An anthranilic diamide insecticide and ryanodine receptor agonist
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Chlorantraniliprole

Item No. 24140

Technical Information
Formal Name
3-bromo-N-[4-chloro-2-methyl-6-[(methylamino)carbonyl]phenyl]-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxamide
CAS Number
500008-45-7
Synonyms
  • DPX-E 2Y45
Molecular Formula
C18H14BrCl2N5O2
Formula Weight
Purity
≥95%
Formulation
A solid
Chloroform: Slightly solubleDMSO: Slightly soluble
SMILES
BrC1=NN(C2=C(Cl)C=CC=N2)C(C(NC3=C(C(NC)=O)C=C(Cl)C=C3C)=O)=C1
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    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.1 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).2 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.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lahm, G.P., Cordova, D., and Barry, J.D. New and selective ryanodine receptor activators for insect control. Bioorg. Med. Chem. 17(12), 4127-4133 (2009).

    2. Lahm, G.P., Stevenson, T.M., Selby, T.P., et alRynaxypyr™: A new insecticidal anthranilic diamide that acts as a potent and selective ryanodine receptor activator. Bioorg. Med. Chem. Lett. 17(22), 6274-6279 (2007).