HRP20110092T1 - 3-(piridin-2-il)-[1,2,4]-triazini kao fungicidi - Google Patents
3-(piridin-2-il)-[1,2,4]-triazini kao fungicidi Download PDFInfo
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- HRP20110092T1 HRP20110092T1 HR20110092T HRP20110092T HRP20110092T1 HR P20110092 T1 HRP20110092 T1 HR P20110092T1 HR 20110092 T HR20110092 T HR 20110092T HR P20110092 T HRP20110092 T HR P20110092T HR P20110092 T1 HRP20110092 T1 HR P20110092T1
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- Prior art keywords
- alkyl
- triazin
- pyridine
- bis
- alkoxy
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- WVSYZJKKSDOSRC-UHFFFAOYSA-N 3-pyridin-2-yl-1,2,4-triazine Chemical class N1=CC=CC=C1C1=NC=CN=N1 WVSYZJKKSDOSRC-UHFFFAOYSA-N 0.000 title claims abstract 3
- 239000000417 fungicide Substances 0.000 title 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims abstract 17
- 150000001875 compounds Chemical class 0.000 claims abstract 16
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims abstract 15
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 14
- 239000001257 hydrogen Substances 0.000 claims abstract 14
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract 10
- -1 C3-C8-cycloalkyloxy Chemical group 0.000 claims abstract 9
- 229910052736 halogen Inorganic materials 0.000 claims abstract 9
- 150000002367 halogens Chemical class 0.000 claims abstract 9
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract 8
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract 8
- 229910052760 oxygen Inorganic materials 0.000 claims abstract 7
- 229910052717 sulfur Chemical group 0.000 claims abstract 7
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims abstract 6
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract 6
- 150000003839 salts Chemical class 0.000 claims abstract 6
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims abstract 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract 5
- 125000005842 heteroatom Chemical group 0.000 claims abstract 5
- 239000001301 oxygen Substances 0.000 claims abstract 5
- 125000001424 substituent group Chemical group 0.000 claims abstract 5
- 239000011593 sulfur Chemical group 0.000 claims abstract 5
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims abstract 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract 4
- 229910052799 carbon Inorganic materials 0.000 claims abstract 4
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims abstract 3
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims abstract 2
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims abstract 2
- HQUZNNSPOVZZOA-UHFFFAOYSA-N 3-[6-(5,6-diethyl-1,2,4-triazin-3-yl)pyridin-2-yl]-5,6-diethyl-1,2,4-triazine Chemical compound N1=C(CC)C(CC)=NN=C1C1=CC=CC(C=2N=C(CC)C(CC)=NN=2)=N1 HQUZNNSPOVZZOA-UHFFFAOYSA-N 0.000 claims abstract 2
