JPH0471045B2 - - Google Patents

Info

Publication number: JPH0471045B2
Authority: JP; Japan
Prior art keywords: hydrogen; alkyl; halogen; formula; acid
Prior art date: 1982-09-22
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 - Lifetime

Application number

JP57164166A

Other languages

English (en)

Japanese (ja)

Other versions

JPS5955808A (ja

Inventor

Gitsui Mikurosu

Osutohofu Hainritsuhi

Etsuchenberuku Oigen

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

A Natterman und Cie GmbH

Original Assignee

A Natterman und Cie GmbH

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1982-09-22

Filing date

1982-09-22

Publication date

1992-11-12

1982-09-22 Application filed by A Natterman und Cie GmbH filed Critical A Natterman und Cie GmbH

1982-09-22 Priority to JP16416682A priority Critical patent/JPS5955808A/ja

1984-03-31 Publication of JPS5955808A publication Critical patent/JPS5955808A/ja

1992-11-12 Publication of JPH0471045B2 publication Critical patent/JPH0471045B2/ja

Status Granted legal-status Critical Current

Links

LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 60
239000000203 mixture Substances 0.000 claims description 54
229910052739 hydrogen Inorganic materials 0.000 claims description 52
239000001257 hydrogen Substances 0.000 claims description 52
230000002363 herbicidal effect Effects 0.000 claims description 41
150000002431 hydrogen Chemical class 0.000 claims description 39
239000004009 herbicide Substances 0.000 claims description 37
125000000217 alkyl group Chemical group 0.000 claims description 30
150000001875 compounds Chemical class 0.000 claims description 29
150000003904 phospholipids Chemical class 0.000 claims description 23
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 23
MZZBPDKVEFVLFF-UHFFFAOYSA-N Cyanazine Natural products CCNC1=NC(Cl)=NC(NC(C)(C)C#N)=N1 MZZBPDKVEFVLFF-UHFFFAOYSA-N 0.000 claims description 21
229910052736 halogen Inorganic materials 0.000 claims description 21
150000002367 halogens Chemical class 0.000 claims description 20
-1 alkaline earth metal cation Chemical class 0.000 claims description 17
238000009472 formulation Methods 0.000 claims description 16
WTJKGGKOPKCXLL-RRHRGVEJSA-N phosphatidylcholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCCCC WTJKGGKOPKCXLL-RRHRGVEJSA-N 0.000 claims description 13
238000004519 manufacturing process Methods 0.000 claims description 12
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 12
239000002904 solvent Substances 0.000 claims description 12
ZXVONLUNISGICL-UHFFFAOYSA-N 4,6-dinitro-o-cresol Chemical compound CC1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1O ZXVONLUNISGICL-UHFFFAOYSA-N 0.000 claims description 10
XKJMBINCVNINCA-UHFFFAOYSA-N Alfalone Chemical compound CON(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 XKJMBINCVNINCA-UHFFFAOYSA-N 0.000 claims description 10
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 10
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 10
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 10
XQNAUQUKWRBODG-UHFFFAOYSA-N chlornitrofen Chemical compound C1=CC([N+](=O)[O-])=CC=C1OC1=C(Cl)C=C(Cl)C=C1Cl XQNAUQUKWRBODG-UHFFFAOYSA-N 0.000 claims description 9
238000002360 preparation method Methods 0.000 claims description 9
JZNWSCPGTDBMEW-UHFFFAOYSA-N Glycerophosphorylethanolamin Natural products NCCOP(O)(=O)OCC(O)CO JZNWSCPGTDBMEW-UHFFFAOYSA-N 0.000 claims description 8
IZUPBVBPLAPZRR-UHFFFAOYSA-N pentachlorophenol Chemical compound OC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl IZUPBVBPLAPZRR-UHFFFAOYSA-N 0.000 claims description 8
150000008104 phosphatidylethanolamines Chemical class 0.000 claims description 8
150000003839 salts Chemical class 0.000 claims description 8
238000010438 heat treatment Methods 0.000 claims description 7
