NL8501638A - Beta-cyclodextrinecomplex van benzeensulfonylureumderivaten. - Google Patents

Beta-cyclodextrinecomplex van benzeensulfonylureumderivaten. Download PDF

Info

Publication number: NL8501638A
Authority: NL; Netherlands
Prior art keywords: complex; cyclodextrin; formula; general formula; active ingredient
Prior art date: 1984-06-08

Application number

NL8501638A

Other languages

English (en)

Dutch (nl)

Original Assignee

Nitrokemia Ipartelepek

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.)

1984-06-08

Filing date

1985-06-06

Publication date

1986-01-02

1985-06-06 Application filed by Nitrokemia Ipartelepek filed Critical Nitrokemia Ipartelepek

1986-01-02 Publication of NL8501638A publication Critical patent/NL8501638A/nl

Links

229920000858 Cyclodextrin Polymers 0.000 title claims description 31
WHGYBXFWUBPSRW-FOUAGVGXSA-N beta-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO WHGYBXFWUBPSRW-FOUAGVGXSA-N 0.000 title description 12
235000011175 beta-cyclodextrine Nutrition 0.000 title description 11
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 title 3
239000001202 beta-cyclodextrine Substances 0.000 title 1
241000196324 Embryophyta Species 0.000 claims description 26
239000004480 active ingredient Substances 0.000 claims description 25
GHDLZGOOOLEJKI-UHFFFAOYSA-N benzenesulfonylurea Chemical class NC(=O)NS(=O)(=O)C1=CC=CC=C1 GHDLZGOOOLEJKI-UHFFFAOYSA-N 0.000 claims description 23
238000002360 preparation method Methods 0.000 claims description 18
238000000034 method Methods 0.000 claims description 16
239000004009 herbicide Substances 0.000 claims description 13
230000008635 plant growth Effects 0.000 claims description 9
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 6
230000002363 herbicidal effect Effects 0.000 claims description 6
239000000203 mixture Substances 0.000 claims description 6
230000001105 regulatory effect Effects 0.000 claims description 6
125000000217 alkyl group Chemical group 0.000 claims description 5
125000001931 aliphatic group Chemical group 0.000 claims description 4
229910052736 halogen Inorganic materials 0.000 claims description 4
150000002367 halogens Chemical group 0.000 claims description 4
229910052757 nitrogen Inorganic materials 0.000 claims description 4
125000003545 alkoxy group Chemical group 0.000 claims description 3
239000001257 hydrogen Substances 0.000 claims description 3
229910052739 hydrogen Inorganic materials 0.000 claims description 3
239000002689 soil Substances 0.000 claims description 3
150000002431 hydrogen Chemical class 0.000 claims 2
JCCBZCMSYUSCFM-UHFFFAOYSA-N 2-chlorobenzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1Cl JCCBZCMSYUSCFM-UHFFFAOYSA-N 0.000 claims 1
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims 1
230000004936 stimulating effect Effects 0.000 claims 1
229940124530 sulfonamide Drugs 0.000 claims 1
238000000354 decomposition reaction Methods 0.000 description 18
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 16
-1 4-methoxy-6-methyl-1,3,5-triazin-2-yl Chemical group 0.000 description 10
239000001116 FEMA 4028 Substances 0.000 description 10
229960004853 betadex Drugs 0.000 description 10
150000001875 compounds Chemical class 0.000 description 10
RSPISYXLHRIGJD-UHFFFAOYSA-N OOOO Chemical compound OOOO RSPISYXLHRIGJD-UHFFFAOYSA-N 0.000 description 7
239000003795 chemical substances by application Substances 0.000 description 7
230000000694 effects Effects 0.000 description 7
238000012360 testing method Methods 0.000 description 7
VJYIFXVZLXQVHO-UHFFFAOYSA-N chlorsulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)Cl)=N1 VJYIFXVZLXQVHO-UHFFFAOYSA-N 0.000 description 6
HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 description 6
YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical group OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 description 6
HFFXLYHRNRKAPM-UHFFFAOYSA-N 2,4,5-trichloro-n-(5-methyl-1,2-oxazol-3-yl)benzenesulfonamide Chemical compound O1C(C)=CC(NS(=O)(=O)C=2C(=CC(Cl)=C(Cl)C=2)Cl)=N1 HFFXLYHRNRKAPM-UHFFFAOYSA-N 0.000 description 5
235000006463 Brassica alba Nutrition 0.000 description 5
244000140786 Brassica hirta Species 0.000 description 5
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 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
239000007788 liquid Substances 0.000 description 5
239000011814 protection agent Substances 0.000 description 5
239000004094 surface-active agent Substances 0.000 description 5
229940100389 Sulfonylurea Drugs 0.000 description 4
241000209140 Triticum Species 0.000 description 4
235000021307 Triticum Nutrition 0.000 description 4
239000000969 carrier Substances 0.000 description 4
239000007858 starting material Substances 0.000 description 4
239000000725 suspension Substances 0.000 description 4
239000004563 wettable powder Substances 0.000 description 4
239000005995 Aluminium silicate Substances 0.000 description 3
239000005496 Chlorsulfuron Substances 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
235000012211 aluminium silicate Nutrition 0.000 description 3
230000015572 biosynthetic process Effects 0.000 description 3
239000003085 diluting agent Substances 0.000 description 3
238000011156 evaluation Methods 0.000 description 3
150000004665 fatty acids Chemical class 0.000 description 3
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 3
239000005416 organic matter Substances 0.000 description 3
239000005648 plant growth regulator Substances 0.000 description 3
239000011541 reaction mixture Substances 0.000 description 3
239000007787 solid Substances 0.000 description 3
239000000243 solution Substances 0.000 description 3
239000000126 substance Substances 0.000 description 3
BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 3
IDQNBVFPZMCDDN-UHFFFAOYSA-N 2-Amino-4,6-dimethylpyrimidine Chemical compound CC1=CC(C)=NC(N)=N1 IDQNBVFPZMCDDN-UHFFFAOYSA-N 0.000 description 2
VSOOBQALJVLTBH-UHFFFAOYSA-N 2-aminosulfonyl-benzoic acid methyl ester Chemical compound COC(=O)C1=CC=CC=C1S(N)(=O)=O VSOOBQALJVLTBH-UHFFFAOYSA-N 0.000 description 2
KMVZDSQHLDGKGV-UHFFFAOYSA-N 2-chlorobenzenesulfonyl chloride Chemical compound ClC1=CC=CC=C1S(Cl)(=O)=O KMVZDSQHLDGKGV-UHFFFAOYSA-N 0.000 description 2
USHHCQFIUMQAKY-UHFFFAOYSA-N 4-methoxy-6-methyl-1h-triazin-2-amine Chemical compound COC1=NN(N)NC(C)=C1 USHHCQFIUMQAKY-UHFFFAOYSA-N 0.000 description 2
235000011371 Brassica hirta Nutrition 0.000 description 2
244000025254 Cannabis sativa Species 0.000 description 2
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
229920001214 Polysorbate 60 Polymers 0.000 description 2
LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 2
239000007864 aqueous solution Substances 0.000 description 2
239000012141 concentrate Substances 0.000 description 2
239000010949 copper Substances 0.000 description 2
125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
230000002688 persistence Effects 0.000 description 2
239000000843 powder Substances 0.000 description 2
239000002904 solvent Substances 0.000 description 2
238000005507 spraying Methods 0.000 description 2
238000002076 thermal analysis method Methods 0.000 description 2
239000002699 waste material Substances 0.000 description 2
AZUYLZMQTIKGSC-UHFFFAOYSA-N 1-[6-[4-(5-chloro-6-methyl-1H-indazol-4-yl)-5-methyl-3-(1-methylindazol-5-yl)pyrazol-1-yl]-2-azaspiro[3.3]heptan-2-yl]prop-2-en-1-one Chemical compound ClC=1C(=C2C=NNC2=CC=1C)C=1C(=NN(C=1C)C1CC2(CN(C2)C(C=C)=O)C1)C=1C=C2C=NN(C2=CC=1)C AZUYLZMQTIKGSC-UHFFFAOYSA-N 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
ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
239000004375 Dextrin Substances 0.000 description 1
229920001353 Dextrin Polymers 0.000 description 1
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
101710094396 Hexon protein Proteins 0.000 description 1
240000005979 Hordeum vulgare Species 0.000 description 1
235000007340 Hordeum vulgare Nutrition 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
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
240000001140 Mimosa pudica Species 0.000 description 1
235000016462 Mimosa pudica Nutrition 0.000 description 1
ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 1
BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
241001465363 Panicum capillare Species 0.000 description 1
244000088461 Panicum crus-galli Species 0.000 description 1
235000011999 Panicum crusgalli Nutrition 0.000 description 1
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
240000003461 Setaria viridis Species 0.000 description 1
235000002248 Setaria viridis Nutrition 0.000 description 1
XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
244000062793 Sorghum vulgare Species 0.000 description 1
235000021536 Sugar beet Nutrition 0.000 description 1
241000219793 Trifolium Species 0.000 description 1
235000015724 Trifolium pratense Nutrition 0.000 description 1
244000098338 Triticum aestivum Species 0.000 description 1
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
230000001154 acute effect Effects 0.000 description 1
230000001476 alcoholic effect Effects 0.000 description 1
125000003342 alkenyl group Chemical group 0.000 description 1
125000006193 alkinyl group Chemical group 0.000 description 1
125000002877 alkyl aryl group Chemical group 0.000 description 1
150000004996 alkyl benzenes Chemical class 0.000 description 1
239000007900 aqueous suspension Substances 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
150000008331 benzenesulfonamides Chemical group 0.000 description 1
230000033228 biological regulation Effects 0.000 description 1
229910052796 boron Inorganic materials 0.000 description 1
239000011575 calcium Substances 0.000 description 1
229910052791 calcium Inorganic materials 0.000 description 1
125000004432 carbon atom Chemical group C* 0.000 description 1
239000004359 castor oil Substances 0.000 description 1
235000019438 castor oil Nutrition 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
239000000460 chlorine Substances 0.000 description 1
229910052801 chlorine Inorganic materials 0.000 description 1
230000001684 chronic effect Effects 0.000 description 1
239000010941 cobalt Substances 0.000 description 1
229910017052 cobalt Inorganic materials 0.000 description 1
GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
230000000052 comparative effect Effects 0.000 description 1
230000009918 complex formation Effects 0.000 description 1
238000011109 contamination Methods 0.000 description 1
229910052802 copper Inorganic materials 0.000 description 1
244000038559 crop plants Species 0.000 description 1
125000000753 cycloalkyl group Chemical group 0.000 description 1
HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
JMGZBMRVDHKMKB-UHFFFAOYSA-L disodium;2-sulfobutanedioate Chemical compound [Na+].[Na+].OS(=O)(=O)C(C([O-])=O)CC([O-])=O JMGZBMRVDHKMKB-UHFFFAOYSA-L 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
239000006185 dispersion Substances 0.000 description 1
238000004090 dissolution Methods 0.000 description 1
239000010459 dolomite Substances 0.000 description 1
229910000514 dolomite Inorganic materials 0.000 description 1
239000004495 emulsifiable concentrate Substances 0.000 description 1
239000003995 emulsifying agent 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
