018-05-23 2021-07-01 Bayer Aktiengesellschaft Process for producing substituted 4-aminoindane derivatives from 2-(hydroxyalkyl)-anilines
WO2019224174A1 (en) 2018-05-23 2019-11-28 Bayer Aktiengesellschaft Process for producing 2-(fluoroalkyl)nicotinic acids
WO2020002472A1 (en) 2018-06-28 2020-01-02 Basf Se Use of alkynylthiophenes as nitrification inhibitors
WO2020002331A1 (en) 2018-06-29 2020-01-02 Syngenta Crop Protection Ag Microbiocidal oxadiazole derivatives
WO2020007646A1 (en) 2018-07-02 2020-01-09 Basf Se Pesticidal mixtures
EP3818058A1 (en) 2018-07-02 2021-05-12 Syngenta Crop Protection AG 3-(2-thienyl)-5-(trifluoromethyl)-1,2,4-oxadiazole derivatives as agrochemical fungicides
WO2020016180A1 (en) 2018-07-16 2020-01-23 Syngenta Crop Protection Ag Microbiocidal oxadiazole derivatives
WO2020020765A1 (en) 2018-07-23 2020-01-30 Basf Se Use of a substituted thiazolidine compound as nitrification inhibitor
ES2983787T3 (es) 2018-07-23 2024-10-24 Basf Se Uso de 2-tiazolinas sustituidas como inhibidores de la nitrificación
WO2020022412A1 (ja) 2018-07-25 2020-01-30 三井化学アグロ株式会社 ピリドン化合物およびそれを有効成分とする農園芸用殺菌剤
AR115984A1 (es) 2018-08-17 2021-03-17 Pi Industries Ltd Compuestos de 1,2-ditiolona y sus usos
EP3613736A1 (en) 2018-08-22 2020-02-26 Basf Se Substituted glutarimide derivatives
BR112021005142A2 (pt) 2018-09-19 2021-06-15 Syngenta Crop Protection Ag derivados microbiocidas de quinolinocarboxamida
JP2022502390A (ja) 2018-09-26 2022-01-11 シンジェンタ クロップ プロテクション アクチェンゲゼルシャフト 殺菌・殺カビ性組成物
EP3628156A1 (en) 2018-09-28 2020-04-01 Basf Se Method for controlling pests of sugarcane, citrus, rapeseed, and potato plants
EP3628158A1 (en) 2018-09-28 2020-04-01 Basf Se Pesticidal mixture comprising a mesoionic compound and a biopesticide
WO2020064492A1 (en) 2018-09-28 2020-04-02 Basf Se Method of controlling pests by seed treatment application of a mesoionic compound or mixture thereof
EP3628157A1 (en) 2018-09-28 2020-04-01 Basf Se Method of controlling insecticide resistant insects and virus transmission to plants
US12012399B2 (en) 2018-10-06 2024-06-18 Syngenta Participations Ag Microbiocidal quinoline dihydro-(thiazine)oxazine derivatives
WO2020070132A1 (en) 2018-10-06 2020-04-09 Syngenta Participations Ag Microbiocidal quinoline dihydro-(thiazine)oxazine derivatives
EP3643705A1 (en) 2018-10-24 2020-04-29 Basf Se Pesticidal compounds
TW202035404A (zh) 2018-10-24 2020-10-01 瑞士商先正達農作物保護公司 具有含亞碸亞胺的取代基之殺有害生物活性雜環衍生物
WO2020095161A1 (en) 2018-11-05 2020-05-14 Pi Industries Ltd. Nitrone compounds and use thereof
EP3670501A1 (en) 2018-12-17 2020-06-24 Basf Se Substituted [1,2,4]triazole compounds as fungicides
WO2020141135A1 (en) 2018-12-31 2020-07-09 Syngenta Crop Protection Ag Pesticidally active heterocyclic derivatives with sulfur containing substituents
BR112021012991A2 (pt) 2018-12-31 2021-09-14 Syngenta Crop Protection Ag Derivados heterocíclicos pesticidamente ativos com substituintes contendo enxofre
EP3696177A1 (en) 2019-02-12 2020-08-19 Basf Se Heterocyclic compounds for the control of invertebrate pests
