CA1287743C - Agents herbicides - Google Patents

Agents herbicides

Info

Publication number: CA1287743C
Authority: CA; Canada
Prior art keywords: denotes; alkyl; formula; alkoxy; iii
Prior art date: 1985-10-10
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 - Fee Related

Application number

CA 520164

Other languages

English (en)

Inventor

Klaus Bauer

Hermann Bieringer

Hilmar Mildenberger

Lothar Willms

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Hoechst AG

Original Assignee

Hoechst AG

Priority date (The priority date 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 date listed.)

1985-10-10

Filing date

1986-10-09

Publication date

1991-08-20

1986-05-02 Priority claimed from DE19863614787 external-priority patent/DE3614787A1/de

1986-10-09 Application filed by Hoechst AG filed Critical Hoechst AG

1991-08-20 Application granted granted Critical

1991-08-20 Publication of CA1287743C publication Critical patent/CA1287743C/fr

2008-08-20 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

239000004009 herbicide Substances 0.000 title claims abstract description 15
150000001875 compounds Chemical class 0.000 claims abstract description 45
-1 R1' denotes H Chemical group 0.000 claims abstract description 32
229910052736 halogen Inorganic materials 0.000 claims abstract description 18
150000002367 halogens Chemical class 0.000 claims abstract description 18
150000003839 salts Chemical class 0.000 claims abstract description 18
239000004480 active ingredient Substances 0.000 claims abstract description 16
125000000217 alkyl group Chemical group 0.000 claims abstract description 12
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract description 5
229910052760 oxygen Inorganic materials 0.000 claims abstract 3
229910052757 nitrogen Inorganic materials 0.000 claims abstract 2
229910052717 sulfur Inorganic materials 0.000 claims abstract 2
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 35
125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 21
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 17
150000003254 radicals Chemical class 0.000 claims description 11
125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 7
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 7
125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 5
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
229910052739 hydrogen Inorganic materials 0.000 claims description 3
239000001257 hydrogen Substances 0.000 claims description 3
125000004076 pyridyl group Chemical group 0.000 claims description 3
125000004399 C1-C4 alkenyl group Chemical group 0.000 claims description 2
125000006260 ethylaminocarbonyl group Chemical group [H]N(C(*)=O)C([H])([H])C([H])([H])[H] 0.000 claims description 2
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
238000000034 method Methods 0.000 claims description 2
125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 claims description 2
125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 2
125000005493 quinolyl group Chemical group 0.000 claims description 2
125000001544 thienyl group Chemical group 0.000 claims description 2
125000006526 (C1-C2) alkyl group Chemical group 0.000 claims 1
125000006536 (C1-C2)alkoxy group Chemical group 0.000 claims 1
125000006729 (C2-C5) alkenyl group Chemical group 0.000 claims 1
125000006766 (C2-C6) alkynyloxy group Chemical group 0.000 claims 1
125000004453 alkoxycarbonyl group Chemical group 0.000 claims 1
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 claims 1
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
230000002363 herbicidal effect Effects 0.000 abstract description 11
125000003342 alkenyl group Chemical group 0.000 abstract 1
125000003226 pyrazolyl group Chemical group 0.000 abstract 1
235000013350 formula milk Nutrition 0.000 description 40
239000000203 mixture Substances 0.000 description 17
241000196324 Embryophyta Species 0.000 description 8
239000012141 concentrate Substances 0.000 description 7
238000009472 formulation Methods 0.000 description 6
239000003795 chemical substances by application Substances 0.000 description 5
239000000306 component Substances 0.000 description 5
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
239000004615 ingredient Substances 0.000 description 4
239000000126 substance Substances 0.000 description 4
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
239000004495 emulsifiable concentrate Substances 0.000 description 3
239000000243 solution Substances 0.000 description 3
244000052363 Cynodon dactylon Species 0.000 description 2
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
241000192043 Echinochloa Species 0.000 description 2
241000508725 Elymus repens Species 0.000 description 2
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical class CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 2
239000000654 additive Substances 0.000 description 2
150000001768 cations Chemical class 0.000 description 2
239000006185 dispersion Substances 0.000 description 2
238000010410 dusting Methods 0.000 description 2
230000000694 effects Effects 0.000 description 2
239000008187 granular material Substances 0.000 description 2
238000003801 milling Methods 0.000 description 2
229920000151 polyglycol Polymers 0.000 description 2
