PL172320B1 - Dihydrat soli wapniowej 3-hydroksy-5-metyloizoksazolu oraz sposób wytwarzania dihydratu soli wapniowej 3-hydroksy-5-metyloizoksazolu PL PL PL PL - Google Patents
Dihydrat soli wapniowej 3-hydroksy-5-metyloizoksazolu oraz sposób wytwarzania dihydratu soli wapniowej 3-hydroksy-5-metyloizoksazolu PL PL PL PLInfo
- Publication number
- PL172320B1 PL172320B1 PL93315290A PL31529093A PL172320B1 PL 172320 B1 PL172320 B1 PL 172320B1 PL 93315290 A PL93315290 A PL 93315290A PL 31529093 A PL31529093 A PL 31529093A PL 172320 B1 PL172320 B1 PL 172320B1
- Authority
- PL
- Poland
- Prior art keywords
- hydroxy
- methylisoxazole
- calcium salt
- salt dihydrate
- parts
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 14
- DLPFPZMDTCKEKF-UHFFFAOYSA-N O.O.[Ca].CC1=CC(O)=NO1 Chemical compound O.O.[Ca].CC1=CC(O)=NO1 DLPFPZMDTCKEKF-UHFFFAOYSA-N 0.000 title claims description 35
- 238000002360 preparation method Methods 0.000 title claims description 20
- KGVPNLBXJKTABS-UHFFFAOYSA-N hymexazol Chemical compound CC1=CC(O)=NO1 KGVPNLBXJKTABS-UHFFFAOYSA-N 0.000 claims abstract description 61
- 229940043430 calcium compound Drugs 0.000 claims abstract description 3
- 150000001674 calcium compounds Chemical class 0.000 claims abstract description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 28
- 239000013078 crystal Substances 0.000 claims description 8
- 230000008569 process Effects 0.000 claims description 4
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims description 3
- 239000000920 calcium hydroxide Substances 0.000 claims description 3
- 229910001861 calcium hydroxide Inorganic materials 0.000 claims description 3
- 239000000706 filtrate Substances 0.000 claims description 3
- 238000001914 filtration Methods 0.000 claims description 2
- ARLZGEXVMUDUQZ-UHFFFAOYSA-N O.O.[Ca] Chemical compound O.O.[Ca] ARLZGEXVMUDUQZ-UHFFFAOYSA-N 0.000 abstract description 11
- 150000001875 compounds Chemical class 0.000 description 61
- 239000000203 mixture Substances 0.000 description 34
- 239000000843 powder Substances 0.000 description 31
- 230000000052 comparative effect Effects 0.000 description 18
- 239000002689 soil Substances 0.000 description 18
- 239000000047 product Substances 0.000 description 17
- 238000009472 formulation Methods 0.000 description 15
- 241000209094 Oryza Species 0.000 description 13
- 235000007164 Oryza sativa Nutrition 0.000 description 13
- 235000009566 rice Nutrition 0.000 description 13
- 159000000007 calcium salts Chemical class 0.000 description 11
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 10
- 238000001035 drying Methods 0.000 description 10
- -1 alkali metal salts Chemical class 0.000 description 9
- 239000008199 coating composition Substances 0.000 description 9
- 150000003839 salts Chemical class 0.000 description 9
- 150000004683 dihydrates Chemical class 0.000 description 8
- 201000010099 disease Diseases 0.000 description 8
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 8
- 230000007774 longterm Effects 0.000 description 8
- 229920002451 polyvinyl alcohol Polymers 0.000 description 8
- 239000004563 wettable powder Substances 0.000 description 8
- 230000000694 effects Effects 0.000 description 7
- 239000000523 sample Substances 0.000 description 7
- 159000000000 sodium salts Chemical class 0.000 description 7
- 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 231100000674 Phytotoxicity Toxicity 0.000 description 6
- 235000021536 Sugar beet Nutrition 0.000 description 6