EP3730489A1 (en) 2019-04-25 2020-10-28 Basf Se Heteroaryl compounds as agrochemical fungicides
BR112021019416A2 (pt) 2019-05-29 2021-12-07 Basf Se Compostos, composição, métodos de proteção de safras e de combate, controle, prevenção ou proteção contra infestações, método não terapêutico de tratamento de animais infestados, semente e uso
EP3769623A1 (en) 2019-07-22 2021-01-27 Basf Se Mesoionic imidazolium compounds and derivatives for combating animal pests
WO2020244968A1 (en) 2019-06-06 2020-12-10 Basf Se Fungicidal n-(pyrid-3-yl)carboxamides
WO2020244970A1 (en) 2019-06-06 2020-12-10 Basf Se New carbocyclic pyridine carboxamides
WO2020244969A1 (en) 2019-06-06 2020-12-10 Basf Se Pyridine derivatives and their use as fungicides
IT201900011127A1 (it) 2019-07-08 2021-01-08 Isagro Spa Composti ad attività fungicida, relative composizioni agronomiche e uso per il controllo di funghi fitopatogeni
EP3766879A1 (en) 2019-07-19 2021-01-20 Basf Se Pesticidal pyrazole derivatives
JP2022549635A (ja) 2019-09-25 2022-11-28 バイエル・アクチエンゲゼルシヤフト キラルイリジウム触媒および添加剤の存在下での４－置換１，２－ジヒドロキノリンの改善されたエナンチオ選択的水素化
MX2022003520A (es) 2019-09-25 2022-04-25 Bayer Ag Nuevos catalizadores de iridio para la hidrogenacion enantioselectiva de 1,2-dihidroquinolinas 4-sustituidas.
IT201900017330A1 (it) 2019-09-26 2021-03-26 Isagro Spa Processo per la preparazione di (r)-4-amminoindani e corrispondenti ammidi.
WO2021063735A1 (en) 2019-10-02 2021-04-08 Basf Se New bicyclic pyridine derivatives
WO2021063736A1 (en) 2019-10-02 2021-04-08 Basf Se Bicyclic pyridine derivatives
IT201900021960A1 (it) 2019-11-22 2021-05-22 Isagro Spa Composti ad attività fungicida, loro composizioni agronomiche e relativo metodo di preparazione
US20230039941A1 (en) 2019-12-23 2023-02-09 Basf Se Enzyme enhanced root uptake of agrochemical active compound
WO2021170463A1 (en) 2020-02-28 2021-09-02 BASF Agro B.V. Methods and uses of a mixture comprising alpha-cypermethrin and dinotefuran for controlling invertebrate pests in turf
US20230142542A1 (en) 2020-03-04 2023-05-11 Basf Se Use of substituted 1,2,4-oxadiazoles for combating phytopathogenic fungi
WO2021209360A1 (en) 2020-04-14 2021-10-21 Basf Se Fungicidal mixtures comprising substituted 3-phenyl-5-(trifluoromethyl)-1,2,4-oxadiazoles
EP3903582A1 (en) 2020-04-28 2021-11-03 Basf Se Use of strobilurin type compounds for combating phytopathogenic fungi containing an amino acid substitution f129l in the mitochondrial cytochrome b protein conferring resistance to qo inhibitors ii
EP3903584A1 (en) 2020-04-28 2021-11-03 Basf Se Use of strobilurin type compounds for combating phytopathogenic fungi containing an amino acid substitution f129l in the mitochondrial cytochrome b protein conferring resistance to qo inhibitors iv
EP3903581A1 (en) 2020-04-28 2021-11-03 Basf Se Use of strobilurin type compounds for combating phytopathogenic fungi containing an amino acid substitution f129l in the mitochondrial cytochrome b protein conferring resistance to qo inhibitors i
EP3903583A1 (en) 2020-04-28 2021-11-03 Basf Se Use of strobilurin type compounds for combating phytopathogenic fungi containing an amino acid substitution f129l in the mitochondrial cytochrome b protein conferring resistance to qo inhibitors iii
BR112022021631A2 (pt) 2020-04-28 2022-12-06 Basf Se Compostos, composição, métodos para combater ou controlar pragas invertebradas, para proteger plantas em crescimento e para tratar ou proteger um animal, semente e uso de um composto
EP3909950A1 (en) 2020-05-13 2021-11-17 Basf Se Heterocyclic compounds for the control of invertebrate pests
EP3945089A1 (en) 2020-07-31 2022-02-02 Basf Se Use of strobilurin type compounds for combating phytopathogenic fungi containing an amino acid substitution f129l in the mitochondrial cytochrome b protein conferring resistance to qo inhibitors v
WO2021249800A1 (en) 2020-06-10 2021-12-16 Basf Se Substituted [1,2,4]triazole compounds as fungicides
EP3960727A1 (en) 2020-08-28 2022-03-02 Basf Se Use of strobilurin type compounds for combating phytopathogenic fungi containing an amino acid substitution f129l in the mitochondrial cytochrome b protein conferring resistance to qo inhibitors vi
EP3939961A1 (en) 2020-07-16 2022-01-19 Basf Se Strobilurin type compounds and their use for combating phytopathogenic fungi
WO2022017836A1 (en) 2020-07-20 2022-01-27 BASF Agro B.V. Fungicidal compositions comprising (r)-2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1- (1,2,4-triazol-1-yl)propan-2-ol
EP3970494A1 (en) 2020-09-21 2022-03-23 Basf Se Use of strobilurin type compounds for combating phytopathogenic fungi containing an amino acid substitution f129l in the mitochondrial cytochrome b protein conferring resistance to qo inhibitors viii
TW202229241A (zh) 2020-09-26 2022-08-01 印度商皮埃企業有限公司 殺線蟲化合物及其用途
US20230398529A1 (en) 2020-10-13 2023-12-14 Bayer Aktiengesellschaft Asymmetric transfer hydrogenation of 2-aryl substituted bicyclic pyridine ketones in presence of a chiral ruthenium catalyst
CN116209355A (zh) 2020-10-27 2023-06-02 巴斯夫农业公司 包含氯氟醚菌唑的组合物
WO2022090069A1 (en) 2020-11-02 2022-05-05 Basf Se Compositions comprising mefenpyr-diethyl
WO2022090071A1 (en) 2020-11-02 2022-05-05 Basf Se Use of mefenpyr-diethyl for controlling phytopathogenic fungi
WO2022106304A1 (en) 2020-11-23 2022-05-27 BASF Agro B.V. Compositions comprising mefentrifluconazole
EP4018830A1 (en) 2020-12-23 2022-06-29 Basf Se Pesticidal mixtures
AR124796A1 (es) 2021-02-02 2023-05-03 Basf Se Acción sinérgica de dcd y alcoxipirazoles como inhibidores de la nitrificación
EP4043444A1 (en) 2021-02-11 2022-08-17 Basf Se Substituted isoxazoline derivatives
BR112023023592A2 (pt) 2021-05-11 2024-03-12 Basf Se Mistura fungicida, composição agroquímica, uso da mistura e método para controlar fungos nocivos fitopatogênicos
CN117355520A (zh) 2021-05-18 2024-01-05 巴斯夫欧洲公司 用作杀真菌剂的新型取代喹啉类
AU2022279357A1 (en) 2021-05-18 2023-11-30 Basf Se New substituted pyridines as fungicides
