CS199217B2 - Insecticide,acaricide and nematocide and method of producing active constituent - Google Patents

Insecticide,acaricide and nematocide and method of producing active constituent Download PDF

Info

Publication number: CS199217B2
Authority: CS; Czechoslovakia
Prior art keywords: ester; c2h5o; amide; active ingredient; c3h7s
Prior art date: 1977-08-19

Application number

CS785380A

Other languages

Czech (cs)

English (en)

Inventor

Hellmut Hoffmann

Ingeborg Hammann

Bernhard Homeyer

Original Assignee

Bayer Ag

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.)

1977-08-19

Filing date

1978-08-17

Publication date

1980-07-31

1978-08-17 Application filed by Bayer Ag filed Critical Bayer Ag

1980-07-31 Publication of CS199217B2 publication Critical patent/CS199217B2/cs

Links

238000000034 method Methods 0.000 title claims description 6
230000000895 acaricidal effect Effects 0.000 title description 6
230000001069 nematicidal effect Effects 0.000 title description 6
239000000642 acaricide Substances 0.000 title 1
239000000470 constituent Substances 0.000 title 1
239000002917 insecticide Substances 0.000 title 1
239000005645 nematicide Substances 0.000 title 1
239000004480 active ingredient Substances 0.000 claims description 18
229910052760 oxygen Inorganic materials 0.000 claims description 12
238000002360 preparation method Methods 0.000 claims description 12
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 9
150000005690 diesters Chemical class 0.000 claims description 7
239000002253 acid Substances 0.000 claims description 6
125000004432 carbon atom Chemical group C* 0.000 claims description 4
239000003960 organic solvent Substances 0.000 claims description 4
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 3
150000007513 acids Chemical class 0.000 claims description 3
150000001408 amides Chemical class 0.000 claims description 3
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 3
239000001301 oxygen Substances 0.000 claims description 3
229910052717 sulfur Chemical group 0.000 claims description 3
239000011593 sulfur Chemical group 0.000 claims description 3
125000003545 alkoxy group Chemical group 0.000 claims description 2
125000000217 alkyl group Chemical group 0.000 claims description 2
JTEVUCQIVRGWHT-UHFFFAOYSA-N phosphoric acid;phthalic acid Chemical compound OP(O)(O)=O.OC(=O)C1=CC=CC=C1C(O)=O JTEVUCQIVRGWHT-UHFFFAOYSA-N 0.000 claims 1
125000004066 1-hydroxyethyl group Chemical group [H]OC([H])([*])C([H])([H])[H] 0.000 description 22
-1 tert-butylaminomethyl Chemical group 0.000 description 22
WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 21
239000013543 active substance Substances 0.000 description 20
239000002904 solvent Substances 0.000 description 15
239000000203 mixture Substances 0.000 description 13
150000001875 compounds Chemical class 0.000 description 12
239000000126 substance Substances 0.000 description 12
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 11
241000607479 Yersinia pestis Species 0.000 description 10
239000003995 emulsifying agent Substances 0.000 description 10
125000000134 2-(methylsulfanyl)ethyl group Chemical group [H]C([H])([H])SC([H])([H])C([H])([H])[*] 0.000 description 9
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
239000002689 soil Substances 0.000 description 8
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
238000009472 formulation Methods 0.000 description 7
241000239290 Araneae Species 0.000 description 6
235000011007 phosphoric acid Nutrition 0.000 description 6
150000003016 phosphoric acids Chemical class 0.000 description 6
241000196324 Embryophyta Species 0.000 description 5
241000244206 Nematoda Species 0.000 description 5
238000006243 chemical reaction Methods 0.000 description 5
239000012141 concentrate Substances 0.000 description 5
125000004119 disulfanediyl group Chemical group *SS* 0.000 description 5
230000000694 effects Effects 0.000 description 5
150000002148 esters Chemical class 0.000 description 5
QSLPNSWXUQHVLP-UHFFFAOYSA-N $l^{1}-sulfanylmethane Chemical compound [S]C QSLPNSWXUQHVLP-UHFFFAOYSA-N 0.000 description 4
241001454295 Tetranychidae Species 0.000 description 4
125000002877 alkyl aryl group Chemical group 0.000 description 4
239000000969 carrier Substances 0.000 description 4
239000008187 granular material Substances 0.000 description 4
230000000749 insecticidal effect Effects 0.000 description 4
229920000151 polyglycol Polymers 0.000 description 4
239000010695 polyglycol Substances 0.000 description 4
239000000843 powder Substances 0.000 description 4
VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
241000258920 Chilopoda Species 0.000 description 3
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