- JCARPXJRINPRBU-UHFFFAOYSA-N 3-[6-(5,6-diheptyl-1,2,4-triazin-3-yl)pyridin-2-yl]-5,6-diheptyl-1,2,4-triazine Chemical compound N1=C(CCCCCCC)C(CCCCCCC)=NN=C1C1=CC=CC(C=2N=C(CCCCCCC)C(CCCCCCC)=NN=2)=N1 JCARPXJRINPRBU-UHFFFAOYSA-N 0.000 claims abstract 2
- DRONUKYDKZAOIH-UHFFFAOYSA-N 3-[6-(5,6-dihexyl-1,2,4-triazin-3-yl)pyridin-2-yl]-5,6-dihexyl-1,2,4-triazine Chemical compound N1=C(CCCCCC)C(CCCCCC)=NN=C1C1=CC=CC(C=2N=C(CCCCCC)C(CCCCCC)=NN=2)=N1 DRONUKYDKZAOIH-UHFFFAOYSA-N 0.000 claims abstract 2
- YFVCCSHCOVDQBH-UHFFFAOYSA-N 3-[6-(5,6-dimethyl-1,2,4-triazin-3-yl)pyridin-2-yl]-5,6-dimethyl-1,2,4-triazine Chemical compound N1=C(C)C(C)=NN=C1C1=CC=CC(C=2N=C(C)C(C)=NN=2)=N1 YFVCCSHCOVDQBH-UHFFFAOYSA-N 0.000 claims abstract 2
- KHQYLGLULVMDQH-UHFFFAOYSA-N 3-[6-(5,6-dipentyl-1,2,4-triazin-3-yl)pyridin-2-yl]-5,6-dipentyl-1,2,4-triazine Chemical compound N1=C(CCCCC)C(CCCCC)=NN=C1C1=CC=CC(C=2N=C(CCCCC)C(CCCCC)=NN=2)=N1 KHQYLGLULVMDQH-UHFFFAOYSA-N 0.000 claims abstract 2
- RTDHOCYMCCOSDL-UHFFFAOYSA-N 3-[6-(5,6-dipropyl-1,2,4-triazin-3-yl)pyridin-2-yl]-5,6-dipropyl-1,2,4-triazine Chemical compound N1=C(CCC)C(CCC)=NN=C1C1=CC=CC(C=2N=C(CCC)C(CCC)=NN=2)=N1 RTDHOCYMCCOSDL-UHFFFAOYSA-N 0.000 claims abstract 2
- CHLDATRUTBUCOG-UHFFFAOYSA-N 3-[6-[5,6-bis(2-methylpropyl)-1,2,4-triazin-3-yl]pyridin-2-yl]-5,6-bis(2-methylpropyl)-1,2,4-triazine Chemical compound N1=C(CC(C)C)C(CC(C)C)=NN=C1C1=CC=CC(C=2N=C(CC(C)C)C(CC(C)C)=NN=2)=N1 CHLDATRUTBUCOG-UHFFFAOYSA-N 0.000 claims abstract 2
- KSNLHGLFFBEWEY-UHFFFAOYSA-N 3-[6-[5,6-di(propan-2-yl)-1,2,4-triazin-3-yl]pyridin-2-yl]-5,6-di(propan-2-yl)-1,2,4-triazine Chemical compound N1=C(C(C)C)C(C(C)C)=NN=C1C1=CC=CC(C=2N=C(C(C(C)C)=NN=2)C(C)C)=N1 KSNLHGLFFBEWEY-UHFFFAOYSA-N 0.000 claims abstract 2
- 125000001054 5 membered carbocyclic group Chemical group 0.000 claims abstract 2
- ZCRLPUMMPAOALT-UHFFFAOYSA-N 5,6-dibutyl-3-[6-(5,6-dibutyl-1,2,4-triazin-3-yl)pyridin-2-yl]-1,2,4-triazine Chemical compound N1=C(CCCC)C(CCCC)=NN=C1C1=CC=CC(C=2N=C(CCCC)C(CCCC)=NN=2)=N1 ZCRLPUMMPAOALT-UHFFFAOYSA-N 0.000 claims abstract 2
- 125000004008 6 membered carbocyclic group Chemical group 0.000 claims abstract 2
- 125000001960 7 membered carbocyclic group Chemical group 0.000 claims abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract 2
- 229920006395 saturated elastomer Polymers 0.000 claims abstract 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 7
- 239000000460 chlorine Chemical group 0.000 claims 7
- 229910052801 chlorine Inorganic materials 0.000 claims 7
- 239000011737 fluorine Substances 0.000 claims 7
- 229910052731 fluorine Inorganic materials 0.000 claims 7
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 6
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims 5
- 150000003254 radicals Chemical class 0.000 claims 5
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical group C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 claims 4
- 125000000217 alkyl group Chemical group 0.000 claims 4
