CA1139121A - Herbicidal agent - Google Patents
Herbicidal agentInfo
- Publication number
- CA1139121A CA1139121A CA000353054A CA353054A CA1139121A CA 1139121 A CA1139121 A CA 1139121A CA 000353054 A CA000353054 A CA 000353054A CA 353054 A CA353054 A CA 353054A CA 1139121 A CA1139121 A CA 1139121A
- Authority
- CA
- Canada
- Prior art keywords
- hydroxybenzonitrile
- derivative
- amount
- octanoate
- octyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000004009 herbicide Substances 0.000 title description 5
- 241000196324 Embryophyta Species 0.000 claims abstract description 28
- 150000001875 compounds Chemical class 0.000 claims abstract description 21
- 230000002363 herbicidal effect Effects 0.000 claims abstract description 14
- 239000005606 Pyridate Substances 0.000 claims abstract description 10
- JTZCTMAVMHRNTR-UHFFFAOYSA-N Pyridate Chemical compound CCCCCCCCSC(=O)OC1=CC(Cl)=NN=C1C1=CC=CC=C1 JTZCTMAVMHRNTR-UHFFFAOYSA-N 0.000 claims abstract description 10
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims abstract description 7
- 238000000034 method Methods 0.000 claims abstract description 6
- 229910052740 iodine Inorganic materials 0.000 claims abstract description 5
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims abstract description 4
- 229910052794 bromium Inorganic materials 0.000 claims abstract description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 4
- 239000000203 mixture Substances 0.000 claims description 18
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 8
- 239000004480 active ingredient Substances 0.000 claims description 3
- 239000000969 carrier Substances 0.000 claims description 3
- 239000000080 wetting agent Substances 0.000 claims description 3
- 239000012141 concentrate Substances 0.000 claims description 2
- 239000002270 dispersing agent Substances 0.000 claims description 2
- 239000000839 emulsion Substances 0.000 claims description 2
- CHZCERSEMVWNHL-UHFFFAOYSA-N 2-hydroxybenzonitrile Chemical class OC1=CC=CC=C1C#N CHZCERSEMVWNHL-UHFFFAOYSA-N 0.000 claims 9
- JURYVFBVCAJGBU-UHFFFAOYSA-N 4-hydroxy-3,5-diiodobenzonitrile;octanoic acid Chemical compound CCCCCCCC(O)=O.OC1=C(I)C=C(C#N)C=C1I JURYVFBVCAJGBU-UHFFFAOYSA-N 0.000 claims 2
- NVTKOUIRKCHVTG-UHFFFAOYSA-N 3,5-dibromo-4-hydroxybenzonitrile;octanoic acid Chemical compound CCCCCCCC(O)=O.OC1=C(Br)C=C(C#N)C=C1Br NVTKOUIRKCHVTG-UHFFFAOYSA-N 0.000 claims 1
- 239000000945 filler Substances 0.000 claims 1
- 239000004563 wettable powder Substances 0.000 claims 1
- 239000013543 active substance Substances 0.000 abstract description 10
- 230000002195 synergetic effect Effects 0.000 abstract description 9
- 235000013339 cereals Nutrition 0.000 abstract description 5
- 240000008042 Zea mays Species 0.000 abstract description 4
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 abstract description 4
- 235000002017 Zea mays subsp mays Nutrition 0.000 abstract description 4
- 235000009973 maize Nutrition 0.000 abstract description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 239000011630 iodine Substances 0.000 abstract 1
- 230000006378 damage Effects 0.000 description 9