CN117355518A (zh) 2021-05-18 2024-01-05 巴斯夫欧洲公司 用作杀真菌剂的新型取代吡啶类
CA3219022A1 (en) 2021-05-21 2022-11-24 Barbara Nave Use of ethynylpyridine compounds as nitrification inhibitors
US20240270658A1 (en) 2021-05-21 2024-08-15 Basf Se Use of an N-Functionalized Alkoxy Pyrazole Compound as Nitrification Inhibitor
EP4094579A1 (en) 2021-05-28 2022-11-30 Basf Se Pesticidal mixtures comprising metyltetraprole
AU2022296764A1 (en) 2021-06-21 2024-01-04 Basf Se Metal-organic frameworks with pyrazole-based building blocks
EP4119547A1 (en) 2021-07-12 2023-01-18 Basf Se Triazole compounds for the control of invertebrate pests
CN116138260B (zh) * 2021-07-22 2024-03-15 青岛海利尔生物科技有限公司 一种含氟茚唑菌胺与苄啶菌酯的杀菌组合物
AU2022323668A1 (en) 2021-08-02 2024-02-15 Basf Se (3-quinolyl)-quinazoline
CN117794907A (zh) 2021-08-02 2024-03-29 巴斯夫欧洲公司 (3-吡啶基)-喹唑啉
EP4140986A1 (en) 2021-08-23 2023-03-01 Basf Se Pyrazine compounds for the control of invertebrate pests
EP4140995A1 (en) 2021-08-27 2023-03-01 Basf Se Pyrazine compounds for the control of invertebrate pests
EP4151631A1 (en) 2021-09-20 2023-03-22 Basf Se Heterocyclic compounds for the control of invertebrate pests
WO2023072671A1 (en) 2021-10-28 2023-05-04 Basf Se Use of strobilurin type compounds for combating phytopathogenic fungi containing an amino acid substitution f129l in the mitochondrial cytochrome b protein conferring resistance to qo inhibitors ix
WO2023072670A1 (en) 2021-10-28 2023-05-04 Basf Se Use of strobilurin type compounds for combating phytopathogenic fungi containing an amino acid substitution f129l in the mitochondrial cytochrome b protein conferring resistance to qo inhibitors x
EP4194453A1 (en) 2021-12-08 2023-06-14 Basf Se Pyrazine compounds for the control of invertebrate pests
EP4198033A1 (en) 2021-12-14 2023-06-21 Basf Se Heterocyclic compounds for the control of invertebrate pests
EP4198023A1 (en) 2021-12-16 2023-06-21 Basf Se Pesticidally active thiosemicarbazone compounds
CN114467956B (zh) * 2022-02-23 2023-06-16 青岛奥迪斯生物科技有限公司 一种含氟茚唑菌胺的农药组合物及其应用
EP4238971A1 (en) 2022-03-02 2023-09-06 Basf Se Substituted isoxazoline derivatives
WO2023203066A1 (en) 2022-04-21 2023-10-26 Basf Se Synergistic action as nitrification inhibitors of dcd oligomers with alkoxypyrazole and its oligomers
CN114766493B (zh) * 2022-04-29 2024-05-17 青岛恒宁生物科技有限公司 一种含农用抗生素的杀菌组合物及其用途
WO2024028243A1 (en) 2022-08-02 2024-02-08 Basf Se Pyrazolo pesticidal compounds
EP4342885A1 (en) 2022-09-20 2024-03-27 Basf Se N-(3-(aminomethyl)-phenyl)-5-(4-phenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-amine derivatives and similar compounds as pesticides
EP4361126A1 (en) 2022-10-24 2024-05-01 Basf Se Use of strobilurin type compounds for combating phytopathogenic fungi containing an amino acid substitution f129l in the mitochondrial cytochrome b protein conferring resistance to qo inhibitors xv
WO2024104813A1 (en) 2022-11-14 2024-05-23 Basf Se Fungicidal mixture comprising substituted pyridines
WO2024104822A1 (en) 2022-11-16 2024-05-23 Basf Se Substituted tetrahydrobenzodiazepine as fungicides
