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Asoxime (chloride) (Synonyms: HI-6)

Catalog No.GC15438

Asoxime (chloride) (HI-6) is an antagonist to acetylcholine receptors (AChRs) including the nicotinic receptor, α7 nAChR.

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Asoxime (chloride) Chemical Structure

Cas No.: 34433-31-3

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Sample solution is provided at 25 µL, 10mM.

Description of Asoxime (chloride)

IC50: 8.9 μM: blocks AChE in human; 126 μM: inhibits acetylcholinesterase (AChE) in bovine; 160 μM: blocks muscarinic acetylcholine receptor M1, M2, M3 and M4 in mouse.

Asoxime, also known as HI-6, is an asymmetric bis-pyridinium aldoxime and reactivates AChE via nucleophilic attack of oximate anions on organophosphate-AChE conjugates.

AChE, one of the primary targets of organophosphates, is inactivated by organophosphates via reacting covalently with the active center serine, which blocks the hydrolyzation of acetylcholine at peripheral and central synapses. Additionally, the accumulation of acetylcholine leads to an over-stimulation of cholinergic receptors, which disrupts a variety of biological functions.

In vitro: HI-6 showed a bacteriostatic effect on Francisella tularensis (F. tularensis) and inhibited the growth of F. tularensis when treated with 100 mM HI-6 [1].

In vivo: Female BALB/c mice, infected by F. tularensis, were administrated subcutaneously with 100 μl HI-6 for ten days. The lower dose of HI-6 yielded in different symptoms and mortality. Compared to mice injected only with tularemia, groups of mice exposed to the lower dose of HI-6 showed a decline in mortality, which can be explained via higher efficacy of bacteriostatic effect while the toxic effect was decreased [1]. Female Wistar rats were treated intramuscularly with HI-6 at a dose of 15.6 or 156 mg/kg for one day. The level of thiobarbituric acid reactive substances was increased, which was triggered by HI-62 [2].

References:
[1].  Pohanka, M., Pavli, O., Pikula, J., Treml, F., & Kuca, K. Modulation of Tularemia Disease Progress by the Bisquaternary Pyridinium Oxime HI-6. Acta Veterinaria Brno. 2010; 79(3): 443-448.
[2].  Pohanka, M., Sobotka, J., Svobodova, H., & Stetina, R. Sulfur mustard induced oxidative stress and its alteration using asoxime (HI-6). Interdisciplinary Toxicology. 2013; 6(4).

Chemical Properties of Asoxime (chloride)

Cas No. 34433-31-3 SDF
Synonyms HI-6
Chemical Name 1-[[[4-(aminocarbonyl)pyridinio]methoxy]methyl]-2-[(hydroxyimino)methyl]-pyridinium, dichloride
Canonical SMILES O/N=C\C1=CC=CC=[N+]1COC[N+]2=CC=C(C(N)=O)C=C2.[Cl-].[Cl-]
Formula C14H16N4O3 • 2Cl M.Wt 359.2
Solubility ≤10mg/ml in PBS(pH7.2) Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of Asoxime (chloride)

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1 mg 5 mg 10 mg
1 mM 2.784 mL 13.9198 mL 27.8396 mL
5 mM 0.5568 mL 2.784 mL 5.5679 mL
10 mM 0.2784 mL 1.392 mL 2.784 mL
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