SK219587A3 - Agent for plants growth control - Google Patents
Agent for plants growth control Download PDFInfo
- Publication number
- SK219587A3 SK219587A3 SK2195-87A SK219587A SK219587A3 SK 219587 A3 SK219587 A3 SK 219587A3 SK 219587 A SK219587 A SK 219587A SK 219587 A3 SK219587 A3 SK 219587A3
- Authority
- SK
- Slovakia
- Prior art keywords
- compound
- plant growth
- etphone
- growth regulating
- malonic acid
- Prior art date
Links
- 230000012010 growth Effects 0.000 title description 27
- 239000000203 mixture Substances 0.000 claims abstract description 187
- 230000008635 plant growth Effects 0.000 claims abstract description 85
- 230000001105 regulatory effect Effects 0.000 claims abstract description 73
- 150000002690 malonic acid derivatives Chemical class 0.000 claims description 56
- UDPGUMQDCGORJQ-UHFFFAOYSA-N (2-chloroethyl)phosphonic acid Chemical compound OP(O)(=O)CCCl UDPGUMQDCGORJQ-UHFFFAOYSA-N 0.000 claims description 55
- 229910052739 hydrogen Inorganic materials 0.000 claims description 13
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 12
- 150000003839 salts Chemical class 0.000 claims description 10
- 230000001276 controlling effect Effects 0.000 claims description 7
- 229910052799 carbon Inorganic materials 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 150000003863 ammonium salts Chemical class 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- LVZWSLJZHVFIQJ-UHFFFAOYSA-N Cyclopropane Chemical compound C1CC1 LVZWSLJZHVFIQJ-UHFFFAOYSA-N 0.000 claims description 2
- 150000001447 alkali salts Chemical class 0.000 claims description 2
- 125000005210 alkyl ammonium group Chemical group 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 2
- 150000001721 carbon Chemical group 0.000 claims 1
- 150000002367 halogens Chemical group 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 230000002195 synergetic effect Effects 0.000 abstract description 81
- 239000003795 chemical substances by application Substances 0.000 abstract description 40
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract description 28
- 239000005977 Ethylene Substances 0.000 abstract description 28
- -1 malonic acid derivative compound Chemical class 0.000 abstract description 27
- 230000004044 response Effects 0.000 abstract description 26
- 230000001939 inductive effect Effects 0.000 abstract description 12
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- 150000001875 compounds Chemical class 0.000 description 276
- 230000000694 effects Effects 0.000 description 77
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- 238000002360 preparation method Methods 0.000 description 38
- 239000000243 solution Substances 0.000 description 37
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 33
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 32
- 238000012360 testing method Methods 0.000 description 29
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 27
- 238000000034 method Methods 0.000 description 27
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 27
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- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 23
- 239000005976 Ethephon Substances 0.000 description 23
- 239000004480 active ingredient Substances 0.000 description 23
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 22
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- 240000002024 Gossypium herbaceum Species 0.000 description 21
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 21
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 20
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 19
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 19
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- 239000002253 acid Substances 0.000 description 18
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- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 16
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- 238000002844 melting Methods 0.000 description 14
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- 229910052757 nitrogen Inorganic materials 0.000 description 14
- 230000001965 increasing effect Effects 0.000 description 13
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 12
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- 125000001424 substituent group Chemical group 0.000 description 10
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 10
- 210000000941 bile Anatomy 0.000 description 9
- 229930002875 chlorophyll Natural products 0.000 description 9
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- 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 9
- 230000002363 herbicidal effect Effects 0.000 description 9
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- 238000003756 stirring Methods 0.000 description 9
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 9
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- 229910052943 magnesium sulfate Inorganic materials 0.000 description 8
- 235000019341 magnesium sulphate Nutrition 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- 239000012747 synergistic agent Substances 0.000 description 8
- 235000007688 Lycopersicon esculentum Nutrition 0.000 description 7
- 240000003768 Solanum lycopersicum Species 0.000 description 7
- 239000000706 filtrate Substances 0.000 description 7
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- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 6
- 238000010992 reflux Methods 0.000 description 6
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- PCHYYOCUCGCSBU-UHFFFAOYSA-N 4-bromo-2-methylaniline Chemical compound CC1=CC(Br)=CC=C1N PCHYYOCUCGCSBU-UHFFFAOYSA-N 0.000 description 5
- 244000075850 Avena orientalis Species 0.000 description 5
- 235000007319 Avena orientalis Nutrition 0.000 description 5
- 235000010469 Glycine max Nutrition 0.000 description 5
- 244000068988 Glycine max Species 0.000 description 5
- 235000011430 Malus pumila Nutrition 0.000 description 5
- 238000001816 cooling Methods 0.000 description 5
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- 239000003039 volatile agent Substances 0.000 description 5
- 244000099147 Ananas comosus Species 0.000 description 4
- 235000007119 Ananas comosus Nutrition 0.000 description 4
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- 240000005979 Hordeum vulgare Species 0.000 description 4
- 235000007340 Hordeum vulgare Nutrition 0.000 description 4
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 4
- 240000001987 Pyrus communis Species 0.000 description 4
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- PAJPWUMXBYXFCZ-UHFFFAOYSA-N 1-aminocyclopropanecarboxylic acid Chemical compound OC(=O)C1(N)CC1 PAJPWUMXBYXFCZ-UHFFFAOYSA-N 0.000 description 3
- VCUXVXLUOHDHKK-UHFFFAOYSA-N 2-(2-aminopyrimidin-4-yl)-4-(2-chloro-4-methoxyphenyl)-1,3-thiazole-5-carboxamide Chemical compound ClC1=CC(OC)=CC=C1C1=C(C(N)=O)SC(C=2N=C(N)N=CC=2)=N1 VCUXVXLUOHDHKK-UHFFFAOYSA-N 0.000 description 3
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- FVGBDIRMDCYICO-UHFFFAOYSA-N 3-(4-bromo-2-methylanilino)-3-oxopropanoic acid Chemical compound CC1=CC(Br)=CC=C1NC(=O)CC(O)=O FVGBDIRMDCYICO-UHFFFAOYSA-N 0.000 description 3
- AHHOEWMSBSEQAQ-UHFFFAOYSA-N 3-ethoxy-2-methoxy-3-oxopropanoic acid Chemical compound CCOC(=O)C(OC)C(O)=O AHHOEWMSBSEQAQ-UHFFFAOYSA-N 0.000 description 3
- LLBZPESJRQGYMB-UHFFFAOYSA-N 4-one Natural products O1C(C(=O)CC)CC(C)C11C2(C)CCC(C3(C)C(C(C)(CO)C(OC4C(C(O)C(O)C(COC5C(C(O)C(O)CO5)OC5C(C(OC6C(C(O)C(O)C(CO)O6)O)C(O)C(CO)O5)OC5C(C(O)C(O)C(C)O5)O)O4)O)CC3)CC3)=C3C2(C)CC1 LLBZPESJRQGYMB-UHFFFAOYSA-N 0.000 description 3
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- MEDTZWPBIYWHBW-UHFFFAOYSA-N diethyl cycloprop-2-ene-1,1-dicarboxylate Chemical compound CCOC(=O)C1(C(=O)OCC)C=C1 MEDTZWPBIYWHBW-UHFFFAOYSA-N 0.000 description 3
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- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 206010012601 diabetes mellitus Diseases 0.000 description 1
- WEISAZNMMVPNTH-UHFFFAOYSA-N diethyl 2-propan-2-ylidenepropanedioate Chemical compound CCOC(=O)C(=C(C)C)C(=O)OCC WEISAZNMMVPNTH-UHFFFAOYSA-N 0.000 description 1
- KYYUCZOHNYSLFV-UHFFFAOYSA-N diethyl cyclopropane-1,1-dicarboxylate Chemical compound CCOC(=O)C1(C(=O)OCC)CC1 KYYUCZOHNYSLFV-UHFFFAOYSA-N 0.000 description 1
- CAFVGIPKHPBMJS-UHFFFAOYSA-N dimethyl 2,2-dimethylpropanedioate Chemical compound COC(=O)C(C)(C)C(=O)OC CAFVGIPKHPBMJS-UHFFFAOYSA-N 0.000 description 1
- OREAFAJWWJHCOT-UHFFFAOYSA-N dimethylmalonic acid Chemical compound OC(=O)C(C)(C)C(O)=O OREAFAJWWJHCOT-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- UUUXEDQEPAEVEZ-UHFFFAOYSA-N ethyl 1-[(3,5-dichlorophenyl)carbamoyl]cyclobutane-1-carboxylate Chemical compound C=1C(Cl)=CC(Cl)=CC=1NC(=O)C1(C(=O)OCC)CCC1 UUUXEDQEPAEVEZ-UHFFFAOYSA-N 0.000 description 1
- NAERMZUIUQCKNK-UHFFFAOYSA-N ethyl 1-carbonochloridoylcyclobutane-1-carboxylate Chemical compound CCOC(=O)C1(C(Cl)=O)CCC1 NAERMZUIUQCKNK-UHFFFAOYSA-N 0.000 description 1
- DBJKGNRHRBGJJZ-UHFFFAOYSA-N ethyl 2-[(4-bromo-2-methylphenyl)carbamoyl]-3-methylbut-2-enoate Chemical compound CCOC(=O)C(=C(C)C)C(=O)NC1=CC=C(Br)C=C1C DBJKGNRHRBGJJZ-UHFFFAOYSA-N 0.000 description 1
- INDHBSCZARCFDW-UHFFFAOYSA-N ethyl 2-[(4-bromo-2-methylphenyl)carbamoyl]butanoate Chemical compound CCOC(=O)C(CC)C(=O)NC1=CC=C(Br)C=C1C INDHBSCZARCFDW-UHFFFAOYSA-N 0.000 description 1
- NGDNCOUQYWVQLS-UHFFFAOYSA-N ethyl 2-carbonochloridoylbutanoate Chemical compound CCOC(=O)C(CC)C(Cl)=O NGDNCOUQYWVQLS-UHFFFAOYSA-N 0.000 description 1
- VNGQBYRCHLYDPJ-UHFFFAOYSA-N ethyl 3-(4-bromo-2-methylanilino)-3-oxopropanoate Chemical compound CCOC(=O)CC(=O)NC1=CC=C(Br)C=C1C VNGQBYRCHLYDPJ-UHFFFAOYSA-N 0.000 description 1
- OAYLNYINCPYISS-UHFFFAOYSA-N ethyl acetate;hexane Chemical compound CCCCCC.CCOC(C)=O OAYLNYINCPYISS-UHFFFAOYSA-N 0.000 description 1
- RIFGWPKJUGCATF-UHFFFAOYSA-N ethyl chloroformate Chemical compound CCOC(Cl)=O RIFGWPKJUGCATF-UHFFFAOYSA-N 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 210000003754 fetus Anatomy 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 230000035784 germination Effects 0.000 description 1
- 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 1
- 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 1
- 235000002532 grape seed extract Nutrition 0.000 description 1
- 230000009036 growth inhibition Effects 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 238000003306 harvesting Methods 0.000 description 1
- 230000012447 hatching Effects 0.000 description 1
- 235000008216 herbs Nutrition 0.000 description 1
- 239000005556 hormone Substances 0.000 description 1
- 229940088597 hormone Drugs 0.000 description 1
- SEOVTRFCIGRIMH-UHFFFAOYSA-N indole-3-acetic acid Chemical compound C1=CC=C2C(CC(=O)O)=CNC2=C1 SEOVTRFCIGRIMH-UHFFFAOYSA-N 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 230000000749 insecticidal effect Effects 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 238000000622 liquid--liquid extraction Methods 0.000 description 1
- 235000009973 maize Nutrition 0.000 description 1
- IQBWTCHGQZRPPP-UHFFFAOYSA-N methyl 3-(3,5-dichloroanilino)-2-methoxy-3-oxopropanoate Chemical compound COC(=O)C(OC)C(=O)NC1=CC(Cl)=CC(Cl)=C1 IQBWTCHGQZRPPP-UHFFFAOYSA-N 0.000 description 1
- FNMLUIQLNJKWSQ-UHFFFAOYSA-N methyl 3-chloro-2-methoxy-3-oxopropanoate Chemical compound COC(C(Cl)=O)C(=O)OC FNMLUIQLNJKWSQ-UHFFFAOYSA-N 0.000 description 1
- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical compound [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 description 1
- 230000003129 miticidal effect Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000001069 nematicidal effect Effects 0.000 description 1
- 229960002715 nicotine Drugs 0.000 description 1
- SNICXCGAKADSCV-UHFFFAOYSA-N nicotine Natural products CN1CCCC1C1=CC=CN=C1 SNICXCGAKADSCV-UHFFFAOYSA-N 0.000 description 1
- 231100001184 nonphytotoxic Toxicity 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 238000003359 percent control normalization Methods 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 235000009048 phenolic acids Nutrition 0.000 description 1
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 1
- 231100000208 phytotoxic Toxicity 0.000 description 1
- 238000005554 pickling Methods 0.000 description 1
- 244000000003 plant pathogen Species 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 239000011698 potassium fluoride Substances 0.000 description 1
- 235000003270 potassium fluoride Nutrition 0.000 description 1
- 235000012015 potatoes Nutrition 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- OVARTBFNCCXQKS-UHFFFAOYSA-N propan-2-one;hydrate Chemical compound O.CC(C)=O OVARTBFNCCXQKS-UHFFFAOYSA-N 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000001850 reproductive effect Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000010092 rubber production Methods 0.000 description 1
- 230000007226 seed germination Effects 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000002798 spectrophotometry method Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000005737 synergistic response Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- 238000011179 visual inspection Methods 0.000 description 1
- 235000020234 walnut Nutrition 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
- A01N37/30—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof containing the groups —CO—N< and, both being directly attached by their carbon atoms to the same carbon skeleton, e.g. H2N—NH—CO—C6H4—COOCH3; Thio-analogues thereof
-
- 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
- A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
-
- 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)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pyridine Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Cultivation Of Plants (AREA)
- Breeding Of Plants And Reproduction By Means Of Culturing (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US84639286A | 1986-03-31 | 1986-03-31 | |
| US07/017,150 US5123951A (en) | 1986-03-31 | 1987-03-04 | Synergistic plant growth regulator compositions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SK219587A3 true SK219587A3 (en) | 1997-06-04 |
| SK278455B6 SK278455B6 (en) | 1997-06-04 |
Family
ID=26689524
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SK2195-87A SK278455B6 (en) | 1986-03-31 | 1987-03-30 | Agent for growth regulation of plants |
Country Status (15)
| Country | Link |
|---|---|
| EP (1) | EP0262209B1 (da) |
| JP (1) | JP2749578B2 (da) |
| CN (1) | CN1024544C (da) |
| AU (1) | AU614488B2 (da) |
| CA (1) | CA1291343C (da) |
| DK (1) | DK175682B1 (da) |
| FI (1) | FI90189C (da) |
| HK (1) | HK80294A (da) |
| HU (1) | HU201455B (da) |
| IL (1) | IL82054A (da) |
| NO (1) | NO176041C (da) |
| OA (1) | OA08507A (da) |
| PT (1) | PT84596B (da) |
| SK (1) | SK278455B6 (da) |
| WO (1) | WO1987005781A2 (da) |
Families Citing this family (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63503070A (ja) * | 1986-03-31 | 1988-11-10 | ローヌープーラン・ネーデルランド・ベー・ベー | マロン酸誘導体化合物の作物収穫量を増大させるための使用 |
| HU201448B (en) * | 1986-03-31 | 1990-11-28 | Rhone Poulenc Bv | Plant growth reducing compositions comprising malonic acid derivatives and process for producing new malonic acid derivatives |
| JP2673211B2 (ja) * | 1988-05-19 | 1997-11-05 | クミアイ化学工業株式会社 | 植物生長調節組成物 |
| FR2700242B1 (fr) * | 1993-01-12 | 1995-03-24 | Rhone Poulenc Agrochimie | Mélange régulateur de croissance des plantes. |
| US5478796A (en) * | 1994-03-04 | 1995-12-26 | Rhone-Poulenc Agrochimie | Plant growth regulatory mixture comprising mepiquat and cyclanilide or other cyclopropylmalonic acid anilides |
| US6355838B1 (en) | 1999-02-02 | 2002-03-12 | National Starch And Chemical Investment Holding Corporation | Reagents for heat activated polymer crosslinking |
| DE50000541D1 (de) | 1999-03-03 | 2002-10-31 | Basf Ag | Diureide und deren Verwendung |
| AU2000262153A1 (en) * | 2000-07-14 | 2002-01-30 | National Starch And Chemical Investment Holding Corporation | Reagents for heat activated polymer crosslinking |
| US7067539B2 (en) | 2001-02-08 | 2006-06-27 | Schering Corporation | Cannabinoid receptor ligands |
| US7507767B2 (en) | 2001-02-08 | 2009-03-24 | Schering Corporation | Cannabinoid receptor ligands |
| US8338635B2 (en) * | 2007-05-31 | 2012-12-25 | Satomi Niwayama | Synthesis of half esters |
| KR20130016041A (ko) * | 2011-08-04 | 2013-02-14 | 재단법인 의약바이오컨버젼스연구단 | 신규한 아닐린 유도체 및 이의 용도 |
| RU2548495C1 (ru) * | 2014-03-03 | 2015-04-20 | Михаил Аркадьевич Ершов | Способ стимуляции всхожести семян зерновых культур |
| CN110526912B (zh) | 2014-06-19 | 2023-02-14 | 武田药品工业株式会社 | 用于激酶抑制的杂芳基化合物 |
| RU2564165C1 (ru) * | 2014-08-12 | 2015-09-27 | Михаил Аркадьевич Ершов | Способ получения стимулятора зерновых культур |
| RU2566029C1 (ru) * | 2014-08-19 | 2015-10-20 | Михаил Аркадьевич Ершов | Стимулятор для предпосевной обработки семян зерновых культур |
| RU2564206C1 (ru) * | 2014-08-20 | 2015-09-27 | Михаил Аркадьевич Ершов | Способ стимуляции всхожести семян зерновых культур |
| RU2565883C1 (ru) * | 2014-08-20 | 2015-10-20 | Михаил Аркадьевич Ершов | Способ получения стимулятора зерновых культур |
| CN107879946A (zh) * | 2017-04-25 | 2018-04-06 | 湖南比德生化科技股份有限公司 | 一种制备环丙酰胺酸的方法 |
| US12084431B2 (en) | 2018-05-14 | 2024-09-10 | Takeda Pharmaceutical Company Limited | Pharmaceutical salts of pyrimidine derivatives and method of treating disorders |
| CN109329307A (zh) * | 2018-10-19 | 2019-02-15 | 安徽省天下彩源种苗科技有限公司 | 一种提高芽接成活率的处理剂 |
| CR20220420A (es) * | 2020-02-28 | 2022-10-03 | Basf Se | Malonamidas herbicidas |
| UY39702A (es) | 2021-03-30 | 2022-10-31 | Valent Biosciences Llc | Inhibidores de succinato deshidrogenasa para interrumpir la latencia |
| CN116135020A (zh) * | 2021-11-16 | 2023-05-19 | 郑州尼采生物科技有限公司 | 一种新型植物生长调节剂的剂型组合物 |
| WO2025209870A1 (en) * | 2024-04-05 | 2025-10-09 | Basf Se | Herbicide compositions comprising a malonamide compound and a very long-chain fatty acid synthesis inhibitor for effective weed control |
| WO2025209881A1 (en) * | 2024-04-05 | 2025-10-09 | Basf Se | Herbicide compositions comprising a malonamide compound and a lipid biosynthesis inhibitor for effective weed control |
| WO2025209871A1 (en) * | 2024-04-05 | 2025-10-09 | Basf Se | Herbicide compositions comprising a malonamide compound and a mitosis inhibitor for effective weed control |
| WO2025209862A1 (en) * | 2024-04-05 | 2025-10-09 | Basf Se | Herbicide compositions comprising a malonamide compound and a further herbicide for effective weed control. |
| WO2025209879A1 (en) * | 2024-04-05 | 2025-10-09 | Basf Se | Herbicide compositions comprising a malonamide compound and an acetolactate synthase inhibitor for effective weed control. |
| WO2025209880A1 (en) * | 2024-04-05 | 2025-10-09 | Basf Se | Herbicide compositions comprising a malonamide compound and a photosynthesis inhibitor for effective weed control. |
| WO2025209868A1 (en) * | 2024-04-05 | 2025-10-09 | Basf Se | Herbicide compositions comprising a malonamide compound and an auxin mimic for effective weed control. |
| WO2025209874A1 (en) * | 2024-04-05 | 2025-10-09 | Basf Se | Herbicide compositions comprising a malonamide compound and a cellulose biosynthesis inhibitor for effective weed control. |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3072473A (en) * | 1959-10-07 | 1963-01-08 | Us Rubber Co | Plant growth regulants |
| US4374661A (en) | 1967-12-27 | 1983-02-22 | Union Carbide Corporation | Growth regulation process |
| US4401454A (en) | 1969-10-24 | 1983-08-30 | Union Carbide Corporation | Growth regulation methods |
| US3879188A (en) | 1969-10-24 | 1975-04-22 | Amchem Prod | Growth regulation process |
| SU512691A3 (ru) | 1971-03-06 | 1976-04-30 | Байер Аг (Фирма) | Регул тор роста растений |
| US4240819A (en) | 1972-01-28 | 1980-12-23 | Union Carbide Agricultural Products, Inc. | Method for the inhibition of plant growth |
| US3927062A (en) | 1972-05-15 | 1975-12-16 | Shell Oil Co | Plant growth regulators |
| AU502582B2 (en) * | 1975-04-18 | 1979-08-02 | Union Carbide Agricultural Products Company Inc. | Method of growth regulation and compositions |
| HU179142B (en) * | 1977-09-28 | 1982-08-28 | Chinoin Gyogyszer Es Vegyeszet | Process for improving defoliation and cutting fruits with treating plants withsynergistic composition of plant-ascission-improving activity,containing two active agents |
| US4359334A (en) | 1980-04-28 | 1982-11-16 | Gaf Corporation | Composition for plant growth regulation |
| US4332612A (en) | 1980-07-02 | 1982-06-01 | Gaf Corporation | Plant growth promoting composition |
| US4352869A (en) | 1980-12-24 | 1982-10-05 | Union Carbide Corporation | Solid state electrolytes |
| JPS5939803A (ja) | 1982-08-27 | 1984-03-05 | Nissan Chem Ind Ltd | 植物生長調節剤 |
| HU201448B (en) * | 1986-03-31 | 1990-11-28 | Rhone Poulenc Bv | Plant growth reducing compositions comprising malonic acid derivatives and process for producing new malonic acid derivatives |
| JPS63503070A (ja) * | 1986-03-31 | 1988-11-10 | ローヌープーラン・ネーデルランド・ベー・ベー | マロン酸誘導体化合物の作物収穫量を増大させるための使用 |
-
1987
- 1987-03-30 SK SK2195-87A patent/SK278455B6/sk unknown
- 1987-03-30 JP JP62502284A patent/JP2749578B2/ja not_active Expired - Lifetime
- 1987-03-30 HU HU872058A patent/HU201455B/hu unknown
- 1987-03-30 CA CA000533366A patent/CA1291343C/en not_active Expired - Lifetime
- 1987-03-30 IL IL82054A patent/IL82054A/xx not_active IP Right Cessation
- 1987-03-30 CN CN87103565A patent/CN1024544C/zh not_active Expired - Lifetime
- 1987-03-30 AU AU72371/87A patent/AU614488B2/en not_active Expired
- 1987-03-30 WO PCT/US1987/000648 patent/WO1987005781A2/en not_active Ceased
- 1987-03-30 EP EP87902947A patent/EP0262209B1/en not_active Expired - Lifetime
- 1987-03-31 PT PT84596A patent/PT84596B/pt unknown
- 1987-03-31 OA OA59096A patent/OA08507A/xx unknown
- 1987-11-26 NO NO874929A patent/NO176041C/no unknown
- 1987-11-27 DK DK198706235A patent/DK175682B1/da not_active IP Right Cessation
- 1987-11-30 FI FI875279A patent/FI90189C/fi not_active IP Right Cessation
-
1994
- 1994-08-11 HK HK80294A patent/HK80294A/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| EP0262209A1 (en) | 1988-04-06 |
| AU614488B2 (en) | 1991-09-05 |
| HK80294A (en) | 1994-08-19 |
| IL82054A (en) | 1992-11-15 |
| PT84596B (pt) | 1989-11-30 |
| HU201455B (en) | 1990-11-28 |
| DK175682B1 (da) | 2005-01-17 |
| FI875279L (fi) | 1987-11-30 |
| DK623587A (da) | 1988-01-26 |
| FI875279A0 (fi) | 1987-11-30 |
| JP2749578B2 (ja) | 1998-05-13 |
| HUT46519A (en) | 1988-11-28 |
| OA08507A (fr) | 1988-07-29 |
| DK623587D0 (da) | 1987-11-27 |
| WO1987005781A2 (en) | 1987-10-08 |
| IL82054A0 (en) | 1987-10-20 |
| EP0262209B1 (en) | 1992-08-05 |
| AU7237187A (en) | 1987-10-20 |
| JPS63503064A (ja) | 1988-11-10 |
| NO874929L (no) | 1988-01-19 |
| CN87103565A (zh) | 1988-03-02 |
| FI90189B (fi) | 1993-09-30 |
| NO176041C (no) | 1995-01-25 |
| NO176041B (no) | 1994-10-17 |
| CA1291343C (en) | 1991-10-29 |
| PT84596A (en) | 1987-04-01 |
| CN1024544C (zh) | 1994-05-18 |
| WO1987005781A3 (en) | 1987-12-03 |
| NO874929D0 (no) | 1987-11-26 |
| SK278455B6 (en) | 1997-06-04 |
| FI90189C (fi) | 1994-01-10 |
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