JPS5931481B2 - シクロヘキサンジオン系除草剤組成物 - Google Patents
シクロヘキサンジオン系除草剤組成物Info
- Publication number
- JPS5931481B2 JPS5931481B2 JP49107654A JP10765474A JPS5931481B2 JP S5931481 B2 JPS5931481 B2 JP S5931481B2 JP 49107654 A JP49107654 A JP 49107654A JP 10765474 A JP10765474 A JP 10765474A JP S5931481 B2 JPS5931481 B2 JP S5931481B2
- Authority
- JP
- Japan
- Prior art keywords
- parts
- group
- herbicide
- emulsion
- urea
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000004009 herbicide Substances 0.000 title claims description 120
- 230000002363 herbicidal effect Effects 0.000 title claims description 89
- 239000000203 mixture Substances 0.000 title claims description 37
- OILAIQUEIWYQPH-UHFFFAOYSA-N cyclohexane-1,2-dione Chemical compound O=C1CCCCC1=O OILAIQUEIWYQPH-UHFFFAOYSA-N 0.000 title 1
- 239000004480 active ingredient Substances 0.000 claims description 63
- -1 Chlor-4-methoxy-phenyl Chemical group 0.000 claims description 41
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 claims description 24
- LCPDWSOZIOUXRV-UHFFFAOYSA-N phenoxyacetic acid Chemical compound OC(=O)COC1=CC=CC=C1 LCPDWSOZIOUXRV-UHFFFAOYSA-N 0.000 claims description 18
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 16
- 239000004202 carbamide Substances 0.000 claims description 16
- SEEPANYCNGTZFQ-UHFFFAOYSA-N sulfadiazine Chemical compound C1=CC(N)=CC=C1S(=O)(=O)NC1=NC=CC=N1 SEEPANYCNGTZFQ-UHFFFAOYSA-N 0.000 claims description 15
- 125000000217 alkyl group Chemical group 0.000 claims description 11
- 150000001408 amides Chemical class 0.000 claims description 9
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 9
- 239000000194 fatty acid Substances 0.000 claims description 9
- 229930195729 fatty acid Natural products 0.000 claims description 9
- 150000004665 fatty acids Chemical class 0.000 claims description 8
- 229910052708 sodium Inorganic materials 0.000 claims description 8
- 239000011734 sodium Substances 0.000 claims description 8
- FIDRAVVQGKNYQK-UHFFFAOYSA-N 1,2,3,4-tetrahydrotriazine Chemical compound C1NNNC=C1 FIDRAVVQGKNYQK-UHFFFAOYSA-N 0.000 claims description 7
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 claims description 7
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims description 7
- 229910052751 metal Inorganic materials 0.000 claims description 6
- 239000002184 metal Substances 0.000 claims description 6
- 150000003839 salts Chemical class 0.000 claims description 6
- XKJMBINCVNINCA-UHFFFAOYSA-N Alfalone Chemical compound CON(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 XKJMBINCVNINCA-UHFFFAOYSA-N 0.000 claims description 4
- XMTQQYYKAHVGBJ-UHFFFAOYSA-N 3-(3,4-DICHLOROPHENYL)-1,1-DIMETHYLUREA Chemical compound CN(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 XMTQQYYKAHVGBJ-UHFFFAOYSA-N 0.000 claims description 3
- 239000005574 MCPA Substances 0.000 claims description 3
- WHKUVVPPKQRRBV-UHFFFAOYSA-N Trasan Chemical compound CC1=CC(Cl)=CC=C1OCC(O)=O WHKUVVPPKQRRBV-UHFFFAOYSA-N 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 3
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- UVMTZTPUIFOAGM-UHFFFAOYSA-N (3-chlorophenyl)carbamic acid Chemical compound OC(=O)NC1=CC=CC(Cl)=C1 UVMTZTPUIFOAGM-UHFFFAOYSA-N 0.000 claims description 2
- HRXGFMLVUKIMAU-UHFFFAOYSA-N 1,3-dimethyl-1-(5-methyl-1,3-benzothiazol-2-yl)urea Chemical compound CC1=CC=C2SC(N(C)C(=O)NC)=NC2=C1 HRXGFMLVUKIMAU-UHFFFAOYSA-N 0.000 claims description 2
- 239000005631 2,4-Dichlorophenoxyacetic acid Substances 0.000 claims description 2
- HXKWSTRRCHTUEC-UHFFFAOYSA-N 2,4-Dichlorophenoxyaceticacid Chemical compound OC(=O)C(Cl)OC1=CC=C(Cl)C=C1 HXKWSTRRCHTUEC-UHFFFAOYSA-N 0.000 claims description 2
- 241000594009 Phoxinus phoxinus Species 0.000 claims description 2
- VGPYEHKOIGNJKV-UHFFFAOYSA-N asulam Chemical compound COC(=O)NS(=O)(=O)C1=CC=C(N)C=C1 VGPYEHKOIGNJKV-UHFFFAOYSA-N 0.000 claims description 2
- PDEFQWNXOUGDJR-UHFFFAOYSA-M sodium;2,2-dichloropropanoate Chemical compound [Na+].CC(Cl)(Cl)C([O-])=O PDEFQWNXOUGDJR-UHFFFAOYSA-M 0.000 claims description 2
- 235000013877 carbamide Nutrition 0.000 claims 4
- SHXGGYLLZCCNAX-UHFFFAOYSA-N (3-chlorophenyl) carbamate Chemical compound NC(=O)OC1=CC=CC(Cl)=C1 SHXGGYLLZCCNAX-UHFFFAOYSA-N 0.000 claims 1
- DFIOUGHHRQKBMQ-UHFFFAOYSA-N 1,1,3-trimethyl-3-(5-methyl-1,3-benzothiazol-2-yl)urea Chemical compound CC1=CC=C2SC(N(C)C(=O)N(C)C)=NC2=C1 DFIOUGHHRQKBMQ-UHFFFAOYSA-N 0.000 claims 1
- JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical compound C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 claims 1
- XZVTXWJCNCLZEN-UHFFFAOYSA-N 1-(5-tert-butyl-1,3-benzothiazol-2-yl)-1,3-dimethylurea Chemical compound CC(C)(C)C1=CC=C2SC(N(C)C(=O)NC)=NC2=C1 XZVTXWJCNCLZEN-UHFFFAOYSA-N 0.000 claims 1
- JDTMUJBWSGNMGR-UHFFFAOYSA-N 1-nitro-4-phenoxybenzene Chemical compound C1=CC([N+](=O)[O-])=CC=C1OC1=CC=CC=C1 JDTMUJBWSGNMGR-UHFFFAOYSA-N 0.000 claims 1
- OSYDJUPAOGYUHN-UHFFFAOYSA-N 5-methylidenepyrimidine-2,4-dione Chemical compound C=C1C=NC(=O)NC1=O OSYDJUPAOGYUHN-UHFFFAOYSA-N 0.000 claims 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical group C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- QHLFJSMAWAWVRU-UHFFFAOYSA-N n-(5-chloro-4-methyl-1,3-thiazol-2-yl)propanamide Chemical compound CCC(=O)NC1=NC(C)=C(Cl)S1 QHLFJSMAWAWVRU-UHFFFAOYSA-N 0.000 claims 1
- LFULEKSKNZEWOE-UHFFFAOYSA-N propanil Chemical compound CCC(=O)NC1=CC=C(Cl)C(Cl)=C1 LFULEKSKNZEWOE-UHFFFAOYSA-N 0.000 claims 1
- 150000003672 ureas Chemical class 0.000 claims 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 117
- 239000000839 emulsion Substances 0.000 description 82
- 150000001875 compounds Chemical class 0.000 description 53
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 39
- 239000008096 xylene Substances 0.000 description 39
- MPDDTAJMJCESGV-CTUHWIOQSA-M (3r,5r)-7-[2-(4-fluorophenyl)-5-[methyl-[(1r)-1-phenylethyl]carbamoyl]-4-propan-2-ylpyrazol-3-yl]-3,5-dihydroxyheptanoate Chemical compound C1([C@@H](C)N(C)C(=O)C2=NN(C(CC[C@@H](O)C[C@@H](O)CC([O-])=O)=C2C(C)C)C=2C=CC(F)=CC=2)=CC=CC=C1 MPDDTAJMJCESGV-CTUHWIOQSA-M 0.000 description 37
- 241000196324 Embryophyta Species 0.000 description 31
- 239000008187 granular material Substances 0.000 description 27
- 239000004563 wettable powder Substances 0.000 description 18
- 239000000454 talc Substances 0.000 description 17
- 229910052623 talc Inorganic materials 0.000 description 17
- QPCDCPDFJACHGM-UHFFFAOYSA-N N,N-bis{2-[bis(carboxymethyl)amino]ethyl}glycine Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(=O)O)CCN(CC(O)=O)CC(O)=O QPCDCPDFJACHGM-UHFFFAOYSA-N 0.000 description 14
- 150000008051 alkyl sulfates Chemical class 0.000 description 12
- 239000000126 substance Substances 0.000 description 12
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 10
- 239000000440 bentonite Substances 0.000 description 9
- 229910000278 bentonite Inorganic materials 0.000 description 9
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 9
- 239000003795 chemical substances by application Substances 0.000 description 9
- 239000004927 clay Substances 0.000 description 9
- 238000011282 treatment Methods 0.000 description 8
- 239000005493 Chloridazon (aka pyrazone) Substances 0.000 description 7
- WYKYKTKDBLFHCY-UHFFFAOYSA-N chloridazon Chemical compound O=C1C(Cl)=C(N)C=NN1C1=CC=CC=C1 WYKYKTKDBLFHCY-UHFFFAOYSA-N 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- GDUANFXPOZTYKS-UHFFFAOYSA-N 6-bromo-8-[(2,6-difluoro-4-methoxybenzoyl)amino]-4-oxochromene-2-carboxylic acid Chemical compound FC1=CC(OC)=CC(F)=C1C(=O)NC1=CC(Br)=CC2=C1OC(C(O)=O)=CC2=O GDUANFXPOZTYKS-UHFFFAOYSA-N 0.000 description 6
- BQXUPNKLZNSUMC-YUQWMIPFSA-N CCN(CCCCCOCC(=O)N[C@H](C(=O)N1C[C@H](O)C[C@H]1C(=O)N[C@@H](C)c1ccc(cc1)-c1scnc1C)C(C)(C)C)CCOc1ccc(cc1)C(=O)c1c(sc2cc(O)ccc12)-c1ccc(O)cc1 Chemical compound CCN(CCCCCOCC(=O)N[C@H](C(=O)N1C[C@H](O)C[C@H]1C(=O)N[C@@H](C)c1ccc(cc1)-c1scnc1C)C(C)(C)C)CCOc1ccc(cc1)C(=O)c1c(sc2cc(O)ccc12)-c1ccc(O)cc1 BQXUPNKLZNSUMC-YUQWMIPFSA-N 0.000 description 6
- 239000005909 Kieselgur Substances 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
- 238000010298 pulverizing process Methods 0.000 description 6
- SGUSXTMVKMPQKI-UHFFFAOYSA-M sodium;2,2,3,3-tetrafluoropropanoate Chemical compound [Na+].[O-]C(=O)C(F)(F)C(F)F SGUSXTMVKMPQKI-UHFFFAOYSA-M 0.000 description 6
- 240000007594 Oryza sativa Species 0.000 description 5
- 235000007164 Oryza sativa Nutrition 0.000 description 5
- 239000000843 powder Substances 0.000 description 5
- 230000002195 synergetic effect Effects 0.000 description 5
- 102000007590 Calpain Human genes 0.000 description 4
- 108010032088 Calpain Proteins 0.000 description 4
- 244000025254 Cannabis sativa Species 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 235000009566 rice Nutrition 0.000 description 4
- 239000002689 soil Substances 0.000 description 4
- VIJSPAIQWVPKQZ-BLECARSGSA-N (2s)-2-[[(2s)-2-[[(2s)-2-[[(2s)-2-[[(2s)-2-[[(2s)-2-acetamido-5-(diaminomethylideneamino)pentanoyl]amino]-4-methylpentanoyl]amino]-4,4-dimethylpentanoyl]amino]-4-methylpentanoyl]amino]propanoyl]amino]-5-(diaminomethylideneamino)pentanoic acid Chemical compound NC(=N)NCCC[C@@H](C(O)=O)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCNC(N)=N)NC(C)=O VIJSPAIQWVPKQZ-BLECARSGSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000008346 aqueous phase Substances 0.000 description 3
- CWJSHJJYOPWUGX-UHFFFAOYSA-N chlorpropham Chemical compound CC(C)OC(=O)NC1=CC=CC(Cl)=C1 CWJSHJJYOPWUGX-UHFFFAOYSA-N 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 229940079593 drug Drugs 0.000 description 3
- 244000037666 field crops Species 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- ODCWYMIRDDJXKW-UHFFFAOYSA-N simazine Chemical compound CCNC1=NC(Cl)=NC(NCC)=N1 ODCWYMIRDDJXKW-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 244000068988 Glycine max Species 0.000 description 2
- 235000010469 Glycine max Nutrition 0.000 description 2
- 239000005573 Linuron Substances 0.000 description 2
- 231100000674 Phytotoxicity Toxicity 0.000 description 2
- WOZQBERUBLYCEG-UHFFFAOYSA-N SWEP Chemical compound COC(=O)NC1=CC=C(Cl)C(Cl)=C1 WOZQBERUBLYCEG-UHFFFAOYSA-N 0.000 description 2
- 241000209140 Triticum Species 0.000 description 2
- 235000021307 Triticum Nutrition 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 125000000304 alkynyl group Chemical group 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 239000003518 caustics Substances 0.000 description 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 2
- 230000035784 germination Effects 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- DSRNRYQBBJQVCW-UHFFFAOYSA-N metoxuron Chemical compound COC1=CC=C(NC(=O)N(C)C)C=C1Cl DSRNRYQBBJQVCW-UHFFFAOYSA-N 0.000 description 2
- WJNRPILHGGKWCK-UHFFFAOYSA-N propazine Chemical compound CC(C)NC1=NC(Cl)=NC(NC(C)C)=N1 WJNRPILHGGKWCK-UHFFFAOYSA-N 0.000 description 2
- GLGNXYJARSMNGJ-VKTIVEEGSA-N (1s,2s,3r,4r)-3-[[5-chloro-2-[(1-ethyl-6-methoxy-2-oxo-4,5-dihydro-3h-1-benzazepin-7-yl)amino]pyrimidin-4-yl]amino]bicyclo[2.2.1]hept-5-ene-2-carboxamide Chemical compound CCN1C(=O)CCCC2=C(OC)C(NC=3N=C(C(=CN=3)Cl)N[C@H]3[C@H]([C@@]4([H])C[C@@]3(C=C4)[H])C(N)=O)=CC=C21 GLGNXYJARSMNGJ-VKTIVEEGSA-N 0.000 description 1
- GCTFTMWXZFLTRR-GFCCVEGCSA-N (2r)-2-amino-n-[3-(difluoromethoxy)-4-(1,3-oxazol-5-yl)phenyl]-4-methylpentanamide Chemical compound FC(F)OC1=CC(NC(=O)[C@H](N)CC(C)C)=CC=C1C1=CN=CO1 GCTFTMWXZFLTRR-GFCCVEGCSA-N 0.000 description 1
- XEZBWDLPMYLREN-UHFFFAOYSA-N 1-(5,7-dimethyl-1,3-benzothiazol-2-yl)-1,3,3-trimethylurea Chemical compound CC1=CC(C)=C2SC(N(C)C(=O)N(C)C)=NC2=C1 XEZBWDLPMYLREN-UHFFFAOYSA-N 0.000 description 1
- ADKFASZVSHHMGA-UHFFFAOYSA-N 1-(5-ethyl-1,3-benzothiazol-2-yl)-1,3,3-trimethylurea Chemical compound CCC1=CC=C2SC(N(C)C(=O)N(C)C)=NC2=C1 ADKFASZVSHHMGA-UHFFFAOYSA-N 0.000 description 1
- MHSLDASSAFCCDO-UHFFFAOYSA-N 1-(5-tert-butyl-2-methylpyrazol-3-yl)-3-(4-pyridin-4-yloxyphenyl)urea Chemical compound CN1N=C(C(C)(C)C)C=C1NC(=O)NC(C=C1)=CC=C1OC1=CC=NC=C1 MHSLDASSAFCCDO-UHFFFAOYSA-N 0.000 description 1
- VUTBELPREDJDDH-UHFFFAOYSA-N 4-amino-5-hydroxymethyl-2-methylpyrimidine Chemical compound CC1=NC=C(CO)C(N)=N1 VUTBELPREDJDDH-UHFFFAOYSA-N 0.000 description 1
- XFJBGINZIMNZBW-CRAIPNDOSA-N 5-chloro-2-[4-[(1r,2s)-2-[2-(5-methylsulfonylpyridin-2-yl)oxyethyl]cyclopropyl]piperidin-1-yl]pyrimidine Chemical compound N1=CC(S(=O)(=O)C)=CC=C1OCC[C@H]1[C@@H](C2CCN(CC2)C=2N=CC(Cl)=CN=2)C1 XFJBGINZIMNZBW-CRAIPNDOSA-N 0.000 description 1
- 235000013479 Amaranthus retroflexus Nutrition 0.000 description 1
- 244000055702 Amaranthus viridis Species 0.000 description 1
- 235000004135 Amaranthus viridis Nutrition 0.000 description 1
- 239000005476 Bentazone Substances 0.000 description 1
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- 241000335053 Beta vulgaris Species 0.000 description 1
- 235000009344 Chenopodium album Nutrition 0.000 description 1
- 235000005484 Chenopodium berlandieri Nutrition 0.000 description 1
- 235000009332 Chenopodium rubrum Nutrition 0.000 description 1
- 239000005647 Chlorpropham Substances 0.000 description 1
- 244000000626 Daucus carota Species 0.000 description 1
- 235000002767 Daucus carota Nutrition 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 241000878007 Miscanthus Species 0.000 description 1
- MGJKQDOBUOMPEZ-UHFFFAOYSA-N N,N'-dimethylurea Chemical compound CNC(=O)NC MGJKQDOBUOMPEZ-UHFFFAOYSA-N 0.000 description 1
- 244000131316 Panax pseudoginseng Species 0.000 description 1
- 235000005035 Panax pseudoginseng ssp. pseudoginseng Nutrition 0.000 description 1
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- 241001148683 Zostera marina Species 0.000 description 1
- AKGGOMZLAADIQD-UHFFFAOYSA-N [3-(methoxycarbonylamino)phenyl]-(3-methylphenyl)carbamic acid Chemical compound COC(=O)NC1=CC=CC(N(C(O)=O)C=2C=C(C)C=CC=2)=C1 AKGGOMZLAADIQD-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- OFCNXPDARWKPPY-UHFFFAOYSA-N allopurinol Chemical compound OC1=NC=NC2=C1C=NN2 OFCNXPDARWKPPY-UHFFFAOYSA-N 0.000 description 1
- RQVYBGPQFYCBGX-UHFFFAOYSA-N ametryn Chemical compound CCNC1=NC(NC(C)C)=NC(SC)=N1 RQVYBGPQFYCBGX-UHFFFAOYSA-N 0.000 description 1
- MXWJVTOOROXGIU-UHFFFAOYSA-N atrazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)C)=N1 MXWJVTOOROXGIU-UHFFFAOYSA-N 0.000 description 1
- ZOMSMJKLGFBRBS-UHFFFAOYSA-N bentazone Chemical compound C1=CC=C2NS(=O)(=O)N(C(C)C)C(=O)C2=C1 ZOMSMJKLGFBRBS-UHFFFAOYSA-N 0.000 description 1
- CNBGNNVCVSKAQZ-UHFFFAOYSA-N benzidamine Natural products C12=CC=CC=C2C(OCCCN(C)C)=NN1CC1=CC=CC=C1 CNBGNNVCVSKAQZ-UHFFFAOYSA-N 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
- 229910052570 clay Inorganic materials 0.000 description 1
- 229940125758 compound 15 Drugs 0.000 description 1
- 229940125900 compound 59 Drugs 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 150000004891 diazines Chemical class 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 125000005313 fatty acid group Chemical group 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 125000002541 furyl group Chemical group 0.000 description 1
- 235000008434 ginseng Nutrition 0.000 description 1
- JAXFJECJQZDFJS-XHEPKHHKSA-N gtpl8555 Chemical group OC(=O)C[C@H](N)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](C(C)C)C(=O)N1CCC[C@@H]1C(=O)N[C@H](B1O[C@@]2(C)[C@H]3C[C@H](C3(C)C)C[C@H]2O1)CCC1=CC=C(F)C=C1 JAXFJECJQZDFJS-XHEPKHHKSA-N 0.000 description 1
- 150000004677 hydrates Chemical class 0.000 description 1
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- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
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- 235000012015 potatoes Nutrition 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 125000005504 styryl group Chemical group 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229940035893 uracil Drugs 0.000 description 1
- 238000009333 weeding Methods 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
- A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
- A01N35/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical at least one of the bonds to hetero atoms is to nitrogen
- A01N35/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical at least one of the bonds to hetero atoms is to nitrogen containing a carbon-to-nitrogen double bond
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (33)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP49107654A JPS5931481B2 (ja) | 1974-09-20 | 1974-09-20 | シクロヘキサンジオン系除草剤組成物 |
IL48010A IL48010A (en) | 1974-09-20 | 1975-08-28 | Herbicidal compositions containing a cyclohexane-1,3-dione derivative and a further herbicide |
AU84475/75A AU477150B2 (en) | 1974-09-20 | 1975-09-02 | Herbicidal compositions |
CA234,775A CA1044912A (en) | 1974-09-20 | 1975-09-04 | Herbicidal compositions |
ZA00755662A ZA755662B (en) | 1974-09-20 | 1975-09-04 | Herbicidal compositions |
SE7509840A SE426772B (sv) | 1974-09-20 | 1975-09-04 | Herbicid komposition omfattande en blandning av ett cyklohexanderivat och 3-metoxikarbonylaminofenyl-n-(3'-metylfenyl)-karbamat |
FR7527459A FR2285070A1 (fr) | 1974-09-20 | 1975-09-08 | Composition herbicide a base de derives de la cyclohexane-1,3-dione |
NZ178624A NZ178624A (en) | 1974-09-20 | 1975-09-08 | Herbicidal compositions comprising herbicides selected from (a) cyclohexane-1,3-dione derivatives and (b)known herbicidal compounds |
CH1167575A CH619113A5 (en) | 1974-09-20 | 1975-09-09 | Herbicidal composition |
IN1765/CAL/1975A IN144613B (no) | 1974-09-20 | 1975-09-15 | |
TR18679A TR18679A (tr) | 1974-09-20 | 1975-09-16 | Sikloheksan dion serili herbisid terkip |
HU75NI192A HU176584B (en) | 1974-09-20 | 1975-09-16 | Herbicide preparation containing of active mateirals of two types |
BG031005A BG27049A3 (bg) | 1974-09-20 | 1975-09-17 | Хербициден състав |
BE160097A BE833488A (fr) | 1974-09-20 | 1975-09-17 | Compositions herbicides |
NL7510946A NL7510946A (nl) | 1974-09-20 | 1975-09-17 | Herbicide-preparaten. |
OA55612A OA05112A (fr) | 1974-09-20 | 1975-09-18 | Compositions herbicides. |
DE19752541702 DE2541702A1 (de) | 1974-09-20 | 1975-09-18 | Herbizide mittel |
GB38348/75A GB1481389A (en) | 1974-09-20 | 1975-09-18 | Herbicidal compositions |
PL1975183476A PL101883B1 (pl) | 1974-09-20 | 1975-09-18 | A herbicide |
DD188421A DD119700A5 (no) | 1974-09-20 | 1975-09-18 | |
DK421775A DK421775A (da) | 1974-09-20 | 1975-09-19 | Herbicide materialer |
IT51405/75A IT1060068B (it) | 1974-09-20 | 1975-09-19 | Composizioni erbicide di cicloesan 1,3 dioni con altri erbicidi convenzionali |
SU752173209A SU628799A3 (ru) | 1974-09-20 | 1975-09-19 | Гербицидна композици |
BR7506049*A BR7506049A (pt) | 1974-09-20 | 1975-09-19 | Composicao herbicida e processo para controle de ervas daninhas |
AR260460A AR218213A1 (es) | 1974-09-20 | 1975-09-19 | Composiciones herbicidas de accion sinergica |
RO7583429A RO71395A (ro) | 1974-09-20 | 1975-09-19 | Compozitie erbicida cu efect sinergic |
AT719475A AT347174B (de) | 1974-09-20 | 1975-09-19 | Herbizide zusammensetzungen |
CS756364A CS191946B2 (en) | 1974-09-20 | 1975-09-19 | Herbicide means |
EG562/75A EG11973A (en) | 1974-09-20 | 1975-09-20 | Herbicidal compositions |
FI752645A FI752645A7 (no) | 1974-09-20 | 1975-09-22 | |
SU762392645A SU651640A3 (ru) | 1974-09-20 | 1976-08-10 | Гирбицидна композици |
DK374276AA DK141642B (da) | 1974-09-20 | 1976-08-19 | Herbicidt produkt. |
AT766077A AT347177B (de) | 1974-09-20 | 1977-10-27 | Herbizide zusammensetzungen |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP49107654A JPS5931481B2 (ja) | 1974-09-20 | 1974-09-20 | シクロヘキサンジオン系除草剤組成物 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS51125746A JPS51125746A (en) | 1976-11-02 |
JPS5931481B2 true JPS5931481B2 (ja) | 1984-08-02 |
Family
ID=14464651
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP49107654A Expired JPS5931481B2 (ja) | 1974-09-20 | 1974-09-20 | シクロヘキサンジオン系除草剤組成物 |
Country Status (30)
Country | Link |
---|---|
JP (1) | JPS5931481B2 (no) |
AR (1) | AR218213A1 (no) |
AT (1) | AT347174B (no) |
AU (1) | AU477150B2 (no) |
BE (1) | BE833488A (no) |
BG (1) | BG27049A3 (no) |
BR (1) | BR7506049A (no) |
CA (1) | CA1044912A (no) |
CH (1) | CH619113A5 (no) |
CS (1) | CS191946B2 (no) |
DD (1) | DD119700A5 (no) |
DE (1) | DE2541702A1 (no) |
DK (2) | DK421775A (no) |
EG (1) | EG11973A (no) |
FI (1) | FI752645A7 (no) |
FR (1) | FR2285070A1 (no) |
GB (1) | GB1481389A (no) |
HU (1) | HU176584B (no) |
IL (1) | IL48010A (no) |
IN (1) | IN144613B (no) |
IT (1) | IT1060068B (no) |
NL (1) | NL7510946A (no) |
NZ (1) | NZ178624A (no) |
OA (1) | OA05112A (no) |
PL (1) | PL101883B1 (no) |
RO (1) | RO71395A (no) |
SE (1) | SE426772B (no) |
SU (2) | SU628799A3 (no) |
TR (1) | TR18679A (no) |
ZA (1) | ZA755662B (no) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3032259A1 (de) | 1980-08-27 | 1982-04-08 | Basf Ag, 6700 Ludwigshafen | Herbizide mittel auf der basis von cyclohexan-1,3- dion-derivaten und 3,6-dichlor-2-picolinsaeurederivaten |
DE3047924A1 (de) * | 1980-12-19 | 1982-07-15 | Basf Ag, 6700 Ludwigshafen | 5-aryl-cyclohexan-1,3-dion-derivate, herbizide, die diese verbindungen enthalten, und verfahren zu ihrer herstellung |
