NL8200742A - Carbamaten, preparaten met insecticide-, myticide en/of nematocidewerking, werkwijze voor het bereiden van een en ander, alsmede methode voor het bestrijden van insekten, mijten en nematoden. - Google Patents
Carbamaten, preparaten met insecticide-, myticide en/of nematocidewerking, werkwijze voor het bereiden van een en ander, alsmede methode voor het bestrijden van insekten, mijten en nematoden. Download PDFInfo
- Publication number
- NL8200742A NL8200742A NL8200742A NL8200742A NL8200742A NL 8200742 A NL8200742 A NL 8200742A NL 8200742 A NL8200742 A NL 8200742A NL 8200742 A NL8200742 A NL 8200742A NL 8200742 A NL8200742 A NL 8200742A
- Authority
- NL
- Netherlands
- Prior art keywords
- methyl
- oxy
- carbon atoms
- group
- formula
- Prior art date
Links
- 238000002360 preparation method Methods 0.000 title claims description 16
- 238000000034 method Methods 0.000 title claims description 12
- 241000238631 Hexapoda Species 0.000 title claims description 8
- 230000001069 nematicidal effect Effects 0.000 title claims description 8
- 241000244206 Nematoda Species 0.000 title claims description 7
- 241000238876 Acari Species 0.000 title description 5
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 title description 2
- 230000000694 effects Effects 0.000 title description 2
- 239000005645 nematicide Substances 0.000 title description 2
- 239000002917 insecticide Substances 0.000 title 1
- -1 methylcarbamoyl Chemical group 0.000 claims description 33
- 125000000066 S-methyl group Chemical group [H]C([H])([H])S* 0.000 claims description 28
- 150000001875 compounds Chemical class 0.000 claims description 27
- 125000004432 carbon atom Chemical group C* 0.000 claims description 17
- 125000000217 alkyl group Chemical group 0.000 claims description 11
- 241000607479 Yersinia pestis Species 0.000 claims description 8
- 230000000749 insecticidal effect Effects 0.000 claims description 8
- 125000003545 alkoxy group Chemical group 0.000 claims description 5
- 125000000753 cycloalkyl group Chemical group 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
- 125000002947 alkylene group Chemical group 0.000 claims description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 2
- 239000004480 active ingredient Substances 0.000 claims 2
- ZBVZOMFYISPWMD-UHFFFAOYSA-N amino thiohypochlorite Chemical compound NSCl ZBVZOMFYISPWMD-UHFFFAOYSA-N 0.000 claims 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 1
- NPUKDXXFDDZOKR-LLVKDONJSA-N etomidate Chemical class CCOC(=O)C1=CN=CN1[C@H](C)C1=CC=CC=C1 NPUKDXXFDDZOKR-LLVKDONJSA-N 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 15
- 239000000203 mixture Substances 0.000 description 11
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 9
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 9
- 239000000047 product Substances 0.000 description 9
- 239000005916 Methomyl Substances 0.000 description 7
- UHXUZOCRWCRNSJ-QPJJXVBHSA-N methomyl Chemical compound CNC(=O)O\N=C(/C)SC UHXUZOCRWCRNSJ-QPJJXVBHSA-N 0.000 description 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 6
- 239000000839 emulsion Substances 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 241000251468 Actinopterygii Species 0.000 description 4
- 241000124008 Mammalia Species 0.000 description 4
- 150000004657 carbamic acid derivatives Chemical class 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- 239000008187 granular material Substances 0.000 description 4
- 239000004563 wettable powder Substances 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- 241000196324 Embryophyta Species 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- 241000243786 Meloidogyne incognita Species 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 238000004440 column chromatography Methods 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 229940086542 triethylamine Drugs 0.000 description 3
- OISVCGZHLKNMSJ-UHFFFAOYSA-N 2,6-dimethylpyridine Chemical compound CC1=CC=CC(C)=N1 OISVCGZHLKNMSJ-UHFFFAOYSA-N 0.000 description 2
- 241000218475 Agrotis segetum Species 0.000 description 2
