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
Molecular mass 257.436 g/mol
  • COP(=O)(C(C(Cl)(Cl)Cl)O)OC
  • InChI=1S/C4H8Cl3O4P/c1-10-12(9,11-2)3(8)4(5,6)7/h3,8H,1-2H3
  • Key:NFACJZMKEDPNKN-UHFFFAOYSA-N
  (verify)

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

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