AR090010A1 - 5-(ciclohex-2-en-1-il)-penta-2,4-dienos y 5-(ciclohex-2-en-1-il)-pent-2-en-4-inos sustituidos como principios activos contra el estres abiotico de las plantas, usos y metodos de tratamiento - Google Patents

5-(ciclohex-2-en-1-il)-penta-2,4-dienos y 5-(ciclohex-2-en-1-il)-pent-2-en-4-inos sustituidos como principios activos contra el estres abiotico de las plantas, usos y metodos de tratamiento

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AR090010A1
AR090010A1 ARP120101022A ARP120101022A AR090010A1 AR 090010 A1 AR090010 A1 AR 090010A1 AR P120101022 A ARP120101022 A AR P120101022A AR P120101022 A ARP120101022 A AR P120101022A AR 090010 A1 AR090010 A1 AR 090010A1
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alkyl
bis
group
plants
silyl
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ARP120101022A
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Dr Frackenpohl Jens
Dr Mller Thomas
Dr Heinemann Ines
Dr Von Koskull-Dring Pascal
Hugh Dr Rosinger Christopher
Dr Huser-Hahn Isolde
Jeffrey Hills Martin
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Bayer Cropscience Ag
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    • 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
    • A01N55/00—Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur
    • 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
    • A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
    • A01N33/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds containing nitrogen-to-oxygen bonds
    • A01N33/24—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds containing nitrogen-to-oxygen bonds only one oxygen atom attached to the nitrogen atom
    • 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
    • A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
    • A01N35/06—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical containing keto or thioketo groups as part of a ring, e.g. cyclohexanone, quinone; Derivatives thereof, e.g. ketals
    • 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
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/42—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing within the same carbon skeleton a carboxylic group or a thio analogue, or a derivative thereof, and a carbon atom having only two bonds to hetero atoms with at the most one bond to halogen, e.g. keto-carboxylic acids
    • 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
    • A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/24—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms
    • A01N43/26—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms five-membered rings
    • A01N43/28—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms five-membered rings with two hetero atoms in positions 1,3
    • A01N43/30—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms five-membered rings with two hetero atoms in positions 1,3 with two oxygen atoms in positions 1,3, condensed with a carbocyclic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/20—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by carboxyl groups or halides, anhydrides, or (thio)esters thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/72—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 spiro-condensed with carbocyclic rings
    • 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
    • C07F17/00—Metallocenes
    • 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
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • C07F7/1804—Compounds having Si-O-C linkages
    • 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
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/22—Tin compounds
    • C07F7/2208—Compounds having tin linked only to carbon, hydrogen and/or halogen
    • 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
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/30—Germanium compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/02—Systems containing only non-condensed rings with a three-membered ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated

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  • 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)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
  • Cultivation Of Plants (AREA)
  • Pyridine Compounds (AREA)

