HRP20140196T1 - Mezoionski pesticidi - Google Patents

Mezoionski pesticidi Download PDF

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HRP20140196T1
HRP20140196T1 HRP20140196AT HRP20140196T HRP20140196T1 HR P20140196 T1 HRP20140196 T1 HR P20140196T1 HR P20140196A T HRP20140196A T HR P20140196AT HR P20140196 T HRP20140196 T HR P20140196T HR P20140196 T1 HRP20140196 T1 HR P20140196T1
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Croatia
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methyl
independently selected
ring
hydroxy
chloro
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HRP20140196AT
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Wenming Zhang
Caleb William Holyoke Jr.
Kenneth Andrew Hughes
George P. Lahm
Thomas Francis Pahutski Jr.
My-Hanh Thi Tong
Ming Xu
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E.I. Du Pont De Nemours And Company
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Publication of HRP20140196T1 publication Critical patent/HRP20140196T1/hr

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    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
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    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
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    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/32—Ingredients for reducing the noxious effect of the active substances to organisms other than pests, e.g. toxicity reducing compositions, self-destructing compositions
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    • 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
    • A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
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    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
    • A01N43/78—1,3-Thiazoles; Hydrogenated 1,3-thiazoles
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
    • A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P33/00—Antiparasitic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P33/00—Antiparasitic agents
    • A61P33/14—Ectoparasiticides, e.g. scabicides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D213/61—Halogen atoms or nitro radicals
    • C—CHEMISTRY; METALLURGY
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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/52—Two oxygen atoms
    • C07D239/54—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals
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    • 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
    • C07D401/06—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 linked by a carbon chain containing only aliphatic carbon atoms
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    • C07—ORGANIC CHEMISTRY
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    • 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
    • C07D401/12—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 linked by a chain containing hetero atoms as chain links
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    • 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
    • C07D417/06—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 linked by a carbon chain containing only aliphatic carbon atoms
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    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
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Claims (14)

1. Spoj formule 1, njegov N-oksid ili sol, [image] u kojima X je O ili S; Y je O ili S; A je O, S, NR3e ili C(R3c)=C(R3d), uz uvjet da je C(R3c)=C(R3d) grupa orijentirana tako da je atom ugljika koji je vezan za R3d vezan direktno za pirimidinij prsten formule 1; Z je direktna veza, O, S(O)n, NR6, C(R7)2O, OC(R7)2, C(=X1), C(=X1)E, EC(=X1), C(=NOR8) ili C(=NN(R6)2); X1 jeO, S ili NR9; E je O, S ili NR9a; R1 je3- do 10-člani prsten ili 7- do 11-člani sustav prstena, pri čemu svaki prsten ili sustav prstena sadrži članove prstena koji su izabrani od atoma ugljika i do 4 heteroatoma nezavisno izabrana od maksimalno 2 O, maksimalno 2 S i maksimalno 4 N, gdje su maksimalno 3 atoma ugljika koji su članovi prstena nezavisno izabrani od C(=O) i C(=S) i članovi prstena atomi sumpora su nezavisno izabrani od S(=O)u(=NR24)z, pri čemu je svaki prsten ili sustav prstena izborno supstituiran sa do 5 supstituenata nezavisno izabrana od R14; R2 je H, halogen, cijano, hidroksi, amino, nitro, OCN, SCN, CHO, C(=O)OH, C(=O)NH2, C(=S)NH2, SO2NH2, C(=O)R10, C(=O)OR18, NHR18, NR18R19, C(=O)NR21R19, C(=S)NR21R19, SO2NR21R19, OC(=O)R2a, OC(=O)OR18, OC(=O)NR21R19, N(R21)C(=O)R21, N(R21)C(=O)OR19, N(R21)C(=O)NR21R22, OSO2R18, OSO2NR21R22, NR21SO2R18, NR21SO2NR21R22 ili Si(R18R19R20); ili C1-C8 alkil, C2-C8 alkenil, C2-C8 alkinil, C3-C10 cikloalkil, C4-C10 alkilcikloalkil, C4-C10 cikloalkilalkil, C6-C14 cikloalkilcikloalkil, C5-C10 alkilcikloalkilalkil, C3-C8 cikloalkenil, C1-C8 alkoksi, C3-C8 cikloalkoksi, C4-C10 cikloalkilalkoksi, C2-C8 alkeniloksi, C2-C8 alkiniloksi, C1-C8 alkiltio, C1-C8 alkilsulfinil, C1-C8 alkilsulfonil, C3-C8 cikloalkiltio, C3-C8 