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AR097633A1 - Pesticidas de azol bicíclico sustituido con heterociclos - Google Patents

Pesticidas de azol bicíclico sustituido con heterociclos

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Publication number
AR097633A1
AR097633A1 ARP140103395A ARP140103395A AR097633A1 AR 097633 A1 AR097633 A1 AR 097633A1 AR P140103395 A ARP140103395 A AR P140103395A AR P140103395 A ARP140103395 A AR P140103395A AR 097633 A1 AR097633 A1 AR 097633A1
Authority
AR
Argentina
Prior art keywords
alkyl
haloalkyl
cycloalkyl
independently selected
haloalkoxy
Prior art date
Application number
ARP140103395A
Other languages
English (en)
Inventor
Clark David
Gloriana Fraga Breena
Zhang Wenming
Original Assignee
Du Pont
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
Application filed by Du Pont filed Critical Du Pont
Publication of AR097633A1 publication Critical patent/AR097633A1/es

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  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

Se describen composiciones y los métodos para controlar una plaga invertebrada. Reivindicación 1: Un compuesto seleccionado de la fórmula (1), un N-óxido o una sal del estos, caracterizado porque: Q es un compuesto del grupo de fórmulas (2); A es CH, CR¹ o N; cada R¹ es independientemente halógeno, ciano, nitro, alquilo C₁₋₄, haloalquilo C₁₋₄, alcoxi C₁₋₄, haloalcoxi C₁₋₄, alquiltio C₁₋₄ o haloalquiltio C₁₋₄; m es 0, 1, 2 ó 3; X¹, X², X³ y X⁴ son cada uno independientemente CR², CR³ o N, siempre que (i) uno de X¹, X², X³ y X⁴ sea CR², y (ii) no más que uno de X¹, X², X³ y X⁴ sea N; R² es C(=Z)NR⁶R⁷, N(R⁸)C(=Z)R⁹, C(=NR¹⁰)R¹¹ o Qᵃ; cada Z es independientemente O ó S; cada R³ es independientemente H, halógeno, ciano, nitro, alquilo C₁₋₄, haloalquilo C₁₋₄, alcoxi C₁₋₄ o haloalcoxi C₁₋₄; Y¹ es O, S o NR⁴; Y² es N o CR⁵ᵃ; Y³ es N o CR⁵ᵇ; R⁴ es H o alquilo C₁₋₄; R⁵ᵃ es H, halógeno, ciano, nitro, alquilo C₁₋₄, cicloalquilo C₃₋₆, haloalquilo C₁₋₄, alcoxi C₁₋₄ o haloalcoxi C₁₋₄; R⁵ᵇ es H, halógeno, ciano, nitro, alquilo C₁₋₄, cicloalquilo C₃₋₆, haloalquilo C₁₋₄, alcoxi C₁₋₄ o haloalcoxi C₁₋₄; R⁶ es H, NR¹⁵R¹⁶, OR¹⁷, C(=NR¹⁰)R¹¹, C(O)OR²¹, C(O)NR¹⁵R¹⁶, C(O)R²², S(O)ₙR²³ o Qᵇ; o alquilo C₁₋₆, cicloalquilo C₃₋₆, alquenilo C₂₋₆ o alquinilo C₂₋₆, cada uno insustituido o sustituido con al menos un Rˣ; R⁷ es H o Qᵇ; o alquilo C₁₋₆, cicloalquilo C₃₋₆, alquenilo C₂₋₆ o alquinilo C₂₋₆, cada uno insustituido o sustituido con al menos un Rˣ; o R⁶ y R⁷ se toman junto con el átomo de nitrógeno al cual están unidos para formar un anillo de 3 a 10 miembros que contiene miembros anulares seleccionados de átomos de carbono y hasta 2 heteroátomos independientemente seleccionados de un átomo de oxigeno, un átomo de azufre, y hasta 2 átomos de nitrógeno, en donde hasta 2 miembros anulares del átomo de carbono se