VXPLXMJHHKHSOA-UHFFFAOYSA-N propham Chemical compound CC(C)OC(=O)NC1=CC=CC=C1 VXPLXMJHHKHSOA-UHFFFAOYSA-N 0.000 claims description 7
238000003756 stirring Methods 0.000 claims description 7
239000005631 2,4-Dichlorophenoxyacetic acid Substances 0.000 claims description 6
239000013543 active substance Substances 0.000 claims description 6
WZJZMXBKUWKXTQ-UHFFFAOYSA-N desmedipham Chemical compound CCOC(=O)NC1=CC=CC(OC(=O)NC=2C=CC=CC=2)=C1 WZJZMXBKUWKXTQ-UHFFFAOYSA-N 0.000 claims description 6
125000002768 hydroxyalkyl group Chemical group 0.000 claims description 6
PUIYMUZLKQOUOZ-UHFFFAOYSA-N isoproturon Chemical compound CC(C)C1=CC=C(NC(=O)N(C)C)C=C1 PUIYMUZLKQOUOZ-UHFFFAOYSA-N 0.000 claims description 6
LFULEKSKNZEWOE-UHFFFAOYSA-N propanil Chemical compound CCC(=O)NC1=CC=C(Cl)C(Cl)=C1 LFULEKSKNZEWOE-UHFFFAOYSA-N 0.000 claims description 6
RRVIAQKBTUQODI-UHFFFAOYSA-N Methabenzthiazuron Chemical compound C1=CC=C2SC(N(C)C(=O)NC)=NC2=C1 RRVIAQKBTUQODI-UHFFFAOYSA-N 0.000 claims description 5
125000003545 alkoxy group Chemical group 0.000 claims description 5
150000003905 phosphatidylinositols Chemical class 0.000 claims description 5
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 5
239000003981 vehicle Substances 0.000 claims description 5
PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 4
KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical group C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims description 4
239000002253 acid Substances 0.000 claims description 4
229910052783 alkali metal Inorganic materials 0.000 claims description 4
150000001340 alkali metals Chemical class 0.000 claims description 4
229910052784 alkaline earth metal Inorganic materials 0.000 claims description 4
125000000753 cycloalkyl group Chemical group 0.000 claims description 4
150000002148 esters Chemical class 0.000 claims description 4
238000000034 method Methods 0.000 claims description 4
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 4
229910052760 oxygen Inorganic materials 0.000 claims description 4
239000000546 pharmaceutical excipient Substances 0.000 claims description 4
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
229910052717 sulfur Inorganic materials 0.000 claims description 4
SMYMJHWAQXWPDB-UHFFFAOYSA-N (2,4,5-trichlorophenoxy)acetic acid Chemical compound OC(=O)COC1=CC(Cl)=C(Cl)C=C1Cl SMYMJHWAQXWPDB-UHFFFAOYSA-N 0.000 claims description 3
ASWBNKHCZGQVJV-UHFFFAOYSA-N (3-hexadecanoyloxy-2-hydroxypropyl) 2-(trimethylazaniumyl)ethyl phosphate Chemical compound CCCCCCCCCCCCCCCC(=O)OCC(O)COP([O-])(=O)OCC[N+](C)(C)C ASWBNKHCZGQVJV-UHFFFAOYSA-N 0.000 claims description 3
239000003559 2,4,5-trichlorophenoxyacetic acid Substances 0.000 claims description 3
BMTAFVWTTFSTOG-UHFFFAOYSA-N Butylate Chemical compound CCSC(=O)N(CC(C)C)CC(C)C BMTAFVWTTFSTOG-UHFFFAOYSA-N 0.000 claims description 3
GUVLYNGULCJVDO-UHFFFAOYSA-N EPTC Chemical compound CCCN(CCC)C(=O)SCC GUVLYNGULCJVDO-UHFFFAOYSA-N 0.000 claims description 3
WARIWGPBHKPYON-UHFFFAOYSA-N Ethiolate Chemical compound CCSC(=O)N(CC)CC WARIWGPBHKPYON-UHFFFAOYSA-N 0.000 claims description 3
SGEJQUSYQTVSIU-UHFFFAOYSA-N Pebulate Chemical compound CCCCN(CC)C(=O)SCCC SGEJQUSYQTVSIU-UHFFFAOYSA-N 0.000 claims description 3
OKUGPJPKMAEJOE-UHFFFAOYSA-N S-propyl dipropylcarbamothioate Chemical compound CCCSC(=O)N(CCC)CCC OKUGPJPKMAEJOE-UHFFFAOYSA-N 0.000 claims description 3
QHTQREMOGMZHJV-UHFFFAOYSA-N Thiobencarb Chemical compound CCN(CC)C(=O)SCC1=CC=C(Cl)C=C1 QHTQREMOGMZHJV-UHFFFAOYSA-N 0.000 claims description 3
ATBOMIWRCZXYSZ-XZBBILGWSA-N [1-[2,3-dihydroxypropoxy(hydroxy)phosphoryl]oxy-3-hexadecanoyloxypropan-2-yl] (9e,12e)-octadeca-9,12-dienoate Chemical compound CCCCCCCCCCCCCCCC(=O)OCC(COP(O)(=O)OCC(O)CO)OC(=O)CCCCCCC\C=C\C\C=C\CCCCC ATBOMIWRCZXYSZ-XZBBILGWSA-N 0.000 claims description 3
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 claims description 3
150000007513 acids Chemical class 0.000 claims description 3
125000002252 acyl group Chemical group 0.000 claims description 3
150000001298 alcohols Chemical class 0.000 claims description 3
AWUCVROLDVIAJX-UHFFFAOYSA-N alpha-glycerophosphate Natural products OCC(O)COP(O)(O)=O AWUCVROLDVIAJX-UHFFFAOYSA-N 0.000 claims description 3
239000003085 diluting agent Substances 0.000 claims description 3
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
150000002825 nitriles Chemical class 0.000 claims description 3
239000011877 solvent mixture Substances 0.000 claims description 3
TZCPCKNHXULUIY-RGULYWFUSA-N 1,2-distearoyl-sn-glycero-3-phosphoserine Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@H](N)C(O)=O)OC(=O)CCCCCCCCCCCCCCCCC TZCPCKNHXULUIY-RGULYWFUSA-N 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
VLJHNNJRRSLTLE-UHFFFAOYSA-N 2-oxoimidazolidine-1-carboxylic acid Chemical compound OC(=O)N1CCNC1=O VLJHNNJRRSLTLE-UHFFFAOYSA-N 0.000 claims description 2
DJQJHJDKCFAKGU-UHFFFAOYSA-N 7-oxabicyclo[2.2.1]heptane-3,3-dicarboxylic acid Chemical compound C1CC2C(C(=O)O)(C(O)=O)CC1O2 DJQJHJDKCFAKGU-UHFFFAOYSA-N 0.000 claims description 2
DFCAFRGABIXSDS-UHFFFAOYSA-N Cycloate Chemical compound CCSC(=O)N(CC)C1CCCCC1 DFCAFRGABIXSDS-UHFFFAOYSA-N 0.000 claims description 2
ZWZWYGMENQVNFU-UHFFFAOYSA-N Glycerophosphorylserin Natural products OC(=O)C(N)COP(O)(=O)OCC(O)CO ZWZWYGMENQVNFU-UHFFFAOYSA-N 0.000 claims description 2
229910006074 SO2NH2 Inorganic materials 0.000 claims description 2
XJCLWVXTCRQIDI-UHFFFAOYSA-N Sulfallate Chemical compound CCN(CC)C(=S)SCC(Cl)=C XJCLWVXTCRQIDI-UHFFFAOYSA-N 0.000 claims description 2
150000001299 aldehydes Chemical class 0.000 claims description 2
150000001342 alkaline earth metals Chemical class 0.000 claims description 2
125000004849 alkoxymethyl group Chemical group 0.000 claims description 2
150000001412 amines Chemical class 0.000 claims description 2
150000001495 arsenic compounds Chemical class 0.000 claims description 2
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical class OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 2
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 claims description 2
229940093920 gynecological arsenic compound Drugs 0.000 claims description 2
125000001188 haloalkyl group Chemical group 0.000 claims description 2
125000005843 halogen group Chemical group 0.000 claims description 2
125000000623 heterocyclic group Chemical group 0.000 claims description 2
VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 2
229940047889 isobutyramide Drugs 0.000 claims description 2
125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 claims description 2
150000002903 organophosphorus compounds Chemical class 0.000 claims description 2
QIIPQYDSKRYMFG-UHFFFAOYSA-N phenyl hydrogen carbonate Chemical class OC(=O)OC1=CC=CC=C1 QIIPQYDSKRYMFG-UHFFFAOYSA-N 0.000 claims description 2
125000003107 substituted aryl group Chemical group 0.000 claims description 2
125000000565 sulfonamide group Chemical group 0.000 claims description 2
238000002604 ultrasonography Methods 0.000 claims description 2
239000003791 organic solvent mixture Substances 0.000 claims 2
WIIVBOOUJZWPMN-UHFFFAOYSA-O 1,3-dimethyl-1-[2-(trifluoromethyl)-1,3,4-thiadiazol-1-ium-1-yl]urea Chemical compound CNC(N(C)[S+]1C(C(F)(F)F)=NN=C1)=O WIIVBOOUJZWPMN-UHFFFAOYSA-O 0.000 claims 1
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims 1
KCOCSOWTADCKOL-UHFFFAOYSA-N Ethidimuron Chemical compound CCS(=O)(=O)C1=NN=C(N(C)C(=O)NC)S1 KCOCSOWTADCKOL-UHFFFAOYSA-N 0.000 claims 1
125000001624 naphthyl group Chemical group 0.000 claims 1
125000002560 nitrile group Chemical group 0.000 claims 1
239000003960 organic solvent Substances 0.000 claims 1
150000002989 phenols Chemical class 0.000 claims 1
150000003672 ureas Chemical class 0.000 claims 1
241000196324 Embryophyta Species 0.000 description 47
239000004480 active ingredient Substances 0.000 description 28
239000000843 powder Substances 0.000 description 25
239000013065 commercial product Substances 0.000 description 19
239000007921 spray Substances 0.000 description 19
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 18
239000004495 emulsifiable concentrate Substances 0.000 description 17
239000000243 solution Substances 0.000 description 16
239000000047 product Substances 0.000 description 13
WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 10
239000008103 glucose Substances 0.000 description 10
VHCNQEUWZYOAEV-UHFFFAOYSA-N metamitron Chemical compound O=C1N(N)C(C)=NN=C1C1=CC=CC=C1 VHCNQEUWZYOAEV-UHFFFAOYSA-N 0.000 description 10
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
239000008187 granular material Substances 0.000 description 9
ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 8
HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 8
NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 8
235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 8
229920000053 polysorbate 80 Polymers 0.000 description 8
244000045561 useful plants Species 0.000 description 8
241001666377 Apera Species 0.000 description 7
241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 7
239000005573 Linuron Substances 0.000 description 7
239000005579 Metamitron Substances 0.000 description 7
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 7
NWGKJDSIEKMTRX-AAZCQSIUSA-N Sorbitan monooleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O NWGKJDSIEKMTRX-AAZCQSIUSA-N 0.000 description 7
235000021536 Sugar beet Nutrition 0.000 description 7
239000008096 xylene Substances 0.000 description 7
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
240000008042 Zea mays Species 0.000 description 6
235000002017 Zea mays subsp mays Nutrition 0.000 description 6
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 6
HVVJCLNYMSTOMR-UHFFFAOYSA-N N-(hexanoyl)ethanolamine Chemical compound CCCCCC(=O)NCCO HVVJCLNYMSTOMR-UHFFFAOYSA-N 0.000 description 5
WHKUVVPPKQRRBV-UHFFFAOYSA-N Trasan Chemical compound CC1=CC(Cl)=CC=C1OCC(O)=O WHKUVVPPKQRRBV-UHFFFAOYSA-N 0.000 description 5
235000021307 Triticum Nutrition 0.000 description 5
241000209140 Triticum Species 0.000 description 5
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 5
239000000440 bentonite Substances 0.000 description 5
229910000278 bentonite Inorganic materials 0.000 description 5
SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 5
235000005822 corn Nutrition 0.000 description 5
239000000839 emulsion Substances 0.000 description 5
XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 description 5
ODCWYMIRDDJXKW-UHFFFAOYSA-N simazine Chemical compound CCNC1=NC(Cl)=NC(NCC)=N1 ODCWYMIRDDJXKW-UHFFFAOYSA-N 0.000 description 5
239000000126 substance Substances 0.000 description 5
239000000725 suspension Substances 0.000 description 5
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 4
239000005562 Glyphosate Substances 0.000 description 4
239000005574 MCPA Substances 0.000 description 4
241001355178 Setaria faberi Species 0.000 description 4
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
235000002595 Solanum tuberosum Nutrition 0.000 description 4
244000061456 Solanum tuberosum Species 0.000 description 4
244000062793 Sorghum vulgare Species 0.000 description 4
239000000460 chlorine Substances 0.000 description 4
229910052801 chlorine Inorganic materials 0.000 description 4
JXCGFZXSOMJFOA-UHFFFAOYSA-N chlorotoluron Chemical compound CN(C)C(=O)NC1=CC=C(C)C(Cl)=C1 JXCGFZXSOMJFOA-UHFFFAOYSA-N 0.000 description 4
