Ambenonium chloride - Moligand™, ≥95% , Acetylcholinesterase inhibitor, CAS No.115-79-7, Acetylcholinesterase inhibitor

CAS: 115-79-7 Cat. No.: A276230 Molecular Weight: 608.47 EC Number: 204-107-5

GRADE & PURITY Moligand™, ≥95%

Synonyms

AMBENONIUM CHLORIDE [WHO-DD] | SR-01000597958 | 2,2'-((1,2-Dioxoethane-1,2-diyl)diimino)bis(N-(2-chlorobenzyl)-N,N-diethylethylaminium) dichloride | Tox21_112030_1 | (Oxalylbis(iminoethylen))bis(2-chlorbenzyl)diethylammonium chlorid) | Ambenonii chloridum

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Ambenonium (WIN 8077) chloride is an active and reversible inhibitor of Acetyicholinesterase (AChE) with high affinity. Ambenonium chloride inhibits human AChE with an IC50 value of 0.7 nM (hAChE).

Specifications

Synonyms

AMBENONIUM CHLORIDE [WHO-DD] | SR-01000597958 | 2, 2'-((1, 2-Dioxoethane-1, 2-diyl)diimino)bis(N-(2-chlorobenzyl)-N, N-diethylethylaminium) dichloride | Tox21_112030_1 | (Oxalylbis(iminoethylen))bis(2-chlorbenzyl)diethylammonium chlorid) | Ambenonii chloridum

Specifications & Purity

Moligand™, ≥95%

Biochemical and Physiological Mechanisms

Extremely potent, selective and rapidly reversible acetylcholinesterase (AChE) inhibitor (IC 50 values are 0.0007 and 7 μM at AChE and BChE respectively). Used in the management of myasthenia gravis.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

INHIBITOR

Mechanism of action

Acetylcholinesterase inhibitor

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Toxic, refer to SDS for further information. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥95%

Names and Identifiers

• Canonical Smiles: CC[N+](CC)(CCNC(=O)C(=O)NCC[N+](CC)(CC)CC1=CC=CC=C1Cl)CC2=CC=CC=C2Cl.[Cl-].[Cl-]
• IUPAC Name: (2-chlorophenyl)methyl-[2-[[2-[2-[(2-chlorophenyl)methyl-diethylazaniumyl]ethylamino]-2-oxoacetyl]amino]ethyl]-diethylazanium;dichloride
• InChIKey: DXUUXWKFVDVHIK-UHFFFAOYSA-N
• 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
• Isomeric SMILES: CC[N+](CC)(CCNC(=O)C(=O)NCC[N+](CC)(CC)CC1=CC=CC=C1Cl)CC2=CC=CC=C2Cl.[Cl-].[Cl-]
• Alternate CAS: 7648-98-8
• Molecular Weight: 608.47

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Alpha amino acid amides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Alpha amino acid amides
• Alternative Parents: Phenylmethylamines Benzylamines Chlorobenzenes Aralkylamines Aryl chlorides Tetraalkylammonium salts Secondary carboxylic acid amides Organopnictogen compounds Organochlorides Organic zwitterions Organic oxides Organic chloride salts Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Alpha-amino acid amide - Benzylamine - Phenylmethylamine - Aralkylamine - Chlorobenzene - Halobenzene - Aryl chloride - Aryl halide - Monocyclic benzene moiety - Benzenoid - Tetraalkylammonium salt - Quaternary ammonium salt - Carboxamide group - Secondary carboxylic acid amide - Organic nitrogen compound - Organooxygen compound - Organonitrogen compound - Organochloride - Organohalogen compound - Organic zwitterion - Organic salt - Organic chloride salt - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Amine - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids.
• External Descriptors: organic chloride salt - quaternary ammonium salt

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(non-human)

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water
• Molecular Weight: 608.500 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 14
• Exact Mass: 608.203 Da
• Monoisotopic Mass: 606.206 Da
• Topological Polar Surface Area: 58.200 Ų
• Heavy Atom Count: 38
• Formal Charge: 0
• Complexity: 614.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 3

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