HRP20160062T1 - Fungicidni derivati pirazol karboksamida - Google Patents
Fungicidni derivati pirazol karboksamida Download PDFInfo
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- HRP20160062T1 HRP20160062T1 HRP20160062TT HRP20160062T HRP20160062T1 HR P20160062 T1 HRP20160062 T1 HR P20160062T1 HR P20160062T T HRP20160062T T HR P20160062TT HR P20160062 T HRP20160062 T HR P20160062T HR P20160062 T1 HRP20160062 T1 HR P20160062T1
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- 230000000855 fungicidal effect Effects 0.000 title claims 2
- BNYCHCAYYYRJSH-UHFFFAOYSA-N 1h-pyrazole-5-carboxamide Chemical class NC(=O)C1=CC=NN1 BNYCHCAYYYRJSH-UHFFFAOYSA-N 0.000 title 1
- 239000000417 fungicide Substances 0.000 title 1
- 125000005843 halogen group Chemical group 0.000 claims 30
- 150000001875 compounds Chemical class 0.000 claims 21
- 229910052731 fluorine Inorganic materials 0.000 claims 15
- 125000001153 fluoro group Chemical group F* 0.000 claims 15
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims 9
- 229910052801 chlorine Inorganic materials 0.000 claims 8
- 239000000460 chlorine Substances 0.000 claims 7
- 125000001309 chloro group Chemical group Cl* 0.000 claims 7
- -1 pentafluoro-λ6-sulfanyl Chemical group 0.000 claims 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 6
- 125000004432 carbon atom Chemical group C* 0.000 claims 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims 4
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 claims 4
- 125000001424 substituent group Chemical group 0.000 claims 4
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 3
- 125000005842 heteroatom Chemical group 0.000 claims 3
- 125000000623 heterocyclic group Chemical group 0.000 claims 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 3
- 229920006395 saturated elastomer Polymers 0.000 claims 3
- 125000004648 C2-C8 alkenyl group Chemical group 0.000 claims 2
- 125000004649 C2-C8 alkynyl group Chemical group 0.000 claims 2
- 241000233866 Fungi Species 0.000 claims 2
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 2
- 150000002527 isonitriles Chemical class 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 230000003032 phytopathogenic effect Effects 0.000 claims 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 2
- 239000002689 soil Substances 0.000 claims 2
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims 1
- 231100000678 Mycotoxin Toxicity 0.000 claims 1
- 150000001204 N-oxides Chemical class 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 125000005103 alkyl silyl group Chemical group 0.000 claims 1
- 125000001769 aryl amino group Chemical group 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 125000005163 aryl sulfanyl group Chemical group 0.000 claims 1
- 125000004104 aryloxy group Chemical group 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 125000000440 benzylamino group Chemical group [H]N(*)C([H])([H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 235000013399 edible fruits Nutrition 0.000 claims 1
- 239000000945 filler Substances 0.000 claims 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 239000002917 insecticide Substances 0.000 claims 1
- 239000002184 metal Chemical class 0.000 claims 1
- 229910052752 metalloid Inorganic materials 0.000 claims 1
- 150000002738 metalloids Chemical class 0.000 claims 1
