AR101214A1 - Ciano-cicloalquilpenta-2,4-dienos, ciano-cicloalquilpent-2-en-4-inas, ciano-heterociclilpenta-2,4-dienos y ciano-heterociclilpent-2-en-4-inas sustituidos como principios activos contra el estrés abiótico de plantas - Google Patents
Ciano-cicloalquilpenta-2,4-dienos, ciano-cicloalquilpent-2-en-4-inas, ciano-heterociclilpenta-2,4-dienos y ciano-heterociclilpent-2-en-4-inas sustituidos como principios activos contra el estrés abiótico de plantasInfo
- Publication number
- AR101214A1 AR101214A1 ARP150102254A ARP150102254A AR101214A1 AR 101214 A1 AR101214 A1 AR 101214A1 AR P150102254 A ARP150102254 A AR P150102254A AR P150102254 A ARP150102254 A AR P150102254A AR 101214 A1 AR101214 A1 AR 101214A1
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- Prior art keywords
- alkyl
- bis
- alkoxy
- aryl
- silyl
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Abstract
Su uso para aumentar la tolerancia al estrés en plantas frente al estrés abiótico, y/o para aumentar el rendimiento de las plantas. E intermediarios para su preparación. Reivindicación 1: Ciano-cicloalquilpenta-2,4-dienos, ciano-cicloalquilpent-2-en-4-inas, ciano-heterociclilpenta-2,4-dienos y ciano-heterociclilpent-2-en-4-inas de la fórmula general (1) o sus sales, en donde [X-Y] representa los grupos del grupo de fórmulas (4); Q representa los grupos del grupo de fórmulas (5), en donde R⁵, R⁶, R⁷, R⁸, R⁹, R¹⁰ y R¹¹ tienen en cada caso el significado de acuerdo con las definiciones siguientes y la flecha representa una unión con el grupo respectivo [X-Y]; R¹ representa hidrógeno, alquilo, arilo, heteroarilo, heterociclilo, cicloalquilo, alquenilo, alquinilo, alquinilalquilo, alcoxialquilo, hidroxialquilo, haloalquilo, haloalquenilo, haloalcoxialquilo, alquiltioalquilo, arilalquilo, heterociclilalquilo, halocicloalquilo, cicloalquenilo, alcoxialcoxialquilo, cicloalquilalquilo, cicloalquenilalquilo, haloalquinilo, alquilsulfinilalquilo, alquilsulfonilalquilo, halocicloalquilalquilo cicloalquilsulfinilalquilo, cicloalquilsulfonilalquilo, arilsulfinilalquilo, arilsulfonilalquilo, ariltioalquilo, cicloalquiltioalquilo, alcoxihaloalquilo, haloalcoxihaloalquilo; R² representa hidrógeno, alquilo, alcoxialquilo, alcoxialcoxialquilo, alquenilo, alquinilo, alquilcarbonilo, arilcarbonilo, heteroarilcarbonilo, cicloalquilcarbonilo, alquenilcarbonilo, heterociclilcarbonilo, alcoxicarbonilo, alqueniloxicarbonilo, ariloxialquilo, arilalcoxicarbonilo, cicloalcoxicarbonilo, cicloalquilalcoxicarbonilo, 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, alquiniloxicarbonilo, cicloalquilo, cicloalquilalquilo, aminocarbonilo, alquilaminocarbonilo, bis-alquilaminocarbonilo, cicloalquilaminocarbonilo, alquilsulfonilo, haloalquilsulfonilo, arilsulfonilo, heteroarilsulfonilo, cicloalquilsulfonilo; A¹, A², V, W