JPS6248676B2 - - Google Patents

Info

Publication number: JPS6248676B2
Authority: JP; Japan
Prior art keywords: parts; test; water; pests; compound
Prior art date: 1980-10-13
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

Application number

JP14266480A

Other languages

English (en)

Japanese (ja)

Other versions

JPS5767590A (en

Inventor

Isao Chomaru

Hidetoshi Sugyama

Yasuyata Nitsuta

Kunihiko Fujimori

Tadami Hirano

Osamu Tada

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

Kumiai Chemical Industry Co Ltd

Original Assignee

Kumiai Chemical Industry Co Ltd

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.)

1980-10-13

Filing date

1980-10-13

Publication date

1987-10-15

1980-10-13 Application filed by Kumiai Chemical Industry Co Ltd filed Critical Kumiai Chemical Industry Co Ltd

1980-10-13 Priority to JP14266480A priority Critical patent/JPS5767590A/ja

1982-04-24 Publication of JPS5767590A publication Critical patent/JPS5767590A/ja

1987-10-15 Publication of JPS6248676B2 publication Critical patent/JPS6248676B2/ja

Status Granted legal-status Critical Current

Links

125000000217 alkyl group Chemical group 0.000 claims description 2
125000004430 oxygen atom Chemical group O* 0.000 claims description 2
229910052717 sulfur Inorganic materials 0.000 claims description 2
125000004434 sulfur atom Chemical group 0.000 claims description 2
AFINAILKDBCXMX-PBHICJAKSA-N (2s,3r)-2-amino-3-hydroxy-n-(4-octylphenyl)butanamide Chemical compound CCCCCCCCC1=CC=C(NC(=O)[C@@H](N)[C@@H](C)O)C=C1 AFINAILKDBCXMX-PBHICJAKSA-N 0.000 claims 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 19
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 18
241000607479 Yersinia pestis Species 0.000 description 17
150000001875 compounds Chemical class 0.000 description 16
-1 (2,2,4-trimethyl-2H-chromene-3- yl) phosphorothioate Chemical compound 0.000 description 11
241000238631 Hexapoda Species 0.000 description 11
239000000839 emulsion Substances 0.000 description 11
239000000843 powder Substances 0.000 description 11
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 8
230000000895 acaricidal effect Effects 0.000 description 8
230000000749 insecticidal effect Effects 0.000 description 8
239000002917 insecticide Substances 0.000 description 8
239000000203 mixture Substances 0.000 description 8
239000007921 spray Substances 0.000 description 8
238000005507 spraying Methods 0.000 description 8
239000004927 clay Substances 0.000 description 7
230000000694 effects Effects 0.000 description 7
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
239000000642 acaricide Substances 0.000 description 6
239000008187 granular material Substances 0.000 description 6
241000220225 Malus Species 0.000 description 5
240000007594 Oryza sativa Species 0.000 description 5
235000007164 Oryza sativa Nutrition 0.000 description 5
239000003795 chemical substances by application Substances 0.000 description 5
YDEXUEFDPVHGHE-GGMCWBHBSA-L disodium;(2r)-3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Na+].[Na+].COC1=CC=CC(C[C@H](CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O YDEXUEFDPVHGHE-GGMCWBHBSA-L 0.000 description 5
230000001069 nematicidal effect Effects 0.000 description 5
239000005645 nematicide Substances 0.000 description 5
235000009566 rice Nutrition 0.000 description 5
239000000454 talc Substances 0.000 description 5
229910052623 talc Inorganic materials 0.000 description 5
241000238876 Acari Species 0.000 description 4
240000007124 Brassica oleracea Species 0.000 description 4
235000003899 Brassica oleracea var acephala Nutrition 0.000 description 4
235000011301 Brassica oleracea var capitata Nutrition 0.000 description 4
235000001169 Brassica oleracea var oleracea Nutrition 0.000 description 4
241001465754 Metazoa Species 0.000 description 4
241000256248 Spodoptera Species 0.000 description 4
241001454293 Tetranychus urticae Species 0.000 description 4
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 4
230000000887 hydrating effect Effects 0.000 description 4
229910052751 metal Inorganic materials 0.000 description 4
239000002184 metal Substances 0.000 description 4
238000002156 mixing Methods 0.000 description 4
150000003839 salts Chemical class 0.000 description 4
239000000126 substance Substances 0.000 description 4
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