cikloalkilsulfinil, C3-C8 cikloalkilsulfonil, C4-C10 cikloalkilalkiltio, C4-C10 cikloalkilalkilsulfinil, C4-C10 cikloalkilalkilsulfonil, C2-C8 alkeniltio, C2-C8 alkenilsulfinil, C2-C8 alkenilsulfonil, C2-C8 alkiniltio, C2-C8 alkinilsulfinil ili C2-C8 alkinilsulfonil, pri čemu je svaki nesupstituiran ili supstituiran sa najmanje jednim supstituentom nezavisno izabranim iz grupe koju čine halogen, cijano, nitro, CHO, C(=O)OH, C(=O)NH2, C(=O)R10, C(=O)OR11, C(=O)NR12R13, OR11, S(O)nR10, SO2NR12R13 i Si(R10)3; ili 3- do 10-člani prsten ili 7- do 11-člani sustav prstena, pri čemu svaki prsten ili sustav prstena sadrži članove prstena koji su izabrani od atoma ugljika i do 4 heteroatoma nezavisno izabrana od maksimalno 2 O, maksimalno 2 S i maksimalno 4 N, gdje su maksimalno 3 atoma ugljika koji su članovi prstena nezavisno izabrani od C(=O) i C(=S) i članovi prstena atomi sumpora su nezavisno izabrani od S(=O)u(=NR24)z, pri čemu je svaki prsten ili sustav prstena izborno supstituiran sa do 5 supstituenata nezavisno izabrana od R15; R3a, R3b, R3c i R3d su nezavisno H, halogen, cijano, hidroksi, amino, nitro, SF5, OCN, SCN, CHO, C(=O)OH, C(=O)NH2, C(=S)NH2, SO2NH2, C(=O)R18, C(=O)OR18, NHR18, NR18R19, C(=O)NR21R19, C(=S)NR21R19, SO2NR21R19, OC(=O)R21, OC(=O)OR18, OC(=O)NR21R19, N(R21)C(=O)R21, N(R21)C(=O)OR19, N(R21)C(=O)NR21R22, OSO2R18, OSO2NR21R22, NR21SO2R18, NR21SO2NR21R22, Si(R18R19R20) ili Z1Qt; ili C1-C8 alkil, C2-C8 alkenil, C2-C8 alkinil, C3-C10 cikloalkil, C4-C10 alkilcikloalkil, C4-C10 cikloalkilalkil, C6-C14 cikloalkilcikloalkil, C5-C10 alkilcikloalkilalkil, C3-C8 cikloalkenil, C1-C8 alkoksi, C3-C8 cikloalkoksi, C4-C10 cikloalkilalkoksi, C2-C8 alkeniloksi, C2-C8 alkiniloksi, C1-C8 alkiltio, C1-C8 alkilsulfinil, C1-C8 alkilsulfonil, C3-C8 cikloalkiltio, C3-C8 cikloalkilsulfinil, C3-C8 cikloalkilsulfonil, C4-C10 cikloalkilalkiltio, C4-C10 cikloalkilalkilsulfinil, C4-C10 cikloalkilalkilsulfonil, C2-C8 alkeniltio, C2-C8 alkenilsulfinil, C2-C8 alkenilsulfonil, C2-C8 alkiniltio, C2-C8 alkinilsulfinil ili C2-C8 alkinilsulfonil, pri čemu je svaki nesupstituiran ili supstituiran sa najmanje jednim supstituentom koji je nezavisno izabran od R17; ili R3a i R3b, ili R3b i R3c, ili R3c i R3d su uzeti zajedno sa susjednim atomima ugljika za koje su vezani tako da formiraju 5- do 7-člani karbociklični ili heterociklični prsten, pri čemu svaki prsten sadrži članove prstena izabrane od atoma ugljika i do 3 heteroatoma nezavisno izabrana od maksimalno 2 O, maksimalno 2 S i maksimalno 3 N, gdje su do 2 člana prstena atoma ugljika izabrana od C(=O) i C(=S) i članovi prstena atomi sumpora su nezavisno izabrani od S(=O)n, pri čemu je svaki prsten izborno supstituiran sa do 3 supstituenta nezavisno izabrana iz grupe koju čine halogen, cijano, hidroksi, amino, nitro, C(=O)OH, C(=O)NH2, SO2NH2, C1-C4 alkil, C1-C4 haloalkil, C2-C4 alkenil, C2-C4 haloalkenil, C2-C4 alkinil, C2-C4 haloalkinil, C3-C7 cikloalkil, C3-C7 halocikloalkil, C4-C8 alkilcikloalkil, C4-C8 haloalkilcikloalkil, C4-C8 cikloalkilalkil, C4-C8 halocikloalkilalkil, C1-C6 alkoksi, C1-C6 haloalkoksi, C2-C6 alkoksikarbonil, C2-C6 haloalkoksikarbonil, C2-C6 alkilkarbonil i C2-C6 haloalkilkarbonil; R3e jeH, hidroksi, amino, CHO, C(=O)NH2, C(=S)NH2, SO2NH2, C(=O)R18, C(=O)OR18, NHR18, NR18R19, C(=O)NR21R19, C(=S)NR21R19, SO2NR21R19, OC(=O)R21, OC(=O)OR18, OC(=O)NR21R19, N(R21)C(=O)R21, N(R21)C(=O)OR19, N(R21)C(=O)NR21R22, OSO2R18, OSO2NR21R22, NR21SO2R18, NR21SO2NR21R22, Si(R18R19R20) ili Z1Qt; ili C1-C8 alkil, C2-C8 alkenil, C2-C8 alkinil, C3-C10 cikloalkil, C4-C10 alkilcikloalkil, C4-C10 cikloalkilalkil, C6-C14 cikloalkilcikloalkil, C5-C10 alkilcikloalkilalkil, C3-C8 cikloalkenil, C1-C8 alkoksi, C3-C8 cikloalkoksi, C4-C10 cikloalkilalkoksi, C2-C8 alkeniloksi, C2-C8 alkiniloksi, C1-C8 alkilsulfinil, C1-C8 alkilsulfonil, C3-C8 cikloalkilsulfinil, C3-C8 cikloalkilsulfonil, C4-C10 cikloalkilalkilsulfinil, C4-C10 cikloalkilalkilsulfonil, C2-C8 alkenilsulfinil, C2-C8 alkenilsulfonil, C2-C8 alkinilsulfinil ili C2-C8 alkinilsulfonil, pri čemu je svaki nesupstituiran ili supstituiran sa najmanje jednim supstituentom koji je nezavisno izabran od R17; ili R3e i R3b su uzeti zajedno sa susjednim atomima ugljika za koje su vezani tako da formiraju 5- do 7-člani karbociklični ili heterociklični prsten, pri čemu svaki prsten sadrži članove prstena izabrane od atoma ugljika i do 3 heteroatoma nezavisno izabrana od maksimalno 2 O, maksimalno 2 S i maksimalno 3 N, gdje su do 2 člana prstena atoma ugljika izabrana od C(=O) i C(=S) i članovi prstena atomi sumpora su nezavisno izabrani od S(=O)n, pri čemu je svaki prsten izborno supstituiran sa do 3 supstituenta nezavisno izabrana iz grupe koju čine halogen, cijano, hidroksi, amino, nitro, C(=O)OH, C(=O)NH2, SO2NH2, C1-C4 alkil, C1-C4 haloalkil, C2-C4 alkenil, C2-C4 haloalkenil, C2-C4 alkinil, C2-C4 haloalkinil, C3-C7 cikloalkil, C3-C7 halocikloalkil, C4-C8 alkilcikloalkil, C4-C8 haloalkilcikloalkil, C4-C8 cikloalkilalkil, C4-C8 halocikloalkilalkil, C1-C6 alkoksi, C1-C6haloalkoksi, C2-C6 alkoksikarbonil, C2-C6 haloalkoksikarbonil, C2-C6 alkilkarbonil