Diisopropyl paraoxon

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Diisopropyl paraoxon
Diisopropyl paraoxon.svg
Names
Preferred IUPAC name
4-Nitrophenyl di(propan-2-yl) phosphate
Other names
Diisopropyl (4-nitrophenyl) phosphate
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
UNII
  • CC(C)OP(=O)(Oc1ccc(cc1)[N+](=O)[O-])OC(C)C
Properties
C12H18NO6P
Molar mass 303.251 g·mol−1
Insoluble
Solubility Soluble in ethanol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Diisopropyl paraoxon is an organophosphate that inhibits the acetylcholinesterase. It is the isopropyl analog of paraoxon.

Diisopropyl paraoxon is insoluble in water, but it is soluble in ethanol. [1]

See also

Related Research Articles

Nerve agents, sometimes also called nerve gases, are a class of organic chemicals that disrupt the mechanisms by which nerves transfer messages to organs. The disruption is caused by the blocking of acetylcholinesterase (AChE), an enzyme that catalyzes the breakdown of acetylcholine, a neurotransmitter. Nerve agents are acetylcholinesterase inhibitors used as poison.

Parathion Chemical compound

Parathion, also called parathion-ethyl or diethyl parathion and locally known as "Folidol", is an organophosphate insecticide and acaricide. It was originally developed by IG Farben in the 1940s. It is highly toxic to non-target organisms, including humans, so its use has been banned or restricted in most countries. The basic structure is shared by parathion methyl.

Organophosphate

Organophosphates are a class of organophosphorus compounds with the general structure O=P(OR)3, a central phosphate molecule with alkyl or aromatic substituents. They can be considered as esters of phosphoric acid. Like most functional groups organophosphates occur in a diverse range of forms, with important examples including key biomolecules such as DNA, RNA and ATP, as well as many insecticides, herbicides, nerve agents and flame retardants. OPEs have been widely used in various products as flame retardants, plasticizers, and performance additives to engine oil. The popularity of OPEs as flame retardants came as a substitution for the highly regulated brominated flame retardants. The low cost of production and compatibility to different polymers made OPEs to be widely used in different industries including textile, furniture, electronics as plasticizers and flame retardants. These compounds are added to the final product physically rather than by chemical bond. Due to this OPEs leak into the environment more readily through volatilization, leaching, as well as abrasion. OPEs have been detected in different environmental compartments such as air, dust, water, sediment, soil and biota samples at higher frequency and concentration.

Diisopropyl ether Chemical compound

Diisopropyl ether is secondary ether that is used as a solvent. It is a colorless liquid that is slightly soluble in water, but miscible with organic solvents. It is used as an extractant and an oxygenate gasoline additive. It is obtained industrially as a byproduct in the production of isopropanol by hydration of propylene. Diisopropyl ether is sometimes represented by the abbreviation DIPE.

Diisopropyl fluorophosphate

Diisopropyl fluorophosphate (DFP) or Isoflurophate is an oily, colorless liquid with the chemical formula C6H14FO3P. It is used in medicine and as an organophosphorus insecticide. It is stable, but undergoes hydrolysis when subjected to moisture.

Pralidoxime

Pralidoxime or 2-PAM, usually as the chloride or iodide salts, belongs to a family of compounds called oximes that bind to organophosphate-inactivated acetylcholinesterase. It is used to treat organophosphate poisoning in conjunction with atropine and either diazepam or midazolam. It is a white solid.

Demecarium bromide

Demecarium bromide, trade name Humorsol, is a carbamate parasympathomimetic drug that acts as an acetylcholinesterase inhibitor, and is used as a glaucoma medication. It is applied directly to the eye in order to reduce elevated intraocular pressure associated with glaucoma.

Oxon (chemical)

An oxon is an organic compound derived from another chemical in which a phosphorus-sulfur bond in the parent chemical has been replaced by a phosphorus-oxygen bond in the derivative.

Imidazenil

Imidazenil is an experimental anxiolytic drug which is derived from the benzodiazepine family, and is most closely related to other imidazobenzodiazepines such as midazolam, flumazenil, and bretazenil.

Paraoxon

Paraoxon is a parasympathomimetic which acts as an cholinesterase inhibitor. It is an organophosphate oxon, and the active metabolite of the insecticide parathion. It is also used as an ophthalmological drug against glaucoma. Paraoxon is one of the most potent acetylcholinesterase-inhibiting insecticides available, around 70% as potent as the nerve agent sarin, and so is now rarely used as an insecticide due to the risk of poisoning to humans and other animals. Paraoxon has been used by scientists to study acute and chronic effects of organophosphate intoxication. It is easily absorbed through skin, and was allegedly used as an assassination weapon by the apartheid-era South African chemical weapons program Project Coast.

Aryldialkylphosphatase

Aryldialkylphosphatase is a metalloenzyme that hydrolyzes the triester linkage found in organophosphate insecticides.

Diisopropyl-fluorophosphatase

In enzymology, a diisopropyl-fluorophosphatase (EC 3.1.8.2) is an enzyme that catalyzes the chemical reaction

Disulfoton Chemical compound

Disulfoton is an organophosphate acetylcholinesterase inhibitor used as an insecticide. It is manufactured under the name Di-Syston by Bayer CropScience. Disulfoton in its pure form is a colorless oil but the technical product used in vegetable fields is dark and yellowish with a sulfur odor. Disulfoton is processed as a liquid into carrier granules, these granules are mixed with fertilizer and clay to be made into a spike, designed to be driven into the ground. The pesticide is absorbed over time by the roots and translocated to all parts of the plant. The pesticide acts as a cholinesterase inhibitor and gives long lasting control.

Acetylcholinesterase inhibitor

Acetylcholinesterase inhibitors (AChEIs) also often called cholinesterase inhibitors, inhibit the enzyme acetylcholinesterase from breaking down the neurotransmitter acetylcholine into choline and acetate, thereby increasing both the level and duration of action of acetylcholine in the central nervous system, autonomic ganglia and neuromuscular junctions, which are rich in acetylcholine receptors. Acetylcholinesterase inhibitors are one of two types of cholinesterase inhibitors; the other being butyryl-cholinesterase inhibitors. Acetylcholinesterase is the primary member of the cholinesterase enzyme family.

The molecular formula C10H14NO5PS may refer to:

Asoxime chloride

Asoxime chloride, or more commonly HI-6, is a Hagedorn oxime used in the treatment of organophosphate poisoning.

3,3,5-Trimethylcyclohexyl 3-pyridyl methylphosphonate Chemical compound

VP, also known as EA-1511, is an extremely toxic organophosphate nerve agent of the V-series.

Armine (chemical) Chemical compound

Armine is an irreversible acetylcholinesterase inhibitor. It is the ethylphosphonate analog of paraoxon.

Parathion S Chemical compound

Parathion S is an organophosphate related to the organophosphate insecticide paraoxon and parathion. It's the structural isomer of parathion. Parathion S is a potent acetylcholinesterase inhibitor.

Neopentylene fluorophosphate Chemical compound

Neopentylene fluorophosphate, also known as NPF or neopentylene phosphoryl fluoridate, is an organophosphate compound that is classified as a nerve agent. It has a comparatively low potency, but is stable and persistent, with a delayed onset of action and long duration of effects.

References

  1. HOBBIGER, F (December 1957). "Protection against the lethal effects of organophosphates by pyridine-2-aldoxime methiodide". British Journal of Pharmacology and Chemotherapy. 12 (4): 438–46. doi:10.1111/j.1476-5381.1957.tb00162.x. PMC   1510585 . PMID   13489171.