independientemente entre sí representan un grupo CR³R⁴, oxígeno o azufre, estando presentes en cada caso como máximo 2 átomos de oxígeno o 2 átomos de azufre en el anillo formado por los grupos A¹, A², V, W y el átomo de carbono al que están unidos y no estando adyacentes en cada caso los átomos de oxígeno o azufre; m representa 0, 1, 2; n representa 0, 1, 2; R³ y R⁴ independientemente entre sí representan hidrógeno, alquilo, halógeno, cicloalquilo, alcoxi, arilo, heterociclilo, heteroarilo, arilalquilo, alquiltio, haloalquilo, haloalquiloxi, haloalquiltio, alcoxialquilo, alquiltioalquilo, heteroarilalquilo, heterociclilalquilo, cicloalquilalquilo, cicloalquenilo, alquinilo, alquenilo, haloalquenilo, haloalquinilo, alquilsulfinilo, alquilsulfonilo, cicloalquilsulfinilo, cicloalquilsulfonilo, arilsulfinilo, arilsulfonilo, alcoxihaloalquilo, haloalcoxihaloalquilo, R³ y R⁴ con el átomo al que están unidos forman un anillo de 3 a 6 miembros totalmente saturado, dado el caso interrumpido por heteroátomos y que dado el caso presenta más sustituciones; R⁵ y R⁶ independientemente entre sí representan hidrógeno, halógeno, alquilo, haloalquilo, cicloalquilo, cicloalquilalquilo; R⁷ representa hidrógeno, halógeno, alquilo, haloalquilo, haloalcoxi, haloalcoxialquilo, haloalcoxihaloalquilo, alcoxihaloalquilo, alquiniloxihaloalquilo, alqueniloxihaloalquilo, alquiltio, haloalquiltio, arilo, arilalquilo, heteroarilo, heteroarilalquilo, heterociclilo, alcoxi, hidroxi, alquilcarboniloxi, arilcarboniloxi, cicloalquilcarboniloxi, trisalquilsililoxi, bis-alquil(alquil)sililoxi, alquil(bis-aril)sililoxi, aril(bis-alquil)sililoxi, cicloalquil(bis-alquil)sililoxi, halo(bis-alquil)sililoxi, trialquilsililalcoxialquiloxi, trialquilsililalquiloxi, alquilsulfinilo, alquilsulfonilo, cicloalquilsulfinilo, cicloalquilsulfonilo, arilsulfinilo, arilsulfonilo, cicloalquilo, cicloalquilalquilo, 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 que dado el caso presenta más sustituciones; R⁸ representa hidrógeno, alquilo, alcoxialquilo, cicloalquilo, cicloalquilalquilo, arilo, arilalquilo, heteroarilalquilo, bis-arilalquilo, tris-arilalquilo, alquenilo, cicloalquenilalquilo, alquinilalquilo, trialquilsililalcoxialquilo, alcoxialcoxialquilo, alquiltioalquilo, haloalquilo, arilsulfonilalquilo, trialquilsililo, alquil-(bis-aril)sililo, alquil-(bis-alquil)sililo, bis-alquilaminoalquilo, heterociclilalquilo, alquinilo, cianoalquilo, heterociclilo, cicloalquenilo; R⁹ representa