i C2-C6 haloalkilkarbonil; svaki R4 i R5 jenezavisno H, halogen, cijano, hidroksi, amino, nitro, OCN, SCN, CHO, C(=O)OH, C(=O)NH2, C(=S)NH2 ili SO2NH2; ili C1-C6 alkil, C2-C6 alkenil, C2-C6 alkinil, C3-C8 cikloalkil, C4-C8 alkilcikloalkil, C4-C8 cikloalkilalkil, C6-C12 cikloalkilcikloalkil, C5-C8 alkilcikloalkilalkil, C3-C6 cikloalkenil, C1-C6 alkoksi, C3-C6 cikloalkoksi, C4-C8 cikloalkilalkoksi, C2-C6 alkeniloksi ili C2-C6 alkiniloksi, pri čemu je svaki nesupstituiran ili supstituiran sa najmanje jednim supstituentom nezavisno izabranim iz grupe koju čine halogen, cijano, nitro, CHO, C(=O)OH, C(=O)NH2, C(=O)R10, C(=O)OR11, C(=O)NR12R13, OR11, S(O)nR10, SO2NR12R13 i Si(R10)3; ili R4 i R5 su uzeti zajedno sa atomom ugljika za koji su vezani tako da formiraju 3- do 7-člani prsten koji sadrži članove prstena izabrane od atoma ugljika i do 2 heteroatoma nezavisno izabrana od jednog O, jednog S i do 2 N, gdje su do 2 člana prstena atoma ugljika izabrana od C(=O) i C(=S) i atom sumpora član prstena je izabran od S, S(O) ili S(O)2, pri čemu je navedeni prsten izborno supstituiran sa do 4 supstituenta nezavisno izabrana iz grupe koju čine halogen, cijano i C1-C4 alkil; svaki R6 je nezavisno H; ili C1-C6 alkil, C2-C6 alkenil, C2-C6 alkinil, C3-C8 cikloalkil, C4-C8 alkilcikloalkil, C4-C8 cikloalkilalkil, C6-C10 cikloalkilcikloalkil, C5-C10 alkilcikloalkilalkil, C3-C6 cikloalkenil, C2-C6 alkilkarbonil ili C2-C6 alkoksikarbonil, pri čemu je svaki nesupstituiran ili supstituiran sa najmanje jednim supstituentom nezavisno izabranim iz grupe koju čine halogen, cijano, nitro, CHO, C(=O)OH, C(=O)NH2, C(=O)R10, C(=O)OR11, C(=O)NR12R13, OR11, S(O)nR10, SO2NR12R13 i Si(R10)3; ili dva R6 supstituenta su uzeta zajedno sa atomom dušika za koji su vezani tako da formiraju 3- do 7-člani prsten koji sadrži članove prstena izabrane od atoma ugljika i do 2 heteroatoma nezavisno izabrana od jednog O, jednog S i do 2 N, gdje su do 2 člana prstena atoma ugljika izabrana od C(=O) i C(=S) i atom sumpora član prstena je izabran od S, S(O) ili S(O)2, pri čemu je navedeni prsten izborno supstituiran sa do 4 supstituenta nezavisno izabrana iz grupe koju čine halogen, cijano i C1-C4 alkil; svaki R7 i R8 jenezavisno H; ili C1-C6 alkil, C2-C6 alkenil, C2-C6 alkinil, C3-C8 cikloalkil, C4-C8 alkilcikloalkil, C4-C8 cikloalkilalkil, C6-C10 cikloalkilcikloalkil, C5-C10 alkilcikloalkilalkil, C3-C6 cikloalkenil, C2-C6 alkilkarbonil ili C2-C6 alkoksikarbonil, pri čemu je svaki nesupstituiran ili supstituiran sa najmanje jednim supstituentom nezavisno izabranim iz grupe koju čine halogen, cijano, nitro, CHO, C(=O)OH, C(=O)NH2, C(=O)R10, C(=O)OR11, C(=O)NR12R13, OR11, S(O)nR10, SO2NR12R13 i Si(R10)3; svaki R9 je nezavisno C1-C6 alkil, C2-C6 alkenil, C2-C6 alkinil, C3-C8 cikloalkil, C4-C8 alkilcikloalkil, C4-C8 cikloalkilalkil, C6-C10 cikloalkilcikloalkil, C5-C10 alkilcikloalkilalkil, C3-C6 cikloalkenil, C2-C6 alkilkarbonil ili C2-C6 alkoksikarbonil, pri čemu je svaki nesupstituiran ili supstituiran sa najmanje jednim supstituentom nezavisno izabranim iz grupe koju čine halogen, cijano, nitro, CHO, C(=O)OH, C(=O)NH2, C(=O)R10, C(=O)OR11, C(=O)NR12R13, OR11, S(O)nR10, SO2NR12R13 i Si(R10)3; svaki R9a je nezavisno H; ili C1-C6 alkil, C2-C6 alkenil, C2-C6 alkinil, C3-C8 cikloalkil, C4-C8 alkilcikloalkil, C4-C8 cikloalkilalkil, C6-C10 cikloalkilcikloalkil, C5-C10 alkilcikloalkilalkil, C3-C6 cikloalkenil, C2-C6 alkilkarbonil ili C2-C6 alkoksikarbonil, pri čemu je svaki nesupstituiran ili supstituiran sa najmanje jednim supstituentom nezavisno izabranim iz grupe koju čine halogen, cijano, nitro, CHO, C(=O)OH, C(=O)NH2, C(=O)R10, C(=O)OR11, C(=O)NR12R13, OR11, S(O)nR10, SO2NR12R13 i Si(R10)3; svaki R10 i R11 je nezavisno C1-C6 alkil, C2-C6 alkenil, C2-C6 alkinil, C3-C8 cikloalkil, C4-C8 alkilcikloalkil, C4-C8 cikloalkilalkil, C6-C10 cikloalkilcikloalkil, C5-C10 alkilcikloalkilalkil ili C3-C6 cikloalkenil, pri čemu je svaki nesupstituiran ili supstituiran sa najmanje jednim supstituentom nezavisno izabranim iz grupe koju čine halogen, cijano, nitro, CHO, C(=O)OH, C(=O)NH2, C1-C4 alkoksi, C1-C4 haloalkoksi, C1-C4 alkiltio, C1-C4 alkilsulfinil, C1-C4 alkilsulfonil, C1-C4 haloalkiltio, C1-C4 haloalkilsulfonil, C1-C4 haloalkilsulfonil, C1-C4 alkilamino, C2-C8 dialkilamino, C3-C6 cikloalkilamino, C2-C4 alkoksialkil, C2-C4 alkilkarbonil, C2-C6 alkoksikarbonil, C2-C6 alkilkarboniloksi, C2-C6 alkilkarboniltio, C2-C6 alkilaminokarbonil, C3-C8 dialkilaminokarbonil i C3-C6 trialkilsilil; ili fenil ili 5- ili 6-člani heteroaromatični prsten, pri čemu je svaki nesupstituiran ili supstituiran sa najmanje jednim supstituentom nezavisno izabranim iz grupe koju čine C1-C6 alkil, C1-C6 haloalkil, C2-C6 alkenil, C2-C6 alkinil, C3-C8 cikloalkil, C4-C8 alkilcikloalkil, C4-C8 cikloalkilalkil, C6-C10 cikloalkilcikloalkil, C5-C10 alkilcikloalkilalkil, C3-C6 cikloalkenil, halogen, cijano, nitro, CHO, C(=O)OH, C(=O)NH2, C1-C4 alkoksi, C1-C4 haloalkoksi, C1-C4 alkiltio, C1-C4 alkilsulfinil, C1-C4 alkilsulfonil, C1-C4 haloalkiltio, C1-C4 haloalkilsulfinil, C1-C4 haloalkilsulfonil, C1-C4 alkilamino, C2-C8 