JPH0350723B2 - - Google Patents

Info

Publication number

JPH0350723B2

JPH0350723B2 JP57164685A JP16468582A JPH0350723B2 JP H0350723 B2 JPH0350723 B2 JP H0350723B2 JP 57164685 A JP57164685 A JP 57164685A JP 16468582 A JP16468582 A JP 16468582A JP H0350723 B2 JPH0350723 B2 JP H0350723B2

Authority

JP

Japan

Prior art keywords

diethyl

phosphorothioate

phosphorodithioate

phenyl

parts

Prior art date

1982-09-21

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

Expired

Links

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• 239000003120 macrolide antibiotic agent Substances 0.000 claims description 11
• RYYWUUFWQRZTIU-UHFFFAOYSA-K thiophosphate Chemical compound [O-]P([O-])([O-])=S RYYWUUFWQRZTIU-UHFFFAOYSA-K 0.000 claims description 10
• 230000000895 acaricidal effect Effects 0.000 claims description 8
• 239000000642 acaricide Substances 0.000 claims description 7
• 239000003242 anti bacterial agent Substances 0.000 claims description 6
• 229940088710 antibiotic agent Drugs 0.000 claims description 6
• 239000004480 active ingredient Substances 0.000 claims description 5
• PKUWKAXTAVNIJR-UHFFFAOYSA-N O,O-diethyl hydrogen thiophosphate Chemical compound CCOP(O)(=S)OCC PKUWKAXTAVNIJR-UHFFFAOYSA-N 0.000 claims description 4
• UCQFCFPECQILOL-UHFFFAOYSA-N diethyl hydrogen phosphate Chemical compound CCOP(O)(=O)OCC UCQFCFPECQILOL-UHFFFAOYSA-N 0.000 claims description 4
• NAGJZTKCGNOGPW-UHFFFAOYSA-K dioxido-sulfanylidene-sulfido-$l^{5}-phosphane Chemical compound [O-]P([O-])([S-])=S NAGJZTKCGNOGPW-UHFFFAOYSA-K 0.000 claims description 4
• 239000003986 organophosphate insecticide Substances 0.000 claims description 4
• 125000004201 2,4-dichlorophenyl group Chemical group [H]C1=C([H])C(*)=C(Cl)C([H])=C1Cl 0.000 claims description 2
• 229910019142 PO4 Inorganic materials 0.000 claims description 2
• 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
• NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 2
• 239000010452 phosphate Substances 0.000 claims description 2
• 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 2
• 229920002554 vinyl polymer Polymers 0.000 claims description 2
• RRZXIRBKKLTSOM-XPNPUAGNSA-N avermectin B1a Chemical compound C1=C[C@H](C)[C@@H]([C@@H](C)CC)O[C@]11O[C@H](C\C=C(C)\[C@@H](O[C@@H]2O[C@@H](C)[C@H](O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](OC)C3)[C@@H](OC)C2)[C@@H](C)\C=C\C=C/2[C@]3([C@H](C(=O)O4)C=C(C)[C@@H](O)[C@H]3OC\2)O)C[C@H]4C1 RRZXIRBKKLTSOM-XPNPUAGNSA-N 0.000 claims 1
• HGELWZQRZUOEOJ-UHFFFAOYSA-N ethyl-dihydroxy-sulfanylidene-$l^{5}-phosphane Chemical compound CCP(O)(O)=S HGELWZQRZUOEOJ-UHFFFAOYSA-N 0.000 claims 1
• 239000003795 chemical substances by application Substances 0.000 description 16
• 239000000203 mixture Substances 0.000 description 13
• OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 12
• 229910052698 phosphorus Inorganic materials 0.000 description 12
• 239000011574 phosphorus Substances 0.000 description 12
• 241001454293 Tetranychus urticae Species 0.000 description 7
• 241000239290 Araneae Species 0.000 description 6
• 241001454295 Tetranychidae Species 0.000 description 6
• 230000000694 effects Effects 0.000 description 6
• 239000002917 insecticide Substances 0.000 description 5
• SDMSCIWHRZJSRN-UHFFFAOYSA-N isoxathion Chemical compound O1N=C(OP(=S)(OCC)OCC)C=C1C1=CC=CC=C1 SDMSCIWHRZJSRN-UHFFFAOYSA-N 0.000 description 5
• 238000002156 mixing Methods 0.000 description 5
• 239000000839 emulsion Substances 0.000 description 4
• 230000002195 synergetic effect Effects 0.000 description 4
• RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 3
• VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
• 239000004927 clay Substances 0.000 description 3
• 150000001875 compounds Chemical class 0.000 description 3
• IRDLUHRVLVEUHA-UHFFFAOYSA-N diethyl dithiophosphate Chemical compound CCOP(S)(=S)OCC IRDLUHRVLVEUHA-UHFFFAOYSA-N 0.000 description 3
• 235000013601 eggs Nutrition 0.000 description 3
• 230000000887 hydrating effect Effects 0.000 description 3
• 239000000843 powder Substances 0.000 description 3
• 238000010298 pulverizing process Methods 0.000 description 3
• 238000005507 spraying Methods 0.000 description 3
• 239000004563 wettable powder Substances 0.000 description 3
• 239000005944 Chlorpyrifos Substances 0.000 description 2
• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical group CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
• 241000196324 Embryophyta Species 0.000 description 2
• 241001454294 Tetranychus Species 0.000 description 2
• SBPBAQFWLVIOKP-UHFFFAOYSA-N chlorpyrifos Chemical compound CCOP(=S)(OCC)OC1=NC(Cl)=C(Cl)C=C1Cl SBPBAQFWLVIOKP-UHFFFAOYSA-N 0.000 description 2
• FHIVAFMUCKRCQO-UHFFFAOYSA-N diazinon Chemical compound CCOP(=S)(OCC)OC1=CC(C)=NC(C(C)C)=N1 FHIVAFMUCKRCQO-UHFFFAOYSA-N 0.000 description 2
• RIZMRRKBZQXFOY-UHFFFAOYSA-N ethion Chemical compound CCOP(=S)(OCC)SCSP(=S)(OCC)OCC RIZMRRKBZQXFOY-UHFFFAOYSA-N 0.000 description 2
• HJKNCRRBGPFVJW-UHFFFAOYSA-N ethoxy-hydroxy-sulfidophosphanium Chemical compound CCOP(O)=S HJKNCRRBGPFVJW-UHFFFAOYSA-N 0.000 description 2
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 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
• 239000010721 machine oil Substances 0.000 description 2
• KLGMSAOQDHLCOS-UHFFFAOYSA-N mecarbam Chemical compound CCOC(=O)N(C)C(=O)CSP(=S)(OCC)OCC KLGMSAOQDHLCOS-UHFFFAOYSA-N 0.000 description 2
• 230000007246 mechanism Effects 0.000 description 2
• 230000003151 ovacidal effect Effects 0.000 description 2
• LCCNCVORNKJIRZ-UHFFFAOYSA-N parathion Chemical compound CCOP(=S)(OCC)OC1=CC=C([N+]([O-])=O)C=C1 LCCNCVORNKJIRZ-UHFFFAOYSA-N 0.000 description 2
• IOUNQDKNJZEDEP-UHFFFAOYSA-N phosalone Chemical compound C1=C(Cl)C=C2OC(=O)N(CSP(=S)(OCC)OCC)C2=C1 IOUNQDKNJZEDEP-UHFFFAOYSA-N 0.000 description 2
• PWYIUEFFPNVCMW-UHFFFAOYSA-N propaphos Chemical compound CCCOP(=O)(OCCC)OC1=CC=C(SC)C=C1 PWYIUEFFPNVCMW-UHFFFAOYSA-N 0.000 description 2
• AMFGTOFWMRQMEM-UHFFFAOYSA-N triazophos Chemical compound N1=C(OP(=S)(OCC)OCC)N=CN1C1=CC=CC=C1 AMFGTOFWMRQMEM-UHFFFAOYSA-N 0.000 description 2
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
