Ambenonium chloride

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

MedKoo CAT#: 317177

CAS#: 7648-98-8

Description: Ambenonium Chloride is the chloride salt form of ambenonium, 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

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Ambenonium chloride
CAS# 7648-98-8

Theoretical Analysis

MedKoo Cat#: 317177
Name: Ambenonium chloride
CAS#: 7648-98-8
Chemical Formula: C28H42Cl4N4O2
Exact Mass: 606.20619
Molecular Weight: 608.47
Elemental Analysis: C, 55.27; H, 6.96; Cl, 23.30; N, 9.21; O, 5.26

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Synonym: Ambenonium chloride; Ambenonium dichloride; Ambenonii chloridum; Ambestigmin chloride; Mytelase; Misuran

IUPAC/Chemical Name: 2,2'-(oxalylbis(azanediyl))bis(N-(2-chlorobenzyl)-N,N-diethylethan-1-aminium) chloride

InChi Key: DXUUXWKFVDVHIK-UHFFFAOYSA-N

InChi Code: InChI=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+](CCNC(C(NCC[N+](CC)(CC1=CC=CC=C1Cl)CC)=O)=O)(CC2=CC=CC=C2Cl)CC.[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, not in water

Shelf Life: >2 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

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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1: Tharasse-Bloch C, Chabenat C, Boucly P, Marchand J, Elkharrat D, Boucly-Goester C, Gajdos P. Pharmacokinetic studies of ambenonium chloride in patients with myasthenia gravis. Eur J Drug Metab Pharmacokinet. 1991 Oct-Dec;16(4):299-303. PubMed PMID: 1823874.

2: Ohtsubo K, Higuchi S, Aoyama T, Fujii N, Goto I. Sensitive determination of ambenonium chloride in serum from patients with myasthenia gravis using ion-exchange resin extraction and reversed-phase ion-pair chromatography. J Chromatogr. 1989 Nov 24;496(2):397-406. PubMed PMID: 2613842.

3: Tharasse-Bloch C, Chabenat C, Boucly P, Boismare F, Marchand J. Pharmacokinetics of ambenonium chloride in dogs after intravenous and oral administration. Arzneimittelforschung. 1989 Feb;39(2):257-8. PubMed PMID: 2730696.

4: Tharasse-Bloch C, Chabenat C, Boucly P, Marchand J. Determination of ambenonium chloride in serum by reversed-phase ion-pair liquid chromatography. J Chromatogr. 1987 Oct 30;421(2):407-11. PubMed PMID: 3429595.

5: Sunada Y, Tamaoka A, Takeda K, Mannen T. [Stimulation of insulin secretion by ambenonium chloride (Mytelase)]. Rinsho Shinkeigaku. 1985 Sep;25(9):1033-8. Japanese. PubMed PMID: 3912090.

6: Hazama R, Tsujihata M, Mori M, Takamori M, Mori K, Shibuya N. Effects of long-term administration of ambenonium chloride on motor end-plate fine structure and acetylcholine receptor in rat. J Neurol Sci. 1981 Jul;51(1):69-79. PubMed PMID: 7252521.

7: Papp M. Fine structural analysis of the localization of acetylcholinesterase accessible to intraventricular ambenonium chloride in rabbit brain. Neuroscience. 1979;4(6):825-36. PubMed PMID: 481753.

8: SACHAR DB. TOXIC REACTIONS TO LOW DOSES OF AMBENONIUM CHLORIDE; REPORT OF TWO CASES. N Engl J Med. 1964 Dec 10;271:1260-1. PubMed PMID: 14234274.

9: RODRIGUES I. [CLINICAL STUDY OF AMBENONIUM CHLORIDE; PRELIMINARY NOTE]. Rev Bras Anestesiol. 1964 Apr-Jun;14:145-8. Portuguese. PubMed PMID: 14183638.

10: TANABE Y. [The treatment with ambenonium chloride (Mytelase) in weakness of accommodation and accommodative asthenopia]. Rinsho Ganka. 1961 Jul;15:836-8. Japanese. PubMed PMID: 13919451.