230000000694 effects Effects 0.000 description 4
229940097068 glyphosate Drugs 0.000 description 4
239000003112 inhibitor Substances 0.000 description 4
HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 3
229910002012 Aerosil® Inorganic materials 0.000 description 3
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 3
239000005503 Desmedipham Substances 0.000 description 3
HHMCAJWVGYGUEF-UHFFFAOYSA-N Fluorodifen Chemical compound C1=CC([N+](=O)[O-])=CC=C1OC1=CC=C(C(F)(F)F)C=C1[N+]([O-])=O HHMCAJWVGYGUEF-UHFFFAOYSA-N 0.000 description 3
108010010803 Gelatin Proteins 0.000 description 3
235000010469 Glycine max Nutrition 0.000 description 3
244000068988 Glycine max Species 0.000 description 3
240000007594 Oryza sativa Species 0.000 description 3
235000007164 Oryza sativa Nutrition 0.000 description 3
229920001030 Polyethylene Glycol 4000 Polymers 0.000 description 3
229920002685 Polyoxyl 35CastorOil Polymers 0.000 description 3
125000004432 carbon atom Chemical group C* 0.000 description 3
230000000052 comparative effect Effects 0.000 description 3
238000003912 environmental pollution Methods 0.000 description 3
239000008273 gelatin Substances 0.000 description 3
229920000159 gelatin Polymers 0.000 description 3
235000019322 gelatine Nutrition 0.000 description 3
235000011852 gelatine desserts Nutrition 0.000 description 3
235000021374 legumes Nutrition 0.000 description 3
QUANRIQJNFHVEU-UHFFFAOYSA-N oxirane;propane-1,2,3-triol Chemical compound C1CO1.OCC(O)CO QUANRIQJNFHVEU-UHFFFAOYSA-N 0.000 description 3
150000008105 phosphatidylcholines Chemical class 0.000 description 3
239000008389 polyethoxylated castor oil Substances 0.000 description 3
235000013772 propylene glycol Nutrition 0.000 description 3
235000009566 rice Nutrition 0.000 description 3
WNTGYJSOUMFZEP-UHFFFAOYSA-N 2-(4-chloro-2-methylphenoxy)propanoic acid Chemical compound OC(=O)C(C)OC1=CC=C(Cl)C=C1C WNTGYJSOUMFZEP-UHFFFAOYSA-N 0.000 description 2
LLWADFLAOKUBDR-UHFFFAOYSA-N 2-methyl-4-chlorophenoxybutyric acid Chemical compound CC1=CC(Cl)=CC=C1OCCCC(O)=O LLWADFLAOKUBDR-UHFFFAOYSA-N 0.000 description 2
UPMXNNIRAGDFEH-UHFFFAOYSA-N 3,5-dibromo-4-hydroxybenzonitrile Chemical compound OC1=C(Br)C=C(C#N)C=C1Br UPMXNNIRAGDFEH-UHFFFAOYSA-N 0.000 description 2
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 description 2
YFEUKKUPOVGUIW-UHFFFAOYSA-N 3-[3-chloro-4-[chloro(difluoro)methyl]sulfanylphenyl]-1,1-dimethylurea Chemical compound CN(C)C(=O)NC1=CC=C(SC(F)(F)Cl)C(Cl)=C1 YFEUKKUPOVGUIW-UHFFFAOYSA-N 0.000 description 2
HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 description 2
MDBGGTQNNUOQRC-UHFFFAOYSA-N Allidochlor Chemical compound ClCC(=O)N(CC=C)CC=C MDBGGTQNNUOQRC-UHFFFAOYSA-N 0.000 description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
235000007319 Avena orientalis Nutrition 0.000 description 2
244000075850 Avena orientalis Species 0.000 description 2
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DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
SBYAVOHNDJTVPA-UHFFFAOYSA-N Isocarbamid Chemical compound CC(C)CNC(=O)N1CCNC1=O SBYAVOHNDJTVPA-UHFFFAOYSA-N 0.000 description 1
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241000773513 Lolium perenne subsp. perenne Species 0.000 description 1
239000005575 MCPB Substances 0.000 description 1
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235000006485 Platanus occidentalis Nutrition 0.000 description 1
241000209504 Poaceae Species 0.000 description 1
ITVQAKZNYJEWKS-UHFFFAOYSA-N Profluralin Chemical compound [O-][N+](=O)C=1C=C(C(F)(F)F)C=C([N+]([O-])=O)C=1N(CCC)CC1CC1 ITVQAKZNYJEWKS-UHFFFAOYSA-N 0.000 description 1
229920002472 Starch Polymers 0.000 description 1
SSDZRWBPFCFZGB-UHFFFAOYSA-N TCA-ethadyl Chemical compound ClC(Cl)(Cl)C(=O)OCCOC(=O)C(Cl)(Cl)Cl SSDZRWBPFCFZGB-UHFFFAOYSA-N 0.000 description 1