WO2024104814A1 (en) 2022-11-16 2024-05-23 Basf Se Fungicidal mixture comprising substituted pyridines
WO2024104823A1 (en) 2022-11-16 2024-05-23 Basf Se New substituted tetrahydrobenzoxazepine
WO2024104818A1 (en) 2022-11-16 2024-05-23 Basf Se Substituted benzodiazepines as fungicides
WO2024104815A1 (en) 2022-11-16 2024-05-23 Basf Se Substituted benzodiazepines as fungicides
TW202420997A (zh) 2022-11-18 2024-06-01 美商富曼西公司 琥珀酸去氫酶抑制劑和吡啶醯胺的混合物
CN116715679B (zh) * 2022-11-22 2024-05-28 青岛农业大学 一种FolIws1基因靶向剂及其应用
EP4389210A1 (en) 2022-12-21 2024-06-26 Basf Se Heteroaryl compounds for the control of invertebrate pests
WO2024165343A1 (en) 2023-02-08 2024-08-15 Basf Se New substituted quinoline compounds for combatitng phytopathogenic fungi
WO2024194038A1 (en) 2023-03-17 2024-09-26 Basf Se Substituted pyridyl/pyrazidyl dihydrobenzothiazepine compounds for combatting phytopathogenic fungi
EP4455137A1 (en) 2023-04-24 2024-10-30 Basf Se Pyrimidine compounds for the control of invertebrate pests

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0199822A1 (en) * 1984-10-29 1986-11-05 Sumitomo Chemical Company, Limited Pyrazolecarboxamide derivatives, process for their preparation, and bactericides containing them as effective ingredients
EP0256503A2 (en) * 1986-08-12 1988-02-24 Mitsubishi Kasei Corporation Pyridinecarboxamide derivatives and their use as fungicide
US5093347A (en) * 1991-01-28 1992-03-03 Monsanto Company 3-difluoromethylpyrazolecarboxamide fungicides, compositions and use
WO2004039789A1 (de) * 2002-10-28 2004-05-13 Bayer Cropscience Aktiengesellschaft Thiazol-(bi)cycloalkyl-carboxanilide

Family Cites Families (27)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS59194071A (ja) 1983-04-18 1984-11-02 Nifco Inc 自動車の燃料タンク用フイルタの製造法
DK383086A (da) 1985-08-21 1987-02-22 Rohm & Haas (2-cyano-2-arylethyl)pyridiner, deres fremstilling og deres anvendelse som fungicider
JPS62249966A (ja) 1986-04-22 1987-10-30 Sumitomo Chem Co Ltd Ｎ−インダニルアミド誘導体およびそれを有効成分とする殺菌剤
US4837242A (en) 1987-01-20 1989-06-06 Sumitomo Chemical Company, Limited Thiazoles and pyrazoles as fungicides
US4914097A (en) 1987-02-25 1990-04-03 Mitsubishi Kasei Corporation N-indanyl carboxamide derivative and agricultural/horticultural fungicide containing the derivative as active ingredient
JPH01117864A (ja) 1987-07-02 1989-05-10 Sumitomo Chem Co Ltd 置換ニコチン酸誘導体、その製造法およびそれを有効成分とする農園芸用殺菌剤
JPS6470479A (en) 1987-09-10 1989-03-15 Sumitomo Chemical Co Heterocylic carboxylic acid derivative, production thereof and agricultural and horticultural germicide containing said derivative as active ingredient
JP2582863B2 (ja) 1988-06-13 1997-02-19 三菱化学株式会社 Ｎ−インダニルカルボン酸アミド誘導体を有効成分とする灰色かび病防除剤
JP2717852B2 (ja) 1988-12-09 1998-02-25 株式会社紀文食品 冷凍すり身の鮮度測定法
JPH02157266A (ja) 1988-12-12 1990-06-18 Mitsubishi Kasei Corp Ｎ−インダニルカルボン酸アミド誘導体およびこれを有効成分とする農園芸用殺菌剤
JPH06296471A (ja) 1992-04-20 1994-10-25 Kagoshima Pref Gov Keizai Nogyo Kyodo Kumiai Rengokai サツマイモ粉１００％麺の製造方法