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
230000002349 favourable effect Effects 0.000 description 1
235000013305 food Nutrition 0.000 description 1
230000035784 germination Effects 0.000 description 1
239000008103 glucose Substances 0.000 description 1
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 1
239000008187 granular material Substances 0.000 description 1
239000005556 hormone Substances 0.000 description 1
229940088597 hormone Drugs 0.000 description 1
125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
239000011261 inert gas Substances 0.000 description 1
239000000543 intermediate Substances 0.000 description 1
238000011835 investigation Methods 0.000 description 1
229910052742 iron Inorganic materials 0.000 description 1
239000011777 magnesium Substances 0.000 description 1
229910052749 magnesium Inorganic materials 0.000 description 1
WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
239000000463 material Substances 0.000 description 1
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
235000019713 millet Nutrition 0.000 description 1
239000002480 mineral oil Substances 0.000 description 1
235000010446 mineral oil Nutrition 0.000 description 1
239000011733 molybdenum Substances 0.000 description 1
229910052750 molybdenum Inorganic materials 0.000 description 1
125000004433 nitrogen atom Chemical group N* 0.000 description 1
229920001542 oligosaccharide Polymers 0.000 description 1
150000002482 oligosaccharides Chemical class 0.000 description 1
125000006353 oxyethylene group Chemical group 0.000 description 1
230000035515 penetration Effects 0.000 description 1
230000002085 persistent effect Effects 0.000 description 1
239000011574 phosphorus Substances 0.000 description 1
229910052698 phosphorus Inorganic materials 0.000 description 1
230000000885 phytotoxic effect Effects 0.000 description 1
239000002798 polar solvent Substances 0.000 description 1
229920000728 polyester Polymers 0.000 description 1
239000011591 potassium Substances 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
238000012545 processing Methods 0.000 description 1
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
235000013526 red clover Nutrition 0.000 description 1
229910052710 silicon Inorganic materials 0.000 description 1
239000010703 silicon Substances 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000003802 soil pollutant Substances 0.000 description 1
239000007921 spray Substances 0.000 description 1
235000000346 sugar Nutrition 0.000 description 1
150000008163 sugars Chemical class 0.000 description 1
229920002994 synthetic fiber Polymers 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
231100000816 toxic dose Toxicity 0.000 description 1
231100000419 toxicity Toxicity 0.000 description 1
230000001988 toxicity Effects 0.000 description 1
239000011573 trace mineral Substances 0.000 description 1
235000013619 trace mineral Nutrition 0.000 description 1
150000003672 ureas Chemical class 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1
239000002023 wood Substances 0.000 description 1
239000011701 zinc Substances 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0009—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid alpha-D-Glucans, e.g. polydextrose, alternan, glycogen; (alpha-1,4)(alpha-1,6)-D-Glucans; (alpha-1,3)(alpha-1,4)-D-Glucans, e.g. isolichenan or nigeran; (alpha-1,4)-D-Glucans; (alpha-1,3)-D-Glucans, e.g. pseudonigeran; Derivatives thereof
- C08B37/0012—Cyclodextrin [CD], e.g. cycle with 6 units (alpha), with 7 units (beta) and with 8 units (gamma), large-ring cyclodextrin or cycloamylose with 9 units or more; Derivatives thereof
- C08B37/0015—Inclusion compounds, i.e. host-guest compounds, e.g. polyrotaxanes
- 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

