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
2D diagram of NET
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Chemical Component Summary

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

Chemical Descriptors

TypeProgram Version Descriptor
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 IDDB08837 
NameTetraethylammonium
Groups
  • experimental
  • investigational
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 bromide
  • Tetraethylammonium
  • Tetraethylammonium hydroxide
  • Tetraethylammonium iodide
  • Tetraethylammonium phosphate
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

NameTarget SequencePharmacological ActionActions
pH-gated potassium channel KcsAMPPMLSGLLARLVKLLLGRHGSALHWRAAGAATVLLVIVLLAGSYLAVLA...unknowninhibitor
Neuronal acetylcholine receptor subunit alpha-9MNWSHSCISFCWIYFAASRLRAAETADGKYAQKLFNDLFEDYSNALRPVE...unknownagonist,inhibitor
Calcium-activated potassium channel subunit alpha-1MANGGGGGGGSSGGGGGGGGGSGLRMSSNIHANNLSLDASSSSSSSSSSS...unknowninhibitor
Potassium voltage-gated channel subfamily A member 1MTVMSGENVDEASAAPGHPQDGSYPRQADHDDHECCERVVINISGLRFET...unknownblocker
Solute carrier family 22 member 1MPTVDDILEQVGESGWFQKQAFLILCLLSAAFAPICVGIVFLGFTPDHHC...unknown
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