하이드라메틸논 C화학적 특성, 용도, 생산
개요
Hydramethylnon is an organic pesticide active ingredient from the trifluoromethyl aminohydrazone chemical class. It is a registered chemical alternative for chlorpyrifos for use as a termiticide and against ants, crickets, and cockroaches around the home and lawn. Hydramethylnon is also used in a wide variety of professional pesticide products and in various formulations, These include foaming products, granular products, gel baits, liquid concentrates.
화학적 성질
Yellow to orange crystal, solubility (25°C): water 0.005～0.007mg/L, (20°C) acetone 360g/L, chlorobenzene 390g/L, 1,2-dichloroethane 170g/L, ethanol 72g/L, methanol 230g/L, isopropanol 12g/L, xylene 94g/L. Stable at 25°C for 2 years, stable at 45°C for 90 days, decomposition by sunlight DT50 about 1 hour; fluorantrazone aqueous suspension is stable to hydrolysis, DT50 24-33 days (pH 4.9), 10-11 days (pH 7,03), 11-12 days (pH 8.87). Decomposition of DT50 in soil took about 6 days.
역사
Hydramethylnon was developed by DuPont in 1975 and introduced to ornamentals industry in the 1990s. Acequinocyl was also discovered by DuPont in the 1970s and further developed by AgroKanesbo Co. Ltd. and Tomen Agro in Japan. Arysta LifeScience first introduced acequinocyl to the U.S. ornamentals market in 2005. Bifenazate was first developed by Uniroyal Chemical in 1990 and commercialized by Crompton Corporation in 1999. Bifenazate was introduced to the ornamental market in 2010.
용도
Hydramethylon is an insecticide primarily used in the form of baits for cockroaches and ants.
주요 응용
Hydramethylnon is used in baits for selective control of agricultural and household Formicidae (especially Camponot us, Iridomyrmex, Monomorium, Solenopsis and Pogomyrmex spp. and Pheidole megacephala). It is also used to control Blattellidae (especially Blatta, Blattella, Periplaneta and Supella spp.). It can be carried into the nest by worker ants and kill the queen because it is slow acting.
정의
ChEBI: Hydramethylnon is a member of the class of hydrazones that is used as an insecticide for control of ants and cockroaches. It has a role as a mitochondrial cytochrome-bc1 complex inhibitor and an insecticide. It is a hydrazone, a member of pyrimidines, a member of (trifluoromethyl)benzenes, an olefinic compound and a member of guanidines.
제조 방법
Hydramethylnon synthesis was achieved through the coupling in alcoholic media refluxing the compound 1,5-bis[p-(trifluoromethoxy)phenyl]-1,4-pentadien-3-one afforded the desired product in 50% yield.
Synthesis of hydramethylnon
일반 설명
Hydramethylnon appears as odorless yellow crystals. Insoluble in water. Used as an insecticide.
공기와 물의 반응
Insoluble in water. Hydrolysis occurs rapidly at low and high pHs.
반응 프로필
Hydramethylnon is a trifluoromethyl amidinohydrazone.
Safety Profile
Hydramethylnon is safe to use when applied according to label directions. It has been classified by the EPA as being a low threat when it comes to toxicity to humans, pets and birds.
신진 대사 경로
Amdro (AC 217,300) is rapidly photodegraded under
borosilicate-filtered xenon arc lamps at 27 C as a
suspension in distilled water. The half-life of amdro is
calculated as 42 min and four degradation products
are identified as 1,5-bis(a,a,a-trifluoro-p-tolyl)-1,4-
pentadien-3-one, a,a,a-trifluoro-p-toluic acid, p-
(trifluoromethyl)cinnamic acid, 6,7,8,9-tetrahydro-7,7-
dimethyl-3-[p-(trifluoromethyl)styryl]-4H-pyrimido[2,1-c]-
as-triazin-4-one. These degradation products are
identical to those of the metabolites by insect.
Mode of action
Hydramethylnon is a metabolic inhibitor. It works by inhibiting complex III in the mitochondrial inner membrane and leads to a halting of oxidative phosphorylation.
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