seleccionan, independientemente, C(=O) y C(=S) y el miembro anular del átomo de azufre se selecciona de S, S(O) o S(O)₂, el anillo es insustituido o sustituido con hasta 4 Rˣ; o R⁶ y R⁷ se toman juntos como =S(O)ₚR¹⁸R¹⁹ o =S(=NR²⁰)R¹⁸R¹⁹; cada Rˣ es independientemente halógeno, ciano, nitro, hidroxi, alquilo C₁₋₆, haloalquilo C₁₋₆, cicloalquilo C₃₋₆, alcoxi C₁₋₆, haloalcoxi C₁₋₆, cicloalcoxi C₃₋₆, C₍₌NR¹⁰)R¹¹, C(O)OR²¹, C(O)NR¹⁵R¹⁶, OC(O)R²², NR²⁵R²⁶, NR²⁴C(O)R²², C(O)R²², S(O)ₙR²³, OSi(R²⁸)₃, OSi(R²⁸)₃ o Qᵇ; R⁸ es H, C(O)OR²¹, C(O)NR¹⁵R¹⁶, C(O)R²², S(O)ₙR²³ o Qᵇ; o alquilo C₁₋₆, cicloalquilo C₃₋₆, alquenilo C₂₋₆ o alquinilo C₂₋₆, cada uno insustituido o sustituido con al menos un Rˣ; R⁹ es H, C(=NR¹⁰)R¹¹, OR²¹ o NR¹⁵R¹⁶; o alquilo C₁₋₆, cicloalquilo C₃₋₆, alquenilo C₂₋₆ o alquinilo C₂₋₆, cada uno insustituido o sustituido con al menos un Rˣ; o fenilo, fenoxi o un anillo aromático heterocíclico de 5 ó 6 miembros, cada uno insustituido o sustituido con al menos un sustituyente independientemente seleccionado del grupo que consiste en halógeno, ciano, nitro, alquilo C₁₋₄, cicloalquilo C₃₋₆, haloalquilo C₁₋₄, alcoxi C₁₋₄ y haloalcoxi C₁₋₄; o un anillo no aromático heterocíclico de 3 ó 6 miembros, cada anillo contiene miembros anulares seleccionados de átomos de carbono y hasta 3 heteroátomos independientemente seleccionados de un átomo de oxígeno, un átomo de azufre, y hasta 2 átomos de nitrógeno, en donde hasta 1 miembro anular del átomo de carbono es independientemente seleccionado C(=O) y C(=S) y el miembro anular del átomo de azufre se selecciona de S, S(O) o S(O)₂, cada anillo es insustituido o sustituido con al menos un sustituyente independientemente seleccionado del grupo que consiste en halógeno, ciano, nitro, alquilo C₁₋₄, cicloalquilo C₃₋₆, haloalquilo C₁₋₄, alcoxi C₁₋₄ y haloalcoxi C₁₋₄; cada R¹⁰ es independientemente OR¹², S(O)ₙR¹³ o NHR¹⁴; cada R¹¹ es independientemente H; o alquilo C₁₋₆, cicloalquilo C₃₋₆, alquenilo C₂₋₆ o alquinilo C₂₋₆, cada uno insustituido o sustituido con al menos un Rˣ; o alcoxi C₁₋₆, haloalcoxi C₁₋₆, cicloalcoxi C₃₋₆, C₍O₎OR²¹, C(O)NR¹⁵R¹⁶, NR²⁵R²⁶, NR²⁴C(O)R²², C(O)R²² o Qᵇ; cada R¹² es independientemente alquilo C₁₋₄, cicloalquilo C₁₋₆, haloalquilo C₁₋₄, C₍O₎R²², S(O)ₙR¹³ o Qᵇ; cada R¹³ es, independientemente, alquilo C₁₋₄ o haloalquilo C₁₋₄; R¹⁴ es alquilo C₁₋₄, cicloalquilo C₃₋₆, haloalquilo C₁₋₄, C₍O₎R²² o C(O)OR²¹; o fenilo, insustituido o sustituido con al menos un sustituyente independientemente seleccionado del grupo que consiste en halógeno, ciano, nitro, alquilo C₁₋₄, cicloalquilo C₃₋₆, haloalquilo C₁₋₄, alcoxi C₁₋₄ y haloalcoxi C₁₋₄; cada R¹⁵ es independientemente H, alquilo C₁₋₆, haloalquilo C₁₋₄, C₍O₎R²⁷ o S(O)₂R²⁷; o fenilo o un anillo aromático heterocíclico de 5 ó 6 miembros, cada uno insustituido o sustituido con al menos un sustituyente independientemente