306-40-1

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)
• CAS NO: 306-40-1
• Molecular Formula: C14H30N2O4
• Molecular Weight: 290.46
• Mol File: 306-40-1.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 432.48°C (rough estimate)
• Flash Point: °C
• Appearance: /
• Density: 1.0386 (rough estimate)
• Refractive Index: 1.5060 (estimate)
• CAS DataBase Reference: Succinylcholine(CAS DataBase Reference)
• NIST Chemistry Reference: Succinylcholine(306-40-1)
• EPA Substance Registry System: Succinylcholine(306-40-1)

Safety Data

• Safety Statements: Poison by ingestion, intraperitoneal, intravenous,and subcutaneous routes. Human systemic effects by intravenous route: changes
• Hazardous Substances Data: 306-40-1(Hazardous Substances Data)

Usage

Chemical Description

Succinylcholine is a muscle relaxant that is used during anesthesia.

Description

Succinylcholine, also known as listeron, midarine, sucostrin, ditilin, and others, is the only therapeutically used depolarizing neuromuscular blocker. It is a quaternary ammonium ion that is the bis-choline ester of succinic acid. Unlike nondepolarizing substances, succinylcholine is not a competitive antagonist; instead, it is a more stable agonist than acetylcholine. It differs from acetylcholine only in duration, lasting longer and causing a more stable depolarization. This blocks the process of repolarization, leading to muscle relaxation.

Uses

Used in Anesthesia:
Succinylcholine is used as a muscle relaxant for preventing involuntary patient movement during anesthesia. It is particularly useful for brief operations, intubation of the trachea, and other endoscopic procedures. The drug acts quickly, providing rapid onset of muscle relaxation, which is essential for these types of medical procedures.
Used in Emergency Medicine:
In emergency medicine, succinylcholine is used as a rapid-sequence intubation agent. It helps to facilitate endotracheal intubation by providing temporary paralysis, allowing medical professionals to secure the patient's airway more easily and safely.
Used in Electromyography:
Succinylcholine is also used in electromyography (EMG) procedures, where it can help to identify and diagnose neuromuscular disorders by temporarily paralyzing the muscles to assess their electrical activity.
Used in Research:
In research settings, succinylcholine is used to study the effects of neuromuscular blockers on muscle function and to develop new drugs with similar or improved properties. It serves as a valuable tool for understanding the mechanisms of muscle contraction and relaxation, as well as for testing the efficacy of new therapeutic agents.

Originator

Anectine,Glaxo Wellcome

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).