hidrógeno, alquilo, cicloalquilo, halógeno, alquinilalquilo, haloalquilo, alquinilo, alquenilo, cianoalquilo, cicloalquilalquilo, arilalquilo, heteroarilalquilo, alquilcarbonilo, alcoxicarbonilo, alqueniloxicarbonilo, alquenilalquiloxicarbonilo, arilalquiloxicarbonilo, cicloalcoxicarbonilo, cicloalquilalcoxicarbonilo, alquilsulfonilo, arilsulfonilo, cicloalquilsulfonilo, alquilsulfinilo, arilsulfinilo, cicloalquilsulfinilo, alcoxicarbonilalquilo, hidroxicarbonilalquilo, arilalcoxicarbonilalquilo, cicloalquilalcoxicarbonilalquilo, alcoxicarbonilcicloalquilo, hidroxicarbonilcicloalquilo, arilalcoxicarbonilcicloalquilo, alqueniloxicarbonilcicloalquilo, aminocarbonilcicloalquilo, alquilaminocarbonilcicloalquilo, cicloalquilaminocarbonilcicloalquilo, alcoxicarbonilcicloalquenilo, hidroxicarbonilcicloalquenilo, bis-alquilaminoalquilo, hidroxicarbonilheterociclilo, alcoxicarbonilheterociclilo, alqueniloxicarbonilheterociclilo, alquenilalcoxicarbonilheterociclilo, arilalcoxicarbonilheterociclilo, cicloalcoxicarbonilheterociclilo, cicloalquilalcoxicarbonilheterociclilo, aminocarbonilheterociclilo, alquilaminocarbonilheterociclilo, bis-alquilaminocarbonilheterociclilo, cicloalquilaminocarbonilheterociclilo, arilalquilaminocarbonilheterociclilo, alquenilaminocarbonilheterociclilo, hidroxicarbonilheterociclilalquilo, alcoxicarbonilheterociclilalquilo, hidroxicarbonilcicloalquilalquilo, alcoxicarbonilcicloalquilalquilo, hidroxi, alcoxi, heterociclilo, heterociclilalquilo, arilo, cicloalquenilo, cicloalquenilalquilo; R¹⁰ representa hidrógeno, alquilo, cicloalquilo, halógeno, haloalquilo, 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, y que dado el caso está interrumpido por O, S o N, o R⁹ y R¹⁰ juntos son parte de un grupo dado el caso sustituido de sulfilimina o amidina o forman un iminofosforano; y R¹¹ representa hidrógeno, alquilo, cicloalquilo, haloalquilo, alcoxialquilo, alquiltioalquilo. Reivindicación 14: Compuestos de la fórmula general (2), o sus sales en donde R¹ representa hidrógeno, alquilo C₁₋₈, arilo, heteroarilo, heterociclilo, cicloalquilo C₃₋₈, alquenilo C₂₋₈, alquinilo C₂₋₈, alquinil C₂₋₈-alquilo C₁₋₈, alcoxi C₁₋₈-alquilo C₁₋₈, hidroxi-alquilo C₁₋₈, haloalquilo C₁₋₈, haloalquenilo C₂₋₈, haloalcoxi C₁₋₈-alquilo C₁₋₈, alquiltio C₁₋₈-alquilo C₁₋₈, aril-alquilo C₁₋₈, heterociclil-alquilo C₁₋₈, halocicloalquilo C₃₋₈, cicloalquenilo C₄₋₈, alcoxi C₁₋₈-alcoxi C₁₋₈-alquilo C₁₋₈, alcoxi C₁₋₈-haloalquilo C₁₋₈, haloalcoxi C₁₋₈-haloalquilo C₁₋₈, cicloalquil C₃₋₈-alquilo C₁₋₈; R² representa hidrógeno, alquilo C₁₋₈, alcoxi C₁₋₈-alquilo C₁₋₈, alcoxi C₁₋₈-alcoxi C₁₋₈-alquilo C₁₋₈, alquenilo C₂₋₈, alquinilo C₂₋₈, alquilcarbonilo C₁₋₈, arilcarbonilo, heteroarilcarbonilo, cicloalquilcarbonilo