Metofluthrin

Metofluthrin
Names
IUPAC name
2,3,5,6-Tetrafluoro-4-(methoxymethyl)benzyl 2,2-dimethyl-3-(prop-1-en-1-yl)cyclopropanecarboxylate
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.213.669 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C18H20F4O3/c1-5-6-11-12(18(11,2)3)17(23)25-8-10-15(21)13(19)9(7-24-4)14(20)16(10)22/h5-6,11-12H,7-8H2,1-4H3 checkY
    Key: KVIZNNVXXNFLMU-UHFFFAOYSA-N checkY
  • InChI=1/C18H20F4O3/c1-5-6-11-12(18(11,2)3)17(23)25-8-10-15(21)13(19)9(7-24-4)14(20)16(10)22/h5-6,11-12H,7-8H2,1-4H3
    Key: KVIZNNVXXNFLMU-UHFFFAOYAX
  • Fc1c(F)c(c(F)c(F)c1COC(=O)C2C(C=CC)C2(C)C)COC
Properties
C18H20F4O3
Molar mass 360.349 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Metofluthrin is a pyrethroid used as an insect repellent.[1] The vapors of metofluthrin are highly effective and capable of repelling up to 97% of mosquitoes in field tests.[2] Metofluthrin is used in a variety of consumer products, called emanators, for indoor and outdoor use.[3][4] These products produce a vapor that protects an individual or area. Effectiveness is reduced by air movement. Metofluthrin is neurotoxic, and is not meant to be applied directly to human skin.[5]

Although metofluthrin has insecticidal properties against the sand fly, Phlebotomus sergenti, it is not an effective repellent of this insect.[6]

  1. ^ Metofluthrin: novel pyrethroid insecticide and innovative mosquito control agent (2007). "Metofluthrin: Novel Pyrethroid Insecticide and Innovative Mosquito Control Agent". Pesticide Chemistry: 149–158. doi:10.1002/9783527611249.ch16. ISBN 978-3-527-61124-9.
  2. ^ Lucas, JR; Shono, Y; Iwasaki, T; Ishiwatari, T; Spero, N; Benzon, G (2007). "U.S. Laboratory and field trials of metofluthrin (SumiOne) emanators for reducing mosquito biting outdoors". Journal of the American Mosquito Control Association. 23 (1): 47–54. doi:10.2987/8756-971x(2007)23[47:ulafto]2.0.co;2. PMID 17536367. S2CID 42229041.
  3. ^ Active Ingredient: Metofluthrin. Archived, California Department of Pesticide Regulation Public Report 2007-6
  4. ^ "Registration of OFF! Insect Repellent Fan" (PDF).
  5. ^ "Metofluthrin pesticide fact sheet" (PDF). U.S. Environmental Protection Agency.
  6. ^ Zollner, G; Orshan, L (2011). "Evaluation of a metofluthrin fan vaporizer device against phlebotomine sand flies (Diptera: Psychodidae) in a cutaneous leishmaniasis focus in the Judean Desert, Israel" (PDF). Journal of Vector Ecology. 36 (Suppl 1): S157–65. doi:10.1111/j.1948-7134.2011.00126.x. PMID 21366769. Archived from the original on September 27, 2017.