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MedKoo Cat#: 575065 | Name: Asoxime mesylate

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Asoxime, also known as HI-6, is an oxime reactivator used for counteracting intoxication by nerve agents. It is able to reactivate acetylcholinesterase (AChE) inhibited by cytotoxic nerve agents such as sarin or soman. AChE is a primary target of organophosphates, which inactivate it by reacting with the active center serine. This prevents the hydrolysis of acetylcholine at peripheral and central synapses. Asoxime reactivates phosphorylated AChE that has been inhibited by exposure to cytotoxic nerve agents.

Chemical Structure

Asoxime mesylate
Asoxime mesylate
CAS#144252-71-1 (mesylate)

Theoretical Analysis

MedKoo Cat#: 575065

Name: Asoxime mesylate

CAS#: 144252-71-1 (mesylate)

Chemical Formula: C16H22N4O9S2

Exact Mass: 478.0828

Molecular Weight: 478.49

Elemental Analysis: C, 40.16; H, 4.63; N, 11.71; O, 30.09; S, 13.40

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
34433-31-3 (chloride) 144252-71-1 (mesylate) 82504-20-9 (chloride hydrate) 124051-64-5 (cation)
Synonym
Asoxime dimethanesulfonate; HI-6 dimethanesulfate; Asoxime mesylate;
IUPAC/Chemical Name
Pyridinium, 1-(((4-(aminocarbonyl)pyridinio)methoxy)methyl)-2-((hydroxyimino)methyl)-, dimethanesulfonate (salt)
InChi Key
KSZUKDJWBYNHBO-UHFFFAOYSA-N
InChi Code
InChI=1S/C14H14N4O3.2CH4O3S/c15-14(19)12-4-7-17(8-5-12)10-21-11-18-6-2-1-3-13(18)9-16-20;2*1-5(2,3)4/h1-9H,10-11H2,(H-,15,19);2*1H3,(H,2,3,4)
SMILES Code
CS(=O)(=O)[O-].CS(=O)(=O)[O-].NC(=O)c1cc[n+](COC[n+]2ccccc2\C=N\O)cc1
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 478.49 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Mann TM, Price ME, Whitmore CL, Perrott RL, Laws TR, McColm RR, Emery ER, Tattersall JEH, Green AC, Rice H. Bioscavenger is effective as a delayed therapeutic intervention following percutaneous VX poisoning in the guinea-pig. Toxicol Lett. 2018 Sep 1;293:198-206. doi: 10.1016/j.toxlet.2017.11.029. Epub 2017 Nov 26. PubMed PMID: 29183815. 2: Whitmore C, Cook AR, Mann T, Price ME, Emery E, Roughley N, Flint D, Stubbs S, Armstrong SJ, Rice H, Tattersall JEH. The efficacy of HI-6 DMS in a sustained infusion against percutaneous VX poisoning in the guinea-pig. Toxicol Lett. 2018 Sep 1;293:207-215. doi: 10.1016/j.toxlet.2017.11.007. Epub 2017 Nov 10. PubMed PMID: 29129798. 3: Worek F, Koller M, Thiermann H, Wille T. Reactivation of nerve agent-inhibited human acetylcholinesterase by obidoxime, HI-6 and obidoxime+HI-6: Kinetic in vitro study with simulated nerve agent toxicokinetics and oxime pharmacokinetics. Toxicology. 2016 Mar 28;350-352:25-30. doi: 10.1016/j.tox.2016.05.001. Epub 2016 May 3. PubMed PMID: 27153754.