DE3222147A1 - Verwendung gegebenenfalls substituierter thiomethylcycloalkylamino-s-triazine als selektive mittel gegen unkraeuter und schadgraeser - Google Patents
Verwendung gegebenenfalls substituierter thiomethylcycloalkylamino-s-triazine als selektive mittel gegen unkraeuter und schadgraeserInfo
- Publication number
- DE3222147A1 DE3222147A1 DE19823222147 DE3222147A DE3222147A1 DE 3222147 A1 DE3222147 A1 DE 3222147A1 DE 19823222147 DE19823222147 DE 19823222147 DE 3222147 A DE3222147 A DE 3222147A DE 3222147 A1 DE3222147 A1 DE 3222147A1
- Authority
- DE
- Germany
- Prior art keywords
- chp
- active ingredients
- triazine
- methylthio
- emergence
- 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.)
- Withdrawn
Links
- 241000196324 Embryophyta Species 0.000 claims description 32
- 239000004480 active ingredient Substances 0.000 claims description 19
- 241001148683 Zostera marina Species 0.000 claims description 11
- -1 methylthiocyclohexylamine-s-triazines Chemical class 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 9
- 239000004009 herbicide Substances 0.000 claims description 7
- 125000001424 substituent group Chemical group 0.000 claims description 6
- 239000000126 substance Substances 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 239000002904 solvent Substances 0.000 claims description 4
- 239000003337 fertilizer Substances 0.000 claims description 3
- 239000000853 adhesive Substances 0.000 claims description 2
- 230000001070 adhesive effect Effects 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 239000000969 carrier Substances 0.000 claims description 2
- 239000002270 dispersing agent Substances 0.000 claims description 2
- 239000003995 emulsifying agent Substances 0.000 claims description 2
- 239000000417 fungicide Substances 0.000 claims description 2
- 239000003630 growth substance Substances 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 2
- 239000002917 insecticide Substances 0.000 claims description 2
- 239000011707 mineral Substances 0.000 claims description 2
- 239000000080 wetting agent Substances 0.000 claims description 2
- 239000000654 additive Substances 0.000 claims 1
- 230000000996 additive effect Effects 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- QQSUFDHGUDRKPV-UHFFFAOYSA-N n-methylsulfanylcyclopentanamine Chemical compound CSNC1CCCC1 QQSUFDHGUDRKPV-UHFFFAOYSA-N 0.000 claims 1
- 244000045561 useful plants Species 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 description 32
- 230000000694 effects Effects 0.000 description 14
- 238000012360 testing method Methods 0.000 description 13
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 240000001592 Amaranthus caudatus Species 0.000 description 11
- 230000002363 herbicidal effect Effects 0.000 description 11
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 10
- 244000062793 Sorghum vulgare Species 0.000 description 10
- 235000009328 Amaranthus caudatus Nutrition 0.000 description 9
- 244000299507 Gossypium hirsutum Species 0.000 description 9
- 239000003795 chemical substances by application Substances 0.000 description 9
- 244000075850 Avena orientalis Species 0.000 description 8
- 229920000742 Cotton Polymers 0.000 description 8
- 241000209140 Triticum Species 0.000 description 8
- 235000021307 Triticum Nutrition 0.000 description 8
- 235000013339 cereals Nutrition 0.000 description 8
- 235000019713 millet Nutrition 0.000 description 8
- 235000010469 Glycine max Nutrition 0.000 description 7
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 7
- 235000007866 Chamaemelum nobile Nutrition 0.000 description 6
- 244000042664 Matricaria chamomilla Species 0.000 description 6