- 239000005995 Aluminium silicate Substances 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 241000255925 Diptera Species 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- 241000012186 Litura Species 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- 241000257159 Musca domestica Species 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 230000007059 acute toxicity Effects 0.000 description 2
- 231100000403 acute toxicity Toxicity 0.000 description 2
- 235000012211 aluminium silicate Nutrition 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000001768 carboxy methyl cellulose Substances 0.000 description 2
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 2
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 239000010459 dolomite Substances 0.000 description 2
- 229910000514 dolomite Inorganic materials 0.000 description 2
- 238000000921 elemental analysis Methods 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- 150000008282 halocarbons Chemical class 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 2
- 230000024121 nodulation Effects 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000000741 silica gel Substances 0.000 description 2
- 229910002027 silica gel Inorganic materials 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 231100000331 toxic Toxicity 0.000 description 2
- 230000002588 toxic effect Effects 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical compound FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- ONBQEOIKXPHGMB-VBSBHUPXSA-N 1-[2-[(2s,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)propan-1-one Chemical compound O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1OC1=CC(O)=CC(O)=C1C(=O)CCC1=CC=C(O)C=C1 ONBQEOIKXPHGMB-VBSBHUPXSA-N 0.000 description 1
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- BSKHPKMHTQYZBB-UHFFFAOYSA-N 2-methylpyridine Chemical compound CC1=CC=CC=N1 BSKHPKMHTQYZBB-UHFFFAOYSA-N 0.000 description 1
- HVCNXQOWACZAFN-UHFFFAOYSA-N 4-ethylmorpholine Chemical compound CCN1CCOCC1 HVCNXQOWACZAFN-UHFFFAOYSA-N 0.000 description 1
- 244000215068 Acacia senegal Species 0.000 description 1
- 241000254032 Acrididae Species 0.000 description 1
- 241000175828 Adoxophyes orana Species 0.000 description 1
- 241000590412 Agromyzidae Species 0.000 description 1
- 241001600407 Aphis <genus> Species 0.000 description 1
- 241001083365 Armadillidae Species 0.000 description 1
- 241000722809 Armadillidium vulgare Species 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- 240000007124 Brassica oleracea Species 0.000 description 1
- 235000003899 Brassica oleracea var acephala Nutrition 0.000 description 1
- 235000011301 Brassica oleracea var capitata Nutrition 0.000 description 1
- 235000001169 Brassica oleracea var oleracea Nutrition 0.000 description 1
- 101150041968 CDC13 gene Proteins 0.000 description 1
- 229910021532 Calcite Inorganic materials 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 241001465828 Cecidomyiidae Species 0.000 description 1
- 241000426497 Chilo suppressalis Species 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- 241000098289 Cnaphalocrocis medinalis Species 0.000 description 1
- 241000255749 Coccinellidae Species 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- 241000254171 Curculionidae Species 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 241001466044 Delphacidae Species 0.000 description 1
- 241001183635 Echinocnemus Species 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- 241001243087 Gryllotalpidae Species 0.000 description 1
- 229920000084 Gum arabic Polymers 0.000 description 1
- 241000258937 Hemiptera Species 0.000 description 1
- 241001299253 Henosepilachna vigintioctopunctata Species 0.000 description 1
- 206010061217 Infestation Diseases 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 241001470017 Laodelphax striatella Species 0.000 description 1
- 241000255777 Lepidoptera Species 0.000 description 1
- 229920001732 Lignosulfonate Polymers 0.000 description 1
- 241000675914 Liriomyza chinensis Species 0.000 description 1
- 241000396080 Lissorhoptrus Species 0.000 description 1
