DE2738194A1 - Diaethyl-2-pyridinthionophosphonat, es enthaltende insektizide zusammensetzungen und verfahren zur kontrolle von insekten - Google Patents
Diaethyl-2-pyridinthionophosphonat, es enthaltende insektizide zusammensetzungen und verfahren zur kontrolle von insektenInfo
- Publication number
- DE2738194A1 DE2738194A1 DE19772738194 DE2738194A DE2738194A1 DE 2738194 A1 DE2738194 A1 DE 2738194A1 DE 19772738194 DE19772738194 DE 19772738194 DE 2738194 A DE2738194 A DE 2738194A DE 2738194 A1 DE2738194 A1 DE 2738194A1
- Authority
- DE
- Germany
- Prior art keywords
- insect
- pyridinthionophosphonate
- diethyl
- dimethylphosphorodithioate
- mercaptomethyl
- Prior art date
- 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.)
- Withdrawn
Links
- 241000238631 Hexapoda Species 0.000 title claims description 19
- 239000000203 mixture Substances 0.000 title claims description 18
- 238000000034 method Methods 0.000 title claims description 13
- 239000002917 insecticide Substances 0.000 title description 26
- -1 mercaptomethyl Chemical group 0.000 claims description 11
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 8
- 241000567412 Estigmene acrea Species 0.000 claims description 7
- 230000003213 activating effect Effects 0.000 claims description 4
- 230000000749 insecticidal effect Effects 0.000 claims description 4
- 241000256244 Heliothis virescens Species 0.000 claims description 3
- 241000567413 Estigmene Species 0.000 claims description 2
- 241000256257 Heliothis Species 0.000 claims description 2
- LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- CXJPKZWBHCTMAD-UHFFFAOYSA-N 1-ethoxypyridin-1-ium Chemical compound CCO[N+]1=CC=CC=C1 CXJPKZWBHCTMAD-UHFFFAOYSA-N 0.000 claims 1
- 239000000654 additive Substances 0.000 claims 1
- 230000000996 additive effect Effects 0.000 claims 1
- 239000012190 activator Substances 0.000 description 12
- 238000002474 experimental method Methods 0.000 description 6
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 240000007124 Brassica oleracea Species 0.000 description 4
- 241000208125 Nicotiana Species 0.000 description 4
- 239000003053 toxin Substances 0.000 description 4
- 231100000765 toxin Toxicity 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical class [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 3
- 241000255993 Trichoplusia ni Species 0.000 description 3
- 230000004913 activation Effects 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- ZPFAVCIQZKRBGF-UHFFFAOYSA-N 1,3,2-dioxathiolane 2,2-dioxide Chemical compound O=S1(=O)OCCO1 ZPFAVCIQZKRBGF-UHFFFAOYSA-N 0.000 description 2
- 241000239290 Araneae Species 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- 244000207667 Rumex vesicarius Species 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 239000012074 organic phase Substances 0.000 description 2
- LMNZTLDVJIUSHT-UHFFFAOYSA-N phosmet Chemical compound C1=CC=C2C(=O)N(CSP(=S)(OC)OC)C(=O)C2=C1 LMNZTLDVJIUSHT-UHFFFAOYSA-N 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000012085 test solution Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 235000000318 Bindesalat Nutrition 0.000 description 1
- 244000106835 Bindesalat Species 0.000 description 1
- 235000009852 Cucurbita pepo Nutrition 0.000 description 1
- 241000219104 Cucurbitaceae Species 0.000 description 1
- KIWBPDUYBMNFTB-UHFFFAOYSA-N Ethyl hydrogen sulfate Chemical compound CCOS(O)(=O)=O KIWBPDUYBMNFTB-UHFFFAOYSA-N 0.000 description 1
- 241000255777 Lepidoptera Species 0.000 description 1
- 244000061176 Nicotiana tabacum Species 0.000 description 1
- 235000021501 Rumex crispus Nutrition 0.000 description 1
- 235000015422 Rumex crispus ssp. crispus Nutrition 0.000 description 1
- 235000015426 Rumex crispus ssp. fauriei Nutrition 0.000 description 1
- 241000255985 Trichoplusia Species 0.000 description 1
- 244000052616 bacterial pathogen Species 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000001418 larval effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- ILVXOBCQQYKLDS-UHFFFAOYSA-N pyridine N-oxide Chemical compound [O-][N+]1=CC=CC=C1 ILVXOBCQQYKLDS-UHFFFAOYSA-N 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-O pyridinium Chemical compound C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 238000010183 spectrum analysis Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 230000002311 subsequent effect Effects 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 230000000699 topical effect Effects 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
- A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
