IL36583A - Thiophosphoric acid esters and their use as pesticides - Google Patents
Thiophosphoric acid esters and their use as pesticidesInfo
- Publication number
- IL36583A IL36583A IL36583A IL3658371A IL36583A IL 36583 A IL36583 A IL 36583A IL 36583 A IL36583 A IL 36583A IL 3658371 A IL3658371 A IL 3658371A IL 36583 A IL36583 A IL 36583A
- Authority
- IL
- Israel
- Prior art keywords
- compound
- formula
- active
- weight
- nematodes
- Prior art date
Links
- 239000000575 pesticide Substances 0.000 title description 2
- 150000003580 thiophosphoric acid esters Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims description 79
- 239000000203 mixture Substances 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 15
- 239000003085 diluting agent Substances 0.000 claims description 13
- 241000244206 Nematoda Species 0.000 claims description 11
- 239000004480 active ingredient Substances 0.000 claims description 11
- 241000233866 Fungi Species 0.000 claims description 9
- 241000238631 Hexapoda Species 0.000 claims description 8
- 239000007788 liquid Substances 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 6
- 239000007787 solid Substances 0.000 claims description 5
- 241001465754 Metazoa Species 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 230000000855 fungicidal effect Effects 0.000 claims description 4
- 125000004414 alkyl thio group Chemical group 0.000 claims description 3
- 230000000749 insecticidal effect Effects 0.000 claims description 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- 230000001069 nematicidal effect Effects 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 244000045947 parasite Species 0.000 claims 1
- 239000004094 surface-active agent Substances 0.000 claims 1
- -1 alkylsulphinyl radical Chemical class 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000010998 test method Methods 0.000 description 5
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- 241000607479 Yersinia pestis Species 0.000 description 4
- 239000013011 aqueous formulation Substances 0.000 description 4
- 235000013601 eggs Nutrition 0.000 description 4
- 239000003995 emulsifying agent Substances 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- 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 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 241001556089 Nilaparvata lugens Species 0.000 description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 3
- 235000012730 carminic acid Nutrition 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- 241000255925 Diptera Species 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- 239000005909 Kieselgur Substances 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 240000007594 Oryza sativa Species 0.000 description 2
- 235000007164 Oryza sativa Nutrition 0.000 description 2
- 244000046052 Phaseolus vulgaris Species 0.000 description 2
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 241000256250 Spodoptera littoralis Species 0.000 description 2
- 239000002671 adjuvant Substances 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 229960001760 dimethyl sulfoxide Drugs 0.000 description 2
- ZNOLGFHPUIJIMJ-UHFFFAOYSA-N fenitrothion Chemical compound COP(=S)(OC)OC1=CC=C([N+]([O-])=O)C(C)=C1 ZNOLGFHPUIJIMJ-UHFFFAOYSA-N 0.000 description 2
- 239000000417 fungicide Substances 0.000 description 2
- 230000001976 improved effect Effects 0.000 description 2
- 150000003254 radicals Chemical group 0.000 description 2
- 235000009566 rice Nutrition 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
- TVTJUIAKQFIXCE-HUKYDQBMSA-N 2-amino-9-[(2R,3S,4S,5R)-4-fluoro-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-7-prop-2-ynyl-1H-purine-6,8-dione Chemical compound NC=1NC(C=2N(C(N(C=2N=1)[C@@H]1O[C@@H]([C@H]([C@H]1O)F)CO)=O)CC#C)=O TVTJUIAKQFIXCE-HUKYDQBMSA-N 0.000 description 1
- LJMGDHZXUKNDMC-UHFFFAOYSA-N 2-methylpropyl 3-dihydroxyphosphinothioylsulfanylpropanoate Chemical compound CC(C)COC(CCSP(O)(O)=S)=O LJMGDHZXUKNDMC-UHFFFAOYSA-N 0.000 description 1
