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AR102457A1 - Compuestos para usarse en el tratamiento antihelmíntico - Google Patents

Compuestos para usarse en el tratamiento antihelmíntico

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Publication number
AR102457A1
AR102457A1 ARP150103494A ARP150103494A AR102457A1 AR 102457 A1 AR102457 A1 AR 102457A1 AR P150103494 A ARP150103494 A AR P150103494A AR P150103494 A ARP150103494 A AR P150103494A AR 102457 A1 AR102457 A1 AR 102457A1
Authority
AR
Argentina
Prior art keywords
alkyl
halogen atoms
halogen
halogenoalkyl
alkoxy
Prior art date
Application number
ARP150103494A
Other languages
English (en)
Inventor
Ilg Kerstin
Schwarz Hans
Georg - Grgens Ulrich
Kulke Daniel
Brngen Kirsten
Khler Adeline
Welz Claudia
Original Assignee
Bayer Animal Health Gmbh
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 Bayer Animal Health Gmbh filed Critical Bayer Animal Health Gmbh
Publication of AR102457A1 publication Critical patent/AR102457A1/es

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Abstract

Reivindicación 1: Compuesto de fórmula (1) donde R¹ se selecciona del grupo que consiste en hidrógeno, -CHO, -OH, C₁₋₄-alquilo, C₁₋₄-halógenoalquilo que tiene 1 a 5 átomos de halógeno, C₁₋₄-alcoxi, C₁₋₄-halógenoalcoxi que tiene 1 a 5 átomos de halógeno, C₃₋₆-cicloalquilo, C₃₋₆-halógenocicloalquilo que tiene 1 a 5 átomos de halógeno, C₃₋₄-alquenilo, C₃₋₄-alquinilo, C₁₋₄-alcoxi-C₁₋₄-alquilo, C₃₋₆-cicloalquil-C₁₋₃-alquilo, ciano-C₁₋₄-alquilo, amino-C₁₋₄-alquilo, C₁₋₄-alquilamino-C₁₋₄-alquilo, di-(C₁₋₄-alquil)amino-C₁₋₄-alquilo, C₁₋₄-alquilcarbonilo, C₁₋₄-halógenoalquilcarbonilo que tiene 1 a 5 átomos de halógeno, C₁₋₄-alcoxicarbonilo, benciloxicarbonilo, C₁₋₄-alcoxi-C₁₋₄-alquilcarbonilo, -S(O)₂-C₁₋₄-alquilo y -S(O)₂-C₁₋₄-halógenoalquilo que tiene 1 a 5 átomos de halógeno; n es 1, 2 ó 3; cada X se selecciona independientemente del grupo que consiste en halógeno, nitro, ciano, hidroxi, amino, -SH, -SF₅, -CHO, -OCHO, -NHCHO, -COOH, -CONH₂, -CONH(OH), -OCONH₂, (hidroxiimino)-C₁₋₆-alquilo, C₁₋₈-alquilo, C₁₋₈-halógenoalquilo que tiene 1 a 5 átomos de halógeno, C₂₋₈-alquenilo, C₂₋₈-alquinilo, C₁₋₈-alquilamino, di-(C₁₋₈-alquil)amino, C₁₋₈-alcoxi, C₁₋₈-halógenoalcoxi que tiene 1 a 5 átomos de halógeno, C₂₋₈-alqueniloxi, C₂₋₈-halógenoalqueniloxi que tiene 1 a 5 átomos de halógeno, C₃₋₈-alquiniloxi, C₃₋₈-halógenoalquiniloxi que tiene 1 a 5 átomos de halógeno, C₃₋₈-cicloalquilo, C₃₋₈-halógenocicloalquilo que tiene 1 a 5 átomos de halógeno, C₁₋₈-alquilcarbonilo, C₁₋₈-halógenoalquilcarbonilo que tiene 1 a 5 átomos de