DE3121355A1 (de) * | 1981-05-29 | 1982-12-16 | Basf Ag, 6700 Ludwigshafen | Cyclohexandionderivate, verfahren zu ihrer herstellung und diese enthaltende herbizide |
NZ204160A (en) * | 1982-05-24 | 1985-07-31 | Imp Chemical Ind Australia Ltd | Heterocyclic compounds and herbicidal compositions |
GB8313774D0 (en) * | 1983-05-18 | 1983-06-22 | Ici Plc | Herbicidal compositions |
US4511391A (en) * | 1983-05-24 | 1985-04-16 | Ici Australia Limited | Cyclohexane-1,3-dione derivatives and their herbicidal compositions and methods |
ATE92252T1 (de) * | 1985-12-30 | 1993-08-15 | Stauffer Chemical Co | Synergistische, herbizide kombinationen und verfahren zur anwendung. |
WO2011058188A1 (en) * | 2009-11-16 | 2011-05-19 | Centre National De La Recherche Scientifique - Cnrs - | Compounds and methods for purifying peptides produced by solid phase peptide synthesis |
-
1974
- 1974-09-20 JP JP49107654A patent/JPS5931481B2/ja not_active Expired
-
1975
- 1975-08-28 IL IL48010A patent/IL48010A/xx unknown
- 1975-09-02 AU AU84475/75A patent/AU477150B2/en not_active Expired
- 1975-09-04 SE SE7509840A patent/SE426772B/xx not_active IP Right Cessation
- 1975-09-04 CA CA234,775A patent/CA1044912A/en not_active Expired
- 1975-09-04 ZA ZA00755662A patent/ZA755662B/xx unknown
- 1975-09-08 NZ NZ178624A patent/NZ178624A/xx unknown
- 1975-09-08 FR FR7527459A patent/FR2285070A1/fr active Granted
- 1975-09-09 CH CH1167575A patent/CH619113A5/de not_active IP Right Cessation
- 1975-09-15 IN IN1765/CAL/1975A patent/IN144613B/en unknown
- 1975-09-16 HU HU75NI192A patent/HU176584B/hu unknown
- 1975-09-16 TR TR18679A patent/TR18679A/xx unknown
- 1975-09-17 BG BG031005A patent/BG27049A3/xx unknown
- 1975-09-17 NL NL7510946A patent/NL7510946A/xx not_active Application Discontinuation
- 1975-09-17 BE BE160097A patent/BE833488A/xx not_active IP Right Cessation
- 1975-09-18 PL PL1975183476A patent/PL101883B1/pl unknown
- 1975-09-18 GB GB38348/75A patent/GB1481389A/en not_active Expired
- 1975-09-18 DD DD188421A patent/DD119700A5/xx unknown
- 1975-09-18 OA OA55612A patent/OA05112A/xx unknown
- 1975-09-18 DE DE19752541702 patent/DE2541702A1/de active Pending
- 1975-09-19 SU SU752173209A patent/SU628799A3/ru active
- 1975-09-19 DK DK421775A patent/DK421775A/da unknown
- 1975-09-19 CS CS756364A patent/CS191946B2/cs unknown
- 1975-09-19 AT AT719475A patent/AT347174B/de active
- 1975-09-19 AR AR260460A patent/AR218213A1/es active
- 1975-09-19 RO RO7583429A patent/RO71395A/ro unknown
- 1975-09-19 IT IT51405/75A patent/IT1060068B/it active
- 1975-09-19 BR BR7506049*A patent/BR7506049A/pt unknown
- 1975-09-20 EG EG562/75A patent/EG11973A/xx active
- 1975-09-22 FI FI752645A patent/FI752645A7/fi not_active Application Discontinuation
-
1976
- 1976-08-10 SU SU762392645A patent/SU651640A3/ru active
- 1976-08-19 DK DK374276AA patent/DK141642B/da not_active IP Right Cessation
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