- 241001143309 Acanthoscelides obtectus Species 0.000 description 1
- 241000238876 Acari Species 0.000 description 1
- 241001159389 Aculops pelekassi Species 0.000 description 1
- 241000175828 Adoxophyes orana Species 0.000 description 1
- 241000256118 Aedes aegypti Species 0.000 description 1
- 241001136265 Agriotes Species 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 244000144730 Amygdalus persica Species 0.000 description 1
- 241000519878 Anomala rufocuprea Species 0.000 description 1
- 241001279740 Anopheles sinensis Species 0.000 description 1
- 241000134843 Aphelenchoides besseyi Species 0.000 description 1
- 241001095118 Aphis pomi Species 0.000 description 1
- 241000239290 Araneae Species 0.000 description 1
- 241000238657 Blattella germanica Species 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 241001313742 Callosobruchus chinensis Species 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 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
- 241000207199 Citrus Species 0.000 description 1
- 241000254173 Coleoptera Species 0.000 description 1
- 241000144210 Culex pipiens pallens Species 0.000 description 1
- 241000256060 Culex tritaeniorhynchus 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
- 206010011732 Cyst Diseases 0.000 description 1
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical class C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 241001466042 Fulgoromorpha Species 0.000 description 1
- 241000785585 Gryllotalpa africana Species 0.000 description 1
- 241000258937 Hemiptera Species 0.000 description 1
- 241000498254 Heterodera glycines Species 0.000 description 1
- 241000256602 Isoptera Species 0.000 description 1
- 241000721703 Lymantria dispar Species 0.000 description 1
- 241000255685 Malacosoma neustria Species 0.000 description 1
- 239000005949 Malathion Substances 0.000 description 1
- 241000243786 Meloidogyne incognita Species 0.000 description 1
- 241000257159 Musca domestica Species 0.000 description 1
- 241001615768 Musca domestica vicina Species 0.000 description 1
- 241000257226 Muscidae Species 0.000 description 1
- 241000721621 Myzus persicae Species 0.000 description 1
- 241000358422 Nephotettix cincticeps Species 0.000 description 1
- 241000819999 Nymphes Species 0.000 description 1
- 241000238814 Orthoptera Species 0.000 description 1
- 241000488581 Panonychus citri Species 0.000 description 1
- 241000238661 Periplaneta Species 0.000 description 1
- 241000255969 Pieris brassicae Species 0.000 description 1
- 241000227425 Pieris rapae crucivora Species 0.000 description 1
- 235000005805 Prunus cerasus Nutrition 0.000 description 1
- 235000006040 Prunus persica var persica Nutrition 0.000 description 1
- 241000596535 Pseudococcus comstocki Species 0.000 description 1
- 206010037660 Pyrexia Diseases 0.000 description 1
- 241000866500 Reticulitermes speratus Species 0.000 description 1
- 241000125162 Rhopalosiphum Species 0.000 description 1
- 241000254152 Sitophilus oryzae Species 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- 241000256248 Spodoptera Species 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 241001454293 Tetranychus urticae Species 0.000 description 1
- 244000269722 Thea sinensis Species 0.000 description 1
- 241000254113 Tribolium castaneum Species 0.000 description 1
- 241001630065 Unaspis yanonensis Species 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical group ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000002877 alkyl aryl 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
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- JYYOBHFYCIDXHH-UHFFFAOYSA-N carbonic acid;hydrate Chemical compound O.OC(O)=O JYYOBHFYCIDXHH-UHFFFAOYSA-N 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 235000020971 citrus fruits Nutrition 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000007931 coated granule Substances 0.000 description 1
- 229940125851 compound 27 Drugs 0.000 description 1