241000255925 Diptera Species 0.000 description 3
PNKUSGQVOMIXLU-UHFFFAOYSA-N Formamidine Chemical compound NC=N PNKUSGQVOMIXLU-UHFFFAOYSA-N 0.000 description 3
241000238631 Hexapoda Species 0.000 description 3
241000258916 Leptinotarsa decemlineata Species 0.000 description 3
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
239000003795 chemical substances by application Substances 0.000 description 3
239000002552 dosage form Substances 0.000 description 3
229910052500 inorganic mineral Inorganic materials 0.000 description 3
239000011707 mineral Substances 0.000 description 3
235000010755 mineral Nutrition 0.000 description 3
MCGDEFQPHREUNF-UHFFFAOYSA-N n'-ethylmethanimidamide Chemical compound CCNC=N MCGDEFQPHREUNF-UHFFFAOYSA-N 0.000 description 3
DCTMIFVCTIMQPP-UHFFFAOYSA-N n'-propan-2-ylmethanimidamide Chemical compound CC(C)N=CN DCTMIFVCTIMQPP-UHFFFAOYSA-N 0.000 description 3
FMMQARUOBVBKGJ-UHFFFAOYSA-N n'-propylmethanimidamide Chemical compound CCCN=CN FMMQARUOBVBKGJ-UHFFFAOYSA-N 0.000 description 3
239000007787 solid Substances 0.000 description 3
230000009897 systematic effect Effects 0.000 description 3
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 3
241000238876 Acari Species 0.000 description 2
241001674044 Blattodea Species 0.000 description 2
240000007124 Brassica oleracea Species 0.000 description 2
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
241000254173 Coleoptera Species 0.000 description 2
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
240000008415 Lactuca sativa Species 0.000 description 2
235000003228 Lactuca sativa Nutrition 0.000 description 2
241000255777 Lepidoptera Species 0.000 description 2
241001143352 Meloidogyne Species 0.000 description 2
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
241001608567 Phaedon cochleariae Species 0.000 description 2
229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
241001481703 Rhipicephalus <genus> Species 0.000 description 2
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
241000254107 Tenebrionidae Species 0.000 description 2
241001454294 Tetranychus Species 0.000 description 2
RYYWUUFWQRZTIU-UHFFFAOYSA-N Thiophosphoric acid Chemical compound OP(O)(S)=O RYYWUUFWQRZTIU-UHFFFAOYSA-N 0.000 description 2
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
239000000443 aerosol Substances 0.000 description 2
150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
125000006295 amino methylene group Chemical group [H]N(*)C([H])([H])* 0.000 description 2
239000007859 condensation product Substances 0.000 description 2
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
239000003085 diluting agent Substances 0.000 description 2
239000002270 dispersing agent Substances 0.000 description 2
239000000975 dye Substances 0.000 description 2
239000000839 emulsion Substances 0.000 description 2
150000002170 ethers Chemical class 0.000 description 2
238000011156 evaluation Methods 0.000 description 2
239000006260 foam Substances 0.000 description 2
239000007789 gas Substances 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
239000007788 liquid Substances 0.000 description 2
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
229910052753 mercury Inorganic materials 0.000 description 2
SMRGCMLEAAXFFD-UHFFFAOYSA-N n'-tert-butylmethanimidamide Chemical compound CC(C)(C)NC=N SMRGCMLEAAXFFD-UHFFFAOYSA-N 0.000 description 2
229920000642 polymer Polymers 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
239000007858 starting material Substances 0.000 description 2
239000000725 suspension Substances 0.000 description 2
239000002699 waste material Substances 0.000 description 2
125000004191 (C1-C6) alkoxy group Chemical group 0.000 description 1
125000006700 (C1-C6) alkylthio group Chemical group 0.000 description 1
241001143309 Acanthoscelides obtectus Species 0.000 description 1
241000934067 Acarus Species 0.000 description 1
241000238818 Acheta domesticus Species 0.000 description 1
241000254032 Acrididae Species 0.000 description 1
241001524031 Aedes sp. Species 0.000 description 1
241000902874 Agelastica alni Species 0.000 description 1
241001136265 Agriotes Species 0.000 description 1
241000218473 Agrotis Species 0.000 description 1
RGCKGOZRHPZPFP-UHFFFAOYSA-N Alizarin Natural products C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 description 1
239000005995 Aluminium silicate Substances 0.000 description 1
241000238679 Amblyomma Species 0.000 description 1
241001398046 Amphimallon solstitiale Species 0.000 description 1
241001520752 Anopheles sp. Species 0.000 description 1
241001427556 Anoplura Species 0.000 description 1
241000254177 Anthonomus Species 0.000 description 1