- 239000002636 mycotoxin Substances 0.000 claims 1
- 239000005645 nematicide Substances 0.000 claims 1
- 231100001184 nonphytotoxic Toxicity 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- FDDDEECHVMSUSB-UHFFFAOYSA-N sulfanilamide Chemical compound NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
Classifications
-
- 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
- C07D231/14—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 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
- C07D231/16—Halogen atoms or nitro radicals
-
- 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
- A01N55/00—Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur
-
- 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
- C07D401/12—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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic System
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0803—Compounds with Si-C or Si-Si linkages
- C07F7/081—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
- C07F7/0812—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te comprising a heterocyclic ring
Claims (20)
1. Spoj s formulom (I)
[image]
naznačen time da
• T predstavlja S ili O ;
• X1 i X2 koji mogu biti jednaki ili različiti, predstavljaju atom klora ili fluora ;
• Z1 predstavlja nesupstituirani ciklopropil ili ciklopropil supstituiran sa do 2 atoma ili skupine koje mogu biti jednake ili različite i koje mogu biti odabrane s popisa koji sadrži halogene atome; cijano; C1-C8-alkil; ili C1-C8-halogenoalkil koji sadrži do 9 halogenih atoma koji mogu biti jednaki ili različiti;
• Z2 i Z3, koji mogu biti jednaki ili različiti, predstavljaju vodikov atom; supstituirani ili nesupstituirani C1-C8-alkil; supstituirani ili nesupstituirani C2-C8-alkenil supstituirani ili nesupstituirani C2-C8-alkinil; cijano; izonitril; nitro; halogeni atom; supstituirani ili nesupstituirani C1-C8-alkoksi; supstituirani ili nesupstituirani C2-C8-alkeniloksi; supstituirani ili nesupstituirani C2-C8-alkiniloksi; supstituirani ili nesupstituirani C3-C7-cikloalkil; supstituirani ili nesupstituirani C1-C8-alkilsulfanil; supstituirani ili nesupstituirani C1-C8-alkilsulfonil; supstituirani ili nesupstituirani C1-C8-alkilsulfinil; amino; supstituirani ili nesupstituirani C1-C8-alkilamino; supstituirani ili nesupstituirani di-C1-C8-alkilamino; supstituirani ili nesupstituirani C1-C8-alkoksikarbonil; supstituirani ili nesupstituirani C1-C8-alkilkarbamoil; supstituirani ili nesupstituirani di-C1-C8-alkilkarbamoil; ili supstituirani ili nesupstituirani N-C1-C8-alkil-C1-C8-alkoksikarbamoil; ili
Z3 i R1 zajedno s uzastopnim atomima ugljika na koje su vezani tvore supstituirani ili nesupstituirani 5-, 6- ili 7-člani, djelomično zasićen, karbo- ili hetero-cikal koji sadrži do 3 heteroatoma i Z2 kako je ovdje definirano; ili
Z2 i Z3 zajedno s ugljikovim atomom na koji su vezani tvore supstituirani ili nesupstituirani C3-C7 cikloalkil ;