- -1 phenyl-6 chloro-pyridazin-4-yl Chemical group 0.000 description 9
- 240000005702 Galium aparine Species 0.000 description 8
- 230000000694 effects Effects 0.000 description 8
- 235000014820 Galium aparine Nutrition 0.000 description 7
- 239000000126 substance Substances 0.000 description 6
- QBEXFUOWUYCXNI-UHFFFAOYSA-N Ioxynil octanoate Chemical compound CCCCCCCC(=O)OC1=C(I)C=C(C#N)C=C1I QBEXFUOWUYCXNI-UHFFFAOYSA-N 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 241001289540 Fallopia convolvulus Species 0.000 description 4
- 241001508646 Galeopsis tetrahit Species 0.000 description 4
- 240000006694 Stellaria media Species 0.000 description 4
- 230000000996 additive effect Effects 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- WWZKQHOCKIZLMA-UHFFFAOYSA-M octanoate Chemical compound CCCCCCCC([O-])=O WWZKQHOCKIZLMA-UHFFFAOYSA-M 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- DQKWXTIYGWPGOO-UHFFFAOYSA-N (2,6-dibromo-4-cyanophenyl) octanoate Chemical compound CCCCCCCC(=O)OC1=C(Br)C=C(C#N)C=C1Br DQKWXTIYGWPGOO-UHFFFAOYSA-N 0.000 description 3
- HTSGKJQDMSTCGS-UHFFFAOYSA-N 1,4-bis(4-chlorophenyl)-2-(4-methylphenyl)sulfonylbutane-1,4-dione Chemical compound C1=CC(C)=CC=C1S(=O)(=O)C(C(=O)C=1C=CC(Cl)=CC=1)CC(=O)C1=CC=C(Cl)C=C1 HTSGKJQDMSTCGS-UHFFFAOYSA-N 0.000 description 3
- UPMXNNIRAGDFEH-UHFFFAOYSA-N 3,5-dibromo-4-hydroxybenzonitrile Chemical compound OC1=C(Br)C=C(C#N)C=C1Br UPMXNNIRAGDFEH-UHFFFAOYSA-N 0.000 description 3
- 235000002673 Dioscorea communis Nutrition 0.000 description 3
- 240000006503 Lamium purpureum Species 0.000 description 3
- 240000004674 Papaver rhoeas Species 0.000 description 3
- 235000007846 Papaver rhoeas Nutrition 0.000 description 3
- 206010061217 Infestation Diseases 0.000 description 2
- 240000002702 Lapsana communis Species 0.000 description 2
- 235000006761 Lapsana communis Nutrition 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- 241000205407 Polygonum Species 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 241000159750 Urtica cannabina Species 0.000 description 2
- 240000005592 Veronica officinalis Species 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- NRXQIUSYPAHGNM-UHFFFAOYSA-N ioxynil Chemical compound OC1=C(I)C=C(C#N)C=C1I NRXQIUSYPAHGNM-UHFFFAOYSA-N 0.000 description 2
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000011435 rock Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- LNAZSHAWQACDHT-XIYTZBAFSA-N (2r,3r,4s,5r,6s)-4,5-dimethoxy-2-(methoxymethyl)-3-[(2s,3r,4s,5r,6r)-3,4,5-trimethoxy-6-(methoxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6r)-4,5,6-trimethoxy-2-(methoxymethyl)oxan-3-yl]oxyoxane Chemical compound CO[C@@H]1[C@@H](OC)[C@H](OC)[C@@H](COC)O[C@H]1O[C@H]1[C@H](OC)[C@@H](OC)[C@H](O[C@H]2[C@@H]([C@@H](OC)[C@H](OC)O[C@@H]2COC)OC)O[C@@H]1COC LNAZSHAWQACDHT-XIYTZBAFSA-N 0.000 description 1
- WNTGYJSOUMFZEP-UHFFFAOYSA-N 2-(4-chloro-2-methylphenoxy)propanoic acid Chemical compound OC(=O)C(C)OC1=CC=C(Cl)C=C1C WNTGYJSOUMFZEP-UHFFFAOYSA-N 0.000 description 1
- XWSSUYOEOWLFEI-UHFFFAOYSA-N 3-phenylpyridazine Chemical class C1=CC=CC=C1C1=CC=CN=N1 XWSSUYOEOWLFEI-UHFFFAOYSA-N 0.000 description 1
