AR083609A1 - DERIVATIVES OF ISOXAZOL, ISOTIAZOL AND PIRAZOL USEFUL AS FUNGICIDES, HERBICIDE COMPOSITIONS THAT CONTAIN THEM AND METHOD FOR CONTROLLING THESE PHYTO-PATHOGEN FUNGI - Google Patents

DERIVATIVES OF ISOXAZOL, ISOTIAZOL AND PIRAZOL USEFUL AS FUNGICIDES, HERBICIDE COMPOSITIONS THAT CONTAIN THEM AND METHOD FOR CONTROLLING THESE PHYTO-PATHOGEN FUNGI

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AR083609A1
AR083609A1 ARP110104016A AR083609A1 AR 083609 A1 AR083609 A1 AR 083609A1 AR P110104016 A ARP110104016 A AR P110104016A AR 083609 A1 AR083609 A1 AR 083609A1
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Argentina
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alkyl
amino
members
haloalkyl
group
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Spanish (es)
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Basf Se
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Abstract

Reivindicación 1: Un compuesto caracterizado por la fórmula (1) en donde X es S, NR6 u O si Y es N y/o X es N si Y es S, NR6 u O; R1 y R2 son, independientemente entre sí, H, halógeno, ciano, nitro, N3; o alquilo C1-10, haloalquilo C1-10, alquenilo C2-10, alquinilo C2-10, cicloalquilo C3-10, halocicloalquilo C3-10, cicloalquenilo C3-10, (alquil C1-10)3Si, en donde los grupos antes mencionados pueden tener 1, 2, 3 ó 4 sustituyentes idénticos o diferentes seleccionados del grupo que consiste en halógeno, hidroxilo, ciano, nitro, NH2, mono-(alquil C1-10)amino, di-(alquil C1-10)amino, alquilo C1-10, haloalquilo C1-10, alcoxi C1-10, haloalcoxi C1-10; o fenilo, bencilo, naftilo o un heterociclo saturado, parcialmente insaturado o aromático de 5, 6, 7, 8, 9 ó 10 miembros, en donde el heterociclo contiene 1, 2, 3 ó 4 heteroátomos seleccionados del grupo que consiste en O, N y S como miembros del anillo y también puede contener uno o dos grupos CO como miembros del anillo, en donde los grupos antes mencionados pueden tener 1, 2, 3 ó 4 sustituyentes idénticos o diferentes seleccionados del grupo que consiste en halógeno, hidroxilo, ciano, nitro, NH2, mono-(alquil C1-10)amino, di-(alquil C1-10)amino, alquilo C1-10, haloalquilo C1-10, alcoxi C1-10, haloalcoxi C1-10; NA1A2 en donde A1 y A2 son, independientemente entre sí, hidrógeno, alquilo C1-10, haloalquilo C1-10, cicloalquilo C3-10, halocicloalquilo C3-10, alcoxi C1-10-alquilo C1-10, aminoalquilo C1-10, en donde el grupo amino se sustituye por B1 y B2 que son, independientemente entre si, hidrógeno, alquilo C1-10, haloalquilo C1-10, cicloalquilo C3-10, halocicloalquilo C3-10, o B1 y B2, junto con el átomo N al que estos radicales están unidos, también pueden formar un anillo saturado o parcialmente insaturado de 5, 6, 7, 8, 9 ó 10 miembros que, además de los átomos de carbono, puede contener 1, 2 ó 3 heteroátomos del grupo que consiste en O, N y S como miembros del anillo; o independientemente entre sí, son fenilo, bencilo, naftilo o un heterociclo saturado, parcialmente insaturado o aromático de 5, 6, 7, 8, 9 ó 10 miembros, en donde el heterociclo contiene 1, 2, 3 ó 4 heteroátomos seleccionados del grupo que consiste en O, N y S como miembros del anillo y también puede contener uno o dos grupos CO como miembros del anillo, en donde los grupos antes mencionados pueden tener 1, 2, 3 ó 4 sustituyentes idénticos o diferentes seleccionados del grupo que consiste en halógeno, hidroxilo, ciano, nitro, NH2, mono-(alquil C1-10)amino, di-(alquil C1-10)amino, alquilo C1-10, haloalquilo C1-10, alcoxi