- 125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 claims 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 4
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 4
- 241000233866 Fungi Species 0.000 claims 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 3
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 3
- JNCMHMUGTWEVOZ-UHFFFAOYSA-N F[CH]F Chemical group F[CH]F JNCMHMUGTWEVOZ-UHFFFAOYSA-N 0.000 claims 2
- 108010081348 HRT1 protein Hairy Chemical group 0.000 claims 2
- 102100021881 Hairy/enhancer-of-split related with YRPW motif protein 1 Human genes 0.000 claims 2
- JCXJVPUVTGWSNB-UHFFFAOYSA-N Nitrogen dioxide Chemical compound O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 claims 2
- MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical compound [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- 125000001072 heteroaryl group Chemical group 0.000 claims 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 2
- 230000003032 phytopathogenic effect Effects 0.000 claims 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 1
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 1
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 claims 1
- DCALGIUSEWDLGX-UHFFFAOYSA-N 3-[6-(5,6-diethoxy-1,2,4-triazin-3-yl)pyridin-2-yl]-5,6-diethoxy-1,2,4-triazine Chemical compound N1=C(OCC)C(OCC)=NN=C1C1=CC=CC(C=2N=C(OCC)C(OCC)=NN=2)=N1 DCALGIUSEWDLGX-UHFFFAOYSA-N 0.000 claims 1
- HMBFBYXCAXOYIA-UHFFFAOYSA-N 3-[6-(5,6-dimethoxy-1,2,4-triazin-3-yl)pyridin-2-yl]-5,6-dimethoxy-1,2,4-triazine Chemical compound N1=C(OC)C(OC)=NN=C1C1=CC=CC(C=2N=C(OC)C(OC)=NN=2)=N1 HMBFBYXCAXOYIA-UHFFFAOYSA-N 0.000 claims 1
- GOHPPOSLEIONSV-UHFFFAOYSA-N 5,6-diethyl-3-(4-methoxy-6-pyridin-2-ylpyridin-2-yl)-1,2,4-triazine Chemical compound N1=C(CC)C(CC)=NN=C1C1=CC(OC)=CC(C=2N=CC=CC=2)=N1 GOHPPOSLEIONSV-UHFFFAOYSA-N 0.000 claims 1
- ISMRYDNLKNFTKS-UHFFFAOYSA-N 5,6-diethyl-3-(6-methylpyridin-2-yl)-1,2,4-triazine Chemical compound N1=C(CC)C(CC)=NN=C1C1=CC=CC(C)=N1 ISMRYDNLKNFTKS-UHFFFAOYSA-N 0.000 claims 1
- NLRUYYIIIFHTPV-UHFFFAOYSA-N 5,6-dimethyl-3-(6-methylpyridin-2-yl)-1,2,4-triazine Chemical compound CC1=CC=CC(C=2N=C(C)C(C)=NN=2)=N1 NLRUYYIIIFHTPV-UHFFFAOYSA-N 0.000 claims 1
- 125000006163 5-membered heteroaryl group Chemical group 0.000 claims 1
- 206010017533 Fungal infection Diseases 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 208000031888 Mycoses Diseases 0.000 claims 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims 1
- 239000007788 liquid Substances 0.000 claims 1
- 239000000463 material Substances 0.000 claims 1
- 239000011814 protection agent Substances 0.000 claims 1
- SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 claims 1
- 239000002689 soil Substances 0.000 claims 1
- 239000007787 solid Substances 0.000 claims 1
- ROFVEXUMMXZLPA-UHFFFAOYSA-N Bipyridyl Chemical group N1=CC=CC=C1C1=CC=CC=N1 ROFVEXUMMXZLPA-UHFFFAOYSA-N 0.000 abstract 4
