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MedKoo Cat#: 573777 | Name: Ambenonium chloride
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Description:

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

Ambenonium Chloride is a quaternary ammonium compound with parasympathomimetic activity. It is a cholinesterase inhibitor used in the management of myasthenia gravis. Myasthenia gravis occurs when the body produces antibodies against acetylcholine receptors, and thus inhibits signal transmission across the myoneural junction. Ambenonium chloride is a rapid indirect-acting cholinergic agonist that reversibly blocks the activity of acetylcholinesterase, thereby prevents acetylcholine hydrolysis and prolonging its activity on nicotinic receptors at the neuromuscular junction.

Chemical Structure

Ambenonium chloride
Ambenonium chloride
CAS#115-79-7 (chloride)

Theoretical Analysis

MedKoo Cat#: 573777

Name: Ambenonium chloride

CAS#: 115-79-7 (chloride)

Chemical Formula: C28H42Cl4N4O2

Exact Mass: 606.2062

Molecular Weight: 608.47

Elemental Analysis: C, 55.27; H, 6.96; Cl, 23.30; N, 9.21; O, 5.26

Price and Availability

Size Price Availability Quantity
10mg USD 450.00 2 Weeks
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Related CAS #
52022-31-8 (chloride hydrate) 115-79-7 (chloride) 7648-98-8 (cation)
Synonym
AI3-22370, Ambenonium chloride; Ambenonium dichloride; Ambestigmin chloride; Misuran; Mysuran; Mysuran chloride; Mytelase; Mytelase chloride; Oxamizil; Oxazil; Oxazyl; Win 8077; Win-8077; Win8077;
IUPAC/Chemical Name
Ammonium, (oxalylbis(iminoethylene))bis((o-chlorobenzyl)diethyl-, dichloride
InChi Key
DXUUXWKFVDVHIK-UHFFFAOYSA-N
InChi Code
1S/C28H40Cl2N4O2.2ClH/c1-5-33(6-2,21-23-13-9-11-15-25(23)29)19-17-31-27(35)28(36)32-18-20-34(7-3,8-4)22-24-14-10-12-16-26(24)30;;/h9-16H,5-8,17-22H2,1-4H3;2*1H
SMILES Code
CC[N+](CC)(CCNC(=O)C(=O)NCC[N+](CC)(CC)Cc1ccccc1Cl)Cc2ccccc2Cl.[Cl-].[Cl-]
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 608.47 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
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Computational prediction of potential inhibitors for SARS-COV-2 main protease based on machine learning, docking, MM-PBSA calculations, and metadynamics. PLoS One. 2022 Apr 22;17(4):e0267471. doi: 10.1371/journal.pone.0267471. PMID: 35452494; PMCID: PMC9032443. 5: Sobieszczuk E, Napiórkowski Ł, Szczudlik P, Kostera-Pruszczyk A. Myasthenia gravis-treatment and severity in nationwide cohort. Acta Neurol Scand. 2022 Apr;145(4):471-478. doi: 10.1111/ane.13576. Epub 2022 Jan 4. PMID: 34981830. 6: Li S, Zhao J, Huang R, Travers J, Klumpp-Thomas C, Yu W, MacKerell AD Jr, Sakamuru S, Ooka M, Xue F, Sipes NS, Hsieh JH, Ryan K, Simeonov A, Santillo MF, Xia M. Profiling the Tox21 Chemical Collection for Acetylcholinesterase Inhibition. Environ Health Perspect. 2021 Apr;129(4):47008. doi: 10.1289/EHP6993. Epub 2021 Apr 12. PMID: 33844597; PMCID: PMC8041433. 7: Sobieszczuk E, Napiórkowski Ł, Szczudlik P, Kostera-Pruszczyk A. 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Huperzine A Alleviates Mechanical Allodynia but Not Spontaneous Pain via Muscarinic Acetylcholine Receptors in Mice. Neural Plast. 