- 239000004480 active ingredient Substances 0.000 description 6
- 241000196324 Embryophyta Species 0.000 description 5
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 5
- 239000003905 agrochemical Substances 0.000 description 5
- 239000004599 antimicrobial Substances 0.000 description 5
- 239000011230 binding agent Substances 0.000 description 5
- 239000000945 filler Substances 0.000 description 5
- 239000008187 granular material Substances 0.000 description 5
- 230000009036 growth inhibition Effects 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 239000000779 smoke Substances 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 238000009331 sowing Methods 0.000 description 5
- 239000004562 water dispersible granule Substances 0.000 description 5
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- 206010017711 Gangrene Diseases 0.000 description 4
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- 230000007797 corrosion Effects 0.000 description 4
- 238000005260 corrosion Methods 0.000 description 4
- 238000001704 evaporation Methods 0.000 description 4
- 230000008020 evaporation Effects 0.000 description 4
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 4
- 229910052700 potassium Inorganic materials 0.000 description 4
- 239000011591 potassium Substances 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 239000000725 suspension Substances 0.000 description 4
- FWUSIRZOPRZMJB-UHFFFAOYSA-N 1-hydroxy-4-methylimidazole Chemical compound ON1C=NC(=C1)C FWUSIRZOPRZMJB-UHFFFAOYSA-N 0.000 description 3
- 239000004372 Polyvinyl alcohol Substances 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 229920002472 Starch Polymers 0.000 description 3
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 3
- 229930006000 Sucrose Natural products 0.000 description 3
- QRPKXZLAYSWUHB-UHFFFAOYSA-N [Ca].OC1=NOC(=C1)C Chemical compound [Ca].OC1=NOC(=C1)C QRPKXZLAYSWUHB-UHFFFAOYSA-N 0.000 description 3
- 230000015556 catabolic process Effects 0.000 description 3
- 239000004927 clay Substances 0.000 description 3
- 229910052570 clay Inorganic materials 0.000 description 3
- 239000013068 control sample Substances 0.000 description 3
- 238000006731 degradation reaction Methods 0.000 description 3
- 239000012530 fluid Substances 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 244000052769 pathogen Species 0.000 description 3
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000008107 starch Substances 0.000 description 3
- 235000019698 starch Nutrition 0.000 description 3
- 239000005720 sucrose Substances 0.000 description 3
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
- UHPMCKVQTMMPCG-UHFFFAOYSA-N 5,8-dihydroxy-2-methoxy-6-methyl-7-(2-oxopropyl)naphthalene-1,4-dione Chemical compound CC1=C(CC(C)=O)C(O)=C2C(=O)C(OC)=CC(=O)C2=C1O UHPMCKVQTMMPCG-UHFFFAOYSA-N 0.000 description 2
- 241001444083 Aphanomyces Species 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- JJLJMEJHUUYSSY-UHFFFAOYSA-L Copper hydroxide Chemical compound [OH-].[OH-].[Cu+2] JJLJMEJHUUYSSY-UHFFFAOYSA-L 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 2
- 241000223218 Fusarium Species 0.000 description 2
- 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 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 241000233639 Pythium Species 0.000 description 2
- 235000002595 Solanum tuberosum Nutrition 0.000 description 2
- 244000061456 Solanum tuberosum Species 0.000 description 2