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 abstract 1
- 125000005553 heteroaryloxy group Chemical group 0.000 abstract 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 abstract 1
Classifications
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- 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
-
- 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
- A01N43/707—1,2,3- or 1,2,4-triazines; Hydrogenated 1,2,3- or 1,2,4-triazines
-
- 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
- C07D401/14—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 three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
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- 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
- C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
3-(piridin-2-il)-[1,2,4]-triazinski spojevi opće formule Inaznačeni time što: R1, R2 označavaju nezavisno jedan od drugog OH, halogen, NO2, NH2, C1-C8-alkil, C1-C8-alkoksi, C1-C8-halogenalkil,C1-C8-halogenalkoksi, C1-C8-alkilamino ili di(C1-C8-alkil)amino, ili zajedno sa atomima ugljika za koje su vezani mogu obrazovati zasićeni 5-, 6- ili 7-karbociklus ili heterociklus, koji pored ugljičnih članova prstena ima i jedan ili dva heteroatoma izabrana iz grupe koja se sastoji od kisika i sumpora, pri čemu su karbociklus i heterociklus nesupstituirani ili imaju 1, 2, 3 ili 4 C1-C4-alkil grupe kao supstituente; R3 označava vodik, C1-C4-alkil, C1-C4-alkoksi, C1-C4-halogenalkil, C1-C4-halogenalkoksi, C3-C6-cikloalkil, C3-C6-cikloalkilmetil ili halogen; R4 označava vodik, C1-C4-alkil, C1-C4-alkoksi, C1-C4-halogenalkil, C1-C4-halogenalkoksi ili halogen; R5 označava C1-C8-alkil, C1-C8-halogenalkil, C1-C8-alkoksi, C1-C8-halogenalkoksi, C3-C8-cikloalkil, C3-C8-cikloalkiloksi, 5- ili 6-člani heteroaril, fenil, fenoksi, benzil, benziloksi, 5- ili 6-člani heteroarilmetil ili 5- ili 6-člani heteroariloksi, pri čemu su naprijed navedeni ciklični radikali nesupstituirani ili mogu imati 1, 2, 3, 4 ili 5 radikala Ra, pri čemu je Ra izabrano između OH, SH, halogena, NO2, NH2, CN, COOH, C1-C8-alkil, C1-C8-alkoksi, C1-C8-halogenalkila, C1-C8-halogenalkoksi, C1-C8-alkilamino, di(C1-C8-alkil)amino, C1-C8-alkiltio, C1-C8-halogenalkiltio, C1-C8-alkilsulfinila, C1-C8-halogenalkilsulfinila, C1-C8-alkilsulfonila, C1-C8-halogenalkilsulfonila, C3-C8-cikloalkila, fenila, fenoksi i radikala formule C(=Z)Raa, pri čemu Z označava O, S, N(C1-C8-alkil), N(C1-C8-alkoksi), N(C3-C8-alkeniloksi) ili N(C3-C8-alkiniloksi) i Raa označava vodik, C1-C8-alkil, C1-C8-alkoksi NH2, C1-C8-alkilamino ili di(C1-C8-alkil)amino, ili dva radikala Ra vezana za susjedne atome ugljika koji zajedno sa atomima ugljika za koje su vezani također mogu obrazovati zasićeni 5-, 6- ili 7-člani karbociklus, benzolov prsten ili 5-, 6- ili 7-člani heterociklus, koji pored ugljičnih članova prstena ima jedan ili dva heteroatoma izabrana iz grupe koja se sastoji od kisika i sumpora