241001640910 Anthrenus Species 0.000 description 1
241000294569 Aphelenchoides Species 0.000 description 1
241001124076 Aphididae Species 0.000 description 1
241001600407 Aphis <genus> Species 0.000 description 1
241001600408 Aphis gossypii Species 0.000 description 1
241000239223 Arachnida Species 0.000 description 1
241001480748 Argas Species 0.000 description 1
241000722809 Armadillidium vulgare Species 0.000 description 1
241000387321 Aspidiotus nerii Species 0.000 description 1
241001174347 Atomaria Species 0.000 description 1
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
241000131286 Attagenus Species 0.000 description 1
241001490249 Bactrocera oleae Species 0.000 description 1
241000254127 Bemisia tabaci Species 0.000 description 1
241001142392 Bibio Species 0.000 description 1
241001573716 Blaniulus guttulatus Species 0.000 description 1
241000238662 Blatta orientalis Species 0.000 description 1
241000238657 Blattella germanica Species 0.000 description 1
ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
235000011303 Brassica alboglabra Nutrition 0.000 description 1
240000002791 Brassica napus Species 0.000 description 1
235000011302 Brassica oleracea Nutrition 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
235000004977 Brassica sinapistrum Nutrition 0.000 description 1
241001444260 Brassicogethes aeneus Species 0.000 description 1
241000982105 Brevicoryne brassicae Species 0.000 description 1
241000398201 Bryobia praetiosa Species 0.000 description 1
241001517925 Bucculatrix Species 0.000 description 1
241001491790 Bupalus piniaria Species 0.000 description 1
241001416092 Buteo buteo Species 0.000 description 1
241001212014 Cacoecia Species 0.000 description 1
101100294102 Caenorhabditis elegans nhr-2 gene Proteins 0.000 description 1
241000257163 Calliphora vicina Species 0.000 description 1
241001249699 Capitata Species 0.000 description 1
229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
241001221118 Cecidophyopsis ribis Species 0.000 description 1
241001098608 Ceratophyllus Species 0.000 description 1
241000426499 Chilo Species 0.000 description 1
241000359265 Chorioptes sp. Species 0.000 description 1
241001124134 Chrysomelidae Species 0.000 description 1
241001327638 Cimex lectularius Species 0.000 description 1
241000132536 Cirsium Species 0.000 description 1
235000008733 Citrus aurantifolia Nutrition 0.000 description 1
235000013162 Cocos nucifera Nutrition 0.000 description 1
244000060011 Cocos nucifera Species 0.000 description 1
241001427559 Collembola Species 0.000 description 1
241000683561 Conoderus Species 0.000 description 1
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
241001094913 Cryptomyzus Species 0.000 description 1
241000256054 Culex <genus> Species 0.000 description 1
241000692095 Cuterebra Species 0.000 description 1
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
241001635274 Cydia pomonella Species 0.000 description 1
241001124144 Dermaptera Species 0.000 description 1
241001641895 Dermestes Species 0.000 description 1
ZDQWESQEGGJUCH-UHFFFAOYSA-N Diisopropyl adipate Chemical compound CC(C)OC(=O)CCCCC(=O)OC(C)C ZDQWESQEGGJUCH-UHFFFAOYSA-N 0.000 description 1
241000258963 Diplopoda Species 0.000 description 1
241000399949 Ditylenchus dipsaci Species 0.000 description 1
241000255601 Drosophila melanogaster Species 0.000 description 1
241001425477 Dysdercus Species 0.000 description 1
241000241133 Earias Species 0.000 description 1
241000462639 Epilachna varivestis Species 0.000 description 1
241000917107 Eriosoma lanigerum Species 0.000 description 1
241000515838 Eurygaster Species 0.000 description 1
241000239245 Euscelis Species 0.000 description 1
241001585293 Euxoa Species 0.000 description 1
241000371383 Fannia Species 0.000 description 1
241000233488 Feltia Species 0.000 description 1
241000720914 Forficula auricularia Species 0.000 description 1
241000255896 Galleria mellonella Species 0.000 description 1
241000248126 Geophilus Species 0.000 description 1
241001043186 Gibbium Species 0.000 description 1
241000261585 Hadrobregmus pertinax Species 0.000 description 1
241000790933 Haematopinus Species 0.000 description 1
244000020551 Helianthus annuus Species 0.000 description 1
235000003222 Helianthus annuus Nutrition 0.000 description 1
241000256257 Heliothis Species 0.000 description 1
241000258937 Hemiptera Species 0.000 description 1
241001659688 Hercinothrips femoralis Species 0.000 description 1
241001480224 Heterodera Species 0.000 description 1
241001466007 Heteroptera Species 0.000 description 1
241000679711 Homona Species 0.000 description 1
241001417351 Hoplocampa Species 0.000 description 1
240000005979 Hordeum vulgare Species 0.000 description 1
