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Chlorantraniliprole

PESTANAL®, analytical standard

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Synonym(s):
3-Bromo-4′-chloro-1-(3-chloro-2-pyridyl)-2′-methyl-6′-(methylcarbamoyl)pyrazole-5-carboxanilide, 3-Bromo-N-[4-chloro-2-methyl-6-[(methylamino)carbonyl]phenyl]-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxamide, DPX E2Y45
Empirical Formula (Hill Notation):
C18H14BrCl2N5O2
CAS Number:
500008-45-7
Molecular Weight:
483.15
MDL number:
MFCD11840831
PubChem Substance ID:
329754259
NACRES:
NA.24

grade

analytical standard

Quality Level

100

product line

PESTANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

agriculture
environmental

format

neat

SMILES string

CNC(=O)c1cc(Cl)cc(C)c1NC(=O)c2cc(Br)nn2-c3ncccc3Cl

InChI

1S/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)

InChI key

PSOVNZZNOMJUBI-UHFFFAOYSA-N

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General description

Chlorantraniliprole is a novel anthranilic diamide insecticide belonging to the class of selective ryanodine receptor agonists. It is a selective and potent activator of insect ryanodine receptors (RyRs) that are critical for muscle contraction. It is very efficient for controlling lepidopteran insect pests, as well as some species in the orders Diptera, Hemiptera, and Coleoptera.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

Chlorantraniliprole activates the RyRs in insects thereby affecting calcium homeostasis by unregulated release of internal calcium in the cell, leading to feeding cessation, muscle paralysis, lethargy, and ultimately death of the insect.

Legal Information

PESTANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Environment
GHS09

Signal Word

Warning

Hazard Statements

H410

Precautionary Statements

P273 - P391 - P501

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

农药列管产品

Certificates of Analysis (COA)

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Llewellyn Green et al.
Proceedings of the National Academy of Sciences of the United States of America, 116(21), 10424-10429 (2019-05-09)
Insecticide resistance is a paradigm of microevolution, and insecticides are responsible for the strongest cases of recent selection in the genome of Drosophila melanogaster Here we use a naïve population and a novel insecticide class to examine the ab initio
Jun Zhao et al.
International journal of molecular sciences, 20(5) (2019-03-03)
Uridine diphosphate glycosyltransferases (UGTs) are multifunctional detoxification enzymes, which are involved in metabolizing various chemicals and contribute to the development of insecticide resistance. However, the possible roles of UGTs in chlorantraniliprole resistance in Chilo suppressalis have rarely been studied in
Su Liu et al.
Pesticide biochemistry and physiology, 143, 102-110 (2017-12-01)
Insect glutathione S-transferases (GSTs) play essential roles in the detoxification of insecticides and other xenobiotic compounds. The cabbage white butterfly, Pieris rapae, is an economically important agricultural pest. In this study, 17 cDNA sequences encoding putative GSTs were identified in
Feeding cessation effects of chlorantraniliprole, a new anthranilic diamide insecticide, in comparison with several insecticides in distinct chemical classes and mode-of-action groups.
Hannig, Greg T., Melissa Ziegler, and Paula G. Marcon.
Pest Management Science, 65 (9), 969-974 (2009)
Falin He et al.
Scientific reports, 9(1), 10328-10328 (2019-07-19)
Agrotis ipsilon (Lepidoptera: Noctuidae) is a major underground pest that damages many agricultural crops in China and other countries. A diet-incorporation-based bioassay was conducted to evaluate the sublethal effects of the novel anthranilic diamide chlorantraniliprole on the nutritional physiology, enzymatic
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