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Contents

   



(Top)
  


1 Toxicity  




2 Synthesis  




3 See also  




4 References  













Mipafox






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From Wikipedia, the free encyclopedia
  

Mipafox
Names
Preferred IUPAC name

N,N′-Di(propan-2-yl)phosphorodiamidic fluoride

Other names

Bis(isopropylamino)fluorophosphine oxide; Isopestox

Identifiers

CAS Number

3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.006.130 Edit this at Wikidata
EC Number
  • 206-742-3
KEGG

PubChem CID
UNII

CompTox Dashboard (EPA)

  • InChI=1S/C6H16FN2OP/c1-5(2)8-11(7,10)9-6(3)4/h5-6H,1-4H3,(H2,8,9,10)

    Key: UOSHUBFBCPGQAY-UHFFFAOYSA-N

  • CC(C)NP(=O)(NC(C)C)F

Properties

Chemical formula

 C6H16FN2OP
Molar mass 182.179 g·mol−1
Density 1.2
Melting point 65 °C (149 °F; 338 K)
Boiling point 125 °C (257 °F; 398 K)

Solubility in water

 80 g/L
Hazards
Occupational safety and health (OHS/OSH):

Main hazards

 Highly toxic
GHS labelling:

Pictograms

 GHS06: ToxicGHS07: Exclamation mark

Signal word

 Danger

Hazard statements

 H301, H370

Precautionary statements

 P260, P264, P270, P301+P310, P307+P311, P321, P330, P405, P501

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Infobox references

Mipafox is a highly toxic organophosphate insecticide that is an irreversible acetylcholinesterase inhibitor and is resistant to cholinesterase reactivators.[1] It was developed in the 1950s and is now believed to be no longer in use.[2]

Toxicity[edit]

There are case reports of delayed neurotoxicity and paralysis due to acute exposure to mipafox.[3]

Synthesis[edit]

Phosphoryl chloride is first reacted with isopropylamine. The resulting product is then reacted with potassium fluorideorammonium fluoride to produce mipafox.[4]

See also[edit]

References[edit]

  1. ^ Mangas, I; Taylor, P; Vilanova, E; Estévez, J; França, TC; Komives, E; Radić, Z (March 2016). "Resolving pathways of interaction of mipafox and a sarin analog with human acetylcholinesterase by kinetics, mass spectrometry and molecular modeling approaches". Archives of Toxicology. 90 (3): 603–16. doi:10.1007/s00204-015-1481-1. PMC 4833118. PMID 25743373.
  • ^ "The WHO Recommended Classification of Pesticides by Hazard and Guidelines to Classification 2019" (PDF). World Health Organization.
  • ^ BIDSTRUP, PL; BONNELL, JA; BECKETT, AG (16 May 1953). "Paralysis following poisoning by a new organic phosphorus insecticide (mipafox); report on two cases". British Medical Journal. 1 (4819): 1068–72. doi:10.1136/bmj.1.4819.1068. PMC 2016450. PMID 13042137.
  • ^ "Process for the preparation of bisisopropyl-amino-fluoro-phosphine oxide".


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    • Retrieved from "https://en.wikipedia.org/w/index.php?title=Mipafox&oldid=1161418248"
    Categories: 
    ●Acetylcholinesterase inhibitors
     ●Organophosphate insecticides
     ●Fluorine compounds
     ●Isopropylamino compounds
     ●Organic compound stubs
     Hidden categories: 
    ●Articles without InChI source
     ●ECHA InfoCard ID from Wikidata
     ●Chembox having GHS data
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     ●Chembox image size set
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