235000007340 Hordeum vulgare Nutrition 0.000 description 1
241001251909 Hyalopterus pruni Species 0.000 description 1
241000832180 Hylotrupes bajulus Species 0.000 description 1
241000257303 Hymenoptera Species 0.000 description 1
241000257176 Hypoderma <fly> Species 0.000 description 1
206010061217 Infestation Diseases 0.000 description 1
241001495069 Ischnocera Species 0.000 description 1
241001149911 Isopoda Species 0.000 description 1
241000256602 Isoptera Species 0.000 description 1
241000238681 Ixodes Species 0.000 description 1
239000005909 Kieselgur Substances 0.000 description 1
241001049902 Kuehniella Species 0.000 description 1
241000256686 Lasius <genus> Species 0.000 description 1
241000238866 Latrodectus mactans Species 0.000 description 1
241000500881 Lepisma Species 0.000 description 1
240000007472 Leucaena leucocephala Species 0.000 description 1
235000010643 Leucaena leucocephala Nutrition 0.000 description 1
235000019738 Limestone Nutrition 0.000 description 1
241000254023 Locusta Species 0.000 description 1
241001220360 Longidorus Species 0.000 description 1
241000257162 Lucilia <blowfly> Species 0.000 description 1
241001177134 Lyctus Species 0.000 description 1
241000721696 Lymantria Species 0.000 description 1
241000555303 Mamestra brassicae Species 0.000 description 1
241001415015 Melanoplus differentialis Species 0.000 description 1
241000243786 Meloidogyne incognita Species 0.000 description 1
241000254071 Melolontha Species 0.000 description 1
241001465754 Metazoa Species 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
ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
241000952627 Monomorium pharaonis Species 0.000 description 1
241000721623 Myzus Species 0.000 description 1
241000359016 Nephotettix Species 0.000 description 1
244000061176 Nicotiana tabacum Species 0.000 description 1
235000002637 Nicotiana tabacum Nutrition 0.000 description 1
241001556089 Nilaparvata lugens Species 0.000 description 1
241001385056 Niptus hololeucus Species 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
241000384103 Oniscus asellus Species 0.000 description 1
241000963703 Onychiurus armatus Species 0.000 description 1
241001491877 Operophtera brumata Species 0.000 description 1
241000238887 Ornithodoros Species 0.000 description 1
241000238814 Orthoptera Species 0.000 description 1
241000131101 Oryzaephilus surinamensis Species 0.000 description 1
241000975417 Oscinella frit Species 0.000 description 1
241000346285 Ostrinia furnacalis Species 0.000 description 1
241000486438 Panolis flammea Species 0.000 description 1
241000488585 Panonychus Species 0.000 description 1
241001450657 Parthenolecanium corni Species 0.000 description 1
241000721451 Pectinophora gossypiella Species 0.000 description 1
241000238675 Periplaneta americana Species 0.000 description 1
241001608568 Phaedon Species 0.000 description 1
244000046052 Phaseolus vulgaris Species 0.000 description 1
241001401861 Phorodon humuli Species 0.000 description 1
241001674048 Phthiraptera Species 0.000 description 1
241001525654 Phyllocnistis citrella Species 0.000 description 1
241000497192 Phyllocoptruta oleivora Species 0.000 description 1
241000255972 Pieris <butterfly> Species 0.000 description 1
241000690748 Piesma Species 0.000 description 1
241000500437 Plutella xylostella Species 0.000 description 1
239000004372 Polyvinyl alcohol Substances 0.000 description 1
241000908127 Porcellio scaber Species 0.000 description 1
241000193943 Pratylenchus Species 0.000 description 1
108010009736 Protein Hydrolysates Proteins 0.000 description 1
235000005805 Prunus cerasus Nutrition 0.000 description 1
241001649229 Psoroptes Species 0.000 description 1
241001590455 Pyrausta Species 0.000 description 1
241000201375 Radopholus similis Species 0.000 description 1
241001509970 Reticulitermes <genus> Species 0.000 description 1
241000722249 Rhodnius prolixus Species 0.000 description 1
241001510236 Rhyparobia maderae Species 0.000 description 1
241000318997 Rhyzopertha dominica Species 0.000 description 1
235000001537 Ribes X gardonianum Nutrition 0.000 description 1
235000001535 Ribes X utile Nutrition 0.000 description 1
235000016919 Ribes petraeum Nutrition 0.000 description 1
244000281247 Ribes rubrum Species 0.000 description 1
235000002355 Ribes spicatum Nutrition 0.000 description 1
241000319984 Sarcoptes sp. Species 0.000 description 1
206010039509 Scab Diseases 0.000 description 1
241000253973 Schistocerca gregaria Species 0.000 description 1
241000522594 Scorpio maurus Species 0.000 description 1
241000258242 Siphonaptera Species 0.000 description 1
241000180219 Sitobion avenae Species 0.000 description 1
241000254181 Sitophilus Species 0.000 description 1