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- 238000000034 method Methods 0.000 description 6
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- 235000007340 Hordeum vulgare Nutrition 0.000 description 5
- 240000005979 Hordeum vulgare Species 0.000 description 5
- 241000520028 Lamium Species 0.000 description 5
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- 235000007846 Papaver rhoeas Nutrition 0.000 description 5
- 240000004674 Papaver rhoeas Species 0.000 description 5
- 244000038559 crop plants Species 0.000 description 5
- 239000000047 product Substances 0.000 description 5
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- 240000006122 Chenopodium album Species 0.000 description 4
- 235000011498 Chenopodium album var missouriense Nutrition 0.000 description 4
- 235000013328 Chenopodium album var. album Nutrition 0.000 description 4
- 235000014052 Chenopodium album var. microphyllum Nutrition 0.000 description 4
- 235000014050 Chenopodium album var. stevensii Nutrition 0.000 description 4
- 235000013012 Chenopodium album var. striatum Nutrition 0.000 description 4
- 235000007164 Oryza sativa Nutrition 0.000 description 4
- 244000292697 Polygonum aviculare Species 0.000 description 4
- 235000006386 Polygonum aviculare Nutrition 0.000 description 4
- 240000003768 Solanum lycopersicum Species 0.000 description 4
- 240000006694 Stellaria media Species 0.000 description 4
- 235000005373 Uvularia sessilifolia Nutrition 0.000 description 4
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- IROINLKCQGIITA-UHFFFAOYSA-N terbutryn Chemical compound CCNC1=NC(NC(C)(C)C)=NC(SC)=N1 IROINLKCQGIITA-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical compound C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 description 3
- 241000219198 Brassica Species 0.000 description 3
- 235000003351 Brassica cretica Nutrition 0.000 description 3
- 235000003343 Brassica rupestris Nutrition 0.000 description 3
- 241000287828 Gallus gallus Species 0.000 description 3
- 244000068988 Glycine max Species 0.000 description 3
- 235000007688 Lycopersicon esculentum Nutrition 0.000 description 3
- 240000008042 Zea mays Species 0.000 description 3
- 235000012735 amaranth Nutrition 0.000 description 3
- 239000004178 amaranth Substances 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- QKSKPIVNLNLAAV-UHFFFAOYSA-N bis(2-chloroethyl) sulfide Chemical compound ClCCSCCCl QKSKPIVNLNLAAV-UHFFFAOYSA-N 0.000 description 3
- 241001233957 eudicotyledons Species 0.000 description 3
- 235000010460 mustard Nutrition 0.000 description 3
- 238000006386 neutralization reaction Methods 0.000 description 3
- 235000009566 rice Nutrition 0.000 description 3
- 239000002689 soil Substances 0.000 description 3
- 238000006467 substitution reaction Methods 0.000 description 3
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
- LDXJRKWFNNFDSA-UHFFFAOYSA-N 2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)-1-[4-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidin-5-yl]piperazin-1-yl]ethanone Chemical compound C1CN(CC2=NNN=C21)CC(=O)N3CCN(CC3)C4=CN=C(N=C4)NCC5=CC(=CC=C5)OC(F)(F)F LDXJRKWFNNFDSA-UHFFFAOYSA-N 0.000 description 2
- IHCCLXNEEPMSIO-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperidin-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C1CCN(CC1)CC(=O)N1CC2=C(CC1)NN=N2 IHCCLXNEEPMSIO-UHFFFAOYSA-N 0.000 description 2
- WYGJZAZXEXPVSU-UHFFFAOYSA-N 2-n-cyclopentyl-4-n-methyl-6-methylsulfanyl-1,3,5-triazine-2,4-diamine Chemical compound CSC1=NC(NC)=NC(NC2CCCC2)=N1 WYGJZAZXEXPVSU-UHFFFAOYSA-N 0.000 description 2
