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AR071769A1 - SUBSTITUTED BLUES AS FUNGICIDES, A FUNGICIDE COMPOSITION THAT UNDERSTANDS THE COMPOUND AND A METHOD FOR CONTROLLING PLANT DISEASES - Google Patents

SUBSTITUTED BLUES AS FUNGICIDES, A FUNGICIDE COMPOSITION THAT UNDERSTANDS THE COMPOUND AND A METHOD FOR CONTROLLING PLANT DISEASES

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Publication number
AR071769A1
AR071769A1 ARP090101679A ARP090101679A AR071769A1 AR 071769 A1 AR071769 A1 AR 071769A1 AR P090101679 A ARP090101679 A AR P090101679A AR P090101679 A ARP090101679 A AR P090101679A AR 071769 A1 AR071769 A1 AR 071769A1
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AR
Argentina
Prior art keywords
ring
independently selected
members
alkyl
carbon
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Application number
ARP090101679A
Other languages
Spanish (es)
Inventor
Thomas Paul Selby
Amy X Ding
James Francis Bereznak
John Joseph Bisaha
Vijayagopal Gopalsamuthiram
Jeffrey Keith Long
Mary Ann Hanagan
Andrew Edmund Taggi
Original Assignee
Du Pont
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Publication of AR071769A1 publication Critical patent/AR071769A1/en

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647—Triazoles; Hydrogenated triazoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic 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
    • C07D233/64—Heterocyclic 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 substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic 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
    • C07D233/66—Heterocyclic 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 hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D233/68—Halogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic 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
    • C07D233/66—Heterocyclic 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 hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D233/88—Nitrogen atoms, e.g. allantoin
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/04—1,2,3-Triazoles; Hydrogenated 1,2,3-triazoles
    • C07D249/06—1,2,3-Triazoles; Hydrogenated 1,2,3-triazoles with aryl radicals directly attached to ring atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Dentistry (AREA)
  • Wood Science & Technology (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Agronomy & Crop Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Tambien se divulgan composiciones que contienen los compuestos de la formula (1) y metodos para controlar enfermedades en plantas causadas por un patogeno fungico que comprende aplicar una cantidad efectiva de un compuesto o una composicion de la presente. Reivindicacion 1: Un compuesto caracterizado porque se selecciona entre la formula (1), N-oxidos, y sales de los mismos, donde: J es Q2 o R1; X es N, CR2 o CQ3; Y es N o CR3; Z es N o CR4; Q1 es un anillo fenilo o un sistema de anillos naftalenilo, donde cada anillo o sistema de anillos est  opcionalmente sustituido con hasta 5 sustituyentes seleccionados en forma independiente entre R5a; o un anillo heteroc¡clico totalmente insaturado de 5 o 6 miembros o un sistema de anillos bic¡clico heteroarom tico de entre 8 y 10 miembros, donde cada anillo o sistema de anillos contiene miembros del anillo seleccionados entre  tomos de carbono y hasta 4 hetero tomos seleccionados en forma independiente entre hasta 2 O, hasta 2 S y hasta 4 N, donde hasta 3 miembros carbono del anillo se seleccionan en forma independiente entre