Ethylcholine mustard

Today, Ethylcholine mustard is still a relevant topic and of great interest to many people around the world. Its importance has remained over time, and its influence extends to various aspects of daily life. Both on a personal and professional level, Ethylcholine mustard plays a fundamental role in decision making and in the way we interact with our environment. For this reason, it is essential to deepen the knowledge and understanding of Ethylcholine mustard, in order to analyze its implications and its impact on our reality. In this article, we will explore different perspectives and approaches on Ethylcholine mustard, with the aim of offering a comprehensive and enriching vision of this very relevant topic.

Ethylcholine mustard
Names
Other names
HN1 chlorohydrin
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 , 100 kPa).

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

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.

The aziridinium ion can be isolated as picrylsulfonate salt.

See also

References

  1. ^ a b c "Chemical Warfare Agents, and Related Chemical Problems, Parts III-VI-Summary Technical Report".
  2. ^ a b Sandberg, K.; Schnaar, R. L.; McKinney, M.; Hanin, I.; Fisher, A.; Coyle, J. T. (February 1985). "AF64A: An Active Site Directed Irreversible Inhibitor of Choline Acetyltransferase". Journal of Neurochemistry. 44 (2): 439–445. doi:10.1111/j.1471-4159.1985.tb05434.x. PMID 3838098. S2CID 10890459.
  3. ^ a b Colhoun, E.H.; Rylett, R.J. (January 1986). "Nitrogen mustard analogues of choline: potential for use and misuse". Trends in Pharmacological Sciences. 7: 55–58. doi:10.1016/0165-6147(86)90253-1.


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