kao članova prstena, pri čemu su karbociklus i heterociklus nesupstituirani ili imaju 1, 2, 3 ili 4 C1-C4-alkil grupe kao supstituente; i poljoprivredno primjenjive soli spoja formule I, osim: 2,6-bis-(5,6-dimetil-1,2,4-triazin-3-il)piridin; 2,6-bis-(5,6-dietil-1,2,4-triazin-3-il)piridin; 2,6-bis-(5,6-dipropil-1,2,4-triazin-3-il)piridin; 2,6-bis-(5,6-diizopropil-1,2,4-triazin-3-il)piridin; 2,6-bis-(5,6-dibutil-1,2,4-triazin-3-il)piridin; 2,6-bis-(5,6-diizobutil-1,2,4-triazin-3-il)piridin; 2,6-bis-(5,6-dipentil-1,2,4-triazin-3-il)piridin; 2,6-bis-(5,6-diheksil-1,2,4-triazin-3-il)piridin; 2,6-bis-(5,6-diheptil-1,2,4-triazin-3-il)piridin; 3-[6-(2,2'-bipiridil)]-5,6-dimetil-1,2,4-triazin; 3-[6-(2,2'-bipiridil)]-5,6-dietil-1,2,4-triazin; 3-[6-(2,2'-bipiridil)]-5,6-dipropil-1,2,4-triazin; 3-[6-(2,2'-bipiridil)]-5,6-dibutil-1,2,4-triazin; 5,6-dietil
Claims (15)
1. 3-(piridin-2-il)-[1,2,4]-triazinski spojevi opće formule I
[image]
naznačeni time što:
R1, R2označavaju nezavisno jedan od drugog OH, halogen, NO2, NH2, C1-C8-alkil, C1-C8-alkoksi, C1-C8-halogenalkil,C1-C8-halogenalkoksi, C1-C8-alkilamino ili di(C1-C8-alkil)amino, ili zajedno sa atomima ugljika za koje su vezani mogu obrazovati zasićeni 5-, 6- ili 7-karbociklus ili heterociklus, koji pored ugljičnih članova prstena ima i jedan ili dva heteroatoma izabrana iz grupe koja se sastoji od kisika i sumpora, pri čemu su karbociklus i heterociklus nesupstituirani ili imaju 1, 2, 3 ili 4 C1-C4-alkil grupe kao supstituente;
R3označava vodik, C1-C4-alkil, C1-C4-alkoksi, C1-C4-halogenalkil, C1-C4-halogenalkoksi, C3-C6-cikloalkil, C3-C6-cikloalkilmetil ili halogen;
R4označava vodik, C1-C4-alkil, C1-C4-alkoksi, C1-C4-halogenalkil, C1-C4-halogenalkoksi ili halogen;
R5označava C1-C8-alkil, C1-C8-halogenalkil, C1-C8-alkoksi, C1-C8-halogenalkoksi, C3-C8-cikloalkil, C3-C8-cikloalkiloksi, 5- ili 6-člani heteroaril, fenil, fenoksi, benzil, benziloksi, 5- ili 6-člani heteroarilmetil ili 5- ili 6-člani heteroariloksi, pri čemu su naprijed navedeni ciklični radikali nesupstituirani ili mogu imati 1, 2, 3, 4 ili 5 radikala Ra, pri čemu je Raizabrano između OH, SH, halogena, NO2, NH2, CN, COOH, C1-C8-alkil, C1-C8-alkoksi, C1-C8-halogenalkila, C1-C8-halogenalkoksi, C1-C8-alkilamino, di(C1-C8-alkil)amino, C1-C8-alkiltio, C1-C8-halogenalkiltio, C1-C8-alkilsulfinila, C1-C8-halogenalkilsulfinila, C1-C8-alkilsulfonila, C1-C8-halogenalkilsulfonila, C3-C8-cikloalkila, fenila, fenoksi i radikala formule C(=Z)Raa, pri čemu Z označava O, S, N(C1-C8-alkil), N(C1-C8-alkoksi), N(C3-C8-alkeniloksi) ili N(C3-C8-alkiniloksi) i Raaoznačava vodik, C1-C8-alkil, C1-C8-alkoksi NH2, C1-C8-alkilamino ili di(C1-C8-alkil)amino, ili dva radikala Ravezana za susjedne atome ugljika koji zajedno sa atomima ugljika za koje su vezani također mogu obrazovati zasićeni 5-, 6- ili 7-člani karbociklus, benzolov prsten ili 5-, 6- ili 7-člani heterociklus, koji pored ugljičnih članova prstena ima jedan ili dva heteroatoma izabrana iz grupe koja se sastoji od kisika i sumpora kao članova prstena, pri čemu su karbociklus i heterociklus nesupstituirani ili imaju 1, 2, 3 ili 4 C1-C4-alkil grupe kao supstituente;