C₃₋₈, alquenilcarbonilo C₂₋₈, heterociclilcarbonilo, alcoxicarbonilo C₁₋₈, alqueniloxicarbonilo C₂₋₈, ariloxi-alquilo C₁₋₈, aril-alcoxicarbonilo C₁₋₈, cicloalcoxicarbonilo C₃₋₈, cicloalquil C₃₋₈-alcoxicarbonilo C₁₋₈, aril-alcoxi C₁₋₈-alquilo C₁₋₈, aril-alquilo C₁₋₈, alcoxi C₁₋₈-alcoxi C₁₋₈-alquilo C₁₋₈, alquiltio C₁₋₈-alquilo C₁₋₈, tris[alquil C₁₋₈]sililo, alquil C₁₋₈-bis-[alquil C₁₋₈]sililo, alquil C₁₋₈-bis(aril)sililo, aril-bis[alquil C₁₋₈]sililo, cicloalquil C₃₋₈-bis[alquil C₁₋₈]sililo, halo-bis[alquil C₁₋₈]sililo, tris[alquil C₁₋₈]silil-alcoxi C₁₋₈-alquilo C₁₋₈, tris[alquil C₁₋₈]silil-alquilo C₁₋₈; A¹ A², V, W independientemente entre sí representan un grupo CR³R⁴, oxígeno o azufre, estando presentes en cada caso como máximo 2 átomos de oxígeno o 2 átomos de azufre en el anillo formado por los grupos A¹, A², V, W y el átomo de carbono al que están unidos y no estando adyacentes en cada caso los átomos de oxígeno o azufre; m representa 0, 1, 2; n representa 0, 1, 2; R³ y R⁴ independientemente entre sí representan hidrógeno, alquilo C₁₋₈, halógeno, cicloalquilo C₃₋₈, alcoxi C₁₋₈, arilo, heterociclilo, heteroarilo, aril-alquilo C₁₋₈, alquiltio C₁₋₈, haloalquilo C₁₋₈, haloalquiloxi C₁₋₈, haloalquiltio C₁₋₈, alcoxi C₁₋₈-alquilo C₁₋₈, alquiltio C₁₋₈-alquilo C₁₋₈, heteroaril-alquilo C₁₋₈, heterociclil-alquilo C₁₋₈, alcoxi C₁₋₈-haloalquilo C₁₋₈, haloalcoxi C₁₋₈-haloalquilo C₁₋₈, alquenilo C₂₋₈, alquinilo C₂₋₈ y R³ y R⁴ con el átomo al que están unidos forman un anillo de 3 a 6 miembros totalmente saturado, dado el caso interrumpido por heteroátomos y que dado el caso presenta más sustituciones. Reivindicación 16: Compuestos de la fórmula general (3), o sus sales en donde R¹ representa hidrógeno, alquilo C₁₋₈, arilo, heteroarilo, heterociclilo, cicloalquilo C₃₋₈, alquenilo C₂₋₈, alquinilo C₂₋₈, alquinil C₂₋₈-alquilo C₁₋₈, alcoxi C₁₋₈-alquilo C₁₋₈, hidroxi-alquilo C₁₋₈, haloalquilo C₁₋₈, haloalquenilo C₂₋₈, haloalcoxi C₁₋₈-alquilo C₁₋₈, alquiltio C₁₋₈-alquilo C₁₋₈, aril-alquilo C₁₋₈, heterociclil-alquilo C₁₋₈, halocicloalquilo C₃₋₈, cicloalquenilo C₄₋₈, alcoxi C₁₋₈-alcoxi C₁₋₈-alquilo C₁₋₈, alcoxi C₁₋₈-haloalquilo C₁₋₈, haloalcoxi C₁₋₈-haloalquilo C₁₋₈; R² representa hidrógeno, alquilo C₁₋₈, alcoxi C₁₋₈-alquilo C₁₋₈, alcoxi C₁₋₈-alcoxi C₁₋₈-alquilo C₁₋₈, alquenilo C₂₋₈, alquinilo C₂₋₈, alquilcarbonilo C₁₋₈, arilcarbonilo, heteroarilcarbonilo, cicloalquilcarbonilo C₃₋₈, alquenilcarbonilo C₂₋₈, heterociclilcarbonilo, alcoxicarbonilo C₁₋₈, alqueniloxicarbonilo C₂₋₈, ariloxi-alquilo C₁₋₈, aril-alcoxicarbonilo C₁₋₈, cicloalcoxicarbonilo C₃₋₈, cicloalquil C₃₋₈-alcoxicarbonilo C₁₋₈, aril-alcoxi C₁₋₈-alquilo