SI9300627A - Selective herbicid comprising pyridinsulphonylureas and sulphamoylphenylureas - Google Patents

Selective herbicid comprising pyridinsulphonylureas and sulphamoylphenylureas Download PDF

Info

Publication number: SI9300627A
Authority: SI; Slovenia
Prior art keywords: alkyl; formula; halogen; hydrogen; alkoxy
Prior art date: 1992-12-02

Application number

SI9300627A

Other languages

English (en)

Slovenian (sl)

Inventor

Werner Dr Foery

Elmar Dr Kerber

Manfred Dr Hudetz

Original Assignee

Ciba Geigy 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.)

1992-12-02

Filing date

1993-12-02

Publication date

1994-06-30

Family has litigation

First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=27427793&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=SI9300627(A) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.

1993-12-02 Application filed by Ciba Geigy Ag filed Critical Ciba Geigy Ag

1994-06-30 Publication of SI9300627A publication Critical patent/SI9300627A/sl

Links

241000196324 Embryophyta Species 0.000 claims abstract description 38
239000000203 mixture Substances 0.000 claims abstract description 38
240000008042 Zea mays Species 0.000 claims abstract description 14
235000002017 Zea mays subsp mays Nutrition 0.000 claims abstract description 14
235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 claims abstract description 10
235000009973 maize Nutrition 0.000 claims abstract description 10
240000000111 Saccharum officinarum Species 0.000 claims abstract description 7
235000007201 Saccharum officinarum Nutrition 0.000 claims abstract description 7
MQJJSDCDBCFGGA-UHFFFAOYSA-N 1-phenyl-1-sulfamoylurea Chemical compound NC(=O)N(S(N)(=O)=O)C1=CC=CC=C1 MQJJSDCDBCFGGA-UHFFFAOYSA-N 0.000 claims abstract description 6
244000045561 useful plants Species 0.000 claims abstract 3
150000001875 compounds Chemical class 0.000 claims description 88
239000001257 hydrogen Substances 0.000 claims description 78
229910052739 hydrogen Inorganic materials 0.000 claims description 78
229910052736 halogen Inorganic materials 0.000 claims description 75
150000002367 halogens Chemical group 0.000 claims description 74
239000004009 herbicide Substances 0.000 claims description 59
230000002363 herbicidal effect Effects 0.000 claims description 56
150000002431 hydrogen Chemical group 0.000 claims description 50
239000003795 chemical substances by application Substances 0.000 claims description 39
-1 methoxy, methylthio Chemical group 0.000 claims description 38
239000004480 active ingredient Substances 0.000 claims description 29
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 24
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 23
239000001301 oxygen Substances 0.000 claims description 23
229910052760 oxygen Inorganic materials 0.000 claims description 23
238000000034 method Methods 0.000 claims description 22
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 22
125000000217 alkyl group Chemical group 0.000 claims description 20
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 18
125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 17
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 17
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 16
125000004093 cyano group Chemical group *C#N 0.000 claims description 15
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 14
238000002360 preparation method Methods 0.000 claims description 14
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 14
239000000126 substance Substances 0.000 claims description 12
150000003839 salts Chemical class 0.000 claims description 10
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 9
125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 8
125000001624 naphthyl group Chemical group 0.000 claims description 8
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 7
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 7
239000011593 sulfur Substances 0.000 claims description 7
229910052717 sulfur Inorganic materials 0.000 claims description 7
125000004768 (C1-C4) alkylsulfinyl group Chemical group 0.000 claims description 6
125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 claims description 6
LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims description 5
125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims description 4
125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 4
241000209504 Poaceae Species 0.000 claims description 4
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
125000006299 oxetan-3-yl group Chemical group [H]C1([H])OC([H])([H])C1([H])* 0.000 claims description 4
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 3
150000001204 N-oxides Chemical class 0.000 claims description 3
125000003545 alkoxy group Chemical group 0.000 claims description 3
230000003042 antagnostic effect Effects 0.000 claims description 3
229910052799 carbon Inorganic materials 0.000 claims description 3
239000000969 carrier Substances 0.000 claims description 3
239000000543 intermediate Substances 0.000 claims description 3
125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims description 2
