DE3330546C2 - Herbizide - Google Patents
HerbizideInfo
- Publication number
- DE3330546C2 DE3330546C2 DE3330546A DE3330546A DE3330546C2 DE 3330546 C2 DE3330546 C2 DE 3330546C2 DE 3330546 A DE3330546 A DE 3330546A DE 3330546 A DE3330546 A DE 3330546A DE 3330546 C2 DE3330546 C2 DE 3330546C2
- Authority
- DE
- Germany
- Prior art keywords
- ethyl
- tert
- triazine
- nitro
- methallyl
- 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 abstract description 24
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 35
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 7
- 239000004480 active ingredient Substances 0.000 abstract description 46
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract description 6
- 239000002904 solvent Substances 0.000 abstract description 6
- 239000000654 additive Substances 0.000 abstract description 5
- 239000003085 diluting agent Substances 0.000 abstract description 4
- 230000000996 additive effect Effects 0.000 abstract description 2
- 125000006318 tert-butyl amino group Chemical group [H]N(*)C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 42
- 230000000052 comparative effect Effects 0.000 description 36
- 238000002474 experimental method Methods 0.000 description 33
- 241000209140 Triticum Species 0.000 description 31
- IROINLKCQGIITA-UHFFFAOYSA-N terbutryn Chemical compound CCNC1=NC(NC(C)(C)C)=NC(SC)=N1 IROINLKCQGIITA-UHFFFAOYSA-N 0.000 description 31
- 235000021307 Triticum Nutrition 0.000 description 30
- 241000196324 Embryophyta Species 0.000 description 29
- FZXISNSWEXTPMF-UHFFFAOYSA-N terbutylazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)(C)C)=N1 FZXISNSWEXTPMF-UHFFFAOYSA-N 0.000 description 28
- FIDRAVVQGKNYQK-UHFFFAOYSA-N 1,2,3,4-tetrahydrotriazine Chemical compound C1NNNC=C1 FIDRAVVQGKNYQK-UHFFFAOYSA-N 0.000 description 25
- 125000000031 ethylamino group Chemical group [H]C([H])([H])C([H])([H])N([H])[*] 0.000 description 19
- 239000000460 chlorine Substances 0.000 description 17
- 229910052801 chlorine Inorganic materials 0.000 description 16
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 16
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 16
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 15
- -1 Volume 5 Substances 0.000 description 15
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 14
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 12
- 241001666377 Apera Species 0.000 description 11
- 240000005592 Veronica officinalis Species 0.000 description 11
- 230000002195 synergetic effect Effects 0.000 description 11
- 239000000203 mixture Substances 0.000 description 10
- 239000004576 sand Substances 0.000 description 9
- 241000743985 Alopecurus Species 0.000 description 8
- 241000220244 Capsella <angiosperm> Species 0.000 description 8
- 235000011305 Capsella bursa pastoris Nutrition 0.000 description 8
- 240000008867 Capsella bursa-pastoris Species 0.000 description 8
- 241000405217 Viola <butterfly> Species 0.000 description 8
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 description 8
- SLFVYFOEHHLHDW-UHFFFAOYSA-N n-(trifluoromethyl)aniline Chemical compound FC(F)(F)NC1=CC=CC=C1 SLFVYFOEHHLHDW-UHFFFAOYSA-N 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 241001166549 Veronica hederifolia Species 0.000 description 7
- 239000012141 concentrate Substances 0.000 description 7
- 239000000843 powder Substances 0.000 description 7
- BCQMBFHBDZVHKU-UHFFFAOYSA-N terbumeton Chemical compound CCNC1=NC(NC(C)(C)C)=NC(OC)=N1 BCQMBFHBDZVHKU-UHFFFAOYSA-N 0.000 description 7
- 230000002363 herbicidal effect Effects 0.000 description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 6
- HLWWUAGXWCWAKG-UHFFFAOYSA-N n-ethyl-1,3,5-triazin-2-amine Chemical compound CCNC1=NC=NC=N1 HLWWUAGXWCWAKG-UHFFFAOYSA-N 0.000 description 6
- VACNDKUQVLNNLD-UHFFFAOYSA-N 2,6-dinitro-4-(trifluoromethyl)aniline Chemical compound NC1=C([N+]([O-])=O)C=C(C(F)(F)F)C=C1[N+]([O-])=O VACNDKUQVLNNLD-UHFFFAOYSA-N 0.000 description 5
- 241000394440 Viola arvensis Species 0.000 description 5
- 244000047670 Viola x wittrockiana Species 0.000 description 5
