Metrifonate

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Metrifonate
Trichlorfon.PNG
Systematic (IUPAC) name
(RS)-Dimethyl (2,2,2-trichloro-1-hydroxyethyl)phosphonate
Clinical data
Trade names Chlorophos (and many others)[1]
AHFS/Drugs.com International Drug Names
Pharmacokinetic data
Biological half-life 3 hours
Identifiers
CAS Number 52-68-6 YesY
ATC code P02BB01 (WHO) QP52AB01 (WHO) QP53AF02 (WHO)
PubChem CID 5853
ChemSpider 5644
UNII DBF2DG4G2K YesY
KEGG C07971 YesY
ChEBI CHEBI:6908 YesY
Synonyms Trichlorphon
Chemical data
Formula C4H8Cl3O4P
Molar mass 257.436 g/mol
Chirality Racemic mixture
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Metrifonate (INN) or trichlorfon (USAN) is an irreversible organophosphate acetylcholinesterase inhibitor.[2] It is a prodrug which is activated non-enzymatically into 2,2-dichlorovinyl dimethyl phosphate (DDVP).

It is used as an insecticide.

It can be used to treat schistosomiasis[3] caused by Schistoma haematobium,[4] but is no longer commercially available.[5]

It has been proposed for use in treatment of Alzheimer's disease, but use for that purpose is not currently recommended.[6]

References[edit]

  1. ^ "Trichlorfon". Haz-Map. U.S. National Library of Medicine. August 2015. Retrieved 2015-10-13. 
  2. ^ "NLH - Neurological Conditions - Metrifonate for Alzheimer's disease". 
  3. ^ "Monographs: Pharmaceutical substances: Metrifonate (Metrifonatum)". The International Pharmacopoeia Fourth Edition. WHO. Retrieved 2015-10-20. 
  4. ^ "Helminths: Schistosomiasis: Metrifonate". WHO Model Prescribing Information: Drugs Used in Parasitic Diseases - Second Edition. WHO. 1995. Retrieved 2015-10-20. 
  5. ^ Ross A.G.P.; Bartley P.B.; Sleigh A.C.; Olds G.R.; Li Y.; Williams G.M.; McManus D.P. (2002). "Schistosomiasis". The New England Journal of Medicine. 346 (16): 1212–1220. doi:10.1056/NEJMra012396. PMID 11961151. 
  6. ^ López-Arrieta J, Schneider L (2008). López-Arrieta, Jess, ed. "Metrifonate for Alzheimer's disease". Cochrane Database of Systematic Reviews (1): CD003155. doi:10.1002/14651858.CD003155.pub3. PMID 16625573.