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Phenothrin

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Phenothrin
Names
IUPAC name
(3-Phenoxyphenyl)methyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate
Other names
Sumithrin
Phenothrine
Phenoxythrin
Sumitrin
Wellcide
Pibutin
Anvil
Duet
Anchimanaito 20S
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.043.079 Edit this at Wikidata
EC Number
  • 247-404-5
KEGG
MeSH Phenothrin
  • InChI=1S/C23H26O3/c1-16(2)13-20-21(23(20,3)4)22(24)25-15-17-9-8-12-19(14-17)26-18-10-6-5-7-11-18/h5-14,20-21H,15H2,1-4H3 checkY
    Key: SBNFWQZLDJGRLK-UHFFFAOYSA-N checkY
  • Key: SBNFWQZLDJGRLK-UHFFFAOYAY
  • O=C(OCc2cccc(Oc1ccccc1)c2)C3C(/C=C(/C)C)C3(C)C
Properties
C23H26O3
Molar mass 350.451 g/mol
Melting point <25 °C
Boiling point >290 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Phenothrin, also called sumithrin, is a synthetic pyrethroid that kills adult fleas and ticks. It has also been used to kill head lice in humans. D-Phenothrin is used as a component of aerosol insecticides for domestic use.

Phenothrin is often used with methoprene, an insect growth regulator that interrupts the insect's biological life cycle by killing the eggs.

In 2005, the EPA canceled permission to use phenothrin in several flea and tick products, at the request of the manufacturer, Hartz Mountain Industries.[1][2] The products were linked to a range of adverse reactions, including hair loss, salivation, tremors, and numerous deaths in cats and kittens. In the short term, the agreement called for new warning labels on the products.

As of March 31, 2006, the sale and distribution of Hartz's phenothrin-containing flea and tick products for cats has been terminated. However, EPA's product cancellation order did not apply to Hartz flea and tick products for dogs, and Hartz continues to use phenothrin in a concentration of 85.7% in many of its flea and tick products for dogs.[3]

References

  1. ^ Phenothrin and s-Methoprene; Product Cancellation Order, US Environmental Protection Agency
  2. ^ Phenothrin; Amendment to Terminate Use, US Environmental Protection Agency
  3. ^ [1] See also "dog" in the following EPA ruling: "Insect Growth Regulators: S-Hydroprene (128966), S-Kinoprene (107502), Methoprene (105401), S-Methoprene (105402) Fact Sheet". U.S. Environmental Protection Agency.


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