500008-45-7 Usage
Description
Different sources of media describe the Description of 500008-45-7 differently. You can refer to the following data:
1. Chlorantraniliprole (Rynaxpyr) is an insecticide of the ryanoid class. It is a new compound by DuPont belonging to a new class of selective insecticides (anthranilic diamides) featuring a novel mode of action (group 28 in the IRAC classification). It is the first anthranilic diamide registered for use on turfgrass and landscape ornamentals. It is used to control a broad spectrum of pests including cabbage loopers, corn borers, Colorado potato beetle, European grapevine moth, armyworms and cutwormson a range of crops including potatoes and cotton. Its mechanism of action is through activating the insect ryanodine receptors (RyRs), further stimulating the release and depletion of intracellular calcium stores from the sarcoplasmic reticulum of muscle cells, causing impaired muscle regulation, paralysis and ultimately death of sensitive species.
2. 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 EC50 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 (EC50s = 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 EC50 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.
Chemical Properties
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.
Uses
Different sources of media describe the Uses of 500008-45-7 differently. You can refer to the following data:
1. Chlorantraniliprole is a pyrazolylpyridine insecticide and an activator of insect ryanodine receptor.
2. Chlorantraniliprole is a pyrazolylpyridine insecticide and an activator of insect ryanodine receptor. Used in Pesticide detection. (Solution)
Definition
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.
Preparation
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%.
Check Digit Verification of cas no
The CAS Registry Mumber 500008-45-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 5,0,0,0,0 and 8 respectively; the second part has 2 digits, 4 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 500008-45:
(8*5)+(7*0)+(6*0)+(5*0)+(4*0)+(3*8)+(2*4)+(1*5)=77
77 % 10 = 7
So 500008-45-7 is a valid CAS Registry Number.
InChI:InChI=1/C18H14BrCl2N5O2/c1-9-6-10(20)7-11(17(27)22-2)15(9)24-18(28)13-8-14(19)25-26(13)16-12(21)4-3-5-23-16/h3-8H,1-2H3,(H,22,27)(H,24,28)
500008-45-7Relevant articles and documents
Preparation method of chlorantraniliprole
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Page/Page column 7-14, (2021/03/30)
The invention relates to the field of insecticide synthesis, and discloses a preparation method of chlorantraniliprole. The preparation method comprises the following steps: synthesis of an intermediate I, synthesis of an intermediate II and synthesis of chlorantraniliprole. The method comprises the following steps: reacting 2, 3, 6-trichloropyridine serving as a raw material with hydrazine hydrate under the action of a catalyst A to obtain 3, 6-dichloro-2-hydrazinopyridine, carrying out hydrogenation reduction reaction under the action of a catalyst B to obtain an intermediate I, reacting theintermediate I with diethyl maleate, and preparing the 2-(3-chloropyridine-2-yl)-5-hydroxypyrazole-3-ethyl formate under the action of a catalyst C, and hydrolyzing after bromination to obtain an intermediate II, and preparing chlorantraniliprole from the intermediate II. According to the invention, 2, 3, 6-trichloropyridine is adopted to replace 2, 3-dichloropyridine as a raw material to preparethe intermediate I, so that the defects of difficulty in obtaining the 2, 3-dichloropyridine raw material, harsh synthesis conditions, low yield and the like are avoided, the total reaction yield ofthe intermediate I is improved, the intermediate II is prepared by a one-pot method, the post-treatment operation is reduced, and the synthesis cost of chlorantraniliprole is reduced.
PROCESS FOR PREPARATION OF ARTHROPODICIDAL ANTHRANILAMIDE COMPOUNDS
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Page/Page column 21, (2021/08/20)
The present invention provides a process for preparation of arthropodicidal anthranilamide compounds. The present invention further relates to one pot process for preparation of anthranilamide compounds.
PROCESS FOR THE PREPARATION OF CHLORANTRANILIPROLE
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Page/Page column 7-9, (2021/05/29)
The present disclosure relates to a process for the preparation of Chlorantraniliprole. The process of the present disclosure is carried out at an ambient temperature by using an inorganic base which can be readily separated from Chlorantraniliprole. The process is simple, efficient, environment friendly, and provides Chlorantraniliprole with high purity and high yield.