C1-10, haloalcoxi C1-10; o OA3 en donde A3 es hidrógeno, alquilo C1-10, haloalquilo C1-10, cicloalquilo C3-10, halocicloalquilo C3-10, fenilo, bencilo, naftilo o un heterociclo saturado, parcialmente insaturado o aromático de 5, 6, 7, 8, 9 ó 10 miembros, en donde el heterociclo contiene 1, 2, 3 ó 4 heteroátomos seleccionados del grupo que consiste en O, N y S como miembros del anillo y también puede contener uno o dos grupos CO como miembros del anillo; en donde los grupos antes mencionados pueden tener 1, 2, 3 ó 4 sustituyentes idénticos o diferentes seleccionados del grupo que consiste en halógeno, hidroxilo, ciano, nitro, NH2, mono-(alquil C1-10)amino, di-(alquil C1-10)amino, alquilo C1-10, haloalquilo C1-10, alcoxi C1-10, haloalcoxi C1-10; o un radical de la fórmula -C(=O)A4, -OC(=O)A4, -C(=O)OA4, -NA4C(=O)A4, -N=OA4, en donde A4 es, independientemente entre sí, hidrógeno, alquilo C1-10, haloalquilo C1-10, cicloalquilo C3-10, halocicloalquilo C3-10, NH2, mono-(alquil C1-10)amino, di-(alquil C1-10)amino, fenilo, bencilo, naftilo o un heterociclo saturado, parcialmente insaturado o aromático de 5, 6, 7, 8, 9 ó 10 miembros, en donde el heterociclo contiene 1, 2, 3 ó 4 heteroátomos seleccionados del grupo que consiste en O, N y S como miembros del anillo y también puede contener uno o dos grupos CO como miembros del anillo; en donde los grupos antes mencionados pueden tener 1, 2, 3 ó 4 sustituyentes idénticos o diferentes seleccionados del grupo que consiste en halógeno, hidroxilo, ciano, nitro, NH2, mono-(alquil C1-10)amino, di-(alquil C1-10)amino, alquilo C1-10, haloalquilo C1-10, alcoxi C1-10, haloalcoxi C1-10; o -S(O)nA5, -OS(O)nA5, -NA5S(O)nA5 en donde n = 0, 1, 2; A5 es, independientemente entre sí, hidrógeno, alquilo C1-10, haloalquilo C1-10, cicloalquilo C3-10, halocicloalquilo C3-10, NH2, mono-(alquil C1-10)amino, di-(alquil C1-10)amino, fenilo, bencilo, naftilo o un heterociclo saturado, parcialmente insaturado o aromático de 5, 6, 7, 8, 9 ó 10 miembros, en donde el heterociclo contiene 1, 2, 3 ó 4 heteroátomos seleccionados del grupo que consiste en O, N y S como miembros del anillo y también puede contener uno o dos grupos CO como miembros del anillo; en donde los grupos antes mencionados pueden tener 1, 2, 3 ó 4 sustituyentes idénticos o diferentes seleccionados del grupo que consiste en halógeno, hidroxilo, ciano, nitro, NH2, mono-(alquil C1-10)amino, di-(alquil C1-10)amino, alquilo C1-10, haloalquilo C1-10, alcoxi C1-10, haloalcoxi C1-10; R3 es H; o alquilo C1-10, haloalquilo C1-10, alquenilo C2-10, alquinilo C2-10, cicloalquilo C3-10, halocicloalquilo C3-10, cicloalquenilo C3-10, aminoalquilo C1-10, oxi-alquil C1-10(alquil C1-10)3Si, en donde los grupos antes mencionados pueden tener 1, 2, 3 ó 4 sustituyentes idénticos o diferentes seleccionados del grupo que consiste en halógeno, hidroxilo, ciano, nitro, NH2, mono-(alquil C1-10)amino, di-(alquil C1-10)amino, alquilo C1-10, haloalquilo C1-10, alcoxi C1-10, haloalcoxi C1-10; o fenilo, bencilo, naftilo o un heterociclo saturado, parcialmente insaturado o aromático de 5, 6, 7, 8, 9 ó 10 miembros, en donde el heterociclo contiene 1, 2, 3 ó 4 heteroátomos seleccionados del grupo que consiste en O, N y S como miembros del anillo y también puede contener uno o dos grupos CO como miembros del anillo, en donde los grupos antes mencionados pueden tener 1, 2, 3 ó 4 sustituyentes idénticos o diferentes seleccionados del grupo que consiste en halógeno, hidroxilo, ciano, nitro, NH2, mono-(alquil