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M1845000

Metrifonate

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

Trichlorfon, (2,2,2-Trichloro-1-hydroxyethyl)phosphonic acid dimethyl ester, Metrifonate

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About This Item

Empirical Formula (Hill Notation):
C4H8Cl3O4P
CAS Number:
52-68-6
Molecular Weight:
257.44
Beilstein/REAXYS Number:
1709434
MDL number:
MFCD00055272
UNSPSC Code:
41116107
PubChem Substance ID:
329817896
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

trichlorfon, metrifonate

manufacturer/tradename

EDQM

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

SMILES string

COP(=O)(OC)C(O)C(Cl)(Cl)Cl

InChI

1S/C4H8Cl3O4P/c1-10-12(9,11-2)3(8)4(5,6)7/h3,8H,1-2H3

InChI key

NFACJZMKEDPNKN-UHFFFAOYSA-N

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General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Metrifonate EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

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Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Resp. Sens. 1 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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J M Ringman et al.
The Journal of clinical psychiatry, 60(11), 776-782 (1999-12-10)
To review preclinical and clinical studies of metrifonate, a cholinesterase inhibitor relevant to the treatment of Alzheimer's disease. English-language literature identified by MEDLINE using the term metrifonate was reviewed, and bibliography-sorted searches were conducted. Metrifonate is an organophosphate cholinesterase inhibitor
M W Jann
Pharmacotherapy, 18(2 Pt 2), 55-67 (1998-04-16)
Alzheimer's disease is a chronic neurodegenerative disorder that is characterized by memory impairment, cognitive dysfunction, behavioral disturbances, and deficits in activities of daily living. A consistent observation in these patients is that cholinergic neurons are affected and deteriorate over time
Metrifonate.
H M Lamb et al.
Drugs & aging, 11(6), 490-496 (1997-12-31)
Graziele Daiane Stürmer et al.
Ecotoxicology and environmental safety, 109, 56-62 (2014-08-29)
Organophosphate (OP) insecticides have been used indiscriminately, based on their high dissipation rates and low residual levels in the environment. Despite the toxicity of OPs to beneficial insects is principally devoted to the acetylcholinesterase (AChE) inhibition, the physiological mechanisms underlying
B Holmstedt et al.
Archives of toxicology, 41(1), 3-29 (1978-10-13)
The organophosphorus compound 0,0-dimethyl-(1-hydroxy-2,2,2-trichloroethyl)-phosphonate was introduced as an insecticide, trichlorfon, in 1952 (Lorenz et al., 1955) and as a drug, metrifonate, in the treatment of schistosomiasis in 1960 (Lebrun and Cerf, 1960). This organophosphorus compound is unique in that it
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