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
241000256248 Spodoptera Species 0.000 description 1
241000256247 Spodoptera exigua Species 0.000 description 1
241000985245 Spodoptera litura Species 0.000 description 1
LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
241000883295 Symphyla Species 0.000 description 1
241000255626 Tabanus <genus> Species 0.000 description 1
241000255632 Tabanus atratus Species 0.000 description 1
241000254105 Tenebrio Species 0.000 description 1
241000255588 Tephritidae 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
241000511627 Tipula paludosa Species 0.000 description 1
241000018137 Trialeurodes vaporariorum Species 0.000 description 1
241001414833 Triatoma Species 0.000 description 1
241000254086 Tribolium <beetle> Species 0.000 description 1
241001259047 Trichodectes Species 0.000 description 1
241001220308 Trichodorus Species 0.000 description 1
241000539634 Trichophaga tapetzella Species 0.000 description 1
241000255993 Trichoplusia ni Species 0.000 description 1
241000267823 Trogoderma Species 0.000 description 1
241001267621 Tylenchulus semipenetrans Species 0.000 description 1
244000274883 Urtica dioica Species 0.000 description 1
235000009108 Urtica dioica Nutrition 0.000 description 1
240000005409 Utricularia caerulea Species 0.000 description 1
241000256856 Vespidae Species 0.000 description 1
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical group ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
241001274788 Viteus vitifoliae Species 0.000 description 1
235000013447 Xanthosoma atrovirens Nutrition 0.000 description 1
240000001781 Xanthosoma sagittifolium Species 0.000 description 1
241000201423 Xiphinema Species 0.000 description 1
241000254234 Xyeloidea Species 0.000 description 1
241001466337 Yponomeuta Species 0.000 description 1
240000008042 Zea mays Species 0.000 description 1
235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 1
235000002017 Zea mays subsp mays Nutrition 0.000 description 1
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
241001414985 Zygentoma Species 0.000 description 1
NKYPKIVMIGIWOB-UHFFFAOYSA-N [amino(methoxy)phosphinothioyl]oxymethane Chemical compound COP(N)(=S)OC NKYPKIVMIGIWOB-UHFFFAOYSA-N 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
HFVAFDPGUJEFBQ-UHFFFAOYSA-M alizarin red S Chemical compound [Na+].O=C1C2=CC=CC=C2C(=O)C2=C1C=C(S([O-])(=O)=O)C(O)=C2O HFVAFDPGUJEFBQ-UHFFFAOYSA-M 0.000 description 1
125000004414 alkyl thio group Chemical group 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
235000012211 aluminium silicate Nutrition 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
150000001492 aromatic hydrocarbon derivatives Chemical class 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
229960000892 attapulgite Drugs 0.000 description 1
150000001555 benzenes Chemical class 0.000 description 1
229910052796 boron Inorganic materials 0.000 description 1
239000001273 butane Substances 0.000 description 1
239000001569 carbon dioxide Substances 0.000 description 1
229910002092 carbon dioxide Inorganic materials 0.000 description 1
239000001768 carboxy methyl cellulose Substances 0.000 description 1
235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
239000008112 carboxymethyl-cellulose Substances 0.000 description 1
239000001913 cellulose Substances 0.000 description 1
229920002678 cellulose Polymers 0.000 description 1
239000010941 cobalt Substances 0.000 description 1
229910017052 cobalt Inorganic materials 0.000 description 1
GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
238000001816 cooling Methods 0.000 description 1
229910052802 copper Inorganic materials 0.000 description 1
239000010949 copper Substances 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
238000010511 deprotection reaction Methods 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
NAGJZTKCGNOGPW-UHFFFAOYSA-N dithiophosphoric acid Chemical compound OP(O)(S)=S NAGJZTKCGNOGPW-UHFFFAOYSA-N 0.000 description 1
239000010459 dolomite Substances 0.000 description 1
229910000514 dolomite Inorganic materials 0.000 description 1
239000003814 drug Substances 0.000 description 1
235000013399 edible fruits Nutrition 0.000 description 1
238000005538 encapsulation Methods 0.000 description 1
230000012173 estrus Effects 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
230000002349 favourable effect Effects 0.000 description 1
239000000945 filler Substances 0.000 description 1
235000013312 flour Nutrition 0.000 description 1
239000010903 husk Substances 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
239000001023 inorganic pigment Substances 0.000 description 1