C1-10)amino, di-(alquil C1-10)amino, alquilo C1-10, haloalquilo C1-10, alcoxi C1-10, haloalcoxi C1-10; o un radical de la fórmula -C(=O)A4, -C(=O)OA4, en donde A4 es, independientemente entre si, hidrógeno, alquilo C1-10, haloalquilo C1-10, cicloalquilo C3-10, halocicloalquilo C3-10, NH2, NA1A2, fenilo, bencilo, naftilo o un heterociclo saturado, parcialmente insaturado o aromático de 5, 6, 7, 8, 9 ó 10 miembros, en donde el heterociclo contiene 1, 2, 3 ó 4 heteroátomos seleccionados del grupo que consiste en O, N y S como miembros del anillo y también puede contener uno o dos grupos CO como miembros del anillo; en donde los grupos antes mencionados pueden tener 1, 2, 3 ó 4 sustituyentes idénticos o diferentes seleccionados del grupo que consiste en halógeno, hidroxilo, ciano, nitro, NH2, mono-(alquil C1-10)amino, di-(alquil C1-10)amino, alquilo C1-10, haloalquilo C1-10, alcoxi C1-10, haloalcoxi C1-10; y en donde A1 y A2 son como se definieron anteriormente; o -S(O)nA5, en donde n = 0, 1, 2; A5 es, independientemente entre sí, hidrógeno, alquilo C1-10, haloalquilo C1-10, cicloalquilo C3-10, halocicloalquilo C3-10, NH2, mono-(alquil C1-10)amino, di-(alquil C1-10)amino, fenilo, bencilo, naftilo o un heterociclo saturado, parcialmente insaturado o aromático de 5, 6, 7, 8, 9 ó 10 miembros, en donde el heterociclo contiene 1, 2, 3 ó 4 heteroátomos seleccionados del grupo que consiste en O, N y S como miembros del anillo y también puede contener uno o dos grupos CO como miembros del anillo; en donde los grupos antes mencionados pueden tener 1, 2, 3 ó 4 sustituyentes idénticos o diferentes seleccionados del grupo que consiste en halógeno, hidroxilo, ciano, nitro, NH2, mono-(alquil C1-10)amino, di-(alquil C1-10)amino, alquilo C1-10, haloalquilo C1-10, alcoxi C1-10, haloalcoxi C1-10; R4 es un heterociclo saturado de 3, 4, 5, 6, 7, 8, 9 ó 10 miembros o un heterociclo aromático de 5, 6, 7, 8, 9 ó 10 miembros, en donde el heterociclo contiene 1, 2, 3 ó 4 heteroátomos seleccionados del grupo que consiste en O, N y S como miembros del anillo y también puede contener uno o dos grupos CO como miembros del anillo, en donde los grupos antes mencionados pueden tener 1, 2, 3 ó 4 sustituyentes idénticos o diferentes seleccionados del grupo que consiste en halógeno, hidroxilo, ciano, nitro, NH2, mono-(alquil C1-10)amino, di-(alquil C1-10)amino, alquilo C1-10, haloalquilo C1-10, alcoxi C1-10, haloalcoxi C1-10; R5 es ciano; o alquilo C1-10, haloalquilo C1-10, alquenilo C2-10, alquinilo C2-10, cicloalquilo C3-10, halocicloalquilo C3-10, cicloalquenilo C3-10, (alquil C1-10)3Si, en donde los grupos antes mencionados pueden tener 1, 2, 3 ó 4 sustituyentes idénticos o diferentes seleccionados del grupo que consiste en halógeno, hidroxilo, ciano, nitro, NH2, mono(alquil C1-10)amino, di-(alquil C1-10)amino, alquilo C1-10, haloalquilo C1-10, alcoxi C1-10, haloalcoxi C1-10; o fenilo, bencilo, naftilo o un heterociclo saturado, parcialmente insaturado o aromático de 5, 6, 7, 8, 9 ó 10 miembros, en donde el heterociclo contiene 1, 2, 3 ó 4 heteroátomos seleccionados del grupo que consiste en O, N y S como miembros del anillo y también puede contener uno o dos grupos CO como miembros del anillo, en donde los grupos antes mencionados pueden tener 1, 2, 3 ó 4 sustituyentes idénticos o diferentes seleccionados del grupo que consiste en halógeno, hidroxilo, ciano, nitro, NH2, mono-(alquil C1-10)amino, di-(alquil C1-10)amino, alquilo C1-10, haloalquilo