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Temefos

From Wikipedia, the free encyclopedia

Temefos
Names
Preferred IUPAC name
O-[4-({4-[(Dimethoxyphosphorothioyl)oxy]phenyl}sulfanyl)phenyl]O,O-dimethyl phosphorothioate
Other names
[4-(4-dimethoxyphosphinothioyloxyphenyl)sulfanylphenoxy]-
dimethoxy-sulfanylidene-phosphorane
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard100.020.175Edit this at Wikidata
KEGG
MeSHTemefos
UNII
  • 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 mass466.46 g·mol−1
Appearancewhite, crystalline solid[1]
Density1.32 g cm−3
Melting point30 °C (86 °F; 303 K)
Boiling point120–125[1] °C (248–257 °F; 393–398 K) (decomposes)
insoluble[1]
Vapor pressure0.00000007 mmHg (20°C)[1]
Hazards
NIOSH (US health exposure limits):
PEL (Permissible)
15 mg/m3[1]
REL (Recommended)
TWA 10 mg/m3 (total) TWA 5 mg/m3 (resp)[1]
IDLH (Immediate danger)
N.D.[1]
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Chemical compound

Temefos ortemephos (trade nameAbate) is anorganophosphatelarvicide used to treat water infested with disease-carryinginsects[2] (includingmosquitoes,midges, andblack flylarvae) andcrustaceans (copepods).

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

In thedeveloping world where thevector-borne diseasedengue fever isendemic, temephos is widely used and applied by both private and public pest control in areas ofstanding water where theAedes aegypti mosquito breeds, in order to reduce the population of this disease-carrying insect.[3] Temephos is also used in theGuinea Worm Eradication Program to kill the copepods that carryguinea worm larvae.[4]

Resistance to temephos byA. aegypti has been seen inBrazil. The Brazilian Aedes aegypti resistance monitoring program detected temephos resistance inA. aegypti populations from several localities in the country in 1999 (Funasa 2000, Lima et al. 2003). In 1999, mosquitoes from the city ofRio de Janeiro were observed to be resistant to temephos.[5]

References

[edit]
  1. ^abcdefgNIOSH Pocket Guide to Chemical Hazards."#0589".National Institute for Occupational Safety and Health (NIOSH).
  2. ^Abate Product Information
  3. ^New York Times article covering its application in Africa
  4. ^"Clinical Guidance for Guinea Worm".U.S. Centers for Disease Control and Prevention. 15 March 2024. Retrieved25 April 2025.
  5. ^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.doi:10.4269/ajtmh.2003.68.329.PMID 12685640.

External links

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