Tralomethrin

Last updated
Tralomethrin
Tralomethrin.svg
Names
IUPAC name
(1R,3S)-2,2-Dimethyl-3-(1,2,2,2-tetrabromoethyl)-1-cyclopropanecarboxylic acid [(S)-cyano-[3-(phenoxy)phenyl]methyl] ester
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.060.429 OOjs UI icon edit-ltr-progressive.svg
KEGG
PubChem CID
UNII
  • InChI=1S/C22H19Br4NO3/c1-21(2)17(19(23)22(24,25)26)18(21)20(28)30-16(12-27)13-7-6-10-15(11-13)29-14-8-4-3-5-9-14/h3-11,16-19H,1-2H3/t16-,17-,18+,19?/m1/s1 X mark.svgN
    Key: YWSCPYYRJXKUDB-KAKFPZCNSA-N X mark.svgN
  • InChI=1/C22H19Br4NO3/c1-21(2)17(19(23)22(24,25)26)18(21)20(28)30-16(12-27)13-7-6-10-15(11-13)29-14-8-4-3-5-9-14/h3-11,16-19H,1-2H3/t16-,17-,18+,19?/m1/s1
    Key: YWSCPYYRJXKUDB-KAKFPZCNBC
  • CC1(C)[C@@H](C(Br)C(Br)(Br)Br)[C@H]1C(=O)O[C@H](C#N)c1cccc(Oc2ccccc2)c1
Properties
C22H19Br4NO3
Molar mass 665.014 g·mol−1
AppearanceColorless liquid
Density 1.70 g/cm3 at 20 °C
Melting point 138 to 148 °C (280 to 298 °F; 411 to 421 K)
Boiling point 594 °C (1,101 °F; 867 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Tralomethrin is a pyrethroid insecticide.

Tralomethrin has potent insecticidal properties; it kills by modifying the gating kinetics of the sodium channels in neurons, increasing the length of time the channel remains open after a stimulus, thereby depolarizing the neuron for a longer period of time. This leads to uncontrolled spasming, paralysis, and eventual death. Insects with certain mutations in their sodium channel gene may be resistant to tralomethrin and other similar insecticides.

Contents

Effectiveness

Tralomethrin is also effective against most members of class Arachnida as well as insects, in addition studies by the EPA on the ecotoxicity of tralomethrin shows results as follows:

Tralomethrin Ecotoxicity
Organism GroupEffects Noted
Aquatic plants Accumulation
Crustaceans Intoxication, Population
Fish Accumulation, Mortality, Population
Insects Mortality, Population
Molluscs Intoxication
Zooplankton Intoxication, Mortality, Population

Impact on human health

Tralomethrin is a pyrethroid insecticide. The symptoms of poisoning with pyrethroid compounds are all alike:

Related Research Articles

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References