dialkilamino, C3-C6 cikloalkilamino, C2-C4 alkoksialkil, C2-C4 alkilkarbonil, C2-C6alkoksikarbonil, C2-C6 alkilkarboniloksi, C2-C6 alkilkarboniltio, C2-C6 alkilaminokarbonil, C3-C8 dialkilaminokarbonil i C3-C6 trialkilsilil; svaki R12 i R13 jenezavisno C1-C6 alkil, C2-C6 alkenil, C2-C6 alkinil, C3-C8 cikloalkil, C4-C8 alkilcikloalkil, C4-C8 cikloalkilalkil, C6-C10 cikloalkilcikloalkil, C5-C10 alkilcikloalkilalkil ili C3-C6 cikloalkenil, pri čemu je svaki nesupstituiran ili supstituiran sa najmanje jednim supstituentom nezavisno izabranim iz grupe koju čine halogen, cijano, nitro, CHO, C(=O)OH, C(=)NH2, C1-C4 alkoksi, C1-C4 haloalkoksi, C1-C4 alkiltio, C1-C4 alkilsulfinil, C1-C4 alkilsulfonil, C1-C4 haloalkiltio, C1-C4 haloalkilsulfinil, C1-C4 haloalkilsulfonil, C1-C4 alkilamino, C2-C8 dialkilamino, C3-C6 cikloalkilamino, C2-C4 alkoksialkil, C2-C4 alkilkarbonil, C2-C6 alkoksikarbonil, C2-C6 alkilkarboniloksi, C2-C6 alkilkarboniltio, C2-C6 alkilaminokarbonil, C3-C8 dialkilaminokarbonil i C3-C6 trialkilsilil; ili fenil ili 5- ili 6-člani heteroaromatični prsten, pri čemu je svaki nesupstituiran ili supstituiran sa najmanje jednim supstituentom nezavisno izabranim iz grupe koju čine C1-C6 alkil, C1-C6 haloalkil, C2-C6 alkenil, C2-C6 alkinil, C3-C8 cikloalkil, C4-C8 alkilcikloalkil, C4-C8 cikloalkilalkil, C6-C10 cikloalkilcikloalkil, C5-C10 alkilcikloalkilalkil, C3-C6 cikloalkenil, halogen, cijano, nitro, CHO, C(=O)OH, C(=O)NH2, C1-C4 alkoksi, C1-C4 haloalkoksi, C1-C4 alkiltio, C1-C4 alkilsulfinil, C1-C4 alkilsulfonil, C1-C4 haloalkiltio, C1-C4 haloalkilsulfinil, C1-C4 haloalkilsulfonil, C1-C4 alkilamino, C2-C8 dialkilamino, C3-C6 cikloalkilamino, C2-C4 alkoksialkil, C2-C4 alkilkarbonil, C2-C6 alkoksikarbonil, C2-C6 alkilkarboniloksi, C2-C6 alkilkarboniltio, C2-C6 alkilaminokarbonil, C3-C8 dialkilaminokarbonil i C3-C6 trialkilsilil; ili R12 i R13 su uzeti zajedno sa atomom dušika za koji su vezani tako da formiraju 3- do 7-člani prsten koji sadrži članove prstena izabrane od atoma ugljika i do 2 heteroatoma nezavisno izabrana od jednog O, jednog S i do 2 N, gdje su do 2 člana prstena atoma ugljika izabrana od C(=O) i C(=S) i atom sumpora član prstena je izabran od S, S(O) ili S(O)2, pri čemu je navedeni prsten izborno supstituiran sa do 4 supstituenta nezavisno izabrana iz grupe koju čine halogen, cijano i C1-C4 alkil; svaki R14 je nezavisno halogen, cijano, hidroksi, amino, nitro, SF5, OCN, SCN, CHO, C(=O)OH, C(=O)NH2, C(=S)NH2, SO2NH2, C(=O)R18, C(=O)OR18, NHR18, NR18R19, C(=O)NR21R19, C(=O)NR21NR22R23, C(=S)NR21R19, SO2NR21R19, OC(=O)R21, OC(=O)OR18, OC(=O)NR21R19, N(R21)C(=O)R21, N(R21)C(=O)OR19, N(R21)C(=O)NR21R22, OSO2R18, OSO2NR21R22, NR21SO2R18, NR21SO2NR21R22, Si(R18R19R20), C(=NR21)R22, C(=NOR21)R22, C(=NNR21R22)R23, C(=NN(C(=O)R19)R21)R22, C(=NN(C(=O)OR19)R21)R22, ON=CR21R22, ONR21R22, S(=O)(=NR21)R22, SO2NR21C(=O)NR22R23, P(=X2)R18R19, OP(=X2)R18R19, OP(=X2)(OR18)R19, OP(=X2)(OR18)OR19, N=CR21R22, NR21N=CR22R23, NR21NR22R23, NR21C(=X2)NR22R23, NR21C(=NR21)NR22R23, NR21NR21C(=X2)NR22R23, NR21NR21SO2NR22R23, Z1Qt ili Z1QiZ1Qt; ili C1-C8 alkil, C2-C8 alkenil, C2-C8 alkinil, C3-C10 cikloalkil, C4-C10 alkilcikloalkil, C4-C10 cikloalkilalkil, C6-C14 cikloalkilcikloalkil, C5-C10 alkilcikloalkilalkil, C3-C8 cikloalkenil, C1-C8 alkoksi, C3-C8 cikloalkoksi, C4-C10 cikloalkilalkoksi, C2-C8 alkeniloksi, C2-C8 alkiniloksi, C1-C8 alkiltio, C1-C8 alkilsulfinil, C1-C8 alkilsulfonil, C3-C8 cikloalkiltio, C3-C8 cikloalkilsulfinil, C3-C8 cikloalkilsulfonil, C4-C10 cikloalkilalkiltio, C4-C10 cikloalkilalkilsulfinil, C4-C10 cikloalkilalkilsulfonil, C2-C8 alkeniltio, C2-C8 alkenilsulfinil, C2-C8 alkenilsulfonil, C2-C8 alkiniltio, C2-C8 alkinilsulfinil ili C2-C8 alkinilsulfonil, pri čemu je svaki nesupstituiran ili supstituiran sa najmanje jednim supstituentom koji je nezavisno izabran od R17; ili dva R14 supstituenta na susjednim atomima u prstenu su uzeta zajedno sa susjednim atomima u prstenu tako da formiraju 5- do 7-člani karbociklični ili heterociklični prsten, pri čemu svaki prsten sadrži članove prstena izabrane od atoma ugljika i do 3 heteroatoma nezavisno izabrana od maksimalno 2 O, maksimalno 2 S i maksimalno 3 N, gdje su do 2 člana prstena atoma ugljika izabrana od C(=O) i C(=S) i članovi prstena atomi sumpora su nezavisno izabrani od S(=O)n, pri čemu je svaki prsten izborno supstituiran sa do 3 supstituenta nezavisno izabrana iz grupe koju čine halogen, cijano, hidroksi, amino, nitro, C(=O)OH, C(=O)NH2, SO2NH2, C1-C4 alkil, C1-C4 haloalkil, C2-C4 alkenil, C2-C4 haloalkenil, C2-C4 alkinil, C2-C4 haloalkinil, C3-C7 cikloalkil, C3-C7 halocikloalkil, C4-C8 alkilcikloalkil, C4-C8 haloalkilcikloalkil, C4-C8 cikloalkilalkil, C4-C8 halocikloalkilalkil, C1-C6 alkoksi, C1-C6 haloalkoksi, C2-C6 alkoksikarbonil, C2-C6 haloalkoksikarbonil, C2-C6 alkilkarbonil i C2-C6 haloalkilkarbonil; svaki X2 je nezavisno O ili S; svaki Z1 je nezavisno direktna veza, O, S(O)n, NR6, C(R7)2, C(R7) =C(R7), C=C, C(R7)2O, OC(R7)2, C(=X1), C(=X1)E, EC(=X1), C(=NOR8) ili C(=NN(R6)2); svaki Qi je nezavisno 3- do 10-člani prsten ili 7- do 11-člani sustav