Mipafox

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Structural formula
Structural formula Mipafax
General
Surname Mipafox
other names
  • N , N ′ -diisopropylphosphorodiamide fluorido acid
  • N , N ′ -diisopropyldiamidophosphoric acid fluoride
  • Bis (isopropylamino) fluorophosphine oxide
Molecular formula C 6 H 16 FN 2 OP
External identifiers / databases
CAS number 371-86-8
EC number 206-742-3
ECHA InfoCard 100.006.130
PubChem 9738
ChemSpider 9355
Wikidata Q26841312
properties
Molar mass 182.18 g mol −1
Physical state

firmly

density

1.2 g cm −3

Melting point

65 ° C

boiling point

125 ° C at 2.7 hPa

solubility

soluble in water (80 g l −1 at 20 ° C)

safety instructions
GHS labeling of hazardous substances
06 - Toxic or very toxic

danger

H and P phrases H: 370
P: ?
Toxicological data

> 60 mg kg −1 ( LD 50 ,  rat ,  oral )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Mipafox is a toxic organophosphate - insecticide , which delayed neurotoxicity and paralysis can cause. It is an irreversible acetylcholinesterase inhibitor that is resistant to oxime reactivators.

Extraction and manufacture

Mipafox is synthesized as follows:

Mipafox reaction scheme

Phosphorus oxychloride (POCl 3 ) is reacted with isopropylamine (C 3 H 9 N). The resulting product is reacted with potassium fluoride (KF) or ammonium fluoride (NH 4 F) and forms the Mipafox.

See also

Individual evidence

  1. ↑ a b c d e Entry on Mipafox in the GESTIS substance database of the IFA , accessed on April 1, 2020(JavaScript required) .
  2. ↑ a b Entry on Mipafox in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on April 29, 2020.
  3. ^ Pl. Bidstrup, Yes. Bonnell, Ag. Beckett: Paralysis following poisoning by a new organic phosphorus insecticide (mipafox); report on two cases . In: British Medical Journal . tape 1 , no. 4819 , May 16, 1953, p. 1068-1072 , doi : 10.1136 / bmj.1.4819.1068 , PMID 13042137 , PMC 2016450 (free full text).
  4. ↑ I. Mangas, P. Taylor, E. Vilanova, J. Estévez, TCC França, E. Komives, Z. Radić: Resolving pathways of interaction of mipafox and a sarin analog with human acetylcholinesterase by kinetics, mass spectrometry and molecular modeling approaches . In: Archives of Toxicology . tape 90 , no. 3 , March 2016, p. 603–616 , doi : 10.1007 / s00204-015-1481-1 , PMID 25743373 , PMC 4833118 (free full text).
  5. ↑ Process for the preparation of bisisopropyl-amino-fluoro-phosphine oxide. Retrieved April 11, 2020 .