XTFIVUDBNACUBN-UHFFFAOYSA-N 1,3,5-trinitro-1,3,5-triazinane Chemical compound [O-][N+](=O)N1CN([N+]([O-])=O)CN([N+]([O-])=O)C1 XTFIVUDBNACUBN-UHFFFAOYSA-N 0.000 claims description 2
229940100389 Sulfonylurea Drugs 0.000 claims description 2
125000004448 alkyl carbonyl group Chemical group 0.000 claims description 2
125000004644 alkyl sulfinyl group Chemical group 0.000 claims description 2
125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 2
125000004414 alkyl thio group Chemical group 0.000 claims description 2
125000000304 alkynyl group Chemical group 0.000 claims description 2
125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 2
125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 2
125000004310 dioxan-2-yl group Chemical group [H]C1([H])OC([H])([H])C([H])(*)OC1([H])[H] 0.000 claims description 2
238000004519 manufacturing process Methods 0.000 claims description 2
125000001544 thienyl group Chemical group 0.000 claims description 2
125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 1
125000004438 haloalkoxy group Chemical group 0.000 claims 1
125000001188 haloalkyl group Chemical group 0.000 claims 1
125000004995 haloalkylthio group Chemical group 0.000 claims 1
239000003223 protective agent Substances 0.000 description 30
239000000460 chlorine Substances 0.000 description 23
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 16
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
239000000843 powder Substances 0.000 description 14
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 13
239000002585 base Substances 0.000 description 12
239000000839 emulsion Substances 0.000 description 11
239000004094 surface-active agent Substances 0.000 description 11
239000008187 granular material Substances 0.000 description 10
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 9
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 9
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 9
244000038559 crop plants Species 0.000 description 9
239000005995 Aluminium silicate Substances 0.000 description 8
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 8
235000012211 aluminium silicate Nutrition 0.000 description 8
WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 8
239000011541 reaction mixture Substances 0.000 description 8
239000007787 solid Substances 0.000 description 8
239000000243 solution Substances 0.000 description 8
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 7
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 7
239000013543 active substance Substances 0.000 description 7
239000000729 antidote Substances 0.000 description 7
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 7
230000000885 phytotoxic effect Effects 0.000 description 7
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 6
239000002202 Polyethylene glycol Substances 0.000 description 6
RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 6
239000012141 concentrate Substances 0.000 description 6
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical group OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
230000000694 effects Effects 0.000 description 6
RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 6
229920001223 polyethylene glycol Polymers 0.000 description 6
239000002904 solvent Substances 0.000 description 6
239000007921 spray Substances 0.000 description 6
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 5
125000004432 carbon atom Chemical group C* 0.000 description 5
235000014113 dietary fatty acids Nutrition 0.000 description 5
239000000194 fatty acid Substances 0.000 description 5
229930195729 fatty acid Natural products 0.000 description 5
238000002386 leaching Methods 0.000 description 5
239000007788 liquid Substances 0.000 description 5
235000015424 sodium Nutrition 0.000 description 5
238000009331 sowing Methods 0.000 description 5
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 4
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 4
YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 4
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 4
NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 4
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 4
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 4
229910052801 chlorine Inorganic materials 0.000 description 4
235000005822 corn Nutrition 0.000 description 4
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
230000006378 damage Effects 0.000 description 4
UAOMVDZJSHZZME-UHFFFAOYSA-N diisopropylamine Chemical compound CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 description 4
238000009472 formulation Methods 0.000 description 4
239000002736 nonionic surfactant Substances 0.000 description 4
239000004033 plastic Substances 0.000 description 4
229920003023 plastic Polymers 0.000 description 4
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 4
239000011734 sodium Substances 0.000 description 4
229910052708 sodium Inorganic materials 0.000 description 4
238000003756 stirring Methods 0.000 description 4
GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 4
239000008096 xylene Substances 0.000 description 4