235000016068 Berberis vulgaris Nutrition 0.000 description 3
241000335053 Beta vulgaris Species 0.000 description 3
LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 3
240000008067 Cucumis sativus Species 0.000 description 3
241001060517 Dicranolaius bellulus Species 0.000 description 3
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
239000005909 Kieselgur Substances 0.000 description 3
241001477931 Mythimna unipuncta Species 0.000 description 3
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
244000184734 Pyrus japonica Species 0.000 description 3
244000197975 Solidago virgaurea Species 0.000 description 3
235000000914 Solidago virgaurea Nutrition 0.000 description 3
244000269722 Thea sinensis Species 0.000 description 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
239000000440 bentonite Substances 0.000 description 3
229910000278 bentonite Inorganic materials 0.000 description 3
SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 3
239000003814 drug Substances 0.000 description 3
229940079593 drug Drugs 0.000 description 3
238000003786 synthesis reaction Methods 0.000 description 3
238000005292 vacuum distillation Methods 0.000 description 3
235000013311 vegetables Nutrition 0.000 description 3
239000004563 wettable powder Substances 0.000 description 3
239000008096 xylene Substances 0.000 description 3
QNLZIZAQLLYXTC-UHFFFAOYSA-N 1,2-dimethylnaphthalene Chemical compound C1=CC=CC2=C(C)C(C)=CC=C21 QNLZIZAQLLYXTC-UHFFFAOYSA-N 0.000 description 2
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
241001124076 Aphididae Species 0.000 description 2
241000239290 Araneae Species 0.000 description 2
241000207199 Citrus Species 0.000 description 2
241000254173 Coleoptera Species 0.000 description 2
241000578422 Graphosoma lineatum Species 0.000 description 2
241000255967 Helicoverpa zea Species 0.000 description 2
240000001307 Myosotis scorpioides Species 0.000 description 2
241000244206 Nematoda Species 0.000 description 2
229910019142 PO4 Inorganic materials 0.000 description 2
241000500437 Plutella xylostella Species 0.000 description 2
241000500441 Plutellidae Species 0.000 description 2
OUNSASXJZHBGAI-UHFFFAOYSA-N Salithion Chemical compound C1=CC=C2OP(OC)(=S)OCC2=C1 OUNSASXJZHBGAI-UHFFFAOYSA-N 0.000 description 2
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
244000061458 Solanum melongena Species 0.000 description 2
235000002597 Solanum melongena Nutrition 0.000 description 2
238000007605 air drying Methods 0.000 description 2
125000005037 alkyl phenyl group Chemical group 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
238000009835 boiling Methods 0.000 description 2
235000020971 citrus fruits Nutrition 0.000 description 2
OEBRKCOSUFCWJD-UHFFFAOYSA-N dichlorvos Chemical compound COP(=O)(OC)OC=C(Cl)Cl OEBRKCOSUFCWJD-UHFFFAOYSA-N 0.000 description 2
239000003085 diluting agent Substances 0.000 description 2
GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 2
235000013399 edible fruits Nutrition 0.000 description 2
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
238000001125 extrusion Methods 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
239000007788 liquid Substances 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
239000010452 phosphate Substances 0.000 description 2
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
238000010298 pulverizing process Methods 0.000 description 2
229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 2
235000011121 sodium hydroxide Nutrition 0.000 description 2
239000002904 solvent Substances 0.000 description 2
238000003756 stirring Methods 0.000 description 2
239000004094 surface-active agent Substances 0.000 description 2
RYYWUUFWQRZTIU-UHFFFAOYSA-K thiophosphate Chemical compound [O-]P([O-])([O-])=S RYYWUUFWQRZTIU-UHFFFAOYSA-K 0.000 description 2
GHYOCDFICYLMRF-UTIIJYGPSA-N (2S,3R)-N-[(2S)-3-(cyclopenten-1-yl)-1-[(2R)-2-methyloxiran-2-yl]-1-oxopropan-2-yl]-3-hydroxy-3-(4-methoxyphenyl)-2-[[(2S)-2-[(2-morpholin-4-ylacetyl)amino]propanoyl]amino]propanamide Chemical compound C1(=CCCC1)C[C@@H](C(=O)[C@@]1(OC1)C)NC([C@H]([C@@H](C1=CC=C(C=C1)OC)O)NC([C@H](C)NC(CN1CCOCC1)=O)=O)=O GHYOCDFICYLMRF-UTIIJYGPSA-N 0.000 description 1
ZWBANJRSWNLUEP-UHFFFAOYSA-N 2,2,2-trichloro-1,1-bis(2-chlorophenyl)ethanol Chemical compound C=1C=CC=C(Cl)C=1C(C(Cl)(Cl)Cl)(O)C1=CC=CC=C1Cl ZWBANJRSWNLUEP-UHFFFAOYSA-N 0.000 description 1
MEKOFIRRDATTAG-UHFFFAOYSA-N 2,2,5,8-tetramethyl-3,4-dihydrochromen-6-ol Chemical compound C1CC(C)(C)OC2=C1C(C)=C(O)C=C2C MEKOFIRRDATTAG-UHFFFAOYSA-N 0.000 description 1
HHNKEFXLYYEVDS-UHFFFAOYSA-N 2,4,4-triethyl-3-methylchromen-7-ol Chemical compound C1=C(O)C=C2OC(CC)=C(C)C(CC)(CC)C2=C1 HHNKEFXLYYEVDS-UHFFFAOYSA-N 0.000 description 1
241000625764 Anticarsia gemmatalis Species 0.000 description 1
KYNSBQPICQTCGU-UHFFFAOYSA-N Benzopyrane Chemical compound C1=CC=C2C=CCOC2=C1 KYNSBQPICQTCGU-UHFFFAOYSA-N 0.000 description 1
241001674044 Blattodea Species 0.000 description 1
241000931705 Cicada Species 0.000 description 1
241001414720 Cicadellidae Species 0.000 description 1
241000675108 Citrus tangerina Species 0.000 description 1
241001465977 Coccoidea Species 0.000 description 1
241001364569 Cofana spectra Species 0.000 description 1
229920000742 Cotton Polymers 0.000 description 1
235000009849 Cucumis sativus Nutrition 0.000 description 1
235000010799 Cucumis sativus var sativus Nutrition 0.000 description 1
240000007235 Cyanthillium patulum Species 0.000 description 1
241000255925 Diptera Species 0.000 description 1
241001517923 Douglasiidae Species 0.000 description 1
241000196324 Embryophyta Species 0.000 description 1
241000995027 Empoasca fabae Species 0.000 description 1
241001243087 Gryllotalpidae Species 0.000 description 1
241000256257 Heliothis Species 0.000 description 1
241000256602 Isoptera Species 0.000 description 1
241000006351 Leucophyllum frutescens Species 0.000 description 1
235000007688 Lycopersicon esculentum Nutrition 0.000 description 1
244000081841 Malus domestica Species 0.000 description 1
241000257226 Muscidae Species 0.000 description 1
240000003427 Neoachmandra japonica Species 0.000 description 1
PKUWKAXTAVNIJR-UHFFFAOYSA-N O,O-diethyl hydrogen thiophosphate Chemical compound CCOP(O)(=S)OCC PKUWKAXTAVNIJR-UHFFFAOYSA-N 0.000 description 1
241000721451 Pectinophora gossypiella Species 0.000 description 1
241001525654 Phyllocnistis citrella Species 0.000 description 1
231100000674 Phytotoxicity Toxicity 0.000 description 1
241000220324 Pyrus Species 0.000 description 1
241001078693 Rhynchophorus ferrugineus Species 0.000 description 1
241000254062 Scarabaeidae Species 0.000 description 1
241000254152 Sitophilus oryzae Species 0.000 description 1
240000003768 Solanum lycopersicum Species 0.000 description 1
241000256247 Spodoptera exigua Species 0.000 description 1
241001454295 Tetranychidae Species 0.000 description 1
241000488589 Tetranychus kanzawai Species 0.000 description 1
239000004480 active ingredient Substances 0.000 description 1
239000000654 additive Substances 0.000 description 1
150000004996 alkyl benzenes Chemical class 0.000 description 1
150000008051 alkyl sulfates Chemical class 0.000 description 1
235000021016 apples Nutrition 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
229910052570 clay Inorganic materials 0.000 description 1
230000000052 comparative effect Effects 0.000 description 1
229940125797 compound 12 Drugs 0.000 description 1
229940126214 compound 3 Drugs 0.000 description 1
229940125898 compound 5 Drugs 0.000 description 1
FHIVAFMUCKRCQO-UHFFFAOYSA-N diazinon Chemical compound CCOP(=S)(OCC)OC1=CC(C)=NC(C(C)C)=N1 FHIVAFMUCKRCQO-UHFFFAOYSA-N 0.000 description 1
NAGJZTKCGNOGPW-UHFFFAOYSA-K dioxido-sulfanylidene-sulfido-$l^{5}-phosphane Chemical compound [O-]P([O-])([S-])=S NAGJZTKCGNOGPW-UHFFFAOYSA-K 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
230000012447 hatching Effects 0.000 description 1
239000010903 husk Substances 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
229920005610 lignin Polymers 0.000 description 1
150000002903 organophosphorus compounds Chemical class 0.000 description 1
235000021017 pears Nutrition 0.000 description 1
150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
230000001766 physiological effect Effects 0.000 description 1
230000000885 phytotoxic effect Effects 0.000 description 1
229910000027 potassium carbonate Inorganic materials 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
239000002689 soil Substances 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
ILWRPSCZWQJDMK-UHFFFAOYSA-N triethylazanium;chloride Chemical compound Cl.CCN(CC)CC ILWRPSCZWQJDMK-UHFFFAOYSA-N 0.000 description 1
239000002023 wood Substances 0.000 description 1

Landscapes

Agricultural Chemicals And Associated Chemicals (AREA)

JP14266480A 1980-10-13 1980-10-13 Organic phosphoric ester derivative, insecticide, acaricide, and namatocide containing it Granted JPS5767590A (en)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
JP14266480A JPS5767590A (en)	1980-10-13	1980-10-13	Organic phosphoric ester derivative, insecticide, acaricide, and namatocide containing it

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP14266480A JPS5767590A (en)	1980-10-13	1980-10-13	Organic phosphoric ester derivative, insecticide, acaricide, and namatocide containing it

Publications (2)

Publication Number	Publication Date
JPS5767590A JPS5767590A (en)	1982-04-24
JPS6248676B2 true JPS6248676B2 (fr)	1987-10-15

Family

ID=15320619

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP14266480A Granted JPS5767590A (en)	1980-10-13	1980-10-13	Organic phosphoric ester derivative, insecticide, acaricide, and namatocide containing it

Country Status (1)

Country	Link
JP (1)	JPS5767590A (fr)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
IL71373A (en) *	1983-04-07	1987-07-31	Mitsubishi Chem Ind	O-(2,3-dihydro-2,2-dimethyl-7 benzofuranyl)thiophosphoric and phosphonic esters,process for their production and pesticidal compositions containing them

1980
- 1980-10-13 JP JP14266480A patent/JPS5767590A/ja active Granted

Also Published As

Publication number	Publication date
JPS5767590A (en)	1982-04-24

Publication	Publication Date	Title
IL36221A (en)	1973-08-29	Esters of phosphoric acid, their preparation and use as pesticides
US4429125A (en)	1984-01-31	Phosphorus esters of 5-pyrimidinols
US4303653A (en)	1981-12-01	Organic phosphoric acid ester derivatives, a process for preparing the same and insecticidal, miticidal or nematocidal compositions containing the same
JPS6270383A (ja)	1987-03-31	Ｓ，ｓ−ジ−（第３級−アルキル）チオフオスフオネ−ト殺虫剤
US4122184A (en)	1978-10-24	Benzimidazole insecticides
JPS6248676B2 (fr)	1987-10-15
US4209512A (en)	1980-06-24	Mono- and di-thiophosphate esters containing an isoxazolinone ring and compositions and methods containing the same
JPS5942396A (ja)	1984-03-08	リン酸アミド誘導体およびそれらを含有する殺虫、殺ダニ、殺線虫剤
US4015974A (en)	1977-04-05	Amido phosphorothiolates
US4729987A (en)	1988-03-08	Insecticidal O,O-diethyl-O-(2-(1,1-dimethylethyl)-5-pyrimidinyl)-phosphorothioate
US3997526A (en)	1976-12-14	Amido phosphorothiolate pesticide
WO1991009863A1 (fr)	1991-07-11	Pesticides organophosphoreux d'oxadiazinyle substitue
EP0054589B1 (fr)	1984-10-17	Dérivés d'esters organiques d'acide phosphorique, procédé pour les préparer et compositions insecticides, miticides ou nématocides les contenant
EP0011363B1 (fr)	1982-04-07	Phosphates et phosphonates de pyrazole, leur préparation et leur utilisation comme insecticides
JPS58154592A (ja)	1983-09-14	有機リン酸エステル誘導体及びそれを含む殺虫、殺ダニ剤
US4654329A (en)	1987-03-31	Insecticidal, miticidal or nematocidal phosphorus esters of 5-pyrimidinols
US3475452A (en)	1969-10-28	Phosphates and phosphonates of cyclic sulfones
US4024252A (en)	1977-05-17	2-(5-Ethyl-6-bromothiazolo[3,2-b]-5-triazolyl)thiophosphonate esters, compositions and method of use
US4466962A (en)	1984-08-21	Insecticidal 1-alkyl-5-substituted-4-chloropyrazole-3-yl-(thio) phosphates and (thio) phosphonates
US4113864A (en)	1978-09-12	Phosphorothiolate pesticidal composition
IL29992A (en)	1972-07-26	Novel phosphorothiolates
KR840000067B1 (ko)	1984-02-08	유기인산 에스테르 유도체와 그를 함유하는 살충, 살진드기, 살선충 조성물의 제법
US3880959A (en)	1975-04-29	O-alkyl-S-substituted-O-napthylphosphorothiolates
SU707233A1 (ru)	1982-05-30	Фосфорилированные триметилизомочевины, обладающие инсектоакарицидной активностью
US4533658A (en)	1985-08-06	Insecticidal 3-alkyl-5-(alkoxy- or alkylthio-phosphynyl or phosphinothioyl-thiomethyl)-1,2,4-oxadiazoles