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Merck

45313

Supelco

Terbufos

PESTANAL®, analytical standard

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About This Item

Fórmula empírica (notación de Hill):
C9H21O2PS3
Número de CAS:
Peso molecular:
288.43
Beilstein/REAXYS Number:
1710115
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

product line

PESTANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

agriculture
environmental

format

neat

storage temp.

2-8°C

SMILES string

CCOP(=S)(OCC)SCSC(C)(C)C

InChI

1S/C9H21O2PS3/c1-6-10-12(13,11-7-2)15-8-14-9(3,4)5/h6-8H2,1-5H3

InChI key

XLNZEKHULJKQBA-UHFFFAOYSA-N

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General description

Terbufos is an organophosphate insecticide and nematicide, that is used extensively to control wireworms, seed corn maggots, white grubs, corn rootworm larvae, and other pests. It targets root pests that feed on corn, sugar beets, bananas, and other crops. Household uses include the control of cockroaches, houseflies, and termites along with the protection of plants of horticultural interest.

Terbufos is not approved for its use in the European Union.
Maximum residue levels (MRLs) have been set according to Reg (EC) No 149/2008 for Terbufos for various products of plant and animal origin 0.01 mg/kg.


Terbufos in its activated form irreversibly inhibits acetylcholinesterase (AChE), leading to the accumulation of acetylcholine, resulting in overstimulation of muscarinic and nicotinic receptors.

Application

The analytical standard can be used to:
  • Protect and detect two thermolabile metabolites of terbufos, and simultaneously analyze terbufos and its metabolites in pepper and pepper leaf samples using GC-FPD
  • Investigate photocatalytic degradation of terbufos in aqueous suspensions using titanium dioxide (TiO2) as a photocatalyst
  • Study the effects of different doses of terbufos on the decomposition process and the scavenger flies assemblages composition in Wistar rat carcasses
  • Measure adsorption of two commonly used organophosphorus pesticides, Phorate and Terbufos onto four tropical soils
  • Examine the acute effects of terbufos and its major oxidation products, alone and in combination with each other or with atrazine, on Ceriodaphnia cf dubia
  • Investigate the molecular mechanisms of genotoxicity in HepG2 cells and zebrafish embryos following exposure to terbufos, fenthion, or combinations of these pesticides

Legal Information

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

pictograms

Skull and crossbonesEnvironment

signalword

Danger

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 2 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Md Musfiqur Rahman et al.
Food chemistry, 133(2), 604-610 (2012-07-15)
During gas chromatography (GC), the matrix can deactivate the active site during the transport of the compound from the injector to the detector. This deactivation capacity varies among matrices, as it is dependant on the concentrations of the different constituent
Jéssica Teixeira Jales et al.
Acta tropica, 212, 105652-105652 (2020-08-10)
Organophosphate use represents one of the main causes of intentional and accidental poisoning in Brazil. Because they induce alteration in carcass decomposition and succession of necrophagous Diptera, they are important investigative tool in forensic entomology for determining the postmortem interval
Eva Ari Wahyuni et al.
The Science of the total environment, 758, 143597-143597 (2020-11-23)
The mechanism of genotoxicity of the individual and combined pesticides of terbufos and fenthion were evaluated using HepG2 cells and zebrafish embryos. We determined genotoxicity by neutral comet assay and phosphorylation of H2AX (γH2AX), which indicated that cells treated with
Adam D Biales et al.
Aquatic toxicology (Amsterdam, Netherlands), 101(1), 196-206 (2010-10-27)
Pesticides are nearly ubiquitous in surface waters of the United States, where they often are found as mixtures. The molecular mechanisms underlying the toxic effects of sub-lethal exposure to pesticides as both individual and mixtures are unclear. The current work
Matthew R Bonner et al.
Cancer causes & control : CCC, 21(6), 871-877 (2010-02-16)
Terbufos is the fourth most commonly used organophosphate insecticide (OP) in the United States. Terbufos has not been demonstrated to be carcinogenic in rodents, although non-arsenical insecticides, including OPs, have been associated with excess cancer in epidemiologic studies. We investigated

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