C1-10, alcoxi C1-10, haloalcoxi C1-10; NA1A2 en donde A1 y A2 son, independientemente entre sí, hidrógeno, alquilo C1-10, haloalquilo C1-10, cicloalquilo C3-10, halocicloalquilo C3-10, alcoxi C1-10-alquilo C1-10, amino-alquilo C1-10, en donde el grupo amino se sustituye por B1 y B2 que son, independientemente entre sí, hidrógeno, alquilo C1-10, haloalquilo C1-10, cicloalquilo C3-10, halocicloalquilo C3-10, o B1 y B2, junto con el áClaim 1: A compound characterized by the formula (1) wherein X is S, NR6 or O if Y is N and / or X is N if Y is S, NR6 or O; R1 and R2 are, independently of each other, H, halogen, cyano, nitro, N3; or C1-10 alkyl, C1-10 haloalkyl, C2-10 alkenyl, C2-10 alkynyl, C3-10 cycloalkyl, C3-10 halocycloalkyl, C3-10 cycloalkenyl, (C1-10 alkyl) 3Si, wherein the aforementioned groups they may have 1, 2, 3 or 4 identical or different substituents selected from the group consisting of halogen, hydroxyl, cyano, nitro, NH2, mono- (C1-10 alkyl) amino, di- (C1-10 alkyl) amino, alkyl C1-10, C1-10 haloalkyl, C1-10 alkoxy, C1-10 haloalkoxy; or phenyl, benzyl, naphthyl or a saturated, partially unsaturated or aromatic heterocycle of 5, 6, 7, 8, 9 or 10 members, wherein the heterocycle contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of O, N and S as ring members and may also contain one or two CO groups as ring members, wherein the aforementioned groups may have 1, 2, 3 or 4 identical or different substituents selected from the group consisting of halogen, hydroxyl, cyano, nitro, NH2, mono- (C1-10 alkyl) amino, di- (C1-10 alkyl) amino, C1-10 alkyl, C1-10 haloalkyl, C1-10 alkoxy, C1-10 haloalkoxy; NA1A2 wherein A1 and A2 are, independently of one another, hydrogen, C1-10 alkyl, C1-10 haloalkyl, C3-10 cycloalkyl, C3-10 halocycloalkyl, C1-10 alkoxy-C1-10 alkyl, C1-10 aminoalkyl, in where the amino group is replaced by B1 and B2 which are, independently from each other, hydrogen, C1-10 alkyl, C1-10 haloalkyl, C3-10 cycloalkyl, C3-10 halocycloalkyl, or B1 and B2, together with the N atom at that these radicals are attached, they can also form a saturated or partially unsaturated ring of 5, 6, 7, 8, 9 or 10 members which, in addition to the carbon atoms, can contain 1, 2 or 3 heteroatoms of the group consisting of O, N and S as members of the ring; or independently of one another, they are phenyl, benzyl, naphthyl or a saturated, partially unsaturated or aromatic heterocycle of 5, 6, 7, 8, 9 or 10 members, wherein the heterocycle contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of O, N and S as members of the ring and may also contain one or two CO groups as members of the ring, wherein the aforementioned groups may have 1, 2, 3 or 4 identical or different substituents selected from the group consisting in halogen, hydroxyl, cyano, nitro, NH2, mono- (C1-10 alkyl) amino, di- (C1-10 alkyl) amino, C1-10 alkyl, C1-10 haloalkyl, C1-10 alkoxy, C1-10 haloalkoxy ; or OA3 wherein A3 is hydrogen, C1-10 alkyl, C1-10 haloalkyl, C3-10 cycloalkyl, C3-10 halocycloalkyl, phenyl, benzyl, naphthyl or a saturated, partially unsaturated or aromatic heterocycle of 5, 6, 7, 8 , 9 or 10 members, wherein the heterocycle contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of O, N and S as ring members and may also contain one or two CO groups as ring members; wherein the aforementioned groups may have 1, 2, 3 or 4 identical or different substituents selected from the group consisting of halogen, hydroxyl, cyano, nitro, NH2, mono- (C1-10 