- 235000004031 Viola x wittrockiana Nutrition 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- ODGIMMLDVSWADK-UHFFFAOYSA-N 4-trifluoromethylaniline Chemical compound NC1=CC=C(C(F)(F)F)C=C1 ODGIMMLDVSWADK-UHFFFAOYSA-N 0.000 description 4
- 240000001592 Amaranthus caudatus Species 0.000 description 4
- 235000009328 Amaranthus caudatus Nutrition 0.000 description 4
- 102100024170 Cyclin-C Human genes 0.000 description 4
- 101000980770 Homo sapiens Cyclin-C Proteins 0.000 description 4
- 230000003042 antagnostic effect Effects 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 230000006378 damage Effects 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 244000251090 Anthemis cotula Species 0.000 description 3
- 239000000969 carrier Substances 0.000 description 3
- 125000001309 chloro group Chemical group Cl* 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- UASSLVXXVGLWCG-UHFFFAOYSA-N n-[4-(trifluoromethyl)phenyl]nitramide Chemical class [O-][N+](=O)NC1=CC=C(C(F)(F)F)C=C1 UASSLVXXVGLWCG-UHFFFAOYSA-N 0.000 description 3
- 239000007921 spray Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- QSLPNSWXUQHVLP-UHFFFAOYSA-N $l^{1}-sulfanylmethane Chemical compound [S]C QSLPNSWXUQHVLP-UHFFFAOYSA-N 0.000 description 2
- JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical compound C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 description 2
- 241000602336 Anthemis arvensis Species 0.000 description 2
- 241001260012 Bursa Species 0.000 description 2
- 240000004385 Centaurea cyanus Species 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 240000006503 Lamium purpureum Species 0.000 description 2
- 241000209510 Liliopsida Species 0.000 description 2
- 244000098338 Triticum aestivum Species 0.000 description 2
- 241000990144 Veronica persica Species 0.000 description 2
- 235000009754 Vitis X bourquina Nutrition 0.000 description 2
- 235000012333 Vitis X labruscana Nutrition 0.000 description 2
- 240000006365 Vitis vinifera Species 0.000 description 2
- 235000014787 Vitis vinifera Nutrition 0.000 description 2
- 244000038559 crop plants Species 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 230000008029 eradication Effects 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 230000008774 maternal effect Effects 0.000 description 2
- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical compound [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 description 2
- 239000000575 pesticide Substances 0.000 description 2
- 239000000546 pharmaceutical excipient Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- YBRBMKDOPFTVDT-UHFFFAOYSA-N tert-butylamine Chemical compound CC(C)(C)N YBRBMKDOPFTVDT-UHFFFAOYSA-N 0.000 description 2
- 150000003920 1,2,4-triazines Chemical class 0.000 description 1
- 239000002794 2,4-DB Substances 0.000 description 1
- 239000005631 2,4-Dichlorophenoxyacetic acid Substances 0.000 description 1
- NDTKXJOMFWNZGE-UHFFFAOYSA-N 9-hydroxy-9h-fluorene-1-carboxylic acid Chemical compound C1=CC(C(O)=O)=C2C(O)C3=CC=CC=C3C2=C1 NDTKXJOMFWNZGE-UHFFFAOYSA-N 0.000 description 1
- 241000184350 Adonis aestivalis Species 0.000 description 1
- 241001621841 Alopecurus myosuroides Species 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 235000007639 Anthemis cotula Nutrition 0.000 description 1
- 101000742062 Bos taurus Protein phosphatase 1G Proteins 0.000 description 1
- 235000005637 Brassica campestris Nutrition 0.000 description 1
- 235000014750 Brassica kaber Nutrition 0.000 description 1
- 240000008100 Brassica rapa Species 0.000 description 1
- 235000010149 Brassica rapa subsp chinensis Nutrition 0.000 description 1
- 235000010570 Brassica rapa var. rapa Nutrition 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- 235000005940 Centaurea cyanus Nutrition 0.000 description 1
- 235000007866 Chamaemelum nobile Nutrition 0.000 description 1
- 239000005494 Chlorotoluron Substances 0.000 description 1
- 235000005979 Citrus limon Nutrition 0.000 description 1
- 244000131522 Citrus pyriformis Species 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 101100315388 Danio rerio tshz1 gene Proteins 0.000 description 1
- 240000003173 Drymaria cordata Species 0.000 description 1
- PTFJIKYUEPWBMS-UHFFFAOYSA-N Ethalfluralin Chemical compound CC(=C)CN(CC)C1=C([N+]([O-])=O)C=C(C(F)(F)F)C=C1[N+]([O-])=O PTFJIKYUEPWBMS-UHFFFAOYSA-N 0.000 description 1