i poljoprivredno primjenjive soli spoja formule I, osim:
2,6-bis-(5,6-dimetil-1,2,4-triazin-3-il)piridin;
2,6-bis-(5,6-dietil-1,2,4-triazin-3-il)piridin;
2,6-bis-(5,6-dipropil-1,2,4-triazin-3-il)piridin;
2,6-bis-(5,6-diizopropil-1,2,4-triazin-3-il)piridin;
2,6-bis-(5,6-dibutil-1,2,4-triazin-3-il)piridin;
2,6-bis-(5,6-diizobutil-1,2,4-triazin-3-il)piridin;
2,6-bis-(5,6-dipentil-1,2,4-triazin-3-il)piridin;
2,6-bis-(5,6-diheksil-1,2,4-triazin-3-il)piridin;
2,6-bis-(5,6-diheptil-1,2,4-triazin-3-il)piridin;
3-[6-(2,2’-bipiridil)]-5,6-dimetil-1,2,4-triazin;
3-[6-(2,2’-bipiridil)]-5,6-dietil-1,2,4-triazin;
3-[6-(2,2’-bipiridil)]-5,6-dipropil-1,2,4-triazin;
3-[6-(2,2’-bipiridil)]-5,6-dibutil-1,2,4-triazin;
5,6-dietil-3-[6-(2-piridil)-4-metoksipiridin-2-il]-1,2,4-triazin;
3-(6-metilpiridin-2-il)-5,6-dimetil-1,2,4-triazin;
3-(6-metilpiridin-2-il)-5,6-dietil-1,2,4-triazin;
2,6-bis-(5,6-dimetoksi-1,2,4-triazin-3-il)piridin; i
2,6-bis-(5,6-dietoksi-1,2,4-triazin-3-il)piridin.
2. Spojevi prema zahtjevu 1, naznačeni time što su R1iR2nezavisno jedan od drugog izabrani između fluora, klora, C1-C4-alkila, metoksi, etoksi, CF3, CHF2, OCF3 i OCHF2.
3. Spojevi prema zahtjevu 1, naznačeni time što R1iR2zajedno sa atomima ugljika triazinskog prstena za koje su pričvršćeni označavaju slijedeće prstenove:
[image]
pri čemu
* označava atome triazinskog prstena;
k označava 0, 1, 2, 3 ili 4;
Rboznačava C1-C4-alkil; i
X označava (CH2)n gdje je n = 1, 2 ili 3 i gdje ako k ≠ 0, onda 1, 2, 3 ili 4 atoma vodika u (CH2)n mogu biti zamijenjeni sa Rb.;
4. Spojevi prema zahtjevu 1, naznačeni time što R1iR2označavaju C1-C4-alkil ili zajedno sa atomima ugljika triazinskog prstena za koje su pričvršćeni označavaju slijedeće prstene:
[image]
pri čemu
* označava atome triazinskog prstena;
k označava 0, 1, 2, 3 ili 4;
Rboznačava C1-C4-alkil; i
X označava (CH2)n gdje je n = 2 ili 3 i gdje ako k ≠ 0, onda 1, 2, 3 ili 4 atoma vodika u (CH2)n mogu biti zamijenjeni sa Rb.
5. Spojevi prema jednom od prethodnih zahtjeva, naznačeni time što R3označava vodik, fluor, klor, C1-C4-alkil, metoksi, etoksi, CF3, CHF2, OCF3 ili OCHF2.
6. Spojevi prema jednom od prethodnih zahtjeva, naznačeni time što R4označava vodik, fluor, klor, metil, etil, metoksi, etoksi, CF3, CHF2, OCF3 ili OCHF2.
7. Spojevi prema jednom od prethodnih zahtjeva, naznačeni time što je Raizabrano između halogena, C1-C4-alkila, C1-C4-alkoksi, C1-C4-alkilkarbonila, C1-C4-alkoksikarbonila i radikala formule C(=N-O-C1-C8-alkil)Raa, pri čemu Raaoznačava vodik ili C1-C4-alkil.
8. Spojevi prema jednom od prethodnih zahtjeva, naznačeni time što R5označava fenil, fenoksi ili benzil, pri čemu fenil prsten ima 1, 2, 3, 4 ili 5 radikala Ra.