2015;2015:453170. doi: 10.1155/2015/453170. Epub 2015 Dec 1. PMID: 26697233; PMCID: PMC4678084. 12: Draczkowski P, Tomaszuk A, Halczuk P, Strzemski M, Matosiuk D, Jozwiak K. Determination of affinity and efficacy of acetylcholinesterase inhibitors using isothermal titration calorimetry. Biochim Biophys Acta. 2016 May;1860(5):967-974. doi: 10.1016/j.bbagen.2015.11.006. Epub 2015 Nov 14. PMID: 26586471. 13: Petrov KA, Girard E, Nikitashina AD, Colasante C, Bernard V, Nurullin L, Leroy J, Samigullin D, Colak O, Nikolsky E, Plaud B, Krejci E. Schwann cells sense and control acetylcholine spillover at the neuromuscular junction by α7 nicotinic receptors and butyrylcholinesterase. J Neurosci. 2014 Sep 3;34(36):11870-83. doi: 10.1523/JNEUROSCI.0329-14.2014. PMID: 25186736; PMCID: PMC6608466. 14: Nishikawa A, Mori-Yoshimura M, Okamoto T, Oya Y, Nakata T, Ohno K, Murata M. [Beneficial effects of 3,4-diaminopyridine in a 26-year-old woman with DOK7 congenital myasthenic syndrome who was originally diagnosed with facioscapulohumeral dystrophy]. Rinsho Shinkeigaku. 2014;54(7):561-4. Japanese. doi: 10.5692/clinicalneurol.54.561. PMID: 25087557. 15: Komloova M, Horova A, Hrabinova M, Jun D, Dolezal M, Vinsova J, Kuca K, Musilek K. Preparation, in vitro evaluation and molecular modelling of pyridinium-quinolinium/isoquinolinium non-symmetrical bisquaternary cholinesterase inhibitors. Bioorg Med Chem Lett. 2013 Dec 15;23(24):6663-6. doi: 10.1016/j.bmcl.2013.10.043. Epub 2013 Oct 31. PMID: 24220173. 16: Yudin MA, Ivanov IM, Nikiforov AS, Kornyukhina TM, Tyunin MA. Use of inclusion complex of cyclodextrin with ambenonium to improve the treatment of anticholinesterase poisoning. Bull Exp Biol Med. 2013 Jun;155(2):218-20. doi: 10.1007/s10517-013-2117-1. PMID: 24130994. 17: Perez XA, McIntosh JM, Quik M. Long-term nicotine treatment down-regulates α6β2* nicotinic receptor expression and function in nucleus accumbens. J Neurochem. 2013 Dec;127(6):762-71. doi: 10.1111/jnc.12442. Epub 2013 Oct 13. PMID: 23992036; PMCID: PMC3859710. 18: Komloova M, Musilek K, Horova A, Holas O, Dohnal V, Gunn-Moore F, Kuca K. Preparation, in vitro screening and molecular modelling of symmetrical bis- quinolinium cholinesterase inhibitors--implications for early myasthenia gravis treatment. Bioorg Med Chem Lett. 2011 Apr 15;21(8):2505-9. doi: 10.1016/j.bmcl.2011.02.047. Epub 2011 Feb 21. PMID: 21397501. 19: Musilek K, Komloova M, Holas O, Hrabinova M, Pohanka M, Dohnal V, Nachon F, Dolezal M, Kuca K. Preparation and in vitro screening of symmetrical bis- isoquinolinium cholinesterase inhibitors bearing various connecting linkage-- implications for early Myasthenia gravis treatment. Eur J Med Chem. 2011 Feb;46(2):811-8. doi: 10.1016/j.ejmech.2010.12.011. Epub 2010 Dec 21. PMID: 21236521. 20: Kaneda H, Saito Y, Saito T, Maniwa T, Minami K, Kusaka H, Imamura H. Preoperative steroid therapy stabilizes postoperative respiratory conditions in myasthenia gravis. Gen Thorac Cardiovasc Surg. 2008 Mar;56(3):114-8. doi: 10.1007/s11748-007-0195-6. Epub 2008 Mar 14. PMID: 18340510.