AR117788A1 - Compuestos de fenilamidina 3-sustituida, preparación y uso - Google Patents
Compuestos de fenilamidina 3-sustituida, preparación y usoInfo
- Publication number
- AR117788A1 AR117788A1 ARP200100057A ARP200100057A AR117788A1 AR 117788 A1 AR117788 A1 AR 117788A1 AR P200100057 A ARP200100057 A AR P200100057A AR P200100057 A ARP200100057 A AR P200100057A AR 117788 A1 AR117788 A1 AR 117788A1
- Authority
- AR
- Argentina
- Prior art keywords
- group
- cycloalkyl
- alkyl
- ring
- atoms
- Prior art date
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- C07C251/02—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups
- C07C251/04—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups having carbon atoms of imino groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C251/06—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups having carbon atoms of imino groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of a saturated carbon skeleton
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- C07C209/68—Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton
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- C07C211/44—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to only one six-membered aromatic ring
- C07C211/52—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to only one six-membered aromatic ring the carbon skeleton being further substituted by halogen atoms or by nitro or nitroso groups
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- C07C257/10—Compounds containing carboxyl groups, the doubly-bound oxygen atom of a carboxyl group being replaced by a doubly-bound nitrogen atom, this nitrogen atom not being further bound to an oxygen atom, e.g. imino-ethers, amidines with replacement of the other oxygen atom of the carboxyl group by nitrogen atoms, e.g. amidines
- C07C257/12—Compounds containing carboxyl groups, the doubly-bound oxygen atom of a carboxyl group being replaced by a doubly-bound nitrogen atom, this nitrogen atom not being further bound to an oxygen atom, e.g. imino-ethers, amidines with replacement of the other oxygen atom of the carboxyl group by nitrogen atoms, e.g. amidines having carbon atoms of amidino groups bound to hydrogen atoms
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Abstract
Reivindicación 1: Un compuesto de la fórmula (1), en la que, R¹ se selecciona a partir del grupo que consiste en hidrógeno, ciano, C₁₋₁₂-alquilo, C₂₋₁₂-alquenilo, C₂₋₁₂-alquinilo, C₁₋₁₂-haloalquilo, C₁₋₁₂-alcoxi, C₃₋₈-cicloalquilo y C₄₋₈-cicloalquilalquilo; en el que uno o más átomos de carbono en el anillo de cicloalquilo pueden reemplazarse por heteroátomos seleccionados a partir del grupo que consiste en N, O, S(O)ₘ y que opcionalmente incluyen de 1 a 3 miembros del anillo seleccionados a partir del grupo que consiste en C(=O) o C(=S); R² se selecciona a partir del grupo que consiste en C₁₋₁₂-alquilo, C₂₋₁₂-alquenilo, C₂₋₁₂-alquinilo, C₁₋₁₂-haloalquilo, (C=O)-R y C₃₋₈-cicloalquilo; en el que uno o más átomos de carbono en el anillo de cicloalquilo pueden reemplazarse por heteroátomos seleccionados