Paraoxon

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Structural formula
Structural formal of paraoxon
General
Surname Paraoxon
other names
  • Diethyl p -nitrophenyl phosphate
  • E 600
  • O , O- diethyl O - (4-nitrophenyl) phosphate
  • Phosphoric acid diethyl (4-nitrophenyl) ester
  • Diethyl (4-nitrophenyl) phosphate
  • O , O -diethyl- O- ( p -nitrophenyl) phosphate
  • Ester 25
  • Eticol
  • Fosfakol
  • Mintacol
  • Miotisal A
Molecular formula C 10 H 14 NO 6 P
Brief description

flammable liquid

External identifiers / databases
CAS number 311-45-5
EC number 206-221-0
ECHA InfoCard 100.005.657
PubChem 9395
Wikidata Q416108
Drug information
ATC code

S01 EB10

properties
Molar mass 275.2 g mol −1
density

1.27 g cm −3 (25 ° C)

boiling point

169-170 ° C at 1.33 hPa

solubility

heavy in water (2.4 g l −1 at 25 ° C)

Refractive index

1.5096

safety instructions
Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS labeling of hazardous substances
06 - Toxic or very toxic 09 - Dangerous for the environment

danger

H and P phrases H: 300-310-330-400
P: 260-264-273-280-284-302 + 350
Toxicological data

1.8 mg kg −1 ( LD 50ratoral )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Paraoxon , synonym: E 600 , is an ester of phosphoric acid (see also: phosphoric acid ester ). The synonym is not an E number in the sense of food additives , but a number that was assigned when the compound was developed.

properties

Paraoxon is a colorless liquid . It is an active metabolite of parathion and therefore also an insecticide . In the liver as well as in many other tissues, Paraoxon can be formed from Parathion through oxidation through several intermediate stages. Monooxygenases in the microsomes of the endoplasmic reticulum are responsible for this . Paraoxon irreversibly inhibits the enzyme acetylcholinesterase . The high toxicity is due to the inhibition of acetylcholinesterase, which plays an important role in the body in the central nervous system (CNS). This makes paraoxon a neurotoxin .

Individual evidence

  1. a b c d e f Entry on Paraoxon in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .
  2. a b Paraoxon data sheet from Sigma-Aldrich , accessed on April 18, 2011 ( PDF ).
  3. David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-410.
  4. Harun Parlar, Daniela Angerhöfer: Chemical Ecotoxicology . Springer Verlag, 2nd edition, 1995, p. 142, ISBN 3-540-59150-8 .