- 240000002245 Acer pensylvanicum Species 0.000 description 1
- 235000006760 Acer pensylvanicum Nutrition 0.000 description 1
- 241000602336 Anthemis arvensis Species 0.000 description 1
- 239000005489 Bromoxynil Substances 0.000 description 1
- 244000157790 Buglossoides arvense Species 0.000 description 1
- 240000006122 Chenopodium album Species 0.000 description 1
- 235000009344 Chenopodium album Nutrition 0.000 description 1
- 101800004637 Communis Proteins 0.000 description 1
- NPOJQCVWMSKXDN-UHFFFAOYSA-N Dacthal Chemical compound COC(=O)C1=C(Cl)C(Cl)=C(C(=O)OC)C(Cl)=C1Cl NPOJQCVWMSKXDN-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 239000004606 Fillers/Extenders Substances 0.000 description 1
- 235000009193 Lamium purpureum Nutrition 0.000 description 1
- 235000012587 Lamium purpureum var. incisum Nutrition 0.000 description 1
- 244000042664 Matricaria chamomilla Species 0.000 description 1
- 235000007232 Matricaria chamomilla Nutrition 0.000 description 1
- 235000011096 Papaver Nutrition 0.000 description 1
- 240000001090 Papaver somniferum Species 0.000 description 1
- 244000273256 Phragmites communis Species 0.000 description 1
- 235000014676 Phragmites communis Nutrition 0.000 description 1
- 241000219422 Urtica Species 0.000 description 1
- 235000009108 Urtica dioica Nutrition 0.000 description 1
- 235000005545 Veronica americana Nutrition 0.000 description 1
- 241001166549 Veronica hederifolia Species 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 230000003042 antagnostic effect Effects 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 244000038559 crop plants Species 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- NLFBCYMMUAKCPC-KQQUZDAGSA-N ethyl (e)-3-[3-amino-2-cyano-1-[(e)-3-ethoxy-3-oxoprop-1-enyl]sulfanyl-3-oxoprop-1-enyl]sulfanylprop-2-enoate Chemical compound CCOC(=O)\C=C\SC(=C(C#N)C(N)=O)S\C=C\C(=O)OCC NLFBCYMMUAKCPC-KQQUZDAGSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 230000008676 import Effects 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 229960002900 methylcellulose Drugs 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- QIIPQYDSKRYMFG-UHFFFAOYSA-N phenyl hydrogen carbonate Chemical class OC(=O)OC1=CC=CC=C1 QIIPQYDSKRYMFG-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- A01N47/00—Biocides, 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
- A01N47/02—Biocides, 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 no bond to a nitrogen atom
- A01N47/06—Biocides, 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 no bond to a nitrogen atom containing —O—CO—O— groups; Thio analogues thereof
Landscapes
- 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)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19792925335 DE2925335A1 (de) | 1979-06-22 | 1979-06-22 | Herbizides mittel |
| DEP2925335.8 | 1979-06-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1139121A true CA1139121A (en) | 1983-01-11 |
Family
ID=6073947
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000353054A Expired CA1139121A (en) | 1979-06-22 | 1980-05-29 | Herbicidal agent |
Country Status (19)
