IL36955A - Mosquito control with di-tert-butyl-phenol derivatives - Google Patents
Mosquito control with di-tert-butyl-phenol derivativesInfo
- Publication number
- IL36955A IL36955A IL36955A IL3695571A IL36955A IL 36955 A IL36955 A IL 36955A IL 36955 A IL36955 A IL 36955A IL 3695571 A IL3695571 A IL 3695571A IL 36955 A IL36955 A IL 36955A
- Authority
- IL
- Israel
- Prior art keywords
- compound
- butyl
- matter
- accordance
- composition
- Prior art date
Links
- 241000255925 Diptera Species 0.000 title claims description 14
- SKDGWNHUETZZCS-UHFFFAOYSA-N 2,3-ditert-butylphenol Chemical class CC(C)(C)C1=CC=CC(O)=C1C(C)(C)C SKDGWNHUETZZCS-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims description 26
- 238000000034 method Methods 0.000 claims description 10
- 239000000203 mixture Substances 0.000 claims description 7
- 241000256113 Culicidae Species 0.000 claims description 5
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 239000007788 liquid Substances 0.000 claims description 3
- 239000007787 solid Substances 0.000 claims description 3
- 239000006185 dispersion Substances 0.000 claims description 2
- 239000004094 surface-active agent Substances 0.000 claims description 2
- 239000004480 active ingredient Substances 0.000 claims 4
- DKCPKDPYUFEZCP-UHFFFAOYSA-N 2,6-di-tert-butylphenol Chemical compound CC(C)(C)C1=CC=CC(C(C)(C)C)=C1O DKCPKDPYUFEZCP-UHFFFAOYSA-N 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 230000001418 larval effect Effects 0.000 claims 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims 1
- 230000000694 effects Effects 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- SGQMYRZKTGFIKN-UHFFFAOYSA-N 2-butylphenol Chemical compound CCCCC1=CC=CC=C1O.CCCCC1=CC=CC=C1O SGQMYRZKTGFIKN-UHFFFAOYSA-N 0.000 description 2
- 241000238631 Hexapoda Species 0.000 description 2
- GJYCVCVHRSWLNY-UHFFFAOYSA-N ortho-butylphenol Natural products CCCCC1=CC=CC=C1O GJYCVCVHRSWLNY-UHFFFAOYSA-N 0.000 description 2
- PLZDDPSCZHRBOY-UHFFFAOYSA-N 3-methylnonane Chemical compound CCCCCCC(C)CC PLZDDPSCZHRBOY-UHFFFAOYSA-N 0.000 description 1
- 241000251468 Actinopterygii Species 0.000 description 1
- 241000256118 Aedes aegypti Species 0.000 description 1
- 101100352919 Caenorhabditis elegans ppm-2 gene Proteins 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 241000283973 Oryctolagus cuniculus Species 0.000 description 1
- 241000276427 Poecilia reticulata Species 0.000 description 1
- WVEXRFDJWLAXJU-UHFFFAOYSA-N [Ca].[Ca].[Ca].[Ca] Chemical compound [Ca].[Ca].[Ca].[Ca] WVEXRFDJWLAXJU-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 230000029936 alkylation Effects 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 230000003559 chemosterilizing effect Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 230000000974 larvacidal effect Effects 0.000 description 1
- 239000012669 liquid formulation Substances 0.000 description 1
- 231100001225 mammalian toxicity Toxicity 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000000361 pesticidal effect Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000003206 sterilizing agent Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 125000004001 thioalkyl group Chemical group 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 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
- A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
- A01N31/08—Oxygen or sulfur directly attached to an aromatic ring system
- A01N31/16—Oxygen or sulfur directly attached to an aromatic ring system with two or more oxygen or sulfur atoms directly attached to the same aromatic ring system
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catching Or Destruction (AREA)
- Loading And Unloading Of Fuel Tanks Or Ships (AREA)
Description
MOSQUITO WITH PHMQL MOSQUITO CONTROL This invention relates to methods for the control of mosquitoes and particularly to methods for the disruption or ruption of the life cycle of mosquitoes by contacting mosquito larvae or exposing them an effective amount of a pound of the formula wherein R is or alkoxy or maximum of 6 carbon The preferred compounds of this group are those in which the butyl groups are ortho to the hydroxyl Previously known methods for mosquito control have traditionally centered on the use of insecticides or larvacides and more recently on insect chemosterilants These past efforts have met with only a modicum of and the results have been and In accordance with this it has now been found that members of the insect family can be readily and effectively controlled by subjecting mosquito or their to an effective amount of one or more compounds of the present these compounds have no immediate effect upon the and do not interfere with the actual formation to the pupal The resultant remain fail to develop and die before the emergence of adult These compounds are therefore not larvacidal in their but their effectiveness is dependent upon a novel biological They are such ae the house as well as those of the genera and The compounds of the present invention can be readily prepared by known For seemed is prepared by the direct alkylation of with laobutylene in an acidic followed by The alkoxy and compounds are most prepared by in the para and reacting the resultant halophenpl with a merca an aloohol in the presence of triethylamlnef Compounds under consideration includeι butylphenol butylphenol ertiary 2 2 2 2 butylphenol butylphenol The larvae of the mosquito to be controlled have a water habitat and therefore the compound of this invention can be added per se to the formulated with a solid carrier and cast upon the surface of the or sprayed upon the water in the form of a solution or liquid provided the amount applied is an effective Although the compounds of this invention are useful per se in controlling it is preferable that they be applied directly to the mosquito larvae their habitat in a dispersed form in a suitable extending The suitable extending agents for liquid formulations include organic solvents such as methyl ethyl heptane and the like higher liquid alkanes and petroleum fractions boiling under 400 and having a flash point above about 80 When solid formulations are the extending agents that can be used include tricalcium calcium diatomaceous wood flour and the which are preferably reduced to a particle size of about 5 microns or less In most it is preferred to use a surface active agent to facilitate dispersion of the active compounds throughout the aqueous habitat of the mosquito The compounds of the present invention can be used alone or in combination with other pesticidal agents to broaden the spectrum of activity obtained with a single The concentration of the are usually applied to the aqueous habitat in cient quantity to provide a concentration between about and about 5 The value of the compounds under consideration is greatly enhanced by their specificity of their exceedingly low mammalian toxicity and their lack of toxicity toward fish For when fed orally to had a of and when applied dermally to rabbits exhibited a MLD greater than In the same compound has no effect whatsoever on guppies at a concentration of 10 ppm over a period of 48 The unusual activity of the compounds of the present invention is illustrated by the A base solution of the compound to be evaluated is prepared by dissolving gram thereof in sufficient acetone to provide a by weight solution Then of this acetone solution is pipetted into a 25 x 200 culture tube containing sufficient distilled water to provide trations of 2 and of the compound to be The tube is stoppered and shaken vigorously to facilitate plete mixing of its Thereupon approximately 25 early instar yellow fever mosquito larvae are ferred to the tube with the aid of a The larvae are then held in the tube at 25eC for seven at the end of which time mortality observations are The results in percent kill of the resultant pupae at concentrations of 2 and obtained are set forth COMPOUND ppm ppm 2 2 2 2 By analogous compounds such as 2 and exhibited no activity when the test procedure described above was using these compounds instead of the compounds of the present While this invention has been described with respect to certain embodiments it is to be understood that it is not so and that variations and modifications thereof obvious to those skilled in the art can be made without departing from the spirit or scope MOSQUITO CONTROL Abstract of the Disclosure Method of preventing mosquito larvae from developing into the adult stage by exposing the mosquito larvae to a having an alkoxy or a thioalkyl group in the insufficientOCRQuality
Claims (1)
1. P.A. 36955/11 WHA IS CLAIMED IS I 1.. A method of preventing the development of mosquitoes from the larval stage to the adult stage which comprises exposing mosquito larvae to an effective amount of a compound of the formula wherein R is hydrogen, «» a-dimethylbenzyl » or alkyl, alkoxy or thio lky1 having a maximum of 6 carbon atoms* 2. A method in accordance with Claim 1 in which the t«?¾utyl groups are in the 2- and oppositions* 3* A method in accordance with Claim 2 in which the compound is 2, 6-di-tertiary butyl-¾-thiobutylphenol* , , A method in accordance with Claim 2 in which the compound is 2, 6-dl-tertiary-butyl-¾-thiomethylphenol . 5* A method in accordance with Claim 2 in which the compound is 2,6-di-tertiary butylphenol. 6. . A method in accordance with Claim 2 in which the compound is 2¾i6-di-tertiary butyl-¾-eumyl henol* 7· An invention substantially as described and disclosed herein* 8* A composition of matter for mosquito control, comprising as active ingredient a compound as defined in Claim 1. f, A composition as claimed in Claim 8, wherein the active ingredient is formulated with a solid carrier. 10. A composition of matter as claimed in Claim 8, wherein the active ingredient is in the form of a solution or liquid dispersion. 11. A composition of matter as claimed in any of Claims 8 to 10, containing in addition a surface active agent. 12. A composition of matter for mosquito control, as claimed in Claim 8, wherein the active ingredient is 2, 6-di-t^-butyl-^-cumylphenol. 13· Compositions of matter for mosquito control, substantially as hereinbefore described.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US4251670A | 1970-06-01 | 1970-06-01 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| IL36955A true IL36955A (en) | 1973-11-28 |
Family
ID=21922352
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL36955A IL36955A (en) | 1970-06-01 | 1971-05-31 | Mosquito control with di-tert-butyl-phenol derivatives |
Country Status (17)
| Country | Link |
|---|---|
| JP (1) | JPS5527041B1 (en) |
| AT (1) | AT307136B (en) |
| BE (1) | BE767834A (en) |
| CA (1) | CA975681A (en) |
| CS (1) | CS158554B2 (en) |
| DE (1) | DE2126684A1 (en) |
| DK (1) | DK129265B (en) |
| EG (1) | EG11105A (en) |
| FR (1) | FR2093953B1 (en) |
| GB (1) | GB1311577A (en) |
| IL (1) | IL36955A (en) |
| NL (1) | NL146693B (en) |
| NO (1) | NO130558C (en) |
| PL (1) | PL81551B1 (en) |
| SE (2) | SE374861B (en) |
| SU (1) | SU416919A3 (en) |
| ZA (1) | ZA713472B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6114572A (en) * | 1996-11-20 | 2000-09-05 | Hoechst Marion Roussel, Inc. | Substituted phenols and thiophenols useful as antioxidant agents |
-
1971
- 1971-05-26 NL NL717107225A patent/NL146693B/en not_active IP Right Cessation
- 1971-05-28 SE SE7106959A patent/SE374861B/xx unknown
- 1971-05-28 FR FR7119631A patent/FR2093953B1/fr not_active Expired
- 1971-05-28 CS CS393071A patent/CS158554B2/cs unknown
- 1971-05-28 SE SE7106959D patent/SE7106959L/xx unknown
- 1971-05-28 SU SU1664079A patent/SU416919A3/en active
- 1971-05-28 DK DK259971AA patent/DK129265B/en unknown
- 1971-05-28 DE DE19712126684 patent/DE2126684A1/en not_active Withdrawn
- 1971-05-28 NO NO2034/71A patent/NO130558C/no unknown
- 1971-05-28 AT AT465271A patent/AT307136B/en not_active IP Right Cessation
- 1971-05-28 BE BE767834A patent/BE767834A/en unknown
- 1971-05-28 PL PL1971148454A patent/PL81551B1/en unknown
- 1971-05-28 ZA ZA713472A patent/ZA713472B/en unknown
- 1971-05-29 EG EG233/71A patent/EG11105A/en active
- 1971-05-31 CA CA114,438A patent/CA975681A/en not_active Expired
- 1971-05-31 JP JP3709871A patent/JPS5527041B1/ja active Pending
- 1971-05-31 IL IL36955A patent/IL36955A/en unknown
- 1971-06-01 GB GB1835371*[A patent/GB1311577A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR2093953A1 (en) | 1972-02-04 |
| DK129265B (en) | 1974-09-23 |
| SU416919A3 (en) | 1974-02-25 |
| DE2126684A1 (en) | 1971-12-09 |
| DK129265C (en) | 1975-02-10 |
| BE767834A (en) | 1971-11-29 |
| CA975681A (en) | 1975-10-07 |
| NO130558B (en) | 1974-09-30 |
| NO130558C (en) | 1975-01-15 |
| AT307136B (en) | 1973-05-10 |
| ZA713472B (en) | 1972-01-26 |
| JPS5527041B1 (en) | 1980-07-17 |
| NL7107225A (en) | 1971-12-03 |
| CS158554B2 (en) | 1974-11-25 |
| FR2093953B1 (en) | 1974-04-26 |
| SE374861B (en) | 1975-03-24 |
| NL146693B (en) | 1975-08-15 |
| EG11105A (en) | 1978-03-29 |
| GB1311577A (en) | 1973-03-28 |
| PL81551B1 (en) | 1975-08-30 |
| SE7106959L (en) | 1971-12-02 |
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