Landscapes

Life Sciences & Earth Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
Engineering & Computer Science (AREA)
General Health & Medical Sciences (AREA)
Polymers & Plastics (AREA)
Plant Pathology (AREA)
Materials Engineering (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Molecular Biology (AREA)
Organic Chemistry (AREA)
Agronomy & Crop Science (AREA)
Pest Control & Pesticides (AREA)
Biochemistry (AREA)
Dentistry (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Environmental Sciences (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Polysaccharides And Polysaccharide Derivatives (AREA)
Plural Heterocyclic Compounds (AREA)

NL8501638A 1984-06-08 1985-06-06 Beta-cyclodextrinecomplex van benzeensulfonylureumderivaten. NL8501638A (nl)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
HU221684		1984-06-08
HU842216A HU193933B (en)	1984-06-08	1984-06-08	Herbicide or plant growth stimulating agent comprising beta-cyclodextrin complex of benzolsulphonylurea derivative and process for preparing the active substances

Publications (1)

Publication Number	Publication Date
NL8501638A true NL8501638A (nl)	1986-01-02

Family

ID=10958341

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NL8501638A NL8501638A (nl)	1984-06-08	1985-06-06	Beta-cyclodextrinecomplex van benzeensulfonylureumderivaten.

Country Status (25)

Country	Link
US (1)	US4672112A (fr)
JP (1)	JPS6156170A (fr)
AT (1)	AT391587B (fr)
AU (1)	AU573007B2 (fr)
BE (1)	BE902613A (fr)
BR (1)	BR8502710A (fr)
CA (1)	CA1263648A (fr)
CS (1)	CS250690B2 (fr)
DD (1)	DD234357A5 (fr)
DE (1)	DE3520725A1 (fr)
DK (1)	DK257985A (fr)
ES (1)	ES8604009A1 (fr)
FR (1)	FR2568877B1 (fr)
GR (1)	GR851379B (fr)
HU (1)	HU193933B (fr)
IL (1)	IL75391A0 (fr)
IT (1)	IT1206736B (fr)
NL (1)	NL8501638A (fr)
NZ (1)	NZ212337A (fr)
PL (1)	PL253824A1 (fr)
PT (1)	PT80605B (fr)
RO (1)	RO92012B (fr)
SE (1)	SE8502776L (fr)
SU (1)	SU1516002A3 (fr)
ZA (1)	ZA854234B (fr)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GR1000748B (el) *	1989-08-07	1992-12-30	Basf Ag	Αποφυλλωτικο μεσο για τη βαμβακια.
FR2705963B1 (fr) *	1993-06-03	1995-07-13	Commissariat Energie Atomique	Dérivés sulfonés de cyclomalto-oligosaccharides, leur procédé de préparation et support de substances actives contenant ces dérivés.
US7737309B2 (en)	2004-07-13	2010-06-15	Nippon Soda Co., Ltd.	Clathrate compound, method for controlling concentration of aqueous agricultural chemical active ingredient solution, and agricultural chemical formulation
UA95310C2 (ru) *	2006-10-20	2011-07-25	Айкос Корпорейшен	Композиция, содержащая ингибитор chk1 и циклодекстрин, для лечения рака
EP2654433B1 (fr)	2010-12-21	2017-08-30	Bayer Cropscience LP	Les mutants "papier émeri" de bacillus et des méthodes d'application pour la promotion de la croissance des plantes, de la santé des plants et pour le contrôl des maladies et des parasites
JP5935976B2 (ja) *	2011-01-26	2016-06-15	日産化学工業株式会社	安定化される農薬固型製剤
MX2014002890A (es)	2011-09-12	2015-01-19	Bayer Cropscience Lp	Metodo para mejorar la salud y/o promover el crecimiento de una planta y/o mejorar la maduracion de frutos.
KR102569539B1 (ko) *	2016-11-07	2023-08-24	주식회사 에이치엘클레무브	차량용 물체감지시스템 및 차량용 물체감지방법