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
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ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 3
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
FXXACINHVKSMDR-UHFFFAOYSA-N acetyl bromide Chemical compound CC(Br)=O FXXACINHVKSMDR-UHFFFAOYSA-N 0.000 description 3
239000002253 acid Substances 0.000 description 3
239000003513 alkali Substances 0.000 description 3
239000007900 aqueous suspension Substances 0.000 description 3
230000015572 biosynthetic process Effects 0.000 description 3
239000004359 castor oil Substances 0.000 description 3
235000019438 castor oil Nutrition 0.000 description 3
238000006243 chemical reaction Methods 0.000 description 3
239000003240 coconut oil Substances 0.000 description 3
235000019864 coconut oil Nutrition 0.000 description 3
238000010790 dilution Methods 0.000 description 3
239000012895 dilution Substances 0.000 description 3
235000019441 ethanol Nutrition 0.000 description 3
150000002170 ethers Chemical class 0.000 description 3
150000004665 fatty acids Chemical class 0.000 description 3
ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 3
238000002844 melting Methods 0.000 description 3
230000008018 melting Effects 0.000 description 3
239000002207 metabolite Substances 0.000 description 3
238000002156 mixing Methods 0.000 description 3
PZIHWLDXMARPRK-UHFFFAOYSA-N n-methyl-n-(2-sulfamoylpyridin-3-yl)acetamide Chemical compound CC(=O)N(C)C1=CC=CN=C1S(N)(=O)=O PZIHWLDXMARPRK-UHFFFAOYSA-N 0.000 description 3
229910052757 nitrogen Inorganic materials 0.000 description 3
229910052700 potassium Inorganic materials 0.000 description 3
239000003755 preservative agent Substances 0.000 description 3
230000002335 preservative effect Effects 0.000 description 3
239000000047 product Substances 0.000 description 3
JQJOGAGLBDBMLU-UHFFFAOYSA-N pyridine-2-sulfonyl chloride Chemical compound ClS(=O)(=O)C1=CC=CC=N1 JQJOGAGLBDBMLU-UHFFFAOYSA-N 0.000 description 3
239000002689 soil Substances 0.000 description 3
125000001424 substituent group Chemical group 0.000 description 3
150000003456 sulfonamides Chemical class 0.000 description 3
239000004546 suspension concentrate Substances 0.000 description 3
239000000454 talc Substances 0.000 description 3
229910052623 talc Inorganic materials 0.000 description 3
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 description 2
ROWXWWNYEBOCKM-UHFFFAOYSA-N 1-[acetyl(methyl)amino]-3-(4-methoxy-6-methylpyrimidin-2-yl)-1-pyridin-2-ylsulfonylurea Chemical compound COC1=CC(C)=NC(NC(=O)N(N(C)C(C)=O)S(=O)(=O)C=2N=CC=CC=2)=N1 ROWXWWNYEBOCKM-UHFFFAOYSA-N 0.000 description 2
YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Chemical compound C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 description 2
HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical group COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 2
RJTJVVYSTUQWNI-UHFFFAOYSA-N 2-ethylnaphthalene Chemical compound C1=CC=CC2=CC(CC)=CC=C21 RJTJVVYSTUQWNI-UHFFFAOYSA-N 0.000 description 2
NDQSFGFRMPGVLN-UHFFFAOYSA-N 2-isocyanatopyrimidine Chemical compound O=C=NC1=NC=CC=N1 NDQSFGFRMPGVLN-UHFFFAOYSA-N 0.000 description 2
QIMMUPPBPVKWKM-UHFFFAOYSA-N 2-methylnaphthalene Chemical compound C1=CC=CC2=CC(C)=CC=C21 QIMMUPPBPVKWKM-UHFFFAOYSA-N 0.000 description 2
VVJKKWFAADXIJK-UHFFFAOYSA-N Allylamine Chemical compound NCC=C VVJKKWFAADXIJK-UHFFFAOYSA-N 0.000 description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
229910021532 Calcite Inorganic materials 0.000 description 2
229920002134 Carboxymethyl cellulose Polymers 0.000 description 2
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
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PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
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PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
239000002671 adjuvant Substances 0.000 description 2
150000001298 alcohols Chemical class 0.000 description 2
229910052784 alkaline earth metal Inorganic materials 0.000 description 2
150000008055 alkyl aryl sulfonates Chemical class 0.000 description 2
150000001412 amines Chemical class 0.000 description 2
229910021529 ammonia Inorganic materials 0.000 description 2
239000003945 anionic surfactant Substances 0.000 description 2
150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
125000003785 benzimidazolyl group Chemical class N1=C(NC2=C1C=CC=C2)* 0.000 description 2
238000009835 boiling Methods 0.000 description 2
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
229910052794 bromium Inorganic materials 0.000 description 2
HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical class CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
239000004202 carbamide Substances 0.000 description 2
239000001768 carboxy methyl cellulose Substances 0.000 description 2
235000010948 carboxy methyl cellulose Nutrition 0.000 description 2
239000008112 carboxymethyl-cellulose Substances 0.000 description 2
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239000003093 cationic surfactant Substances 0.000 description 2
