A broad-spectrum insecticide
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(±)-Indoxacarb

Item No. 29165

Technical Information
Formal Name
7-chloro-2,5-dihydro-2-[[(methoxycarbonyl)[4-(trifluoromethoxy)phenyl]amino]carbonyl]-indeno[1,2-e][1,3,4]oxadiazine-4a(3H)-carboxylic acid, methyl ester
CAS Number
144171-61-9
Synonyms
  • DPX-JW062
  • DPX-MP062
Molecular Formula
C22H17ClF3N3O7
Formula Weight
Purity
≥95%
Formulation
A crystalline solid
Ethanol: soluble*
λmax
226, 285, 311 nm
SMILES
O=C(N(C1=CC=C(OC(F)(F)F)C=C1)C(OC)=O)N2N=C3C(CC4=C3C=CC(Cl)=C4)(C(OC)=O)OC2
InChi Code
InChI=1S/C22H17ClF3N3O7/c1-33-18(30)21-10-12-9-13(23)3-8-16(12)17(21)27-28(11-35-21)19(31)29(20(32)34-2)14-4-6-15(7-5-14)36-22(24,25)26/h3-9H,10-11H2,1-2H3
InChi Key
VBCVPMMZEGZULK-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    (±)-Indoxacarb is a broad-spectrum oxadiazine insecticide.1 It is metabolized in vivo to its active N-decarbomethoxyllated metabolite DCJW. Topical administration of (±)-indoxacarb is lethal to S. frugiperda, H. virescens, L. lineolaris, N. cincticeps, N. lugens, L. decemlineata, A. grandis, and M. domestica (LD50s = 0.03, 0.44, 1.6, 0.72, >7.8, 2.81, 6.45, and 15 ng/mg, respectively). It suppresses voltage-gated sodium channel currents in rat dorsal root ganglion neurons in a concentration-dependent manner.2 Formulations containing (±)-indoxacarb have been used to control various insect pests in tea farming.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wing, K.D., Sacher, M., Kagaya, Y., et alBioactivation and mode of action of the oxadiazine indoxacarb in insects. Crop Prot. 19(8-10), 537-545 (2000).

    2. Nagata, K., Ikeda, T., Honda, H., et alSuppression of voltage-gated sodium currents by the dihydropyrazole insecticide, DPX-JW062 in rat dorsal root ganglion neurons. J. Pesticide Sci. 23(1), 62-64 (1998).

    3. Zhang, X., Luo, F., Lou, Z., et alSimultaneous and enantioselective determination of cis-epoxiconazole and indoxacarb residues in various teas, tea infusion and soil samples by chiral high performance liquid chromatography coupled with tandem quadrupole-time-of-flight mass spectrometry. J. Chromatogr. A 1359, 212-223 (2014).