JP3077381B2 (ja) 1992-05-14 2000-08-14 住友化学工業株式会社 木材防腐剤
HUT63941A (en) 1992-05-15 1993-11-29 Hoechst Ag Process for producing 4-alkyl-substituted pyrimidine-5-carboxanilide derivatives, and fungicidal compositions comprising same
US5498624A (en) 1995-05-03 1996-03-12 Monsanto Company Selected pyrazolyl derivatives
GB0001447D0 (en) 2000-01-21 2000-03-08 Novartis Ag Organic compounds
ATE516275T1 (de) 2002-08-22 2011-07-15 Syngenta Participations Ag Microbiozide (z.b. fungizide) 1,2,3- triazolderivate
PL378118A1 (pl) 2003-02-14 2006-03-06 Bayer Cropscience Aktiengesellschaft Oksatiinokarboksyamisy
KR20060009917A (ko) 2003-05-21 2006-02-01 바이엘 크롭사이언스 아게 요오도피라졸릴 카복스아닐리드
DE102004005785A1 (de) 2004-02-06 2005-08-25 Bayer Cropscience Ag 2-Halogenfuryl/thienyl-3-carboxamide
BRPI0612907A2 (pt) 2005-07-18 2010-12-07 Syngenta Participations Ag compostos microbiocidas, composição contendo os mesmos e método de controle ou prevenção de infestação em plantas
CL2008002242A1 (es) 2007-07-31 2009-08-21 Bayer Cropscience Ag Compuestos derivados de n-cicloalquil-n-carboxamida, tiocarboxamida, biciclicas o derivados de carboximidamida n-sustituida; composicion fungicida; y metodo para controlar los hongos fitopatogenos de los cultivos.
MX2010007808A (es) 2008-02-05 2010-08-06 Basf Se Composicion para la salud de plantas.
BRPI0905941A2 (pt) 2008-02-05 2015-06-30 Basf Se Método para melhorar a saúde de uma planta uso de uma amida, misturas fungicidas, método de controle de pragas e semente
EP2563135B1 (en) 2010-04-28 2016-09-14 Sumitomo Chemical Company, Limited Plant disease control composition and its use
DK2632267T3 (en) 2010-10-25 2016-12-12 Lanxess Deutschland Gmbh Fungicidal mixtures penflufen
IT1403275B1 (it) * 2010-12-20 2013-10-17 Isagro Ricerca Srl Indanilanilidi ad elevata attività fungicida e loro composizioni fitosanitarie
ITMI20121045A1 (it) 2012-06-15 2013-12-16 Isagro Ricerca Srl Composizioni sinergiche per la protezione di colture agrarie e relativo uso

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0199822A1 (en) * 1984-10-29 1986-11-05 Sumitomo Chemical Company, Limited Pyrazolecarboxamide derivatives, process for their preparation, and bactericides containing them as effective ingredients
EP0256503A2 (en) * 1986-08-12 1988-02-24 Mitsubishi Kasei Corporation Pyridinecarboxamide derivatives and their use as fungicide
US5093347A (en) * 1991-01-28 1992-03-03 Monsanto Company 3-difluoromethylpyrazolecarboxamide fungicides, compositions and use
WO2004039789A1 (de) * 2002-10-28 2004-05-13 Bayer Cropscience Aktiengesellschaft Thiazol-(bi)cycloalkyl-carboxanilide

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
ERICKSON J A ET AL: "HYDROGEN BOND DONOR PROPERTIES OF THE DIFLUOROMETYL GROUP", JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY, EASTON.; US, vol. 60, no. 6, 1 January 1995 (1995-01-01), pages 1626 - 1631, XP002296451, ISSN: 0022-3263, DOI: DOI:10.1021/JO00111A021 *

Also Published As

Publication number Publication date