halógeno, -CONH(C₁₋₈-alquilo), -CON(C₁₋₈-alquilo)₂, -CONH(OC₁₋₈-alquilo), -CON(OC₁₋₈-alquil)(C₁₋₈-alquilo), C₁₋₈-alcoxicarbonilo, C₁₋₈-halógenoalcoxicarbonilo que tiene 1 a 5 átomos de halógeno, C₁₋₈-alquilcarboniloxi, C₁₋₈-halógenoalquilcarboniloxi que tiene 1 a 5 átomos de halógeno, C₁₋₈-alquilcarbonilamino, C₁₋₈-halógenoalquilcarbonilamino que tiene 1 a 5 átomos de halógeno, -OCONH(C₁₋₈-alquilo), -OCON(C₁₋₈-alquilo)₂, -OCONH(OC₁₋₈-alquilo), -OCO(OC₁₋₈-alquilo), -S-C₁₋₈-alquilo, -S-C₁₋₈-halógenoalquilo que tiene 1 a 5 átomos de halógeno, -S(O)-C₁₋₈-alquilo, -S(O)-C₁₋₈-halógenoalquilo que tiene 1 a 5 átomos de halógeno, -S(O)₂-C₁₋₈-alquilo, -S(O)₂-C₁₋₈-halógenoalquilo que tiene 1 a 5 átomos de halógeno, (C₁₋₆-alcoxiimino)-C₁₋₆-alquilo, (C₂₋₆-alqueniloxiimino)-C₁₋₆-alquilo, (C₃₋₆-alquiniloxiimino)-C₁₋₆-alquilo, (benciloxiimino)-C₁₋₆-alquilo, benciloxi, -S-bencilo, bencilamino, fenoxi, -S-fenilo y fenilamino; m es 0, 1, 2, 3 ó 4; cada Y se selecciona independientemente del grupo que consiste en hidrógeno, halógeno, nitro, ciano, hidroxi, amino, -SH, -SF₅, -CHO, -OCHO, -NHCHO, -COOH, -CONH₂, -CONH(OH), -OCONH₂, (hidroxiimino)-C₁₋₆-alquilo, C₁₋₈-alquilo, C₁₋₈-halógenoalquilo que tiene 1 a 5 átomos de halógeno, C₂₋₈-alquenilo, C₂₋₈-alquinilo, C₁₋₈-alquilamino, di-(C₁₋₈-alquil)amino, C₁₋₈-alcoxi, C₁₋₈-halógenoalcoxi que tiene 1 a 5 átomos de halógeno, C₂₋₈-alqueniloxi, C₂₋₈-halógenoalqueniloxi que tiene 1 a 5 átomos de halógeno, C₃₋₈-alquiniloxi, C₃₋₈-halógenoalquiniloxi que tiene 1 a 5 átomos de halógeno, C₃₋₈-cicloalquilo, C₃₋₈-halógenocicloalquilo que tiene 1 a 5 átomos de halógeno, C₁₋₈-alquilcarbonilo, C₁₋₈-halógenoalquilcarbonilo que tiene 1 a 5 átomos de halógeno, -CONH(C₁₋₈-alquilo), -CON(C₁₋₈-alquilo)₂, -CONH(OC₁₋₈-alquilo), -CON(OC₁₋₈-alquil)(C₁₋₈-alquilo), C₁₋₈-alcoxicarbonilo, C₁₋₈-halógenoalcoxicarbonilo que tiene 1 a 5 átomos de halógeno, C₁₋₈-alquilcarboniloxi, C₁₋₈-halógenoalquilcarboniloxi que tiene 1 a 5 átomos de halógeno, C₁₋₈-alquilcarbonilamino, C₁₋₈-halógenoalquilcarbonilamino que tiene 1 a 5 átomos de halógeno, -OCONH(C₁₋₈-alquilo), -OCON(C₁₋₈-alquilo)₂, -OCONH(OC₁₋₈-alquilo), -OCO(OC₁₋₈-alquilo), -S-C₁₋₈-alquilo, -S-C₁₋₈-halógenoalquilo que tiene 1 a 5 átomos de halógeno, -S(O)-C₁₋₈-alquilo, -S(O)-C₁₋₈-halógenoalquilo que tiene 1 a 5 átomos de halógeno, -S(O)₂-C₁₋₈-alquilo, -S(O)₂-C₁₋₈-halógenoalquilo que tiene 1 a 5 átomos de halógeno, -CH₂-S-C₁₋₈-alquilo, -CH₂-S(O)-C₁₋₈-alquilo, -CH₂-S(O)₂-C₁₋₈-alquilo, (C₁₋₆-alcoxiimino)-C₁₋₆-alquilo, (C₂₋₆-alqueniloxiimino)-C₁₋₆-alquilo, (C₃₋₆-alquiniloxiimino)-C₁₋₆-alquilo, donde dos Y se pueden seleccionar adicionalmente