- 208000031513 cyst Diseases 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
- 150000005690 diesters Chemical class 0.000 description 1
- JXSJBGJIGXNWCI-UHFFFAOYSA-N diethyl 2-[(dimethoxyphosphorothioyl)thio]succinate Chemical compound CCOC(=O)CC(SP(=S)(OC)OC)C(=O)OCC JXSJBGJIGXNWCI-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
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 244000078703 ectoparasite Species 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- ZLVXBBHTMQJRSX-VMGNSXQWSA-N jdtic Chemical group C1([C@]2(C)CCN(C[C@@H]2C)C[C@H](C(C)C)NC(=O)[C@@H]2NCC3=CC(O)=CC=C3C2)=CC=CC(O)=C1 ZLVXBBHTMQJRSX-VMGNSXQWSA-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
- 229920005610 lignin Polymers 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 229960000453 malathion Drugs 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- SNVLJLYUUXKWOJ-UHFFFAOYSA-N methylidenecarbene Chemical compound C=[C] SNVLJLYUUXKWOJ-UHFFFAOYSA-N 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000000590 parasiticidal effect Effects 0.000 description 1
- 239000002297 parasiticide Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000000361 pesticidal effect Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- KEAYESYHFKHZAL-BJUDXGSMSA-N sodium-22 Chemical compound [22Na] KEAYESYHFKHZAL-BJUDXGSMSA-N 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 125000001174 sulfone group Chemical group 0.000 description 1
- 239000001117 sulphuric acid Substances 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 150000007944 thiolates Chemical class 0.000 description 1
- RYYWUUFWQRZTIU-UHFFFAOYSA-K thiophosphate Chemical compound [O-]P([O-])([O-])=S RYYWUUFWQRZTIU-UHFFFAOYSA-K 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
- A01N57/14—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing aromatic 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
- C07F9/16—Esters of thiophosphoric acids or thiophosphorous acids
- C07F9/165—Esters of thiophosphoric acids
- C07F9/18—Esters of thiophosphoric acids with hydroxyaryl compounds
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Dentistry (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Agronomy & Crop Science (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP45036305A JPS4916940B1 (ro) | 1970-04-30 | 1970-04-30 |
Publications (2)
Publication Number | Publication Date |
---|---|
IL36583A0 IL36583A0 (en) | 1971-06-23 |
IL36583A true IL36583A (en) | 1973-11-28 |
Family
ID=12466102
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
IL36583A IL36583A (en) | 1970-04-30 | 1971-04-09 | Thiophosphoric acid esters and their use as pesticides |
Country Status (19)
Country | Link |
---|---|
US (1) | US3798292A (ro) |
JP (1) | JPS4916940B1 (ro) |
AT (1) | AT306437B (ro) |
BE (1) | BE766547A (ro) |
CA (1) | CA947649A (ro) |
CH (1) | CH548738A (ro) |
CS (1) | CS167312B2 (ro) |
DE (1) | DE2118495C3 (ro) |
DK (1) | DK131704C (ro) |
ES (1) | ES390733A1 (ro) |
FR (1) | FR2099083A5 (ro) |
GB (1) | GB1300192A (ro) |
HU (1) | HU162355B (ro) |
IL (1) | IL36583A (ro) |
NL (1) | NL7105929A (ro) |
PL (1) | PL76917B1 (ro) |
RO (1) | RO63329A (ro) |
SE (1) | SE381163B (ro) |
ZA (1) | ZA712444B (ro) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3970728A (en) * | 1971-10-21 | 1976-07-20 | Bayer Aktiengesellschaft | O-Aryl-alkoxyethyl-thiolphosphoric acid ester |
JPS5545526B2 (ro) * | 1972-04-06 | 1980-11-18 | ||
US4005197A (en) * | 1972-04-06 | 1977-01-25 | Bayer Aktiengesellschaft | Combating insects, acarids and nematodes with S-alkoxyethyl-phenyl-di- and tri-thiophosphonic acid esters |
-
1970
- 1970-04-30 JP JP45036305A patent/JPS4916940B1/ja active Pending
-
1971
- 1971-04-09 IL IL36583A patent/IL36583A/en unknown
- 1971-04-16 DE DE2118495A patent/DE2118495C3/de not_active Expired
- 1971-04-16 ZA ZA712444A patent/ZA712444B/xx unknown
- 1971-04-16 CH CH560071A patent/CH548738A/xx not_active IP Right Cessation
- 1971-04-21 GB GB00505/71A patent/GB1300192A/en not_active Expired
- 1971-04-22 SE SE7105262A patent/SE381163B/xx unknown
