CA1120853A - Insecticidal synergistic mixture of 0,0-diethyl 0-(3,5,6-trichloro-2-pyridinyl) phosphorothioate and 0-ethyl 0-(2-chloro-4-bromophenyl)-s-n-propyl phosphorothioate - Google Patents
Insecticidal synergistic mixture of 0,0-diethyl 0-(3,5,6-trichloro-2-pyridinyl) phosphorothioate and 0-ethyl 0-(2-chloro-4-bromophenyl)-s-n-propyl phosphorothioateInfo
- Publication number
- CA1120853A CA1120853A CA000345513A CA345513A CA1120853A CA 1120853 A CA1120853 A CA 1120853A CA 000345513 A CA000345513 A CA 000345513A CA 345513 A CA345513 A CA 345513A CA 1120853 A CA1120853 A CA 1120853A
- Authority
- CA
- Canada
- Prior art keywords
- phosphorothioate
- composition
- bromophenyl
- chloro
- diethyl
- 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.)
- Expired
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 52
- 230000000749 insecticidal effect Effects 0.000 title claims abstract description 8
- 230000002195 synergetic effect Effects 0.000 title claims description 5
- RYYWUUFWQRZTIU-UHFFFAOYSA-K thiophosphate Chemical compound [O-]P([O-])([O-])=S RYYWUUFWQRZTIU-UHFFFAOYSA-K 0.000 title description 13
- 241000238631 Hexapoda Species 0.000 claims abstract description 11
- 231100000167 toxic agent Toxicity 0.000 claims description 8
- 239000003440 toxic substance Substances 0.000 claims description 8
- 239000007788 liquid Substances 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 239000006185 dispersion Substances 0.000 claims description 4
- SBPBAQFWLVIOKP-UHFFFAOYSA-N chlorpyrifos Chemical compound CCOP(=S)(OCC)OC1=NC(Cl)=C(Cl)C=C1Cl SBPBAQFWLVIOKP-UHFFFAOYSA-N 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 description 7
- 239000004094 surface-active agent Substances 0.000 description 7
- 235000013601 eggs Nutrition 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 235000013312 flour Nutrition 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 241000196324 Embryophyta Species 0.000 description 4
- 241000256244 Heliothis virescens Species 0.000 description 4
- 244000141359 Malus pumila Species 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 241000256247 Spodoptera exigua Species 0.000 description 4
- 235000021016 apples Nutrition 0.000 description 4
- 241001635274 Cydia pomonella Species 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 230000005737 synergistic response Effects 0.000 description 3
- 239000012085 test solution Substances 0.000 description 3
- 238000011282 treatment Methods 0.000 description 3
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- 244000068988 Glycine max Species 0.000 description 2
- 235000010469 Glycine max Nutrition 0.000 description 2
- 244000299507 Gossypium hirsutum Species 0.000 description 2
- 244000061176 Nicotiana tabacum Species 0.000 description 2
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- 239000011149 active material Substances 0.000 description 2
- 239000002671 adjuvant Substances 0.000 description 2
- 125000002877 alkyl aryl group Chemical group 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- -1 chalk Chemical compound 0.000 description 2
- 239000000428 dust Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 230000012010 growth Effects 0.000 description 2
- 230000002363 herbicidal effect Effects 0.000 description 2
- 239000004009 herbicide Substances 0.000 description 2
- 229920000570 polyether Polymers 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- 240000005020 Acaciella glauca Species 0.000 description 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- 239000004338 Dichlorodifluoromethane Substances 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 240000002024 Gossypium herbaceum Species 0.000 description 1
- 235000004341 Gossypium herbaceum Nutrition 0.000 description 1
- 241000255967 Helicoverpa zea Species 0.000 description 1
- 240000007049 Juglans regia Species 0.000 description 1
- 235000009496 Juglans regia Nutrition 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 241001268491 Laspeyresia Species 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 244000098338 Triticum aestivum Species 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
- 150000008052 alkyl sulfonates Chemical class 0.000 description 1
- IXWIAFSBWGYQOE-UHFFFAOYSA-M aluminum;magnesium;oxygen(2-);silicon(4+);hydroxide;tetrahydrate Chemical compound O.O.O.O.[OH-].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[Mg+2].[Al+3].[Si+4].[Si+4].[Si+4].[Si+4] IXWIAFSBWGYQOE-UHFFFAOYSA-M 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 230000003042 antagnostic effect Effects 0.000 description 1
- IBGKZCJDWXXWNU-UHFFFAOYSA-N azane;diethoxy-hydroxy-sulfanylidene-$l^{5}-phosphane Chemical compound [NH4+].CCOP([O-])(=S)OCC IBGKZCJDWXXWNU-UHFFFAOYSA-N 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 235000008504 concentrate Nutrition 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 description 1
- 235000019404 dichlorodifluoromethane Nutrition 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 230000012447 hatching Effects 0.000 description 1
- 231100000566 intoxication Toxicity 0.000 description 1
- 230000035987 intoxication Effects 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 235000014666 liquid concentrate Nutrition 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 230000008635 plant growth Effects 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 239000008262 pumice Substances 0.000 description 1
- 229910052903 pyrophyllite Inorganic materials 0.000 description 1
- 235000003499 redwood Nutrition 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 239000010458 rotten stone Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 210000002784 stomach Anatomy 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 1
- 229940029284 trichlorofluoromethane Drugs 0.000 description 1
- 235000020234 walnut Nutrition 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000002023 wood 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
- A01N57/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing heterocyclic radicals
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/023,515 US4223026A (en) | 1979-03-23 | 1979-03-23 | Insecticidal synergistic mixture of O,O-diethyl O-(3,5,6-trichloro-2-pyridinyl)phosphorothioate and O-ethyl O-(2-chloro-4-bromophenyl)-S-n-propyl phosphorothioate |
| US023,515 | 1979-03-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1120853A true CA1120853A (en) | 1982-03-30 |
Family
ID=21815563
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000345513A Expired CA1120853A (en) | 1979-03-23 | 1980-02-12 | Insecticidal synergistic mixture of 0,0-diethyl 0-(3,5,6-trichloro-2-pyridinyl) phosphorothioate and 0-ethyl 0-(2-chloro-4-bromophenyl)-s-n-propyl phosphorothioate |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US4223026A (member.php) |
| EP (1) | EP0017339B1 (member.php) |
| JP (1) | JPS55129209A (member.php) |
| AR (1) | AR224760A1 (member.php) |
| AU (1) | AU524878B2 (member.php) |
| BR (1) | BR8001692A (member.php) |
| CA (1) | CA1120853A (member.php) |
| DE (1) | DE3061122D1 (member.php) |
| GB (1) | GB2044618B (member.php) |
| GR (1) | GR67677B (member.php) |
| IL (1) | IL59427A (member.php) |
| MY (1) | MY8400111A (member.php) |
| NZ (1) | NZ192960A (member.php) |
| ZA (1) | ZA801010B (member.php) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4489068A (en) * | 1983-04-28 | 1984-12-18 | The Dow Chemical Company | Method and composition for enhancing the insecticidal activity of certain organophosphorus compounds |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL125457C (member.php) * | 1962-04-30 | 1965-07-12 | ||
| NL161157C (nl) * | 1971-10-12 | 1980-01-15 | Ciba Geigy | Werkwijze voor het bereiden van een 0-ethyl-s-n-propyl- -0-(2-chloorfenyl)-thiofosforzuurester, van acaricide en/of insekticide preparaten die deze verbinding als actieve component bevatten, alsmede voor het bestrijden van insekten en acariden hiermee. |
| US3992533A (en) * | 1971-10-12 | 1976-11-16 | Ciba-Geigy Corporation | O-ethyl-S-N-propyl-O-(2-chloro-4-bromophenyl)-thiophosphate |
| FR2237580A1 (en) * | 1973-07-16 | 1975-02-14 | Aries Robert | Insecticidal vaporising strips - contg. a halophenyl (thiono)phosphooric ester and opt. a pyridine phosphoric ester |
-
1979
- 1979-03-23 US US06/023,515 patent/US4223026A/en not_active Expired - Lifetime
-
1980
- 1980-02-12 CA CA000345513A patent/CA1120853A/en not_active Expired
- 1980-02-19 AU AU55704/80A patent/AU524878B2/en not_active Ceased
- 1980-02-20 IL IL59427A patent/IL59427A/xx unknown
- 1980-02-22 ZA ZA00801010A patent/ZA801010B/xx unknown
- 1980-02-25 NZ NZ192960A patent/NZ192960A/xx unknown
- 1980-02-29 EP EP80300621A patent/EP0017339B1/en not_active Expired
- 1980-02-29 DE DE8080300621T patent/DE3061122D1/de not_active Expired
- 1980-02-29 GB GB8006963A patent/GB2044618B/en not_active Expired
- 1980-03-18 AR AR280339A patent/AR224760A1/es active
- 1980-03-19 GR GR61484A patent/GR67677B/el unknown
- 1980-03-21 BR BR8001692A patent/BR8001692A/pt unknown
- 1980-03-24 JP JP3736180A patent/JPS55129209A/ja active Pending
-
1984
- 1984-12-30 MY MY111/84A patent/MY8400111A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| IL59427A0 (en) | 1980-05-30 |
| ZA801010B (en) | 1981-03-25 |
| GB2044618B (en) | 1982-11-24 |
| AU524878B2 (en) | 1982-10-07 |
| EP0017339A1 (en) | 1980-10-15 |
| JPS55129209A (en) | 1980-10-06 |
| BR8001692A (pt) | 1980-11-18 |
| GR67677B (member.php) | 1981-09-04 |
| AR224760A1 (es) | 1982-01-15 |
| US4223026A (en) | 1980-09-16 |
| MY8400111A (en) | 1984-12-31 |
| IL59427A (en) | 1983-09-30 |
| GB2044618A (en) | 1980-10-22 |
| NZ192960A (en) | 1982-09-07 |
| AU5570480A (en) | 1980-09-25 |
| DE3061122D1 (en) | 1982-12-30 |
| EP0017339B1 (en) | 1982-11-24 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |