HRP20230184T1 - 4-amino-6-(heterociklički)pikolinati i 6-amino-2-(heterociklički)pirimidin-4-karboksilati i njihova upotreba kao herbicidi - Google Patents
4-amino-6-(heterociklički)pikolinati i 6-amino-2-(heterociklički)pirimidin-4-karboksilati i njihova upotreba kao herbicidi Download PDFInfo
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- HRP20230184T1 HRP20230184T1 HRP20230184TT HRP20230184T HRP20230184T1 HR P20230184 T1 HRP20230184 T1 HR P20230184T1 HR P20230184T T HRP20230184T T HR P20230184TT HR P20230184 T HRP20230184 T HR P20230184T HR P20230184 T1 HRP20230184 T1 HR P20230184T1
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- Prior art keywords
- hydrogen
- alkyl
- alkoxy
- alkynyl
- alkenyl
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- 239000004009 herbicide Substances 0.000 title 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 32
- 239000001257 hydrogen Substances 0.000 claims 32
- 150000002431 hydrogen Chemical group 0.000 claims 19
- -1 C 1 -C 3 alkoxy Chemical group 0.000 claims 16
- 150000001875 compounds Chemical class 0.000 claims 16
- 229910052736 halogen Inorganic materials 0.000 claims 15
- 150000002367 halogens Chemical group 0.000 claims 15
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 12
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 9
- 125000006656 (C2-C4) alkenyl group Chemical group 0.000 claims 9
- 125000000304 alkynyl group Chemical group 0.000 claims 9
- 125000000262 haloalkenyl group Chemical group 0.000 claims 9
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 8
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 8
- 125000004455 (C1-C3) alkylthio group Chemical group 0.000 claims 7
- 125000006677 (C1-C3) haloalkoxy group Chemical group 0.000 claims 7
- 125000006650 (C2-C4) alkynyl group Chemical group 0.000 claims 7
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 6
- 125000003342 alkenyl group Chemical group 0.000 claims 6
- 125000003282 alkyl amino group Chemical group 0.000 claims 6
- 239000000460 chlorine Substances 0.000 claims 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 6
- 125000006274 (C1-C3)alkoxy group Chemical group 0.000 claims 5
- 229910052801 chlorine Inorganic materials 0.000 claims 5
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims 5
- 125000004992 haloalkylamino group Chemical group 0.000 claims 5
- 125000004692 haloalkylcarbonyl group Chemical group 0.000 claims 5
- 125000004995 haloalkylthio group Chemical group 0.000 claims 5
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 4
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 4
- 125000006017 1-propenyl group Chemical group 0.000 claims 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 4
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims 3
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims 3
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 2
- 125000006559 (C1-C3) alkylamino group Chemical group 0.000 claims 2
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims 2
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 2
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 2
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims 2
- 125000004916 (C1-C6) alkylcarbonyl group Chemical group 0.000 claims 2
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims 2
- 150000001204 N-oxides Chemical class 0.000 claims 2
- 125000005115 alkyl carbamoyl group Chemical group 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims 2
- 125000006254 cycloalkyl carbonyl group Chemical group 0.000 claims 2
- 229910052731 fluorine Inorganic materials 0.000 claims 2
- 230000002363 herbicidal effect Effects 0.000 claims 2
- SIOXPEMLGUPBBT-UHFFFAOYSA-M picolinate Chemical compound [O-]C(=O)C1=CC=CC=N1 SIOXPEMLGUPBBT-UHFFFAOYSA-M 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 229920006395 saturated elastomer Polymers 0.000 claims 2
- 125000004665 trialkylsilyl group Chemical group 0.000 claims 2
- 125000000027 (C1-C10) alkoxy group Chemical group 0.000 claims 1
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims 1
- 125000004741 (C1-C6) haloalkylsulfonyl group Chemical group 0.000 claims 1
