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Merck

D9286

Paraoxon-ethyl

≥90%, oil

Synonym(s):

O,O-Diethyl O-(4-nitrophenyl) phosphate, Diethyl p-nitrophenyl phosphate, Paraoxon, Paraoxon-ethyl

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About This Item

Linear Formula:
O2NC6H4OP(O)(OC2H5)2
CAS Number:
Molecular Weight:
275.20
UNSPSC Code:
12352202
NACRES:
NA.77
PubChem Substance ID:
EC Number:
206-221-0
Beilstein/REAXYS Number:
1915526
MDL number:
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Quality Level

assay

≥90%

form

oil

color

yellow

refractive index

n20/D 1.51 (lit.)

density

1.274 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CCOP(=O)(OCC)Oc1ccc(cc1)[N+]([O-])=O

InChI

1S/C10H14NO6P/c1-3-15-18(14,16-4-2)17-10-7-5-9(6-8-10)11(12)13/h5-8H,3-4H2,1-2H3

InChI key

WYMSBXTXOHUIGT-UHFFFAOYSA-N

Gene Information

human ... PON1(5444)

Application

Paraoxon-ethyl has been used as a substrate in paraoxonase (PON) activity assay. It has also been used as a lipase inhibitor to study the effects of anacetrapib on homotypic transfer from high density lipoprotein L3 (HDL3) to HDL2 in vivo.

Biochem/physiol Actions

Potent irreversible acetylcholinesterase inhibitor

Physical form

Oily liquid

Disclaimer

air sensitive: handle under argon


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Skull and crossbonesEnvironment

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Danger

Hazard Classifications

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

Storage Class

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

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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



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Altered lipoproteins in patients with systemic lupus erythematosus are associated with augmented oxidative stress: a potential role in atherosclerosis
Park JK, et al.
Arthritis Research & Therapy, 18(1), 306-306 (2016)
Association between ethnicity and obesity with high-density lipoprotein (HDL) function and subclass distribution
Woudberg NJ, et al.
Lipids in Health and Disease, 15(1), 92-92 (2016)
Ronit Shiri-Sverdlov et al.
Journal of hepatology, 44(4), 732-741 (2006-02-10)
The molecular mechanisms leading to Non-Alcoholic Steatohepatitis (NASH) are not fully understood. In mice, NASH can be inhibited by fenofibrate, a synthetic agonist for the nuclear receptor peroxisome proliferator activated receptor alpha, which regulates hepatic triglyceride metabolism. This study aimed