150000008280 chlorinated hydrocarbons Chemical class 0.000 description 2
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
239000011248 coating agent Substances 0.000 description 2
238000000576 coating method Methods 0.000 description 2
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 2
239000006185 dispersion Substances 0.000 description 2
229940071161 dodecylbenzenesulfonate Drugs 0.000 description 2
150000002148 esters Chemical class 0.000 description 2
LIWAQLJGPBVORC-UHFFFAOYSA-N ethylmethylamine Chemical class CCNC LIWAQLJGPBVORC-UHFFFAOYSA-N 0.000 description 2
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239000011777 magnesium Substances 0.000 description 1
229910052749 magnesium Inorganic materials 0.000 description 1
239000000463 material Substances 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
JZMJDSHXVKJFKW-UHFFFAOYSA-N methyl sulfate Chemical class COS(O)(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-N 0.000 description 1
239000011785 micronutrient Substances 0.000 description 1
235000013369 micronutrients Nutrition 0.000 description 1
235000019713 millet Nutrition 0.000 description 1
239000011707 mineral Substances 0.000 description 1
235000010755 mineral Nutrition 0.000 description 1
229910052901 montmorillonite Inorganic materials 0.000 description 1
SRLHDBRENZFCIN-UHFFFAOYSA-N n,n-di(butan-2-yl)butan-2-amine Chemical compound CCC(C)N(C(C)CC)C(C)CC SRLHDBRENZFCIN-UHFFFAOYSA-N 0.000 description 1
OOHAUGDGCWURIT-UHFFFAOYSA-N n,n-dipentylpentan-1-amine Chemical compound CCCCCN(CCCCC)CCCCC OOHAUGDGCWURIT-UHFFFAOYSA-N 0.000 description 1
UEDDBQKRAAVKDS-UHFFFAOYSA-N n-butylbutan-1-amine;n-propan-2-ylpropan-2-amine Chemical compound CC(C)NC(C)C.CCCCNCCCC UEDDBQKRAAVKDS-UHFFFAOYSA-N 0.000 description 1
DJUWKQYCYKRJNI-UHFFFAOYSA-N n-ethoxyaniline Chemical class CCONC1=CC=CC=C1 DJUWKQYCYKRJNI-UHFFFAOYSA-N 0.000 description 1
QHCCDDQKNUYGNC-UHFFFAOYSA-N n-ethylbutan-1-amine Chemical compound CCCCNCC QHCCDDQKNUYGNC-UHFFFAOYSA-N 0.000 description 1
IUZZLNVABCISOI-UHFFFAOYSA-N n-ethylheptan-1-amine Chemical compound CCCCCCCNCC IUZZLNVABCISOI-UHFFFAOYSA-N 0.000 description 1
SDQCOADWEMMSGK-UHFFFAOYSA-N n-ethyloctan-1-amine Chemical compound CCCCCCCCNCC SDQCOADWEMMSGK-UHFFFAOYSA-N 0.000 description 1
NJWMENBYMFZACG-UHFFFAOYSA-N n-heptylheptan-1-amine Chemical compound CCCCCCCNCCCCCCC NJWMENBYMFZACG-UHFFFAOYSA-N 0.000 description 1
KLJUVCXLKBGKOY-UHFFFAOYSA-N n-hexylheptan-1-amine Chemical compound CCCCCCCNCCCCCC KLJUVCXLKBGKOY-UHFFFAOYSA-N 0.000 description 1
PXSXRABJBXYMFT-UHFFFAOYSA-N n-hexylhexan-1-amine Chemical compound CCCCCCNCCCCCC PXSXRABJBXYMFT-UHFFFAOYSA-N 0.000 description 1
SKLXFEQHEBALKG-UHFFFAOYSA-N n-hexyloctan-1-amine Chemical compound CCCCCCCCNCCCCCC SKLXFEQHEBALKG-UHFFFAOYSA-N 0.000 description 1
NSBIQPJIWUJBBX-UHFFFAOYSA-N n-methoxyaniline Chemical class CONC1=CC=CC=C1 NSBIQPJIWUJBBX-UHFFFAOYSA-N 0.000 description 1
DUDZFTNQXYKXBP-UHFFFAOYSA-N n-methyl-n-(2-propan-2-ylsulfanyl-2h-pyridin-1-yl)acetamide Chemical compound CC(C)SC1C=CC=CN1N(C)C(C)=O DUDZFTNQXYKXBP-UHFFFAOYSA-N 0.000 description 1
XJINZNWPEQMMBV-UHFFFAOYSA-N n-methylhexan-1-amine Chemical compound CCCCCCNC XJINZNWPEQMMBV-UHFFFAOYSA-N 0.000 description 1
OZIXTIPURXIEMB-UHFFFAOYSA-N n-methylnonan-1-amine Chemical compound CCCCCCCCCNC OZIXTIPURXIEMB-UHFFFAOYSA-N 0.000 description 1
SZEGKVHRCLBFKJ-UHFFFAOYSA-N n-methyloctadecan-1-amine Chemical compound CCCCCCCCCCCCCCCCCCNC SZEGKVHRCLBFKJ-UHFFFAOYSA-N 0.000 description 1
CNCBAEHAEKNSPZ-UHFFFAOYSA-N n-methylpentadecan-1-amine Chemical compound CCCCCCCCCCCCCCCNC CNCBAEHAEKNSPZ-UHFFFAOYSA-N 0.000 description 1
JACMPVXHEARCBO-UHFFFAOYSA-N n-pentylpentan-1-amine Chemical compound CCCCCNCCCCC JACMPVXHEARCBO-UHFFFAOYSA-N 0.000 description 1
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
150000002790 naphthalenes Chemical class 0.000 description 1
150000005002 naphthylamines Chemical class 0.000 description 1
229910017604 nitric acid Inorganic materials 0.000 description 1
FJDUDHYHRVPMJZ-UHFFFAOYSA-N nonan-1-amine Chemical class CCCCCCCCCN FJDUDHYHRVPMJZ-UHFFFAOYSA-N 0.000 description 1
235000015097 nutrients Nutrition 0.000 description 1
235000016709 nutrition Nutrition 0.000 description 1
230000035764 nutrition Effects 0.000 description 1
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
IOQPZZOEVPZRBK-UHFFFAOYSA-N octan-1-amine Chemical class CCCCCCCCN IOQPZZOEVPZRBK-UHFFFAOYSA-N 0.000 description 1
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 1
UYDLBVPAAFVANX-UHFFFAOYSA-N octylphenoxy polyethoxyethanol Chemical compound CC(C)(C)CC(C)(C)C1=CC=C(OCCOCCOCCOCCO)C=C1 UYDLBVPAAFVANX-UHFFFAOYSA-N 0.000 description 1
AHHWIHXENZJRFG-UHFFFAOYSA-N oxetane Chemical compound C1COC1 AHHWIHXENZJRFG-UHFFFAOYSA-N 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
150000004995 p-toluidines Chemical class 0.000 description 1
229910052625 palygorskite Inorganic materials 0.000 description 1
DPBLXKKOBLCELK-UHFFFAOYSA-N pentan-1-amine Chemical class CCCCCN DPBLXKKOBLCELK-UHFFFAOYSA-N 0.000 description 1
125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