229910052742 iron Inorganic materials 0.000 description 1
DCYOBGZUOMKFPA-UHFFFAOYSA-N iron(2+);iron(3+);octadecacyanide Chemical compound [Fe+2].[Fe+2].[Fe+2].[Fe+3].[Fe+3].[Fe+3].[Fe+3].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] DCYOBGZUOMKFPA-UHFFFAOYSA-N 0.000 description 1
JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
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 1
150000002576 ketones Chemical class 0.000 description 1
239000004571 lime Substances 0.000 description 1
239000006028 limestone Substances 0.000 description 1
235000009973 maize Nutrition 0.000 description 1
150000002696 manganese Chemical class 0.000 description 1
239000004579 marble Substances 0.000 description 1
239000000463 material Substances 0.000 description 1
229920000609 methyl cellulose Polymers 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
239000001923 methylcellulose Substances 0.000 description 1
235000010981 methylcellulose Nutrition 0.000 description 1
238000002156 mixing Methods 0.000 description 1
229910052750 molybdenum Inorganic materials 0.000 description 1
239000011733 molybdenum Substances 0.000 description 1
229910052901 montmorillonite Inorganic materials 0.000 description 1
YUDJKMBKBDVCNR-UHFFFAOYSA-N n'-butylmethanimidamide Chemical compound CCCCNC=N YUDJKMBKBDVCNR-UHFFFAOYSA-N 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
150000002790 naphthalenes Chemical class 0.000 description 1
JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Inorganic materials O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 description 1
235000015097 nutrients Nutrition 0.000 description 1
239000003921 oil Substances 0.000 description 1
239000012044 organic layer Substances 0.000 description 1
239000011368 organic material Substances 0.000 description 1
239000012074 organic phase Substances 0.000 description 1
239000005022 packaging material Substances 0.000 description 1
229910052625 palygorskite Inorganic materials 0.000 description 1
244000045947 parasite Species 0.000 description 1
230000003071 parasitic effect Effects 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
239000001007 phthalocyanine dye Substances 0.000 description 1
239000000049 pigment Substances 0.000 description 1
239000002574 poison Substances 0.000 description 1
231100000614 poison Toxicity 0.000 description 1
239000002798 polar solvent Substances 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
230000002035 prolonged effect Effects 0.000 description 1
239000001294 propane Substances 0.000 description 1
239000003531 protein hydrolysate Substances 0.000 description 1
239000008262 pumice Substances 0.000 description 1
239000010453 quartz Substances 0.000 description 1
239000000376 reactant Substances 0.000 description 1
150000004760 silicates Chemical class 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
239000000779 smoke Substances 0.000 description 1
229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
235000017557 sodium bicarbonate Nutrition 0.000 description 1
229910052938 sodium sulfate Inorganic materials 0.000 description 1
235000011152 sodium sulphate Nutrition 0.000 description 1
239000000243 solution Substances 0.000 description 1
241000894007 species Species 0.000 description 1
239000007921 spray Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
239000000758 substrate Substances 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
229920002994 synthetic fiber Polymers 0.000 description 1
230000009885 systemic effect Effects 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
150000003578 thiophosphoric acid amides Chemical class 0.000 description 1
239000004408 titanium dioxide Substances 0.000 description 1
231100000419 toxicity Toxicity 0.000 description 1
230000001988 toxicity Effects 0.000 description 1
239000003039 volatile agent Substances 0.000 description 1
239000002023 wood Substances 0.000 description 1
239000008096 xylene Substances 0.000 description 1
239000011701 zinc Substances 0.000 description 1
229910052725 zinc Inorganic materials 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
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/26—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-nitrogen bonds
- A01N57/28—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-nitrogen bonds containing acyclic or cycloaliphatic radicals
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/22—Amides of acids of phosphorus
- C07F9/24—Esteramides
- C07F9/2454—Esteramides the amide moiety containing a substituent or a structure which is considered as characteristic
- C07F9/2458—Esteramides the amide moiety containing a substituent or a structure which is considered as characteristic of aliphatic amines

