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WO1993003618A2 - Insecticide compounds for agricultural and horticultural use - Google Patents

Insecticide compounds for agricultural and horticultural use Download PDF

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Publication number
WO1993003618A2
WO1993003618A2 PCT/US1992/007288 US9207288W WO9303618A2 WO 1993003618 A2 WO1993003618 A2 WO 1993003618A2 US 9207288 W US9207288 W US 9207288W WO 9303618 A2 WO9303618 A2 WO 9303618A2
Authority
WO
WIPO (PCT)
Prior art keywords
present
agricultural
ppm
propargite
composition
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.)
Ceased
Application number
PCT/US1992/007288
Other languages
French (fr)
Other versions
WO1993003618A3 (en
Inventor
Masaaki Kataoka
Takehiko Nakamura
Akira Wakai
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.)
Uniroyal Chemical Co Inc
Original Assignee
Uniroyal Chemical Co Inc
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.)
Filing date
Publication date
Application filed by Uniroyal Chemical Co Inc filed Critical Uniroyal Chemical Co Inc
Priority to AU25432/92A priority Critical patent/AU656227B2/en
Priority to EP92919208A priority patent/EP0601089A1/en
Priority to US08/199,233 priority patent/US5491168A/en
Publication of WO1993003618A2 publication Critical patent/WO1993003618A2/en
Publication of WO1993003618A3 publication Critical patent/WO1993003618A3/en
Priority to BG98568A priority patent/BG98568A/en
Anticipated expiration legal-status Critical
Priority to US08/636,294 priority patent/US5631285A/en
Ceased legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N41/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
    • A01N41/02Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond

Definitions

  • This invention is directed to mixtures of propargite and synthetic pyrethroids, which exhibit synergistic activity as pesticides.
  • Thrips palmi is a transplanted insect from
  • compositions of the present invention contain an active ingredient comprising a mixture of A) propargite, and B) a synthetic pyrethroid.
  • the presen invention also comprises a method for controlling undesirable insects which comprises applying an effective amount of a composition according to the present invention to a locus to be protected.
  • the propargite portion of the active ingredient is a well known insecticide sold under the trademark OMITE (Uniroyal Chemical Company) and has the chemical name 2-(4-tert-butylphenoxy) cyclohexyl prop-2-ynyl sulfite.
  • Examples of the synthetic pyrethroid active ingredient are cyfluthrin, fenpropathrin, cyhalothrin, fulvalinate, tralomethrin, etofenprox, fulcytirinate, cypermethrin, permethrin, and fenvalelate.
  • the propargite component may be present in the amount of from 3 to 1,000 ppm, or more preferably 100-400 ppm.
  • the synthetic pyrethroide type component may be present in the amount of from 1 to 1,000 ppm, or more preferably 10-200 ppm.
  • minami-kiiro-azamiuma also known as Thrips palmi
  • synthetic pyrethroide type
  • insecticides which is also one of the effective
  • agents which contain the individual active ingredients are prepared and then mixed together later.
  • Polyoxyethylene-alkylphenylether 6 parts The above components were mixed and melted to obtain a 31% emulsion.
  • a mixed aqueous solution of propargite (BPPS) and synthetic pyrethroid type insecticides was diluted to the concentrations shown in Table 1, and sprayed on individually potted 20-30 cm tall greenhouse grown eggplants (kind: Kokuyo) which were severely infested by minami-kiiro-azamiuma by using a portable sprayer until the liquid started to drip from the leaves.
  • the number of adult and larvae of minami-kiiro-azamiuma were counted before the spraying and a few days after the spraying, and its effectiveness compared with the effectiveness obtained by spraying them individually. The results are shown in Table 1.
  • Example 2 The effect of propargite (BPPS) and synthetic pyrethroid mixtures on minami-kiiro-azaiuma was studied in a manner similar to Example 3, except that the emulsion form of Example 2 was used. The results are shown in Table 2.

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Dentistry (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Agronomy & Crop Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Compounds comprised of 2-(4-tert-butylphenoxy) cyclohexyl prop-2-ynyl sulfite and a synthetic pyrethroid exhibit synergistic pesticidal activity.

Description

INSECTICIDE COMPOUNDS FOR AGRICULTURAL AND HORTICULTURAL USE BACKGROUND OF THE INVENTION
1. Field of the Invention
This invention is directed to mixtures of propargite and synthetic pyrethroids, which exhibit synergistic activity as pesticides.
Thrips palmi is a transplanted insect from
Southeast Asia which has caused serious damage to cucumber, watermelon, melon, eggplant and green pepper in recent years. It has no strong natural enemy, and believed to cause more serious growth damage or fruit damage than any other known insect. Compounds such as sulbrophos, oxamil, carbosulphane, cypermethrin, pemfracalp, BMPC, DMTP, cyfulbenzron, etc. have been used in the past. However, none of them has had a sufficient protective effect.
SUMMARY OF THE INVENTION
The compositions of the present invention contain an active ingredient comprising a mixture of A) propargite, and B) a synthetic pyrethroid. The presen invention also comprises a method for controlling undesirable insects which comprises applying an effective amount of a composition according to the present invention to a locus to be protected. DETAILED DESCRIPTION OF THE INVENTION
The propargite portion of the active ingredient is a well known insecticide sold under the trademark OMITE (Uniroyal Chemical Company) and has the chemical name 2-(4-tert-butylphenoxy) cyclohexyl prop-2-ynyl sulfite. Examples of the synthetic pyrethroid active ingredient are cyfluthrin, fenpropathrin, cyhalothrin, fulvalinate, tralomethrin, etofenprox, fulcytirinate, cypermethrin, permethrin, and fenvalelate.
In the insecticide compositions of the present invention, the propargite component may be present in the amount of from 3 to 1,000 ppm, or more preferably 100-400 ppm. The synthetic pyrethroide type component may be present in the amount of from 1 to 1,000 ppm, or more preferably 10-200 ppm.
Propargite, which is one of the effective
components of the insecticide offered by the present invention, shows almost no effect against
minami-kiiro-azamiuma (also known as Thrips palmi) by itself. In addition, synthetic pyrethroide type
insecticides, which is also one of the effective
components of the insecticide compounds offered by the present invention, does not show sufficient effect against minami-kiiro-azamiuma by itself even in the case of cypermethrin which has obtained the Agricultural
Chemical Registration in Japan. The compositions
offered by the present invention give superior
effectiveness which cannot be obtained by each component alone .
As it is described in the application example, common forms of agricultural agents such as aqueous solutions, emulsions, dry-flowable, flowable, or smoke agent which contain the propargite and the synthetic pyrethroide type insecticides may be prepared.
Alternatevely, agents which contain the individual active ingredients are prepared and then mixed together later.
The present invention is explained in detail by reference to the following examples.
Example 1
Propargite 30 parts
Tralomethrin 1 part
White Carbon (Silica) 2 parts
Diatmaceous Earth 58 parts
Alkylbenzene sodium sulfonate 2 parts
Lignin sodium sulfonate 7 parts
The above components were uniformly mixed, and dissolved in water to obtain a 31% aqueous solution.
Example 2
Propargite 30 parts
Tralomethrin 1 part
Xylene 44 parts
Dimethylformamide 15 parts
Alkylbenzene calcium sulfonate 4 parts
Polyoxyethylene-alkylphenylether 6 parts The above components were mixed and melted to obtain a 31% emulsion.
Example 3
A mixed aqueous solution of propargite (BPPS) and synthetic pyrethroid type insecticides was diluted to the concentrations shown in Table 1, and sprayed on individually potted 20-30 cm tall greenhouse grown eggplants (kind: Kokuyo) which were severely infested by minami-kiiro-azamiuma by using a portable sprayer until the liquid started to drip from the leaves. The number of adult and larvae of minami-kiiro-azamiuma were counted before the spraying and a few days after the spraying, and its effectiveness compared with the effectiveness obtained by spraying them individually. The results are shown in Table 1.
Figure imgf000007_0001
Figure imgf000008_0001
Example 4
The effect of propargite (BPPS) and synthetic pyrethroid mixtures on minami-kiiro-azaiuma was studied in a manner similar to Example 3, except that the emulsion form of Example 2 was used. The results are shown in Table 2.

