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Edrophonium chloride

Edrophonium chloride structure

CAS No:
116-38-1
Formula:
C10H16NO.Cl
Chemical Name:
Edrophonium chloride
Synonyms:
Benzenaminium,N-ethyl-3-hydroxy-N,N-dimethyl-,chloride (1:1);Ammonium,ethyl(m-hydroxyphenyl)dimethyl-,chloride;Benzenaminium,N-ethyl-3-hydroxy-N,N-dimethyl-,chloride;Ethyl(m-hydroxyphenyl)dimethylammonium chloride;Dimethylethyl(3-hydroxyphenyl)ammonium chloride;Edrophonium chloride;Tensilon chloride;Tensilon;Ethyl(3-hydroxyphenyl)dimethylammonium chloride;Antirex;Reversol;Enlon;Edrophone chloride
Categories:
Active Pharmaceutical Ingredients > Anesthetic Agents

Description

Edrophonium chloride is a readily reversible acetylcholinesterase inhibitor; prevents breakdown of the neurotransmitter acetylcholine and acts by competitively inhibiting the enzyme acetylcholinesterase, mainly at the neuromuscular junction.

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 an EC 3.1.1.8 (cholinesterase) inhibitor, a diagnostic agent and an antidote. It is a quaternary ammonium salt and a chloride salt. It contains an edrophonium.|Edrophonium Chloride is the chloride salt form of edrophonium, a short and rapid-acting cholinesterase inhibitor with parasympathomimetic activity. Echothiophate chloride potentiates the action of endogenous acetylcholine by inhibiting acetylcholinesterase that hydrolyzes acetylcholine. When applied topically to the eye, this agent prolongs stimulation of the parasympathetic receptors at the neuromuscular junctions of the longitudinal muscle of the ciliary body. Contraction of longitudinal muscle pulls on the scleral spur, and opens the trabecular meshwork, thereby increases aqueous humor outflow from the eye and reduces intraocular pressure.|A rapid-onset, short-acting cholinesterase inhibitor used in cardiac arrhythmias and in the diagnosis of myasthenia gravis. It has also been used as an antidote to curare principles.

Edrophonium chloride Basic Attributes

Molecular Weight：

201.69

Exact Mass：

201.092041

EC Number：

204-138-4

UNII：

QO611KSM5P

NSC Number：

759577

DSSTox ID：

DTXSID1022978

NCI Thesaurus Code：

C47507

HScode：

2923900090

Characteristics

PSA：

20.2

XLogP3：

-1.01700

Appearance：

White powder

Density：

1.395 g/mL at 25 °C(lit.)

Melting Point：

162-163 °C (decomp)

Boiling Point：

130 °C20 mm Hg(lit.)

Flash Point：

>230 °F

Refractive Index：

n20/D 1.486(lit.)

Water Solubility：

>30.3 [ug/mL]

Collision Cross Section：

135.7 Å² [M]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

RTECS Number：

BQ5870000

Drug Information

MeSH：

Agents counteracting or neutralizing the action of POISONS. (See all compounds classified as Antidotes.)|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. (See all compounds classified as Cholinesterase Inhibitors.)

MeSH Entry Terms：

Bromide, Edrophonium

Edrophonium chloride Use and Manufacturing

Uses

Edrophonium (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.

Use Classification：

Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients

Computed Properties

Molecular Weight:201.69
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:201.0920418
Monoisotopic Mass:201.0920418
Topological Polar Surface Area:20.2
Heavy Atom Count:13
Complexity:145
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

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Edrophonium chloride

CAS No.: 116-38-1

Content: 99.00%

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