prstena, pri čemu svaki prsten ili sustav prstena sadrži članove prstena koji su izabrani od atoma ugljika i do 4 heteroatoma nezavisno izabrana od maksimalno 2 O, maksimalno 2 S i maksimalno 4 N, gdje su maksimalno 3 atoma ugljika koji su članovi prstena nezavisno izabrani od C(=O) i C(=S) i članovi prstena atomi sumpora su nezavisno izabrani od S(=O)u(=NR24)z, pri čemu je svaki prsten ili sustavprstena izborno supstituiran sa do 4 supstituenta nezavisno izabrana iz grupe koju čine halogen, cijano, nitro, CHO, C(=O)OH, C(=O)NH2, C(=O)R10, C(=O)OR11, C(=O)NR12R13, OR11, S(O)nR10, SO2NR12R13, Si(R10)3 i R16; svaki Qt je nezavisno 3- do 10-člani prsten ili 7- do 11-člani sustav prstena, pri čemu svaki prsten ili sustav prstena sadrži članove prstena koji su izabrani od atoma ugljika i do 4 heteroatoma nezavisno izabrana od maksimalno 2 O, maksimalno 2 S i maksimalno 4 N, gdje su maksimalno 3 atoma ugljika koji su članovi prstena nezavisno izabrani od C(=O) i C(=S) i članovi prstena atomi sumpora su nezavisno izabrani od S(=O)u(=NR24)z, pri čemu je svaki prsten ili sustav prstena izborno supstituiran sa do 5 supstituenata nezavisno izabrana iz grupe koju čine halogen, cijano, nitro, CHO, C(=O)OH, C(=O)NH2, C(=O)R10, C(=O)OR11, C(=O)NR12R13, C(=O)NR21NR22R23, OR11, S(O)nR10, SO2NR12R13, S(=O)(=NR21)R22, Si(R10)3 i R16; svaki R15 je nezavisno halogen, cijano, hidroksi, amino, nitro, SF5, OCN, SCN, CHO, C(=O)OH, C(=O)NH2, C(=S)NH2, SO2NH2, C(=O)R18, C(=O)OR18, NHR18, NR18R19, C(=O)NR21R19, C(=O)NR21NR22R23, C(=S)NR21R19, SO2NR21R19, S(=O)(=NR21)R22, OC(=O)R21, OC(=O)OR18, OC(=O)NR21R19, N(R21)C(=O)R21, N(R21)C(=O)OR19, N(R21)C(=O)NR21R22, OSO2R18, OSO2NR21R22, NR21SO2R18, NR21SO2NR21R22, Si(R18R19R20) ili Z1Qt; ili C1-C8 alkil, C2-C8 alkenil, C2-C8 alkinil, C3-C10 cikloalkil, C4-C10 alkilcikloalkil, C4-C10 cikloalkilalkil, C6-C14 cikloalkilcikloalkil, C5-C10 alkilcikloalkilalkil, C3-C8 cikloalkenil, C1-C8 alkoksi, C3-C8 cikloalkoksi, C4-C10 cikloalkilalkoksi, C2-C8 alkeniloksi, C2-C8 alkiniloksi, C1-C8 alkiltio, C1-C8 alkilsulfinil, C1-C8 alkilsulfonil, C3-C8 cikloalkiltio, C3-C8 cikloalkilsulfinil, C3-C8 cikloalkilsulfonil, C4-C10 cikloalkilalkiltio, C4-C10 cikloalkilalkilsulfinil, C4-C10 cikloalkilalkilsulfonil, C2-C8 alkeniltio, C2-C8 alkenilsulfinil, C2-C8 alkenilsulfonil, C2-C8 alkiniltio, C2-C8 alkinilsulfinil ili C2-C8 alkinilsulfonil, pri čemu je svaki nesupstituiran ili supstituiran sa najmanje jednim supstituentom koji je nezavisno izabran od R17; ili dva R15 supstituenta na susjednim atomima u prstenu su uzeta zajedno sa susjednim atomima u prstenu tako da formiraju 5- do 7-člani karbociklični ili heterociklični prsten, pri čemu svaki prsten sadrži članove prstena izabrane od atoma ugljika i do 3 heteroatoma nezavisno izabrana od maksimalno 2 O, maksimalno 2 S i maksimalno 3 N, gdje su do 2 člana prstena atoma ugljika izabrana od C(=O) i C(=S) i članovi prstena atomi sumpora su nezavisno izabrani od S(=O)n, pri čemu je svaki prsten izborno supstituiran sa do 3 supstituenta nezavisno izabrana iz grupe koju čine halogen, cijano, hidroksi, amino, nitro, C(=O)OH, C(=O)NH2, SO2NH2, C1-C4 alkil, C1-C4haloalkil, C2-C4 alkenil, C2-C4 haloalkenil, C2-C4 alkinil, C2-C4 haloalkinil, C3-C7 cikloalkil, C3-C7 halocikloalkil, C4-C8 alkilcikloalkil, C4-C8 haloalkilcikloalkil, C4-C8 cikloalkilalkil, C4-C8 halocikloalkilalkil, C1-C6 alkoksi, C1-C6 haloalkoksi, C2-C6 alkoksikarbonil, C2-C6 haloalkoksikarbonil, C2-C6 alkilkarbonil i C2-C6 haloalkilkarbonil; svaki R16 jenezavisno C1-C6 alkil, C2-C6 alkenil, C2-C6 alkinil, C3-C8 cikloalkil, C4-C8 alkilcikloalkil, C4-C8 cikloalkilalkil, C6-C10 cikloalkilcikloalkil, C5-C10 alkilcikloalkilalkil ili C3-C6 cikloalkenil, pri čemu je svaki nesupstituiran ili supstituiran sa najmanje jednim supstituentom nezavisno izabranim iz grupe koju čine halogen, cijano, nitro, CHO, C(=O)OH, C(=O)NH2, C1-C4 alkoksi, C1-C4 haloalkoksi, C1-C4 alkiltio, C1-C4 alkilsulfinil, C1-C4 alkilsulfonil, C1-C4 haloalkiltio, C1-C4 haloalkilsulfinil, C1-C4 haloalkilsulfonil, C1-C4 alkilamino, C2-C8 dialkilamino, C3-C6 cikloalkilamino, C2-C4 alkoksialkil, C2-C4 alkilkarbonil, C2-C6 alkoksikarbonil, C2-C6 alkilkarboniloksi, C2-C6 alkilkarboniltio, C2-C6 alkilaminokarbonil, C3-C8 dialkilaminokarbonil i C3-C6 trialkilsilil; ili fenil ili 5- ili 6-člani heteroaromatični prsten, pri čemu je svaki nesupstituiran ili supstituiran sa najmanje jednim supstituentom nezavisno izabranim iz grupe koju čine C1-C6 alkil, C2-C6 alkenil, C2-C6 alkinil, C3-C8 cikloalkil, C4-C8 alkilcikloalkil, C4-C8 cikloalkilalkil, C6-C10 cikloalkilcikloalkil, C5-C10 alkilcikloalkilalkil, C3-C6 cikloalkenil, halogen, cijano, nitro, CHO, C(=O)OH, C(=O)NH2, C1-C4 alkoksi, C1-C4 haloalkoksi, C1-C4 alkiltio, C1-C4 alkilsulfinil, C1-C4 alkilsulfonil, C1-C4 haloalkiltio, C1-C4 haloalkilsulfinil, C1-C4 haloalkilsulfonil, C1-C4 alkilamino, C2-C8 dialkilamino, C3-C6 cikloalkilamino, C2-C4 alkoksialkil, C2-C4 alkilkarbonil, C2-C6 alkoksikarbonil, C2-C6 alkilkarboniloksi, C2-C6 alkilkarboniltio, C2-C6 alkilaminokarbonil, C3-C8 dialkilaminokarbonil i C3-C6 