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 1
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 claims 1
- 239000002671 adjuvant Substances 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 125000004414 alkyl thio group Chemical group 0.000 claims 1
- 125000005129 aryl carbonyl group Chemical group 0.000 claims 1
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims 1
- 125000004993 haloalkoxycarbonyl group Chemical group 0.000 claims 1
- 125000005223 heteroarylcarbonyl group Chemical group 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 239000003223 protective agent Substances 0.000 claims 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 1
- 229920002554 vinyl polymer Polymers 0.000 claims 1
Classifications
-
- 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
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
-
- 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
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
- A01P13/00—Herbicides; Algicides
-
- 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
- C07D401/10—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 aromatic rings
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Engineering & Computer Science (AREA)
- Pest Control & Pesticides (AREA)
- Environmental Sciences (AREA)
- Plant Pathology (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Agronomy & Crop Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
Claims (15)
1. Spoj s Formulom (I):
[image]
naznačen time što
X je N ili CY, pri čemu Y je vodik, halogen, C1-C3 alkil, C1-C3 haloalkil, C1-C3 alkoksi, C1-C3 haloalkoksi, C1-C3 alkoksi, C1-C3 alkiltio, ili C1-C3 haloalkiltio;
R1 je C3-C12 alkinil ili C1-C3 alkil supstituiran s CN;
R2 je halogen, C1-C4 alkil, C1-C4 haloalkil, C2-C4 alkenil, C2-C4 haloalkenil, C2-C4 alkinil, C1-C4 alkoksi, C1-C4 haloalkoksi, C1-C4 alkiltio, C1-C4 haloalkiltio, amino, C1-C4 alkilamino, C2-C4 haloalkilamino, formil, C1-C3 alkilkarbonil, C1-C3 haloalkilkarbonil, cijano, ili skupina s formulom -CR17=CR18-SiR19R20R21, pri čemu R17 je vodik, F, ili Cl; R18 je vodik, F, Cl, C1-C4 alkil, ili C1-C4 haloalkil; i R19, R20, i R21 su neovisno C1-C10 alkil, C3-C6 cikloalkil, fenil, supstituirani fenil, C1-C10 alkoksi, ili OH;
R3 i R4 su neovisno vodik, C1-C6 alkil, C1-C6 haloalkil, C3-C6 alkenil, C3-C6 haloalkenil, C3-C6 alkinil, formil, C1-C3 alkilkarbonil, C1-C3 haloalkilkarbonil, C1-C6 alkoksikarbonil, C1-C6 alkilkarbamil, C1-C6 alkilsulfonil, C1-C6 trialkilsilil, C1-C6 dialkilfosfonil, ili R3 i R4 uzeti zajedno s N tvore 5- ili 6-člani zasićeni prsten, ili R3 i R4 uzeti zajedno predstavljaju =CR3'(R4'), pri čemu R3' i R4' su neovisno vodik, C1-C6 alkil, C3-C6 alkenil, C3-C6 alkinil, C1-C6 alkoksi ili C1-C6 alkilamino, ili, R3' i R4' uzeti zajedno s =C predstavljaju 5- ili 6-člani zasićeni prsten;
R5 je vodik, halogen, C1-C4 alkil, C1-C4 haloalkil, ciklopropil, halociklopropil, C2-C4 alkenil, C2-C4 haloalkenil, C2-C4 alkinil, C1-C3 alkoksi, C1-C3 haloalkoksi, C1-C3 alkiltio, C1-C3 haloalkiltio, amino, C1-C4 alkilamino, C2-C4 haloalkilamino, OH, ili CN;
R6 i R6' su neovisno vodik, halogen, C1-C4 alkil, C1-C4 haloalkil, ciklopropil, halociklopropil, C2-C4 alkenil, C2-C4 haloalkenil, C2-C4 alkinil, C1-C3 alkoksi, C1-C3 haloalkoksi, C1-C3 alkiltio, C1-C3 haloalkiltio, amino, C1-C4 alkilamino ili C2-C4 haloalkilamino, OH, CN, ili NO2;
R7 i R7' su neovisno vodik, halogen, C1-C4 alkil, C1-C4 haloalkil, ciklopropil, halociklopropil, C2-C4 alkenil, C2-C4 haloalkenil, C2-C4 alkinil, C1-C3 alkoksi, C1-C3 haloalkoksi, C1-C3 alkiltio, C1-C3 haloalkiltio, amino, C1-C4 alkilamino, C2-C4 haloalkilamino, ili fenil; R8 je vodik, C1-C6 alkil, C1-C6 haloalkil, C3-C6 alkenil, C3-C6 haloalkenil, C3-C6 alkinil, formil, C1-C6 alkilkarbonil, C1-C6 cikloalkilkarbonil, C1-C6 haloalkilkarbonil, C1-C6 alkoksikarbonil, C1-C6 haloalkoksikarbonil, arilkarbonil, heteroarilkarbonil, C1-C6 alkilkarbamil, C1-C6 alkiltio, C1-C6 alkilsulfonil, C1-C6 haloalkilsulfonil, arilsulfonil, C1-C6 trialkilsilil, amino, C1-C4 alkilamino, cijano, ili fenil;
ili njegov N-oksid ili poljoprivredno prihvatljiva sol.
2. Spoj prema zahtjevu 1, naznačen time što
X je N, CH, CF, CCI, ili CBr;
R1 je C3-C12 alkinil ili C1-C3 alkil supstituiran s CN;
R2 je klor;
R3 i R4 su vodik;
R5 je vodik, halogen, OH, amino, CN, C1-C3 alkil, C1-C3 alkoksi, C1-C3 alkilamino, ili ciklopropil;
R6 i R6' su neovisno vodik, halogen, OH, NH2, CN, C1-C3 alkil, C1-C3 alkoksi, ciklopropil, ili vinil;
R7 i R7' su neovisno vodik, halogen, C1-C3 alkil, C1-C3 alkoksi, C1-C3 alkiltio, ciklopropil, C1-C3 alkilamino, ili fenil; i
R8 je vodik, C1-C3 alkil, fenil, ili C1-C3 alkilkarbonil;
ili njegov N-oksid ili poljoprivredno prihvatljiva sol.
3. Spoj prema zahtjevu 1, naznačen time što
X je CH, CF, ili N;
R1 je C3-C12 alkinil ili C1-C3 alkil supstituiran s CN;
R2 je halogen, C1-C4 alkil, C1-C4 haloalkil, C2-C4 alkenil, C2-C4 haloalkenil, C2-C4 alkinil, C1-C4-alkoksi, C1-C4 haloalkoksi, C1-C4 alkiltio, ili C1-C4 haloalkiltio;
R3 i R4 su vodik, C1-C6 alkil, C1-C6 haloalkil, C3-C6 alkenil, C3-C6 haloalkenil, C3-C6 alkinil, formil, C1-C3 alkilkarbonil, C1-C3 haloalkilkarbonil, ili R3 i R4 uzeti zajedno predstavljaju =CR3'(R4'), pri čemu R3' i R4' su neovisno vodik, C1-C6 alkil, C3-C6 alkenil, C3-C6 alkinil, C1-C6 alkoksi ili C1-C6 alkilamino;
R5 je vodik, halogen, C1-C4 alkil, C1-C4 haloalkil, C2-C4 alkenil, C2-C4 haloalkenil, C2-C4 alkinil, C1-C3 alkoksi, C1-C3 haloalkoksi, C1-C3 alkiltio, C1-C3 haloalkiltio, amino, C1-C4 alkilamino, ili C2-C4 haloalkilamino;
R6 i R6' su neovisno vodik, halogen, C1-C4 alkil, C1-C4 haloalkil, ciklopropil, halociklopropil, C2-C4 alkenil, C2-C4 haloalkenil, C2-C4 alkinil, C1-C3 alkoksi, C1-C3 haloalkoksi, CN, ili NO2;
R7 i R7' su neovisno vodik, halogen, C1-C4 alkil, C1-C4 haloalkil, C1-C3 alkoksi, C1-C3 haloalkoksi, C1-C3 alkiltio, ciklopropil, amino ili C1-C4 alkilamino;
R8 je vodik, C1-C6 alkil, C1-C6 haloalkil, C3-C6 alkenil, C3-C6 haloalkenil, C3-C6 alkinil, formil, C1-C6 alkilkarbonil, C1-C6 cikloalkilkarbonil, C1-C6 haloalkilkarbonil, C1-C6 alkoksikarbonil, C1-C6 haloalkoksikarbonil, arilkarbonil, heteroarilkarbonil, C1-C6 alkilkarbamil, C1-C6 alkiltio, C1-C6 alkilsulfonil, C1-C6 haloalkilsulfonil, arilsulfonil, C1-C6 trialkilsilil, amino, C1-C4 alkilamino, cijano, ili fenil.