150000004986 phenylenediamines Chemical class 0.000 description 1
125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
235000021317 phosphate Nutrition 0.000 description 1
150000003904 phospholipids Chemical class 0.000 description 1
XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 1
150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
150000003021 phthalic acid derivatives Chemical class 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
239000002798 polar solvent Substances 0.000 description 1
229920001451 polypropylene glycol Polymers 0.000 description 1
229910000028 potassium bicarbonate Inorganic materials 0.000 description 1
239000011736 potassium bicarbonate Substances 0.000 description 1
229910000027 potassium carbonate Inorganic materials 0.000 description 1
235000011181 potassium carbonates Nutrition 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
238000002203 pretreatment Methods 0.000 description 1
AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 description 1
239000011814 protection agent Substances 0.000 description 1
238000013138 pruning Methods 0.000 description 1
USPWKWBDZOARPV-UHFFFAOYSA-N pyrazolidine Chemical compound C1CNNC1 USPWKWBDZOARPV-UHFFFAOYSA-N 0.000 description 1
LJXQPZWIHJMPQQ-UHFFFAOYSA-N pyrimidin-2-amine Chemical compound NC1=NC=CC=N1 LJXQPZWIHJMPQQ-UHFFFAOYSA-N 0.000 description 1
125000000714 pyrimidinyl group Chemical group 0.000 description 1
150000003242 quaternary ammonium salts Chemical class 0.000 description 1
235000009566 rice Nutrition 0.000 description 1
239000004576 sand Substances 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
150000004671 saturated fatty acids Chemical class 0.000 description 1
235000003441 saturated fatty acids Nutrition 0.000 description 1
238000000926 separation method Methods 0.000 description 1
229910052624 sepiolite Inorganic materials 0.000 description 1
235000019355 sepiolite Nutrition 0.000 description 1
230000009528 severe injury Effects 0.000 description 1
238000007873 sieving Methods 0.000 description 1
229920002545 silicone oil Polymers 0.000 description 1
239000000344 soap Substances 0.000 description 1
229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
235000017557 sodium bicarbonate Nutrition 0.000 description 1
CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
229910000029 sodium carbonate Inorganic materials 0.000 description 1
SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 description 1
235000019337 sorbitan trioleate Nutrition 0.000 description 1
229960000391 sorbitan trioleate Drugs 0.000 description 1
235000012424 soybean oil Nutrition 0.000 description 1
239000003549 soybean oil Substances 0.000 description 1
241000894007 species Species 0.000 description 1
238000005507 spraying Methods 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
239000008117 stearic acid Substances 0.000 description 1
239000004575 stone Substances 0.000 description 1
229960004793 sucrose Drugs 0.000 description 1
150000003871 sulfonates Chemical class 0.000 description 1
125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
150000003459 sulfonic acid esters Chemical class 0.000 description 1
YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical class OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 description 1
230000008961 swelling Effects 0.000 description 1
239000003760 tallow Substances 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 1
CBXCPBUEXACCNR-UHFFFAOYSA-N tetraethylammonium Chemical compound CC[N+](CC)(CC)CC CBXCPBUEXACCNR-UHFFFAOYSA-N 0.000 description 1
QEMXHQIAXOOASZ-UHFFFAOYSA-N tetramethylammonium Chemical compound C[N+](C)(C)C QEMXHQIAXOOASZ-UHFFFAOYSA-N 0.000 description 1
239000004753 textile Substances 0.000 description 1
230000008719 thickening Effects 0.000 description 1
BRNULMACUQOKMR-UHFFFAOYSA-N thiomorpholine Chemical compound C1CSCCN1 BRNULMACUQOKMR-UHFFFAOYSA-N 0.000 description 1
IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 1
RKBCYCFRFCNLTO-UHFFFAOYSA-N triisopropylamine Chemical compound CC(C)N(C(C)C)C(C)C RKBCYCFRFCNLTO-UHFFFAOYSA-N 0.000 description 1
YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical compound CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 description 1
150000004670 unsaturated fatty acids Chemical class 0.000 description 1
235000021122 unsaturated fatty acids Nutrition 0.000 description 1
235000015112 vegetable and seed oil Nutrition 0.000 description 1
239000008158 vegetable oil Substances 0.000 description 1
239000010455 vermiculite Substances 0.000 description 1
229910052902 vermiculite Inorganic materials 0.000 description 1
235000019354 vermiculite Nutrition 0.000 description 1
238000009736 wetting Methods 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/72—Nitrogen atoms
- C07D213/75—Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
- 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
- A01N47/08—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 one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/36—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D521/00—Heterocyclic compounds containing unspecified hetero rings