seleccionado del grupo que consiste en halógeno, ciano, nitro, alquilo C₁₋₄, cicloalquilo C₃₋₆, haloalquilo C₁₋₄, alcoxi C₁₋₄ y haloalcoxi C₁₋₄; cada R¹⁶ es, independientemente, H, alquilo C₁₋₆ o haloalquilo C₁₋₄; o R¹⁵ y R¹⁶ se toman junto con el átomo de nitrógeno al cual están unidos para formar un anillo de 3 a 7 miembros que contiene miembros anulares seleccionados de átomos de carbono y hasta 2 heteroátomos independientemente seleccionados de un átomo de oxigeno, un átomo de azufre, y hasta 2 átomos de nitrógeno, en donde hasta 2 miembros anulares del átomo de carbono se seleccionan, independientemente, C(=O) y C(=S) y el miembro anular del átomo de azufre se selecciona de S, S(O) o S(O)₂, dicho anillo es insustituido o sustituido con al menos un sustituyente independientemente seleccionado del grupo que consiste en halógeno, ciano, nitro, alquilo C₁₋₄, cicloalquilo C₃₋₆, haloalquilo C₁₋₄, alcoxi C₁₋₄ y haloalcoxi C₁₋₄; R¹⁷ es alquilo C₁₋₄, cicloalquilo C₃₋₆ o haloalquilo C₁₋₄; o fenilo, insustituido o sustituido con al menos un sustituyente independientemente seleccionado del grupo que consiste en halógeno, ciano, nitro, alquilo C₁₋₄, cicloalquilo C₃₋₆, haloalquilo C₁₋₄, alcoxi C₁₋₄ y haloalcoxi C₁₋₄; cada R¹⁸ es, independientemente, alquilo C₁₋₄ o haloalquilo C₁₋₄; o fenilo, insustituido o sustituido con al menos un sustituyente independientemente seleccionado del grupo que consiste en halógeno, ciano, nitro, alquilo C₁₋₄, cicloalquilo C₃₋₆, haloalquilo C₁₋₄, alcoxi C₁₋₄ y haloalcoxi C₁₋₄; cada R¹⁹ es, independientemente, alquilo C₁₋₄ o haloalquilo C₁₋₄; o fenilo, insustituido o sustituido con al menos un sustituyente independientemente seleccionado del grupo que consiste en halógeno, ciano, nitro, alquilo C₁₋₄, cicloalquilo C₃₋₆, haloalquilo C₁₋₄, alcoxi C₁₋₄ y haloalcoxi C₁₋₄; o R¹⁸ y R¹⁹ se toman junto con el átomo de azufre al cual están unidos para formar un anillo; R²⁰ es H, ciano, alquilo C₁₋₄, haloalquilo C₁₋₄ o C(O)R²²; o fenilo, insustituido o sustituido con al menos un sustituyente independientemente seleccionado del grupo que consiste en halógeno, ciano, nitro, alquilo C₁₋₄, cicloalquilo C₃₋₆, haloalquilo C₁₋₄, alcoxi C₁₋₄ y haloalcoxi C₁₋₄; cada R²¹ es independientemente alquilo C₁₋₄, haloalquilo C₁₋₄, cicloalquilo C₃₋₆ o halocicloalquilo C₃₋₆; o fenilo, insustituido o sustituido con al menos un sustituyente independientemente seleccionado del grupo que consiste en halógeno, ciano, nitro, alquilo C₁₋₄, cicloalquilo C₃₋₆, haloalquilo C₁₋₄, alcoxi C₁₋₄ y haloalcoxi C₁₋₄; cada R²² es independientemente alquilo C₁₋₄, haloalquilo C₁₋₄, cicloalquilo C₃₋₆ o halocicloalquilo C₃₋₆; o fenilo, insustituido o sustituido con al menos un sustituyente independientemente seleccionado del grupo que consiste en halógeno, ciano, nitro, alquilo C₁₋₄, cicloalquilo C₃₋₆, haloalquilo C₁₋₄, alcoxi C₁₋₄ y haloalcoxi