- 235000010724 Wisteria floribunda Nutrition 0.000 description 2
- 229910021486 amorphous silicon dioxide Inorganic materials 0.000 description 2
- DMSMPAJRVJJAGA-UHFFFAOYSA-N benzo[d]isothiazol-3-one Chemical compound C1=CC=C2C(=O)NSC2=C1 DMSMPAJRVJJAGA-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 229920006026 co-polymeric resin Polymers 0.000 description 2
- YWEUIGNSBFLMFL-UHFFFAOYSA-N diphosphonate Chemical compound O=P(=O)OP(=O)=O YWEUIGNSBFLMFL-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000000417 fungicide Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 2
- 230000005484 gravity Effects 0.000 description 2
- 230000012010 growth Effects 0.000 description 2
- 238000004128 high performance liquid chromatography Methods 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 125000004491 isohexyl group Chemical group C(CCC(C)C)* 0.000 description 2
- 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 2
- 229910052622 kaolinite Inorganic materials 0.000 description 2
- 239000012669 liquid formulation Substances 0.000 description 2
- 239000002075 main ingredient Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 244000005700 microbiome Species 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 230000001717 pathogenic effect Effects 0.000 description 2
- DLYUQMMRRRQYAE-UHFFFAOYSA-N phosphorus pentoxide Inorganic materials O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 2
- 230000001766 physiological effect Effects 0.000 description 2
- 229930000184 phytotoxin Natural products 0.000 description 2
- 239000003123 plant toxin Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 230000002786 root growth Effects 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000004071 soot Substances 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- 229920005992 thermoplastic resin Polymers 0.000 description 2
- 238000010947 wet-dispersion method Methods 0.000 description 2
- 125000005918 1,2-dimethylbutyl group Chemical group 0.000 description 1
- GFISDBXSWQMOND-UHFFFAOYSA-N 2,5-dimethoxyoxolane Chemical compound COC1CCC(OC)O1 GFISDBXSWQMOND-UHFFFAOYSA-N 0.000 description 1
- 125000006176 2-ethylbutyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(C([H])([H])*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004493 2-methylbut-1-yl group Chemical group CC(C*)CC 0.000 description 1
- 125000005916 2-methylpentyl group Chemical group 0.000 description 1
- 125000005917 3-methylpentyl group Chemical group 0.000 description 1
- OBNZPZAOTISUNM-UHFFFAOYSA-N 4-chloro-1,6-dimethylcyclohexa-2,4-dien-1-ol Chemical compound ClC1=CC(C(C=C1)(C)O)C OBNZPZAOTISUNM-UHFFFAOYSA-N 0.000 description 1
- BTVBSWZFGCFDLW-UHFFFAOYSA-N 4-chloro-4-methylcyclohexa-1,5-dien-1-ol Chemical compound CC1(Cl)CC=C(O)C=C1 BTVBSWZFGCFDLW-UHFFFAOYSA-N 0.000 description 1
- 229940090248 4-hydroxybenzoic acid Drugs 0.000 description 1
- OCKGFTQIICXDQW-ZEQRLZLVSA-N 5-[(1r)-1-hydroxy-2-[4-[(2r)-2-hydroxy-2-(4-methyl-1-oxo-3h-2-benzofuran-5-yl)ethyl]piperazin-1-yl]ethyl]-4-methyl-3h-2-benzofuran-1-one Chemical compound C1=C2C(=O)OCC2=C(C)C([C@@H](O)CN2CCN(CC2)C[C@H](O)C2=CC=C3C(=O)OCC3=C2C)=C1 OCKGFTQIICXDQW-ZEQRLZLVSA-N 0.000 description 1
- PNSHOPUWQPFSJA-UHFFFAOYSA-N 5-methyl-1,2-oxazol-3-one;potassium Chemical compound [K].CC1=CC(=O)NO1 PNSHOPUWQPFSJA-UHFFFAOYSA-N 0.000 description 1
- 241000168659 Aphanomyces sp. Species 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 241000195493 Cryptophyta Species 0.000 description 1