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4169719A (en) *	1976-04-07	1979-10-02	E. I. Du Pont De Nemours And Co.	Herbicidal sulfonamides
CA1082189A (fr) *	1976-04-07	1980-07-22	George Levitt	Sulfamides herbicides
HU184066B (en) *	1979-12-28	1984-06-28	Chinoin Gyogyszer Es Vegyeszet	Plant growth regulating substance and process for preparing such compound
JPS57142962A (en) *	1981-02-28	1982-09-03	Santen Pharmaceut Co Ltd	Cyclodextrin clathrate compound of sulfur-containing compound
HU183430B (en) *	1981-05-12	1984-05-28	Chinoin Gyogyszer Es Vegyeszet	Process for producing cyclodextrine inclusion complexes of n-bracket-1-phenylethyl-bracket closed-3,3-diphenylpropylamine or n-bracket-1-phenylethyl-bracket closed-3,3-diphenylpropylamine-hydrochloride
BR8303322A (pt) *	1982-06-25	1984-02-07	Du Pont	Composto;composicao adequada e processo para controlar o crescimento de vegetacao indesejada
US4543120A (en) *	1982-08-12	1985-09-24	E. I. Du Pont De Nemours And Company	Alkyl sulfonyl sulfonamides
US4780125A (en) *	1982-09-01	1988-10-25	Ciba-Geigy Corporation	N-phenylsulfonyl-N'-triazinylureas
HU190818B (en) *	1982-11-09	1986-11-28	Chinoin Gyogyszer Es Vegyeszeti Termekek Gyara Rt,Hu	Process for producing complexes of piperonyl-butoxide-cyclodextrin

1984
- 1984-06-08 HU HU842216A patent/HU193933B/hu not_active IP Right Cessation
1985
- 1985-05-05 BR BR8502710A patent/BR8502710A/pt unknown
- 1985-06-03 IL IL75391A patent/IL75391A0/xx unknown
- 1985-06-04 ZA ZA854234A patent/ZA854234B/xx unknown
- 1985-06-05 AT AT0169985A patent/AT391587B/de not_active IP Right Cessation
- 1985-06-05 PL PL25382485A patent/PL253824A1/xx unknown
- 1985-06-05 PT PT80605A patent/PT80605B/pt unknown
- 1985-06-05 SE SE8502776A patent/SE8502776L/xx not_active Application Discontinuation
- 1985-06-06 NL NL8501638A patent/NL8501638A/nl not_active Application Discontinuation
- 1985-06-06 US US06/742,218 patent/US4672112A/en not_active Expired - Fee Related
- 1985-06-06 GR GR851379A patent/GR851379B/el unknown
- 1985-06-07 AU AU43421/85A patent/AU573007B2/en not_active Ceased
- 1985-06-07 IT IT8521067A patent/IT1206736B/it active
- 1985-06-07 BE BE0/215151A patent/BE902613A/fr not_active IP Right Cessation
- 1985-06-07 CS CS854105A patent/CS250690B2/cs unknown
- 1985-06-07 NZ NZ212337A patent/NZ212337A/xx unknown
- 1985-06-07 SU SU853912654A patent/SU1516002A3/ru active
- 1985-06-07 ES ES544005A patent/ES8604009A1/es not_active Expired
- 1985-06-07 RO RO119078A patent/RO92012B/ro unknown
- 1985-06-07 DK DK257985A patent/DK257985A/da not_active Application Discontinuation
- 1985-06-07 DD DD85277159A patent/DD234357A5/de unknown
- 1985-06-07 CA CA000483395A patent/CA1263648A/fr not_active Expired
- 1985-06-07 FR FR8508667A patent/FR2568877B1/fr not_active Expired
- 1985-06-08 JP JP60123533A patent/JPS6156170A/ja active Pending
- 1985-06-10 DE DE19853520725 patent/DE3520725A1/de active Granted