9. Spojevi prema zahtjevu 8, naznačeni time što fenil prsten u fenilu, fenoksi ili benzilu ima opću formulu P
[image]
pri čemu # označava mjesto vezivanja za ostatak molekula;
R11označavavodik, fluor, klor, CH3, OCH3, OCHF2, OCF3 ili CF3;
R12, R14označavajunezavisno jedan od drugog vodik, klor, fluor, CH3, OCH3, OCHF2, OCF3 ili CF3, pri čemu jedan od radikala R12iR14također može biti NO2, C(O)CH3 ili COOCH3;
R13označava vodik, fluor, klor, cijano, OH, CHO, NO2, NH2, metilamino, dimetilamino, dietilamino, C1-C4-alkil, C3-C8-cikloalkil, C1-C4-alkoksi, C1-C4-alkiltio, C1-C4-haloalkil, C1-C4-haloalkoksi, CO(A2), gde A2označava C1-C4-alkil ili C1-C4-alkoksi ili jednu grupu C(R13a)=NOR13b, pri čemu R13aoznačava vodik ili metil i R13boznačava C1-C4-alkil, propargil ili alil, ili R12iR13zajedno obrazuju jednu grupu O-CH2-O; i
R15označava vodik, fluor, klor ili C1-C4-alkil.
10. Spojevi prema jednom od zahtjeva 1 do 7, naznačeni time što R5označava C1-C6-alkil ili C1-C6-haloalkil.
11. Spojevi prema jednom od zahtjeva 1 do 7, naznačeni time što je R5izabrano između 5-članog heteroarila koji ima 1, 2, 3 ili 4 atoma dušika ili 1 heteroatom izabran između kisika i sumpora i eventualno 1, 2 ili 3 atoma dušika kao članove prstena i 6-članog hetarila koji ima 1, 2, 3 ili 4 atoma dušika kao članove prstena, pri čemu 5- i 6-člani hetaril može imati 1, 2, 3 ili 4 supstituenata Ra.
12. Primjena spojeva formule I prema jednom od zahtjeva 1 do 11 i njihovih soli naznačena time, što se koristi za kontrolu fitopatogenih gljiva.
13. Sredstvo za zaštitu bilja, naznačeno time što sadrži čvrsti ili tekući nosač i spoj formule I prema jednom od zahtjeva 1 do 11 i/ili njegovu sol.
14. Sjeme naznačeno time što sadrži najmanje jedan spoj formule I prema jednom od zahtjeva 1 do 11 i/ili njegovu sol.
15. Postupak za kontrolu fitopatogenih štetnih gljiva, naznačen time, što se gljive ili materijali, biljke, tlo ili sjeme koje treba zaštititi od gljivične zaraze, tretiraju sa djelotvornom količinom spojeva formule I prema jednom od zahtjeva 1 do 11 ili njegovom soli.
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WO2007116078A1 (de) | 2007-10-18 |
BRPI0711546A2 (pt) | 2011-11-08 |
PT2010514E (pt) | 2011-02-23 |
DE502007006109D1 (hr) | 2011-02-10 |
CR10318A (es) | 2008-11-28 |
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ZA200809554B (en) | 2010-01-27 |
ES2358615T3 (es) | 2011-05-12 |
RS51622B (en) | 2011-08-31 |
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IL194351A0 (en) | 2009-08-03 |
MA30463B1 (fr) | 2009-06-01 |
TW200808761A (en) | 2008-02-16 |
JP2009533389A (ja) | 2009-09-17 |
CA2648496A1 (en) | 2007-10-18 |
PL2010514T3 (pl) | 2011-05-31 |
ATE493399T1 (de) | 2011-01-15 |
EA200802053A1 (ru) | 2009-04-28 |
MX2008013084A (es) | 2008-10-21 |
AR060437A1 (es) | 2008-06-18 |
US20090111692A1 (en) | 2009-04-30 |
DK2010514T3 (da) | 2011-04-11 |
SI2010514T1 (sl) | 2011-04-29 |
MEP27108A (en) | 2010-06-10 |
CN101460479A (zh) | 2009-06-17 |
UA89138C2 (ru) | 2009-12-25 |
EP2010514A1 (de) | 2009-01-07 |
AU2007235862A1 (en) | 2007-10-18 |
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