- 229920001353 Dextrin Polymers 0.000 description 1
- 239000004375 Dextrin Substances 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- 239000005715 Fructose Substances 0.000 description 1
- 229930091371 Fructose Natural products 0.000 description 1
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 1
- 241001149959 Fusarium sp. Species 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
- 206010053759 Growth retardation Diseases 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 229920000881 Modified starch Polymers 0.000 description 1
- 241001622911 Pythium graminicola Species 0.000 description 1
- 241001385948 Pythium sp. Species 0.000 description 1
- 241001361634 Rhizoctonia Species 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- LLAREYANVHPTOT-UHFFFAOYSA-N [Na].OC1=NOC(=C1)C Chemical compound [Na].OC1=NOC(=C1)C LLAREYANVHPTOT-UHFFFAOYSA-N 0.000 description 1
- 235000010489 acacia gum Nutrition 0.000 description 1
- 239000001785 acacia senegal l. willd gum Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003929 acidic solution Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 230000002353 algacidal effect Effects 0.000 description 1
- 239000000783 alginic acid Substances 0.000 description 1
- 235000010443 alginic acid Nutrition 0.000 description 1
- 229920000615 alginic acid Polymers 0.000 description 1
- 229960001126 alginic acid Drugs 0.000 description 1
- 150000004781 alginic acids Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 230000000845 anti-microbial effect Effects 0.000 description 1
- 150000007860 aryl ester derivatives Chemical class 0.000 description 1
- 229960000686 benzalkonium chloride Drugs 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-M benzenesulfonate Chemical compound [O-]S(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-M 0.000 description 1
- 229940077388 benzenesulfonate Drugs 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- CADWTSSKOVRVJC-UHFFFAOYSA-N benzyl(dimethyl)azanium;chloride Chemical compound [Cl-].C[NH+](C)CC1=CC=CC=C1 CADWTSSKOVRVJC-UHFFFAOYSA-N 0.000 description 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000009395 breeding Methods 0.000 description 1
- 230000001488 breeding effect Effects 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 238000011088 calibration curve Methods 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- JLQUFIHWVLZVTJ-UHFFFAOYSA-N carbosulfan Chemical compound CCCCN(CCCC)SN(C)C(=O)OC1=CC=CC2=C1OC(C)(C)C2 JLQUFIHWVLZVTJ-UHFFFAOYSA-N 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 235000019425 dextrin Nutrition 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- HAWJXYBZNNRMNO-UHFFFAOYSA-N furathiocarb Chemical compound CCCCOC(=O)N(C)SN(C)C(=O)OC1=CC=CC2=C1OC(C)(C)C2 HAWJXYBZNNRMNO-UHFFFAOYSA-N 0.000 description 1
- 230000035784 germination Effects 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 229940015043 glyoxal Drugs 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 231100000001 growth retardation Toxicity 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 150000004677 hydrates Chemical class 0.000 description 1
- 239000003501 hydroponics Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000019426 modified starch Nutrition 0.000 description 1
- 238000009343 monoculture Methods 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- UWVQIROCRJWDKL-UHFFFAOYSA-N oxadixyl Chemical compound CC=1C=CC=C(C)C=1N(C(=O)COC)N1CCOC1=O UWVQIROCRJWDKL-UHFFFAOYSA-N 0.000 description 1
