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Merck
CN

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:
1709434
MDL number:
MFCD00055272
UNSPSC Code:
41116107
PubChem Substance ID:
329817896
NACRES:
NA.24

Key Documents

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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.

Signal Word

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

农药列管产品
危险化学品
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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
Metrifonate. A viewpoint.
E Giacobini
Drugs & aging, 11(6), 497-497 (1997-12-31)
J M López-Arrieta et al.
The Cochrane database of systematic reviews, (2)(2), CD003155-CD003155 (2006-04-21)
Metrifonate is a long-acting irreversible cholinesterase inhibitor, originally used to treat schistosomiasis. Its potential to enhance central nervous system cholinergic neurotransmission led to clinical trials for the treatment of people with Alzheimer's disease (AD). Although low incidence of serious side
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
B R Williams
American journal of health-system pharmacy : AJHP : official journal of the American Society of Health-System Pharmacists, 56(5), 427-432 (1999-03-30)
The pharmacology, pharmacokinetics, clinical efficacy, and adverse effects of metrifonate, a long-acting cholinesterase inhibitor, are discussed. Attempts to correct the central cholinergic deficits associated with Alzheimer's disease have included administration of cholinergic precursors, cholinergic agonists, and cholinesterase inhibitors. To date
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