de -O-C₁₋₃-alcoxi y -O-C₁₋₃-halógenoalcoxi que tiene 1 a 5 átomos de halógeno, donde cada función oxi es el átomo de conexión del Y individual, formando así un anillo fusionado de 5, 6 ó 7 miembros con el resto fenilo con el que están conectados, o cada Y se selecciona independientemente del grupo que consiste en hidrógeno, halógeno, ciano, C₁₋₆-alquilo, C₁₋₆-halógenoalquilo que tiene 1 a 5 átomos de halógeno, y un anillo heterocíclico de 4 a 7 miembros con 1 a 3 heteroátomos, pero no O-O, O-S o 3 heteroátomos en una fila, sustituido independientemente por oxo, tiono o 1 a 12 sustituyentes Z que se seleccionan independientemente del grupo que consiste en hidrógeno, halógeno, ciano, hidroxi, amino, -SH, -CHO, -COOH, -CONH₂, -CONH(OH), -OCONH₂, (hidroxiimino)-C₁₋₆-alquilo, C₁₋₆-alquilo, C₁₋₆-halógenoalquilo que tiene 1 a 5 átomos de halógeno, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₁₋₆-alquilamino, di-(C₁₋₆-alquil)amino, C₁₋₆-alcoxi, C₁₋₆-halógenoalcoxi que tiene 1 a 5 átomos de halógeno, C₂₋₆-alqueniloxi, C₂₋₆-halógenoalqueniloxi que tiene 1 a 5 átomos de halógeno, C₃₋₆-alquiniloxi, C₃₋₆-halógenoalquiniloxi que tiene 1 a 5 átomos de halógeno, C₃₋₆-cicloalquilo, C₃₋₆-halógenocicloalquilo que tiene 1 a 5 átomos de halógeno, C₁₋₆-alquilcarbonilo, C₁₋₆-halógenoalquilcarbonilo que tiene 1 a 5 átomos de halógeno, -CONH(C₁₋₆-alquilo), -CON(C₁₋₆-alquilo)₂, -CONH(OC₁₋₆-alquilo), -CON(OC₁₋₆-alquilo)(C₁₋₆-alquilo), C₁₋₆-alcoxicarbonilo, C₁₋₆-halógenoalcoxicarbonilo que tiene 1 a 5 átomos de halógeno, C₁₋₆-alquilcarboniloxi, C₁₋₆-halógenoalquilcarboniloxi que tiene 1 a 5 átomos de halógeno, C₁₋₆-alquilcarbonilamino, C₁₋₆-halógenoalquilcarbonilamino que tiene 1 a 5 átomos de halógeno, -OCONH(C₁₋₆-alquilo), -OCON(C₁₋₆-alquilo)₂, -OCONH(OC₁₋₆-alquilo), -OCO(OC₁₋₆-alquilo), -S-C₁₋₆-alquilo, -S-C₁₋₆-halógenoalquilo que tiene 1 a 5 átomos de halógeno, -S(O)-C₁₋₆-alquilo, -S(O)-C₁₋₆-halógenoalquilo que tiene 1 a 5 átomos de halógeno, -S(O)₂-C₁₋₆-alquilo, -S(O)₂-C₁₋₆-halógenoalquilo que tiene 1 a 5 átomos de halógeno; y A representa un grupo fenilo de la fórmula (2), donde # ilustra el enlace que conecta A al resto de la molécula; o es 0, 1, 2, 3, 4 ó 5; y cada R se selecciona independientemente del grupo que consiste en halógeno, nitro, -OH, NH₂, SH, SF₅, CHO, OCHO, NHCHO, COOH, ciano, C₁₋₈-alquilo, C₁₋₈-halógenoalquilo que tiene 1 a 9 átomos de halógeno, C₂₋₈-alquenilo, C₂₋₈-alquinilo, C₃₋₆-cicloalquilo, -S-C₁₋₈-alquilo, -S-C₁₋₈-halógenoalquilo que tiene 1 a 5 átomos de halógeno, C₁₋₈-alcoxi, C₁₋₆-halógenoalcoxi que tiene 1 a 5 átomos de