C₁₋₈, aril-alquilo C₁₋₈, alcoxi C₁₋₈-alcoxi C₁₋₈-alquilo C₁₋₈, alquiltio C₁₋₈-alquilo C₁₋₈, tris[alquil C₁₋₈]sililo, alquil C₁₋₈-bis-[alquil C₁₋₈]sililo, alquil C₁₋₈-bis(aril)sililo, aril-bis[alquil C₁₋₈]sililo, cicloalquil C₃₋₈-bis[alquil C₁₋₈]sililo, halo-bis[alquil C₁₋₈]sililo, tris[alquil C₁₋₈]silil-alcoxi C₁₋₈-alquilo C₁₋₈, tris[alquil C₁₋₈]silil-alquilo C₁₋₈; A¹ A², V, W independientemente entre sí representa un grupo CR³R⁴, oxígeno o azufre, estando presentes en cada caso como máximo 2 átomos de oxígeno o 2 átomos de azufre en el anillo formado por los grupos A¹, A², V, W y el átomo de carbono al que están unidos y no estando adyacentes en cada caso los átomos de oxígeno o azufre; m representa 0, 1, 2; n representa 0, 1, 2; R³ y R⁴ independientemente entre sí representan hidrógeno, alquilo C₁₋₈, halógeno, cicloalquilo C₃₋₈, alcoxi C₁₋₈, arilo, heterociclilo, heteroarilo, aril-alquilo C₁₋₈, alquiltio C₁₋₈, haloalquilo C₁₋₈, haloalquiloxi C₁₋₈, haloalquiltio C₁₋₈, alcoxi C₁₋₈-alquilo C₁₋₈, alquiltio C₁₋₈-alquilo C₁₋₈, heteroaril-alquilo C₁₋₈, heterociclil-alquilo C₁₋₈, alcoxi C₁₋₈-haloalquilo C₁₋₈, haloalcoxi C₁₋₈-haloalquilo C₁₋₈, alquenilo C₂₋₈, alquinilo C₂₋₈, R³ y R⁴ con el átomo al que están unidos forman un anillo de 3 a 6 miembros totalmente saturado, dado el caso interrumpido por heteroátomos y que dado el caso presenta más sustituciones; y [M] representa tris-[alquil C₁₋₆]estanilo, tris-[cicloalquil C₃₋₈]estanilo, tris-[alquil C₁₋₆]germanilo, tris-[cicloalquil C₃₋₈]germanilo, bis-(ciclopentadienil)circonilo, bis-(1,2,3,4,5-pentametilciclopentadienil)circonilo, bis-(ciclopentadienil)hafnilo, bis-(1,2,3,4,5-pentametilciclopentadienil)hafnilo, bis-(hidroxi)borilo, bis-[alcoxi C₁₋₆]-borilo, alquil C₁₋₆-1,3,2-dioxaborolan-2-ilo, bis-[alquil C₁₋₆]-1,3,2-dioxaborolan-2-ilo, tetrakis-[alquil C₁₋₆]-1,3,2-dioxaborolan-2-ilo, 1,3,2-dioxaborinan-2-ilo, bis-[alquil C₁₋₆]-1,3,2-dioxaborinan-2-ilo, alquil C₁₋₆-1,3,2- dioxaborinan-2-ilo, tris-[alquil C₁₋₆]-1,3,2-dioxaborinan-2-ilo, 2,6,7-trioxa-1-boranuidabiciclo[2,2,2]octanilo, alquil C₁₋₆-2,6,7-trioxa-1-boranuidabiciclo[2,2,2]octanilo, tris-[alquil C₁₋₆]plumbanilo, tris-[C₃₋₈-cicloalquil]plumbanilo, tris-[alquilcarboniloxi C₁₋₆]plumbanilo, tris-aril-plumbanilo, bis-[alquilcarboniloxi C₁₋₆]-arilplumbanilo, bis-[alquil C₁₋₆]-alanilo, bis-[cicloalquil C₁₋₆]-alanilo, dicloralanilo, cloromagnesilo, bromomagnesilo, clorozincilo, clorhidrargilo, bromhidrargilo, alquilhidrargilo C₁₋₆, cicloalquilhidrargilo C₃₋₆, tris-[alquil C₁₋₆]sililo, alquil C₁₋₆-[bis-alquil C₁₋₆]sililo, alquil C₁₋₆-bis-(aril)sililo, aril-bis-[alquil C₁₋₆]sililo, cicloalquil C₃₋₇-bis-[alquil C₁₋₆] sililo.