C₁₋₄; cada R²³ es independientemente alquilo C₁₋₄, haloalquilo C₁₋₄, cicloalquilo C₃₋₆, halocicloalquilo C₃₋₆, cicloalquilalquilo C₃₋₆ o halocicloalquilalquilo C₃₋₆; o fenilo, insustituido o sustituido con al menos un sustituyente independientemente seleccionado del grupo que consiste en halógeno, ciano, nitro, alquilo C₁₋₄, cicloalquilo C₃₋₆, haloalquilo C₁₋₄, alcoxi C₁₋₄ y haloalcoxi C₁₋₄; cada R²⁴ es independientemente alquilo C₁₋₄; cada R²⁵ es, independientemente, H, alquilo C₁₋₄ o haloalquilo C₁₋₄; o fenilo, insustituido o sustituido con al menos un sustituyente independientemente seleccionado del grupo que consiste en halógeno, ciano, nitro, alquilo C₁₋₄, cicloalquilo C₃₋₆, haloalquilo C₁₋₄, alcoxi C₁₋₄ y haloalcoxi C₁₋₄; cada R²⁶ es, independientemente, alquilo C₁₋₄ o haloalquilo C₁₋₄; o fenilo, insustituido o sustituido con al menos un sustituyente independientemente seleccionado del grupo que consiste en halógeno, ciano, nitro, alquilo C₁₋₄, cicloalquilo C₃₋₆, haloalquilo C₁₋₄, alcoxi C₁₋₄ y haloalcoxi C₁₋₄; o R²⁵ y R²⁶ se toman independientemente junto con el átomo de nitrógeno al cual están unidos para formar un anillo de 3 a 7 miembros que contiene miembros anulares seleccionados de átomos de carbono y hasta 2 heteroátomos independientemente seleccionados de un átomo de oxígeno, un átomo de azufre, y hasta 2 átomos de nitrógeno, en donde hasta 2 miembros anulares del átomo de carbono se seleccionan, independientemente, C(=O) y C(=S) y el miembro anular del átomo de azufre se selecciona de S, S(O) o S(O)₂, dicho anillo es insustituido o sustituido con al menos un sustituyente independientemente seleccionado del grupo que consiste en halógeno, ciano, nitro, alquilo C₁₋₄, cicloalquilo C₃₋₆, haloalquilo C₁₋₄, alcoxi C₁₋₄ y haloalcoxi C₁₋₄; cada R²⁷ es independientemente alquilo C₁₋₆, haloalquilo C₁₋₆, alcoxi C₁₋₆, haloalcoxi C₁₋₆ o NR²⁹R³⁰; o fenilo o un anillo aromático heterocíclico de 5 ó 6 miembros, cada uno insustituido o sustituido con al menos un sustituyente independientemente seleccionado del grupo que consiste en halógeno, ciano, nitro, alquilo C₁₋₄, cicloalquilo C₃₋₆, haloalquilo C₁₋₄, alcoxi C₁₋₄ y haloalcoxi C₁₋₄; cada R²⁸ es independientemente alquilo C₁₋₆, cicloalquilo C₃₋₆ o fenilo; cada R²⁹ es independientemente H o Qᵇ; o alquilo C₁₋₆, cicloalquilo C₃₋₆, alquenilo C₂₋₆ o alquinilo C₂₋₆, cada uno insustituido o sustituido con al menos un sustituyente independientemente seleccionado del grupo que consiste en halógeno, ciano, nitro, alquilo C₁₋₄, cicloalquilo C₃₋₆, haloalquilo C₁₋₄, alcoxi C₁₋₄ y haloalcoxi C₁₋₄; cada R³⁰ es independientemente H o Qᵇ; o alquilo C₁₋₆, cicloalquilo C₃₋₆, alquenilo C₂₋₆ o alquinilo C₂₋₆, cada uno insustituido o sustituido con al menos un sustituyente independientemente seleccionado del grupo que consiste en halógeno, ciano, nitro, alquilo C₁₋₄, cicloalquilo