halógeno, C₁₋₈-alcoxi-C₂₋₈-alquenilo, C₁₋₈-alcoxicarbonilo, C₁₋₈-halógenoalcoxicarbonilo que tiene 1 a 5 átomos de halógeno, C₁₋₈-alquilcarboniloxi, C₁₋₈-halógenoalquilcarboniloxi que tiene 1 a 5 átomos de halógeno, -S(O)-C₁₋₈-alquilo, -S(O)-C₁₋₈-halógenoalquilo que tiene 1 a 5 átomos ele halógeno, -S(O)₂-C₁₋₈-alquilo, -S(O)₂-C₁₋₈-halógenoalquilo que tiene 1 a 5 átomos de halógeno, C₁₋₈-alquilosulfonamida, -NH(C₁₋₈-alquilo), N(C₁₋₈-alquilo)₂, fenilo (opcionalmente sustituido por C₁₋₆-alcoxi) y fenoxi, donde dos R unidos a átomos de carbono adyacentes pueden representar juntos -O(CH₂)ₚO-, donde p representa 1 ó 2; A representa un heterociclo de la fórmula (3), donde # ilustra el enlace que conecta A al resto de la molécula; R¹¹ se selecciona independientemente del grupo que consiste en hidrógeno, halógeno, hidroxi, ciano, C₁₋₄-alquilo, C₁₋₄-halógenoalquilo que tiene 1 a 5 átomos de halógeno, C₁₋₄ alcoxi, -S-C₁₋₅-alquilo, S(O)-C₁₋₄-alquilo, -S(O)₂-C₁₋₄-alquilo, -S-C₂₋₅-alquenilo, -S-C₁₋₄-halógenoalquilo que tiene 1 a 5 átomos de halógeno, C₁₋₄-halógenoalcoxi que tiene 1 a 5 átomos de halógeno; R¹², R¹³ y R¹⁴, que pueden ser iguales o diferentes, se seleccionan del grupo que consiste en hidrógeno, halógeno, ciano, C₁₋₄-alquilo, C₁₋₄-halógenoalquilo que tiene 1 a 5 átomos de halógeno, C₁₋₄-alcoxi, -S-C₁₋₄-alquilo, C₁₋₄-halógenoalcoxi que tiene 1 a 5 átomos de halógeno, -S(O)-C₁₋₄-alquilo, -S(O)₂-C₁₋₄-alquilo; A representa un heterociclo de la fórmula (4), donde # ilustra el enlace que conecta A al resto de la molécula; y R²¹ se selecciona del grupo que consiste en hidrógeno, halógeno, C₁₋₄-alquilo y C₁₋₄-halógenoalquilo que tiene 1 a 5 átomos de halógeno; o A representa un heterociclo de la fórmula (5), donde # ilustra el enlace que conecta A al resto de la molécula; R³¹ se selecciona independientemente del grupo que consiste en hidrógeno, halógeno, hidroxi, ciano, C₁₋₄-alquilo, C₁₋₄-halógenoalquilo que tiene 1 a 5 átomos de halógeno, C₁₋₄ alcoxi, -S-C₁₋₅-alquilo, S(O)-C₁₋₄-alquilo, -S(O)₂-C₁₋₄-alquilo, -S-C₂₋₅-alquenilo, -S-C₁₋₄-halógenoalquilo que tiene 1 a 5 átomos de halógeno, C₁₋₄-halógenoalcoxi que tiene 1 a 5 átomos de halógeno; R³², R³³ y R³⁴, que pueden ser iguales o diferentes, se seleccionan del grupo que consiste en hidrógeno, halógeno, ciano, C₁₋₄-alquilo, C₁₋₄-halógenoalquilo que tiene 1 a 5 átomos de halógeno, C₁₋₄-alcoxi, -S-C₁₋₄-alquilo, C₁₋₄-halógenoalcoxi que tiene 1 a 5 átomos de halógeno, -S(O)-C₁₋₄-alquilo, -S(O)₂-C₁₋₄-alquilo; y sales, solvatos, solvatos de las sales, N-óxidos, complejos de metal o complejos metaloides de estos.
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