Crotylsarin

{{Chembox

| Name = Crotylsarin

| ImageFile = Crotylsarin structure.png

| PIN = (2E)-But-2-en-1-yl methylphosphonofluoridate

| OtherNames = CRS

| Section1 = {{Chembox Identifiers

| CASNo = 138780-00-4

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = Y98LED33GD

| ChemSpiderID = 4943171

| PubChem = 6438716

| SMILES = C/C=C/COP(=O)(C)F

}}

| Section2 = {{Chembox Properties

| C=5|H=10|F=1|O=2|P=1

}}

}}

Crotylsarin (CRS) is an extremely toxic organophosphate nerve agent of the G-series.{{cite journal |last1=Worek |first1=Franz |last2=Wille |first2=Timo |last3=Koller |first3=Marianne |last4=Thiermann |first4=Horst |title=Toxicology of organophosphorus compounds in view of an increasing terrorist threat |journal=Archives of Toxicology |date=27 June 2016 |volume=90 |issue=9 |pages=2131–2145 |doi=10.1007/s00204-016-1772-1|pmid=27349770 |s2cid=15724842 }} Like other nerve agents, CRS irreversibly inhibits acetylcholinesterase. However, since the inhibited enzyme ages so rapidly, it can't be reactivated by cholinesterase reactivators.{{cite journal |last1=Busker |first1=R.W. |last2=Zijlstra |first2=J.J. |last3=van der Wiel |first3=H.J. |last4=Melchers |first4=B.P.C. |last5=van Helden |first5=H.P.M. |title=Organophosphate poisoning: a method to test therapeutic effects of oxamines other than acetylcholinesterase activation in the rat |journal=Toxicology |date=January 1991 |volume=69 |issue=3 |pages=331–344 |doi=10.1016/0300-483x(91)90191-3|pmid=1658986 }}{{cite journal |last1=Soukup |first1=O. |last2=Jun |first2=D. |last3=Tobin |first3=G. |last4=Kuca |first4=K. |title=The summary on non-reactivation cholinergic properties of oxime reactivators: the interaction with muscarinic and nicotinic receptors |journal=Archives of Toxicology |date=21 November 2012 |volume=87 |issue=4 |pages=711–719 |doi=10.1007/s00204-012-0977-1|pmid=23179755 |s2cid=18252681 }}