- 235000007688 Lycopersicon esculentum Nutrition 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- 241000699670 Mus sp. Species 0.000 description 1
- 241000257226 Muscidae Species 0.000 description 1
- 241000721623 Myzus Species 0.000 description 1
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 1
- 241000358422 Nephotettix cincticeps Species 0.000 description 1
- 241001521166 Nezara antennata Species 0.000 description 1
- 241001671709 Nezara viridula Species 0.000 description 1
- 244000061176 Nicotiana tabacum Species 0.000 description 1
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 1
- 241000256259 Noctuidae Species 0.000 description 1
- 241000346285 Ostrinia furnacalis Species 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 241000488581 Panonychus citri Species 0.000 description 1
- 241000320508 Pentatomidae Species 0.000 description 1
- 241000500437 Plutella xylostella Species 0.000 description 1
- 241000500441 Plutellidae Species 0.000 description 1
- 229920000265 Polyparaphenylene Polymers 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 241000254103 Popillia Species 0.000 description 1
- 241000255893 Pyralidae Species 0.000 description 1
- 244000184734 Pyrus japonica Species 0.000 description 1
- 241000254062 Scarabaeidae Species 0.000 description 1
- 241000365764 Scirtothrips dorsalis Species 0.000 description 1
- 240000003768 Solanum lycopersicum Species 0.000 description 1
- 241001454295 Tetranychidae Species 0.000 description 1
- 241001454293 Tetranychus urticae Species 0.000 description 1
- 241000189579 Thripidae Species 0.000 description 1
- 241000339374 Thrips tabaci Species 0.000 description 1
- 241001414989 Thysanoptera Species 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
- 241000255901 Tortricidae Species 0.000 description 1
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical group ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 239000000205 acacia gum Substances 0.000 description 1
- 235000010489 acacia gum Nutrition 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 238000007605 air drying Methods 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 229940126142 compound 16 Drugs 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
- GGSUCNLOZRCGPQ-UHFFFAOYSA-N diethylaniline Chemical compound CCN(CC)C1=CC=CC=C1 GGSUCNLOZRCGPQ-UHFFFAOYSA-N 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- HPYNZHMRTTWQTB-UHFFFAOYSA-N dimethylpyridine Natural products CC1=CC=CN=C1C HPYNZHMRTTWQTB-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- QQFIULJNMVXXQZ-UHFFFAOYSA-N ethyl 3-[chlorosulfanyl(propan-2-yl)amino]propanoate Chemical compound CCOC(=O)CCN(SCl)C(C)C QQFIULJNMVXXQZ-UHFFFAOYSA-N 0.000 description 1
- LSSAEVJLHYSBLK-UHFFFAOYSA-N ethyl 3-[chlorosulfanyl-(3-ethoxy-3-oxopropyl)amino]propanoate Chemical compound C(C)OC(=O)CCN(SCl)CCC(=O)OCC LSSAEVJLHYSBLK-UHFFFAOYSA-N 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 231100001231 less toxic Toxicity 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 229940043265 methyl isobutyl ketone Drugs 0.000 description 1
- 239000003094 microcapsule Substances 0.000 description 1
- 201000002266 mite infestation Diseases 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- 229910017464 nitrogen compound Inorganic materials 0.000 description 1
- JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Inorganic materials O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 230000007096 poisonous effect Effects 0.000 description 1
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920000136 polysorbate Polymers 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 239000008262 pumice Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000005464 sample preparation method Methods 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 230000000391 smoking effect Effects 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000001593 sorbitan monooleate Substances 0.000 description 1
- 235000011069 sorbitan monooleate Nutrition 0.000 description 1