- 235000003130 Arctium lappa Nutrition 0.000 description 2
- 235000008078 Arctium minus Nutrition 0.000 description 2
- 235000007319 Avena orientalis Nutrition 0.000 description 2
- 240000002791 Brassica napus Species 0.000 description 2
- 235000021506 Ipomoea Nutrition 0.000 description 2
- 241000207783 Ipomoea Species 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- 244000275012 Sesbania cannabina Species 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 2
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 2
- 150000003973 alkyl amines Chemical class 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- MXWJVTOOROXGIU-UHFFFAOYSA-N atrazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)C)=N1 MXWJVTOOROXGIU-UHFFFAOYSA-N 0.000 description 2
- 239000008280 blood Substances 0.000 description 2
- 210000004369 blood Anatomy 0.000 description 2
- 235000005822 corn Nutrition 0.000 description 2
- 230000006378 damage Effects 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 235000013399 edible fruits Nutrition 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 150000003918 triazines Chemical class 0.000 description 2
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical group C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
- WOPHAXVWACNHPM-UHFFFAOYSA-N 2-(methylthio)-1,3,5-triazine Chemical class CSC1=NC=NC=N1 WOPHAXVWACNHPM-UHFFFAOYSA-N 0.000 description 1
- GHUUNZJKIUUBOS-UHFFFAOYSA-N 2-butylsulfanyl-1,3,5-triazine Chemical class CCCCSC1=NC=NC=N1 GHUUNZJKIUUBOS-UHFFFAOYSA-N 0.000 description 1
- FBMDQVBGIYSDTI-UHFFFAOYSA-N 2-n,4-n-bis(3-methoxypropyl)-6-methylsulfanyl-1,3,5-triazine-2,4-diamine Chemical compound COCCCNC1=NC(NCCCOC)=NC(SC)=N1 FBMDQVBGIYSDTI-UHFFFAOYSA-N 0.000 description 1
- DFAXRJSIQCUYIO-UHFFFAOYSA-N 6-chloro-2-n-cyclopentyl-4-n-methyl-1,3,5-triazine-2,4-diamine Chemical compound CNC1=NC(Cl)=NC(NC2CCCC2)=N1 DFAXRJSIQCUYIO-UHFFFAOYSA-N 0.000 description 1
- 241001621841 Alopecurus myosuroides Species 0.000 description 1
- 235000013479 Amaranthus retroflexus Nutrition 0.000 description 1
- 244000237956 Amaranthus retroflexus Species 0.000 description 1
- 241001666377 Apera Species 0.000 description 1
- 240000005528 Arctium lappa Species 0.000 description 1
- 244000294263 Arctium minus Species 0.000 description 1
- 241000209764 Avena fatua Species 0.000 description 1
- 235000021533 Beta vulgaris Nutrition 0.000 description 1
- 241000335053 Beta vulgaris Species 0.000 description 1
- 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 1
- 235000006463 Brassica alba Nutrition 0.000 description 1
- 235000005637 Brassica campestris Nutrition 0.000 description 1
- 244000140786 Brassica hirta Species 0.000 description 1
- 244000024671 Brassica kaber Species 0.000 description 1
- 235000014750 Brassica kaber Nutrition 0.000 description 1
- 235000011293 Brassica napus Nutrition 0.000 description 1
- 235000010149 Brassica rapa subsp chinensis Nutrition 0.000 description 1
- 235000010570 Brassica rapa var. rapa Nutrition 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 241000219312 Chenopodium Species 0.000 description 1
- 241000207199 Citrus Species 0.000 description 1
- 240000007154 Coffea arabica Species 0.000 description 1
- 241000272201 Columbiformes Species 0.000 description 1
- HCRWJJJUKUVORR-UHFFFAOYSA-N Desmetryn Chemical compound CNC1=NC(NC(C)C)=NC(SC)=N1 HCRWJJJUKUVORR-UHFFFAOYSA-N 0.000 description 1
- 241000192043 Echinochloa Species 0.000 description 1
- 235000001950 Elaeis guineensis Nutrition 0.000 description 1
- 244000127993 Elaeis melanococca Species 0.000 description 1
- 235000018914 Galinsoga parviflora Nutrition 0.000 description 1