C(=O) y C(=S), y los miembros azufre del anillo se seleccionan en forma independiente entre S(O)p(=NR6)f, donde cada anillo o sistema de anillos est  opcionalmente sustituido con hasta 5 sustituyentes seleccionados en forma independiente entre R5a sobre miembros carbono del anillo y seleccionados entre ciano, alquilo C1-6, alquenilo C2-6, alquinilo C2-6, cicloalquilo C3-6, alcoxi C1-6, alcoxialquilo C2-6, alquilcarbonilo C2-6, alcoxicarbonilo C2-6, alquilaminoalquilo C2-6 y dialquilaminoalquilo C3-6 sobre miembros nitrogeno del anillo; o C(R7aR7b)W1; W1 es un anillo fenilo opcionalmente sustituido con hasta 5 sustituyentes seleccionados en forma independiente entre R5a; o un anillo heteroc¡clico totalmente insaturado de 5 o 6 miembros que contiene miembros del anillo seleccionados entre  tomos de carbono y hasta 4 hetero tomos seleccionados en forma independiente entre hasta 2 O, hasta 2 S y hasta 4 N, donde hasta 2 miembros carbono del anillo se seleccionan en forma independiente entre C(=O) y C(=S), y los miembros azufre del anillo se seleccionan en forma independiente entre S(=O)p(=NR6)f, el anillo est  opcionalmente sustituido con hasta 5 sustituyentes seleccionados en forma independiente entre R5a sobre miembros carbono del anillo y seleccionados entre ciano, alquilo C1-6, alquenilo C2-6, alquinilo C2-6, cicloalquilo C3-6, alcoxi C1-6, alcoxialquilo C2-6, alquilcarbonilo C2-6, alcoxicarbonilo C2-6, alquilaminoalquilo C2-6 y dialquilaminoalquilo C3-6 sobre miembros nitrogeno del anillo; Q2 es un anillo fenilo o un sistema de anillos naftalenilo, donde cada anillo o sistema de anillos est  opcionalmente sustituido con hasta 5 sustituyentes seleccionados en forma independiente entre R5b; o un anillo heteroc¡clico totalmente insaturado de 5 o 6 miembros o un sistema de anillos bic¡clico heteroarom tico de entre 8 y 10 miembros, donde cada anillo o sistema de anillos contiene miembros del anillo seleccionados entre  tomos de carbono y hasta 4 hetero tomos seleccionados en forma independiente entre hasta 2 O, hasta 2 S y hasta 4 N, donde hasta 3 miembros carbono del anillo se seleccionan en forma independiente entre C(=O) y C(=S), y los miembros azufre del anillo se seleccionan en forma independiente entre S(=O)p(=NR6)f, donde cada anillo o sistema de anillos est  opcionalmente sustituido con hasta 5 sustituyentes seleccionados en forma independiente entre R5b sobre miembros carbono del anillo y seleccionados entre ciano, alquilo C1-6, alquenilo C2-6, alquinilo C2-6, cicloalquilo C3-6, alcoxi C1-6, alcoxialquilo C2-6, alquilcarbonilo C2-6, alcoxicarbonilo C2-6, alquilaminoalquilo C2-6 y dialquilaminoalquilo C3-6 sobre miembros nitrogeno del anillo; o C(R7aR7b)W2; W2 es un anillo fenilo opcionalmente sustituido con hasta 5 sustituyentes seleccionados en forma independiente entre R5b; o un anillo heteroc¡clico totalmente insaturado de 5 o 6 miembros que contiene miembros del anillo seleccionados entre  tomos de carbono y hasta 4 hetero tomos seleccionados en forma independiente entre hasta 2 O, hasta 2 S y hasta 4 N donde hasta 2 miembros carbono del anillo se seleccionan en forma independiente entre C(=O) y C(=S), y los miembros azufre del anillo se seleccionan en forma independiente entre S(=O)p(NR6)f, el anillo est  opcionalmente sustituido con hasta 5 sustituyentes seleccionados en forma independiente entre R5b sobre miembros carbono del anillo y seleccionados entre ciano, alquilo C1-6, alquenilo C2-6, alquinilo C2-6, cicloalquilo C3-6, alcoxi C1-6, alcoxialquilo C2-6, alquilcarbonilo C2-6, alcoxicarbonilo