235000011941 Tilia x europaea Nutrition 0.000 description 1
241000219094 Vitaceae Species 0.000 description 1
235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 1
AMRQXHFXNZFDCH-SECBINFHSA-N [(2r)-1-(ethylamino)-1-oxopropan-2-yl] n-phenylcarbamate Chemical compound CCNC(=O)[C@@H](C)OC(=O)NC1=CC=CC=C1 AMRQXHFXNZFDCH-SECBINFHSA-N 0.000 description 1
XMWYCSGPFXXSLS-UHFFFAOYSA-N [ethoxy(hydroxy)phosphoryl] carbamate Chemical class CCOP(O)(=O)OC(N)=O XMWYCSGPFXXSLS-UHFFFAOYSA-N 0.000 description 1
239000002250 absorbent Substances 0.000 description 1
230000002745 absorbent Effects 0.000 description 1
239000000443 aerosol Substances 0.000 description 1
XCSGPAVHZFQHGE-UHFFFAOYSA-N alachlor Chemical compound CCC1=CC=CC(CC)=C1N(COC)C(=O)CCl XCSGPAVHZFQHGE-UHFFFAOYSA-N 0.000 description 1
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125000004414 alkyl thio group Chemical group 0.000 description 1
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IDEJTUXAJQPPPL-UHFFFAOYSA-N butyl 2-(2-chloro-4-fluorophenoxy)acetate Chemical compound CCCCOC(=O)COC1=CC=C(F)C=C1Cl IDEJTUXAJQPPPL-UHFFFAOYSA-N 0.000 description 1
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BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
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239000001913 cellulose Substances 0.000 description 1
229920002678 cellulose Polymers 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
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239000000084 colloidal system Substances 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
SYJFEGQWDCRVNX-UHFFFAOYSA-N diquat Chemical compound C1=CC=[N+]2CC[N+]3=CC=CC=C3C2=C1 SYJFEGQWDCRVNX-UHFFFAOYSA-N 0.000 description 1
239000007884 disintegrant Substances 0.000 description 1
239000004491 dispersible concentrate Substances 0.000 description 1
238000004821 distillation Methods 0.000 description 1
235000013399 edible fruits Nutrition 0.000 description 1
230000001804 emulsifying effect Effects 0.000 description 1
AEOCXXJPGCBFJA-UHFFFAOYSA-N ethionamide Chemical compound CCC1=CC(C(N)=S)=CC=N1 AEOCXXJPGCBFJA-UHFFFAOYSA-N 0.000 description 1
241001233957 eudicotyledons Species 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
229930195729 fatty acid Natural products 0.000 description 1
150000004665 fatty acids Chemical class 0.000 description 1
239000000945 filler Substances 0.000 description 1
239000012530 fluid Substances 0.000 description 1
235000013305 food Nutrition 0.000 description 1
235000010855 food raising agent Nutrition 0.000 description 1
238000004108 freeze drying Methods 0.000 description 1
239000003502 gasoline Substances 0.000 description 1
239000003349 gelling agent Substances 0.000 description 1
235000021021 grapes Nutrition 0.000 description 1
239000007952 growth promoter Substances 0.000 description 1
235000008216 herbs Nutrition 0.000 description 1
230000003054 hormonal effect Effects 0.000 description 1
239000008350 hydrogenated phosphatidyl choline Substances 0.000 description 1
VDEGQTCMQUFPFH-UHFFFAOYSA-N hydroxy-dimethyl-arsine Natural products C[As](C)O VDEGQTCMQUFPFH-UHFFFAOYSA-N 0.000 description 1
239000004571 lime Substances 0.000 description 1
239000012263 liquid product Substances 0.000 description 1
235000009973 maize Nutrition 0.000 description 1
RBNIGDFIUWJJEV-UHFFFAOYSA-N methyl 2-(n-benzoyl-3-chloro-4-fluoroanilino)propanoate Chemical group C=1C=C(F)C(Cl)=CC=1N(C(C)C(=O)OC)C(=O)C1=CC=CC=C1 RBNIGDFIUWJJEV-UHFFFAOYSA-N 0.000 description 1
BACHBFVBHLGWSL-UHFFFAOYSA-N methyl 2-[4-(2,4-dichlorophenoxy)phenoxy]propanoate Chemical group C1=CC(OC(C)C(=O)OC)=CC=C1OC1=CC=C(Cl)C=C1Cl BACHBFVBHLGWSL-UHFFFAOYSA-N 0.000 description 1
AMURPBCUFDCTEW-UHFFFAOYSA-N methyl 2-naphthalen-2-yloxyacetate Chemical compound C1=CC=CC2=CC(OCC(=O)OC)=CC=C21 AMURPBCUFDCTEW-UHFFFAOYSA-N 0.000 description 1
