HRP20230310T1 - Mikrobiocidni derivati tiazola - Google Patents

Mikrobiocidni derivati tiazola Download PDF

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Publication number
HRP20230310T1
HRP20230310T1 HRP20230310TT HRP20230310T HRP20230310T1 HR P20230310 T1 HRP20230310 T1 HR P20230310T1 HR P20230310T T HRP20230310T T HR P20230310TT HR P20230310 T HRP20230310 T HR P20230310T HR P20230310 T1 HRP20230310 T1 HR P20230310T1
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Croatia
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alkyl
compound according
methyl
compound
cyano
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HRP20230310TT
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English (en)
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David Burns
Mattia Riccardo Monaco
Stefano RENDINE
Clemens Lamberth
Andrew Edmunds
Mathias Blum
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Syngenta Participations Ag
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Publication of HRP20230310T1 publication Critical patent/HRP20230310T1/hr

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D411/00Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen and sulfur atoms as the only ring hetero atoms
    • C07D411/02Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen and sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D411/12Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen and sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic 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
    • C07D417/02Heterocyclic 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
    • C07D417/12Heterocyclic 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 chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D413/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/12Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72Biocides, 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
    • A01N43/74Biocides, 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
    • A01N43/781,3-Thiazoles; Hydrogenated 1,3-thiazoles
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/40Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D277/00Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three 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
    • C07D277/56Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen

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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)
  • Plural Heterocyclic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

Claims (15)