a partir del grupo que consiste en N, O, S(O)ₘ y que opcionalmente incluyen de 1 a 3 miembros del anillo seleccionados a partir del grupo que consiste en C(=O) o C(=S); o R¹ y R² junto con los átomos a los que están unidos o junto con otros átomos seleccionados a partir del grupo que consiste en C, N, O, S(O)ₘ y que opcionalmente incluyen de 1 a 3 miembros del anillo seleccionados a partir del grupo que consiste en C(=O) o C(=S) puede formar un anillo no aromático de tres a siete miembros, que por su parte puede estar sustituido por uno o más grupos seleccionados a partir del grupo que consiste en X, CN, R, OR, SR, N(R)₂, COOR y CON(R)₂; cada grupo de R¹ y R² puede ser opcionalmente sustituido con uno o más grupos seleccionados a partir del grupo que consiste en X, CN, R, OR, SR, N(R)₂, COOR y CON(R)₂; R³ se selecciona a partir del grupo que consiste en X, ciano, C₁₋₁₂-alquilo, C₂₋₁₂-alquenilo, C₂₋₁₂-alquinilo, C₁₋₁₂-haloalquilo, N(RR), OR, S(O)ₙR, (C=O)-R y C₃₋₈-cicloalquilo; en el que uno o más átomos de carbono en el anillo de cicloalquilo pueden reemplazarse por heteroátomos seleccionados a partir del grupo que consiste en N, O, S(O)ₘ y que opcionalmente incluyen de 1 a 3 miembros del anillo seleccionados a partir del grupo que consiste en C(=O) y C(=S); R⁴ se selecciona a partir del grupo que consiste en X, ciano, C₁₋₁₂-alquilo, C₂₋₁₂-alquenilo, C₂₋₁₂-alquinilo, C₁₋₁₂-haloalquilo, N(RR), OR, S(O)ₙR, (C=O)-R, C₃₋₈-cicloalquilo y C₇₋₁₂-aralquilo; en el que uno o más átomos de carbono en el anillo cíclico pueden reemplazarse por heteroátomos seleccionados a partir del grupo que consiste en N, O, S(O)ₘ y que opcionalmente incluyen de 1 a 3 miembros del anillo seleccionados a partir del grupo que consiste en C(=O) y C(=S); R⁴ᵃ y R⁴ᵇ se seleccionan independientemente a partir del grupo que consiste en hidrógeno, X, ciano, C₁₋₄-alquilo, C₂₋₄-alquenilo, C₂₋₄-alquinilo, C₁₋₄-haloalquilo, OR, S(O)ₙR, y C₃₋₅-cicloalquilo; cada grupo de R³ y R⁴ puede ser opcionalmente sustituido con uno o más grupos seleccionados a partir del grupo que consiste en X, CN, R, OR, SR, N(R)₂, COOR y CON(R)₂; A representa -{[C(R⁶R⁷)]₀₋₂-(B)₀₋₁}-, -{[B-C(R⁶R⁷)]₀₋₁-C(=Y)}-; en la que B representa O, S, NR⁵ o CR⁶R⁷; e Y representa O ó S; R⁵ se selecciona a partir del grupo que consiste en hidrógeno, C₁₋₈-alquilo, C₂₋₈-alquenilo, C₂₋₈-alquinilo, C₁₋₈-haloalquilo, S(O)ₙR, OR, NRR, (C=O)-R y C₃₋₈-cicloalquilo; en el que uno o más átomos de carbono en el anillo de cicloalquilo pueden reemplazarse por heteroátomos seleccionados a partir del grupo que consiste en N, O, S(O)ₘ y que opcionalmente incluyen de 1 a 3 miembros del anillo seleccionados a partir del grupo que consiste en C(=O), C(=S); R⁶ y R⁷ se seleccionan independientemente a partir del grupo que consiste en hidrógeno, X, ciano, C₁₋₈-alquilo, C₂₋₈-alquenilo, C₂₋₈-alquinilo, C₁₋₈-haloalquilo, N(R)₂, OR, (C=O)-R y C₃₋₈-cicloalquilo; en el que uno o más átomos de carbono en el anillo de cicloalquilo pueden reemplazarse por heteroátomos seleccionados a partir del grupo que consiste en N, O, S(O)ₘ y que opcionalmente incluyen de 1 