- 241000520028 Lamium Species 0.000 description 1
- 235000009198 Lamium amplexicaule Nutrition 0.000 description 1
- 244000303225 Lamium amplexicaule Species 0.000 description 1
- 235000009193 Lamium purpureum Nutrition 0.000 description 1
- 235000012587 Lamium purpureum var. incisum Nutrition 0.000 description 1
- 241001071917 Lithospermum Species 0.000 description 1
- 241000220225 Malus Species 0.000 description 1
- 235000011430 Malus pumila Nutrition 0.000 description 1
- 235000015103 Malus silvestris Nutrition 0.000 description 1
- 235000007232 Matricaria chamomilla Nutrition 0.000 description 1
- 241001442135 Myosotis arvensis Species 0.000 description 1
- XAPIDVNPTSOVOQ-UHFFFAOYSA-N N-[3-(trifluoromethyl)phenyl]nitramide Chemical compound [N+](=O)([O-])NC1=CC(=CC=C1)C(F)(F)F XAPIDVNPTSOVOQ-UHFFFAOYSA-N 0.000 description 1
- 241000238633 Odonata Species 0.000 description 1
- 235000007846 Papaver rhoeas Nutrition 0.000 description 1
- 240000004674 Papaver rhoeas Species 0.000 description 1
- 240000001090 Papaver somniferum Species 0.000 description 1
- 235000008753 Papaver somniferum Nutrition 0.000 description 1
- 241000287127 Passeridae Species 0.000 description 1
- 241001163743 Perlodes Species 0.000 description 1
- 235000010617 Phaseolus lunatus Nutrition 0.000 description 1
- 244000100170 Phaseolus lunatus Species 0.000 description 1
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
- 244000046052 Phaseolus vulgaris Species 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 229920001213 Polysorbate 20 Polymers 0.000 description 1
- 241000220259 Raphanus Species 0.000 description 1
- 240000000111 Saccharum officinarum Species 0.000 description 1
- 235000007201 Saccharum officinarum Nutrition 0.000 description 1
- 240000003728 Spergula arvensis Species 0.000 description 1
- 235000008214 Thlaspi arvense Nutrition 0.000 description 1
- 240000008488 Thlaspi arvense Species 0.000 description 1
- YZCKVEUIGOORGS-NJFSPNSNSA-N Tritium Chemical compound [3H] YZCKVEUIGOORGS-NJFSPNSNSA-N 0.000 description 1
- 235000005545 Veronica americana Nutrition 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002730 additional effect Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 125000001931 aliphatic group Chemical class 0.000 description 1
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- 241001233037 catfish Species 0.000 description 1
- JXCGFZXSOMJFOA-UHFFFAOYSA-N chlorotoluron Chemical compound CN(C)C(=O)NC1=CC=C(C)C(Cl)=C1 JXCGFZXSOMJFOA-UHFFFAOYSA-N 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- YDEXUEFDPVHGHE-GGMCWBHBSA-L disodium;(2r)-3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Na+].[Na+].COC1=CC=CC(C[C@H](CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O YDEXUEFDPVHGHE-GGMCWBHBSA-L 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000004495 emulsifiable concentrate Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000009313 farming Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 229910052736 halogen Chemical class 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 229940125697 hormonal agent Drugs 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- PUIYMUZLKQOUOZ-UHFFFAOYSA-N isoproturon Chemical compound CC(C)C1=CC=C(NC(=O)N(C)C)C=C1 PUIYMUZLKQOUOZ-UHFFFAOYSA-N 0.000 description 1
- 230000000366 juvenile effect Effects 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 235000009973 maize Nutrition 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 description 1
- 235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000011814 protection agent Substances 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 150000003458 sulfonic acid derivatives Chemical class 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 229910052722 tritium Inorganic materials 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000000080 wetting agent Substances 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
- 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
- A01N43/66—1,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms
- A01N43/68—1,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms with two or three nitrogen atoms directly attached to ring carbon atoms