C2-6, alquilaminoalquilo C2-6 y dialquilaminoalquilo C3-6 sobre miembros nitrogeno del anillo; Q3 es un anillo fenilo o un sistema de anillos naftalenilo, donde cada anillo o sistema de anillos est  opcionalmente sustituido con hasta 5 sustituyentes seleccionados en forma independiente entre R5c; o un anillo heteroc¡clico totalmente insaturado de 5 o 6 miembros o un sistema de anillos bic¡clico heteroarom tico de entre 8 y 10 miembros, donde cada anillo o sistema de anillos contiene miembros del anillo seleccionados entre  tomos de carbono y hasta 4 hetero tomos seleccionados en forma independiente entre hasta 2 O, hasta 2 S y hasta 4 N, donde hasta 3 miembros carbono del anillo se seleccionan en forma independiente entre C(=O) y C(=S), y los miembros azufre del anillo se seleccionan en forma independiente entre S(=O)p(NR6)f, donde cada anillo o sistema de anillos est  opcionalmente sustituido con hasta 5 sustituyentes seleccionados en forma independiente entre R5c sobre miembros carbono del anillo y seleccionados entre ciano, alquilo C1-6, alquenilo C2-6, alquinilo C2-6, cicloalquilo C3-6, alcoxi C1-6, alcoxialquilo C2-6, alquilcarbonilo C2-6, alcoxicarbonilo C2-6, alquilaminoalquilo C2-6 y dialquilaminoalquilo C3-6 sobre miembros nitrogeno del anillo; o C(R7aR7b)W3; W3 es un anillo fenilo opcionalmente sustituido con hasta 5 sustituyentes seleccionados en forma independiente entre R5c; o un anillo heteroc¡clico totalmente insaturado de 5 o 6 miembros que contiene miembros del anillo seleccionados entre  tomos de carbono y hasta 4 hetero tomos seleccionados en forma independiente entre hasta 2 O, hasta 2 S y hasta 4 N, donde hasta 2 miembros carbono del anillo se seleccionan en forma independiente entre C(=O) y C(=S), y los miembros azufre del anillo se seleccionan en forma independiente entre S(=O)p(=NR6)f, el anillo est  opcionalmente sustituido con hasta 5 sustituyentes seleccionados en forma independiente entre R5c sobre miembros carbono del anillo y seleccionados entre ciano, alquilo C1-6, alquenilo C2-6, alquinilo C2-6, cicloalquilo C3-6, alcoxi C1-6, alcoxialquilo C2-6, alquilcarbonilo C2-6, alcoxicarbonilo C2-6, alquilaminoalquilo C2-6 y dialquilaminoalquilo C3-6 sobre miembros nitrogeno del anillo; R1 es alquilo C1-7, alquenilo C2-7, alquinilo C2-7, haloalquilo C1-7, haloalquenilo C2-7, cicloalquilo C3-7, halocicloalquilo C3-7, alquilcicloalquilo C4-10, cicloalquilalquilo C4-10, cicloalquilcicloalquilo C6-14, alcoxi C1-7, haloalcoxi C1-7, alcoxialquilo C2-7, alquiltio C1-7, haloalquiltio C1-7, alquiltioalquilo C2-7, alquilsulfinilo C1-7, alquilsulfonilo C1-7, haloalquilsulfinilo C1-7, haloalquilsulfonilo C1-7, alquilamino C1-7, dialquilamino C2-7, alquilcarbonilamino C2-7 o hidroxialquilo C1-7; cada R2, R3 y R4 es en forma independiente H, halogeno, ciano, amino, nitro, -CHO, alquenilo C2-7, alquinilo C2-7, haloalquenilo C2-7, cicloalquilo C3-7, halocicloalquilo C3-7, alquilcicloalquilo C4-10, cicloalquilalquilo C4-10, cicloalquilcicloalquilo C6-14, alcoxi C1-7, haloalcoxi C1-7, alcoxialquilo C2-7, alquiltio C1-7, haloalquiltio C1-7, alquiltioalquilo C2-7, alquilsulfinilo C1-7, alquilsulfonilo C1-7, haloalquilsulfinilo C1-7, haloalquilsulfonilo C1-7, alquilamino C1-7, dialquilamino C2-7, hidroxialquilo C1-7, -SCN o CH=NOR11; o alquilo C1-7 o haloalquilo C1-7, donde cada uno est  opcionalmente sustituido con hasta 3 sustituyentes seleccionados en forma independiente entre hidroxi, ciano, C(=O)OR8, C(=O)NR9aR9b, C(=O)R10 y CH=NOR11; cada R5a, R5b y R5c es en forma independiente halogeno, ciano, hidroxi, nitro, alquilo C1-7, alquenilo C2-7, alquinilo C2-7, haloalquilo C1-7, haloalquenilo C2-7, cicloalquilo C3-7, halocicloalquilo C3-7, alquilcicloalquilo C4-10, cicloalquilalquilo C4-10, cicloalquilcicloalquilo C6-14, cicloalcoxi C3-7, halocicloalcoxi C3-7, alcoxi C1-7, haloalcoxi C1-7, alquiltio C1-6, haloalquiltio C1-7, alquilsulfinilo C1-7, alquilsulfonilo C1-7, haloalquilsulfinilo C1-7, haloalquilsulfonilo C1-7, alquilamino C1-7, dialquilamino C2-7, alquilcarbonilo C2-7, alcoxicarbonilo C2-7, alquilcarbonilamino C2-7, trialquilsililo C3-10, SF5, -SCN, C(=S)NH2 o -U-V-T; cada U es en forma independiente O, S(=O)n, NR12 o un enlace directo; cada V es en forma independiente alquileno C1-6, alquenileno C2-6, alquinileno C3-6, cicloalquileno C3-6 o cicloalquenileno C3-6, donde hasta 3  tomos de carbono se seleccionan en forma independiente entre C(=O), donde cada uno est  opcionalmente sustituido con hasta 5 sustituyentes seleccionados en forma independiente entre halogeno, ciano, nitro, hidroxi, alquilo C1-6, haloalquilo C1-6, alcoxi C1-6 y haloalcoxi C1-6; cada T es en forma independiente NR13aR13b, OR14 o S(=O)nR14; cada R7a es en forma independiente H, ciano o alquilo C1-4; cada R7b es en forma independiente H o alquilo C1-4; o un par de R7a y R7b unidos al mismo  tomo de carbono se toman junto con el  tomo de carbono para formar un anillo carboc¡clico saturado de entre 3 y 6 miembros; cada R6 es en forma independiente H, ciano, alquilo C1-3 o haloalquilo C1-3; cada R8, R9a, R9b, R10 y R11 es en forma independiente H, alquilo C1-7, alquenilo C2-7, alquinilo C2-7, haloalquilo C1-7, haloalquenilo C2-7, cicloalquilo C3-7 o halocicloalquilo C3-7; cada R12 es en forma independiente H, alquilo C1-6, haloalquilo C1-6, alquilcarbonilo C2-6, alcCompositions containing the compounds of the formula (1) and methods for controlling diseases in plants caused by a fungal pathogen comprising applying an effective amount of a compound or a composition of the present are also disclosed. Claim 1: A compound characterized in that it is selected from the formula (1), N-oxides, and salts thereof, wherein: J is Q2 or R1; X is N, CR2 or CQ3; Y is N or CR3; Z is N or CR4; Q1 is a phenyl ring or a naphthalenyl ring system, where each ring or ring system is optionally substituted with up to 5 substituents independently selected from R5a; or a fully unsaturated 5- or 6-membered heterocyclic ring or an 8 to 10-membered heteroaromic bicyclic ring system, where each ring or ring system contains ring members selected from carbon atoms and up to 4 hetero volumes independently selected from up to 2 O, up to 2 S and up to 4 N, where up to 3 carbon members of the ring are independently selected between C (= O) and C (= S), and the sulfur members of the ring are independently selected from S (O) p (= NR6) f, where each ring or ring system is optionally substituted with up to 5 substituents independently selected from R5a on carbon ring members and selected from cyano, C1-6 alkyl , C2-6 alkenyl, C2-6 alkynyl, C3-6 cycloalkyl, C1-6 alkoxy, C2-6 alkoxyalkyl, C2-6 alkylcarbonyl, C2-6 alkoxycarbonyl, C2-6 alkylaminoalkyl and C3-6 dialkylaminoalkyl ring nitrogen members ; or C (R7aR7b) W1; W1 is a phenyl ring optionally substituted with up to 5 substituents independently selected from R5a; or a fully unsaturated 5 or 6 membered heterocyclic ring containing ring members selected from carbon atoms and up to 4 hetero atoms independently selected from up to 2 O, up to 2 S and up to 4 N, where up to 2 carbon members