a 3 miembros del anillo seleccionados a partir del grupo que consiste en C(=O) o C(=S); o R⁶ y R⁷ junto con los átomos a los que están unidos o junto con otros átomos seleccionados a partir del grupo que consiste en C, N, O, S(O)ₘ y que opcionalmente incluyen de 1 a 3 miembros del anillo seleccionados a partir del grupo que consiste en C(=O) o C(=S) puede formar un anillo de tres a seis miembros, que por su parte puede estar sustituido por uno o más grupos seleccionados a partir del grupo que consiste en X, CN, R, OR, SR, N(R)₂, COOR y CON(R)₂; cada grupo de R⁵, R⁶ y R⁷ puede ser opcionalmente sustituido con uno o más grupos seleccionados a partir del grupo que consiste en X, CN, R, OR, SR, N(R)₂, COOR y CON(R)₂; el anillo E se selecciona a partir del grupo que consiste en C₃₋₁₈-carbociclilo y C₃₋₁₈-heterociclilo, fusionado o no fusionado, que puede ser opcionalmente sustituido por uno o más grupos de R⁸; R⁸ se selecciona a partir del grupo que consiste en hidrógeno, X, ciano, nitro, C₁₋₁₂-alquilo, C₂₋₁₂-alquenilo, C₂₋₁₂-alquinilo, C₁₋₁₂-haloalquilo, C₂₋₁₂-haloalquenilo, C₂₋₁₂-haloalquinilo, C₃₋₈-cicloalquilo, C₄₋₈-cicloalquenilo, C₄₋₈-cicloalquinilo, C₇₋₁₉-aralquilo, C₅₋₁₂-bicicloalquilo, C₆₋₁₀-arilo, C₃₋₆-heterociclilo, SCN, SF₅, N(RR), OR, S(O)ₙR, (C=O)-R, C₁₋₈-alquilo-S(O)ₙR, C₁₋₈-alquilo-(C=O)-R, CR=NR, -S(R⁹)=N(R¹⁰), -S(R⁹)(O)=N(R¹⁰), S(R⁹)₂=N-, S(R⁹)₂(O)=N- y S(R⁹)₂(O)=N-C(R⁶ᵃR⁷ᵃ)-; en el que uno o más átomos de carbono en el anillo cíclico pueden reemplazarse por heteroátomos seleccionados a partir del grupo que consiste en N, O, S(O)ₘ y que opcionalmente incluyen de 1 a 3 miembros del anillo seleccionados a partir del grupo que consiste en C(=O) y C(=S); R⁶ᵃ y R⁷ᵃ se seleccionan independientemente a partir del grupo que consiste en hidrógeno, X, ciano, C₁₋₈-alquilo, C₂₋₈-alquenilo, C₂₋₈-alquinilo, C₁₋₈-haloalquilo, C₂₋₈-haloalquenilo, (NR)₂, OR, S(O)ₙR, (C=O)-R y C₃₋₈-cicloalquilo; o R⁶ᵃ y R⁷ᵃ junto con los átomos a los que están unidos o junto con otros átomos seleccionados a partir del grupo que consiste en C, N, O, S(O)ₘ y que opcionalmente incluyen de 1 a 3 miembros del anillo seleccionados a partir del grupo que consiste en C(=O) y C(=S), puede formar un anillo de tres a seis miembros, que por su parte puede ser sustituido por uno o más grupos seleccionados a partir del grupo que consiste en X, CN, R, OR, SR, N(R)₂, COOR y CON(R)₂; o R⁶ᵃ y R⁷ᵃ junto con el átomo al que están unidos pueden formar un grupo de =O ó =S; R⁹ se selecciona independientemente a partir del grupo que consiste en C₁₋₈-alquilo y C₃₋₈-cicloalquilo; R¹⁰ se selecciona a partir del grupo que consiste en hidrógeno, ciano, C₁₋₈-alquilo, C₂₋₈-alquenilo, C₂₋₈-alquinilo, (C=O)-R, S(O)ₙR y C₃₋₈-cicloalquilo; o R⁹ y R¹⁰ junto con los átomos a los que están unidos o junto con otros átomos seleccionados a partir del grupo que consiste en C, N, O, S(O)ₘ y que opcionalmente incluyen de 1 a 3 miembros del anillo seleccionados a partir del grupo que consiste en C(=O) o C(=S) puede formar un anillo de tres a siete miembros, que por su parte puede estar sustituido por uno o más grupos