trialkilsilil; svaki R17 je nezavisno halogen, cijano, nitro, OH, CHO, C(=O)OH, C(=O)NH2, C(=O)R10, C(=O)OR11, C(=O)NR12R13, OR11, S(O)nR10, SO2NR12R13, Si(R10)3 ili Z1Qt; svaki R18, R19 i R20 je nezavisno Qt; ili C1-C6 alkil, C2-C6 alkenil, C2-C6 alkinil, C3-C8 cikloalkil, C4-C8 alkilcikloalkil, C4-C8 cikloalkilalkil, C6-C10 cikloalkilcikloalkil, C5-C10 alkilcikloalkilalkil ili C3-C6 cikloalkenil, pri čemu je svaki nesupstituiran ili supstituiran sa najmanje jednim supstituentom koji je nezavisno izabran od R17; svaki R21 je nezavisno Qt ili H; ili C1-C6 alkil, C2-C6 alkenil, C2-C6 alkinil, C3-C8 cikloalkil, C4-C8 alkilcikloalkil, C4-C8 cikloalkilalkil, C6-C10 cikloalkilcikloalkil, C5-C10 alkilcikloalkilalkil ili C3-C6 cikloalkenil, pri čemu je svaki nesupstituiran ili supstituiran sa najmanje jednim supstituentom koji je nezavisno izabran od R17; svaki R22 i R23 je nezavisno Qt ili H; ili C1-C6 alkil, C2-C6 alkenil, C2-C6 alkinil, C3-C8 cikloalkil, C4-C8 alkilcikloalkil, C4-C8 cikloalkilalkil, C6-C10 cikloalkilcikloalkil, C5-C10 alkilcikloalkilalkil ili C3-C6 cikloalkenil, pri čemu je svaki nesupstituiran ili supstituiran sa najmanje jednim supstituentom koji je nezavisno izabran od R17; ili R22 i R23 su uzeti zajedno sa atomom dušika za koji su vezani tako da formiraju 3- do 7-člani prsten koji sadrži članove prstena izabrane od atoma ugljika i do 2 heteroatoma nezavisno izabrana od jednog O, jednog S i do 2 N, gdje su do 2 člana prstena atoma ugljika izabrana od C(=O) i C(=S) i atom sumpora član prstena je izabran od S, S(O) ili S(O)2, pri čemu je navedeni prsten izborno supstituiran sa do 4 supstituenta nezavisno izabrana iz grupe koju čine halogen, cijano i C1-C4 alkil; svaki R24 je nezavisno H, cijano, OCN, SCN, CHO, C(=O)OH, C(=O)NH2, C(=S)NH2, SO2NH2, C(=O)R18, C(=O)OR18, NHR18, NR18R19, C(=O)NR21R19, C(=S)NR21R19, SO2NR21R19, OC(=O)R21, OC(=O)OR18, OC(=O)NR21R19, N(R21)C(=O)R21, N(R21)C(=O)OR19, N(R21)C(=O)NR21R22, OSO2R18, OSO2NR21R22, NR21SO2R18, NR21SO2NR21R22, Si(R18R19R20) ili Z1Qt; ili C1-C8 alkil, C2-C8 alkenil, C2-C8 alkinil, C3-C10 cikloalkil, C4-C10 alkilcikloalkil, C4-C10 cikloalkilalkil, C6-C14 cikloalkilcikloalkil, C5-C10 alkilcikloalkilalkil, C3-C8 cikloalkenil, C1-C8 alkoksi, C3-C8 cikloalkoksi, C4-C10 cikloalkilalkoksi, C2-C8 alkeniloksi, C2-C8 alkiniloksi, C1-C8 alkiltio, C1-C8 alkilsulfinil, C1-C8 alkilsulfonil, C3-C8 cikloalkiltio, C3-C8 cikloalkilsulfinil, C3-C8 cikloalkilsulfonil, C4-C10 cikloalkilalkiltio, C4-C10 cikloalkilalkilsulfinil, C4-C10 cikloalkilalkilsulfonil, C2-C8 alkeniltio, C2-C8 alkenilsulfinil, C2-C8 alkenilsulfonil, C2-C8 alkiniltio, C2-C8 alkinilsulfinil ili C2-C8 alkinilsulfonil, pri čemu je svaki nesupstituiran ili supstituiran sa najmanje jednim supstituentom koji je nezavisno izabran od R17; a je 1 , 2 ili 3 ; svaki n je nezavisno 0, 1 ili 2; i u i z u svakom slučaju S(=O)u(=NR24)z su nezavisno 0, 1 ili 2, uz uvjet da je zbroj u i z u svakom slučaju S(=O)u(=NR24)z jednak 0, 1 ili 2; uz uvjet da (i) kada je A jednako O, S, NCH3 ili C(R3c)=C(R3d), R3c je H ili F, i R3d je H, F, CF2H ili CF3, tada se najmanje jedan od R3a ili R3b razlikuje od H; i (ii) spoj formule 1 se razlikuje od [image]
2. Spoj prema patentnom zahtjevu 1, naznačen time što X je O; Y je O; Z je direktna veza, C(=X1) ili C(=X1)E; X1 je O; E je O; A je C(R3c)=C(R3d) ili NR3e; R2 je C(=O)OR18; ili C1-C8 alkil izborno supstituiran halogenom; ili 3- do 10-člani prsten ili 7- do 11-člani sustav prstena, pri čemu svaki prsten ili sustav prstena sadrži članove prstena izabrane od atoma ugljika i do 4 heteroatoma nezavisno izabrana od maksimalno 2 O, maksimalno 2 S, i maksimalno 4 N, pri čemu su maksimalno 3 atoma ugljika koji su članovi prstena nezavisno izabrani od C(=O) i C(=S) i atomi sumpora koji su članovi prstena su nezavisno izabrani od S(=O)u(-NR24)z, pri čemu je svaki prsten ili sustav prstena izborno supstituiran sa maksimalno 5 supstituenata nezavisno izabrana od R15; R3a, R3b, R3c su nezavisno H ili halogen; R3d je halogen, C1-C8 alkil, C1-C8 alkoksi, C1-C8 haloalkil ili C1-C8 haloalkoksi; ili R3c i R3d su uzeti zajedno tako da formiraju 5- do 7-člani karbociklični ili heterociklični prsten, pri čemu svaki prsten sadrži članove prstena izabrane od atoma ugljika i do 3 heteroatoma nezavisno izabrana od maksimalno 2 O, maksimalno 2 S, i maksimalno 3 N, pri čemu su maksimalno 2 atoma ugljika koji su članovi prstena nezavisno izabrani od C(=O) i C(=S) i atomi sumpora koji su članovi prstena su nezavisno izabrani od S(=O)n, pri čemu je svaki prsten izborno supstituiran sa maksimalno 3 supstituenta nezavisno izabrana iz grupe koju čine halogen, cijano, hidroksi, amino, nitro, C(=O)OH, C(=O)NH2, SO2NH2, C1-C4 alkil, C1-C4 haloalkil, C2-C4 alkenil, C2-C4 haloalkenil, C2-C4 alkinil, C2-C4 haloalkinil, C3-C7 aikloalkil, C3-C7 halocikloalkil, C4-C8 alkilcikloalkil, C4-C8 haloalkilcikloalkil, C4-C8 cikloalkilalkil, C4-C8 halocikloalkilalkil, C1-C6 alkoksi, C1-C6 haloalkoksi, C2-C6 alkoksikarbonil, C2-C6 haloalkoksikarbonil, C2-C6 alkilkarbonil i C2-C6 haloalkilkarbonil; R3e je C1-C4 alkil; R4 i R5 su H; i a je 1.
