HU184066B - Plant growth regulating substance and process for preparing such compound - Google Patents
Plant growth regulating substance and process for preparing such compound Download PDFInfo
- Publication number
- HU184066B HU184066B HU79CI2000A HUCI002000A HU184066B HU 184066 B HU184066 B HU 184066B HU 79CI2000 A HU79CI2000 A HU 79CI2000A HU CI002000 A HUCI002000 A HU CI002000A HU 184066 B HU184066 B HU 184066B
- Authority
- HU
- Hungary
- Prior art keywords
- cyclodextrin
- weight
- chloroethylphosphonic acid
- acid
- water
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title description 4
- 238000004519 manufacturing process Methods 0.000 title description 4
- 230000008635 plant growth Effects 0.000 title description 3
- 230000001105 regulatory effect Effects 0.000 title description 2
- 239000000126 substance Substances 0.000 title 1
- UDPGUMQDCGORJQ-UHFFFAOYSA-N (2-chloroethyl)phosphonic acid Chemical group OP(O)(=O)CCCl UDPGUMQDCGORJQ-UHFFFAOYSA-N 0.000 claims abstract description 64
- 229920000858 Cyclodextrin Polymers 0.000 claims abstract description 53
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 32
- 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 claims abstract description 11
- 239000005648 plant growth regulator Substances 0.000 claims abstract description 5
- 229960004853 betadex Drugs 0.000 claims abstract description 4
- 239000000203 mixture Substances 0.000 claims description 20
- 239000007864 aqueous solution Substances 0.000 claims description 19
- 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 claims description 17
- 238000000034 method Methods 0.000 claims description 13
- 230000008569 process Effects 0.000 claims description 11
- 239000008139 complexing agent Substances 0.000 claims description 10
- 229920001353 Dextrin Polymers 0.000 claims description 8
- 239000004375 Dextrin Substances 0.000 claims description 8
- 235000019425 dextrin Nutrition 0.000 claims description 8
- 229920002472 Starch Polymers 0.000 claims description 6
- 239000002904 solvent Substances 0.000 claims description 6
- 235000019698 starch Nutrition 0.000 claims description 6
- 239000008107 starch Substances 0.000 claims description 6
- 239000001116 FEMA 4028 Substances 0.000 claims description 3
- 235000011175 beta-cyclodextrine Nutrition 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims description 2
- 150000001298 alcohols Chemical class 0.000 claims description 2
- 150000002576 ketones Chemical class 0.000 claims description 2
- 239000007788 liquid Substances 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract description 28
- 239000005977 Ethylene Substances 0.000 abstract description 28
- 230000000694 effects Effects 0.000 abstract description 10
- 229920001450 Alpha-Cyclodextrin Polymers 0.000 abstract description 3
- HFHDHCJBZVLPGP-RWMJIURBSA-N alpha-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)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 HFHDHCJBZVLPGP-RWMJIURBSA-N 0.000 abstract description 3
- 229940043377 alpha-cyclodextrin Drugs 0.000 abstract description 3
- 239000004480 active ingredient Substances 0.000 abstract description 2
- 238000000354 decomposition reaction Methods 0.000 abstract description 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- FQWNBUQAWZFEDJ-UHFFFAOYSA-N 2-chloroethylphosphinic acid Chemical compound ClCCP(=O)O FQWNBUQAWZFEDJ-UHFFFAOYSA-N 0.000 abstract 1
- GDSRMADSINPKSL-HSEONFRVSA-N gamma-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)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 GDSRMADSINPKSL-HSEONFRVSA-N 0.000 abstract 1
- 229940080345 gamma-cyclodextrin Drugs 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 19
- 241000196324 Embryophyta Species 0.000 description 16
- 239000000047 product Substances 0.000 description 16
- 239000008298 dragée Substances 0.000 description 12
- 239000007789 gas Substances 0.000 description 10
- 230000035784 germination Effects 0.000 description 10
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
