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AR073286A1 - IMIDAZOL AND TRIAZOL COMPOUNDS, THEIR USE, AS WELL AS PRODUCTS CONTAINING THEM - Google Patents

IMIDAZOL AND TRIAZOL COMPOUNDS, THEIR USE, AS WELL AS PRODUCTS CONTAINING THEM

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Publication number
AR073286A1
AR073286A1 ARP090103481A AR073286A1 AR 073286 A1 AR073286 A1 AR 073286A1 AR P090103481 A ARP090103481 A AR P090103481A AR 073286 A1 AR073286 A1 AR 073286A1
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Argentina
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alkyl
oxy
alkynyl
alkenyl
cycloalkyl
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Spanish (es)
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Basf Se
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D249/00Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/081,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D233/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/56Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • C07D233/60Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms with hydrocarbon radicals, substituted by oxygen or sulfur atoms, attached to ring nitrogen atoms

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

Composiciones y procedimiento para combatir hongos. Reivindicacion 1: Compuestos caracterizados porque tienen la formula 1 en donde las variables presentan los siguientes significados: X es CH o N; Y es O o un enlace simple con R1; Z es una cadena hidrocarbonada saturada o parcialmente insaturada con tres a ocho átomos de carbono, que, cuando está parcialmente insaturada, contiene uno a tres enlaces dobles o uno o dos enlaces triples, en donde Z puede contener uno, dos, tres, cuatro o cinco sustituyentes RZ, en donde RZ es halogeno, ciano, nitro, cianato (OCN), alquilo C1-8, halogenalquilo C1-8, alquenilo C2-8, halogenalquenilo C2-8, alquinilo C2-8, halogenalquinilo C3-8, alcoxi C1-8, halogenalcoxi C1-8, alquil C1-8-carboniloxi, alquil C1-8-sulfoniloxi, alquenil C2-8-oxi, halogenalquenil C2-8-oxi, alquinil C2-8-oxi, halogenalquinil C3-8-oxi, cicloalquilo C3-8, halogencicloalquilo C3-8, cicloalquenilo C3-8, halogencicloalquenilo C3-8, cicloalcoxi C3-8, cicloalquenil C3-6-oxi, alquileno C1-6, oxi-alquileno C2-4, oxi-alquilen C1-3-oxi, fenoxi, fenilo, heteroariloxi, heterocicliloxi, heteroarilo, heterociclilo, en donde en los grupos previamente mencionados el heteroarilo es un heterociclo aromático de cinco, seis o siete miembros y el heterociclo es un heterociclo saturado o parcialmente insaturado de cinco, seis o siete miembros, que contienen, en cada caso, uno, dos, tres o cuatro heteroátomos del grupo O, N y S, o NA3A4, en donde dos radicales RZ, que están unidos en el mismo átomo de carbono, pueden formar junto con el átomo de carbono al que están unidos también un anillo cicloalquilo C3-6, en donde A3, A4 se definen como más abajo; R1 es cicloalquilo C3-10, halogencicloalquilo C3-10, cicloalquenilo C3-10, halogencicloalquenilo C3-10, en donde los carbociclos antes mencionados no están sustituidos o pueden contener uno dos, tres, cuatro o cinco sustituyentes seleccionados, de modo independiente, de halogeno, hidroxi, alquilo C1-8, halogenalquilo C1-8, alquenilo C2-8, halogenalquenilo