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45698

Supelco

Trichlorfon

PESTANAL®, analytical standard

Synonym(s):

(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
EC Number:
200-149-3
MDL number:
MFCD00055272
UNSPSC Code:
41116107
PubChem Substance ID:
329756910
NACRES:
NA.24

grade

analytical standard

Quality Level

100

product line

PESTANAL®

shelf life

limited shelf life, expiry date on the label

application(s)

agriculture
environmental

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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Biochem/physiol Actions

Trichlorfon also known as metrifonate, is an insecticide that functions as an inhibitor of acetylcholine esterase. Trichlorfon has been shown to induce DNA damage and genetic defects in numerous cell lines in addition to inducing aneuploidy in male mouse germ cells.

Legal Information

PESTANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Amit Kumar Sinha et al.
Comparative biochemistry and physiology. Part D, Genomics & proteomics, 5(3), 207-216 (2010-06-24)
Trichlorfon (TRC) is the most common organophosphorous insecticide used in aquaculture practices in Southeast Asian countries. Indiscriminate use of TRC can either damage or alter the enzymatic and hormonal activities in the living organisms. In this present study, therefore, toxicogenomic
Yuan Bao et al.
The Science of the total environment, 419, 144-150 (2012-02-01)
Trichlorfon [O,O-dimethyl-(2,2,2-trichloro-1-hydroxy-ethyl) phosphonate] (TCF) is a kind of widely used organophosphorus pesticides. In this paper, the mechanism and possible oxidation products for the OH-initiated reactions of TCF are studied at the MPWB1K/6-311+G(3df,2p)//MPWB1K/6-31+G(d,p) level. The study shows that H abstraction reaction
Sónia Coelho et al.
Aquatic toxicology (Amsterdam, Netherlands), 103(3-4), 191-198 (2011-04-09)
Trichlorfon (TCF) is one of the most used veterinary pharmaceuticals not only to fight infestations but also as a preventive measure worldwide. The high concentrations used generate concerns about environmental and human health. In this work we assessed the acute
Chin-Chyuan Chang et al.
Aquatic toxicology (Amsterdam, Netherlands), 130-131, 18-26 (2013-01-24)
Trichlorfon is an organophosphorus (OP) insecticide that is used as an agriculture pesticide to destroy insects, a human medicine to combat internal parasites, and an ectoparasiticide in the livestock and aquaculture industries, but which has caused aquatic toxicity in the
WeiNa Xu et al.
Fish physiology and biochemistry, 38(3), 769-775 (2011-10-12)
To investigate the effect of trichlorfon on oxidative stress and hepatocyte apoptosis of Carassius auratus gibelio in vivo, the fish were exposed to 0, 0.5, 1.0, 2.0 and 4.0 mg l(-1) trichlorfon concentrations for 30 days. At the end of the experiment, plasm
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