- A01N43/70—Diamino—1,3,5—triazines with only one oxygen, sulfur or halogen atom or only one cyano, thiocyano (—SCN), cyanato (—OCN) or azido (—N3) group directly attached to a ring carbon atom
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 (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU822712A HU187405B (en) | 1982-08-24 | 1982-08-24 | Herbicidal compositions with synergic action |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE3330546A1 DE3330546A1 (de) | 1984-03-01 |
| DE3330546C2 true DE3330546C2 (de) | 1985-10-31 |
Family
ID=10960761
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE3330546A Expired DE3330546C2 (de) | 1982-08-24 | 1983-08-24 | Herbizide |
Country Status (18)
| Country | Link |
|---|---|
| JP (1) | JPS5984806A (cs) |
| AU (1) | AU557263B2 (cs) |
| BR (1) | BR8304566A (cs) |
| CA (1) | CA1204298A (cs) |
| CH (1) | CH654463A5 (cs) |
| CS (1) | CS235339B2 (cs) |
| DD (1) | DD211471A5 (cs) |
| DE (1) | DE3330546C2 (cs) |
| ES (1) | ES8606980A1 (cs) |
| FR (1) | FR2532152A1 (cs) |
| GB (1) | GB2126092B (cs) |
| GR (1) | GR78677B (cs) |
| HU (1) | HU187405B (cs) |
| IT (1) | IT1163929B (cs) |
| MN (1) | MN325A8 (cs) |
| PL (1) | PL135874B1 (cs) |
| SU (1) | SU1375110A3 (cs) |
| ZA (1) | ZA836074B (cs) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9325284D0 (en) * | 1993-12-10 | 1994-02-16 | Rhone Poulenc Agriculture | Herbicidal compositions |
| US5707929A (en) * | 1995-05-08 | 1998-01-13 | Troy Chemical Corporation | Biocidal compositions comprising mixtures of haloproynyl compounds and sulfur containing triazines |
| US20150057154A1 (en) * | 2013-08-21 | 2015-02-26 | Dow Agrosciences Llc | HERBICIDAL COMPOSITIONS COMPRISING SULFENTRAZONE plus PROPYZAMIDE AND SULFENTRAZONE PLUS PROPYZAMIDE PLUS ETHALFLURALIN |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1505249A (en) * | 1974-03-23 | 1978-03-30 | Lilly Co Eli | Herbicides |
| FR2414870A1 (fr) * | 1977-08-04 | 1979-08-17 | Sipcam | Composition herbicide |
| IT1111151B (it) * | 1978-01-10 | 1986-01-13 | Sipcam Spa | Composizione erbicida liquida emulsionabile in acqua |
-
1982
- 1982-08-24 HU HU822712A patent/HU187405B/hu not_active IP Right Cessation
-
1983
- 1983-08-17 ZA ZA836074A patent/ZA836074B/xx unknown
- 1983-08-23 CS CS836139A patent/CS235339B2/cs unknown
- 1983-08-23 CA CA000435131A patent/CA1204298A/en not_active Expired
- 1983-08-23 FR FR8313596A patent/FR2532152A1/fr active Pending
- 1983-08-23 GR GR72278A patent/GR78677B/el unknown
- 1983-08-24 GB GB08322697A patent/GB2126092B/en not_active Expired
- 1983-08-24 AU AU18398/83A patent/AU557263B2/en not_active Ceased
- 1983-08-24 CH CH4695/83A patent/CH654463A5/de not_active IP Right Cessation
- 1983-08-24 JP JP58154746A patent/JPS5984806A/ja active Pending
- 1983-08-24 DD DD83254189A patent/DD211471A5/de not_active IP Right Cessation
- 1983-08-24 SU SU833638901A patent/SU1375110A3/ru active
- 1983-08-24 IT IT22632/83A patent/IT1163929B/it active
- 1983-08-24 ES ES525557A patent/ES8606980A1/es not_active Expired
- 1983-08-24 DE DE3330546A patent/DE3330546C2/de not_active Expired
- 1983-08-24 BR BR8304566A patent/BR8304566A/pt unknown
- 1983-08-24 PL PL1983243510A patent/PL135874B1/pl unknown
-
1984
- 1984-12-18 MN MN84641A patent/MN325A8/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ES8606980A1 (es) | 1986-06-01 |
| FR2532152A1 (fr) | 1984-03-02 |
| PL135874B1 (en) | 1985-12-31 |
| CH654463A5 (de) | 1986-02-28 |
| MN325A8 (en) | 1985-06-15 |
| GB8322697D0 (en) | 1983-09-28 |
| AU557263B2 (en) | 1986-12-18 |
| DE3330546A1 (de) | 1984-03-01 |
| IT8322632A0 (it) | 1983-08-24 |
| ZA836074B (en) | 1984-07-25 |
| GR78677B (cs) | 1984-09-27 |
| AU1839883A (en) | 1984-03-01 |
| PL243510A1 (en) | 1984-07-30 |
| GB2126092A (en) | 1984-03-21 |
| ES525557A0 (es) | 1986-06-01 |
| IT1163929B (it) | 1987-04-08 |
| DD211471A5 (de) | 1984-07-18 |
| BR8304566A (pt) | 1984-04-03 |
| HU187405B (en) | 1986-01-28 |
| CA1204298A (en) | 1986-05-13 |
| CS235339B2 (en) | 1985-05-15 |
| SU1375110A3 (ru) | 1988-02-15 |
| JPS5984806A (ja) | 1984-05-16 |
| GB2126092B (en) | 1986-04-09 |
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