229920000609 methyl cellulose Polymers 0.000 description 1
QYPPRTNMGCREIM-UHFFFAOYSA-M methylarsonate(1-) Chemical compound C[As](O)([O-])=O QYPPRTNMGCREIM-UHFFFAOYSA-M 0.000 description 1
239000001923 methylcellulose Substances 0.000 description 1
229960002939 metizoline Drugs 0.000 description 1
DSRNRYQBBJQVCW-UHFFFAOYSA-N metoxuron Chemical compound COC1=CC=C(NC(=O)N(C)C)C=C1Cl DSRNRYQBBJQVCW-UHFFFAOYSA-N 0.000 description 1
238000002156 mixing Methods 0.000 description 1
FDFRQMRTRVUPJD-UHFFFAOYSA-N n,n-dimethyl-2-naphthalen-1-yloxypropanamide Chemical compound C1=CC=C2C(OC(C)C(=O)N(C)C)=CC=CC2=C1 FDFRQMRTRVUPJD-UHFFFAOYSA-N 0.000 description 1
GZNSXQUYLMMDLX-UHFFFAOYSA-N n-(2-hydroxyethyl)heptanamide Chemical compound CCCCCCC(=O)NCCO GZNSXQUYLMMDLX-UHFFFAOYSA-N 0.000 description 1
GXIIRRSFHAILFB-UHFFFAOYSA-N n-cyclopropyl-3-methyl-2,6-dinitro-n-propyl-4-(trifluoromethyl)aniline Chemical compound [O-][N+](=O)C=1C=C(C(F)(F)F)C(C)=C([N+]([O-])=O)C=1N(CCC)C1CC1 GXIIRRSFHAILFB-UHFFFAOYSA-N 0.000 description 1
229930014626 natural product Natural products 0.000 description 1
XITQUSLLOSKDTB-UHFFFAOYSA-N nitrofen Chemical compound C1=CC([N+](=O)[O-])=CC=C1OC1=CC=C(Cl)C=C1Cl XITQUSLLOSKDTB-UHFFFAOYSA-N 0.000 description 1
231100000252 nontoxic Toxicity 0.000 description 1
230000003000 nontoxic effect Effects 0.000 description 1
FIKAKWIAUPDISJ-UHFFFAOYSA-L paraquat dichloride Chemical compound [Cl-].[Cl-].C1=C[N+](C)=CC=C1C1=CC=[N+](C)C=C1 FIKAKWIAUPDISJ-UHFFFAOYSA-L 0.000 description 1
230000035515 penetration Effects 0.000 description 1
125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
230000029553 photosynthesis Effects 0.000 description 1
238000010672 photosynthesis Methods 0.000 description 1
235000012015 potatoes Nutrition 0.000 description 1
229940088417 precipitated calcium carbonate Drugs 0.000 description 1
PHNUZKMIPFFYSO-UHFFFAOYSA-N propyzamide Chemical compound C#CC(C)(C)NC(=O)C1=CC(Cl)=CC(Cl)=C1 PHNUZKMIPFFYSO-UHFFFAOYSA-N 0.000 description 1
230000001681 protective effect Effects 0.000 description 1
BACHBFVBHLGWSL-JTQLQIEISA-N rac-diclofop methyl Natural products C1=CC(O[C@@H](C)C(=O)OC)=CC=C1OC1=CC=C(Cl)C=C1Cl BACHBFVBHLGWSL-JTQLQIEISA-N 0.000 description 1
150000003254 radicals Chemical class 0.000 description 1
230000003134 recirculating effect Effects 0.000 description 1
230000000241 respiratory effect Effects 0.000 description 1
239000011435 rock Substances 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
150000004671 saturated fatty acids Chemical class 0.000 description 1
235000003441 saturated fatty acids Nutrition 0.000 description 1
239000000741 silica gel Substances 0.000 description 1
229910002027 silica gel Inorganic materials 0.000 description 1
239000000344 soap Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011734 sodium Substances 0.000 description 1
239000004550 soluble concentrate Substances 0.000 description 1
238000009331 sowing Methods 0.000 description 1
241000894007 species Species 0.000 description 1
238000001694 spray drying Methods 0.000 description 1
238000010561 standard procedure Methods 0.000 description 1
239000008107 starch Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
FZXISNSWEXTPMF-UHFFFAOYSA-N terbutylazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)(C)C)=N1 FZXISNSWEXTPMF-UHFFFAOYSA-N 0.000 description 1
231100000331 toxic Toxicity 0.000 description 1
230000002588 toxic effect Effects 0.000 description 1
YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
ZSDSQXJSNMTJDA-UHFFFAOYSA-N trifluralin Chemical compound CCCN(CCC)C1=C([N+]([O-])=O)C=C(C(F)(F)F)C=C1[N+]([O-])=O ZSDSQXJSNMTJDA-UHFFFAOYSA-N 0.000 description 1
239000004563 wettable powder Substances 0.000 description 1