239000010695 polyglycol Substances 0.000 description 2
229910052700 potassium Inorganic materials 0.000 description 2
239000000843 powder Substances 0.000 description 2
229910052708 sodium Inorganic materials 0.000 description 2
239000011734 sodium Substances 0.000 description 2
230000002195 synergetic effect Effects 0.000 description 2
OVBICQMTCPFEBS-SATRDZAXSA-N (2s)-1-[(2s)-2-[[(2s)-2-[[(2r)-2-[[(2s)-2-[[(2s)-2-[[(2r)-2-[[(2r)-2-[[(2r)-2-acetamido-3-naphthalen-2-ylpropanoyl]amino]-3-(4-chlorophenyl)propanoyl]amino]-3-pyridin-3-ylpropanoyl]amino]-3-hydroxypropanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-6-[bi Chemical compound CC(O)=O.CC(O)=O.C([C@@H](C(=O)N[C@H](CCCCN=C(NCC)NCC)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCCN=C(NCC)NCC)C(=O)N1[C@@H](CCC1)C(=O)N[C@H](C)C(N)=O)NC(=O)[C@H](CO)NC(=O)[C@@H](CC=1C=NC=CC=1)NC(=O)[C@@H](CC=1C=CC(Cl)=CC=1)NC(=O)[C@@H](CC=1C=C2C=CC=CC2=CC=1)NC(C)=O)C1=CC=C(O)C=C1 OVBICQMTCPFEBS-SATRDZAXSA-N 0.000 description 1
125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 description 1
QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Polymers CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 description 1
241000209136 Agropyron Species 0.000 description 1
241000743985 Alopecurus Species 0.000 description 1
241001621841 Alopecurus myosuroides Species 0.000 description 1
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
244000099147 Ananas comosus Species 0.000 description 1
235000007119 Ananas comosus Nutrition 0.000 description 1
241000339490 Brachyachne Species 0.000 description 1
241000132536 Cirsium Species 0.000 description 1
244000060011 Cocos nucifera Species 0.000 description 1
235000013162 Cocos nucifera Nutrition 0.000 description 1
229920000742 Cotton Polymers 0.000 description 1
RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
240000003133 Elaeis guineensis Species 0.000 description 1
235000001950 Elaeis guineensis Nutrition 0.000 description 1
244000043261 Hevea brasiliensis Species 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
240000007171 Imperata cylindrica Species 0.000 description 1
229920001732 Lignosulfonate Polymers 0.000 description 1
241000209082 Lolium Species 0.000 description 1
244000100545 Lolium multiflorum Species 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
241001268782 Paspalum dilatatum Species 0.000 description 1
241000209046 Pennisetum Species 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
241000219053 Rumex Species 0.000 description 1
244000299461 Theobroma cacao Species 0.000 description 1
235000009470 Theobroma cacao Nutrition 0.000 description 1
241001148683 Zostera marina Species 0.000 description 1
230000000996 additive effect Effects 0.000 description 1
229910052784 alkaline earth metal Inorganic materials 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
238000009835 boiling Methods 0.000 description 1
229910052791 calcium Inorganic materials 0.000 description 1
235000020971 citrus fruits Nutrition 0.000 description 1
238000007865 diluting Methods 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
239000012895 dilution Substances 0.000 description 1
238000010790 dilution Methods 0.000 description 1
MCWXGJITAZMZEV-UHFFFAOYSA-N dimethoate Chemical compound CNC(=O)CSP(=S)(OC)OC MCWXGJITAZMZEV-UHFFFAOYSA-N 0.000 description 1
PHHWLDOIMGFHOZ-UHFFFAOYSA-L disodium;dinaphthalen-1-ylmethanedisulfonate Chemical compound [Na+].[Na+].C1=CC=C2C(C(C=3C4=CC=CC=C4C=CC=3)(S(=O)(=O)[O-])S([O-])(=O)=O)=CC=CC2=C1 PHHWLDOIMGFHOZ-UHFFFAOYSA-L 0.000 description 1
230000009977 dual effect Effects 0.000 description 1
235000013399 edible fruits Nutrition 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
239000000945 filler Substances 0.000 description 1
108700032141 ganirelix Proteins 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
229910052749 magnesium Inorganic materials 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
125000004458 methylaminocarbonyl group Chemical group [H]N(C(*)=O)C([H])([H])[H] 0.000 description 1
239000002480 mineral oil Substances 0.000 description 1
235000010446 mineral oil Nutrition 0.000 description 1
SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical class CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
150000002989 phenols Chemical class 0.000 description 1
XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 1
239000004033 plastic Substances 0.000 description 1
239000011591 potassium Substances 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
239000010453 quartz Substances 0.000 description 1
VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
IZWPGJFSBABFGL-GMFCBQQYSA-M sodium;2-[methyl-[(z)-octadec-9-enoyl]amino]ethanesulfonate Chemical compound [Na+].CCCCCCCC\C=C/CCCCCCCC(=O)N(C)CCS([O-])(=O)=O IZWPGJFSBABFGL-GMFCBQQYSA-M 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000002904 solvent Substances 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
150000003871 sulfonates Chemical class 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
238000009369 viticulture Methods 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
239000004563 wettable powder Substances 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1
239000008096 xylene Substances 0.000 description 1