CR20130337A (es) 2013-09-12
SI2655333T1 (sl) 2015-09-30
WO2012084812A1 (en) 2012-06-28
EP2655333B1 (en) 2015-05-13
US20180007902A1 (en) 2018-01-11
US9192160B2 (en) 2015-11-24
US20140011852A1 (en) 2014-01-09
MA34831B1 (fr) 2014-01-02
CN103502220B (zh) 2015-09-09
MX345229B (es) 2017-01-20
AR084362A1 (es) 2013-05-08
MY190321A (en) 2022-04-13
EA022503B1 (ru) 2016-01-29
GT201300152A (es) 2014-08-05
UA109924C2 (uk) 2015-10-26
US10149473B2 (en) 2018-12-11
PE20131493A1 (es) 2014-01-20
EP2655333A1 (en) 2013-10-30
CY1116576T1 (el) 2017-03-15
HUE027039T2 (hu) 2016-08-29
CA2821225A1 (en) 2012-06-28
CR20200294A (es) 2021-11-02
BR112013015516B1 (pt) 2018-04-17
PT2655333E (pt) 2015-08-25
CL2013001761A1 (es) 2014-07-11
KR101861398B1 (ko) 2018-05-28
CO6771423A2 (es) 2013-10-15
ECSP13012779A (es) 2013-11-29
BR112013015516B8 (pt) 2018-11-27
ES2544291T3 (es) 2015-08-28
PL2655333T3 (pl) 2015-10-30
TN2013000255A1 (en) 2014-11-10
IL227035B (en) 2019-05-30
DK2655333T3 (en) 2015-08-10
JP2014501743A (ja) 2014-01-23
JP5844382B2 (ja) 2016-01-13
US20160113278A1 (en) 2016-04-28
RS54168B1 (en) 2015-12-31
EA201390859A1 (ru) 2013-12-30
EP2944629A1 (en) 2015-11-18
CN103502220A (zh) 2014-01-08
ZA201305238B (en) 2014-09-25
DOP2013000139A (es) 2013-12-31
BR112013015516A2 (pt) 2016-07-12
CA2821225C (en) 2018-06-12
AU2011347585B2 (en) 2016-06-09
MX2013007196A (es) 2013-10-03
HRP20150808T1 (hr) 2015-10-09
IT1403275B1 (it) 2013-10-17
NZ613430A (en) 2015-01-30
KR20140011315A (ko) 2014-01-28

Similar Documents

Publication Publication Date Title
US10149473B2 (en) Aminoindanes amides having a high fungicidal activity and their phytosanitary compositions
AU2011347585A1 (en) Aminoindanes amides having a high fungicidal activity and their phytosanitary compositions
ITMI20101564A1 (it) Fenilammidine ad elevata attivita&#39; fungicida e relativo uso
ITMI20120405A1 (it) &#34;composizioni sinergiche ad attivita&#39; fungicida e relativo uso&#34;
WO2010109301A1 (en) Benzamidic compounds having fungicidal activity and relative use
ITMI20121045A1 (it) Composizioni sinergiche per la protezione di colture agrarie e relativo uso
WO2015121802A1 (en) Benzoylphenyl-formamidines having a fungicidal activity, their agronomic compositions and relative use
WO2018178848A1 (en) Pyridyl-formamidines having a fungicidal activity, their agronomic compositions ans use thereof
ITMI20120256A1 (it) Fenilammidine ad attivita&#39; fungicida e relativo uso
ITMI20101575A1 (it) Fenilammidine ad elevata attivita&#39; fungicida e relativo uso
EP1453817B1 (en) Thiazole derivatives with fungicidal activity
ITMI20012640A1 (it) Nuovi derivati tazolici ad attivita&#39; fungicida
IT202000007234A1 (it) Composti ad attività fungicida, relative composizioni agronomiche e uso per il controllo di funghi fitopatogeni
BR112019019096B1 (pt) Piridil-formamidinas, composição fungicida, uso de compostos, e, método para controlar os fungos fitopatogênicos em culturas agrícolas
ITMI20000005A1 (it) Benzilisotiourre ad attivita&#39; fungicida