- 229940035049 sorbitan monooleate Drugs 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C331/00—Derivatives of thiocyanic acid or of isothiocyanic acid
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/24—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing the groups, or; Thio analogues thereof
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Dentistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP56189989A JPS5892655A (ja) | 1981-11-27 | 1981-11-27 | カ−バメイト系誘導体、その製造方法及びその誘導体を有効成分として含有する殺虫剤 |
JP18998981 | 1981-11-27 |
Publications (1)
Publication Number | Publication Date |
---|---|
NL8200742A true NL8200742A (nl) | 1983-06-16 |
Family
ID=16250522
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NL8200742A NL8200742A (nl) | 1981-11-27 | 1982-02-24 | Carbamaten, preparaten met insecticide-, myticide en/of nematocidewerking, werkwijze voor het bereiden van een en ander, alsmede methode voor het bestrijden van insekten, mijten en nematoden. |
Country Status (30)
Country | Link |
---|---|
US (1) | US4444786A (en!) |
JP (1) | JPS5892655A (en!) |
KR (1) | KR890000369B1 (en!) |
AR (1) | AR230987A1 (en!) |
AU (1) | AU541842B2 (en!) |
BE (1) | BE892302A (en!) |
BR (1) | BR8201028A (en!) |
CA (1) | CA1183548A (en!) |
CH (1) | CH650250A5 (en!) |
CS (1) | CS236670B2 (en!) |
DD (2) | DD202095A5 (en!) |
DE (1) | DE3206453C2 (en!) |
ES (1) | ES510546A0 (en!) |
FR (1) | FR2517301B1 (en!) |
GB (1) | GB2110206B (en!) |
GR (1) | GR75510B (en!) |
HU (1) | HU189564B (en!) |
IL (1) | IL65142A (en!) |
IT (1) | IT1147648B (en!) |
MA (1) | MA19394A1 (en!) |
MX (1) | MX6998E (en!) |
MY (1) | MY8600702A (en!) |
NL (1) | NL8200742A (en!) |
NZ (1) | NZ199806A (en!) |
OA (1) | OA07031A (en!) |
PH (2) | PH18547A (en!) |
SE (1) | SE453189B (en!) |
SU (1) | SU1225484A3 (en!) |
TR (1) | TR21248A (en!) |
ZA (1) | ZA821219B (en!) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5988461A (ja) * | 1982-11-11 | 1984-05-22 | Otsuka Chem Co Ltd | カ−バメイト系殺虫剤 |
US4686233A (en) * | 1985-03-29 | 1987-08-11 | Union Carbide Corporation | Pesticidal water-soluble aminoacid sulfenylated carbamates |
US4605667A (en) * | 1985-03-29 | 1986-08-12 | Union Carbide Corporation | Pesticidal water-soluble aminoacid sulfenylated carbamates |
JP3163461B2 (ja) * | 1992-10-19 | 2001-05-08 | 大塚化学株式会社 | 殺虫、殺ダニ剤組成物 |
TW200640368A (en) * | 2005-02-14 | 2006-12-01 | Du Pont | Method for controlling insect pests on plants |
EP2757105A1 (en) * | 2010-03-25 | 2014-07-23 | Abbvie Inc. | Apoptosis-inducing agents for the treatment of cancer and immune and autoimmune diseases |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2254359A1 (de) * | 1972-11-07 | 1974-05-16 | Bayer Ag | N-sulfenylierte carbamate, verfahren zu ihrer herstellung und ihre verwendung als insektizide und akarizide |
US4382957A (en) * | 1975-12-01 | 1983-05-10 | Union Carbide Corporation | Symmetrical insecticidal bis-carbamate compounds |
IT1082108B (it) * | 1976-06-22 | 1985-05-21 | Ciba Geigy Ag | Prodotti disinfestanti,procedimento per la loro preparazione e loro impiego |
US4323578A (en) * | 1979-08-10 | 1982-04-06 | E. I. Du Pont De Nemours And Company | Fluorinated carbamate insecticides |
-
1981
- 1981-11-27 JP JP56189989A patent/JPS5892655A/ja active Granted
-
1982
- 1982-02-18 CA CA000396578A patent/CA1183548A/en not_active Expired
- 1982-02-23 GB GB08205259A patent/GB2110206B/en not_active Expired
- 1982-02-23 DE DE3206453A patent/DE3206453C2/de not_active Expired - Fee Related
- 1982-02-23 AR AR288516A patent/AR230987A1/es active
- 1982-02-23 NZ NZ199806A patent/NZ199806A/en unknown
- 1982-02-24 NL NL8200742A patent/NL8200742A/nl not_active Application Discontinuation
- 1982-02-24 ZA ZA821219A patent/ZA821219B/xx unknown
- 1982-02-25 TR TR21248A patent/TR21248A/xx unknown
- 1982-02-25 SE SE8201187A patent/SE453189B/xx not_active IP Right Cessation
- 1982-02-25 IT IT47871/82A patent/IT1147648B/it active
- 1982-02-25 CH CH1150/82A patent/CH650250A5/fr not_active IP Right Cessation
- 1982-02-25 GR GR67416A patent/GR75510B/el unknown
- 1982-02-26 US US06/352,927 patent/US4444786A/en not_active Expired - Lifetime