Landscapes

Agricultural Chemicals And Associated Chemicals (AREA)

CA 520164 1985-10-10 1986-10-09 Agents herbicides Expired - Fee Related CA1287743C (fr)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
DEP3536126.3		1985-10-10
DE19863614787 DE3614787A1 (de)	1985-10-10	1986-05-02	Herbizide mittel
DEP3614787.7		1986-05-02

Publications (1)

Publication Number	Publication Date
CA1287743C true CA1287743C (fr)	1991-08-20

Family

ID=6299960

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA 520164 Expired - Fee Related CA1287743C (fr)	1985-10-10	1986-10-09	Agents herbicides

Country Status (1)

Country	Link
CA (1)	CA1287743C (fr)

1986
- 1986-10-09 CA CA 520164 patent/CA1287743C/fr not_active Expired - Fee Related

Legal Events

Date	Code	Title	Description
1994-02-22	MKLA	Lapsed

Publication	Publication Date	Title
US4692181A (en)	1987-09-08	Herbicidal compositions
DE19836700A1 (de)	2000-02-17	Herbizide Mittel für tolerante oder resistente Getreidekulturen
DE19836659A1 (de)	2000-02-17	Herbizide Mittel für tolerante oder resistente Baumwollkulturen
RU2086127C1 (ru)	1997-08-10	Гербицидное синергитическое средство, способ его получения и способ борьбы с нежелательными растениями
EP0252237B1 (fr)	1991-07-03	Agents herbicides
US4622060A (en)	1986-11-11	Herbicidal compositions and herbicidal processes
US5071464A (en)	1991-12-10	Herbicidal agents
CA1287743C (fr)	1991-08-20	Agents herbicides
EP0144796B1 (fr)	1989-09-20	Agents herbicides
JP3849040B2 (ja)	2006-11-22	植物保護剤
CA1129665A (fr)	1982-08-17	Methode de destruction des mauvaises herbes dans les champs cerealiers et preparation herbicide a cette fin
EP0223029B1 (fr)	1990-09-05	Agents herbicides
US4256482A (en)	1981-03-17	Herbicidal composition
EP0001328A1 (fr)	1979-04-04	Procédé et composition pour la lutte contre les mauvaises herbes
US4272281A (en)	1981-06-09	Composition for and method of selectively controlling weeds in cereals
SU673136A3 (ru)	1979-07-05	Гербицидное средство
JPS59130895A (ja)	1984-07-27	Ｎ−ホスホノメチルグリシン錫およびその除草剤としての利用
US4589908A (en)	1986-05-20	Herbicidal agents
EP0067712B1 (fr)	1985-01-23	Composition herbicide et procédé pour contrôler la croissance des plantes
EP0067713B1 (fr)	1984-10-03	Composition herbicide et procédé pour contrôler la croissance des plantes
CA1129664A (fr)	1982-08-17	Methode de destruction des mauvaises herbes dans les champs cerealiers, et preparation herbicide a cette fin
AU594853B2 (en)	1990-03-15	Herbicidal composition
DE3615711A1 (de)	1987-09-17	Herbizide mittel
PL180275B1 (pl)	2001-01-31	Srodek chwastobójczy PL PL PL
US4325728A (en)	1982-04-20	Herbicidal compositions containing N-(3-trifluoromethyl-1,2,4-thiadiazolyl-5)-N'-methyl-N'-methoxy urea and α-[4-(3'-5'-dichloropyridyl-2'-oxy)-phenoxy]-propionic acid propargyl ester for control of weeds in wheat cultures