Landscapes

Life Sciences & Earth Sciences (AREA)
Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
General Health & Medical Sciences (AREA)
Pest Control & Pesticides (AREA)
Molecular Biology (AREA)
Agronomy & Crop Science (AREA)
Biochemistry (AREA)
Plant Pathology (AREA)
Engineering & Computer Science (AREA)
Dentistry (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Environmental Sciences (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)

CS785380A 1977-08-19 1978-08-17 Insecticide,acaricide and nematocide and method of producing active constituent CS199217B2 (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE19772737403 DE2737403A1 (de)	1977-08-19	1977-08-19	N-(aminomethylen)-(mono- bzw. dithio) -phosphorsaeurediesteramide, verfahren zu ihrer herstellung und ihre verwendung als insektizide, akarizide und nematizide

Publications (1)

Publication Number	Publication Date
CS199217B2 true CS199217B2 (en)	1980-07-31

Family

ID=6016782

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CS785380A CS199217B2 (en)	1977-08-19	1978-08-17	Insecticide,acaricide and nematocide and method of producing active constituent

Country Status (14)

Country	Link
US (1)	US4176181A (da)
EP (1)	EP0000888A1 (da)
JP (2)	JPS5441824A (da)
AU (1)	AU3905978A (da)
BR (1)	BR7805332A (da)
CS (1)	CS199217B2 (da)
DD (1)	DD138271A5 (da)
DE (1)	DE2737403A1 (da)
DK (1)	DK367178A (da)
ES (1)	ES472670A1 (da)
IL (1)	IL55380A0 (da)
IT (1)	IT7826801A0 (da)
PL (1)	PL110572B1 (da)
ZA (1)	ZA784698B (da)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE2831934A1 (de) *	1978-07-20	1980-02-07	Bayer Ag	O-aethyl-s-n-propyl-n-aminomethyliden-thiolphosphorsaeurediesterimide, verfahren zu ihrer herstellung und ihre verwendung als schaedlingsbekaempfungsmittel
JPS60178733U (ja) *	1984-05-04	1985-11-27	榎本　正実	ユニツトバス用自動換気装置
IT1180365B (it) *	1984-07-04	1987-09-23	Archetti Di Luigi Archetti & C	Sistema di costruzione di pulegge composite stampate in lamiera comprendenti piu' pulegge modulari e puleggia risultante
CN105131033B (zh) *	2015-08-10	2017-05-31	河北工业大学	N‑(1,2‑二苯基‑2‑氨基)‑硫代磷酰胺盐及其应用

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3734980A (en) *	1969-12-15	1973-05-22	Stauffer Chemical Co	Phosphorus containing amidines
US3826830A (en) *	1971-01-11	1974-07-30	Stauffer Chemical Co	Certain phosphorus containing amidine compounds as insecticides and acaricides
BE792901A (fr) *	1971-12-17	1973-06-18	Ciba Geigy	Amidines phosphorees et produits pesticides qui en contiennent
DE2211338B2 (de) *	1972-03-09	1981-01-08	Bayer Ag, 5090 Leverkusen	N-(Aminomethyliden)-thiol-phosphorsäureesterimide, Verfahren zu ihrer Herstellung und ihre Verwendung als Insektizide und Akarizide
CH565509A5 (da) *	1972-03-17	1975-08-29	Ciba Geigy Ag
DE2216552C3 (de) *	1972-04-06	1980-10-30	Bayer Ag, 5090 Leverkusen	Disubstituierte N- [Aminomethyliden] - thiol-(thiono)-phosphorsäureesterimide, Verfahren zu ihrer Herstellung und ihre Verwendung als Insektizide und Akarizide
DE2420069A1 (de) *	1974-04-25	1975-11-13	Bayer Ag	N,n-dimethyl-n'- eckige klammer auf 0-phenyl(thiono)-alkanphosphonyl eckige klammer zu formamidine, verfahren zu ihrer herstellung und ihre verwendung als insektizide, akarizide und nematizide

1977
- 1977-08-19 DE DE19772737403 patent/DE2737403A1/de active Pending
1978
- 1978-08-04 US US05/931,046 patent/US4176181A/en not_active Expired - Lifetime
- 1978-08-07 EP EP78100600A patent/EP0000888A1/de not_active Withdrawn
- 1978-08-17 CS CS785380A patent/CS199217B2/cs unknown
- 1978-08-17 PL PL1978209093A patent/PL110572B1/pl unknown
- 1978-08-17 JP JP9958478A patent/JPS5441824A/ja active Pending
- 1978-08-17 DD DD78207347A patent/DD138271A5/xx unknown
- 1978-08-17 IT IT7826801A patent/IT7826801A0/it unknown
- 1978-08-17 JP JP9958378A patent/JPS5441823A/ja active Pending
- 1978-08-17 IL IL7855380A patent/IL55380A0/xx unknown
- 1978-08-18 DK DK367178A patent/DK367178A/da unknown
- 1978-08-18 BR BR7805332A patent/BR7805332A/pt unknown
- 1978-08-18 ZA ZA00784698A patent/ZA784698B/xx unknown
- 1978-08-18 AU AU39059/78A patent/AU3905978A/en active Pending
- 1978-08-18 ES ES472670A patent/ES472670A1/es not_active Expired

Also Published As

Publication number	Publication date
US4176181A (en)	1979-11-27
DD138271A5 (de)	1979-10-24
DE2737403A1 (de)	1979-02-22
ES472670A1 (es)	1979-02-16
EP0000888A1 (de)	1979-03-07
IT7826801A0 (it)	1978-08-17
PL209093A1 (pl)	1979-05-21
BR7805332A (pt)	1979-05-02
JPS5441823A (en)	1979-04-03
PL110572B1 (en)	1980-07-31
IL55380A0 (en)	1978-10-31
ZA784698B (en)	1979-08-29
JPS5441824A (en)	1979-04-03
DK367178A (da)	1979-02-20
AU3905978A (en)	1980-02-21