• OHVLMTFVQDZYHP-UHFFFAOYSA-N 1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)-2-[4-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidin-5-yl]piperazin-1-yl]ethanone Chemical group N1N=NC=2CN(CCC=21)C(CN1CCN(CC1)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)=O OHVLMTFVQDZYHP-UHFFFAOYSA-N 0.000 description 1
• 241000238876 Acari Species 0.000 description 1
• 241000894006 Bacteria Species 0.000 description 1
• 241000207199 Citrus Species 0.000 description 1
• MUMQYXACQUZOFP-UHFFFAOYSA-N Dialifor Chemical compound C1=CC=C2C(=O)N(C(CCl)SP(=S)(OCC)OCC)C(=O)C2=C1 MUMQYXACQUZOFP-UHFFFAOYSA-N 0.000 description 1
• CZGGKXNYNPJFAX-UHFFFAOYSA-N Dimethyldithiophosphate Chemical compound COP(S)(=S)OC CZGGKXNYNPJFAX-UHFFFAOYSA-N 0.000 description 1
• CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
• GGNLTHFTYNDYNK-UHFFFAOYSA-N Phenkapton Chemical compound CCOP(=S)(OCC)SCSC1=CC(Cl)=CC=C1Cl GGNLTHFTYNDYNK-UHFFFAOYSA-N 0.000 description 1
• 241001468227 Streptomyces avermitilis Species 0.000 description 1
• 241000488589 Tetranychus kanzawai Species 0.000 description 1
• 235000010726 Vigna sinensis Nutrition 0.000 description 1
• 244000042314 Vigna unguiculata Species 0.000 description 1
• 230000000996 additive effect Effects 0.000 description 1
• 239000012752 auxiliary agent Substances 0.000 description 1
• 235000020971 citrus fruits Nutrition 0.000 description 1
• 238000000354 decomposition reaction Methods 0.000 description 1
• WWJJVKAEQGGYHJ-UHFFFAOYSA-N dimethyl thiophosphate Chemical class COP(O)(=S)OC WWJJVKAEQGGYHJ-UHFFFAOYSA-N 0.000 description 1
• QVKQJEWZVQFGIY-UHFFFAOYSA-N dipropyl hydrogen phosphate Chemical compound CCCOP(O)(=O)OCCC QVKQJEWZVQFGIY-UHFFFAOYSA-N 0.000 description 1
• 238000001035 drying Methods 0.000 description 1
• 244000013123 dwarf bean Species 0.000 description 1
• 239000003995 emulsifying agent Substances 0.000 description 1
• 238000009472 formulation Methods 0.000 description 1
• 239000000417 fungicide Substances 0.000 description 1
• 239000008187 granular material Substances 0.000 description 1
• 235000021331 green beans Nutrition 0.000 description 1
• 239000004009 herbicide Substances 0.000 description 1
• 238000007654 immersion Methods 0.000 description 1
• 230000000974 larvacidal effect Effects 0.000 description 1
• 239000007788 liquid Substances 0.000 description 1
• 230000007774 longterm Effects 0.000 description 1
• 238000004519 manufacturing process Methods 0.000 description 1
• 230000002503 metabolic effect Effects 0.000 description 1
• RLBIQVVOMOPOHC-UHFFFAOYSA-N parathion-methyl Chemical compound COP(=S)(OC)OC1=CC=C([N+]([O-])=O)C=C1 RLBIQVVOMOPOHC-UHFFFAOYSA-N 0.000 description 1
• 230000000149 penetrating effect Effects 0.000 description 1
• 238000002360 preparation method Methods 0.000 description 1
• CXJSOEPQXUCJSA-UHFFFAOYSA-N pyridaphenthion Chemical compound N1=C(OP(=S)(OCC)OCC)C=CC(=O)N1C1=CC=CC=C1 CXJSOEPQXUCJSA-UHFFFAOYSA-N 0.000 description 1
• 239000007787 solid Substances 0.000 description 1
• 241000894007 species Species 0.000 description 1
• 239000000126 substance Substances 0.000 description 1
• 230000001629 suppression Effects 0.000 description 1
• 239000008096 xylene Substances 0.000 description 1