N-[1-((6-chloropyridin-3-yl)methyl)pyridin-2(1H)-ylidene]-2,2,2- trifluoroacetamide for control of agricultural/horticultural pests
Inventors
Kagabu, Shinzo • Mitomi, Masaaki • Kitsuda, Shigeki • Horikoshi, Ryo • Nomura, Masahiro • ONOZAKI, Yasumichi
Assignees
Meiji Seika Pharma Co Ltd • Mitsui Chemicals Crop and Life Solutions Inc
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Publication Number
US-10085449-B2
Publication Date
2018-10-02
Expiration Date
Abstract
A compound of formula (Ie′): wherein Ar′, R1, R4e and Y are as defined herein and a method of controlling pests using the compound.
Core Innovation
The invention relates to an amine derivative identified as N-[1-((6-chloropyridin-3-yl)methyl)pyridin-2(1H)-ylidene]-2,2,2-trifluoroacetamide and salts thereof. The compound is characterized by differential scanning calorimetry showing a melting point of 155 to 158°C measured at a temperature rise rate of 10°C/min, and by powder X-ray diffraction with Cu-Kα radiation including specified (2θ) peak positions.
The document further describes variants by recrystallization and corresponding PXRD/DSC characterization for the compound. It also includes chemical characterization such as NMR, MS, melting point values, and specified powder X-ray diffraction peak positions, together with reference to crystal form.
The disclosure relates to pest control compounds and pest control agents, including formulated compositions such as granules, wettable powders, water dispersible granules, flowable concentrates, emulsifiable concentrates, dusts, and liquid drops. The disclosed compounds show pest control activity against insect pests and Haemaphysalis longicornis, including activity against pesticide-resistant pests and low-susceptibility pests.
Claims Coverage
The independent claim coverage centers on a single specifically identified amine derivative or salt defined by chemical identity and a DSC melting point constraint, with additional inventive features specifying solid-state characterization and pest-control function. Across the family, there are six inventive features.
Dsc melting point-defined amine derivative or salt
The amine derivative is N-[1-((6-chloropyridin-3-yl)methyl)pyridin-2(1H)-ylidene]-2,2,2-trifluoroacetamide or a salt thereof and exhibits a melting point of 155 to 158°C in differential scanning calorimetry measured at a temperature rise rate of 10°C/min.
Powder X-ray diffraction peak-defined solid
The amine derivative or salt thereof has specified powder X-ray diffraction peaks at listed (2θ) angles measured using Cu-Kα radiation.
Pest control against specified pest categories
The amine derivative or salt thereof has pest control activity against at least one pest type selected from agricultural/horticultural, animal parasitic, health, nuisance, stored grain/food, and household pest categories.
Pest control against specified pest species list
The amine derivative or salt thereof has pest control activity against at least one specified pest species selected from diamondback moth, common cutworm, cotton aphid, green peach aphid, small brown planthopper, brown rice planthopper, white-backed rice planthopper, green rice leafhopper, greenhouse whitefly, western flower thrips, rice leaf bug, brown-winged green bug, rice leaf beetle, house fly, rice water weevil, and Haemaphysalis longicornis.
Pest control against pesticide-resistant pest
The amine derivative or its salt is characterized by having pest control activity against a pesticide-resistant pest.
Crystal form of the amine derivative
The amine derivative is provided in crystal form.
Across the independent claim and its dependent refinements, the document ties the specifically identified N-[1-((6-chloropyridin-3-yl)methyl)pyridin-2(1H)-ylidene]-2,2,2-trifluoroacetamide or salt to DSC-defined melting behavior, PXRD-defined diffraction peaks, and pest-control activity, including activity against specific pest species and pesticide-resistant pests, with an optional crystal form limitation.
Stated Advantages
Effectiveness against low-susceptibility pests as indicated by reduced metabolite formation compared with imidacloprid for Compound 212.
Controls pests effectively even against pesticide-resistant pests.
Documented Applications
Pest control applications including insecticidal and tickcidal efficacy against multiple named insect pests and Haemaphysalis longicornis.
Pest control in agricultural/horticultural contexts, and pest control for animal parasitic pests, health pests, nuisance pests, stored grain/food pests, and household pests.
Pest control against specific pests including rice planthoppers, diamondback moth, common cutworm, house fly, rice water weevil, and Haemaphysalis longicornis.
Foliar application in a Diamondback Moth Control Test.
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