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tetraethylammonium

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tetraethylammonium

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Also known as TEA

Tetraethylammonium (TEA) is a quaternary ammonium cation with the chemical formula , consisting of four ethyl groups (, denoted Et) attached to a central nitrogen atom. It is a counterion used in the research laboratory to prepare lipophilic salts of inorganic anions. It is used similarly to tetrabutylammonium, the difference being that its salts are less lipophilic, more easily crystallized and more toxic.

Chemical data

Formula
C8H20N+
Molecular weight
130.25 g/mol
IUPAC name
tetraethylazanium
SMILES
CC[N+](CC)(CC)CC
InChIKey
CBXCPBUEXACCNR-UHFFFAOYSA-N
XLogP
1.7
Polar surface area
0 Ų
H-bond donors
0
H-bond acceptors
0
Formal charge
1

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 2
Molecule type
Small molecule

via ChEMBL · EBI

Research

9,808 papers

via PubMed

Wikidata facts

Mass
130.16
Show 4 more facts
canonical SMILES
CC[N+](CC)(CC)CC
Commons category
Tetraethylammonium cation
found in taxon
Allium sativum
chemical formula
C₈H₂₀N⁺
Sources (3)

via Wikidata · CC0

~7 min read

Encyclopedic overview

9 sections
Contents
  • Preparation
  • Uses
  • Properties
  • Biology
  • Pharmacology
  • Clinical considerations
  • Toxicology
  • See also
  • References

Tetraethylammonium (TEA) is a quaternary ammonium cation with the chemical formula , consisting of four ethyl groups (, denoted Et) attached to a central nitrogen atom. It is a counterion used in the research laboratory to prepare lipophilic salts of inorganic anions. It is used similarly to tetrabutylammonium, the difference being that its salts are less lipophilic, more easily crystallized and more toxic.

Tetraethylammonium is a potassium channel blocker. It inhibits the return to the resting potential of action potentials in neurons by binding to the voltage-gated potassium channels in nerve cell membranes and blocking the passage of potassium ions (responsible for the repolarization of an action potential) out of the neuron.

Excerpted from Wikipedia’s “tetraethylammonium” article, available under the CC BY-SA 4.0 licence.