311-45-5 Usage
Chemical Description
Paraoxon and tributyl phosphate are substrates that were used to study the catalytic activity of the phosphotriesterase enzyme.
Description
PARAOXON, also known as diethyl 4-nitrophenyl phosphate, is an organophosphate compound that is a reddish-yellow oily liquid with a faint fruity odor. It is an aryl dialkyl phosphate where both the alkyl groups are ethyl, and the aryl group is 4-nitrophenyl. PARAOXON is a potent cholinesterase inhibitor and has been used as an insecticide due to its ability to disrupt the nervous system of insects.
Uses
Used in Insecticide Industry:
PARAOXON is used as an insecticide for controlling various pests that damage crops and pose a threat to agriculture. Its cholinesterase inhibiting properties make it effective in disrupting the nervous system of insects, leading to their paralysis and death.
Used as a Cholinesterase Inhibitor:
PARAOXON is used as a cholinesterase inhibitor in research and pharmaceutical applications. It is a potent inhibitor of the enzyme acetylcholinesterase, which is essential for the proper functioning of the nervous system. By inhibiting this enzyme, PARAOXON can be used to study the effects of cholinesterase inhibition on various biological processes.
Used in Paraoxonase (PON) Activity Assay:
PARAOXON-ethyl has been used as a substrate in paraoxonase (PON) activity assays. PON is an enzyme that plays a crucial role in the detoxification of various xenobiotics, including organophosphates like PARAOXON. By using PARAOXON-ethyl as a substrate, researchers can study the activity and efficiency of PON in detoxifying harmful compounds.
Used as a Lipase Inhibitor in Pharmaceutical Research:
PARAOXON has 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. This application helps researchers understand the role of lipase in lipid metabolism and the potential therapeutic effects of drugs like anacetrapib on lipid-related disorders.
Synthesis Reference(s)
Tetrahedron Letters, 31, p. 3359, 1990 DOI: 10.1016/S0040-4039(00)89065-6
Reactivity Profile
Organophosphates are susceptible to formation of highly toxic and flammable phosphine gas in the presence of strong reducing agents such as hydrides. Partial oxidation by oxidizing agents may result in the release of toxic phosphorus oxides.
Fire Hazard
Flash point data for PARAOXON are not available; however, PARAOXON is probably combustible.
Biochem/physiol Actions
Potent irreversible acetylcholinesterase inhibitor
Safety Profile
A deadly poison by ingestion,intraperitoneal, intravenous, subcutaneous, intramuscular,and parenteral routes. Mutation data reported. Humansystemic effects: coma, convulsions, miosis. Acholinesterase inhibitor. An insecticide. When heated todecompos
Potential Exposure
An organophosphate insecticide. Has
been used as a medication.
Incompatibilities
Keep away from alkaline materials and
strong oxidizers. Contact with oxidizers can cause the
release of toxic oxides of phosphorus. May react violently
with antimony(V) pentafluoride. Incompatible with lead
diacetate, magnesium, silver nitrate. In the presence of
strong reducing agents such as hydrides, organophosphates
form highly toxic and flammable phosphine gas.
Waste Disposal
In accordance with 40CFR165,
follow recommendations for the disposal of pesticides and
pesticide containers. Must be disposed properly by following
package label directions or by contacting your local or
federal environmental control agency, or by contacting
your regional EPA office.
Check Digit Verification of cas no
The CAS Registry Mumber 311-45-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 3,1 and 1 respectively; the second part has 2 digits, 4 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 311-45:
(5*3)+(4*1)+(3*1)+(2*4)+(1*5)=35
35 % 10 = 5
So 311-45-5 is a valid CAS Registry Number.
InChI:InChI=1/C6H6NO6P.C4H10/c8-7(9)5-1-3-6(4-2-5)13-14(10,11)12;1-3-4-2/h1-4H,(H2,10,11,12);3-4H2,1-2H3
311-45-5Relevant articles and documents
Monitoring the phosphorylation of phenol derivatives with diethyl chlorophosphate in liquid-liquid and solid-liquid phase by in situ fourier transform infrared spectroscopy, part II
Keglevich, Gyoergy,Puskas, Reka Eszter,Gruen, Alajos,Csontos, Istvan,Greiner, Istvan
, p. 2333 - 2340 (2010)
The reaction of 4-chlorophenol and 4-nitrophenol with diethyl chlorophosphate carried out in a liquid-liquid and solid-liquid two phase system, respectively, was monitored by in situ Fourier transform IR spectroscopy. Copyright Taylor & Francis Group, LLC.
Electrochemical phosphorylation of arenols and anilines leading to organophosphates and phosphoramidates
Xu, Pan,Zhong, Zijian,Zhou, Aihua
supporting information, p. 5342 - 5347 (2021/06/30)
A practical phosphorylation for generating organophosphates and phosphoramidatesviaelectrochemical dehydrogenative cross-coupling of P(O)H compounds with arenols and anilines is disclosed. This method involves using inorganic iodide salts as both redox catalysts and electrolytes in an undivided cell without the addition of oxidants or bases. A preliminary mechanistic study suggests that radicals are not involved in this process. This method is green and eco-friendly and has good functional group tolerance, high yields and broad substrate scope, with the potential for practical synthesis.
Quinoline compound as well as preparation method, pharmaceutical composition and application thereof
-
Paragraph 0639-0642, (2021/03/05)
The invention discloses a compound shown as a general formula I, pharmaceutically acceptable salt or metabolite of the compound, and a preparation method, a pharmaceutical composition and applicationof the compound. The compound shown in the general formula I, the pharmaceutically acceptable salt thereof or the metabolite thereof has a good treatment effect on virus infection, has small toxic andside effects, and can be used for preventing or treating virus infection.
P-nitrophenyl phosphate disodium and preparation method thereof
-
Paragraph 0062-0069; 0084-0086, (2020/01/12)
The invention provides p-nitrophenyl phosphate disodium and a preparation method thereof. The preparation method comprises the following steps: 1, enabling p-nitrophenol to react with dialkyl chloridephosphate in the presence of an alkali so as to obtain O,O-dialkyl p-nitrophenyl phosphate; 2, performing an alkyl ester desorption reaction on the O,O-dialkyl p-nitrophenyl phosphate and a compoundwith trimethylsilyl groups so as to obtain O,O-di(trimethylsilyl) p-nitrophenyl phosphate; 3, performing a hydrolysis reaction on the O,O-di(trimethylsilyl) p-nitrophenyl phosphate so as to obtain p-nitrophenyl phosphate; and 4, enabling the p-nitrophenyl phosphate to react with sodium hydroxide, so as to obtain the p-nitrophenyl phosphate disodium. According to the preparation method provided bythe invention, the intermediate product obtained in the step 1 can be purified through vacuum distillation, and byproducts which are hard to remove are not generated in later operation of ether hydrolysis or pH value adjustment, so that the purification difficulty of the product is greatly reduced; and due to selection of the compound with the trimethylsilyl groups, hydrolysis can be implemented thoroughly, and in addition, the system can be clean.
This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.