クロラントラニリプロール 化学特性,用途語,生産方法
外観
白色～わずかにうすい黄色, 結晶性粉末～粉末
溶解性
エタノール及びアセトンに溶け、水にほとんど溶けない。
用途
ジアミド系チョウ目やハエ目に高い殺虫効果。一部のコウチュウ目やカメムシ目などにも活性を示す。
説明
Chlorantraniliprole is an anthranilic diamide insecticide and agonist of ryanodine receptors located on the sarcoplasmic reticulum in muscle and endoplasmic reticulum in non-muscle cells. It binds to a different site than ryanodine on the receptor and stimulates the release of calcium from intracellular stores with EC
50 values ranging from 40 to 50 nM for
P. americana neurons and
H. virescens or
D. melanogaster recombinant ryanodine receptors. It is highly selective for insect over mammalian ryanodine receptors (EC
50s = 14,000 nM, >100 μM, and >100 μM for C2C12 mouse, PC12 rat, and IMR32 human cells, respectively). Chlorantraniliprole is active against insects of the order Lepidoptera, including larvae of the fall armyworm (
S. frugiperda), diamondback moth (
P. xylostella), and tobacco budworm (
H. virescens) with EC
50 values of 0.02, 0.01, and 0.05 ppm, respectively, and of the orders Coleoptera, Diptera, and Isoptera. Formulations containing chlorantraniliprole have been used in agriculture to control moths, beetles, and caterpillars among other insects.
化学的特性
White crystal, specific gravity (for liquid) 1.507g/mL, melting point 208-210℃, decomposition temperature 330℃, vapor pressure (under 20~25) 6.3×1012Pa, solubility (under 20~25, mg/L): water 1.023, acetone 3.446, methanol 1.714, acetonitrile 0.711, ethyl acetate 1.144. Chlorfenvinphos It is highly efficient and broad-spectrum, and has good control effect on Lepidoptera of Noctuidae, stem borer moths, fruit moths, leaf roller moths, pink moths, vegetable moths, wheat moths, and fine moths, etc. It can also control Sphingidae weevils, leaf beetles; Diptera subterranean flies; sooty fly and many other non-lepidopteran pests.
製造方法
Chlorantraniliprole was synthesized by reaction of 3-bromo-1-(3-chloropyridin-2-pyridinyl)-1H-pyrazole-5carboxylic acid with 2-amino-5-chloro-3-methylbenzoic acid.3-bromo-1-(3-chloropyridin-2-pyridinyl)-1H-pyrazole5-carboxylic acid was prepared by reaction of maleic anhydride with 2,3-dichloropyridine as starting materials in eight steps.2-Amino-5-chloro-3-methylbenzoic acid was prepared by reaction of 2-amino-3-methylbenzoic acid in one step.The structure of target compound was conf irmed by 1H NMR.Total yield was 36.3%(calculated with 2,3-dichloropyridine),and purity determined by HPLC was over 95%.
定義
ChEBI: Chlorantraniliprole is a carboxamide resulting from the formal condensation of the carboxylic acid group of 3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylic acid with the primary amino group of 2-amino-5-chloro-N,3-dimethylbenzamide. The first of the anthranilic diamide insecticides, it is a ryanodine receptor activator and is used to protect a wide variety of crops, including corn, cotton, grapes, rice and potatoes. It has a role as a ryanodine receptor agonist. It is an organobromine compound, a member of pyridines, a member of pyrazoles, a pyrazole insecticide, a member of monochlorobenzenes and a secondary carboxamide.
作用机制
リアノジン受容体モジュレーター
クロラントラニリプロール 上流と下流の製品情報
原材料
準備製品