Basic information Safety Supplier Related

Succinylcholine

Basic information Safety Supplier Related

Succinylcholine Basic information

Product Name:
Succinylcholine
Synonyms:
  • 2,2'-[(1,4-Dioxo-1,4-butanediyl)bis(oxy)]bis[N,N,N-trimethylethanaminium]
  • 2,2'-[(1,4-Dioxobutane-1,4-diyl)bis(oxy)]bis[N,N,N-trimethyl-1-ethanaminium]
  • Diacetylcholine
  • 2,2'-(succinylbis(oxy))bis(N,N,N-triMethylethanaMiniuM)
  • SUCCINYLCHOLINE
CAS:
306-40-1
MF:
C14H30N2O4
MW:
0
Mol File:
306-40-1.mol
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Succinylcholine Chemical Properties

Boiling point:
432.48°C (rough estimate)
Density 
1.0386 (rough estimate)
refractive index 
1.5060 (estimate)
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Safety Information

Hazardous Substances Data
306-40-1(Hazardous Substances Data)
Toxicity
A synthetic muscle relaxant with a curare-like action. Although the selectivity and superficial nature of the paralysis produced by succinylcholine mirrors that of tubocurarine, the specific action is quite different. Succinylcholine is classified as a depolarizing blocking agent, and it blocks acetylcholine receptors by persistent depolarization rather than by the competitive antagonism seen with true curarimimetics. In addition, succinylcholine is inactivated by cholinesterases, limiting the duration of its action.
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Succinylcholine Usage And Synthesis

Description

Succinylcholine is the only therapeutically used depolarizing neuromuscular blocker. Unlike nondepolarizing substances, succinylchloride is not a competitive antagonist; conversely, it is a more stable agonist than acetylcholine. In this manner, succinylcholine differs from acetylcholine only in duration—it lasts longer, causing a more stable depolarization. Thus the process of repolarization is blocked and the muscles relax. During this period, muscles that cause fine movement (ocular, facial, neck) are the most sensitive and are blocked first, after which muscles of the extremities are blocked, and finally the most stable respiratory muscles. Restoration occurs upon completion of drug action.

Originator

Anectine,Glaxo Wellcome

Uses

Therapeutic use of succinylcholine consists of preventing involuntary patient movement. It is used for brief operations, intubation of the trachea, and other endoscopic procedures. Synonyms of this drug are listenon, midarine, sucostrin, ditilin, and others.

Definition

ChEBI: A quaternary ammonium ion that is the bis-choline ester of succinic acid.

Manufacturing Process

For the first time Fusko with coworkers synthesied the succinylcholine in 1949 year.
By the etherification of succinic acid chloroanhydride with dimethylaminoethanol hydrochloride in the presence of sodium hydroxide succinylcholine was prepared. Then the obtained succinylcholine was purified. To the succinylcholine the methylchloride was added (1:2 mols) and the succinylcholine dichloride was obtained as white powder.
The succinylcholine is used as succinylcholine diiodide. This salt may be prepeared identicaly.

Therapeutic Function

Muscle relaxant

Synthesis

Succinylcholine, 2,2-[(1,4-dioxo-1,4-butanediyl)bis(oxy)]bis[N,N,Ntrimethylethanaminium( diacetylcholine)] dichloride, which can be viewed as a dimeric molecule of acetylcholine (diacetylcholine), is synthesized by reacting succinic acid dichloride with 2-dimethylaminoethanol and subsequent transformation of the resulting bis-(2-dimethylaminoethyl) succinate (15.1.13) into a quaternary salt, succinylcholine (15.1.14).

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