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Temefos

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Temefos
Names
IUPAC name
O,O,O′,O′-Tetramethyl O,O′-sulfanediylbis(1,4-phenylene) diphosphorothioate
Other names
[4-(4-dimethoxyphosphinothioyloxyphenyl)sulfanylphenoxy]-
dimethoxy-sulfanylidene-phosphorane
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.020.175 Edit this at Wikidata
KEGG
MeSH Temefos
  • InChI=1S/C16H20O6P2S3/c1-17-23(25,18-2)21-13-5-9-15(10-6-13)27-16-11-7-14(8-12-16)22-24(26,19-3)20-4/h5-12H,1-4H3 checkY
    Key: WWJZWCUNLNYYAU-UHFFFAOYSA-N checkY
  • InChI=1/C16H20O6P2S3/c1-17-23(25,18-2)21-13-5-9-15(10-6-13)27-16-11-7-14(8-12-16)22-24(26,19-3)20-4/h5-12H,1-4H3
    Key: WWJZWCUNLNYYAU-UHFFFAOYAC
  • S=P(OC)(OC)Oc2ccc(Sc1ccc(OP(=S)(OC)OC)cc1)cc2
Properties
C16H20O6P2S3
Molar mass 466.46 g·mol−1
Density 1.32 g cm-3
Melting point 30 °C (86 °F; 303 K)
Hazards
NIOSH (US health exposure limits):
PEL (Permissible)
 15 mg/m3
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Temefos or temephos (trade name Abate) is an organophosphate larvicide used to treat water infested with disease-carrying insects[1] including mosquitoes, midges, and black fly larvae.

As with other organophosphates, temephos affects the central nervous system through inhibition of cholinesterase. In larvae, this results in death before reaching the adult stage.

In the developing world where the vector-borne disease dengue fever is endemic, temephos is widely used and applied by both private and public pest control in areas of standing water where the Aedes aegypti mosquito breeds in order to reduce the population of this disease-carrying insect.[2] Temephos is also used in the Guinea Worm Eradication program to kill water fleas that carry guinea worm larvae.

Resistance to temephos by A. aegypti has been seen in Brazil. The Brazilian Aedes aegypti resistance monitoring program detected temephos resistance in A. aegypti populations from several localities in the country in 1999 (Funasa 2000, Lima et al. 2003). In 1999, mosquitoes from the city of Rio de Janeiro were already resistant to temephos.[3]

References

  1. ^ Abate Product Information
  2. ^ New York Times article covering its application in Africa
  3. ^ Lima JB, Da-Cunha MP, Da Silva RC; et al. (2003). "Resistance of Aedes aegypti to organophosphates in several municipalities in the State of Rio de Janeiro and Espírito Santo, Brazil". Am. J. Trop. Med. Hyg. 68 (3): 329–33. PMID 12685640. {{cite journal}}: Explicit use of et al. in: |author= (help)CS1 maint: multiple names: authors list (link)
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