4. Spoj prema zahtjevu 3, naznačen time što:
R2 je halogen, C2-C4 alkenil, C2-C4 haloalkenil, ili C1-C4 alkoksi, poželjno CI, metoksi, vinil, ili 1-propenil; ili
pri čemu R3 i R4 su vodik; ili
pri čemu R5 je vodik ili F; poželjno F; ili
pri čemu R6 je vodik ili F; ili
pri čemu R6' je vodik.
5. Spoj prema zahtjevu 3, naznačen time što R6 i R6' su vodik.
6. Spoj prema zahtjevu 3, naznačen time što:
R2 je halogen, C2-C4-alkenil, C2-C4 haloalkenil, ili C1-C4 alkoksi, poželjno klor, metoksi, vinil, ili 1-propenil;
R5 je vodik ili F;
R6 je vodik ili F;
R6' je vodik; i
R7 i R7' su neovisno vodik ili halogen.
7. Spoj prema zahtjevu 6, naznačen time što R3 i R4 su vodik.
8. Spoj prema zahtjevu 6 ili zahtjevu 7, naznačen time što X je CF.
9. Spoj prema zahtjevu 3, naznačen time što:
R2 je klor, metoksi, vinil, ili 1-propenil; i
R3 i R4 su vodik.
10. Spoj prema zahtjevu 3, naznačen time što:
R2 je klor, metoksi, vinil, ili 1-propenil;
R3 i R4 su vodik; i
X je CF.
11. Spoj prema zahtjevu 10, naznačen time što je spoj prop-2-in-1-il 4-amino-3-klor-5-fluor-6-(7-fluor-1H-indol-6-il) pikolinat ili cijanometil 4-amino-3-klor-5-fluor-6-(7-fluor-1H-indol-6-il) pikolinat.
12. Herbicidni pripravak naznačen time što sadrži spoj prema zahtjevu 1 i poljoprivredno prihvatljiv adjuvans ili nosač.
13. Pripravak prema zahtjevu 12, naznačen time što nadalje sadrži najmanje jedan dodatni herbicidni spoj.
14. Pripravak prema zahtjevu 12, naznačen time što nadalje sadrži zaštitno sredstvo.
15. Postupak za kontrolu nepoželjne vegetacije naznačen time što obuhvaća:
osiguravanje spoja prema zahtjevu 1 ili pripravka prema zahtjevu 12; i
primjenu spoja ili pripravka, na odgovarajuću nepoželjnu vegetaciju ili njezin lokus.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201762504148P | 2017-05-10 | 2017-05-10 | |
| EP18798826.6A EP3621439B1 (en) | 2017-05-10 | 2018-05-04 | 4-amino-6-(heterocyclic)picolinates and 6-amino-2-(heterocyclic)pyrimidine-4-carboxylates and their use as herbicides |
| PCT/US2018/031004 WO2018208582A1 (en) | 2017-05-10 | 2018-05-04 | 4-amino-6-(heterocyclic)picolinates and 6-amino-2-(heterocyclic)pyrimidine-4-carboxylates and their use as herbicides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HRP20230184T1 true HRP20230184T1 (hr) | 2023-03-31 |
Family
ID=64105709
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HRP20230184TT HRP20230184T1 (hr) | 2017-05-10 | 2018-05-04 | 4-amino-6-(heterociklički)pikolinati i 6-amino-2-(heterociklički)pirimidin-4-karboksilati i njihova upotreba kao herbicidi |
Country Status (29)
| Country | Link |
|---|---|
| US (1) | US11363816B2 (hr) |
| EP (1) | EP3621439B1 (hr) |
| JP (1) | JP7181225B2 (hr) |
| KR (1) | KR102613877B1 (hr) |
| CN (2) | CN114957209A (hr) |
| AR (1) | AR111686A1 (hr) |
| AU (1) | AU2018264871B2 (hr) |
| CA (1) | CA3063094A1 (hr) |
| CL (1) | CL2019003217A1 (hr) |
| DK (1) | DK3621439T3 (hr) |
| EA (1) | EA201992666A1 (hr) |
| ES (1) | ES2939274T3 (hr) |
| HR (1) | HRP20230184T1 (hr) |
| HU (1) | HUE061325T2 (hr) |
| IL (1) | IL270541B2 (hr) |
| LT (1) | LT3621439T (hr) |