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)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Separation Of Suspended Particles By Flocculating Agents (AREA)

SI9300627A 1992-12-02 1993-12-02 Selective herbicid comprising pyridinsulphonylureas and sulphamoylphenylureas SI9300627A (en)

Applications Claiming Priority (4)

Application Number	Priority Date	Filing Date	Title
CH369792		1992-12-02
CH21393		1993-01-25
CH39793		1993-02-10
CH90693		1993-03-25

Publications (1)

Publication Number	Publication Date
SI9300627A true SI9300627A (en)	1994-06-30

Family

ID=27427793

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
SI9300627A SI9300627A (en)	1992-12-02	1993-12-02	Selective herbicid comprising pyridinsulphonylureas and sulphamoylphenylureas

Country Status (12)

Country	Link
US (2)	US5532203A (fr)
EP (1)	EP0600836B1 (fr)
AT (1)	ATE169179T1 (fr)
BG (1)	BG61632B1 (fr)
BR (1)	BR9304909A (fr)
CA (1)	CA2110316A1 (fr)
DE (1)	DE59308842D1 (fr)
HR (1)	HRP931462A2 (fr)
HU (1)	HUT69028A (fr)
MX (1)	MX9307593A (fr)
RO (1)	RO113421B1 (fr)
SI (1)	SI9300627A (fr)

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* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
TW324008B (en) *	1995-03-13	1998-01-01	Ishihara Sangyo Kaisha	Pyridone sulfonylurea compound, its production process and weed killer containing such compound
EP0837632B1 (fr) *	1995-07-11	1999-09-22	Novartis AG	Composition herbicide selective
WO1997018712A1 (fr) *	1995-11-23	1997-05-29	Novartis Ag	Composition herbicide
WO1997041112A1 (fr) *	1996-04-25	1997-11-06	Novartis Ag	Sels de sulfonyluree en tant qu'herbicides
DE19621522A1 (de)	1996-05-29	1997-12-04	Hoechst Schering Agrevo Gmbh	Neue N-Acylsulfonamide, neue Mischungen aus Herbiziden und Antidots und deren Verwendung
US7071146B1 (en)	1996-11-11	2006-07-04	Syngenta Crop Protection, Inc.	Herbicidal composition
DE19652431A1 (de)	1996-12-17	1998-06-18	Bayer Ag	Heterocyclyluracile
DE19652429A1 (de)	1996-12-17	1998-06-18	Bayer Ag	Heterocyclyluracile
US6222037B1 (en)	1997-09-05	2001-04-24	Syngenta Crop Protection, Inc.	Process for preparation of sulfonylurea salts
US7654076B2 (en) *	2006-11-07	2010-02-02	Cummins, Inc.	System for controlling absorber regeneration
DK2443102T3 (da)	2009-06-19	2013-07-08	Basf Se	Herbicidale benzoxazinoner
SG10201510665WA (en)	2009-12-04	2016-01-28	Sunovion Pharmaceuticals Inc	Multicycle Compounds And Pharmaceutical Compositions Useful For The Treatment Of Neurological Disorders
CN103221409B (zh)	2010-10-01	2016-03-09	巴斯夫欧洲公司	除草的苯并*嗪酮类
CA2818034C (fr) *	2010-12-15	2019-06-18	Basf Se	Compositions herbicides renfermant un compose benzoxazinone et un phytoprotecteur n-acylsulfamoylphenyluree
US20150305328A1 (en) *	2012-03-13	2015-10-29	Syngenta Participations Ag	Methods of safening sugar cane plants with n-acylsulfamoylphenylureas
PT3494119T (pt)	2016-07-29	2024-12-10	Pgi Drug Discovery Llc	Compostos e composições e seus usos
MA45795A (fr)	2016-07-29	2019-06-05	Sunovion Pharmaceuticals Inc	Composés et compositions, et utilisations associées
MX390141B (es)	2017-02-16	2025-03-20	Sunovion Pharmaceuticals Inc	Metodos para tratar esquizofrenia
CA3070993C (fr)	2017-08-02	2025-05-20	Sunovion Pharmaceuticals Inc.	Composés d’isochromane et leurs utilisations
UA130249C2 (uk)	2018-02-16	2025-12-31	Сумітомо Фарма Америка, Інк.	Солі, кристалічні форми і способи їх отримання
EP3938045A1 (fr)	2019-03-14	2022-01-19	Sunovion Pharmaceuticals Inc.	Sels d'un composé d'isochromanyle et formes cristallines, procédés de préparation, utilisations thérapeutiques et compositions pharmaceutiques associées
CA3180115A1 (fr)	2020-04-14	2021-10-21	Sunovion Pharmaceuticals Inc.	(s)-(4,5-dihydro-7 h-thieno[2,3-c]pyran-7-yl)-n-methylmethanamine pour le traitement de troubles neurologiques et psychiatriques

