Chemistry:Asoxime chloride
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| Routes of administration | Intramuscular injection |
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| Formula | C14H16Cl2N4O3 |
| Molar mass | 359.21 g·mol−1 |
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Asoxime chloride, or more commonly HI-6, is a Hagedorn oxime used in the treatment of organophosphate poisoning.[1]
Discovery
HI-6 was developed in the 1968 in Ilse Hagedorn[2]'s lab at the University of Freiburg in then West Germany as a potent antidote for poisoning by organophosphorus nerve agents.[3] The compound was created in response to limitations of earlier oxime antidotes, which were effective against some nerve agents but failed to protect against others such as soman.[4]
Structure
Much line pralidoxime, asoxime and other oximes created in the Hagedorn lab (i.e. LüH-6, HLö-7) are pyridine oximes, sharing the same structural feature of a byspyridinium nucleus. Position 2 and 4 on one of the pyridine rings is essential for pharmacological activity, as is position 4 on the second ring for both efficacy and toxic effects alike. Amidation on the second ring at position 4 is essential for reducing toxicity of the derivative compounds[5].
See also
References
- ↑ "Oxime-assisted acetylcholinesterase catalytic scavengers of organophosphates that resist aging". The Journal of Biological Chemistry 286 (34): 29718–24. August 2011. doi:10.1074/jbc.M111.264739. PMID 21730071.
- ↑ Peter Eyer (20 April 2007). "In memory of Ilse Hagedorn". Toxicology (Elsevier) 233 (1-3): 3-7. doi:10.1016/j.tox.2006.09.014. https://www.sciencedirect.com/science/article/pii/S0300483X06005853.
- ↑ Franz Worek, Peter A. Eyer (2007). Chemical Warfare Agents: Toxicology and Treatment. Chapter 15: Wiley. p. 305-329. doi:10.1002/9780470060032. ISBN 9780470060032. https://onlinelibrary.wiley.com/doi/book/10.1002/9780470060032.
- ↑ K Schoene, H Oldiges (1970). "Pyridinium- und Imidazoliumsalze als Antidote gegenüber Soman- und Paraoxonvergiftungen bei Mäusen". Archiv für Toxikologie (Springer Nature) 26: 293-305. doi:10.1007/BF00577721. https://link.springer.com/article/10.1007/BF00577721.
- ↑ Peter A. Lockwood, John G. Clement (1982). "HI-6, an oxime which is an effective antidote of soman poisoning: A structure-activity study". Toxicology and Applied Pharmacology (Elsevier) 64 (1): 140-146. doi:10.1016/0041-008X(82)90332-5. https://www.sciencedirect.com/science/article/abs/pii/0041008X82903325.
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