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'''Sulfoxaflor''' is a systemic ] which acts as an ] ]. It is a member of a subclass of the ]s<ref>{{cite news |last= |first= |date= |title=Court revokes approval of insecticide, citing 'alarming' decline in bees |url=http://www.latimes.com/local/lanow/la-me-ln-bees-insecticide-20150910-story.html |newspaper=LA Times |location= |access-date= }} </ref> which act on the ] of insects with much lower toxicity to mammals.<ref>{{cite journal | doi = 10.1016/j.pestbp.2013.05.014 | title=Sulfoxaflor and the sulfoximine insecticides: Chemistry, mode of action and basis for efficacy on resistant insects | journal=Pesticide Biochemistry and Physiology | date=2013 | volume=107 | issue=1 | pages=1–7 | first=Thomas C. | last=Sparks}}</ref> '''Sulfoxaflor''' is a systemic ] which acts as an ] ]. It is the first member a class of chemicals called the ]s which act on the ] of insects with much lower toxicity to mammals.<ref>{{cite journal | doi = 10.1016/j.pestbp.2013.05.014 | title=Sulfoxaflor and the sulfoximine insecticides: Chemistry, mode of action and basis for efficacy on resistant insects | journal=Pesticide Biochemistry and Physiology | date=2013 | volume=107 | issue=1 | pages=1–7 | first=Thomas C. | last=Sparks}}</ref><ref>{{cite web|url=http://www.mda.state.mn.us/chemicals/pesticides/regs/~/media/Files/chemicals/reviews/nair-sulfoxaflor.pdf|title=Sulfoxaflor}}</ref>


On May 6, 2013, the ] approved the first two commercial pesticide products that contain sulfoxaflor, marketed under the brand names "Transform" and "Closer", by the ]. On May 6, 2013, the ] approved the first two commercial pesticide products that contain sulfoxaflor, marketed under the brand names "Transform" and "Closer", by the ].

Revision as of 23:38, 13 September 2015

Sulfoxaflor
Names
IUPAC name ethyl}-λ-sulfanylidene]cyanamide
Identifiers
CAS Number
ECHA InfoCard 100.234.961 Edit this at Wikidata
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C10H10F3N3OS/c1-7(18(2,17)16-6-14)8-3-4-9(15-5-8)10(11,12)13/h3-5,7H,1-2H3Key: ZVQOOHYFBIDMTQ-UHFFFAOYSA-N
Properties
Chemical formula C10H10F3N3OS
Molar mass 277.27 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Sulfoxaflor is a systemic insecticide which acts as an insect neurotoxin. It is the first member a class of chemicals called the sulfoximines which act on the central nervous system of insects with much lower toxicity to mammals.

On May 6, 2013, the United States Environmental Protection Agency approved the first two commercial pesticide products that contain sulfoxaflor, marketed under the brand names "Transform" and "Closer", by the Dow Chemical Company.

On 10 September 2015 the U.S. 9th Circuit Court of Appeals issued a ruling overturning the EPA's approval of sulfoxaflor. The court found that sulfoxaflor should be regulated as a neonicotinoid, overturning the original classification that had been confirmed by a lower court. This pesticide has been registered to South Korea, Panama, Vietnam, Indonesia, and Guatemala. It has been speculated that this ruling may lead to revocation of such international registrations.

Mode of action

The chemical works by interfering with the transmission of stimuli in the insect nervous system. Specifically, it causes a blockage in the nicotinergic neuronal pathway. This blockage leads to the accumulation of acetylcholine, an important neurotransmitter, resulting in the insect's paralysis, and eventually death. It is effective on contact and via stomach action. Because sulfoxaflor binds much more strongly to insect neuron receptors than to mammal neuron receptors, this insecticide is selectively more toxic to insects than mammals.

See also

References

  1. Sparks, Thomas C. (2013). "Sulfoxaflor and the sulfoximine insecticides: Chemistry, mode of action and basis for efficacy on resistant insects". Pesticide Biochemistry and Physiology. 107 (1): 1–7. doi:10.1016/j.pestbp.2013.05.014.
  2. "Sulfoxaflor" (PDF).
  3. "Victory for beekeepers as US court revokes approval for sulfoxaflor". indianapolisnews.net.
  4. http://www.latimes.com/local/lanow/la-me-ln-bees-insecticide-20150910-story.html. {{cite web}}: Missing or empty |title= (help)
  5. Cutler, P.; Slater, R.; Edmunds, A. J.; Maienfisch, P.; Hall, R. G.; Earley, F. G.; Pitterna, T.; Pal, S.; Paul, V. L.; Goodchild, J.; Blacker, M.; Hagmann, L.; Crossthwaite, A. J. (2013). "Investigating the mode of action of sulfoxaflor: A fourth-generation neonicotinoid". Pest Management Science. 69 (5): 607–619. doi:10.1002/ps.3413. PMID 23112103.
  6. "sulfoxaflor". ChemSpider. Royal Society of Chemistry. Retrieved 19 August 2013.

External links

Pest control: Insecticides
Carbamates
Inorganic compounds
Insect growth regulators
Neonicotinoids
Organochlorides
Organophosphorus
Pyrethroids
Diamides
Other chemicals
Metabolites
Biopesticides
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