alkyl) amino, di- (C1 alkyl -10) amino, C1-10 alkyl, C1-10 haloalkyl, C1-10 alkoxy, C1-10 haloalkoxy; or a radical of the formula -C (= O) A4, -OC (= O) A4, -C (= O) OA4, -NA4C (= O) A4, -N = OA4, where A4 is, independently between yes, hydrogen, C1-10 alkyl, C1-10 haloalkyl, C3-10 cycloalkyl, C3-10 halocycloalkyl, NH2, mono- (C1-10 alkyl) amino, di- (C1-10 alkyl) amino, phenyl, benzyl, naphthyl or a saturated, partially unsaturated or aromatic heterocycle of 5, 6, 7, 8, 9 or 10 members, wherein the heterocycle contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of O, N and S as members of the ring and may also contain one or two CO groups as members of the ring; wherein the aforementioned groups may have 1, 2, 3 or 4 identical or different substituents selected from the group consisting of halogen, hydroxyl, cyano, nitro, NH2, mono- (C1-10 alkyl) amino, di- (C1 alkyl -10) amino, C1-10 alkyl, C1-10 haloalkyl, C1-10 alkoxy, C1-10 haloalkoxy; or -S (O) nA5, -OS (O) nA5, -NA5S (O) nA5 where n = 0, 1, 2; A5 is, independently of one another, hydrogen, C1-10 alkyl, C1-10 haloalkyl, C3-10 cycloalkyl, C3-10 halocycloalkyl, NH2, mono- (C1-10 alkyl) amino, di- (C1-10 alkyl) amino , phenyl, benzyl, naphthyl or a saturated, partially unsaturated or aromatic heterocycle of 5, 6, 7, 8, 9 or 10 members, wherein the heterocycle contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of O, N and S as members of the ring and may also contain one or two CO groups as members of the ring; wherein the aforementioned groups may have 1, 2, 3 or 4 identical or different substituents selected from the group consisting of halogen, hydroxyl, cyano, nitro, NH2, mono- (C1-10 alkyl) amino, di- (C1 alkyl -10) amino, C1-10 alkyl, C1-10 haloalkyl, C1-10 alkoxy, C1-10 haloalkoxy; R3 is H; or C1-10 alkyl, C1-10 haloalkyl, C2-10 alkenyl, C2-10 alkynyl, C3-10 cycloalkyl, C3-10 halocycloalkyl, C3-10 cycloalkenyl, C1-10 aminoalkyl, C1-10 alkyl (C1-alkyl) -10) 3Si, wherein the aforementioned groups may have 1, 2, 3 or 4 identical or different substituents selected from the group consisting of halogen, hydroxyl, cyano, nitro, NH2, mono- (C1-10 alkyl) amino, di- (C1-10 alkyl) amino, C1-10 alkyl, C1-10 haloalkyl, C1-10 alkoxy, C1-10 haloalkoxy; or phenyl, benzyl, naphthyl or a saturated, partially unsaturated or aromatic heterocycle of 5, 6, 7, 8, 9 or 10 members, wherein the heterocycle contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of O, N and S as ring members and may also contain one or two CO groups as ring members, wherein the aforementioned groups may have 1, 2, 3 or 4 identical or different substituents selected from the group consisting of halogen, hydroxyl, cyano, nitro, NH2, mono- (C1-10 alkyl) amino, di- (C1-10 alkyl) amino, C1-10 alkyl, C1-10 haloalkyl, C1-10 alkoxy, C1-10 haloalkoxy; or a radical of the formula -C (= O) A4, -C (= O) OA4, wherein A4 is, independently of one another, hydrogen, C1-10 alkyl, C1-10 haloalkyl, C3-10 cycloalkyl, C3 halocycloalkyl -10, NH2, NA1A2, phenyl, benzyl, naphthyl or a saturated, partially unsaturated or aromatic heterocycle of 5, 6, 7, 8, 9 or 10 members, wherein the heterocycle contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of O, N and S as members of the ring and may also contain one or two CO groups as members of the ring; wherein the aforementioned groups may have 1, 2, 3 or 4 identical or different substituents selected from the group consisting of halogen, hydroxyl, cyano, nitro, NH2, mono- (C1-10 