- A01N57/24—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing heterocyclic 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
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
- C07F9/576—Six-membered rings
- C07F9/58—Pyridine rings
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)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/719,033 US4096251A (en) | 1976-08-30 | 1976-08-30 | Diethyl 2-pyridine thionophosphonate as an insecticide activator |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2738194A1 true DE2738194A1 (de) | 1978-03-02 |
Family
ID=24888519
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19772738194 Withdrawn DE2738194A1 (de) | 1976-08-30 | 1977-08-24 | Diaethyl-2-pyridinthionophosphonat, es enthaltende insektizide zusammensetzungen und verfahren zur kontrolle von insekten |
Country Status (25)
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4652302A (en) * | 1983-05-20 | 1987-03-24 | Stauffer Chemical Co. | Herbicide compositions of extended soil life |
| US7243816B2 (en) | 2003-02-13 | 2007-07-17 | Dart Industries Inc. | Container with one-piece seal and lid spring |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1373086A (fr) * | 1962-07-26 | 1964-09-25 | Bayer Ag | Procédé de préparation d'esters thionothiolphosphoriques ou-phosphoniques hétérocycliques |
| US3621021A (en) * | 1967-08-07 | 1971-11-16 | American Cyanamid Co | Quinoxalinyl n{10 -oxide phosphates, methods of preparation and use of same as pesticides |
| US3673196A (en) * | 1969-02-24 | 1972-06-27 | Petrolite Corp | Phosphonates of full aromatic nitrogen heterocyclics |
| US3665001A (en) * | 1970-06-11 | 1972-05-23 | Exxon Research Engineering Co | Azinyl organophosphorus compounds |
| US3770750A (en) * | 1971-02-19 | 1973-11-06 | Petrolite Corp | Quaternary full nitrogen-heterocyclic phosphonates |
| US3821232A (en) * | 1971-12-20 | 1974-06-28 | Petrolite Corp | 1,2-dihydro-pyridine-n-phosphonates and thiophosphonates |
-
1976
- 1976-08-30 US US05/719,033 patent/US4096251A/en not_active Expired - Lifetime
-
1977
- 1977-08-16 GR GR54167A patent/GR66144B/el unknown
- 1977-08-22 EG EG490/77A patent/EG12853A/xx active
- 1977-08-23 GB GB35254/77A patent/GB1535698A/en not_active Expired
- 1977-08-24 DE DE19772738194 patent/DE2738194A1/de not_active Withdrawn
- 1977-08-25 FR FR7725931A patent/FR2362859A1/fr not_active Withdrawn
- 1977-08-25 BR BR7705665A patent/BR7705665A/pt unknown
- 1977-08-25 BG BG7737238A patent/BG28015A3/xx unknown
- 1977-08-26 DD DD7700200763A patent/DD132566A5/xx unknown
- 1977-08-26 PT PT66963A patent/PT66963B/pt unknown
- 1977-08-26 CA CA285,581A patent/CA1092123A/en not_active Expired
- 1977-08-29 NZ NZ185048A patent/NZ185048A/xx unknown
- 1977-08-29 IL IL52847A patent/IL52847A/xx unknown
- 1977-08-29 ZA ZA00775209A patent/ZA775209B/xx unknown
- 1977-08-29 AR AR268991A patent/AR217444A1/es active
- 1977-08-29 PH PH20175A patent/PH14196A/en unknown
- 1977-08-29 AU AU28302/77A patent/AU509541B2/en not_active Expired
- 1977-08-29 CS CS775643A patent/CS208726B2/cs unknown
- 1977-08-29 JP JP10351177A patent/JPS5331667A/ja active Pending
- 1977-08-29 SU SU772516981A patent/SU656458A3/ru active
- 1977-08-30 DK DK384677AA patent/DK141756B/da unknown
- 1977-08-30 ES ES461966A patent/ES461966A1/es not_active Expired
- 1977-08-30 BE BE2056199A patent/BE858212A/xx unknown
- 1977-08-30 NL NL7709540A patent/NL7709540A/xx not_active Application Discontinuation
-
1978
- 1978-12-21 IN IN1359/CAL/78A patent/IN147218B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BR7705665A (pt) | 1978-05-23 |
| SU656458A3 (ru) | 1979-04-05 |
| FR2362859A1 (fr) | 1978-03-24 |
| ES461966A1 (es) | 1978-06-01 |
| AR217444A1 (es) | 1980-03-31 |
| US4096251A (en) | 1978-06-20 |
| ZA775209B (en) | 1978-07-26 |
| PT66963B (en) | 1979-02-09 |
| IL52847A0 (en) | 1977-10-31 |
| NL7709540A (nl) | 1978-03-02 |
| NZ185048A (en) | 1979-06-19 |
| DD132566A5 (de) | 1978-10-11 |
| PH14196A (en) | 1981-03-26 |
| GR66144B (US06826419-20041130-M00005.png) | 1981-01-19 |
| EG12853A (en) | 1979-12-31 |
| AU509541B2 (en) | 1980-05-15 |
| GB1535698A (en) | 1978-12-13 |
| IL52847A (en) | 1980-09-16 |
| CS208726B2 (en) | 1981-09-15 |
| PT66963A (en) | 1977-09-01 |
| DK384677A (US06826419-20041130-M00005.png) | 1978-03-01 |
| JPS5331667A (en) | 1978-03-25 |
| AU2830277A (en) | 1979-03-08 |
| CA1092123A (en) | 1980-12-23 |
| DK141756C (US06826419-20041130-M00005.png) | 1980-11-03 |
| IN147218B (US06826419-20041130-M00005.png) | 1979-12-22 |
| DK141756B (da) | 1980-06-09 |
| BG28015A3 (en) | 1980-02-25 |
| BE858212A (nl) | 1978-02-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8130 | Withdrawal |