1. Spoj s formulom (I): [image] naznačen time što, Y je C-F, C-H ili N; R1 je vodik, halogen, cijano, C1-C4alkil, C1-C4alkoksi, C1-C4haloalkil, ili HC(O)NH-; R2 je C1-C8 alkil, C1-C8haloalkil C1-C8alkoksi, C3-C8cikloalkil, C3-C8cikloalkilC1-C2alkil (pri čemu su cikloalkilne skupine izborno supstituirane s 1 do 3 skupine predstavljene s R3), fenilom, fenilC1-C2alkil (pri čemu su fenilni prstenovi izborno supstituirani s 1 do 3 skupine predstavljene s R3), heteroarilom, heteroarilC1-C2alkilom, pri čemu je heteroaril 5- ili 6-člani aromatski monociklički prsten koji sadrži 1, 2, 3 ili 4 heteroatoma pojedinačno odabrana od dušika, kisika i sumpora, heterocikilom, heterocikilC1-C2alkilom, pri čemu je heterociklil 4-, 5- ili 6-člani ne-aromatski monociklički prsten koji sadrži 1, 2 ili 3 heteroatoma pojedinačno odabrana od dušika, kisika i sumpora, ili 5- do 12-člani ne-aromatski prstenasti ili spirociklički karbobi- ili karbotri-cikililni prstenasti sustav koji izborno sadrži 1, 2, 3, 4 ili 5 heteroatoma pojedinačno odabrana od dušika, kisika i sumpora, te pri čemu je svaki od spirocikličkih karbobi- ili karbotri-cikililnih prstenastih sustava izborno vezan na ostatak molekule preko C1-C2alkilenske poveznice; R3 je halogen, C1-C4alkil, C1-C4alkoksi, C1-C4haloalkil, C3-C8cikloalkil ili C3-C8cikloalkilC1-C2alkil; X je N ili C-H; ili njihova sol ili N-oksid.
2. Spoj prema zahtjevu 1, naznačen time što R1 je klor, brom, metil, metoksi, ili HC(O)NH-.
3. Spoj prema zahtjevu 1 ili zahtjevu 2, naznačen time što R1 je metil ili HC(O)NH-.
4. Spoj prema bilo kojem od zahtjeva 1 do 3, naznačen time što R1 je metil.
5. Spoj prema bilo kojem od zahtjeva 1 do 4, naznačen time što R2 je C1-C6alkil, C1-C3alkoksi, C3-C6cikloalkil, C3-C6cikloalkilC1-C2alkil (pri čemu su cikloalkilne skupine izborno supstituirane s 1 do 3 skupine predstavljene s R3), fenilom, fenilC1-C2alkilom (pri čemu su fenilni prstenovi izborno supstituirani s 1 do 3 skupine predstavljene s R3), heteroarilom pri čemu je heteroaril 5- ili 6-člani aromatski monociklički prsten koji sadrži 1, 2 ili 3 heteroatoma pojedinačno odabrana od dušika, kisika i sumpora, heterocikil pri čemu je heterociklil 4-, 5- ili 6-člani ne-aromatski monociklički prsten koji sadrži 1, 2 ili 3 heteroatoma pojedinačno odabrana od dušika, kisika i sumpora, ili 5- do 12-člani ne-aromatski spirociklički karbobi- ili karbotri-cikililni prstenasti sustav koji izborno sadrži jedan heteroatom odabran od dušika, kisika i sumpora.
6. Spoj prema bilo kojem od zahtjeva 1 do 5, naznačen time što R2 je C1-C6alkil, C3-C6cikloalkil, C3-C6cikloalkilC1-C2alkil (pri čemu su cikloalkilne skupine izborno supstituirane s 1 ili 2 skupine predstavljene s R3), fenilC1-C2alkilom (pri čemu su fenilni prstenovi izborno supstituirani s 1 ili 2 skupine predstavljene s R3), ili 5- do 12-članim ne-aromatskim spirocikličkim karbobi- ili karbotri-cikililnim prstenastim sustavom.
7. Spoj prema bilo kojem od zahtjeva 1 do 6, naznačen time što R2 je n-butil, izobutil, n-pentil, izopentil, 2,2-dimetilpropil, n-heksil, 1-(ciklopropilmetil)ciklopropilmetil, ciklobutil, 2,2-dimetilciklobutil, 1-metilciklopentil, benzil, 1-feniletil, 3,5-bis(trifluormetil)fenilmetil, spiro[3.3]heptanil, spiro[3.4]oktanil ili spiro[ciklobutan-1,2'-indanil].
8. Spoj prema bilo kojem od patentnih zahtjeva 1 do 7, naznačen time što R3 je C1-C3alkil, C1-C3haloalkil, ili C3-C6cikloalkilC1-C2alkil.
9. Spoj prema bilo kojem od patentnih zahtjeva 1 do 8, naznačen time što X je N.
10. Spoj prema bilo kojem od patentnih zahtjeva 1 do 9, naznačen time što Y je C-F.
11. Spoj prema bilo kojem od zahtjeva 1 do 9, naznačen time što je spoj formule (I) 2-[cijano-(2,6-difluor-4-piridil)amino]-N-(2,2-dimetilciklobutil)- 5-formamido-tiazol-4-karboksamid (1.b.25), 2-[cijano-(2,6-difluor-4-piridil)amino]-N-[[1-(ciklopropilmetil)ciklopropil]metil]- 5-metiltiazol-4-karboksamid (1.f.23), 2-[cijano-(2,6-difluor-4-piridil)amino]-5-metil-N-spiro[3.3]heptan-3-il- tiazol-4-karboksamid (1.e.23), 2-[cijano-(2,6-difluor-4-piridil)amino]-5-metil-N-spiro[3.4]oktan-3-il-tiazol- 4-karboksamid (1.c.23), 2-[cijano-(2,6-difluor-4-piridil)amino]-5-metil-N-spiro[ciklobutan-2,2'-indan]-1- il-tiazol-4-karboksamid (1.d.23) ili 2-[cijano-(2,6-difluor-4-piridil)amino]-N-(2,2-dimetilciklobutil)-5-metil-tiazol- 4-karboksamid (1.b.23).
12. Agrokemijski pripravak naznačen time što sadrži fungicidno učinkovitu količinu spoja s formulom (I) prema bilo kojem od patentnih zahtjeva 1 do 11.
13. Pripravak prema patentnom zahtjevu 12, naznačen time što nadalje sadrži barem jedan dodatni aktivni sastojak i/ili agrokemijski prihvatljiv razrjeđivač ili nosač.
14. Postupak suzbijanja ili sprečavanja zaraze korisnih biljaka s fitopatogenim mikroorganizmima, naznačen time što se fungicidno učinkovita količina spoja formule (I) u skladu s bilo kojim od patentnih zahtjeva 1 do 11, ili pripravka koji sadrži ovaj spoj kao aktivni sastojak, primjenjuje na biljke, na njihove dijelove ili na njihov lokus.
15. Uporaba spoja formule (I) prema bilo kojem od patentnih zahtjeva 1 do 11 kao fungicida, pri čemu navedena uporaba ne uključuje postupke za liječenje ljudskog ili životinjskog tijela kirurškim zahvatom ili terapijom.
HRP20230310TT 2018-11-30 2019-11-28 Mikrobiocidni derivati tiazola HRP20230310T1 (hr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP18209591 2018-11-30
PCT/EP2019/082975 WO2020109509A1 (en) 2018-11-30 2019-11-28 Microbiocidal thiazole derivatives
EP19809480.7A EP3887360B1 (en) 2018-11-30 2019-11-28 Microbiocidal thiazole derivatives

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HRP20230310T1 true HRP20230310T1 (hr) 2023-05-12

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US (1) US20220017501A1 (hr)
EP (1) EP3887360B1 (hr)
JP (1) JP2022509694A (hr)
KR (1) KR20210098979A (hr)
CN (1) CN113166082A (hr)
AR (1) AR117200A1 (hr)
AU (1) AU2019389778B2 (hr)
BR (1) BR112021010367A2 (hr)
CA (1) CA3120029A1 (hr)
CL (1) CL2021001349A1 (hr)
CO (1) CO2021007062A2 (hr)
CR (1) CR20210282A (hr)
DK (1) DK3887360T3 (hr)
EA (1) EA202191456A1 (hr)
ES (1) ES2941648T3 (hr)
FI (1) FI3887360T3 (hr)
GE (1) GEP20227439B (hr)
HR (1) HRP20230310T1 (hr)
HU (1) HUE061398T2 (hr)
IL (1) IL283486B1 (hr)
MX (1) MX2021006099A (hr)
PL (1) PL3887360T3 (hr)
PT (1) PT3887360T (hr)
TW (1) TWI810412B (hr)
UA (1) UA127364C2 (hr)
UY (1) UY38492A (hr)
WO (1) WO2020109509A1 (hr)

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