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Tetraethylammonium

Tetraethylammonium structure

CAS No:
66-40-0
Formula:
C8H20N
Chemical Name:
Tetraethylammonium
Synonyms:
Ethanaminium,N,N,N-triethyl-;Ammonium,tetraethyl-;Ammonium,tetraethyl-,ion;N,N,N-Triethylethanaminium;Tetraethylammonium;Tetraethylammonium ion;Tetramon;Tetrylammonium;Tetraethylammonium cation;Tetraethylammonium ion(1+);Tetraethylammonium(1+);Tetraethylammonium(1+) ion;NSC 102778;NSC 156315;Tetraethylammonium compounds;98790-52-4;99595-33-2;99828-69-0;107478-93-3;108593-18-6;112592-34-4;120224-08-0;125513-36-2;126795-77-5;129418-36-6;70599-54-1;73979-28-9;81523-21-9;86024-22-8;1071505-27-5
Categories:
Organic Chemistry > Amides

Description

Tetraethylammonium is a quaternary ammonium ion.|Tetraethylammonium 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.|A potassium-selective ion channel blocker. (From J Gen Phys 1994;104(1):173-90)

Tetraethylammonium Basic Attributes

Molecular Weight：

130.255

Exact Mass：

130.16

UNII：

5AV7G7EIEE

NSC Number：

156315|152122

DSSTox ID：

DTXSID2045024

Characteristics

PSA：

XLogP3：

1.7

Density：

0.7930 (rough estimate)

Melting Point：

223 °C (decomp)

Water Solubility：

soluble in water.

Toxicity

Toxicity Summary：

Studies in animals and humans have reported cases of serious muscle paralysis, which can lead to respiratory distress and death.

Drug Information

Drug Indication：

Tetraethylammonium is an experimental drug with no approved indication.

Pharmacology：

Tetraethylammonium is a vasodilator because it blocks autonomic ganglia and prevents signals carrying vasoconstrictor impulses from proceeding.

MeSH：

A class of drugs that act by inhibition of potassium efflux through cell membranes. Blockade of potassium channels prolongs the duration of ACTION POTENTIALS. They are used as ANTI-ARRHYTHMIA AGENTS and VASODILATOR AGENTS. (See all compounds classified as Potassium Channel Blockers.)

Absorption：

Tetraethylammonium is eliminated by active renal tubular secretion by the cation transport system.

Mechanism of Action：

Tetraethylammonium's mechanism of action is still being investigated, but it is known that it blocks autonomic ganglia, calcium- and voltage- activated potassium channels, and nicotinic acetylcholine receptors.

MeSH Entry Terms：

Bromide, Tetraethylammonium

Computed Properties

Molecular Weight:130.25
XLogP3:1.7
Rotatable Bond Count:4
Exact Mass:130.159574642
Monoisotopic Mass:130.159574642
Heavy Atom Count:9
Formal Charge:1
Complexity:47.5
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes