CHLOANTRANILIPROLE

Base Information

• Chemical Name: CHLOANTRANILIPROLE
• CAS No.: 500008-45-7
• Molecular Formula: C18H14 Br Cl2 N5 O2
• Molecular Weight: 483.151
• Hs Code.: 2933399021
• Mol file: 500008-45-7.mol

Synonyms:Acelepryn;Altacor; Calteryx; Chlorantraniliprole; Coragen; DKI 0001; DPX-E 2Y45; E 2Y45;Rynaxypyr

Chemical Property of CHLOANTRANILIPROLE

Chemical Property:

• Vapor Pressure: 3.51E-11mmHg at 25°C
• Melting Point: approximate 225℃ (dec.)
• Refractive Index: 1.699
• Boiling Point: 526.6 ºC at 760 mmHg
• PKA: 10.19±0.70(Predicted)
• Flash Point: 272.3 ºC
• PSA: 88.91000
• Density: 1.66 g/cm³
• LogP: 4.72080
• Storage Temp.: 2-8°C

Purity/Quality:

ChlorantraniliproleSolution(0.1mg/mLin1:1Acetonitrile/MeOH) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37
• Safety Statements: 26

MSDS Files:

Useful:

• Description: 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. 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.
• Uses: Chlorantraniliprole is a pyrazolylpyridine insecticide and an activator of insect ryanodine receptor. Chlorantraniliprole is a pyrazolylpyridine insecticide and an activator of insect ryanodine receptor. Used in Pesticide detection. (Solution)

Technology Process of CHLOANTRANILIPROLE

There total 38 articles about CHLOANTRANILIPROLE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxylic acid (500011-86-9) + 2-amino-3-methyl-5-chlorobenzoyl-N-methylamine (890707-28-5) → rynaxypyr (500008-45-7)

Guidance literature:

With 3-Methylpyridine; methanesulfonyl chloride; In propiononitrile; at -5 - 20 ℃; for 4h; Product distribution / selectivity;

Reference yield: 91.1%

2-amino-3-methyl-5-chlorobenzoyl-N-methylamine (890707-28-5) + 3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carbonyl chloride (943982-60-3) → rynaxypyr (500008-45-7)

Guidance literature:

2-amino-3-methyl-5-chlorobenzoyl-N-methylamine; With 3-Methylpyridine; In acetonitrile; at 25 - 35 ℃;

3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carbonyl chloride; In acetonitrile; at 25 - 35 ℃; Solvent; Temperature;

Reference yield: 88.7%

3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxylic acid (500011-86-9) + 6-chloro-8-methyl-1H-benzo[d][1,3]oxazine-2,4-dione (120374-68-7) + methylamine (74-89-5) → rynaxypyr (500008-45-7)

Guidance literature:

3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxylic acid; 6-chloro-8-methyl-1H-benzo[d][1,3]oxazine-2,4-dione; With 3-Methylpyridine; methanesulfonyl chloride; In acetonitrile; at -5 - 50 ℃; for 4.25h;

methylamine; In water; acetonitrile; at 20 ℃;

upstream raw materials:

6-chloro-2-(3-bromo-1-(3-chloropyridin-2-yl)-1Hpyrazol-5-yl)-8-methyl-4H-benzo[d][1,3]oxazin-4-one

methylamine

3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxylic acid

2-amino-3-methyl-5-chlorobenzoyl-N-methylamine

Refernces

• 1、 -. "PROCESS FOR THE PREPARATION OF CHLORANTRANILIPROLE". Page/Page column 7-9. . Retrieved 2021/05/29.
• 2、 -. "Preparation method of chlorantraniliprole". Page/Page column 7-14. . Retrieved 2021/03/30.