Abstract

Reivindicación 1: 5-(Ciclohex-2-en-1-il)-penta-2,4-dienos y 5-(ciclohex-2-en-1-il)-pent-2-en-4-inos sustituidos de la fórmula general (1) o sus sales, en la que [X-Y] representan las agrupaciones del grupo de fórmulas (2); Q representa las agrupaciones del grupo de fórmulas (3) en las que R⁵, R⁶, R⁷, R⁸, R⁹ y R¹⁰, respectivamente, tienen el significado según las definiciones que se encuentran más adelante y en las que la flecha representa una unión a la agrupación [X-Y] correspondiente; R¹ representa alquilo, alquenilo, alquinilo, alquenilalquilo, alquinilalquilo, alcoxialquilo, hidroxialquilo, haloalquilo, haloalquenilo, haloalquinilo, haloalcoxialquilo, alcoxihaloalquilo, haloalcoxihaloalquilo, alquiltioalquilo; R² representa hidrógeno, alquilo, alquenilo, alquenilalquilo, alcoxialquilo, alquilcarbonilo, arilcarbonilo, heteroarilcarbonilo, cicloalquilcarbonilo, alcoxicarbonilo, alqueniloxicarbonilo, ariloxialquilo, arilalcoxicarbonilo, arilalcoxialquilo, arilalquilo, alcoxialcoxialquilo, alquiltioalquilo, trialquilsililo, alquil(bis-alquil)sililo, alquil(bis-aril)sililo, aril-bis-(alquil)sililo, cicloalquil(bis-alquil)sililo, halo(bis-alquil)sililo, trialquilsililalcoxialquilo, trialquilsililalquilo; R³ y R⁴, independientemente uno de otro, representan alcoxi, alcoxialcoxi, cicloalquilalcoxi, haloalcoxi, alquiltio, haloalquiltio, arilalcoxi, arilalquiltio o conjuntamente con el átomo al que están unidos forman un grupo oxo, un grupo hidroxiimino, un grupo alcoxiimino, un grupo cicloalcoxiimino, un grupo cicloalquilalcoxiimino, un grupo arilalcoxiimino o un anillo heterocíclico de 5 - 7 miembros que, dado el caso, puede estar sustituido adicionalmente; R⁵ y R⁶, independientemente uno de otro, representan hidrógeno, halógeno, alquilo, haloalquilo; R⁷ representa halógeno, alquilo, haloalquilo, haloalcoxi, haloalcoxialquilo, haloalcoxihaloalquilo, alcoxihaloalquilo, alquiniloxihaloalquilo, alqueniloxihaloalquilo, alquiltio, haloalquiltio, arilo, arilalquilo, heteroarilo, heteroarilalquilo; R⁶ y R⁷ con los átomos a los que están unidos forman un anillo de 3 a 6 miembros totalmente saturado, dado el caso interrumpido por heteroátomos y dado el caso sustituido adicionalmente; R⁸ representa hidrógeno, alquilo, alcoxialquilo, cicloalquilo, cicloalquilalquilo, arilo, arilalquilo, heteroarilalquilo, bis-arilalquilo, tris-arilalquilo, alquenilo, alquenilalquilo, cicloalquenilalquilo, alquinilalquilo, trialquilsililalcoxialquilo, alcoxialcoxialquilo, alquiltioalquilo, haloalquio, arilsulfonilalquilo, trialquilsililo, alquil(bis-aril)sililo, alquil-(bis-alquilo)sililo, bis-alquilaminoalquilo; R⁹ representa hidrógeno, alquilo, cicloalquilo, halógeno, alquenilalquilo, alquinilalquilo, haloalquilo, alquinilo, alquenilo, cianoalquilo, cicloalquilalquilo, arilalquilo, heteroarilalquilo, alquilcarbonilo, alcoxicarbonilo, alqueniloxicarbonilo, alquenilalquiloxicarbonilo, arilalquiloxicarbonilo, cicloalcoxicarbonilo, cicloalquilalcoxicarbonilo, alquilsulfonilo, arilsulfonilo, cicioalquilsulfonilo, alquilsulfinilo, arilsulfinilo, cicloalquilsulfinilo, alcoxicarbonilalquilo, hidroxicarbonilalquilo, arilalcoxicarbonilalquilo, cicloalquilalcoxicarbonilalquilo, alcoxicarbonilcicloalquilo, hidroxicarbonilcicloalquilo, arilalcoxicarbonilcicloalquilo, alqueniloxicarbonilcicloalquilo, aminocarbonilcicloalquilo, alquilaminocarbonilcicloalquilo, cicIoaIquilaminocarbonilcicloaIquilo, alcoxicarbonilcicloalquenilo, hidroxicarbonilcicloalquenilo, bis-alquilaminoalquilo, hidroxicarbonilheterociclilo, alcoxicarbonilheterociclilo, alqueniloxicarbonilheterociclilo, alquenilalcoxicarbonilheterociclilo, arilalcoxicarbonilheterociclilo, cicloalcoxicarbonilheterociclilo, cicloalquilalcoxicarbonilheterociclilo, aminocarbonilheterociclilo, alquilaminocarbonilheterociclilo, bis-alquilaminocarbonilheterociclilo, cicloalquilaminocarbonilheterociclilo, arilalquilaminocarbonilheterociclilo, alquenilaminocarbonilheterociclilo, hidroxicarbonilheterociclilalquilo, alcoxicarbonilheterociclilalquilo, hidroxicarbonilcicloalquilalquilo, alcoxicarbonilcicloalquilalquilo, hidroxilo, alcoxi; R¹⁰ representa hidrógeno, alquilo, cicloalquilo, halógeno, alquilalquenilo, halógenoalquilo, alquinilo, alquenilo, cianoalquilo, arilalquilo, heteroarilalquilo, alquilcarbonilo, alcoxicarbonilo, alquilsulfonilo, arilsulfonilo, cicloalquilsulfonilo, alquilsulfinilo, arilsulfinilo, cicloalquilsulfinilo, alcoxicarbonilalquilo; o R⁹ y R¹⁰ con el nitrógeno al que están unidos forman un anillo de tres a ocho miembros dado el caso sustituido con halógeno, alquilo, haloalquilo, alcoxi, alcoxicarbonilo, cicloalcoxicarbonilo, cicloalquilalcoxicarbonilo, alqueniloxicarbonilo, hidroxicarbonilo, aminocarbonilo, alquilaminocarbonilo, cicloalquilaminocarbonilo, arilalquilaminocarbonilo, que dado el caso está interrumpido con O, S o N; o R⁹ y R¹⁰ conjuntamente forman parte de un grupo sulfilimina o amidina dado el caso sustituido o forman un iminofosforano. Reivindicación 5: Tratamiento de plantas que comprende la aplicación de una cantidad no tóxica de uno o varios compuestos de la fórmula general (1) o sus sales según una de las reivindicaciones 1 a 3 eficaz para aumentar la capacidad de resistencia de las plantas frente a factores de estrés abiótico. Reivindicación 6: Tratamiento según la reivindicación 5, correspondiendo las condiciones de estrés abiótico a una o varias condiciones seleccionadas del grupo de estrés por calor, por sequía, por frío, por sequedad, estrés osmótico, inundaciones, aumento de la salinidad del suelo, exposición aumentada a minerales, condiciones de ozono, condiciones de luz intensa, disponibilidad limitada de nutrientes nitrogenados, disponibilidad limitada de nutrientes fosforados. Reivindicación 7: Uso de uno o de varios compuestos de la fórmula general (1) o sus sales según una de las reivindicaciones 1 a 3 en una aplicación por pulverización a plantas y partes de plantas en combinación con uno o varios principios activos seleccionados del grupo de los insecticidas, atrayentes, acaricidas, fungicidas, nematicidas, herbicidas, sustancias reguladoras del crecimiento, protectores selectivos, sustancias que influyen en la maduración de las plantas y bactericidas. Reivindicación 12: Procedimiento para aumentar la tolerancia al estrés de las plantas seleccionadas del grupo de las plantas útiles, plantas ornamentales, especies de césped o árboles, que comprende la aplicación de una cantidad suficiente no tóxica de uno o varios compuestos de la fórmula general (1) según una de las reivindicaciones 1 a 3 o sus sales sobre la superficie donde se desea el efecto correspondientes, realizándose la aplicación a las plantas, sus semillas o la superficie sobre la que crecen las plantas.
ARP120101022A 2011-04-15 2012-03-27 5-(ciclohex-2-en-1-il)-penta-2,4-dienos y 5-(ciclohex-2-en-1-il)-pent-2-en-4-inos sustituidos como principios activos contra el estres abiotico de las plantas, usos y metodos de tratamiento AR090010A1 (es)

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US201161475854P 2011-04-15 2011-04-15
EP11162596 2011-04-15

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US (1) US9185914B2 (es)
EP (1) EP2697193B1 (es)
JP (1) JP6059203B2 (es)
CN (1) CN103596923A (es)
AR (1) AR090010A1 (es)
AU (1) AU2012242124B2 (es)
BR (1) BR112013026592A2 (es)
CA (1) CA2833036A1 (es)
EA (1) EA201391529A1 (es)
ES (1) ES2593809T3 (es)
HU (1) HUE031102T2 (es)
PL (1) PL2697193T3 (es)
WO (1) WO2012139890A1 (es)
ZA (1) ZA201307418B (es)

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JP6667874B2 (ja) * 2014-08-25 2020-03-18 国立大学法人神戸大学 植物の耐性向上剤
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JP6059203B2 (ja) 2017-01-11
EP2697193B1 (de) 2016-07-06
ZA201307418B (en) 2015-05-27
JP2014511868A (ja) 2014-05-19
WO2012139890A1 (de) 2012-10-18
US20140087949A1 (en) 2014-03-27
AU2012242124B2 (en) 2017-05-25
EP2697193A1 (de) 2014-02-19
EA201391529A1 (ru) 2014-08-29
AU2012242124A1 (en) 2013-10-31
HUE031102T2 (en) 2017-06-28
BR112013026592A2 (pt) 2016-09-13
CA2833036A1 (en) 2012-10-18
US9185914B2 (en) 2015-11-17
PL2697193T3 (pl) 2016-12-30
ES2593809T3 (es) 2016-12-13

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