- 125000003538 pentan-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 230000035790 physiological processes and functions Effects 0.000 description 1
- 239000005648 plant growth regulator Substances 0.000 description 1
- 229920001495 poly(sodium acrylate) polymer Polymers 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 150000004804 polysaccharides Chemical class 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 229910052573 porcelain Inorganic materials 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 238000007873 sieving Methods 0.000 description 1
- NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 description 1
- 244000000034 soilborne pathogen Species 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 239000012086 standard solution Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
- C07D261/02—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
- C07D261/06—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members
- C07D261/10—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members 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
- C07D261/12—Oxygen atoms
-
- 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
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Agronomy & Crop Science (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)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11480892 | 1992-05-07 | ||
| JP4252393 | 1993-03-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL172320B1 true PL172320B1 (pl) | 1997-09-30 |
Family
ID=26382231
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL93315290A PL172320B1 (pl) | 1992-05-07 | 1993-05-06 | Dihydrat soli wapniowej 3-hydroksy-5-metyloizoksazolu oraz sposób wytwarzania dihydratu soli wapniowej 3-hydroksy-5-metyloizoksazolu PL PL PL PL |
| PL93298838A PL171674B1 (pl) | 1992-05-07 | 1993-05-06 | Agrochemiczna kompozycja fungicydowa PL PL PL PL |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL93298838A PL171674B1 (pl) | 1992-05-07 | 1993-05-06 | Agrochemiczna kompozycja fungicydowa PL PL PL PL |
Country Status (22)
| Country | Link |
|---|---|
| US (2) | US5472972A (enExample) |
| EP (1) | EP0569210B1 (enExample) |
| KR (1) | KR100278876B1 (enExample) |
| CN (2) | CN1070022C (enExample) |
| AT (1) | ATE162046T1 (enExample) |
| CA (1) | CA2095658C (enExample) |
| CZ (1) | CZ287192B6 (enExample) |
| DE (1) | DE69316262T2 (enExample) |
| DK (1) | DK0569210T3 (enExample) |
| EE (1) | EE03133B1 (enExample) |
| ES (1) | ES2114001T3 (enExample) |
| FI (1) | FI106525B (enExample) |
| GR (1) | GR3026360T3 (enExample) |
| HU (1) | HU215381B (enExample) |
| IL (1) | IL105577A (enExample) |
| LT (1) | LT3180B (enExample) |
| LV (1) | LV10447B (enExample) |
| PL (2) | PL172320B1 (enExample) |
| RU (1) | RU2091024C1 (enExample) |
| SK (1) | SK280972B6 (enExample) |
| TW (1) | TW272115B (enExample) |
| UY (1) | UY23579A1 (enExample) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2174484A1 (en) * | 1995-04-20 | 1996-10-21 | Masaki Hashimoto | Cut flower preservative slurry composition |
| AU7728498A (en) * | 1997-06-09 | 1998-12-30 | Dustin Investments Cc | A composition for use as a pharmaceutical and in specific agricultural and industrial applications |
| KR100649731B1 (ko) * | 1998-11-06 | 2006-11-24 | 메비올 가부시키가이샤 | 식물 보수용 담체 및 식물체 육성용 보수재 |
| JP3182648B2 (ja) * | 1999-05-12 | 2001-07-03 | ティーディーケイ株式会社 | セラミック成形体の成形用のセラミック顆粒、その製造または処理方法、セラミック成形体およびその製造方法 |