• R1, R2, R3, R4 i R5, koji mogu biti jednaki ili različiti, predstavljaju vodikov atom; halogeni atom; nitro; cijano; izonitril; hidroksil; sulfanil; amino; pentafluoro-λ6-sulfanil; supstituirani ili nesupstituirani C1-C8-alkil; C1-C8-halogenoalkil koji sadrži do 9 halogenih atoma koji mogu biti jednaki ili različiti; supstituirani ili nesupstituirani C1-C8-alkilamino; supstituirani ili nesupstituirani di-C1-C8-alkilamino; supstituirani ili nesupstituirani C1-C8-alkoksi; C1-C8-halogenoalkoksi koji sadrži do 9 halogenih atoma koji mogu biti jednaki ili različiti; C1-C8-alkoksi-C1-C8-alkil; supstituirani ili nesupstituirani C1-C8-alkilsulfanil; C1-C8-halogenoalkilsulfanil koji sadrži do 9 halogenih atoma koji mogu biti jednaki ili različiti; supstituirani ili nesupstituirani C2-C8-alkenil; C2-C8-halogenoalkenil koji sadrži do 9 halogenih atoma koji mogu biti jednaki ili različiti; supstituirani ili nesupstituirani C2-C8-alkinil; C2-C8-hatogenoalkinil koji sadrži do 9 halogenih atoma koji mogu biti jednaki ili različiti; supstituirani ili nesupstituirani C2-C8-alkeniloksi; C2-C8-halogenoalkeniloksi koji sadrži do 9 halogenih atoma koji mogu biti jednaki ili različiti; supstituirani ili nesupstituirani C2-C8-alkiniloksi; C2-C8-halogenoalkiniloksi koji sadrži do 9 halogenih atoma koji mogu biti jednaki ili različiti; supstituirani ili nesupstituirani C3-C7-cikloalkil; C3-C7-halogenocikloalkil koji sadrži do 9 halogenih atoma koji mogu biti jednaki ili različiti; supstituirani ili nesupstituirani C3-C7-cikloalkil-C1-C8-alkil; supstituirani ili nesupstituirani C3-C7-cikloalkil-C2-C8-alkenil; supstituirani ili nesupstituirani C3-C7-cikloalkil-C2-C8-alkinil; supstituirani ili nesupstituirani C3-C7-cikloalkil-C3-C7-cikloalkil supstituirani ili nesupstituirani C1-C8-alkil-C3-C7-cikloalkil; formil; formiloksi; formilamino; karboksi; karbamoil; N-hidroksikarbamoil; karbamat; (hidroksiimino)-C1-C8-alkil; supstituirani ili nesupstituirani C1-C8-alkilkarbonil; C1-C8-halogenoalkilkarbonil koji sadrži do 9 halogenih atoma koji mogu biti jednaki ili različiti; supstituirani ili nesupstituirani C1-C8-alkilkarbamoil; supstituirani ili nesupstituirani di-C1-C8-alkilkarbamoil; N-(supstituirani ili nesupstituirani C1-C8-alkiloksi)karbamoil; supstituirani ili nesupstituirani C1-C8-alkoksikarbamoil; N-(supstituirani ili nesupstituirani C1-C8-alkil)-(supstituirani ili nesupstituirani C1-C8-alkoksi)-karbamoil; supstituirani ili nesupstituirani C1-C8-alkoksikarbonil; C1-C8-halogenoalkoksikarbonil koji sadrži do 9 halogenih atoma koji mogu biti jednaki ili različiti; supstituirani ili nesupstituirani C1-C8-alkilaminokarbonil; di-supstituirani ili nesupstituirani C1-C8-alkilaminokarbonil; supstituirani ili nesupstituirani C1-C8-alkilkarboniloksi; C1-C8-halogenoalkilkarboniloksi koji sadrži do 9 halogenih atoma koji mogu biti jednaki ili različiti; supstituirani ili nesupstituirani C1-C8-alkiikarbonilamino; C1-C8-halogenoalkilkarbonilamino koji sadrži do 9 halogenih atoma koji mogu biti jednaki ili različiti; supstituirani ili nesupstituirani C1-C8-alkilaminokarboniloksi; supstituirani ili nesupstituirani di-C1-C8-alkilaminokarboniloksi; supstituirani ili nesupstituirani C1-C8-alkiloksikarboniloksi; supstituirani ili nesupstituirani C1-C8-alkilsulfinil; C1-C8-halogenoalkilsulfinil koji sadrži do 9 halogenih atoma koji mogu biti jednaki ili različiti; supstituirani ili nesupstituirani C1-C8-alkilsulfonil; C1-C8-halogenoalkilsulfonil koji sadrži do 9 halogenih atoma koji mogu biti jednaki ili različiti; supstituirani ili nesupstituirani C1-C8-alkoksiimino; (C1-C8-alkoksiimino)-C1-C8-alkil; supstituirani ili nesupstituirani (C1-C8-alkeniloksiimino)-C1-C8-alkil; (C1-C8-alkiniloksiimino)-C1-C8-alkil; (benziloksiimino)-C1-C8-alkil; tri(supstituirani ili nesupstituirani C1-C8-alkil)silil; tri(supstituirani ili nesupstituirani C1-C8-alkil)silil-C1-C8-alkil; benziloksi koji može biti supstituiran sa do 5 Q skupina; benzilsulfanil koji može biti supstituiran sa do 5 Q skupina; benzilamino koji može biti supstituiran sa do 5 Q skupina; aril koji može biti supstituiran sa do 7 Q skupina; ariloksi koji može biti supstituiran sa do 7 Q skupina; arilamino koji može biti supstituiran sa do 7 Q skupina; arilsulfanil koji može biti supstituiran sa do 7 Q skupina; aril-C1-C8alkil koji može biti supstituiran sa do 7 Q skupina; aril-C2-C8-alkenil koji može biti supstituiran sa do 7 Q skupina; aril-C2-C8-alkinil koji može biti supstituiran sa do 7 Q skupina; piridinil koji može biti supstituiran sa do 4 Q skupina; piridiniloksi koji može biti supstituiran sa do 4 Q skupina; aril-C3-C7-cikloalkil koji može biti supstituiran sa do 7 Q skupina; ili
dva susjedna supstituenta R zajedno s uzastopnim atomima ugljika na koje su vezani tvore supstituirani ili nesupstituirani 5- ili 6-člani, zasićeni, karbo- ili hetero-cikal koji sadrži do 3 heteroatoma i drugi supstituenti R su kako je ovdje definirano; ili
• R1 i Z3 zajedno s uzastopnim atomima ugljika na koje su vezani tvore supstituirani ili nesupstituirani 5-, 6- ili 7-člani, djelomično zasićen, karbo- ili hetero-cikal koji sadrži do 3 heteroatoma, i R2 do R5 su kako je ovdje definirano;
• Q, koji može biti jednak ili različit, predstavlja halogeni atom; cijano; nitro; C1-C8-alkil C1-C8-alkoksi; C1-C8-alkilsulfanil; C1-C8-halogenoalkil koji sadrži do 9 halogenih atoma koji mogu biti jednaki ili različiti; C1-C8-halogenoalkoksi koji sadrži do 9 halogenih atoma koji mogu biti jednaki ili različiti; tri(C1-C8)alkilsilil ili tri(C1-C8)alkilsilil-C1-C8-alkil;
kao i njihove soli, N-oksidi, metalni kompleksi, metaloidni kompleksi i optički aktivni ili geometrijski izomeri.
2. Spoj prema zahtjevu 1 naznačen time da T predstavlja O.
3. Spoj prema bilo kojem od zahtjeva 1 do 2 naznačen time da X1 predstavlja atom fluora.
4. Spoj prema bilo kojem od zahtjeva 1 do 3 naznačen time da X2 predstavlja atom fluora.
5. Spoj prema bilo kojem od zahtjeva 1 do 4 naznačen time da Z1 predstavlja nesupstituirani ciklopropil.
6. Spoj prema bilo kojem od zahtjeva 1 do 5 naznačen time da Z2 i Z3 neovisno predstavljaju vodikov atom ili metil.
7. Spoj prema bilo kojem od zahtjeva 1 do 6 naznačen time da Z2 predstavlja vodikov atom i Z3 predstavlja vodikov atom ili metil.
8. Spoj prema bilo kojem od zahtjeva 1 do 7 naznačen time da R1, R2, R3, R4 i R5, koji mogu biti jednaki ili različiti, predstavljaju vodikov atom; halogeni atom; supstituirani ili nesupstituirani C1-C8-alkil; C1-C8-halogenoalkil koji sadrži do 9 halogenih atoma koji mogu biti jednaki ili različiti; supstituirani ili nesupstituirani C3-C7-cikloalkil; tri(C1-C8-alkil)silil; ili supstituirani ili nesupstituirani C1-C8-alkilsulfanil.
9. Spoj prema bilo kojem od zahtjeva 1 do 8 naznačen time da supstituent R1 predstavlja halogeni atom; C1-C8-alkil; C1-C8-halogenoalkil koji sadrži do 9 halogenih atoma koji mogu biti jednaki ili različiti; C3-C7-cikloalkil; tri(C1-C8-alkil)silil ili C1-C8-halogenoalkilsulfanil koji sadrži do 9 halogenih atoma koji mogu biti jednaki ili različiti.
