Metofluthrin

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Metofluthrin
Metofluthrin.svg
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 OOjs UI icon edit-ltr-progressive.svg
KEGG
PubChem CID
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 Yes check.svgY
    Key: KVIZNNVXXNFLMU-UHFFFAOYSA-N Yes check.svgY
  • 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).
Yes check.svgY  verify  (what is  Yes check.svgYX mark.svgN ?)

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]

Contents

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

See also

Related Research Articles

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Pesticide resistance Decreased effectiveness of a pesticide on a pest

Pesticide resistance describes the decreased susceptibility of a pest population to a pesticide that was previously effective at controlling the pest. Pest species evolve pesticide resistance via natural selection: the most resistant specimens survive and pass on their acquired heritable changes traits to their offspring. If a pest has resistance then the pesticide lacks efficacy – efficacy and resistance are inversely related.

DEET Chemical compound

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Pyrethrin Class of organic chemical compounds with insecticidal properties

The pyrethrins are a class of organic compounds normally derived from Chrysanthemum cinerariifolium that have potent insecticidal activity by targeting the nervous systems of insects. Pyrethrin naturally occurs in chrysanthemum flowers and is often considered an organic insecticide when it is not combined with piperonyl butoxide or other synthetic adjuvants. Their insecticidal and insect-repellent properties have been known and used for thousands of years.

Bifenthrin Chemical compound

Bifenthrin is a pyrethroid insecticide. It is widely used against ant infestations, including the invasive red fire ant, by influencing its nervous system. It has a high toxicity to aquatic organisms.

Pyrethroid

A pyrethroid is an organic compound similar to the natural pyrethrins, which are produced by the flowers of pyrethrums. Pyrethroids are used as commercial and household insecticides.

Permethrin Medication and insecticide

Permethrin is a medication and an insecticide. As a medication, it is used to treat scabies and lice. It is applied to the skin as a cream or lotion. As an insecticide, it can be sprayed onto clothing or mosquito nets to kill the insects that touch them.

Vector control Methods to limit or eradicate the mammals, birds, insects etc. which transmit disease pathogens

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Sandfly Name of several types of blood-sucking fly

Sandfly is a colloquial name for any species or genus of flying, biting, blood-sucking dipteran (fly) encountered in sandy areas. In the United States, sandfly may refer to certain horse flies that are also known as "greenheads", or to members of the family Ceratopogonidae. The bites usually result in a small, intensely itchy bump or welt, the strength of which intensifies over a period of 5-7 days before dissipating. Moderate relief is achieved with varying success through the application of over the counter products such as Benadryl (ingested) or an analgesic cream such as After Bite. Outside the United States, sandfly may refer to members of the subfamily Phlebotominae within the Psychodidae. Biting midges (Ceratopogonidae) are sometimes called sandflies or no-see-ums. New Zealand sandflies are in the genus Austrosimulium, a type of black fly.

Insect repellent Substance which repels insects

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Mosquito net Fine net used to exclude mosquitos and other biting insects

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Deltamethrin Chemical compound

Deltamethrin is a pyrethroid ester insecticide. Deltamethrin plays a key role in controlling malaria vectors, and is used in the manufacture of long-lasting insecticidal mosquito nets; however, resistance of mosquitos and bed bugs to deltamethrin has seen a widespread increase.

Transfluthrin Volatile pyrethroid insecticide used indoor against insects such as moths or mosquitoes

Transfluthrin is a fast-acting pyrethroid insecticide with low persistency. It has the molecular formula C15H12Cl2F4O2.

Mortein Australian pesticide brand

Mortein is an Australian brand of household insecticide owned by the British company Reckitt. Together with its sister product Aerogard, a popular insect repellent, Mortein is widely used in Australia and is marketed internationally. It is also available in New Zealand, India, Pakistan, Fiji, and the Comoros. The brand has been represented in television commercials by cartoon antagonist Louie the Fly.

Phenothrin Chemical compound

Phenothrin, also called sumithrin and d-phenothrin, 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. It is often used with methoprene, an insect growth regulator that interrupts the insect's biological lifecycle by killing the eggs.

Baygon

Baygon is a pesticide brand produced by S. C. Johnson & Son. It is an insecticide used for extermination and control of household pests such as crickets, roaches, ants, carpenter ants, spiders, silverfish and mosquitoes. In 1975, Baygon introduced Australia’s first surface spray for killing cockroaches, ticks and other crawling insects.

Cyhalothrin Synthetic pyrethroid used as insecticide

Cyhalothrin is the ISO common name for an organic compound that, in specific isomeric forms, is used as a pesticide. It is a pyrethroid, a class of synthetic insecticides that mimic the structure and properties of the naturally occurring insecticide pyrethrin which is present in the flowers of Chrysanthemum cinerariifolium. Pyrethroids such as cyhalothrin are often preferred as an active ingredient in agricultural insecticides because they are more cost-effective and longer acting than natural pyrethrins. λ-and γ-cyhalothrin are now used to control insects and spider mites in crops including cotton, cereals, potatoes and vegetables.

Mosquito coil Incense coil designed to repel mosquitoes

A mosquito coil is a mosquito-repelling incense, usually made into a spiral, and typically made using dried paste of pyrethrum powder. The coil is usually held at the center of the spiral, suspending it in the air, or wedged by two pieces of fireproof netting to allow continuous smoldering. Burning usually begins at the outer end of the spiral and progresses slowly toward the center of the spiral, producing a mosquito-repellent smoke. A typical mosquito coil measures around 15 centimetres (6 in) in diameter and lasts around seven to twelve hours. Mosquito coils are widely used in Asia, Africa, South America, Canada, Mexico and Australia.

Tefluthrin Synthetic pyrethroid used as insecticide

Tefluthrin is the ISO common name for an organic compound that is used as a pesticide. It is a pyrethroid, a class of synthetic insecticides that mimic the structure and properties of the naturally occurring insecticide pyrethrin which is present in the flowers of Chrysanthemum cinerariifolium. Pyrethroids such as tefluthrin are often preferred as active ingredients in agricultural insecticides because they are more cost-effective and longer acting than natural pyrethrins. It is effective against soil pests because it can move as a vapour without irreversibly binding to soil particles: in this respect it differs from most other pyrethroids.

References

  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.
  3. Active Ingredient: Metofluthrin, California Department of Pesticide Regulation Public Report 2007-6
  4. Registration of OFF! Insect Repellent Fan
  5. Metofluthrin pesticide fact sheet, 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.