Claims

What is claimed is:
1. An insecticidal composition comprising:
(A) 2-(4-tert-butylρhenoxy) cyclohexyl prop-2-ynyl sulfite; and
(B) a synthetic pyrethroid selected from the group consisting of cyfluthrin, fenpropathrin, cyhalothrin, fulvalinate, tralomethrin, etofenprox, fulcytirinate, cypermethrin, permethrin, and fenvalelate.
2. A composition in accordance with claim 1 wherein component (A) is present in an concentration from 3-1000 ppm and component (B) is present in a concentration from 1-1000 ppm..
3. A process for controlling undesirable pests which comprises applying to a locus to be protected a pesticidally effective amount of a composition in accordance with claim 1.
PCT/US1992/007288 1991-08-27 1992-08-27 Insecticide compounds for agricultural and horticultural use Ceased WO1993003618A2 (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
AU25432/92A AU656227B2 (en) 1991-08-27 1992-08-27 Insecticide compounds for agricultural and horticultural use
EP92919208A EP0601089A1 (en) 1991-08-27 1992-08-27 Insecticide compounds for agricultural and horticultural use
US08/199,233 US5491168A (en) 1991-08-27 1992-08-27 Synergistic insecticidal compositions
BG98568A BG98568A (en) 1991-08-27 1994-02-24 Synergetic insecticide compositions
US08/636,294 US5631285A (en) 1991-08-27 1996-04-23 Synergistic insecticidal compositions

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
JP238,923 1991-08-27
JP23892391 1991-08-27
JP3289157A JPH05112411A (en) 1991-08-27 1991-10-08 Insecticide composition for agriculture and horticulture
JP289,157 1991-10-08

Publications (2)

Publication Number Publication Date
WO1993003618A2 true WO1993003618A2 (en) 1993-03-04
WO1993003618A3 WO1993003618A3 (en) 1993-05-13

Family

ID=26533984

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1992/007288 Ceased WO1993003618A2 (en) 1991-08-27 1992-08-27 Insecticide compounds for agricultural and horticultural use

Country Status (5)

Country Link
EP (1) EP0601089A1 (en)
JP (1) JPH05112411A (en)
AU (1) AU656227B2 (en)
BG (1) BG98568A (en)
WO (1) WO1993003618A2 (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003011031A1 (en) * 2001-07-25 2003-02-13 Syngenta Limited Insecticidal mixture containing gamma-cyhalothrin
CN105494414A (en) * 2015-12-29 2016-04-20 南京华洲药业有限公司 Synergistic insecticidal composition containing propargite and cyfluthrin and application thereof

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH679591A5 (en) * 1989-08-23 1992-03-13 Rieter Ag Maschf

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3463859A (en) * 1963-07-18 1969-08-26 Uniroyal Inc Method of protecting plants with sulfurous acid organic esters
EP0412937A1 (en) * 1989-08-10 1991-02-13 Ciba-Geigy Ag Plant acaricide

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003011031A1 (en) * 2001-07-25 2003-02-13 Syngenta Limited Insecticidal mixture containing gamma-cyhalothrin
EA005502B1 (en) * 2001-07-25 2005-02-24 Синджента Лимитед Insecticidal mixture containing gamma-cyhalothrin
AP1669A (en) * 2001-07-25 2006-10-20 Syngenta Ltd Insecticidal mixture containing gamma-cyhalothrin.
CN1331395C (en) * 2001-07-25 2007-08-15 辛甄塔有限公司 Insecticidal mixture containing gamma-cyhalothrin
CN100401893C (en) * 2001-07-25 2008-07-16 辛甄塔有限公司 Insecticidal mixture containing gamma-cyhalothrin
EP2087791A3 (en) * 2001-07-25 2009-09-16 Syngenta Limited Insecticidal mixture containing gamma-cyhalothrin
US7906127B2 (en) 2001-07-25 2011-03-15 Syngenta Limited Insecticidal mixture containing gamma-cyhalothrin
US8852618B2 (en) 2001-07-25 2014-10-07 Syngenta Limited Insecticidal mixture containing gamma-cyhalothrin
EP2260708A3 (en) * 2001-07-25 2015-04-15 Syngenta Limited Insecticidal mixture containing gamma-cyhalothrin
CN105494414A (en) * 2015-12-29 2016-04-20 南京华洲药业有限公司 Synergistic insecticidal composition containing propargite and cyfluthrin and application thereof

Also Published As

Publication number Publication date
EP0601089A1 (en) 1994-06-15
WO1993003618A3 (en) 1993-05-13
BG98568A (en) 1995-02-28
AU656227B2 (en) 1995-01-27
JPH05112411A (en) 1993-05-07
AU2543292A (en) 1993-03-16

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