Ethylcholine mustard

Chemical compound From Wikipedia, the free encyclopedia

Ethylcholine mustard is a neurotoxic nitrogen mustard that destroys cholinergic neurons.[2][3] It's the hydrolysis product of the HN1 vesicant.[1]

Quick facts Names, Identifiers ...
Ethylcholine mustard
Names
Other names
HN1 chlorohydrin[1]
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C6H14ClNO/c1-2-8(4-3-7)5-6-9/h9H,2-6H2,1H3
    Key: ODCWAALEHCNIBY-UHFFFAOYSA-N
  • CCN(CCO)CCCl
Properties
C6H14ClNO
Molar mass 151.63 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Close

Mechanism of action

Under aqueous condition, ethylcholine mustard forms the highly reactive ethylcholine aziridinium (AF64A) ion. AF64A is transported into cholinergic neurons by the choline transporter. AF64A irreversibly inhibits the choline acetyltransferase and thereby inhibits acetylcholine synthesis. AF64A can also produce cytotoxic effects, leading to cell death.[2][3]

The aziridinium ion can be isolated as picrylsulfonate salt.[1]

See also

References

Related Articles

Wikiwand AI