of the ring are independently selected from C (= O) and C (= S), and the sulfur members of the ring are independently selected from S (= O) p (= NR6) f, the ring is optionally substituted with Up to 5 substituents independently selected from R5a on carbon ring members and selected from cyano, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C3-6 cycloalkyl, C1-6 alkoxy, C2-6 alkoxyalkyl, alkylcarbonyl C2-6, C2-6 alkoxycarbonyl, C2-6 alkylaminoalkyl and C3-6 dialkylaminoalkyl on ring nitrogen members; Q2 is a phenyl ring or a naphthalenyl ring system, where each ring or ring system is optionally substituted with up to 5 substituents independently selected from R5b; or a fully unsaturated 5- or 6-membered heterocyclic ring or an 8 to 10-membered heteroaromic bicyclic ring system, where each ring or ring system contains ring members selected from carbon atoms and up to 4 hetero volumes independently selected from up to 2 O, up to 2 S and up to 4 N, where up to 3 carbon members of the ring are independently selected between C (= O) and C (= S), and the sulfur members of the ring are independently selected from S (= O) p (= NR6) f, where each ring or ring system is optionally substituted with up to 5 substituents independently selected from R5b on carbon ring members and selected from cyano, C1- alkyl 6, C2-6 alkenyl, C2-6 alkynyl, C3-6 cycloalkyl, C1-6 alkoxy, C2-6 alkoxyalkyl, C2-6 alkylcarbonyl, C2-6 alkoxycarbonyl, C2-6 alkylaminoalkyl and C3-6 dialkylaminoalkyl on nitrogen members of the ring; or C (R7aR7b) W2; W2 is a phenyl ring optionally substituted with up to 5 substituents independently selected from R5b; or a fully unsaturated 5 or 6 membered heterocyclic ring containing ring members selected from carbon atoms and up to 4 hetero atoms independently selected from up to 2 O, up to 2 S and up to 4 N where up to 2 carbon members of the ring are independently selected from C (= O) and C (= S), and the sulfur members of the ring are independently selected from S (= O) p (NR6) f, the ring is optionally substituted with up to 5 substituents independently selected from R5b on ring carbon members and selected from cyano, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C3-6 cycloalkyl, C1-6 alkoxy, C2-6 alkoxyalkyl, C2- alkylcarbonyl 6, C2-6 alkoxycarbonyl, C2-6 alkylaminoalkyl and C3-6 dialkylaminoalkyl on nitrogen ring members; Q3 is a phenyl ring or a naphthalenyl ring system, where each ring or ring system is optionally substituted with up to 5 substituents independently selected from R5c; or a fully unsaturated 5- or 6-membered heterocyclic ring or an 8 to 10-membered heteroaromic bicyclic ring system, where each ring or ring system contains ring members selected from carbon atoms and up to 4 hetero volumes independently selected from up to 2 O, up to 2 S and up to 4 N, where up to 3 carbon members of the ring are independently selected between C (= O) and C (= S), and the sulfur members of the ring are independently selected from S (= O) p (NR6) f, where each ring or ring system is optionally substituted with up to 5 substituents independently selected from R5c on carbon ring members and selected from cyano, C1-6 alkyl , C2-6 alkenyl, C2-6 alkynyl, C3-6 cycloalkyl, C1-6 alkoxy, C2-6 alkoxyalkyl, C2-6 alkylcarbonyl, C2-6 alkoxycarbonyl, C2-6 alkylaminoalkyl and C3-6 dialkylaminoalkyl ring nitrogen members ; or C (R7aR7b) W3; W3 is a phenyl ring optionally substituted with up to 5 substituents independently selected from R5c; or a fully unsaturated 5 or 6 membered heterocyclic ring containing