seleccionados a partir del grupo que consiste en X, CN, R, OR, SR, N(R)₂, COOR y CON(R)₂; o R⁸ y R⁹ o R¹⁰ junto con los átomos a los que están unidos o junto con otros átomos seleccionados a partir del grupo que consiste en C, N, O, S(O)ₘ y que opcionalmente incluyen de 1 a 3 miembros del anillo seleccionados a partir del grupo que consiste en C(=O) o C(=S) puede formar un anillo de tres a siete miembros, que por su parte puede estar sustituido por uno o más grupos seleccionados a partir del grupo que consiste en X, CN, R, OR, SR, N(R)₂, COOR y CON(R)₂; R⁵ o R⁶ o R⁷ y R⁸ o dos R⁸ junto con los átomos a los que están unidos o junto con otros átomos seleccionados a partir del grupo que consiste en C, N, O, S(O)ₘ y que opcionalmente incluyen de 1 a 3 miembros del anillo seleccionados a partir del grupo que consiste en C(=O) o C(=S), pueden formar un anillo de tres a diez miembros, que por su parte puede estar sustituido por uno o más grupos seleccionados a partir del grupo que consiste en X, CN, R, OR, SR, N(R)₂, COOR y CON(R)₂; cada grupo de R⁸, R⁹ o R¹⁰ puede ser opcionalmente sustituido con uno o más grupos seleccionados a partir del grupo que consiste en X, CN, R, OR, SR, N(RR), COOR y CON(RR); X representa halógeno; R se selecciona a partir del grupo que consiste en hidrógeno, C₁₋₈-alquilo y C₃₋₈-cicloalquilo; en el que el grupo alquilo y cicloalquilo pueden estar opcionalmente sustituidos con uno o más X; R se selecciona a partir del grupo que consiste en hidrógeno, C₁₋₈-alquilo, C₁₋₈-haloalquilo, C₃₋₈-cicloalquilo, N(R)₂, OR y C₆₋₁₈-arilo; en el que uno o más átomos de carbono en el anillo cíclico pueden reemplazarse por heteroátomos seleccionados a partir del grupo que consiste en N, O, S(O)ₘ y que opcionalmente incluyen de 1 a 3 miembros del anillo seleccionados a partir del grupo que consiste en C(=O) o C(=S); R se selecciona a partir de los grupos que consisten en ciano, R, C₂₋₈-alquenilo, C₂₋₈-alquinilo, C₃₋₈-cicloalquilo, C₄₋₈-cicloalquenilo, C₄₋₈-cicloalquinilo, OR, (C=O)-R, COOR, CON(R)₂, C₆₋₁₈-arilo y C₇₋₁₉-aralquilo; en el que uno o más átomos de carbono en el anillo cíclico pueden reemplazarse por heteroátomos seleccionados a partir del grupo que consiste en N, O, S(O)ₘ y que opcionalmente incluyen de 1 a 3 miembros del anillo seleccionados a partir del grupo que consiste en C(=O) o C(=S); cada grupo de R y R puede ser sustituido por uno o más grupos seleccionados a partir del grupo que consiste en X, CN, R, OR, SR, N(R)₂, COOR y CON(R)₂; n representa un número entero 0, 1 ó 2; m representa un número entero 1 ó 2; o las sales, isómeros / isómeros estructurales, isómeros estereoisómeros, diastereómeros, enantiómeros, tautómeros, complejos metálicos, polimorfos o N-óxidos agrícolamente aceptables; con la condición de que los siguientes compuestos estén excluidos de la definición de compuesto de la fórmula (1): N-(2-ciano-3-((3,3-difluoro-1-metilpiperidin-4-ilo)oxi)-5-metoxifenilo)-N,N-dimetilformimidamida y N-(5-bromo-2-ciano-3-((2,4-dimetoxibencilo)oxi)fenilo)-N,N-dimetilformimidamida.
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