- 1982-02-26 FR FR8203288A patent/FR2517301B1/fr not_active Expired
- 1982-02-26 AU AU80930/82A patent/AU541842B2/en not_active Ceased
- 1982-02-26 MX MX829936U patent/MX6998E/es unknown
- 1982-02-26 MA MA19599A patent/MA19394A1/fr unknown
- 1982-02-26 DD DD82237738A patent/DD202095A5/de not_active IP Right Cessation
- 1982-02-26 CS CS821343A patent/CS236670B2/cs unknown
- 1982-02-26 OA OA57627A patent/OA07031A/xx unknown
- 1982-02-26 BE BE0/207430A patent/BE892302A/fr not_active IP Right Cessation
- 1982-02-26 HU HU82600A patent/HU189564B/hu not_active IP Right Cessation
- 1982-02-26 KR KR8200864A patent/KR890000369B1/ko not_active Expired
- 1982-02-26 DD DD82244313A patent/DD209444A5/de not_active IP Right Cessation
- 1982-02-26 BR BR8201028A patent/BR8201028A/pt not_active IP Right Cessation
- 1982-02-26 ES ES510546A patent/ES510546A0/es active Granted
- 1982-02-26 PH PH26923A patent/PH18547A/en unknown
- 1982-03-01 IL IL65142A patent/IL65142A/xx not_active IP Right Cessation
- 1982-07-16 SU SU823464346A patent/SU1225484A3/ru active
-
1983
- 1983-06-03 PH PH29006A patent/PH18842A/en unknown
-
1986
- 1986-12-30 MY MY702/86A patent/MY8600702A/xx unknown
Also Published As
Similar Documents
Publication | Publication Date | Title |
---|---|---|
KR900003088B1 (ko) | 5-하이드록시피라졸 유도체 | |
JPS6049638B2 (ja) | カ−バメイト系殺虫剤 | |
NL8200742A (nl) | Carbamaten, preparaten met insecticide-, myticide en/of nematocidewerking, werkwijze voor het bereiden van een en ander, alsmede methode voor het bestrijden van insekten, mijten en nematoden. | |
CA1114392A (en) | Acaricidal insecticidal and nematocidal phosphoroamidothioates | |
US4166864A (en) | Pesticidal unsymmetrical bis-arylcarbamate disulfide compounds | |
CA1170662A (en) | Carbamate derivatives, process for preparing same and carbamate insecticides | |
GB2084134A (en) | Insecticidal, miticidal and nematocidal dihydrobenzofuran aminosulphenyl carbabates | |
US4413005A (en) | Carbamate derivatives and insecticidal, miticidal or nematocidal compositions containing the same | |
US4568671A (en) | Pesticidal oxime N-alkyl-N-α-(alkylthio-phosphorothio)acyl carbamates | |
US4209512A (en) | Mono- and di-thiophosphate esters containing an isoxazolinone ring and compositions and methods containing the same | |
US4150122A (en) | Substituted carbamates | |
US4560682A (en) | Organophosphoric acid esters of benzofuranols and pesticidal compositions thereof | |
IL43144A (en) | Thiophosphoric acid amide esters their preparation and their use in insecticidal acaricidal and nematicidal compositions | |
US4617295A (en) | Pesticidal oxime N-alkyl-N-α-(alkylthio-phosphorothio)acyl carbamates | |
KR850000743B1 (ko) | 카바메이트유도체의 제조방법 | |
CA1139771A (en) | (n-methylcarbamoyl-phenoxy)-(n',n'',n''- trialkyl-urea)-n,n'-sulfide derivatives, processes for producing them, compositions containing these derivatives as active ingredients, and the use thereof for controlling insect pests | |
US3135780A (en) | O, o-dimethyl-o-(3-methyl-4-nitrophenyl) thionophosphate | |
US4072750A (en) | 1,3,5-Trithiane and 1,3,5-oxadithiane carbamoyloxime compounds and insecticidal and miticidal compositions and methods employing them | |
US4605667A (en) | Pesticidal water-soluble aminoacid sulfenylated carbamates | |
KR820000080B1 (ko) | N-치환된 페닐 카바모일 메틸티오 포스포네이트 유도체의 제조방법 | |
US3852438A (en) | Pesticidal compositions containing 1-halo-2-aryloxy-vinyl-(2)-phosphates | |
US3830884A (en) | Dialkylsulfoximinocarbonylmethyl thiophosphates and process for preparation thereof | |
US4540708A (en) | Sulfenyl carbamate derivatives and insecticidal compositions containing the same | |
US4413007A (en) | Pesticidal symmetrical N-substituted bis-carbamoyloximino disulfide compounds | |
US4514392A (en) | Pesticidal aryl N-(alkylthio-phosphorothio)acyl-N-alkylcarbamates |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A85 | Still pending on 85-01-01 | ||
BA | A request for search or an international-type search has been filed | ||
BB | A search report has been drawn up | ||
BC | A request for examination has been filed | ||
BV | The patent application has lapsed |