D9286

O,O-Diethyl O-(4-nitrophenyl) phosphate

Name: O,O-Diethyl O-(4-nitrophenyl) phosphate
Brand: SIGMA

≥90%, oil

Sinónimos:

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

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About This Item

Fórmula lineal:

O₂NC₆H₄OP(O)(OC₂H₅)₂

Número CAS:

311-45-5

Peso molecular:

275.20

UNSPSC Code:

12352202

NACRES:

NA.77

PubChem Substance ID:

24894279

EC Number:

206-221-0

Beilstein/REAXYS Number:

1915526

MDL number:

MFCD00007316

Nombre del producto

O,O-Diethyl O-(4-nitrophenyl) phosphate, ≥90%, oil

InChI key

WYMSBXTXOHUIGT-UHFFFAOYSA-N

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

SMILES string

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

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

Quality Level

100

Gene Information

human ... PON1(5444)

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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

Disclaimer

air sensitive: handle under argon

Physical form

Oily liquid

pictograms

GHS06,GHS09

signalword

Danger

hcodes

H300 + H310,H410

pcodes

P262 - P264 - P273 - P280 - P301 + P310 - P302 + P352 + P310

Hazard Classifications

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

Clase de almacenamiento

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

wgk

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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Obesity-Associated Metabolic Disturbances Reverse the Antioxidant and Anti-Inflammatory Properties of High-Density Lipoproteins in Microglial Cells.

Elena Grao-Cruces et al.

Biomedicines, 9(11) (2021-11-28)

High-density lipoproteins (HDLs) play an important role in reverse cholesterol transport and present antioxidant properties, among others. In the central nervous system (CNS), there are HDLs, where these lipoproteins could influence brain health. Owing to the new evidence of HDL

Inhibition of cholesteryl ester transfer protein increases cholesteryl ester content of large HDL independently of HDL-to-HDL homotypic transfer: in vitro vs in vivo comparison using anacetrapib and dalcetrapib

Johns DG, et al.

European Journal of Pharmacology, 762, 256-262 (2015)

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)

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)

Exercise intervention alters HDL subclass distribution and function in obese women