| MA (1) | MA49093B1 (hr) |
| MX (1) | MX2019013414A (hr) |
| NZ (1) | NZ759440A (hr) |
| PH (1) | PH12019502508A1 (hr) |
| PL (1) | PL3621439T3 (hr) |
| PT (1) | PT3621439T (hr) |
| RS (1) | RS63987B1 (hr) |
| SI (1) | SI3621439T1 (hr) |
| TW (1) | TWI785040B (hr) |
| UA (1) | UA126341C2 (hr) |
| UY (1) | UY37727A (hr) |
| WO (1) | WO2018208582A1 (hr) |
| ZA (1) | ZA201907710B (hr) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2018326711A1 (en) * | 2017-09-01 | 2020-02-27 | Dow Agrosciences Llc | Herbicidal compositions containing pyridine carboxylic acids or derivatives thereof, with glyphosate or glufosinate, or derivatives thereof |
| KR20200040863A (ko) * | 2017-09-01 | 2020-04-20 | 다우 아그로사이언시즈 엘엘씨 | Pds 및 vlcfa 억제제, 또는 이들의 유도체와 함께 피리딘 카복실산 또는 이의 유도체를 함유하는 제초 조성물 |
| WO2020096831A1 (en) * | 2018-11-06 | 2020-05-14 | Dow Agrosciences Llc | Safened compositions comprising pyridine carboxylate herbicides and cloquintocet |
| CA3118680A1 (en) * | 2018-11-06 | 2020-05-14 | Corteva Agriscience Llc | Compositions comprising pyridine carboxylate herbicides and azole carboxylate safeners |
| EP3876723A1 (en) * | 2018-11-06 | 2021-09-15 | Corteva Agriscience LLC | Safened compositions comprising pyridine carboxylate herbicides and isoxadifen |
| WO2020096930A1 (en) * | 2018-11-07 | 2020-05-14 | Dow Agrosciences Llc | Compositions comprising pyridine carboxylate herbicides and cellulose biosynthesis inhibitor herbicides |
| EA202191270A1 (ru) * | 2018-11-07 | 2021-08-12 | КОРТЕВА АГРИСАЙЕНС ЭлЭлСи | Композиции, содержащие гербициды на основе пиридинкарбоксилата с гербицидами на основе синтетических ауксинов или ингибиторами транспорта ауксинов |
| WO2020096939A1 (en) * | 2018-11-07 | 2020-05-14 | Dow Agrosciences Llc | Compositions comprising pyridine carboxylate herbicides and fatty acid and lipid synthesis inhibitor herbicides |
| EP3876724A1 (en) * | 2018-11-07 | 2021-09-15 | Corteva Agriscience LLC | Compositions comprising pyridine carboxylate herbicides and acetyl coa carboxylase (accase) inhibitor herbicides |
| US20210400967A1 (en) * | 2018-11-07 | 2021-12-30 | Corteva Agriscience Llc | Compositions comprising pyridine carboxylate herbicides with glyphosate or glufosinate |
| MA54164A (fr) * | 2018-11-07 | 2022-02-16 | Corteva Agriscience Llc | Compositions comprenant des herbicides carboxylates de pyridine avec des herbicides inhibiteurs de pds |
| US20210386068A1 (en) * | 2018-11-07 | 2021-12-16 | Corteva Agriscience Llc | Compositions comprising pyridine carboxylate herbicides and very long chain fatty acid (vlcfa) synthesis inhibitor herbicides |
| EP3876729A1 (en) * | 2018-11-07 | 2021-09-15 | Corteva Agriscience LLC | Compositions comprising a pyridine carboxylate herbicide and protoporphyrinogen oxidase (protox) inhibitor herbicides |
| CN113056195A (zh) * | 2018-11-07 | 2021-06-29 | 科迪华农业科技有限责任公司 | 包含吡啶甲酸酯除草剂与乙酰乳酸合酶(als)抑制剂除草剂的组合物 |
| US20210400970A1 (en) * | 2018-11-07 | 2021-12-30 | Corteva Agriscience Llc | Compositions comprising pyridine carboxylate herbicides and microtubule assembly inhibitor herbicides |