- 239000000463 material Substances 0.000 description 9
- 240000007087 Apium graveolens Species 0.000 description 8
- 235000015849 Apium graveolens Dulce Group Nutrition 0.000 description 8
- 235000010591 Appio Nutrition 0.000 description 8
- IXORZMNAPKEEDV-UHFFFAOYSA-N gibberellic acid GA3 Natural products OC(=O)C1C2(C3)CC(=C)C3(O)CCC2C2(C=CC3O)C1C3(C)C(=O)O2 IXORZMNAPKEEDV-UHFFFAOYSA-N 0.000 description 8
- 239000005980 Gibberellic acid Substances 0.000 description 7
- 241000208125 Nicotiana Species 0.000 description 7
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 7
- IXORZMNAPKEEDV-OBDJNFEBSA-N gibberellin A3 Chemical compound C([C@@]1(O)C(=C)C[C@@]2(C1)[C@H]1C(O)=O)C[C@H]2[C@]2(C=C[C@@H]3O)[C@H]1[C@]3(C)C(=O)O2 IXORZMNAPKEEDV-OBDJNFEBSA-N 0.000 description 7
- 239000000843 powder Substances 0.000 description 7
- 238000011282 treatment Methods 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 238000001035 drying Methods 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 239000001387 apium graveolens Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 229940097362 cyclodextrins Drugs 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 230000035800 maturation Effects 0.000 description 4
- 239000004570 mortar (masonry) Substances 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 230000001413 cellular effect Effects 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 239000012141 concentrate Substances 0.000 description 3
- 239000003630 growth substance Substances 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000012452 mother liquor Substances 0.000 description 3
- 230000000638 stimulation Effects 0.000 description 3
- 238000004448 titration Methods 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 240000004160 Capsicum annuum Species 0.000 description 2
- 235000008534 Capsicum annuum var annuum Nutrition 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 244000046052 Phaseolus vulgaris Species 0.000 description 2
- 230000009102 absorption Effects 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 239000001511 capsicum annuum Substances 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 239000000122 growth hormone Substances 0.000 description 2
- 230000005070 ripening Effects 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 235000002566 Capsicum Nutrition 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 241000287828 Gallus gallus Species 0.000 description 1
- 229930191978 Gibberellin Natural products 0.000 description 1
- 102000018997 Growth Hormone Human genes 0.000 description 1
- 108010051696 Growth Hormone Proteins 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- 241000178960 Paenibacillus macerans Species 0.000 description 1
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
- 244000203593 Piper nigrum Species 0.000 description 1
- 241000758706 Piperaceae Species 0.000 description 1
- 240000004713 Pisum sativum Species 0.000 description 1
- 235000010582 Pisum sativum Nutrition 0.000 description 1
- 238000002441 X-ray diffraction Methods 0.000 description 1
- 230000006578 abscission Effects 0.000 description 1
- 230000001133 acceleration Effects 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 244000052616 bacterial pathogen Species 0.000 description 1
- 230000008512 biological response Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000011088 calibration curve Methods 0.000 description 1
- 239000012159 carrier gas Substances 0.000 description 1
- 235000013330 chicken meat Nutrition 0.000 description 1
- 125000002603 chloroethyl group Chemical group [H]C([*])([H])C([H])([H])Cl 0.000 description 1
- 229930002875 chlorophyll Natural products 0.000 description 1
- 235000019804 chlorophyll Nutrition 0.000 description 1
- ATNHDLDRLWWWCB-AENOIHSZSA-M chlorophyll a Chemical compound C1([C@@H](C(=O)OC)C(=O)C2=C3C)=C2N2C3=CC(C(CC)=C3C)=[N+]4C3=CC3=C(C=C)C(C)=C5N3[Mg-2]42[N+]2=C1[C@@H](CCC(=O)OC\C=C(/C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)[C@H](C)C2=C5 ATNHDLDRLWWWCB-AENOIHSZSA-M 0.000 description 1