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Publication number	Priority date	Publication date	Assignee	Title
BE755460A (fr) *	1969-08-28	1971-02-01	Bayer Ag	Isocyanates de s-triazinyle, leur preparation et leur utilisation dans la fabrication de resines de polyurethanes
US3919228A (en) *	1970-03-26	1975-11-11	Bayer Ag	Heterocyclic isocyanates containing two ring nitrogen atoms
US4050921A (en) *	1976-04-16	1977-09-27	Uniroyal Inc.	Regulation of the natural growth or development of plants with 2-sulfinyl or 2-sulfonyl pyridine N-oxide compounds
US4251263A (en) *	1979-09-04	1981-02-17	Stauffer Chemical Company	N-substituted, 2-phenoxynicotinamide compounds and the herbicidal use thereof
EP0095888A3 (fr) *	1982-05-28	1984-09-12	Sumitomo Chemical Company, Limited	Benzylsulfinyl pyridine-N-oxides
DE3375916D1 (en) *	1982-08-23	1988-04-14	Ciba Geigy Ag	Process for the preparation of herbicides and plant growth regulating sulfonyl ureas
US4579583A (en) *	1982-09-08	1986-04-01	Ciba-Geigy Corporation	Novel sulfonylureas
DE3466986D1 (de) *	1983-02-04	1987-12-03	Ciba Geigy Ag	N-phenylsulfonyl-n'-pyrimidinyl- and -triazinylurea
US4946494A (en) *	1987-10-30	1990-08-07	E. I. Du Pont De Nemours And Company	Herbicidal pyridine sulfonylureas
EP0365484B1 (fr) *	1988-10-20	1993-01-07	Ciba-Geigy Ag	Sulfamoylphénylurées
US5215570A (en) *	1988-10-20	1993-06-01	Ciba-Geigy Corporation	Sulfamoylphenylureas
DE4000503A1 (de) *	1990-01-10	1991-07-11	Hoechst Ag	Pyridylsulfonylharnstoffe als herbizide und pflanzenwachstumsregulatoren
ES2082175T3 (es) *	1990-05-30	1996-03-16	Ciba Geigy Ag	Sulfonilureas con actividad herbicida y utiles como reguladores del crecimiento de las plantas.
DE59109249D1 (de) *	1990-12-21	2003-04-24	Bayer Cropscience Gmbh	Mischungen aus Herbiziden und Antidots
ATE166873T1 (de) *	1991-03-25	1998-06-15	Ciba Geigy Ag	Sulfonylharnstoffe
EP0555770A1 (fr) *	1992-02-14	1993-08-18	Hoechst Schering AgrEvo GmbH	N-Hétéroaryl-N'-(pyrid-2-yl-sulfonyl)-urées, procédé pour leur préparation et leur usage comme herbicides et régulateurs de croissance des plantes
AU3496493A (en) *	1992-02-21	1993-09-13	Ciba-Geigy Ag	Sulfonylureas as herbicides