C2-8, alquinilo C2-8 y halogenalquinilo C3-8, o arilo de 6 a 10 miembros, en donde el arilo no está sustituido o contiene uno, dos, tres, cuatro o cinco sustituyentes L seleccionados de modo independiente, en donde L es halogeno, ciano, nitro, hidroxi, cianato (OCN), alquilo C1-8, halogenalquilo C1-8, alquenilo C2-8, halogenalquenilo C2-8, alquinilo C2-8, halogenalquinilo C3-8, alcadienilo C4-10, halogenalcadienilo C4-10, alcoxi C1-8, halogenalcoxi C1-8, alquil C1-8-carboniloxi, alquil C1-8-sulfoniloxi, alquenil C2-8-oxi, halogenalquenil C2-8-oxi, alquinil C2-8-oxi, halogenalquinil C3-8-oxi, cicloalquilo C3-8, halogencicloalquilo C3-8, cicloalquenilo C3-8, halogencicloalquenilo C3-8, cicloalcoxi C3-8, cicloalquenil C3-6-oxi, hidroxiimino-alquilo C1-8, alquileno C1-6, oxi-alquileno C2-4, oxi-alquilen C1-3-oxi, alcoximino C1-8-alquilo C1-8, alquenil C2-8-oximino-alquilo C1-8, alquinil C2-8-oximino-alquilo C1-8, S(=O)nA1, C(=O)A2, C(=S)A2, NA3A4, fenoxi, fenilo, heteroariloxi, heterocicliloxi, heteroarilo, heterociclilo, en donde en los grupos previamente mencionados el heteroarilo es un heterociclo aromático de cinco, seis o siete miembros y el heterociclilo es un heterociclo saturado o parcialmente insaturado de cinco, seis o siete miembros, que contienen, en cada caso, uno, dos, tres o cuatro heteroátomos del grupo O, N y S; en donde dos sustituyentes L, que están unidos en el mismo átomo de C, pueden formar junto con el átomo de C al que están unidos también un anillo cicloalquilo C3-6, en donde n, A1, A2, A3, A4 son: n es 0,1 o 2; A1 es hidrogeno, hidroxi, alquilo C1-8, halogenalquilo C1-8, amino, alquil C1-8-amino, di-alquil C1-8-amino, fenilo, fenilamino o fenil-alquil C1-8-amino; A2 es uno de los grupos mencionados en A1 o es alquenilo C2-8, halogenalquenilo C2-8, alquinilo C2-8, halogenalquinilo C3-8, alcoxi C1-8, halogenalcoxi C1-8, alquenil C2-8-oxi, halogenalquenil C2-8-oxi, alquinil C2-8-oxi, halogenalquinil C3-8-oxi, cicloalquilo C3-8, halogencicloalquilo C3-8, cicloalcoxi C3-8 o halogencicloalcoxi C3-8; A3, A4 son, de modo independiente entre si, hidrogeno, alquilo C1-8, halogenalquilo C1-8, alquenilo C2-8, halogenalquenilo C2-8, alquinilo C2-8, halogenalquinilo C3-8, cicloalquilo C3-8, halogencicloalquilo C3-8, cicloalquenilo C3-8 o halogencicloalquenilo C3-8, fenilo o heteroarilo de 5 o 6 miembros con uno, dos, tres o cuatro heteroátomos del grupo O, N y S en el heterociclo; los grupos alifáticos y/o alicíclicos y/o aromáticos de las definiciones de los radicales de L pueden llevar, a su vez, uno, dos, tres o cuatro grupos RL iguales o diferentes: RL es halogeno, hidroxi, ciano, nitro, alquilo C1-8, halogenalquilo C1-8, alcoxi C1-8, halogenalcoxi C1-8, cicloalquilo C3-8, halogencicloalquilo C3-8, cicloalquenilo C3-8, cicloalcoxi C3-8, halogencicloalcoxi C3-8, alquileno C1-6, oxi-alquileno C2-4, oxi-alquilen C1-3-oxi, alquil C1-8-carbonilo, alquil C1-8-carboniloxi, alcoxi C1-8-carbonilo, amino, alquil C1-8-amino, di-alquil C1-8-amino; R2 es hidrogeno, alquilo C1-10, halogenalquilo C1-10, alquenilo C2-10, halogenalquenilo C2-10, alquinilo C2-10, halogenalquinilo C3-10, alcadienilo C4-10, halogenalcadienilo C4-10, cicloalquilo C3-10, halogencicloalquilo C3-10, cicloalquenilo C3-10, halogencicloalquenilo C3-10; R3 es hidrogeno, alquilo C1-10, halogenalquilo C1-10, alquenilo C2-10, halogenalquenilo C2-10, alquinilo C2-10, halogenalquinilo C3-10, alcadienilo C4-10, halogenalcadienilo C4-10, cicloalquilo C3-10, halogencicloalquilo C3-10, cicloalquenilo C3-10, halogencicloalquenilo C3-10; carboxilo, formilo, Si(A5A6A7), C(O)R?, C(O)OR?, C(S)OR?, C(O)SR?, C(S)SR?, C(NRA)SR?, C(S)R?, C(NR?)NNA3A4, C(NR?)RA, C(NR?)ORA, C(O)NA3A4, C(S)NA3A4 o S(=O)nA1; en donde R? es alquilo C1-8, alquenilo C3-8, alquinilo C3-8, cicloalquilo C3-6, cicloalquenilo C3-6 o fenilo; RA es alquilo C1-8, alquenilo C3-8, alquinilo C3-8, cicloalquilo C3-6, cicloalquenilo C3-6 o fenilo; A5, A6, A7 son, de modo independiente entre sí, alquilo C1-10, alquenilo C3-8, alquinilo C3-8, cicloalquilo C3-6, cicloalquenilo C3-6 o fenilo; en donde R?, RA, A5, A6 y A7, siempre que no se indique otra cosa, de modo independiente entre sí, no están sustituidos o están sustituidos con uno, dos, tres, cuatro o cinco L, tal corno se definio con anterioridad; R4 es hidrogeno, alquilo C1-10, halogenalquilo C1-10, alquenilo C2-10, halogenalquenilo C2-10, alquinilo C2-10, halogenalquinilo C3-10, alcadienilo C4-10, halogenalcadienilo C4-10, cicloalquilo C3-10, halogencicloalquilo C3-10, cicloalquenilo C3-10, halogencicloalquenilo C3-10; R2, R3 y R4 siempre que no se indique otra cosa, de modo independiente entre sí, no están sustituidos o están sustituidos con uno, dos, tres, cuatro o cinco L, tal como se definio con anterioridad; R5 es hidrogeno, halogeno o alquilo C1-10, en donde el grupo alquilo en R5 no está sustituido o está sustituido con uno, dos, tres, cuatro o cinco L seleccionados de modo independiente, tal como se definio con anterioridad; R6 y R7 forman juntos un ciclo saturado o parcialmente insaturado de 3 a 10 miembros, que es un carbociclo o puede contener además de átomos de C, uno, dos o tres heteroátomos del grupo nitrogeno (N) y azufre (S) y/o un átomo de oxígeno (O) como miembros del anillo, en donde el ciclo formado no está sustituido o puede contener uno, dos, tres, cuatro o cinco sustituyentes L, tal como se definio con anterioridad; y sus sales de tolerancia en agricultura.Compositions and procedure to fight fungi. Claim 1: Compounds characterized in that they have the formula 1 wherein the variables have the following meanings: X is CH or N; Y is O or a simple link with R1; Z is a saturated or partially unsaturated hydrocarbon chain with three to eight carbon atoms, which, when partially unsaturated, contains one to three double bonds or one or two triple bonds, where Z can contain one, two, three, four or five RZ substituents, wherein RZ is halogen, cyano, nitro, cyanate (OCN), C1-8 alkyl, halogenalkyl C1-8, alkenyl C2-8, halogenalkenyl C2-8, alkynyl C2-8, halogenalkynyl C3-8, alkoxy C1-8, halogenalkoxy C1-8, alkyl C1-8-carbonyloxy, alkyl C1-8-sulfonyloxy, alkenyl C2-8-oxy, halogenalkenyl C2-8-oxy, alkynyl C2-8-oxy, halogenalkynyl C3-8-oxy , C3-8 cycloalkyl, C3-8 halogencycloalkyl, C3-8 cycloalkenyl, C3-8 halogencycloalkenyl, C3-8 cycloalkoxy, C3-6-oxy cycloalkenyl, C1-6 alkylene, C2-4 alkylene, C1- oxy-alkylene 3-oxy, phenoxy, phenyl, heteroaryloxy, heterocyclyloxy, heteroaryl, heterocyclyl, wherein in the previously mentioned groups the heteroaryl is an aromatic heterocycle of five, six or seven members and the heterocycle is a saturated or partially unsaturated heterocycle of five, six or seven members, containing, in each case, one, two, three or four heteroatoms of the group O, N and S, or NA3A4, where two RZ radicals, which are attached to the same carbon atom, can form together with the carbon atom to which a C3-6 cycloalkyl ring is also attached, wherein A3, A4 are defined as below; R1 is C3-10 cycloalkyl, C3-10 halogencycloalkyl, C3-10 cycloalkenyl, C3-10 halogencycloalkenyl, wherein the aforementioned carbocycles are not substituted or can contain one, two, three, four or five independently selected substituents of halogen, hydroxy, C1-8 alkyl, C1-8 halogenalkyl, C2-8 alkenyl, C2-8 halogenalkenyl, C2-8 alkynyl and C3-8 halogenalkynyl, or 6 to 10 membered aryl, wherein the aryl is unsubstituted or contains one, two, three, four or five independently selected L substituents, wherein L is halogen, cyano, nitro, hydroxy, cyanate (OCN), C1-8 alkyl, halogenalkyl C1-8, alkenyl C2-8, halogenalkenyl C2-8, C2-8 alkynyl, C3-8 halogenalkynyl, C4-10 alkydienyl, C4-10 halogenalcadienyl, C1-8 alkoxy, C1-8 halogenalkoxy, C1-8 alkylcarbonyloxy, C1-8 alkyl sulfonyloxy, C2 alkenyl -8-oxy, C2-8-oxy halogenalkenyl, C2-8-oxy alkynyl, C3-8-oxy halogenalkynyl, C3-8 cycloalkyl, C3 halogencycloalkyl -8, C3-8 cycloalkenyl, C3-8 halogencycloalkenyl, C3-8 cycloalkoxy, C3-6-oxycycloalkenyl, C1-8 hydroxyimino-alkyl, C1-6 alkylene, C2-4 oxy-alkylene, C1-3 oxy-alkylene -oxy, C 1-8 alkoxy-C 1-8 alkyl, C 2-8 alkenyl-C 1-8 alkyl, C 2-8 alkynyl-C 1-8 alkyl, S (= O) nA1, C (= O) A2 , C (= S) A2, NA3A4, phenoxy, phenyl, heteroaryloxy, heterocyclyloxy, heteroaryl, heterocyclyl, wherein in the previously mentioned groups the heteroaryl is a five, six or seven membered aromatic heterocycle and the heterocyclyl is a saturated heterocycle or partially unsaturated of five, six or seven members, containing, in each case, one, two, three or four heteroatoms of the group O, N and S; wherein two substituents L, which are attached to the same C atom, can form together with the C atom to which a C3-6 cycloalkyl ring is also attached, where n, A1, A2, A3, A4 are: n is 0.1 or 2; A1 is hydrogen, hydroxy, C 1-8 alkyl, C 1-8 halogenalkyl, amino, C 1-8 alkyl, di C 1-8 alkyl, amino, phenyl, phenylamino or phenyl C 1-8 alkyl; A2 is one of the groups mentioned in A1 or is C2-8 alkenyl, C2-8 halogenalkenyl, C2-8 alkynyl, C3-8 halogenalkynyl, C1-8 alkoxy, C1-8 halogenalkoxy, C2-8-oxy alkenyl, C2 halogenalkenyl -8-oxy, C2-8-oxy alkynyl, C3-8-oxy halogenalkynyl, C3-8 cycloalkyl, C3-8 halogencycloalkyl, C3-8 cycloalkoxy or C3-8 halogencycloalkoxy; A3, A4 are, independently of one another, hydrogen, C1-8 alkyl, C1-8 halogenalkyl, C2-8 alkenyl, C2-8 halogenalkenyl, C2-8 alkynyl, C3-8 halogenalkynyl, C3-8 cycloalkyl, C3 halogencycloalkyl -8, C3-8 cycloalkenyl or C3-8 halogencycloalkenyl, 5 or 6 membered phenyl or heteroaryl with one, two, three or four heteroatoms of the group O, N and S in the heterocycle; the aliphatic and / or alicyclic and / or aromatic groups of the definitions of the radicals of L may, in turn, have one, two, three or four same or different RL groups: RL is halogen, hydroxy, cyano, nitro, alkyl