alkyl) amino, di- (C1 alkyl -10) amino, C1-10 alkyl, C1-10 haloalkyl, C1-10 alkoxy, C1-10 haloalkoxy; and where A1 and A2 are as defined above; or -S (O) nA5, where n = 0, 1, 2; A5 is, independently of one another, hydrogen, C1-10 alkyl, C1-10 haloalkyl, C3-10 cycloalkyl, C3-10 halocycloalkyl, NH2, mono- (C1-10 alkyl) amino, di- (C1-10 alkyl) amino , phenyl, benzyl, naphthyl or a saturated, partially unsaturated or aromatic heterocycle of 5, 6, 7, 8, 9 or 10 members, wherein the heterocycle contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of O, N and S as members of the ring and may also contain one or two CO groups as members of the ring; wherein the aforementioned groups may have 1, 2, 3 or 4 identical or different substituents selected from the group consisting of halogen, hydroxyl, cyano, nitro, NH2, mono- (C1-10 alkyl) amino, di- (C1 alkyl -10) amino, C1-10 alkyl, C1-10 haloalkyl, C1-10 alkoxy, C1-10 haloalkoxy; R4 is a saturated heterocycle of 3, 4, 5, 6, 7, 8, 9 or 10 members or an aromatic heterocycle of 5, 6, 7, 8, 9 or 10 members, wherein the heterocycle contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of O, N and S as ring members and may also contain one or two CO groups as ring members, wherein the aforementioned groups may have 1, 2, 3 or 4 identical substituents or different selected from the group consisting of halogen, hydroxyl, cyano, nitro, NH2, mono- (C1-10 alkyl) amino, di- (C1-10 alkyl) amino, C1-10 alkyl, C1-10 haloalkyl, C1- alkoxy 10, C1-10 haloalkoxy; R5 is cyano; or C1-10 alkyl, C1-10 haloalkyl, C2-10 alkenyl, C2-10 alkynyl, C3-10 cycloalkyl, C3-10 halocycloalkyl, C3-10 cycloalkenyl, (C1-10 alkyl) 3Si, wherein the aforementioned groups they may have 1, 2, 3 or 4 identical or different substituents selected from the group consisting of halogen, hydroxyl, cyano, nitro, NH2, mono (C1-10 alkyl) amino, di- (C1-10 alkyl) amino, C1 alkyl -10, C1-10 haloalkyl, C1-10 alkoxy, C1-10 haloalkoxy; or phenyl, benzyl, naphthyl or a saturated, partially unsaturated or aromatic heterocycle of 5, 6, 7, 8, 9 or 10 members, wherein the heterocycle contains 1, 2, 3 or 4 heteroatoms selected from the group consisting of O, N and S as ring members and may also contain one or two CO groups as ring members, wherein the aforementioned groups may have 1, 2, 3 or 4 identical or different substituents selected from the group consisting of halogen, hydroxyl, cyano, nitro, NH2, mono- (C1-10 alkyl) amino, di- (C1-10 alkyl) amino, C1-10 alkyl, C1-10 haloalkyl, C1-10 alkoxy, C1-10 haloalkoxy; NA1A2 wherein A1 and A2 are, independently of one another, hydrogen, C1-10 alkyl, C1-10 haloalkyl, C3-10 cycloalkyl, C3-10 halocycloalkyl, C1-10 alkoxy-C1-10 alkyl, amino-C1-10 alkyl , wherein the amino group is replaced by B1 and B2 which are, independently from each other, hydrogen, C1-10 alkyl, C1-10 haloalkyl, C3-10 cycloalkyl, C3-10 halocycloalkyl, or B1 and B2, together with the á

ARP110104016 2010-10-29 2011-10-28 DERIVATIVES OF ISOXAZOL, ISOTIAZOL AND PIRAZOL USEFUL AS FUNGICIDES, HERBICIDE COMPOSITIONS THAT CONTAIN THEM AND METHOD FOR CONTROLLING THESE PHYTO-PATHOGEN FUNGI AR083609A1 (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10781177B2 (en) 2016-03-09 2020-09-22 Nippon Soda Co., Ltd. Pyridine compound and use thereof

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10781177B2 (en) 2016-03-09 2020-09-22 Nippon Soda Co., Ltd. Pyridine compound and use thereof

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