10. Spoj prema bilo kojem od zahtjeva 1 do 9 naznačen time da supstituenti R1 i R5, koji mogu biti jednaki ili različiti, predstavljaju halogeni atom; C1-C8-alkil; C1-C8-halogenoalkil koji sadrži do 9 halogenih atoma koji mogu biti jednaki ili različiti; C3-C7-cikloalkil; tri(C1-C8-alkil)silil ili C1-C8-halogenoalkilsulfanil koji sadrži do 9 halogenih atoma koji mogu biti jednaki ili različiti.
11. Spoj s formulom (IIb)
[image]
naznačen time da X2 predstavlja atom klora ili fluora, poželjno atom fluora.
12. Spoj s formulom (IIc')
[image]
naznačen time da X2 predstavlja atom klora ili fluora, poželjno atom fluora; i W3 predstavljaju halogeni atom, poželjno atom klora.
13. Spoj s formulom (IId)
[image]
naznačen time da X2 predstavlja atom klora ili fluora, poželjno atom fluora;
14. Spoj s formulom (IIe)
[image]
naznačen time da X2 predstavlja atom klora ili fluora, poželjno atom fluora.
15. Spoj s formulom (IIf)
[image]
naznačen time da X2 predstavlja atom klora ili fluora, poželjno atom fluora.
16. Spoj s formulom (IIg)
[image]
naznačen time da X2 predstavlja atom klora ili fluora, poželjno atom fluora.
17. Pripravak, naročito fungicidni pripravak, naznačen time da sadrži, kao aktivni sastojak, učinkovitu količinu spoja s formulom (I) prema zahtjevima 1 do 10 i poljoprivredno prihvatljivu podlogu, nosač ili punilo.
18. Postupak za pripremu spoja s formulom (I) prema zahtjevima 1 do 10 i spojeva prema zahtjevima 11 do 16, prema sljedećoj shemi:
[image]
naznačen time da
Y predstavlja CR5;
Z1, Z2, Z3, R1, R2, R3, R4, R5 i X2 su kako je definirano u zahtjevima 1 do 10.
19. Postupak za kontrolu fitopatogenih gljiva kod biljaka, naznačen time da se poljoprivredno djelotvorna i uglavnom ne-fitotoksična količina spoja prema zahtjevima 1 do 10 ili pripravak prema zahtjevu 17 primjenjuje na tlo gdje rastu biljke ili na tlo gdje se mogu uzgajat, na lišće i/ili plodove biljaka ili na sjeme biljaka.
20. Upotreba spojeva formule (I) prema zahtjevima 1 do 10 ili pripravka prema zahtjevu 17 naznačena time da je za kontrolu fitopatogenih gljiva kod biljaka ili/i za smanjenje mikotoksina u biljkama i dijelovima biljaka i/ili kao insekticid, i/ili kao nematicid.
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP09356035A EP2251331A1 (en) | 2009-05-15 | 2009-05-15 | Fungicide pyrazole carboxamides derivatives |
| EP09356058 | 2009-11-19 | ||
| US28617609P | 2009-12-14 | 2009-12-14 | |
| EP10721444.7A EP2430000B1 (en) | 2009-05-15 | 2010-05-12 | Fungicide pyrazole carboxamide derivates |
| PCT/EP2010/056521 WO2010130767A2 (en) | 2009-05-15 | 2010-05-12 | Fungicide pyrazole carboxamides derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HRP20160062T1 true HRP20160062T1 (hr) | 2016-02-26 |
Family
ID=42325337
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HRP20160062TT HRP20160062T1 (hr) | 2009-05-15 | 2016-01-20 | Fungicidni derivati pirazol karboksamida |
Country Status (25)
| Country | Link |
|---|---|
| US (3) | US8772266B2 (hr) |
| EP (2) | EP3000809B1 (hr) |
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