- 1971-04-22 US US00136584A patent/US3798292A/en not_active Expired - Lifetime
- 1971-04-27 CA CA111,436A patent/CA947649A/en not_active Expired
- 1971-04-28 RO RO7100066748A patent/RO63329A/ro unknown
- 1971-04-29 ES ES390733A patent/ES390733A1/es not_active Expired
- 1971-04-29 PL PL1971147846A patent/PL76917B1/pl unknown
- 1971-04-29 DK DK207671A patent/DK131704C/da active
- 1971-04-29 NL NL7105929A patent/NL7105929A/xx not_active Application Discontinuation
- 1971-04-29 HU HUBA2577A patent/HU162355B/hu unknown
- 1971-04-30 AT AT373571A patent/AT306437B/de not_active IP Right Cessation
- 1971-04-30 CS CS3166A patent/CS167312B2/cs unknown
- 1971-04-30 BE BE766547A patent/BE766547A/xx unknown
- 1971-04-30 FR FR7115600A patent/FR2099083A5/fr not_active Expired
Also Published As
Publication number | Publication date |
---|---|
SE381163B (sv) | 1975-12-01 |
FR2099083A5 (ro) | 1972-03-10 |
PL76917B1 (ro) | 1975-02-28 |
GB1300192A (en) | 1972-12-20 |
JPS4916940B1 (ro) | 1974-04-25 |
ES390733A1 (es) | 1974-11-16 |
AT306437B (de) | 1973-04-10 |
CA947649A (en) | 1974-05-21 |
DE2118495A1 (de) | 1971-12-02 |
DE2118495C3 (de) | 1979-10-31 |
IL36583A0 (en) | 1971-06-23 |
NL7105929A (ro) | 1971-11-02 |
ZA712444B (en) | 1972-01-26 |
CS167312B2 (ro) | 1976-04-29 |
RO63329A (fr) | 1978-07-15 |
HU162355B (ro) | 1973-02-28 |
BE766547A (fr) | 1971-11-03 |
US3798292A (en) | 1974-03-19 |
DE2118495B2 (de) | 1979-03-08 |
CH548738A (de) | 1974-05-15 |
DK131704B (da) | 1975-08-25 |
DK131704C (da) | 1976-01-26 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US4564611A (en) | (Di)thio-phosphoric and -phosphonic acid derivatives, and their use in plant protection | |
US3839510A (en) | O-ethyl-s,s-di-alkyl-phosphorothionodithiolates | |
US3763160A (en) | Phosphorus containing esters of 2-hydroxyquinoxaline | |
US3670057A (en) | S(alkllthio ethyl) phosphorothioamidate | |
US4303653A (en) | Organic phosphoric acid ester derivatives, a process for preparing the same and insecticidal, miticidal or nematocidal compositions containing the same | |
IL36583A (en) | Thiophosphoric acid esters and their use as pesticides | |
US3821246A (en) | O-ethyl-s-alkyl-s-phthalimido-alkyl-phosphorodithiolates | |
US4387095A (en) | Combating pests with O-Alkyl-S-alkyl-S-acyloxyethyl-phosphorodithiolates | |
US4443439A (en) | Pesticidal phenylthionophosphonic acid esters | |
GB1560712A (en) | Phosphoruscontaining isoxazole derivatives useful as pesticides | |
US3644598A (en) | 1 - alkoxy(-alkenyloxy -phenoxy) - 1-thiono-3-chloro(3-alkyl)phospholines | |
US4225595A (en) | Piperazine phosphates and phosphonate insecticides | |
US4086239A (en) | Thiazole bis-phosphates and phosphonates, intermediates, and insecticidal compositions and methods | |
US3420829A (en) | 3,4 - dihydro - 4 - oxo - 1,2,3 - benzotriazine-3-yl-ethyl phosphoric and phosphonic acid esters | |
US4028438A (en) | Phosphorothiolates | |
US3763288A (en) | O lower alkyl o substituted phenyl s alkoxyethylphosphorothiolates | |
US3880997A (en) | Insecticidal and acaricidal phosphorous-containing esters of 2-hydroxyquinoxaline | |
US3894124A (en) | S-alkoxyethyl-phenyl-di- and -tri- thiophosphonic acid esters | |
US4421750A (en) | Organophosphoric acid ester anhydrides as pesticides | |
EP0116254B1 (en) | New phenylthionophosphonic acid esters | |
US4465675A (en) | Insecticidal and fungicidal 1-alkyl-5-alkylsulfonyl-4-chloropyrazole-3-yl-(thio)phosphates and (thio)phosphonates | |
US4599329A (en) | O,S-dialkyl S-[carbamyloxyalkyl] dithiophosphates and their use as pesticides | |
EP0068823B1 (en) | Novel phosphoro (di or tri) thioate derivatives, pesticidal compositions containing them and the use of the novel derivatives for combating pests | |
US3755508A (en) | S,s-di(2-alkoxy-ethyl)phosphoro- or phosphono-thionodithiolates | |
EP0054589B1 (en) | Organic phosphoric acid ester derivatives, a process for preparing the same and insecticidal, miticidal or nematocidal compositions containing the same |