Basic information
- CAS
116-38-1- Standard SMILES
CC[N+](C)(C)c1cccc(O)c1.[Cl-]- InChIKey
BXKDSDJJOVIHMX-UHFFFAOYSA-N- Molecular formula
- C10H16ClNO
- Average molar mass
- 201.69 g/mol
- Monoisotopic mass
- 201.0920418
Overview
Edrophonium chloride is the chloride salt of edrophonium. A reversible inhibitor of cholinesterase with a rapid onset (30-60 seconds after injection) but a short duration of action (5-15 minutes), it is used in myasthenia gravis both diagnostically and to distinguish between under- or over-treatment with other anticholinesterases. It has also been used for the reversal of neuromuscular blockade in anaesthesia, and for the management of poisoning due to tetrodotoxin, a neuromuscular blocking toxin found in puffer fish and other marine animals. It has a role as a diagnostic agent, an EC 3.1.1.8 (cholinesterase) inhibitor and an antidote. It is a chloride salt and a quaternary ammonium salt. It contains an edrophonium.
Names & identifiers
- Preferred name
- Edrophonium Chloride
- IUPAC
- ethyl-(3-hydroxyphenyl)-dimethylazanium chloride
- English name
- Edrophonium chloride
- Molecular formula
- C10H16ClNO
- Molecular weight
- 201.69
Names & synonyms
Edrophonium chloride116-38-1AntirexEnlonReversolEdrophonii chloridumCloruro de edrofonioChlorure d'edrophoniumN-ethyl-3-hydroxy-N,N-dimethylanilinium chlorideEthyl(m-hydroxyphenyl)dimethylammonium chlorideEdrofonio cloruroBenzenaminium, N-ethyl-3-hydroxy-N,N-dimethyl-, chloride
Show more names
EdrophoniumtensilonTensilon ChlorideEdrophonium Chloride RSEdrophonium chloride CRSEdrophonium Chloride (200 mg)
DTXSID1022978TENSILON PRESERVATIVE FREEQO611KSM5PEdrophonium Chloride Preservative FreeNSC-759577CHEBI:4759DTXCID302978Camsilon
Database identifiers
- CAS
116-38-1- PubChem CID
- 8307
- DTXSID
DTXSID1022978- ChEMBL
CHEMBL1128
Properties
Computed structural properties
- Topological polar surface area
- 20.2 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 13
- Formal charge
- 0
- Complexity
- 145
Experimental & physicochemical properties
Solubility>30.3 [ug/mL] (The mean of the results at pH 7.4)
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Collision Cross Section135.7 Ų [M]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 162 · 162-163 °C (decomp)
- Density
- 1.0787 · 1.0787 (rough estimate)
- refractive index
- 1.6 · 1.6000 (estimate)
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- Very soluble in water, freely soluble in ethanol (96 per cent), practically insoluble in methylene chloride.
- form
- A crystalline solid
- color
- White to light yellow
- InChI
- 1S/C10H15NO.ClH/c1-4-11(2,3)9-6-5-7-10(12)8-9;/h5-8H,4H2,1-3H3;1H
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Hazard information
Regulatory InformationBenzenaminium, N-ethyl-3-hydroxy-N,N-dimethyl-, chloride: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Toxicology
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Edrophonium chloride
vNo-DILI-concern
0
No match
DOI:10.1016/j.drudis.2016.02.015
Safety data
- wgk
- 3
- rtecs
- BQ5870000
- hs_code
- 2923900100
- Toxicity
- mouse,LD50,intraperitoneal,30mg/kg (30mg/kg),Pharmaceutical Chemistry Journal Vol. 10, Pg. 327, 1976.
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P264-P280-P302+P352-P321-P332+P313-P362-P305+P351+P338-P337+P313-P261-P271-P304+P340-P312-P403+P233-P405-P501
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Agents counteracting or neutralizing the action of POISONS.
Drugs that inhibit cholinesterases. The neurotransmitter ACETYLCHOLINE is rapidly hydrolyzed, and thereby inactivated, by cholinesterases. When cholinesterases are inhibited, the action of endogenously released acetylcholine at cholinergic synapses is potentiated. Cholinesterase inhibitors are widely used clinically for their potentiation of cholinergic inputs to the gastrointestinal tract and urinary bladder, the eye, and skeletal muscles; they are also used for their effects on the heart and the central nervous system.
Applications
UsesPharmacologically, edrophonium is also similar to neostigmine; however, it begins to act quicker and is shorter lasting.
UsesMyasthenia Gravis test;Cholinergic
UsesEdrophonium (chloride) is an acetylcholinesterase (AChE) inhibitor that is known to prevent the breakdown of the neurotransmitter acetylcholine by binding specifically to its catalytic site. It has been shown to inhibit AChE activity in human red blood cells, purified calf forebrain, and purified octopus brain with Ki values of 0.2, 0.2, and 0.4 μM, respectively. Edrophonium is often used as part of a battery of pharmacological tests to confirm a diagnosis of the autoimmune neuromuscular junction disorder, myasthenia gravis.
UsesA reversible Acetylcholinesterase inhibitor.
General DescriptionEdrophonium chloride,ethyl(m-hydroxyphenyl)dimethylammonium chloride(Tensilon), is a reversible anticholinesterase agent. It isbitter and very soluble in water and alcohol. Edrophoniumchloride injection has a pH of 5.2 to 5.5. On parenteral administration,edrophonium has a more rapid onset andshorter duration of action than neostigmine, pyridostigmine,or ambenonium. It is a specific anticurare agent andacts within 1 minute to alleviate overdose of d-tubocurarine,dimethyl d-tubocurarine, or gallamine triethiodide.
Upstream & downstream products
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…