| DE10001548A1 (de) * | 2000-01-14 | 2001-07-19 | Innovation Pro Terra Gmbh & Co | Pflanzsubstrate |
| DE10042894A1 (de) * | 2000-08-31 | 2002-03-14 | Thor Chemie Gmbh | Synergistische Biozidzusammensetzung mit 2-Methylisothiazolin-3-on |
| UA74713C2 (en) * | 2004-04-29 | 2006-01-16 | Inst Of System Innovations Sal | Using a calcium salt in easily soluble form as an adaptogen to hydrothermal meteostresses in the period of plant vegetation and a multipurpose fungicidal preparation on basis thereof |
| US7977119B2 (en) * | 2004-12-08 | 2011-07-12 | Agilent Technologies, Inc. | Chemical arrays and methods of using the same |
| US20070207927A1 (en) * | 2006-03-01 | 2007-09-06 | Rosa Fred C | Polymer based seed coating |
| EA014222B1 (ru) * | 2010-01-11 | 2010-10-29 | Виктор Валентинович МОХОВ | Биоорганический препарат для обработки растений (варианты) |
| BR112013019287B1 (pt) * | 2011-01-28 | 2019-08-06 | Deepak Pranjivandas Shah | Composição pesticida contendo enxofre |
| CN102516190B (zh) * | 2011-12-06 | 2014-04-09 | 西北农林科技大学 | 噁唑喹啉类有机铜化合物及其制备方法、制剂及在防治农业植物病害中的用途 |
| CN102516189B (zh) * | 2011-12-06 | 2014-04-09 | 西北农林科技大学 | 噁唑类有机铜化合物及其制备方法、制剂及在防治农业植物病害中的用途 |
| MX352622B (es) * | 2012-12-31 | 2017-12-01 | Dow Agrosciences Llc | Composiciones y métodos para regular la tasa de producción de ebis a partir de fungicidas ditiocarbamato. |
| EP3954215A4 (en) * | 2019-04-05 | 2023-01-04 | Mitsui Chemicals Agro, Inc. | AGROCHEMICAL COMPOSITION WITH ENHANCED EFFICIENCY |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL130992C (enExample) | 1964-09-14 | |||
| GB1199737A (en) * | 1967-08-18 | 1970-07-22 | Sankyo Co | Process for the preparation of 3-Hydroxyisoxazole Compounds and Alkali Metal Salts thereof |
| GB1256835A (enExample) * | 1969-07-03 | 1971-12-15 | ||
| JPS4838148B1 (enExample) * | 1970-05-07 | 1973-11-15 | ||
| JPS4940933B1 (enExample) * | 1970-08-19 | 1974-11-06 | ||
| JPS4838148A (enExample) * | 1971-09-10 | 1973-06-05 | ||
| JPS5710083B2 (enExample) * | 1972-04-25 | 1982-02-24 | ||
| JPS4922821A (enExample) * | 1972-06-20 | 1974-02-28 | ||
| JPS5430097B2 (enExample) * | 1972-06-29 | 1979-09-28 | ||
| JPS4940933A (enExample) * | 1972-08-25 | 1974-04-17 | ||
| JPS5679605A (en) * | 1979-12-04 | 1981-06-30 | Sankyo Co Ltd | Preventing agent against damping-off of rice plant |
| JPS5687506A (en) * | 1979-12-19 | 1981-07-16 | Sankyo Co Ltd | Preventing agent against damping-off of rice plant |
| CA1264566A (en) * | 1984-09-05 | 1990-01-23 | Tetsuji Iwasaki | Biocidal fine powder, its manufacturing method and a suspension for agricultural use containing the above powder |
| JPS61151650A (ja) * | 1984-12-26 | 1986-07-10 | Konishiroku Photo Ind Co Ltd | ハロゲン化銀カラ−写真感光材料の処理方法 |
| DE3609939A1 (de) * | 1986-03-24 | 1987-10-01 | Cassella Ag | Fluessige zubereitung von 1,2-benzisothiazolin-3-on, ihre herstellung und verwendung |
| US5219875A (en) * | 1990-11-27 | 1993-06-15 | Rohm And Haas Company | Antimicrobial compositions comprising iodopropargyl butylcarbamate and 1,2-benzisothiazolin-3-one and methods of controlling microbes |
| JPH05108798A (ja) | 1991-10-17 | 1993-04-30 | Shinko Electric Ind Co Ltd | 画像処理方法と画像処理装置 |
| JP4538953B2 (ja) | 1997-12-26 | 2010-09-08 | 日本ゼオン株式会社 | −ch2−chf−基を有する化合物の製造方法 |
| JP4529263B2 (ja) | 2000-09-18 | 2010-08-25 | 沖電気工業株式会社 | アイリス認識装置 |
| JP3973380B2 (ja) | 2001-07-25 | 2007-09-12 | シャープ株式会社 | 液晶表示装置 |
| JP4572625B2 (ja) | 2004-08-25 | 2010-11-04 | 三菱マテリアルシ−エムアイ株式会社 | モータ |
-
1993
- 1993-04-30 IL IL105577A patent/IL105577A/xx not_active IP Right Cessation