C1-8, halogenalkyl C1-8, alkoxy C1-8, halogenalkoxy C1-8, cycloalkyl C3-8, halogencycloalkyl C3-8, cycloalkenyl C3-8, cycloalkoxy C3-8, halogencycloalkoxy C3-8, alkylene C1-6, oxy -C2-4 alkylene, oxy-C 1-3 alkylene-oxy, C 1-8 alkylcarbonyl, C 1-8 alkylcarbonyloxy, C 1-8 alkoxycarbonyl, amino, C 1-8 alkyl amino, C 1-8 alkyl 8-amino; R2 is hydrogen, C1-10 alkyl, C1-10 halogenalkyl, C2-10 alkenyl, C2-10 halogenalkenyl, C2-10 alkynyl, C3-10 halogenalkynyl, C4-10 alkydienyl, C4-10 halogenalcadienyl, C3-10 cycloalkyl, halogencycloalkyl C3-10, C3-10 cycloalkenyl, C3-10 halogencycloalkenyl; R3 is hydrogen, C1-10 alkyl, C1-10 halogenalkyl, C2-10 alkenyl, C2-10 halogenalkenyl, C2-10 alkynyl, C3-10 halogenalkynyl, C4-10 alkydienyl, C4-10 halogenalcadienyl, C3-10 cycloalkyl, halogencycloalkyl C3-10, C3-10 cycloalkenyl, C3-10 halogencycloalkenyl; carboxyl, formyl, Si (A5A6A7), C (O) R ?, C (O) OR ?, C (S) OR ?, C (O) SR ?, C (S) SR ?, C (NRA) SR? , C (S) R ?, C (NR?) NNA3A4, C (NR?) RA, C (NR?) ORA, C (O) NA3A4, C (S) NA3A4 or S (= O) nA1; where R? it is C 1-8 alkyl, C 3-8 alkenyl, C 3-8 alkynyl, C 3-6 cycloalkyl, C 3-6 cycloalkenyl or phenyl; RA is C 1-8 alkyl, C 3-8 alkenyl, C 3-8 alkynyl, C 3-6 cycloalkyl, C 3-6 cycloalkenyl or phenyl; A5, A6, A7 are, independently of each other, C1-10 alkyl, C3-8 alkenyl, C3-8 alkynyl, C3-6 cycloalkyl, C3-6 cycloalkenyl or phenyl; where R ?, RA, A5, A6 and A7, as long as it is not indicated otherwise, independently of each other, are not substituted or substituted with one, two, three, four or five L, such as defined as anteriority; R4 is hydrogen, C1-10 alkyl, C1-10 halogenalkyl, C2-10 alkenyl, C2-10 halogenalkenyl, C2-10 alkynyl, C3-10 halogenalkynyl, C4-10 alkydienyl, C4-10 halogenalcadienyl, C3-10 cycloalkyl, halogencycloalkyl C3-10, C3-10 cycloalkenyl, C3-10 halogencycloalkenyl; R2, R3 and R4 as long as it is not indicated otherwise, independently of each other, they are not substituted or substituted with one, two, three, four or five L, as defined above; R5 is hydrogen, halogen or C1-10 alkyl, wherein the alkyl group in R5 is not substituted or is substituted with one, two, three, four or five independently selected L, as defined above; R6 and R7 together form a saturated or partially unsaturated cycle of 3 to 10 members, which is a carbocycle or may contain in addition to C atoms, one, two or three heteroatoms of the nitrogen group (N) and sulfur (S) and / or an oxygen atom (O) as ring members, wherein the formed cycle is not substituted or may contain one, two, three, four or five substituents L, as defined above; and its tolerance salts in agriculture.

ARP090103481 2008-09-10 2009-09-10 IMIDAZOL AND TRIAZOL COMPOUNDS, THEIR USE, AS WELL AS PRODUCTS CONTAINING THEM AR073286A1 (en)

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DE3515309A1 (en) * 1985-04-27 1986-10-30 Basf Ag, 6700 Ludwigshafen 1,3-DIOXAN-5-YL-ALKYLTRIAZOLE, THEIR PRODUCTION, THEIR USE FOR REGULATING THE PLANT GROWTH AND MEANS THEREFOR
DE3606947A1 (en) * 1986-03-04 1987-09-10 Basf Ag METHOD FOR PRODUCING PHENOXYALCANOLTRIAZOLE COMPOUNDS AND INTERMEDIATE PRODUCTS FOR THIS
DE3721695A1 (en) * 1987-07-01 1989-01-12 Bayer Ag 1-PHENOXY-3-TRIAZOLYL-1-WITCH DERIVATIVES

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