1993
- 1993-11-23 DE DE59308842T patent/DE59308842D1/de not_active Expired - Fee Related
- 1993-11-23 AT AT93810810T patent/ATE169179T1/de active
- 1993-11-23 EP EP93810810A patent/EP0600836B1/fr not_active Expired - Lifetime
- 1993-11-30 CA CA002110316A patent/CA2110316A1/fr not_active Abandoned
- 1993-11-30 BG BG98253A patent/BG61632B1/bg unknown
- 1993-11-30 HR HR00906/93-0A patent/HRP931462A2/xx not_active Application Discontinuation
- 1993-11-30 RO RO93-01609A patent/RO113421B1/ro unknown
- 1993-12-01 BR BR9304909A patent/BR9304909A/pt not_active IP Right Cessation
- 1993-12-01 HU HU9303409A patent/HUT69028A/hu unknown
- 1993-12-02 MX MX9307593A patent/MX9307593A/es unknown
- 1993-12-02 SI SI9300627A patent/SI9300627A/sl unknown
1995
- 1995-05-01 US US08/434,902 patent/US5532203A/en not_active Expired - Fee Related
- 1995-06-06 US US08/468,508 patent/US5612288A/en not_active Expired - Fee Related

Also Published As

Publication number	Publication date
RO113421B1 (ro)	1998-07-30
ATE169179T1 (de)	1998-08-15
DE59308842D1 (de)	1998-09-10
CA2110316A1 (fr)	1994-06-03
US5532203A (en)	1996-07-02
BR9304909A (pt)	1994-06-07
BG61632B1 (bg)	1998-02-27
MX9307593A (es)	1994-06-30
EP0600836A2 (fr)	1994-06-08
US5612288A (en)	1997-03-18
HU9303409D0 (en)	1994-03-28
HUT69028A (en)	1995-08-28
BG98253A (bg)	1994-07-29
EP0600836B1 (fr)	1998-08-05
HRP931462A2 (en)	1996-08-31
EP0600836A3 (en)	1994-07-13

Publication	Publication Date	Title
EP0099339B1 (fr)	1987-01-07	N-Phénylsulfonyl-N'-pyrimidinyl- et -triazinylurées condensées
SI9300627A (en)	1994-06-30	Selective herbicid comprising pyridinsulphonylureas and sulphamoylphenylureas
EP0496701B1 (fr)	1996-03-06	Sulfonylurées comme herbicides
EP0097122B1 (fr)	1989-05-31	Urées N-hétérocyclosulfonyl-N'-pyrimidinyl- et -triazinyl
EP0070802B1 (fr)	1987-01-28	N-Phénylsulfonyl-N'-pyrimidinyl- et -triazinyl-urées
EP0120814B1 (fr)	1988-07-27	Urées N-phénylsulfonyl-N'-pyrimidinyl- et -triazinyl
EP0262096B1 (fr)	1992-01-02	Aminopyrazinones et aminotriazinones
EP0072347B1 (fr)	1985-11-13	N-Phénylsulfonyl-N'-pyrimidinyl- et -triazinyl-urées
DE69225768T2 (de)	1998-12-17	Sulfonylharnstoffe
EP0096003B2 (fr)	1994-06-15	Sulfonyl (thio) urées, procédé pour leur préparation et leur utilisation comme herbicide et/ou régulateur de croissance
JPH0228159A (ja)	1990-01-30	複素環式２―アルコキシフエノキシスルホニル尿素類、それらの製造方法およびそれらを含有する除草剤
EP0141777A2 (fr)	1985-05-15	Sulfonylurées herbicides
EP0128116B1 (fr)	1987-08-12	N-Phénylsulfonyl-N'-pyrimidinyl- et -triazinyl urées condensé
EP0459949B1 (fr)	1996-01-03	Sulfonyl-urées avec activité herbicide et utiles comme regulateurs de la croissance des plantes
EP0112803B1 (fr)	1987-09-02	N-phénylsulfonyl-N'-pyrimidinyl-et triazinyl- urées contenant du phosphore
EP0558445A1 (fr)	1993-09-01	Sulfonylurées comme herbicides
EP0139612B1 (fr)	1988-02-10	Agent herbicide
EP0558448A1 (fr)	1993-09-01	Dérivés de 1,5-diphénylpyrazole-3-acide carboxylique comme antidotes pour les herbicides de sulfonylurée
EP0145664B1 (fr)	1988-04-27	Sulfonylurées herbicides
EP0337946B1 (fr)	1993-07-28	Urées
DD283762A5 (de)	1990-10-24	Herbizide und pflanzenwuchsregulierende mittel
EP0471646B1 (fr)	1995-09-13	Sulfonylurées comme herbicides
EP0626958A1 (fr)	1994-12-07	Sulfonylurees utilisees comme herbicides
EP0402316A1 (fr)	1990-12-12	Sulfonylurées
EP0652708B1 (fr)	1996-04-17	Composition herbicide selective