RU2087477C1 - 0,0-диалкил-s-[(n-алкокси(арокси)карбонил-n-алкоксикарбонилалкил)аминометил]ди(моно)тиофосфаты, проявляющие синергистическое действие к периметру в отношении комнатных мух и синатропных тараканов - Google Patents
0,0-диалкил-s-[(n-алкокси(арокси)карбонил-n-алкоксикарбонилалкил)аминометил]ди(моно)тиофосфаты, проявляющие синергистическое действие к периметру в отношении комнатных мух и синатропных тараканов Download PDFInfo
- Publication number
- RU2087477C1 RU2087477C1 RU95111335/04A RU95111335A RU2087477C1 RU 2087477 C1 RU2087477 C1 RU 2087477C1 RU 95111335/04 A RU95111335/04 A RU 95111335/04A RU 95111335 A RU95111335 A RU 95111335A RU 2087477 C1 RU2087477 C1 RU 2087477C1
- Authority
- RU
- Russia
- Prior art keywords
- permethrin
- aroxy
- mono
- alkoxy
- alkoxycarbonylalkyl
- Prior art date
Links
- 229960000490 permethrin Drugs 0.000 title claims abstract description 10
- 241001674044 Blattodea Species 0.000 title claims abstract description 9
- RLLPVAHGXHCWKJ-UHFFFAOYSA-N permethrin Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)OCC1=CC=CC(OC=2C=CC=CC=2)=C1 RLLPVAHGXHCWKJ-UHFFFAOYSA-N 0.000 title claims abstract description 9
- 230000002195 synergetic effect Effects 0.000 title claims abstract description 6
- 208000037386 Typhoid Diseases 0.000 title 1
- 201000008297 typhoid fever Diseases 0.000 title 1
- 241000257226 Muscidae Species 0.000 claims abstract description 7
- RYYWUUFWQRZTIU-UHFFFAOYSA-N Thiophosphoric acid Chemical class OP(O)(S)=O RYYWUUFWQRZTIU-UHFFFAOYSA-N 0.000 claims description 4
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 claims description 4
- 230000001747 exhibiting effect Effects 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 abstract description 19
- 238000000034 method Methods 0.000 abstract description 7
- 241000238631 Hexapoda Species 0.000 abstract description 4
- 239000000126 substance Substances 0.000 abstract description 3
- 230000015572 biosynthetic process Effects 0.000 abstract 2
- 238000003786 synthesis reaction Methods 0.000 abstract 2
- 230000000694 effects Effects 0.000 abstract 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
- FIPWRIJSWJWJAI-UHFFFAOYSA-N Butyl carbitol 6-propylpiperonyl ether Chemical compound C1=C(CCC)C(COCCOCCOCCCC)=CC2=C1OCO2 FIPWRIJSWJWJAI-UHFFFAOYSA-N 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 229960005235 piperonyl butoxide Drugs 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 4
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 241000255925 Diptera Species 0.000 description 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical class [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 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
- 239000002253 acid Substances 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- VEMKTZHHVJILDY-UXHICEINSA-N bioresmethrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OCC1=COC(CC=2C=CC=CC=2)=C1 VEMKTZHHVJILDY-UXHICEINSA-N 0.000 description 2
- 238000000921 elemental analysis Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 238000007429 general method Methods 0.000 description 2
- 150000002333 glycines Chemical class 0.000 description 2
- 229920002866 paraformaldehyde Polymers 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 229910052938 sodium sulfate Inorganic materials 0.000 description 2
- 235000011152 sodium sulphate Nutrition 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 238000004809 thin layer chromatography Methods 0.000 description 2
- 231100000419 toxicity Toxicity 0.000 description 2
- 230000001988 toxicity Effects 0.000 description 2
- YSTZOIZIUXECPH-UHFFFAOYSA-N 2-isocyanatoacetic acid Chemical compound OC(=O)CN=C=O YSTZOIZIUXECPH-UHFFFAOYSA-N 0.000 description 1
- 241000238657 Blattella germanica Species 0.000 description 1
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Natural products NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 1
- 239000004471 Glycine Substances 0.000 description 1
- 241000257159 Musca domestica Species 0.000 description 1
- 230000007059 acute toxicity Effects 0.000 description 1
- 231100000403 acute toxicity Toxicity 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- DJIBHHGQPSAZCY-UHFFFAOYSA-N butoxy-bis(butylsulfanyl)-sulfanylidene-$l^{5}-phosphane Chemical compound CCCCOP(=S)(SCCCC)SCCCC DJIBHHGQPSAZCY-UHFFFAOYSA-N 0.000 description 1
- 239000002837 defoliant Substances 0.000 description 1
- NAGJZTKCGNOGPW-UHFFFAOYSA-N dithiophosphoric acid Chemical compound OP(O)(S)=S NAGJZTKCGNOGPW-UHFFFAOYSA-N 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000012634 fragment Substances 0.000 description 1
- 159000000011 group IA salts Chemical class 0.000 description 1