C₃₋₆, haloalquilo C₁₋₄, alcoxi C₁₋₄ y haloalcoxi C₁₋₄; o R²⁹ y R³⁰ se toman junto con el átomo de nitrógeno al cual están unidos para formar un anillo de 3 a 10 miembros que contiene miembros anulares seleccionados de átomos de carbono y hasta 2 heteroátomos independientemente seleccionados de un átomo de oxígeno, un átomo de azufre, y hasta 2 átomos de nitrógeno, en donde hasta 2 miembros anulares del átomo de carbono se seleccionan, independientemente, C(=O) y C(=S) y el miembro anular del átomo de azufre se selecciona de S, S(O) o S(O)₂, el anillo es insustituido o sustituido con hasta 4 sustituyentes independientemente seleccionados del grupo que consiste en halógeno, ciano, nitro, alquilo C₁₋₄, cicloalquilo C₃₋₆, haloalquilo C₁₋₄, alcoxi C₁₋₄ y haloalcoxi C₁₋₄; Qᵃ es un sistema anular o anillo aromático de 5 a 10 miembros, cada sistema anular o anillo contiene miembros anulares seleccionados de átomos de carbono y hasta 3 heteroátomos independientemente seleccionados de un átomo de oxigeno, un átomo de azufre, y hasta 3 átomos de nitrógeno, en donde hasta 2 miembros anulares del átomo de carbono se seleccionan, independientemente, C(=O) y C(=S) y el miembro anular del átomo de azufre se selecciona de S, S(O) o S(O)₂, cada sistema anular o anillo es insustituido o sustituido con al menos un Rˣ; o un anillo parcialmente saturado de 3 a 6 miembros, cada anillo contiene miembros anulares seleccionados de átomos de carbono y hasta 2 heteroátomos independientemente seleccionados de un átomo de oxígeno, un átomo de azufre, y hasta 2 átomos de nitrógeno, en donde hasta 2 miembros anulares del átomo de carbono se seleccionan, independientemente, C(=O) y C(=S) y el miembro anular del átomo de azufre se selecciona de S, S(O) o S(O)₂, cada anillo es insustituido o sustituido con al menos un sustituyente independientemente seleccionado del grupo que consiste en halógeno, ciano, nitro, alquilo C₁₋₄, cicloalquilo C₃₋₆, haloalquilo C₁₋₄, alcoxi C₁₋₄ y haloalcoxi C₁₋₄; cada Qᵇ es independientemente fenilo, un anillo aromático heterocíclico de 5 ó 6 miembros o un anillo no aromático heterocíclico de 3 o 6 miembros, cada anillo contiene miembros anulares seleccionados de átomos de carbono y hasta 2 heteroátomos independientemente seleccionados de un átomo de oxígeno, un átomo de azufre, y hasta 2 átomos de nitrógeno, en donde hasta 2 miembros anulares del átomo de carbono se seleccionan, independientemente, C(=O) y C(=S) y el miembro anular del átomo de azufre se selecciona de S, S(O) o S(O)₂, cada anillo es insustituido o sustituido con al menos un sustituyente independientemente seleccionado del grupo que consiste en halógeno, ciano, nitro, alquilo C₁₋₄, cicloalquilo C₃₋₆, haloalquilo C₁₋₄, alcoxi C₁₋₄ y haloalcoxi C₁₋₄; cada n es independientemente 0, 1 ó 2; y p es 1 ó 2.
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