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S8251

Sigma-Aldrich

Succinylcholine chloride dihydrate

98.0-102.0%, solid

Synonym(s):

Bis(trimethylammonioethyl) succinate chloride, Succinyldicholine dichloride

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About This Item

Linear Formula:
[(CH3)3NCH2CH2OCOCH2]2Cl2 · 2H2O
CAS Number:
Molecular Weight:
397.34
Beilstein:
3922827
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

98.0-102.0%

form

solid

color

white

solubility

H2O: complete 100 mg/ml, clear to slightly hazy, colorless
H2O: soluble (unstable at pH > 9.)

originator

Novartis

SMILES string

O.O.[Cl-].[Cl-].C[N+](C)(C)CCOC(=O)CCC(=O)OCC[N+](C)(C)C

InChI

1S/C14H30N2O4.2ClH.2H2O/c1-15(2,3)9-11-19-13(17)7-8-14(18)20-12-10-16(4,5)6;;;;/h7-12H2,1-6H3;2*1H;2*1H2/q+2;;;;/p-2

InChI key

FFSBEIRFVXGRPR-UHFFFAOYSA-L

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Application

Succinylcholine chloride dehydrate was used to study the mechanism of gating of Cys loop receptors in Xenopus laevis.4,5

Biochem/physiol Actions

Cholinergic antagonist which induces a long-lasting depolarization of the acetylcholine neuron membrane; neuromuscular blocking agent.
Succinylcholine is a cholinergic antagonist and a neuromuscular blocking agent. It induces depolarization of acetylcholine receptors on the muscle membrane and efflux of potassium from the muscle that leads to hypokalemia in individuals with upregulated expression of acetylcholine receptors.3

Features and Benefits

This compound was developed by Novartis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Reconstitution

Solutions may be stored for several days at 4 °C.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Leal G Segura et al.
Paediatric anaesthesia, 23(9), 855-864 (2013-08-08)
Duchenne muscular dystrophy (DMD) and Becker muscular dystrophy (BMD) are associated with life-threatening perioperative complications, including rhabdomyolysis, hyperkalemia, and hyperthermia. Current recommendations contraindicate use of succinylcholine and volatile anesthetics; however, the latter recommendation remains controversial. To review the perioperative outcomes
Walrati Limapichat et al.
The Journal of biological chemistry, 285(12), 8976-8984 (2010-01-14)
The functions of two conserved residues, Phe(135) and Pro(136), located at the apex of the Cys loop of the nicotinic acetylcholine receptor are investigated. Both residues were substituted with natural and unnatural amino acids, focusing on the role of aromaticity
Xinan Xiu et al.
The Journal of biological chemistry, 280(50), 41655-41666 (2005-10-12)
In the Cys loop superfamily of ligand-gated ion channels, a global conformational change, initiated by agonist binding, results in channel opening and the passage of ions across the cell membrane. The detailed mechanism of channel gating is a subject that
Claus Bretlau et al.
Anesthesia and analgesia, 116(3), 596-601 (2013-02-13)
Succinylcholine is usually metabolized quickly by the butyrylcholinesterase enzyme (BChE) but genetic variants of BChE may prolong the duration of action. The Kalow (K) variant is the most common mutation in the butyrylcholinesterase gene (BCHE), being present in 25% of
Brandon H Cline et al.
BMC neuroscience, 13, 110-110 (2012-09-20)
A number of epidemiological studies have established a link between insulin resistance and the prevalence of depression. The occurrence of depression was found to precede the onset of diabetes and was hypothesized to be associated with inherited inter-related insufficiency of

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