3. Spoj prema patentnom zahtjevu 2, naznačen time što R1 je fenil ili 5- ili 6-člani heteroaromatični prsten, pri čemu je svaki izborno supstituiran sa do 3 supstituenta nezavisno izabrana od R14; R14 je halogen, cijano, C(=O)OR18, C(=O)NR21R19, C(=NOR21)R22 ili Z1Qt; ili C1-C8 alkil, C1-C8 alkoksi ili C1-C8 alkiltio, pri čemu je svaki izborno supstituiran halogenom; R21 je C1-C4 alkil; R22 je C1-C4 alkil; Z je direktna veza; svaki Z1 je nezavisno direktna veza ili O; i svaki Qt je nezavisno fenil ili 5- ili 6-člani heteroaromatični prsten, pri čemu je svaki izborno supstituiran sa do 5 supstituenata nezavisno izabrana iz grupe koju čine halogen, cijano, nitro, CHO, C(=O)OH, C(=O)NH2, C(=O)R10, C(=O)OR11, C(=O)NR12R13, C(=O)NR21NR22R23, OR11, S(O)nR10, SO2NR12R13, S(=O)((=NR21)R22, Si(R10)3 i R16.
4. Spoj prema patentnom zahtjevu 3, naznačen time što R2 je piridinil, pirimidinil, oksazolil ili tiazolil, pri čemu je svaki izborno supstituiran sa do 3 supstituenta nezavisno izabrana iz grupe koju čine halogen i C1-C4 alkil.
5. Spoj prema patentnom zahtjevu 4, naznačen time što R1 je fenil ili piridinil, svaki izborno supstituiran sa do 3 supstituenta nezavisno izabrana od R14; i svaki Qt je nezavisno fenil, piridinil ili pirimidinil, svaki izborno supstituiran sa do 5 supstituenata nezavisno izabranih iz grupe koju čine halogen, cijano, C1-C4 alkil, C1-C4 haloalkil, C1-C4 alkoksi i C1-C4 haloalkoksi.
6. Spoj prema patentnom zahtjevu 5, naznačen time što A je C(R3c)=C(R3d); R3a, R3b i R3c su H; i R3d je halogen, C1-C4 alkil ili C1-C4 alkoksi.
7. Spoj prema patentnom zahtjevu 1 koji je izabran iz grupe koju čine: 9-bromo-1-[(2-kloro-5-tiazolil)metil]-2-hidroksi-4-okso-3-[3-(trifluorometoksi)fenil]-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 9-bromo-1-[(2-kloro-5-tiazolil)metil]-2-hidroksi-4-okso-3-[3-(trifluorometil)fenil]-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 9-bromo-3-(3-bromofenil)-1-[(2-kloro-5-tiazolil)metil]-2-hidroksi-4-okso-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 9-bromo-1-[(2-kloro-5-tiazolil)metil)-3-[3-kloro-5-(trifluorometil)fenil]-2-hidroksi-4-okso-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 9-bromo-3-[3-kloro-2-fluoro-5-(trifluorometil)fenil]-1-[(2-kloro-5-tiazolil)metil]-2-hidroksi-4-okso-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 9-kloro-1-[(2-kloro-5-tiazolil)metil]-2-hidroksi-4-okso-3-[3-(trifluorometoksi)fenil]-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 1-[(2-kloro-5-tiazolil)metil]-2-hidroksi-9-metil-4-okso-3-[3-(trifluorometoksi)fenil]-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 1-[(2-kloro-5-tiazolil)metil]-2-hidroksi-9-metil-4-okso-3-[3-(trifluorometil)fenil]-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 1-[(2-kloro-5-tiazolil)metil]-3-(2-fluorofenil)-2-hidroksi-9-metil-4-okso-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 9-bromo-1-[(2-kloro-5-tiazolil)metil]-3-[3-kloro-5-(trifluorometoksi)fenil]-2-hidroksi-4-okso-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 1-[(2-kloro-5-tiazolil)metil]-3-[3-kloro-5-(trifluorometoksi)fenil)-2-hidroksi-9-metil-4-okso-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 1-[(2-kloro-5-tiazolil)metil]-3-(2,6-difluorofenil)-2-hidroksi-9-metil-4-okso-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 1-[(2-kloro-5-tiazolil)metil]-2-hidroksi-9-metil-4-okso-3-[3-[(trifluorometil)tio]fenil]-4H-pirido[1,2-a]pirimidinijevaunutrašnja sol; 3-(2-fluorofenil)-2-hidroksi-9-metil-4-okso-1-(5-pirimidinilmetil)-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 1-[(2-kloro-5-tiazolil)metil]-2-hidroksi-9-metil-4-okso-3-fenil-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 1-[(2-kloro-5-tiazolil)metil]-3-[2-fluoro-5-(trifluorometil)fenil]-2-hidroksi-9-metil-4-okso-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 1-[(2-kloro-5-tiazolil)metil]-3-(4-fluorofenil)-2-hidroksi-9-metil-4-okso-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 1-[(2-kloro-5-tiazolil)metil]-2-hidroksi-9-metoksi-4-okso-3-[3-(trifluorometoksi)fenil]-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 1-((2-kloro-5-tiazolil)metil]-3-[2-fluoro-5-(trifluorometil)fenil]-2-hidroksi-9-metoksi-4-okso-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 1-((2-kloro-5-tiazolil)metil]-2-hidroksi-3-[2-metoksi-5-(trifluorometoksi)fenil]-9-metil-4-okso-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 1-[(2-kloro-5-tiazolil)metil]-2-hidroksi-3-(2-metoksifenil)-9-metil-4-okso-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 3-[3-kloro-2-fluoro-5-(trifluorometil)fenil]-1-[(2-kloro-5-tiazolil)metil]-2-hidroksi-9-metil-4-okso-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 1-[(2-kloro-5-tiazolil)metil]-2-hidroksi-9-metil-4-okso-3-[4-[(trifluorometil)tio]fenil]-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 1-[(2-kloro-5-tiazolil)metil]-3-(2,4-difluorofenil)-2-hidroksi-9-metil-4-okso-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 3-(3-kloro-2-fluorofenil)-1-[(2-kloro-5-tiazolil)metil]-2-hidroksi-9-metil-4-okso-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 1-[(2-kloro-5-tiazolil)metil]-2-hidroksi-3-(3-metoksifenil)-9-metil-4-okso-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 7-bromo-1-[(2-kloro-5-tiazolil)metil]-3-[2-fluoro-3-(trifluorometil)fenil]-2-hidroksi-9-metil-4-okso-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 1-[(2-kloro-5-tiazolil)metil]-2-hidroksi-3-(3-jodofenil)-9-metil-4-okso-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 