Also Published As

Publication number	Publication date
SU1516002A3 (ru)	1989-10-15
BR8502710A (pt)	1986-02-12
DK257985A (da)	1985-12-09
GR851379B (fr)	1985-11-25
CA1263648A (fr)	1989-12-05
PT80605A (en)	1985-07-01
RO92012A (fr)	1987-07-30
ES8604009A1 (es)	1986-01-16
AU4342185A (en)	1985-12-12
IL75391A0 (en)	1985-10-31
US4672112A (en)	1987-06-09
CS250690B2 (en)	1987-05-14
IT8521067A0 (it)	1985-06-07
FR2568877A1 (fr)	1986-02-14
DE3520725C2 (fr)	1988-06-16
JPS6156170A (ja)	1986-03-20
FR2568877B1 (fr)	1988-09-16
ATA169985A (de)	1990-05-15
HU193933B (en)	1987-12-28
PL253824A1 (en)	1986-09-23
SE8502776D0 (sv)	1985-06-05
AU573007B2 (en)	1988-05-26
DK257985D0 (da)	1985-06-07
DD234357A5 (de)	1986-04-02
DE3520725A1 (de)	1985-12-12
ZA854234B (en)	1986-01-29
AT391587B (de)	1990-10-25
PT80605B (en)	1987-01-15
BE902613A (fr)	1985-09-30
NZ212337A (en)	1988-10-28
ES544005A0 (es)	1986-01-16
RO92012B (ro)	1987-07-31
SE8502776L (sv)	1985-12-09
IT1206736B (it)	1989-05-03

Legal Events

Date	Code	Title	Description
1986-01-02	A1A	A request for search or an international-type search has been filed
1988-02-01	BV	The patent application has lapsed

Publication	Publication Date	Title
RU2017734C1 (ru)	1994-08-15	Производные пиримидина, проявляющие гербицидную активность
EP0135472A2 (fr)	1985-03-27	Dérivés de N-(2-nitrophényl)-2-aminopyrimidine, leur préparation et leur usage
CN108774179B (zh)	2020-01-21	一种取代的嘧啶-4-甲酸衍生物及其除草组合物和用途
JPH06508621A (ja)	1994-09-29	置換されたピリジン除草剤
HU196890B (en)	1989-02-28	Herbicides containing as active substance derivatives of piridinil-imidasolidinon and process for production of these derivatives
JPS6245860B2 (fr)	1987-09-29
EP0103537B1 (fr)	1987-07-08	N-arylsulfonyl-N'-triazolyl urées
US4672112A (en)	1987-06-09	β-Cyclodextrine complex of benzene sulphonyl urea derivatives
CH666890A5 (de)	1988-08-31	2-(1-(3-chlorallyloxyamino)-alkyliden)-5-alkylthioalkyl-cyclohexan-1,3-dion.
EP0096142B1 (fr)	1989-01-18	Sulfényl pyrrole microbicide
CS266558B2 (en)	1990-01-12	Fungicide and method of its efficient substance production
RU2100346C1 (ru)	1997-12-27	Производные глиоксил-циклогексендиона, способ их получения, гербицидная композиция, способ подавления нежелательного роста растений
EP0263958A1 (fr)	1988-04-20	Dérivés de 2,6-diphénylpyridine substitués en position 4, leur procédé de préparation, intermédiaires chimiques et leur application comme herbicides
NL8502820A (nl)	1986-05-16	Selectieve herbicidepreparaten met een verlengde werking, die als werkzaam bestanddeel alfa-chlooraceetamidederivaten bevatten.
GB2162529A (en)	1986-02-05	beta -Cyclodextrin complex of benzene sulphonyl urea derivatives
US3973945A (en)	1976-08-10	Pyran-2,4-dione derivatives
CS220787B2 (en)	1983-04-29	Means for herbicide application
JPS62273931A (ja)	1987-11-28	プロパルギルオキシベンゼン誘導体、その製法及び該誘導体を含む殺菌剤組成物
DE3852235T2 (de)	1995-04-06	Phenoxyalkancarboxylsäure-Derivate mit herbizider Wirkung.
CA1203812A (fr)	1986-04-29	Sulfone et procede de preparation
JPH0193583A (ja)	1989-04-12	置換ベンゾイル誘導体および除草剤
US4579971A (en)	1986-04-01	Cyclohexane derivatives
JPS6327482A (ja)	1988-02-05	除草剤組成物
FR2540496A1 (fr)	1984-08-10	Derives de cyclohexenone,compositions herbicides les contenant et procede pour leur preparation
SU279503A1 (ru)		Гербицид избирательного действия