| Country | Link |
|---|---|
| AR (1) | AR225044A1 (cs) |
| AU (1) | AU526903B2 (cs) |
| BR (1) | BR8003872A (cs) |
| CA (1) | CA1139121A (cs) |
| CS (1) | CS220778B2 (cs) |
| DD (1) | DD151405A1 (cs) |
| DE (1) | DE2925335A1 (cs) |
| DK (1) | DK156982C (cs) |
| FR (1) | FR2459617A1 (cs) |
| GB (1) | GB2051578B (cs) |
| HU (1) | HU185893B (cs) |
| IT (1) | IT1129226B (cs) |
| KE (1) | KE3301A (cs) |
| PL (1) | PL122688B1 (cs) |
| SE (1) | SE446928B (cs) |
| SU (1) | SU934897A3 (cs) |
| TR (1) | TR20588A (cs) |
| UA (1) | UA6316A1 (cs) |
| ZA (1) | ZA803236B (cs) |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE636416A (cs) * | 1962-08-30 | |||
| DE2331398C3 (de) * | 1973-06-20 | 1979-10-11 | Lentia Gmbh | Ester von S-PhenyM-hydroxy-e-halogenpyridazinverbindungen, ihre Herstellung und sie enthaltende herbizide Mittel |
| DE2351553A1 (de) * | 1973-10-13 | 1975-04-24 | Basf Ag | Herbizid |
-
1979
- 1979-06-22 DE DE19792925335 patent/DE2925335A1/de not_active Ceased
-
1980
- 1980-05-29 CA CA000353054A patent/CA1139121A/en not_active Expired
- 1980-05-30 ZA ZA00803236A patent/ZA803236B/xx unknown
- 1980-06-06 DK DK244280A patent/DK156982C/da not_active IP Right Cessation
- 1980-06-11 GB GB8019037A patent/GB2051578B/en not_active Expired
- 1980-06-12 SE SE8004382A patent/SE446928B/sv not_active IP Right Cessation
- 1980-06-16 CS CS435580A patent/CS220778B2/cs unknown
- 1980-06-17 SU SU802936199A patent/SU934897A3/ru active
- 1980-06-17 UA UA2936199A patent/UA6316A1/uk unknown
- 1980-06-17 DD DD80221891A patent/DD151405A1/de active Protection Beyond IP Right Term
- 1980-06-18 AR AR281438A patent/AR225044A1/es active
- 1980-06-18 AU AU59394/80A patent/AU526903B2/en not_active Ceased
- 1980-06-19 FR FR8013600A patent/FR2459617A1/fr active Granted
- 1980-06-20 IT IT67972/80A patent/IT1129226B/it active Protection Beyond IP Right Term
- 1980-06-20 PL PL1980225113A patent/PL122688B1/pl unknown
- 1980-06-20 HU HU801537A patent/HU185893B/hu not_active IP Right Cessation
- 1980-06-20 BR BR8003872A patent/BR8003872A/pt not_active IP Right Cessation
- 1980-06-23 TR TR20588A patent/TR20588A/xx unknown
-
1983
- 1983-06-27 KE KE3301A patent/KE3301A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AU526903B2 (en) | 1983-02-03 |
| UA6316A1 (uk) | 1994-12-29 |
| SU934897A3 (ru) | 1982-06-07 |
| AR225044A1 (es) | 1982-02-15 |
| IT1129226B (it) | 1986-06-04 |
| DK156982B (da) | 1989-10-30 |
| GB2051578A (en) | 1981-01-21 |
| KE3301A (en) | 1983-08-05 |
| DK244280A (da) | 1980-12-23 |
| BR8003872A (pt) | 1981-01-21 |
| PL225113A1 (cs) | 1981-05-22 |
| SE8004382L (sv) | 1980-12-23 |
| CS220778B2 (en) | 1983-04-29 |
| PL122688B1 (en) | 1982-08-31 |
| IT8067972A0 (it) | 1980-06-20 |
| AU5939480A (en) | 1981-01-08 |
| ZA803236B (en) | 1981-05-27 |
| TR20588A (tr) | 1982-02-01 |
| GB2051578B (en) | 1983-06-02 |
| DD151405A1 (de) | 1981-10-21 |
| FR2459617A1 (fr) | 1981-01-16 |
| HU185893B (en) | 1985-04-28 |
| SE446928B (sv) | 1986-10-20 |
| DE2925335A1 (de) | 1981-01-08 |
| FR2459617B1 (cs) | 1982-04-16 |
| DK156982C (da) | 1990-03-26 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |