SCK

2,2'-[(1,4-DIOXOBUTANE-1,4-DIYL)BIS(OXY)]BIS(N,N,N-TRIMETHYLETHANAMINIUM)

Created: 2006-06-14
Last modified:  2021-03-01

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Chemical Details

Formal Charge2
Atom Count50
Chiral Atom Count0
Bond Count49
Aromatic Bond Count0
2D diagram of SCK

Chemical Component Summary

Name2,2'-[(1,4-DIOXOBUTANE-1,4-DIYL)BIS(OXY)]BIS(N,N,N-TRIMETHYLETHANAMINIUM)
SynonymsSUCCINYLDICHOLINE
Systematic Name (OpenEye OEToolkits)trimethyl-[2-[4-oxo-4-(2-trimethylazaniumylethoxy)butanoyl]oxyethyl]azanium
FormulaC14 H30 N2 O4
Molecular Weight290.399
TypeNON-POLYMER

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs10.04O=C(OCC[N+](C)(C)C)CCC(=O)OCC[N+](C)(C)C
SMILESCACTVS3.341C[N+](C)(C)CCOC(=O)CCC(=O)OCC[N+](C)(C)C
SMILESOpenEye OEToolkits1.5.0C[N+](C)(C)CCOC(=O)CCC(=O)OCC[N+](C)(C)C
Canonical SMILESCACTVS3.341 C[N+](C)(C)CCOC(=O)CCC(=O)OCC[N+](C)(C)C
Canonical SMILESOpenEye OEToolkits1.5.0 C[N+](C)(C)CCOC(=O)CCC(=O)OCC[N+](C)(C)C
InChIInChI1.03 InChI=1S/C14H30N2O4/c1-15(2,3)9-11-19-13(17)7-8-14(18)20-12-10-16(4,5)6/h7-12H2,1-6H3/q+2
InChIKeyInChI1.03 AXOIZCJOOAYSMI-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank IDDB00202 
NameSuccinylcholine
Groups approved
DescriptionSuccinylcholine is a depolarizing skeletal muscle relaxant consisting of two molecules of the endogenous neurotransmitter [acetylcholine] (ACh) linked by their acetyl groups.[A19054] It has been widely used for over 50 years,[A299] most commonly in its chloride salt form, as a means of neuromuscular blockade during intubation and surgical procedures. Its rapid onset and offset, with effects beginning within 60 seconds of intravenous administration and lasting between four to six minutes, make succinylcholine particularly useful in the setting of short medical procedures requiring brief periods of muscle relaxation.[L9004]
Synonyms
  • Suxamethonium
  • Succinylcholine
  • Succinylbischoline
  • Succinyldicholine
  • Succinoylcholine
Brand Names
  • Succinylcholine Chloride Injection, USP 20mg/ml
  • Anectine Flopack 500mg
  • Succinylcholine Chloride Injection USP
  • Succinylcholine Chloride Injection, USP
  • Quelicin Inj 20mg/ml USP
IndicationSuccinylcholine is indicated as an adjunct to general anesthesia, to facilitate tracheal intubation, and to provide skeletal muscle relaxation during surgery or mechanical ventilation.[L9004]
Categories
  • Acids, Acyclic
  • Agents causing hyperkalemia
  • Amines
  • Ammonium Compounds
  • Central Nervous System Depressants
ATC-CodeM03AB01
CAS number306-40-1

Drug Targets

NameTarget SequencePharmacological ActionActions
Neuronal Acetylcholine (nACh) Receptor SubunitsMGLRSHHLSLGLLLLFLLPAECLGAEGRLALKLFRDLFANYTSALRPVAD...unknownagonist
Muscarinic acetylcholine receptor M2MNNSTNSSNNSLALTSPYKTFEVVFIVLVAGSLSLVTIIGNILVMVSIKV...unknownagonist
Muscarinic acetylcholine receptor M3MTLHNNSTTSPLFPNISSSWIHSPSDAGLPPGTVTHFGSYNVSRAAGNFS...unknownagonist
CholinesteraseMHSKVTIICIRFLFWFLLLCMLIGKSHTEDDIIIATKNGKVRGMNLTVFG...unknownsubstrate
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL703
PubChem 5314
ChEMBL CHEMBL703
ChEBI CHEBI:45652
COD 2018240