2-hidroksi-9-metil-1-[(2-metil-5-tiazolil)metil]-4-okso-3-[3-(trifluorometoksi)fenil)-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 2-hidroksi-9-metil-1-[(2-metil-5-tiazolil)metil]-4-okso-3-[3-(trifluorometil)fenil]-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 3-(2-fluorofenil)-2-hidroksi-9-metil-1-[(2-metil-5-tiazolil)metil]-4-okso-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 3-[3-bromo-5-(trifluorometil)fenil]-1-[(2-kloro-5-tiazolil)metil]-2-hidroksi-9-metil-4-okso-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 3-[3-bromo-5-(trifluorometoksi)fenil)-1-[(2-kloro-5-tiazolil)metil]-2-hidroksi-9-metil-4-okso-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 1-[(2-kloro-5-tiazolil)metil]-3-[3-kloro-5-(trifluorometil)fenil]-2-hidroksi-9-metil-4-okso-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 1-[(2-kloro-5-tiazolil)metil]-3-[3-fluoro-5-(trifluorometil)fenil]-2-hidroksi-9-metil-4-okso-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 1-[(2-kloro-5-thiazolol)metil]-2-hidroksi-3-(3-iodo-5-metoksifenil)-9-metil-4-okso-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 3-(3-bromofenil)-1-[(2-kloro-5-tiazolil)metil]-2-hidroksi-9-metil-4-okso-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 1-[(2-kloro-5-tiazolil)metil]-2-hidroksi-9-metil-4-okso-3-[3’-(trifluorometoksi)[1,1’-bifenil]-3-il]-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 1-[(2-kloro-5-tiazolil)metil]-3-(2’,5’-difluoro[1,1’-bifenil]-3-il)-2-hidroksi-9-metil-4-okso-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 3-[3-(6-kloro-3-piridinil)-5-(trifluorometoksi)fenil]-1-[(2-kloro-5-tiazolil)metil]-2-hidroksi-9-metil-4-okso-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 1-[(2-kloro-5-tiazolil)metil]-3-(2’,4’-dikloro[1,1’-bifenil]-3-il)-2-hidroksi-9-metil-4-okso-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol; 1-[(2-kloro-5-tiazolil)metil]-2-hidroksi-4-okso-3-fenil-4H-pirimido[2,1-a]izohinolinijeva unutrašnja sol; i 1-[(2-kloro-5-tiazolil)metil]-3-(3-etenilfenil)-2-hidroksi-9-metil-4-okso-4H-pirido[1,2-a]pirimidinijeva unutrašnja sol.
8. Spoj prema patentnom zahtjevu 1 koji je izabran iz grupe koju čine: [image] [image] [image] [image] [image] [image] [image] [image] [image] [image] [image] [image] [image] [image] [image] [image] [image] [image] [image] [image] [image] [image] [image] [image] [image] [image] [image] [image] [image] [image] [image] [image] [image] [image] [image] [image] [image] [image]
9. Kompozicija koja sadrži spoj prema bilo kojem od patentnih zahtjeva 1 do 8 i najmanje jednu dodatnu komponentu izabranu iz grupe koju čine surfaktanti, kruti razblaživači i tekući razblaživači.
10. Kompozicija prema patentnom zahtjevu 9 naznačena time što dalje sadrži najmanje jedan dodatni biološki aktivnispoj ili sredstvo.
11. Kompozicija prema patentnom zahtjevu 10 naznačena time što je najmanje jedan dodatni biološki aktivnispoj ili sredstvo izabrano iz grupe koju čine abamektin, acefat, acekvinocil, acetamiprid, akrinatrin, amidoflumet, amitraz, avermektin, azadirahtin, azinfos-metil, bensultap, bifentrin, bifenazat, bistrifluron, borat, buprofezin, kadusafos, karbaril, karbofuran, kartap, karzol, klorantraniliprol, klorfenapir, klorfluazuron, klorpirifos, klorpirifos-metil, kromafenozid, klofentezin, klotianidin, cijantraniliprol, ciflumetofen, ciflutrin, beta-ciflutrin, cihalotrin, gama-cihalotrin, lambda-cihalotrin, cipermetrin, alfa-cipermetrin, zeta-cipermetrin, ciromazin, deltametrin, diafentiuron, diazinon, dieldrin, diflubenzuron, dimeflutrin, dimehipo, dimetoat, dinotefuran, diofenolan, emamektin, endosulfan, esfenvalerat, etiprol, etofenproks, etoksazol, fenbutatin oksid, fenotiokarb, fenoksikarb, fenpropatrin, fenvalerat, fipronil, flonikamid, flubendiamid, flucitrinat, flufenerim, flufenoksuron, fluvalinat, tau-fluvalinat, fonofos, formetanat, fostiazat, halofenozid, heksaflumuron, heksitiazoks, hidrametilnon, imidakloprid, indoksakarb, insekticidni sapuni, isofenfos, lufenuron, malation, metaflumizon, metaldehid, metamidofos, metidation, metiodikarb, metomil, metopren, metoksihlor, metoflutrin, monokrotofos, metoksifenozid, nitenpiram, nitiazin, novaluron, noviflumuron, oksamil, paration, paration-metil, petmetrin, forat, fosalon, fosmet, fosfamidon, pirimikarb, profenofos, proflutrin, propargit, protrifenbut, pimetrozin, pirafluprol, piretrin, piridaben, piridalil, piriflukvinazon, piriprol, piriproksifen, rotenon, rijanodin, spinetoram, spinosad, spirodiklofen, spiromesifen, spirotetramat, sulprofos, sulfoksaflor, tebufenozid, tebufenpirad, teflubenzuron, teflutrin, terbufos, tetrahlorvinfos, tetrametrin, tiakloprid, tiametoksam, tiodikarb, tiosultap-natrijum, tolfenpirad, tralometrin, triazamat, trihlorfon, triflumuron, delta-endotoksini Bacillus thuringiensis, entomopatogene bakterije, entomopatogeni virusi i entomopatogene gljive.
12. Kompozicija za zaštitu životinje od parazitskog štetnog beskičmenjaka koja sadrži paraziticidno efikasnu količinu spoja prema bilo kojem od patentnih zahtjeva 1 do 8 i najmanje jedan nosač.
13. Neterapeutski postupak za kontrolu štetnog beskičmenjaka koji sadrži dovođenje u kontakt štetnog beskičmenjaka ili njegove životne sredine sa biološki efikasnom količinom spoja prema bilo kojem od patentnih zahtjeva 1 do 8.
14. Tretirano sjeme koje sadrži spoj prema bilo kojem od patentnih zahtjeva 1 do 8 u količini od oko 0.0001 do 1 težinskih % sjemena prije tretmana.
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