- 1993-05-03 LT LTIP508A patent/LT3180B/lt unknown
- 1993-05-04 DE DE69316262T patent/DE69316262T2/de not_active Expired - Fee Related
- 1993-05-04 ES ES93303446T patent/ES2114001T3/es not_active Expired - Lifetime
- 1993-05-04 AT AT93303446T patent/ATE162046T1/de not_active IP Right Cessation
- 1993-05-04 DK DK93303446T patent/DK0569210T3/da active
- 1993-05-04 EP EP93303446A patent/EP0569210B1/en not_active Expired - Lifetime
- 1993-05-04 TW TW082103499A patent/TW272115B/zh active
- 1993-05-06 PL PL93315290A patent/PL172320B1/pl not_active IP Right Cessation
- 1993-05-06 UY UY23579A patent/UY23579A1/es not_active IP Right Cessation
- 1993-05-06 PL PL93298838A patent/PL171674B1/pl not_active IP Right Cessation
- 1993-05-06 CA CA002095658A patent/CA2095658C/en not_active Expired - Fee Related
- 1993-05-06 RU RU93005331/04A patent/RU2091024C1/ru not_active IP Right Cessation
- 1993-05-06 HU HU9301315A patent/HU215381B/hu not_active IP Right Cessation
- 1993-05-07 CN CN93107075A patent/CN1070022C/zh not_active Expired - Fee Related
- 1993-05-07 SK SK447-93A patent/SK280972B6/sk unknown
- 1993-05-07 LV LVP-93-300A patent/LV10447B/en unknown
- 1993-05-07 KR KR1019930007867A patent/KR100278876B1/ko not_active Expired - Fee Related
- 1993-05-07 FI FI932070A patent/FI106525B/fi active
- 1993-05-07 CZ CZ1993840A patent/CZ287192B6/cs not_active IP Right Cessation
-
1994
- 1994-07-06 US US08/271,264 patent/US5472972A/en not_active Expired - Lifetime
- 1994-07-12 EE EE9400019A patent/EE03133B1/xx not_active IP Right Cessation
-
1995
- 1995-05-04 US US08/433,834 patent/US5554391A/en not_active Expired - Lifetime
-
1998
- 1998-03-13 GR GR980400545T patent/GR3026360T3/el unknown
-
2000
- 2000-12-12 CN CNB001307959A patent/CN1149927C/zh not_active Expired - Fee Related
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| PL172320B1 (pl) | Dihydrat soli wapniowej 3-hydroksy-5-metyloizoksazolu oraz sposób wytwarzania dihydratu soli wapniowej 3-hydroksy-5-metyloizoksazolu PL PL PL PL | |
| CA2677090C (en) | Salts, aqueous liquid compositions containing salts of s-(+)-abscisic acid and methods of their preparation | |
| US8192766B2 (en) | Copper-based fungicide/bactericide | |
| EP2012590A1 (en) | Copper-based fungicide/bactericide | |
| JPS6241564B2 (enExample) | ||
| US4455162A (en) | 1-Triacontanol plant growth stimulator formulations | |
| JP4758042B2 (ja) | 農園芸用殺菌剤組成物およびストロビルリン系殺菌剤の効力増強剤 | |
| JP3011355B2 (ja) | イソオキサゾール誘導体のCa塩2水和物を含有する殺菌組成物 | |
| PL171730B1 (pl) | Kompozycja agrochemiczna PL | |
| HK1003820B (en) | Agrochemical compositions and methods employing the dihydrate of the calcium salt of 3-hydroxy-5-methylisoxazole | |
| JP2010538014A (ja) | 粒状芝生−安全性除草組成物 | |
| PL128625B1 (en) | Cytoquinine-like membrane-active agent for improving plant productivity and anion reception by plants as well as increasing albuminoid nitrogen lewel | |
| JPS59176296A (ja) | 殺ダニ性のトリシクロヘキシル−錫水酸化物のエステル | |
| KR840000086B1 (ko) | 농업용 살균조성물 | |
| JP2916342B2 (ja) | 土壌病害防除剤組成物 | |
| US4798618A (en) | Novel chloroacetanilide derivatives and herbicides containing the same for use in paddy field | |
| JPH04120006A (ja) | 水田用除草剤組成物 | |
| KR840000670B1 (ko) | 제초제 조성물 | |
| CN110495458A (zh) | 一种含丁香菌酯和双胍三辛烷基苯磺酸盐的杀菌组合物 | |
| JPS58185505A (ja) | 除草剤 | |
| JPH01175908A (ja) | 除草剤組成物 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| LAPS | Decisions on the lapse of the protection rights |
Effective date: 20090506 |