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| EP1679374A1 (en) | 2005-01-10 | 2006-07-12 | Bayer CropScience GmbH | Transformed plant expressing a mutansucrase and synthesizing a modified starch |
| JP2006304779A (ja) | 2005-03-30 | 2006-11-09 | Toyobo Co Ltd | ヘキソサミン高生産植物 |
| EP1707632A1 (de) | 2005-04-01 | 2006-10-04 | Bayer CropScience GmbH | Phosphorylierte waxy-Kartoffelstärke |
| EP1710315A1 (de) | 2005-04-08 | 2006-10-11 | Bayer CropScience GmbH | Hoch Phosphat Stärke |
| EP1893759B1 (en) | 2005-06-15 | 2009-08-12 | Bayer BioScience N.V. | Methods for increasing the resistance of plants to hypoxic conditions |
| MX2008000097A (es) | 2005-06-24 | 2008-03-19 | Bayer Bioscience Nv | Metodos para alterar la reactividad de las paredes de las celulas vegetales. |
| AR054174A1 (es) | 2005-07-22 | 2007-06-06 | Bayer Cropscience Gmbh | Sobreexpresion de sintasa de almidon en vegetales |
| ATE544861T1 (de) | 2005-08-24 | 2012-02-15 | Pioneer Hi Bred Int | Verfahren und zusammensetzungen für den ausdruck eines polynukleotid von interesse |
| CA2617803C (en) | 2005-08-31 | 2012-05-29 | Monsanto Technology Llc | Nucleotide sequences encoding insecticidal proteins |
| US10428341B2 (en) | 2005-10-05 | 2019-10-01 | Basf Se | Transgenic potato plants with increased hyaluronan production |
| US20080250533A1 (en) | 2005-10-05 | 2008-10-09 | Claus Frohberg | Plants With an Increased Production of Hyaluronan II |
| CA2624973C (en) | 2005-10-05 | 2016-01-19 | Bayer Cropscience Ag | Production of hyaluronan from plants transgenic for hyaluronan synthase, gfat and udp-glucose dehydrogenase |
| CA2647900C (en) | 2008-12-23 | 2017-05-16 | National Research Council Of Canada | Inhibitors of a 9-cis-epoxycarotenoid dioxygenase |
| US9586961B2 (en) * | 2010-07-09 | 2017-03-07 | Leo Pharma A/S | Homopiperazine derivatives as protein tyrosine kinase inhibitors and pharmaceutical use thereof |
| AR090010A1 (es) * | 2011-04-15 | 2014-10-15 | Bayer Cropscience Ag | 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 |
| EP2511255A1 (de) * | 2011-04-15 | 2012-10-17 | Bayer CropScience AG | Substituierte Prop-2-in-1-ol- und Prop-2-en-1-ol-Derivate |
| AR085568A1 (es) | 2011-04-15 | 2013-10-09 | Bayer Cropscience Ag | 5-(biciclo[4.1.0]hept-3-en-2-il)-penta-2,4-dienos y 5-(biciclo[4.1.0]hept-3-en-2-il)-pent-2-en-4-inos sustituidos como principios activos contra el estres abiotico de las plantas |
| EP2740720A1 (de) * | 2012-12-05 | 2014-06-11 | Bayer CropScience AG | Substituierte bicyclische- und tricyclische Pent-2-en-4-insäure -Derivate und ihre Verwendung zur Steigerung der Stresstoleranz in Pflanzen |
| EP2740356A1 (de) * | 2012-12-05 | 2014-06-11 | Bayer CropScience AG | Substituierte (2Z)-5(1-Hydroxycyclohexyl)pent-2-en-4-insäure-Derivate |
| WO2016008862A1 (de) * | 2014-07-18 | 2016-01-21 | Bayer Cropscience Aktiengesellschaft | Substituierte vinyl- und alkinyl-cyanocycloalkanole sowie vinyl- und alkinyl-cyanoheterocyclylalkanole als wirkstoffe gegen abiotischen pflanzenstress |
-
2015
- 2015-07-15 AR ARP150102254A patent/AR101214A1/es unknown
- 2015-07-17 WO PCT/EP2015/066402 patent/WO2016012362A1/de not_active Ceased
- 2015-07-17 US US15/327,714 patent/US10322995B2/en not_active Expired - Fee Related
- 2015-07-17 BR BR112017001144-1A patent/BR112017001144A2/pt not_active IP Right Cessation
- 2015-07-17 TW TW104123312A patent/TW201617311A/zh unknown
- 2015-07-17 CA CA2955798A patent/CA2955798A1/en not_active Abandoned
- 2015-07-17 EP EP15738663.2A patent/EP3172187A1/de not_active Withdrawn
- 2015-07-17 JP JP2017503161A patent/JP2017528432A/ja not_active Ceased
- 2015-07-17 AU AU2015294110A patent/AU2015294110B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| US20170210701A1 (en) | 2017-07-27 |
| BR112017001144A2 (pt) | 2018-01-30 |
| EP3172187A1 (de) | 2017-05-31 |
| JP2017528432A (ja) | 2017-09-28 |
| AU2015294110A1 (en) | 2017-02-02 |
| CA2955798A1 (en) | 2016-01-28 |
| US10322995B2 (en) | 2019-06-18 |
| AU2015294110B2 (en) | 2019-11-21 |
| TW201617311A (zh) | 2016-05-16 |
| WO2016012362A1 (de) | 2016-01-28 |
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