- 108010025790 chlorophyllase Proteins 0.000 description 1
- 238000011284 combination treatment Methods 0.000 description 1
- 230000000536 complexating effect Effects 0.000 description 1
- 238000010411 cooking Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 239000002178 crystalline material Substances 0.000 description 1
- 238000012258 culturing Methods 0.000 description 1
- 239000002837 defoliant Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 230000004345 fruit ripening Effects 0.000 description 1
- 239000003448 gibberellin Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 230000012010 growth Effects 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- -1 ion chloride Chemical class 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 210000001161 mammalian embryo Anatomy 0.000 description 1
- 235000012054 meals Nutrition 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 238000003359 percent control normalization Methods 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 230000004962 physiological condition Effects 0.000 description 1
- 239000003375 plant hormone Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 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
- 230000029058 respiratory gaseous exchange Effects 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 230000007226 seed germination Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 235000013599 spices Nutrition 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000002459 sustained effect Effects 0.000 description 1
- 238000013268 sustained release Methods 0.000 description 1
- 239000012730 sustained-release form Substances 0.000 description 1
- 230000001960 triggered effect Effects 0.000 description 1
- 230000017260 vegetative to reproductive phase transition of meristem Effects 0.000 description 1
- 239000002699 waste material Substances 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/08—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing solids as carriers or diluents
- A01N25/10—Macromolecular compounds
-
- 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/26—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests in coated particulate form
-
- 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
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
- A01N57/20—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing acyclic or cycloaliphatic radicals
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Environmental Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Dentistry (AREA)
- Pest Control & Pesticides (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Agronomy & Crop Science (AREA)
- Plant Pathology (AREA)
- Toxicology (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Priority Applications (21)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU79CI2000A HU184066B (en) | 1979-12-28 | 1979-12-28 | Plant growth regulating substance and process for preparing such compound |
| AT0620880A AT381316B (de) | 1979-12-28 | 1980-12-19 | Pflanzenwuchsregulierende mittel enthaltend 2-chloraethylphosphonsaeure/cyclodextrin-komplexe verfahren zu ihrer herstellung und anwendung derselben |
| CS809067A CS228904B2 (en) | 1979-12-28 | 1980-12-19 | Agent with hormonal efect and method of preparing active substance thereof |
| US06/218,206 US4380626A (en) | 1979-12-28 | 1980-12-19 | Hormonal plant growth regulator |
| CH9440/80A CH651839A5 (de) | 1979-12-28 | 1980-12-19 | Stoffe mit pflanzenwachstum regulierender wirkung, verfahren zu ihrer herstellung und deren anwendung zur regulierung des pflanzenwachstums. |
| DE19803047943 DE3047943A1 (de) | 1979-12-28 | 1980-12-19 | Einschlusskomplexe von 2-chloraethylphosphonsaeure, ihre herstellung und diese verbindungen enthaltende mittel |
| SE8009069A SE447483B (sv) | 1979-12-28 | 1980-12-22 | Inklusionskomplex av 2-kloretylfosfonsyra och alfa-,beta- och/eller gamma -cyklodextrin samt sett for framstellning derav |
| AR283767A AR225480A1 (es) | 1979-12-28 | 1980-12-23 | Nuevos complejos cristalinos de inclusion que liberan etileno,procedimientos para producirlos y composiciones reguladoras del crecimiento de las plantas que los contienen |
| GB8041255A GB2067583B (en) | 1979-12-28 | 1980-12-23 | Cyclodextrin complexes their preparation and use thereof to control plant growth |
| PL1980228756A PL124751B1 (en) | 1979-12-28 | 1980-12-23 | Plant growth regulating agent and method of manufacture of active substance of inclusive complexes of cyclodextrins with 2-chloroethylphosphonic acid |
| GR63750A GR72304B (OSRAM) | 1979-12-28 | 1980-12-23 | |
| DD80236680A DD201372A5 (de) | 1979-12-28 | 1980-12-23 | Mittel zur regulierung des pflanzenwachstums |
| DD80226587A DD155729A5 (de) | 1979-12-28 | 1980-12-23 | Verfahren zur herstellung von kristallinen einschlusskomplexen der 2-chloraethylphosphonsaeure |
| DK551080A DK551080A (da) | 1979-12-28 | 1980-12-23 | Inklusionskompleks af 2-chlor-ethyl-phosponsyre og cyclodextrin dets fremstilling og anvendelse til plantevaekstregulering |
| IT50466/80A IT1193775B (it) | 1979-12-28 | 1980-12-24 | Composizione ad attivita' ormonica a base di complessi con destrine e procedimento per prepararne l'inorediente attivo |
| NL8007043A NL8007043A (nl) | 1979-12-28 | 1980-12-24 | Werkwijze voor het bereiden van preparaten met hormonale werking en van de aktieve bestanddelen daarvan. |
| ES498617A ES498617A0 (es) | 1979-12-28 | 1980-12-24 | Procedimiento de preparar complejos cristalinos de inclusion,hormonalmente activos, para el crecimiento de las plantas. |
| CA000367573A CA1146939A (en) | 1979-12-28 | 1980-12-24 | Composition having hormonic activity and process for the preparation of the active ingredient |
| BE0/203304A BE886847A (fr) | 1979-12-28 | 1980-12-24 | Complexes d'inclusion de l'acide 2-chlorethylphosphonique leur preparation et compositions regulatrices de la croissance des vegetaux qui contiennent ces complexes |
| FR8027609A FR2472579A1 (fr) | 1979-12-28 | 1980-12-26 | Complexes d'inclusion de l'acide 2-chlorethylphosphonique leur preparation et compositions regulatrices de la croissance des vegetaux qui contiennent ces complexes |
| JP18515080A JPS56147795A (en) | 1979-12-28 | 1980-12-27 | Clathrate compound of 2-chloroethylphosphoric acid,its manufacture,plant growth regulant composition and plant growth regulant method |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU79CI2000A HU184066B (en) | 1979-12-28 | 1979-12-28 | Plant growth regulating substance and process for preparing such compound |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HU184066B true HU184066B (en) | 1984-06-28 |
Family
ID=10994783
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU79CI2000A HU184066B (en) | 1979-12-28 | 1979-12-28 | Plant growth regulating substance and process for preparing such compound |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US4380626A (OSRAM) |
| JP (1) | JPS56147795A (OSRAM) |
| AR (1) | AR225480A1 (OSRAM) |
| AT (1) | AT381316B (OSRAM) |
| BE (1) | BE886847A (OSRAM) |
| CA (1) | CA1146939A (OSRAM) |
| CH (1) | CH651839A5 (OSRAM) |
| CS (1) | CS228904B2 (OSRAM) |
| DD (2) | DD201372A5 (OSRAM) |
| DE (1) | DE3047943A1 (OSRAM) |
| DK (1) | DK551080A (OSRAM) |
| ES (1) | ES498617A0 (OSRAM) |
| FR (1) | FR2472579A1 (OSRAM) |
| GB (1) | GB2067583B (OSRAM) |
| GR (1) | GR72304B (OSRAM) |
| HU (1) | HU184066B (OSRAM) |
| IT (1) | IT1193775B (OSRAM) |
| NL (1) | NL8007043A (OSRAM) |
| PL (1) | PL124751B1 (OSRAM) |
| SE (1) | SE447483B (OSRAM) |
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5813541A (ja) | 1981-07-16 | 1983-01-26 | Kureha Chem Ind Co Ltd | エイコサペンタエン酸又はドコサヘキサエン酸のシクロデキストリン包接化合物 |
| JPS6034156A (ja) * | 1983-08-08 | 1985-02-21 | Hayashibara Biochem Lab Inc | エイコサペンタエン酸包接化合物及びこれを含有した飲食物 |
| IT1196033B (it) * | 1984-02-22 | 1988-11-10 | Chiesi Farma Spa | Composto ad attivita' antiinfiammatoria ottenuto per complessazione con beta-ciclodestrina e relative formulazioni farmaceutiche |
| JPS60202115A (ja) * | 1984-03-27 | 1985-10-12 | Ichiro Shibauchi | エポキシ樹脂用硬化剤 |
| US4727064A (en) * | 1984-04-25 | 1988-02-23 | The United States Of America As Represented By The Department Of Health And Human Services | Pharmaceutical preparations containing cyclodextrin derivatives |
| HU193933B (en) * | 1984-06-08 | 1987-12-28 | Nitrokemia Ipartelepek | Herbicide or plant growth stimulating agent comprising beta-cyclodextrin complex of benzolsulphonylurea derivative and process for preparing the active substances |
| GB2162529B (en) * | 1984-06-08 | 1988-03-02 | Nitrokemia Ipartelepek | B-cyclodextrin complex of benzene sulphonyl urea derivatives |
| FR2596617B1 (fr) * | 1986-04-08 | 1990-10-05 | Orstom | Composition a base d'acide gras complexe par des cyclodextrines, son procede de preparation et application phytosanitaire |
| JPS6387941A (ja) * | 1986-10-02 | 1988-04-19 | Shiraishi Chuo Kenkyusho:Kk | 追熟剤 |
| CA2013485C (en) * | 1990-03-06 | 1997-04-22 | John Michael Gardlik | Solid consumer product compositions containing small particle cyclodextrin complexes |
| US5384186A (en) * | 1990-05-09 | 1995-01-24 | The Proctor & Gamble Company | Non-destructive carriers for cyclodextrin complexes |
| US5139687A (en) * | 1990-05-09 | 1992-08-18 | The Proctor & Gamble Company | Non-destructive carriers for cyclodextrin complexes |
| US5246611A (en) * | 1990-05-09 | 1993-09-21 | The Procter & Gamble Company | Non-destructive carriers for cyclodextrin complexes |
| TW241194B (OSRAM) * | 1991-12-27 | 1995-02-21 | Takeda Pharm Industry Co Ltd | |
| NL1001620C2 (en) * | 1995-06-22 | 1996-12-24 | Instituut Voor Agrobiologisch | Improvement in activity of plant growth regulators |
| US6087176A (en) * | 1996-02-14 | 2000-07-11 | The Regents Of The University Of California | Cyclodextrins in plant nutrient formulations |
| US6287603B1 (en) | 1999-09-16 | 2001-09-11 | Nestec S.A. | Cyclodextrin flavor delivery systems |
| US6962944B2 (en) | 2001-07-31 | 2005-11-08 | Arqule, Inc. | Pharmaceutical compositions containing beta-lapachone, or derivatives or analogs thereof, and methods of using same |
| US7074824B2 (en) * | 2001-07-31 | 2006-07-11 | Arqule, Inc. | Pharmaceutical compositions containing beta-lapachone, or derivatives or analogs thereof, and methods of using same |
| RU2008101417A (ru) * | 2005-06-13 | 2009-07-20 | Карджилл Инкорпорейтед (Us) | Комплексы включения циклодекстрина и способы их получения |
| JP2008543831A (ja) * | 2005-06-13 | 2008-12-04 | カーギル インコーポレイテッド | シクロデキストリン包接複合体及びその製造方法 |
| US20090185985A1 (en) * | 2006-06-13 | 2009-07-23 | Cargill, Incorporated | Large-particle cyclodextrin inclusion complexes and methods of preparing same |
| EP2049083A2 (en) * | 2006-12-27 | 2009-04-22 | Cargill, Incorporated | Stabilisation by preparing cyclodextrin inclusion complexes |
| US20080283693A1 (en) * | 2007-05-15 | 2008-11-20 | Evans Michael J F | Propulsion apparatus and system |
| US9185915B2 (en) | 2010-12-21 | 2015-11-17 | Bayer Cropscience Lp | Sandpaper mutants of bacillus and methods of their use to enhance plant growth, promote plant health and control diseases and pests |
| EP2658578A1 (en) * | 2010-12-31 | 2013-11-06 | Eastpond Laboratories Limited | Cellular hydration compositions containing cyclodextrins |
| US20120171184A1 (en) | 2010-12-31 | 2012-07-05 | Lajos Szente | Cellular hydration compositions |
| CN105903028B (zh) * | 2010-12-31 | 2020-10-16 | 东塘实验室有限公司 | 含有环糊精的细胞水合组合物 |
| BR112014005654A2 (pt) | 2011-09-12 | 2017-03-28 | Bayer Cropscience Lp | métodos para melhorar a saúde e promover o crescimento de uma planta e/ou de melhorar o amadurecimento da fruta |
| CR20180451A (es) | 2016-02-19 | 2019-10-11 | Hazel Tech Inc | Composiciones para la liberación controlada de ingredientes activos y métodos de preparación de las mismas |
| JP2017155046A (ja) * | 2017-04-05 | 2017-09-07 | イーストポンド・ラボラトリーズ・リミテッド | シクロデキストリンを含有する細胞水和組成物 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH445129A (fr) * | 1964-04-29 | 1967-10-15 | Nestle Sa | Procédé pour la préparation de composés d'inclusion à poids moléculaire élevé |
| US3426011A (en) * | 1967-02-13 | 1969-02-04 | Corn Products Co | Cyclodextrins with anionic properties |
| IL29492A (en) * | 1967-02-23 | 1974-05-16 | Amchem Prod | Processes and compositions for the regulation of plant growth |
| US3728381A (en) * | 1969-11-10 | 1973-04-17 | Gaf Corp | Production of 2-haloethylphosphonic acid |
| US4240819A (en) * | 1972-01-28 | 1980-12-23 | Union Carbide Agricultural Products, Inc. | Method for the inhibition of plant growth |
| US3960540A (en) * | 1972-06-21 | 1976-06-01 | General Foods Corporation | Growth regulation in lawn care |
| AU502582B2 (en) * | 1975-04-18 | 1979-08-02 | Union Carbide Agricultural Products Company Inc. | Method of growth regulation and compositions |
| US4152429A (en) * | 1976-03-17 | 1979-05-01 | Amchem Products, Inc. | Methods of controlling plant fungi with compositions containing 2-chloroethylphosphonic acid |
| HU176215B (en) * | 1978-01-27 | 1981-01-28 | Chinoin Gyogyszer Es Vegyeszet | Process for preparing a cyclodextrin-indomethacin inclusion complex with a ratio of at about 2:1 |
| HU176217B (en) | 1978-11-20 | 1981-01-28 | Chinoin Gyogyszer Es Vegyeszet | Process for preparing a cyclodextrin-chamomille inclusion complex and compositions containing thereof |
| HU177081B (en) | 1978-12-12 | 1981-07-28 | Chinoin Gyogyszer Es Vegyeszet | Process for preparing the occlusion complex of allicin with cyclodextrin |
-
1979
- 1979-12-28 HU HU79CI2000A patent/HU184066B/hu not_active IP Right Cessation
-
1980
- 1980-12-19 CS CS809067A patent/CS228904B2/cs unknown
- 1980-12-19 US US06/218,206 patent/US4380626A/en not_active Expired - Fee Related
- 1980-12-19 AT AT0620880A patent/AT381316B/de not_active IP Right Cessation
- 1980-12-19 DE DE19803047943 patent/DE3047943A1/de not_active Withdrawn
- 1980-12-19 CH CH9440/80A patent/CH651839A5/de not_active IP Right Cessation
- 1980-12-22 SE SE8009069A patent/SE447483B/sv not_active IP Right Cessation
- 1980-12-23 AR AR283767A patent/AR225480A1/es active
- 1980-12-23 PL PL1980228756A patent/PL124751B1/pl unknown
- 1980-12-23 DK DK551080A patent/DK551080A/da not_active Application Discontinuation
- 1980-12-23 DD DD80236680A patent/DD201372A5/de unknown
- 1980-12-23 GR GR63750A patent/GR72304B/el unknown
- 1980-12-23 GB GB8041255A patent/GB2067583B/en not_active Expired
- 1980-12-23 DD DD80226587A patent/DD155729A5/de unknown
- 1980-12-24 BE BE0/203304A patent/BE886847A/fr not_active IP Right Cessation
- 1980-12-24 NL NL8007043A patent/NL8007043A/nl not_active Application Discontinuation
- 1980-12-24 IT IT50466/80A patent/IT1193775B/it active
- 1980-12-24 CA CA000367573A patent/CA1146939A/en not_active Expired
- 1980-12-24 ES ES498617A patent/ES498617A0/es active Granted
- 1980-12-26 FR FR8027609A patent/FR2472579A1/fr active Granted
- 1980-12-27 JP JP18515080A patent/JPS56147795A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| ATA620880A (de) | 1986-02-15 |
| NL8007043A (nl) | 1981-07-16 |
| PL124751B1 (en) | 1983-02-28 |
| GB2067583A (en) | 1981-07-30 |
| JPS56147795A (en) | 1981-11-16 |
| CA1146939A (en) | 1983-05-24 |
| IT1193775B (it) | 1988-08-24 |
| FR2472579B1 (OSRAM) | 1985-01-04 |
| ES8205812A1 (es) | 1982-07-01 |
| DD155729A5 (de) | 1982-06-30 |
| DK551080A (da) | 1981-06-29 |
| IT8050466A0 (it) | 1980-12-24 |
| AR225480A1 (es) | 1982-03-31 |
| ES498617A0 (es) | 1982-07-01 |
| US4380626A (en) | 1983-04-19 |
| PL228756A1 (OSRAM) | 1981-08-21 |
| GR72304B (OSRAM) | 1983-10-19 |
| AT381316B (de) | 1986-09-25 |
| SE447483B (sv) | 1986-11-17 |
| DD201372A5 (de) | 1983-07-20 |
| FR2472579A1 (fr) | 1981-07-03 |
| GB2067583B (en) | 1983-08-17 |
| BE886847A (fr) | 1981-04-16 |
| SE8009069L (sv) | 1981-06-29 |
| CS228904B2 (en) | 1984-05-14 |
| CH651839A5 (de) | 1985-10-15 |
| DE3047943A1 (de) | 1981-10-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| HU90 | Patent valid on 900628 | ||
| HMM4 | Cancellation of final prot. due to non-payment of fee |