- 244000214240 Galinsoga parviflora Species 0.000 description 1
- 235000014820 Galium aparine Nutrition 0.000 description 1
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- 235000009432 Gossypium hirsutum Nutrition 0.000 description 1
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- 240000006503 Lamium purpureum Species 0.000 description 1
- 241000209510 Liliopsida Species 0.000 description 1
- DDUIUBPJPOKOMV-UHFFFAOYSA-N Methoprotryne Chemical compound COCCCNC1=NC(NC(C)C)=NC(SC)=N1 DDUIUBPJPOKOMV-UHFFFAOYSA-N 0.000 description 1
- 240000005561 Musa balbisiana Species 0.000 description 1
- 235000018290 Musa x paradisiaca Nutrition 0.000 description 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 1
- NIPNSKYNPDTRPC-UHFFFAOYSA-N N-[2-oxo-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 NIPNSKYNPDTRPC-UHFFFAOYSA-N 0.000 description 1
- 244000037751 Persicaria maculosa Species 0.000 description 1
- 241000209504 Poaceae Species 0.000 description 1
- 235000004442 Polygonum persicaria Nutrition 0.000 description 1
- 125000000066 S-methyl group Chemical group [H]C([H])([H])S* 0.000 description 1
- 235000005775 Setaria Nutrition 0.000 description 1
- 241000232088 Setaria <nematode> Species 0.000 description 1
- 240000003461 Setaria viridis Species 0.000 description 1
- 235000002560 Solanum lycopersicum Nutrition 0.000 description 1
- 244000303479 Stellaria neglecta Species 0.000 description 1
- 235000021536 Sugar beet Nutrition 0.000 description 1
- 244000269722 Thea sinensis Species 0.000 description 1
- 244000299461 Theobroma cacao Species 0.000 description 1
- 235000009470 Theobroma cacao Nutrition 0.000 description 1
- 241000647292 Tripleurospermum maritimum Species 0.000 description 1
- 244000098338 Triticum aestivum Species 0.000 description 1
- 241000219422 Urtica Species 0.000 description 1
- 235000009108 Urtica dioica Nutrition 0.000 description 1
- 241000219873 Vicia Species 0.000 description 1
- 244000038652 Vicia angustifolia Species 0.000 description 1
- 235000007244 Zea mays Nutrition 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 1
- RQVYBGPQFYCBGX-UHFFFAOYSA-N ametryn Chemical compound CCNC1=NC(NC(C)C)=NC(SC)=N1 RQVYBGPQFYCBGX-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 235000021028 berry Nutrition 0.000 description 1
- 125000006309 butyl amino group Chemical group 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 125000001309 chloro group Chemical class Cl* 0.000 description 1
- 235000020971 citrus fruits Nutrition 0.000 description 1
- 235000016213 coffee Nutrition 0.000 description 1
- 235000013353 coffee beverage Nutrition 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- NISGSNTVMOOSJQ-UHFFFAOYSA-N cyclopentanamine Chemical compound NC1CCCC1 NISGSNTVMOOSJQ-UHFFFAOYSA-N 0.000 description 1
- 239000002837 defoliant Substances 0.000 description 1
- 239000002274 desiccant Substances 0.000 description 1
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- 239000013067 intermediate product Substances 0.000 description 1
- VYQNWZOUAUKGHI-UHFFFAOYSA-N monobenzone Chemical compound C1=CC(O)=CC=C1OCC1=CC=CC=C1 VYQNWZOUAUKGHI-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- DVWYJRNFNBCOTM-UHFFFAOYSA-N n-tert-butyl-1,3,5-triazin-2-amine Chemical compound CC(C)(C)NC1=NC=NC=N1 DVWYJRNFNBCOTM-UHFFFAOYSA-N 0.000 description 1
- 235000014571 nuts Nutrition 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- AAEVYOVXGOFMJO-UHFFFAOYSA-N prometryn Chemical compound CSC1=NC(NC(C)C)=NC(NC(C)C)=N1 AAEVYOVXGOFMJO-UHFFFAOYSA-N 0.000 description 1
- 239000012262 resinous product Substances 0.000 description 1
