Crotylsarin

Crotylsarin
Names
Preferred IUPAC name
(2E)-But-2-en-1-yl methylphosphonofluoridate
Other names
CRS
Identifiers
CAS Number
  • 138780-00-4
3D model (JSmol)
  • Interactive image
ChemSpider
  • 4943171
PubChem CID
  • 6438716
UNII
  • Y98LED33GD checkY
  • C/C=C/COP(=O)(C)F
Properties
Chemical formula
C5H10FO2P
Molar mass 152.105 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound

Crotylsarin (CRS) is an extremely toxic organophosphate nerve agent of the G-series.[1] Like other nerve agents, CRS irreversibly inhibits acetylcholinesterase. However, since the inhibited enzyme ages so rapidly, it can't be reactivated by cholinesterase reactivators.[2][3]

See also

  • Nerve agent
  • Soman

References

  1. ^ Worek, Franz; Wille, Timo; Koller, Marianne; Thiermann, Horst (27 June 2016). "Toxicology of organophosphorus compounds in view of an increasing terrorist threat". Archives of Toxicology. 90 (9): 2131–2145. doi:10.1007/s00204-016-1772-1. PMID 27349770. S2CID 15724842.
  2. ^ Busker, R.W.; Zijlstra, J.J.; van der Wiel, H.J.; Melchers, B.P.C.; van Helden, H.P.M. (January 1991). "Organophosphate poisoning: a method to test therapeutic effects of oxamines other than acetylcholinesterase activation in the rat". Toxicology. 69 (3): 331–344. doi:10.1016/0300-483x(91)90191-3. PMID 1658986.
  3. ^ Soukup, O.; Jun, D.; Tobin, G.; Kuca, K. (21 November 2012). "The summary on non-reactivation cholinergic properties of oxime reactivators: the interaction with muscarinic and nicotinic receptors". Archives of Toxicology. 87 (4): 711–719. doi:10.1007/s00204-012-0977-1. PMID 23179755. S2CID 18252681.
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Enzyme
(modulators)
ChATTooltip Choline acetyltransferase
  • Inhibitors: 1-(-Benzoylethyl)pyridinium
  • 2-(α-Naphthoyl)ethyltrimethylammonium
  • 3-Chloro-4-stillbazole
  • 4-(1-Naphthylvinyl)pyridine
  • Acetylseco hemicholinium-3
  • Acryloylcholine
  • AF64A
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  • CM-54,903
  • N,N-Dimethylaminoethylacrylate
  • N,N-Dimethylaminoethylchloroacetate
AChETooltip Acetylcholinesterase
BChETooltip Butyrylcholinesterase
Transporter
(modulators)
CHTTooltip Choline transporter
VAChTTooltip Vesicular acetylcholine transporter
Release
(modulators)
Inhibitors
  • SNAP-25Tooltip Synaptosomal-associated protein 25 inactivators: Botulinum toxin (A, C, E)
  • VAMPTooltip Vesicle-associated membrane protein inactivators: Botulinum toxin (B, D, F, G)
Enhancers
See also
Receptor/signaling modulators
Muscarinic acetylcholine receptor modulators
Nicotinic acetylcholine receptor modulators
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