ring members selected from carbon atoms and up to 4 hetero atoms independently selected from up to 2 O, up to 2 S and up to 4 N, where up to 2 carbon members of the ring are independently selected from C (= O) and C (= S), and the sulfur members of the ring are independently selected from S (= O) p (= NR6) f, the ring is optionally substituted with up to 5 substituents independently selected from R5c on ring carbon members and selected from cyano, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-6 cycloalkyl, C 1-6 alkoxy, C 2-6 alkoxyalkyl, alkylcarbonyl C2-6, C2-6 alkoxycarbonyl, C2-6 alkylaminoalkyl and C3-6 dialkylaminoalkyl on ring nitrogen members; R1 is C1-7 alkyl, C2-7 alkenyl, C2-7 alkynyl, C1-7 haloalkyl, C2-7 haloalkenyl, C3-7 cycloalkyl, C3-7 halocycloalkyl, C4-10 alkylcycloalkyl, C4-10 cycloalkylalkyl, C6- cycloalkyl alkyl 14, C1-7 alkoxy, C1-7 haloalkoxy, C2-7 alkoxyalkyl, C1-7 alkylthio, C1-7 haloalkyl, C2-7 alkylthioalkyl, C1-7 alkylsulfinyl, C1-7 alkylsulfonyl, C1-7 haloalkylsulfinyl, C1- haloalkylsulfonyl 7, C 1-7 alkylamino, C 2-7 dialkylamino, C 2-7 alkylcarbonylamino or C 1-7 hydroxyalkyl; each R2, R3 and R4 is independently H, halogen, cyano, amino, nitro, -CHO, C2-7 alkenyl, C2-7 alkynyl, C2-7 haloalkenyl, C3-7 cycloalkyl, C3-7 halocycloalkyl, C4 alkylcycloalkyl -10, C4-10 cycloalkylalkyl, C6-14 cycloalkylcycloalkyl, C1-7 alkoxy, C1-7 haloalkoxy, C2-7 alkoxyalkyl, C1-7 alkylthio, C1-7 haloalkyl, C2-7 alkylthioalkyl, C1-7 alkylsulfinyl, C1- alkylsulfonyl -7, C1-7 haloalkylsulfinyl, C1-7 haloalkylsulfonyl, C1-7 alkylamino, C2-7 dialkylamino, C1-7 hydroxyalkyl, -SCN or CH = NOR11; or C1-7 alkyl or C1-7 haloalkyl, where each is optionally substituted with up to 3 substituents independently selected from hydroxy, cyano, C (= O) OR8, C (= O) NR9aR9b, C (= O) R10 and CH = NOR11; each R5a, R5b and R5c is independently halogen, cyano, hydroxy, nitro, C1-7 alkyl, C2-7 alkenyl, C2-7 alkynyl, C1-7 haloalkyl, C2-7 haloalkenyl, C3-7 cycloalkyl, C3 halocycloalkyl -7, C4-10 alkylcycloalkyl, C4-10 cycloalkylalkyl, C6-14 cycloalkylcycloalkyl, C3-7 cycloalkoxy, C3-7 halocycloalkoxy, C1-7 alkoxy, C1-7 haloalkoxy, C1-6 alkylthio, C1-7 haloalkyl, C1-alkyl alkylsulfinyl -7, C1-7 alkylsulfonyl, C1-7 haloalkylsulfinyl, C1-7 haloalkylsulfonyl, C1-7 alkylamino, C2-7 dialkylamino, C2-7 alkylcarbonyl, C2-7 alkoxycarbonyl, C3-10 alkylcarbonylamino, C3-10 trialkylsilyl -SCN, C (= S) NH2 or -UVT; each U is independently O, S (= O) n, NR12 or a direct link; each V is independently C1-6 alkylene, C2-6 alkenylene, C3-6 alkynylene, C3-6 cycloalkylene or C3-6 cycloalkenylene, where up to 3 carbon atoms are independently selected from C (= O), where each is optionally substituted with up to 5 substituents independently selected from halogen, cyano, nitro, hydroxy, C1-6 alkyl, C1-6 haloalkyl, C1-6 alkoxy and C1-6 haloalkoxy; each T is independently NR13aR13b, OR14 or S (= O) nR14; each R7a is independently H, cyano or C1-4 alkyl; each R7b is independently H or C1-4 alkyl; or a pair of R7a and R7b attached to the same carbon volume are taken together with the carbon volume to form a saturated carbocyclic ring of 3 to 6 members; each R6 is independently H, cyano, C1-3 alkyl or C1-3 haloalkyl; each R8, R9a, R9b, R10 and R11 are independently H, C1-7 alkyl, C2-7 alkenyl, C2-7 alkynyl, C1-7 haloalkyl, C2-7 haloalkenyl, C3-7 cycloalkyl or C3-7 halocycloalkyl ; each R12 is independently H, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkylcarbonyl, alc

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