- MGLWZSOBALDPEK-UHFFFAOYSA-N simetryn Chemical compound CCNC1=NC(NCC)=NC(SC)=N1 MGLWZSOBALDPEK-UHFFFAOYSA-N 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 235000013616 tea Nutrition 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- RMLPZKRPSQVRAB-UHFFFAOYSA-N tris(3-methylphenyl) phosphate Chemical compound CC1=CC=CC(OP(=O)(OC=2C=C(C)C=CC=2)OC=2C=C(C)C=CC=2)=C1 RMLPZKRPSQVRAB-UHFFFAOYSA-N 0.000 description 1
- 239000002023 wood 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/40—Nitrogen atoms
- C07D251/42—One nitrogen atom
- C07D251/44—One nitrogen atom with halogen atoms attached to the two other ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/40—Nitrogen atoms
- C07D251/48—Two nitrogen atoms
- C07D251/50—Two nitrogen atoms with a halogen atom attached to the third ring carbon atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/40—Nitrogen atoms
- C07D251/48—Two nitrogen atoms
- C07D251/52—Two nitrogen atoms with an oxygen or sulfur atom attached to the third ring carbon atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- 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)
- Plural Heterocyclic Compounds (AREA)
Priority Applications (13)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19823222147 DE3222147A1 (de) | 1982-06-11 | 1982-06-11 | Verwendung gegebenenfalls substituierter thiomethylcycloalkylamino-s-triazine als selektive mittel gegen unkraeuter und schadgraeser |
| MA19965A MA19747A1 (fr) | 1982-06-11 | 1983-03-18 | Utilisation de thiomethylcycloalkylaminotriazines- s eventuellement substitues en tant qu'agents selectifs de lutte contre les mauvaises herbes |
| EP83103610A EP0096189A3 (de) | 1982-06-11 | 1983-04-14 | Verwendung gegebenenfalls substituierter Thiomethyl-cycloalkyl-amino-s-triazine als selektive Mittel gegen Unkräuter und Schadgräser |
| AU14948/83A AU1494883A (en) | 1982-06-11 | 1983-05-25 | Cycloalkyl amino-2-triazines |
| US06/500,381 US4615727A (en) | 1982-06-11 | 1983-06-02 | Cycloalkyl amino-s-triazines and their use as selective agents against weeds and noxious grasses |
| SU833600942A SU1187701A3 (ru) | 1982-06-11 | 1983-06-09 | Способ борьбы с сорной растительностью |
| PL24246583A PL242465A1 (en) | 1982-06-11 | 1983-06-10 | Selectively acting agent for fighting against weeds and grasses |
| FI832094A FI832094A0 (fi) | 1982-06-11 | 1983-06-10 | Anvaendning av eventuellt substituerade tiometylcykloalkylamino-s-triaziner som selektiva medel motograes och skadliga graes |
| JP58102984A JPS595103A (ja) | 1982-06-11 | 1983-06-10 | 場合によつては置換されたチオメチル−シクロアルキルアミノ−ｓ−トリアジンを含有する選択的除草剤 |
| DK2674/83A DK267483D0 (da) | 1982-06-11 | 1983-06-10 | Anvendelse af eventuelt substituerede thiomethylcycloalkylamino-s-triaziner som selektivt middel mod ukrudt og skadelige graesarter |
| ZA834284A ZA834284B (en) | 1982-06-11 | 1983-06-10 | Cycloalkyl amini-s-triazines and their use as selective agents against weeds and noxious grasses |
| BR8303096A BR8303096A (pt) | 1982-06-11 | 1983-06-10 | Aplicacao de metiltio-ciclopentilaminio-ou metiltio-ciclohexilaminos-s-triazinas, composicoes herbicidas, e composicoes fertilizantes dotadas de acao herbicida |
| GR71571A GR79306B (enExample) | 1982-06-11 | 1983-06-22 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19823222147 DE3222147A1 (de) | 1982-06-11 | 1982-06-11 | Verwendung gegebenenfalls substituierter thiomethylcycloalkylamino-s-triazine als selektive mittel gegen unkraeuter und schadgraeser |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE3222147A1 true DE3222147A1 (de) | 1983-12-15 |
Family
ID=6165922