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JP16416682A 1982-09-22 1982-09-22 除草剤組成物 Granted JPS5955808A (ja)

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JP16416682A JPS5955808A (ja)	1982-09-22	1982-09-22	除草剤組成物

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Application Number	Priority Date	Filing Date	Title
JP16416682A JPS5955808A (ja)	1982-09-22	1982-09-22	除草剤組成物

Publications (2)

Publication Number	Publication Date
JPS5955808A JPS5955808A (ja)	1984-03-31
JPH0471045B2 true JPH0471045B2 (de)	1992-11-12

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ID=15787977

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JP16416682A Granted JPS5955808A (ja)	1982-09-22	1982-09-22	除草剤組成物

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JP (1)	JPS5955808A (de)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP4488443B2 (ja) *	2007-11-05	2010-06-23	株式会社ソフイア	遊技機

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS61229804A (ja) *	1985-04-03	1986-10-14	Hokko Chem Ind Co Ltd	非選択性除草剤

Citations (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3190740A (en) *	1962-11-30	1965-06-22	Du Pont	Anhydrous herbicidal concentrate
JPS5921605A (ja) *	1982-07-09	1984-02-03	アー・ナツターマン・ウント・コムパニー・ゲーエムベーハー	植物保護剤噴霧液を散布する方法及びその濃厚物のための包装単位

1982
- 1982-09-22 JP JP16416682A patent/JPS5955808A/ja active Granted

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3190740A (en) *	1962-11-30	1965-06-22	Du Pont	Anhydrous herbicidal concentrate
JPS5921605A (ja) *	1982-07-09	1984-02-03	アー・ナツターマン・ウント・コムパニー・ゲーエムベーハー	植物保護剤噴霧液を散布する方法及びその濃厚物のための包装単位

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP4488443B2 (ja) *	2007-11-05	2010-06-23	株式会社ソフイア	遊技機

Also Published As

Publication number	Publication date
JPS5955808A (ja)	1984-03-31

Publication	Publication Date	Title
CN102203071B (zh)	2014-07-30	尿嘧啶系化合物及包括其的除草剂
RU2093505C1 (ru)	1997-10-20	Соли аминопропилморфолина с гербицидно-активной кислотой и способ борьбы с сорной растительностью
EP0068295B1 (de)	1985-08-28	Eine herbizide Zusammensetzung, Verfahren zu deren Herstellung und Anwendung
JPH0114883B2 (de)	1989-03-14
JPS6353176B2 (de)	1988-10-21
HU183056B (en)	1984-04-28	Herbicide compositions containing 2-substituted 5-phenoxy-phenyl-phosphonoic acid derivatives and process for producing the active agents
US5129950A (en)	1992-07-14	Process of improving activity of herbicides and fertilizers using N-(2-hydroxyethyl)-acetamide or -propanamide
HU185292B (en)	1984-12-28	Ntidotum compositions for diminishing fitotoxic activity of herbicides
US2863753A (en)	1958-12-09	Method of weed control
JPH0471045B2 (de)	1992-11-12
EP0034012B1 (de)	1984-09-12	2-Nitro-5-(substituiertes Phenoxy) phenylalkanon-oxim- und -imin-derivate mit herbizider Wirkung
JPH05345702A (ja)	1993-12-27	農薬用効力増強剤及び農薬組成物
EP0033611A2 (de)	1981-08-12	N-Benzylphenylacetamid-Derivate, deren Herstellung und Verwendung
EP0038636B1 (de)	1984-01-11	Sulfonamidderivate, sie enthaltende Zusammensetzungen, ihre Herstellung und Verwendung
US3109023A (en)	1963-10-29	2, 3, 6-trichloro-5-nitrobenzoic acid and salts thereof
US3799964A (en)	1974-03-26	Urea derivatives,a method of producing them and preparations which contain the new substances as active ingredients
US3494960A (en)	1970-02-10	3-(2,6-dichloroisothiobenzamido) propane sulfonic acid
NZ202387A (en)	1985-07-12	Herbicidal arylphenyl ether derivatives
EP0022626A1 (de)	1981-01-21	Substituierte Nitrodiphenyläther, sie enthaltende herbizide Zusammensetzungen und Verfahren zur Bekämpfung von Unkraut
CA1036616A (en)	1978-08-15	Herbicidal compounds
JPH064575B2 (ja)	1994-01-19	Ｎ−（３−クロロ−４−イソプロピルフエニル）シクロプロパンカルボン酸アミド誘導体および選択性殺草剤
CS228925B2 (en)	1984-05-14	Herbicide and method of preparing active substances thereof
JPS5852203A (ja)	1983-03-28	除草剤組成物
JPS625424B2 (de)	1987-02-04
DE3248033A1 (de)	1984-06-28	Pestizide

JPH0471045B2 - - Google Patents

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Priority Applications (1)

Applications Claiming Priority (1)

Publications (2)

Family

ID=15787977

Family Applications (1)

Country Status (1)

Cited By (1)

Families Citing this family (1)

Citations (2)

Patent Citations (2)

Cited By (1)

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