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High concentration dinotefuran formulations

a dinotefuran and formulation technology, applied in the field of insecticides, can solve the problems of reducing the efficacy of the solution applied to the animal, and achieve the effects of reducing the amount of insecticide, and reducing the efficacy of the solution

Inactive Publication Date: 2008-02-14
COTTRELL IAN W +3
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

"The invention provides a safer and more effective topical insecticide that avoids common side effects of conventional insecticides. The active ingredient is a nitro-methylene group, nitroamino group, or cyanoamino group amine derivative. The insecticide is formulated as a low-toxicity and highly effective insecticidal activity. The active ingredient can be dissolved or put into a liquid form for use as a topical spot product on animals. The invention also provides a stable and high-concentration insecticide formulation that does not crystallize at low temperatures. The invention also describes a method of using methoprene to enhance the solubility of amine derivative insecticides such as dinotefuran. The invention further provides a recommended application method for the insecticide to kill fleas and prevent flea eggs from hatching."

Problems solved by technology

The crystallization would reduce the amount of insecticide in solution and reduce the efficacy of the solution applied to the animal.

Method used

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  • High concentration dinotefuran formulations
  • High concentration dinotefuran formulations
  • High concentration dinotefuran formulations

Examples

Experimental program
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Effect test

example 1

Preparation of 1-{(tetrahydro-3-furanyl)methyl}-2-nitro-3-methylguanidine (dinotefuran)

[0071] A mixture comprising 10.0 g of (tetrahydro-3-furanyl)methanol, 29.5 g of trifluoromethanesulfonic anhydride, 10.0 g of pyridine and 200 ml of dichloromethane was stirred for an hour at room temperature. Water was poured into the reaction solution to separate the organic layer, which was washed with 1 N hydrochloric acid, water and a saturated saline solution, dried, and concentrated to obtain 20 g of 3-tetrahydro-furanylmethyl triflate. 3.25 g of 60% sodium hydride were added to 12.5 g of 1,5-dimethyl-2-nitroiminohexahydro-1,3,5-triazine and 60 ml of DMF at room temperature, followed by stirring for an hour. 20.0 g of the 3-tetrahydrofuranylmethyl triflate were added thereto, and the mixture was stirred at 50° C. for 2 hours. After cooling the mixture to room temperature, 50 ml of 2N hydrochloric acid were added thereto, followed by stirring at 50° C. for 2 hours. The resultant mixture was...

example 2

Preparation of Insecticide Formulation Containing Dinotefuran, Ethanol and Water

[0072] 5 g (i.e., 5.6% (weight / weight)) of dinotefuran was dissolved into 100 ml of a mixture comprising 70% ethanol and 30% water. The resulting mixture can be spot applied to companion animals, such as dogs and cats and will kill fleas, ticks and other insects.

example 3

Preparation of Insecticide Formulation Containing Dinotefuran and Phenyl Methanol

[0073] 15 g (i.e., 12.5% (weight / weight)) of dinotefuran was dissolved into 100 ml of phenyl methanol. The resulting solution can be spot applied to companion animals, such as dogs and cats and will kill fleas, ticks and other insects.

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Abstract

A topical insecticide is provided which can be safe to use and avoids many common deleterious side effects of conventional topical insecticides. In one preferred embodiment of the invention, the active ingredient of the insecticide formulation is an amine derivative, having a nitro-methylene group, a nitroamino group or a cyanoamino group, which can be formulated to have low toxicity and excellent insecticidal activity. One particularly suitable insecticide is 1-{(tetrahydro-3-furanyl)methyl}-2-nitro-3-methylguanidine (dinotefuran), an aldulticide that will kill adult fleas dissolved in ethyl lactate.

Description

CROSS REFERENCE TO RELATED APPLICATIONS [0001] The present application is a continuation-in-part of U.S. Ser. No. 10 / 411,720, filed Apr. 11, 2003, which is a continuation-in-part of U.S. Ser. No. 10 / 242,550, now U.S. Pat. No. 6,588,374, U.S. Ser. No. 10 / 242,551, now U.S. Pat. No. 6,867,223 and U.S. Ser. No. 10 / 242,552, now U.S. Pat. No. 6,814,030, all of which were filed Sep. 12, 2002. Priority is claimed to all of the applications listed above, which are incorporated herein by reference.BACKGROUND OF INVENTION [0002] The invention relates generally to insecticides and more particularly to a topical insecticide, such as one suitable to use on house pets such as cats and dogs. [0003] The infestation of animals with fleas, ticks, flies and the like is highly undesirable. Accordingly, it has become common to administer both topical and internal insecticides to livestock and pets. Topical applications can be desirable, in that many insecticides are acceptably safe when used topically, b...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): A01N43/08A01P7/04A61Q17/04A01N47/40A01N51/00
CPCA01N43/08A01N47/40A01N51/00A01N43/40A01N49/00A01N25/02A01N2300/00
Inventor COTTRELL, IAN W.MONRO, CHRISTINEJOSEPH, PIERREFISHER, RICHARD
Owner COTTRELL IAN W
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