- DXVBUJOATHQUCY-UHFFFAOYSA-N hydroxy-methyl-sulfanyl-sulfanylidene-$l^{5}-phosphane Chemical class CP(O)(S)=S DXVBUJOATHQUCY-UHFFFAOYSA-N 0.000 description 1
- 230000009916 joint effect Effects 0.000 description 1
- 231100000636 lethal dose Toxicity 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 231100001228 moderately toxic Toxicity 0.000 description 1
- 150000002903 organophosphorus compounds Chemical class 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 150000003582 thiophosphoric acids Chemical class 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- ZOKXUAHZSKEQSS-UHFFFAOYSA-N tribufos Chemical compound CCCCSP(=O)(SCCCC)SCCCC ZOKXUAHZSKEQSS-UHFFFAOYSA-N 0.000 description 1
Images
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
-
- 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
- A01N57/12—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur 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
- C07F9/16—Esters of thiophosphoric acids or thiophosphorous acids
- C07F9/165—Esters of thiophosphoric acids
- C07F9/1651—Esters of thiophosphoric acids with hydroxyalkyl compounds with further substituents on alkyl
Landscapes
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Organic Chemistry (AREA)
- Agronomy & Crop Science (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| RU95111335/04A RU2087477C1 (ru) | 1995-06-30 | 1995-06-30 | 0,0-диалкил-s-[(n-алкокси(арокси)карбонил-n-алкоксикарбонилалкил)аминометил]ди(моно)тиофосфаты, проявляющие синергистическое действие к периметру в отношении комнатных мух и синатропных тараканов |
| PCT/RU1996/000174 WO1997002274A1 (fr) | 1995-06-30 | 1996-06-28 | Production de nouveaux mono(di)thiophosphates, compositions comprenant ces derniers et procede d'application |
| AU65372/96A AU6537296A (en) | 1995-06-30 | 1996-06-28 | Novel derivatives of di(mono)thiophosphates, a composition containing them and a method of using them |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| RU95111335/04A RU2087477C1 (ru) | 1995-06-30 | 1995-06-30 | 0,0-диалкил-s-[(n-алкокси(арокси)карбонил-n-алкоксикарбонилалкил)аминометил]ди(моно)тиофосфаты, проявляющие синергистическое действие к периметру в отношении комнатных мух и синатропных тараканов |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU95111335A RU95111335A (ru) | 1996-11-20 |
| RU2087477C1 true RU2087477C1 (ru) | 1997-08-20 |
Family
ID=20169633
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU95111335/04A RU2087477C1 (ru) | 1995-06-30 | 1995-06-30 | 0,0-диалкил-s-[(n-алкокси(арокси)карбонил-n-алкоксикарбонилалкил)аминометил]ди(моно)тиофосфаты, проявляющие синергистическое действие к периметру в отношении комнатных мух и синатропных тараканов |
Country Status (3)
| Country | Link |
|---|---|
| AU (1) | AU6537296A (fr) |
| RU (1) | RU2087477C1 (fr) |
| WO (1) | WO1997002274A1 (fr) |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL42084A (en) * | 1972-04-27 | 1975-12-31 | Ciba Geigy Ag | Thiolphosphoric acid esters,their manufacture and their use as pesticides |
| US4231782A (en) * | 1978-11-03 | 1980-11-04 | Monsanto Company | N-Carbobenzoxy-N-phosphonomethylglycine thioesters |
| FR2444044A1 (fr) * | 1978-12-14 | 1980-07-11 | Rhone Poulenc Agrochimie | Nouveaux derives de phosphates de n-phenyle, n-(alcoxy carbonylalcoyle)-acetamides et compositions fongicides les contenant |
| AU531541B2 (en) * | 1979-05-11 | 1983-08-25 | Pitman-Moore Australia Limited | Tickicidal composition |
| DE3117435A1 (de) * | 1981-05-02 | 1982-11-18 | Hoechst Ag, 6000 Frankfurt | Schaedlingsbekaempfungsmittel |
-
1995
- 1995-06-30 RU RU95111335/04A patent/RU2087477C1/ru not_active IP Right Cessation
-
1996
- 1996-06-28 AU AU65372/96A patent/AU6537296A/en not_active Abandoned
- 1996-06-28 WO PCT/RU1996/000174 patent/WO1997002274A1/fr active Application Filing
Non-Patent Citations (1)
| Title |
|---|
| 1. Шипов А.Э., Генкина К.К., Жданова Г.В., Теровский П.В., Рославцева С.А., Сазонова И.Н., Сундуков О.В., Головкина Л.С., Волкова Р.С., Каган Ю.С., Ершова Е.А., Мастрюкова Т.А., Кабачник М.И. Изв. РАН. сер.хим. 1994, N 6, с. 1304 - 1311. 2. Леонова И.Н., Слынько Н.М. - Агрохимия, 1988, N 8, с. 130 - 140. 3. Справочник по пестицидам / Под ред. Мельникова Н.Н. и др. - М.: Химия, 1985, с. 308. 4. Попов П.В. Химия в сельском хозяйстве, 1965, т. 3, N 8, с. 73 - 75, N 10, с. 72 - 74. * |
Also Published As
| Publication number | Publication date |
|---|---|
| AU6537296A (en) | 1997-02-05 |
| RU95111335A (ru) | 1996-11-20 |
| WO1997002274A1 (fr) | 1997-01-23 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | The patent is invalid due to non-payment of fees |
Effective date: 20050701 |