| AU2019377802A1 (en) * | 2018-11-07 | 2021-05-27 | Corteva Agriscience Llc | Compositions comprising pyridine carboxylate herbicides and plant growth regulators |
| EA202191264A1 (ru) * | 2018-11-07 | 2021-07-27 | КОРТЕВА АГРИСАЙЕНС ЭлЭлСи | Композиции, содержащие гербициды на основе пиридинкарбоксилата с гербицидами, представляющими собой ингибиторы фотосистемы ii и необязательно hppd |
| MA54166A (fr) * | 2018-11-07 | 2022-02-16 | Corteva Agriscience Llc | Compositions comprenant des herbicides à base de carboxylate de pyridine et des herbicides inhibiteurs de 4-hydroxyphényl-pyruvate dioxygénase (hppd) |
| WO2021144264A1 (en) * | 2020-01-16 | 2021-07-22 | Bayer Aktiengesellschaft | Crystalline form of the herbicide methyl 4-amino-3-chloro-5-fluoro-6-(7-fluoro-1h-indol-6-yl)picolinate |
| EP4121414A1 (en) | 2020-03-18 | 2023-01-25 | Corteva Agriscience LLC | Improved synthesis of 4-amino-6-(heterocyclic)picolinates |
| EP3957630A1 (en) | 2020-08-19 | 2022-02-23 | Bayer Aktiengesellschaft | Crystalline monohydrate of 4-amino-3-chloro-5-fluoro-6-(7-fluoro-1h-indol-6-yl)picolinic acid summary of the invention |
| GB202016568D0 (en) | 2020-10-19 | 2020-12-02 | Syngenta Crop Protection Ag | Herbicidal compositions |
| GB202016569D0 (en) | 2020-10-19 | 2020-12-02 | Syngenta Crop Protection Ag | Herbicidal compositions |
| WO2023222834A1 (en) | 2022-05-20 | 2023-11-23 | Syngenta Crop Protection Ag | Herbicidal compositions |
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| US404414A (en) * | 1889-06-04 | Method of mixing molten pig metal | ||
| US4044140A (en) | 1975-11-28 | 1977-08-23 | Schering Corporation | Trityl picolinic acid derivatives and their use as anti-acne agents |
| CH629488A5 (en) * | 1975-11-28 | 1982-04-30 | Scherico Ltd | Processes for preparing novel picolinic acid derivatives. |
| US4877897A (en) | 1979-06-11 | 1989-10-31 | Rohm And Haas Company | 4-Trifluoromethyl-4'-nitrodiphenyl ethers |
| US4698093A (en) * | 1984-11-06 | 1987-10-06 | Monsanto Company | Herbicidal (2 or 6)-fluoroalkyl-4-amino pyridine derivatives |
| AR037228A1 (es) * | 2001-07-30 | 2004-11-03 | Dow Agrosciences Llc | Compuestos del acido 6-(aril o heteroaril)-4-aminopicolinico, composicion herbicida que los comprende y metodo para controlar vegetacion no deseada |
| RU2734460C9 (ru) * | 2011-07-27 | 2021-04-05 | Байер Интеллектуэль Проперти Гмбх | Замещенные пиколиновые и пиримидин-4-карбоновые кислоты, способ их получения и их применение в качестве гербицидов и регуляторов роста растений |
| WO2013158233A1 (en) * | 2012-04-16 | 2013-10-24 | Dow Corning Corporation | Processes for the preparation of silicon containing intermetallic compounds and intermetallic compounds prepared thereby |
| US9637505B2 (en) * | 2013-03-15 | 2017-05-02 | Dow Agrosciences Llc | 4-amino-6-(heterocyclic)picolinates and 6-amino-2-(heterocyclic)pyrimidine-4-carboxylates and their use as herbicides |
| TWI694770B (zh) * | 2014-09-15 | 2020-06-01 | 美商陶氏農業科學公司 | 包含吡啶羧酸除草劑之安全的除草組成物（二） |
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