NET

TETRAETHYLAMMONIUM ION

Created:1999-07-08
Last modified:  2011-06-04

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Chemical Details

Formal Charge1
Atom Count29
Chiral Atom Count0
Bond Count28
Aromatic Bond Count0
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Chemical Component Summary

NameTETRAETHYLAMMONIUM ION
Systematic Name (OpenEye OEToolkits)tetraethylazanium
FormulaC8 H20 N
Molecular Weight130.251
TypeNON-POLYMER

Chemical Descriptors

TypeProgramVersionDescriptor
SMILESACDLabs10.04CC[N+](CC)(CC)CC
SMILESCACTVS3.341CC[N+](CC)(CC)CC
SMILESOpenEye OEToolkits1.5.0CC[N+](CC)(CC)CC
Canonical SMILESCACTVS3.341 CC[N+](CC)(CC)CC
Canonical SMILESOpenEye OEToolkits1.5.0 CC[N+](CC)(CC)CC
InChIInChI1.03 InChI=1S/C8H20N/c1-5-9(6-2,7-3)8-4/h5-8H2,1-4H3/q+1
InChIKeyInChI1.03 CBXCPBUEXACCNR-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License
DrugBank IDDB08837 
NameTetraethylammonium
Groups
  • investigational
  • experimental
DescriptionTetraethylammonium is an experimental drug with no approved indication or marketed formulation. The only marketed drug containing tetraethylammonium was a combination drug called Fosglutamina B6, but this drug has now been discontinued. As an experimental agent, tetraethylammonium is used in its salt forms such as tetraethylammonium chloride and tetraethylammonium bromide. Its mechanism of action is still being investigated, but it is known that tetraethylammonium blocks autonomic ganglia, calcium- and voltage- activated potassium channels, and nicotinic acetylcholine receptors. Because of its inhibitory actions at the autonomic ganglia, tetraethylammonium was thought to be a potential therapeutic vasodilator but serious toxic effects were found. The most common use of tetraethylammonium presently is as a pharmacological research agent that blocks selective potassium channels. Structurally, tetraethylammonium is positively charged due to its central quaternary ammonium.
Synonyms
  • Tetraethylammonium phosphate
  • Tetraethylammonium
  • Tetraethylammonium chloride
  • Tetraethylammonium iodide
  • Tetraethylammonium hydroxide
IndicationTetraethylammonium is an experimental drug with no approved indication.
Categories
  • Amines
  • Cardiovascular Agents
  • Ganglion Blockers
  • MATE 1 Substrates
  • MATE 2 Substrates
CAS number66-40-0

Drug Targets

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License
NameTarget SequencePharmacological ActionActions
Potassium voltage-gated channel subfamily KQT member 3MGLKARRAAGAAGGGGDGGGGGGGAANPAGGDAAAAGDEERKVGLAPGDV...unknownblocker
Potassium channel subfamily T member 2MVDLESEVPPLPPRYRFRDLLLGDQGWQNDDRVQVEFYMNENTFKERLKL...unknownblocker
Potassium channel subfamily T member 1MARAKLPRSPSEGKAGPGGAPAGAAAPEEPHGLSPLLPARGGGSVGSDVG...unknownblocker
Calcium-activated potassium channel subunit beta-4MAKLRVAYEYTEAEDKSIRLGLFLIISGVVSLFIFGFCWLSPALQDLQAT...unknowninhibitor
Potassium voltage-gated channel subfamily A member 5MEIALVPLENGGAMTVRGGDEARAGCGQATGGELQCPPTAGLSDGPKEPA...unknownblocker
View More
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
PubChem 5413
ChEMBL CHEMBL9324
ChEBI CHEBI:44296
COD 2006032, 4114166, 2222417, 4516323, 4114165, 4340163, 2011234, 2231239, 4126229, 2011097, 7113680, 7104863, 8101491