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19823222147 Withdrawn DE3222147A1 (de) | 1982-06-11 | 1982-06-11 | Verwendung gegebenenfalls substituierter thiomethylcycloalkylamino-s-triazine als selektive mittel gegen unkraeuter und schadgraeser |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US4615727A (enExample) |
| EP (1) | EP0096189A3 (enExample) |
| JP (1) | JPS595103A (enExample) |
| AU (1) | AU1494883A (enExample) |
| BR (1) | BR8303096A (enExample) |
| DE (1) | DE3222147A1 (enExample) |
| DK (1) | DK267483D0 (enExample) |
| FI (1) | FI832094A0 (enExample) |
| GR (1) | GR79306B (enExample) |
| MA (1) | MA19747A1 (enExample) |
| PL (1) | PL242465A1 (enExample) |
| SU (1) | SU1187701A3 (enExample) |
| ZA (1) | ZA834284B (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3420488A1 (de) * | 1984-06-01 | 1985-12-05 | Hüls AG, 4370 Marl | Verwendung von alkoxy-cycloalkylamino-s-triazinen zur selektiven behandlung von nutzpflanzen gegen unkraeuter und schadgraeser |
| DE4437137A1 (de) * | 1994-10-18 | 1996-04-25 | Hoechst Schering Agrevo Gmbh | Substituierte Cycloalkylamino- und -alkoxy-Heterocyclen, Verfahren zu ihrer Herstellung und ihre Verwendung als Schädlingsbekämpfungsmittel |
| AU2002216650A1 (en) | 2000-10-31 | 2002-05-15 | Lynn Bonham | Triazine derivatives as lpaat-b inhibitors and uses thereof |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH492400A (de) * | 1968-03-20 | 1970-06-30 | Agripat Sa | Selektives Herbizid und dessen Verwendung zur Bekämpfung von Unkräutern und Ungräsern |
| GB1362366A (en) * | 1970-09-08 | 1974-08-07 | Degussa | Propion-amidotriazines and agent for regulating plant growth |
| US3714162A (en) * | 1971-03-24 | 1973-01-30 | Monsanto Co | New herbicidal n-(1-cycloalken-1-yl)-amino-s-triazine compounds |
| US3766182A (en) * | 1971-05-26 | 1973-10-16 | Ciba Geigy Corp | S-triazine derivatives |
| US3786053A (en) * | 1971-09-07 | 1974-01-15 | Degussa | Propionamido triazine |
| CH588213A5 (enExample) * | 1974-07-25 | 1977-05-31 | Ciba Geigy Ag | |
| CS197620B1 (en) * | 1977-08-01 | 1980-05-30 | Jan Kralovic | Agent for enhancement of root yield and sugar content of sugar beet |
-
1982
- 1982-06-11 DE DE19823222147 patent/DE3222147A1/de not_active Withdrawn
-
1983
- 1983-03-18 MA MA19965A patent/MA19747A1/fr unknown
- 1983-04-14 EP EP83103610A patent/EP0096189A3/de not_active Ceased
- 1983-05-25 AU AU14948/83A patent/AU1494883A/en not_active Abandoned
- 1983-06-02 US US06/500,381 patent/US4615727A/en not_active Expired - Fee Related
- 1983-06-09 SU SU833600942A patent/SU1187701A3/ru active
- 1983-06-10 BR BR8303096A patent/BR8303096A/pt unknown
- 1983-06-10 JP JP58102984A patent/JPS595103A/ja active Pending
- 1983-06-10 FI FI832094A patent/FI832094A0/fi not_active Application Discontinuation
- 1983-06-10 PL PL24246583A patent/PL242465A1/xx unknown
- 1983-06-10 ZA ZA834284A patent/ZA834284B/xx unknown
- 1983-06-10 DK DK2674/83A patent/DK267483D0/da not_active Application Discontinuation
- 1983-06-22 GR GR71571A patent/GR79306B/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| MA19747A1 (fr) | 1983-10-01 |
| EP0096189A2 (de) | 1983-12-21 |
| US4615727A (en) | 1986-10-07 |
| AU1494883A (en) | 1983-12-15 |
| GR79306B (enExample) | 1984-10-22 |
| BR8303096A (pt) | 1984-01-31 |
| FI832094A0 (fi) | 1983-06-10 |
| ZA834284B (en) | 1984-03-28 |
| JPS595103A (ja) | 1984-01-12 |
| SU1187701A3 (ru) | 1985-10-23 |
| DK267483D0 (da) | 1983-06-10 |
| EP0096189A3 (de) | 1984-12-27 |
| PL242465A1 (en) | 1984-07-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8127 | New person/name/address of the applicant |
Owner name: HUELS AG, 4370 MARL, DE |
|
| 8139 | Disposal/non-payment of the annual fee |