Publication	Publication Date	Title
EP0009566B1 (de)	1981-09-09	2-Cycloalkyl-pyrimidin(5)yl-(thiono)(thiol)-phosphor-(phosphon)-säureester bzw. -esteramide, Verfahren zu ihrer Herstellung sowie ihre Verwendung als Insektizide, Akarizide und Nematizide
EP0000887B1 (de)	1980-10-29	Cyclopropylsubstituierte Pyrimidin(4)yl(thiono)-(thiol)-phosphor(phosphon)-säureester bzw. -esteramide, Verfahren zu ihrer Herstellung und ihre Verwendung als Insektizide und Akarizide
US4389530A (en)	1983-06-21	Pesticidally active novel phosphoric (phosphonic) acid ester amides
EP0007501A1 (de)	1980-02-06	Cyclopropyl-pyrimidin-(4)yl-(thiono)(thiol)-phosphor (phospon)-säureester bzw. -esteramide, Verfahren zu ihrer Herstellung, Schädlingsbekämpfungsmittel, Verfahren zu ihrer Herstellung, ihre Verwendung, Verfahren zur Bekämpfung von Schädlingen
US4235891A (en)	1980-11-25	Combating pests with O-alkyl-S-alkyl-O-haloalkyl-phosphates
US4119715A (en)	1978-10-10	Pesticidally active O-(1-fluoro-2-halogeno-ethyl)-thionophosphoric (phosphonic) acid esters
US4168304A (en)	1979-09-18	Combating pests with 4-substituted-pyrimidin-6-yl (thiono)-phosphoric (phosphonic) acid esters or ester amides
US4139615A (en)	1979-02-13	O-alkyl-S-alkyl-O-(4-trifluoromethylthio-phenyl)-(thiono)-thiol-phosphoric acid esters and pesticidal compositions and methods
DE2643262A1 (de)	1978-03-30	Pyrimidin(5)yl(thiono)(thiol)-phosphor-(phosphon)-saeureester bzw. -esteramide, verfahren zu ihrer herstellung und ihre verwendung als insektizide und akarizide
CS199217B2 (en)	1980-07-31	Insecticide,acaricide and nematocide and method of producing active constituent
US4150155A (en)	1979-04-17	Pesticidally active O,S-dialkyl-N-substituted-N-sulfonyl-phosphoramidothiolates
CS199738B2 (en)	1980-07-31	Insecticide,acaricide and nematocide and process for preparing effective compounds
US4769364A (en)	1988-09-06	Pyrimidin-5-yl phosphoric acid ester and thionophosphoric acid ester pesticides
US4774233A (en)	1988-09-27	Pesticidally active O-ethyl O-isopropyl O-(2-trifluoromethylpyrimidin-5-yl)-phosphoric acid ester
HU181407B (en)	1983-07-28	Insecticide, acaricide and nematocide compositions containing o-pyrasol-4-yl-o-ethyl-s-bracket-n-propyl-bracket closed-thiono-thiol-phosphoric acid esters and process for producing the active agents
EP0007466A1 (de)	1980-02-06	2-Cyclopropyl-pyrimidin(4)yl-thionophosphonsäureester, Verfahren zu ihrer Herstellung, ihre Verwendung als Insektizide und Akarizide, diese enthaltende Schädlingsbekämpfungsmittel und Verfahren zu deren Herstellung
EP0073912B1 (de)	1985-03-20	Oxo-chinazolin-(thiono)-phosphor(phosphon)-säureester bzw.esteramide, Verfahren zu ihrer Herstellung und ihre Verwendung als Schädlingsbekämpfungsmittel
US4115542A (en)	1978-09-19	O-Alkyl-O-(6-alkanesulphonyloxy-pyrimidin(4)yl)-(thiono) (thiol) phosphoric (phosphonic) acid esters and ester-amides and arthropodicidal compositions and methods of combating arthropods using them
US4882320A (en)	1989-11-21	Pesticidal pyrimidinyl (thiono)(thio)-phosphates
DE2639433A1 (de)	1978-03-09	Pyrimidinyl(thiono)(thiol)-phosphor(phosphon)-saeureester, verfahren zu ihrer herstellung und ihre verwendung als insektizide und akarizide
US4164575A (en)	1979-08-14	Combating pests with O-alkyl-O-trifluoromethylsulphinylphenyl-thiono(thiol)-phosphoric acid esters
US4110440A (en)	1978-08-29	Pesticidal organophosphoric acid ester anhydrides
CH633805A5 (de)	1982-12-31	Insektizides und akarizides mittel sowie verfahren zur herstellung neuer alkoxymethyl- bzw. alkylthiomethylsubstituierter pyrazolyl(thiono)(thiol)phosphor(phosphon)-saeureester bzw. -esteramide.
EP0208111B1 (de)	1989-05-24	Phosphor-enthaltende Heterocyclen
US4619918A (en)	1986-10-28	Triazolyl thionophosphates and insecticidal and nematicidal use thereof