temefos
{{cs1 config|name-list-style=vanc}}
{{chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 444215306
| ImageFile=Temefos.svg
| ImageFile2=Temefos 3D.png
| ImageSize=300px
| ImageSize2=300px
| PIN=O-[4-({4-[(Dimethoxyphosphorothioyl)oxy]phenyl}sulfanyl)phenyl] O,O-dimethyl phosphorothioate
| OtherNames=[4-(4-dimethoxyphosphinothioyloxyphenyl)sulfanylphenoxy]-
dimethoxy-sulfanylidene-phosphorane
|Section1={{Chembox Identifiers
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = ONP3ME32DL
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 5199
| 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
| InChIKey = WWJZWCUNLNYYAU-UHFFFAOYAC
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 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
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = WWJZWCUNLNYYAU-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|??}}
| CASNo=3383-96-8
| PubChem=5392
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = 1355821
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D06062
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 38954
| SMILES = S=P(OC)(OC)Oc2ccc(Sc1ccc(OP(=S)(OC)OC)cc1)cc2
| MeSHName=Temefos
}}
|Section2={{Chembox Properties
| C=16 | H=20 | O=6 | P=2 | S=3
| Appearance= white, crystalline solid
| Density=1.32 g cm−3
| MeltingPtC=30
| BoilingPt_notes = (decomposes)
| VaporPressure = 0.00000007 mmHg (20°C)
}}
|Section3={{Chembox Hazards
| MainHazards=
| FlashPt=
| AutoignitionPt =
| PEL = 15 mg/m3{{PGCH|0589}}
| REL = TWA 10 mg/m3 (total) TWA 5 mg/m3 (resp)
}}
}}
Temefos or temephos (trade name Abate) is an organophosphate larvicide used to treat water infested with disease-carrying insects[http://www.basfpublichealth.com/products/abate.html Abate Product Information] 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.[https://nytimes.com/2006/03/26/international/africa/26worm.html?pagewanted=all New York Times article covering its application in Africa] Temephos is also used in the Guinea Worm Eradication Program to kill water fleas that carry guinea worm larvae.{{cite web|url=https://www.cdc.gov/guinea-worm/hcp/clinical-guidance/|title=Clinical Guidance for Guinea Worm|website=U.S. Centers for Disease Control and Prevention|access-date=25 April 2025|date=15 March 2024}}
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.{{cite journal |vauthors=Lima JB, Da-Cunha MP, Da Silva RC, etal |title=Resistance of Aedes aegypti to organophosphates in several municipalities in the State of Rio de Janeiro and Espírito Santo, Brazil |journal=Am. J. Trop. Med. Hyg. |volume=68 |issue=3 |pages=329–33 |year=2003 |doi=10.4269/ajtmh.2003.68.329 |pmid=12685640 }}
References
{{Reflist}}
External links
- [https://www.cdc.gov/niosh/npg/npgd0589.html NIOSH Pocket Guide to Chemical Hazards]
- [https://www.cdc.gov/niosh/ipcsneng/neng0199.html International Chemical Safety Cards]
- [http://www.basfpublichealth.com/products/abate.html Official product site]
- {{PPDB|618}}
Bibliography
- Dejous C & Elouard J.M (1977) [http://horizon.documentation.ird.fr/exl-doc/pleins_textes/cahiers/hydrobio/18237.pdf Action de l'abate sur les invertébérs aquatiques ; cinétique de décrochement à court et moyen terme] (in French).
{{Insecticides}}
{{Acetylcholine metabolism and transport modulators}}
{{Authority control}}
Category:Acetylcholinesterase inhibitors