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Tetraethylammonium Chloride

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Tetraethylammonium Chloride Basic information

Product Name:
Tetraethylammonium Chloride
Synonyms:
  • ETAMON CHLORIDE
  • TETRAETHYLAMMONIUM CHLORIDE
  • TEA CHLORIDE
  • tetraethyl-ammoniuchloride
  • Tetraethylammonium
  • TETRAETHYLAMMONIUMCHLORIDE,MONOHYDRATE,CRYSTAL,REAGENT
  • AMMONIUM,TETRAETHYL-,CHLORIDE
  • TETRAETHYLAMINEHYDROCHLORIDE
CAS:
56-34-8
MF:
C8H20ClN
MW:
165.7
EINECS:
200-267-5
Product Categories:
  • quarternary ammonium salts
  • Ammonium Chlorides (Quaternary)
  • Quaternary Ammonium Compounds
  • Ion Channels
  • Quaternary ammonium salt
  • bc0001
Mol File:
56-34-8.mol
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Tetraethylammonium Chloride Chemical Properties

Melting point:
39°C
Boiling point:
273.32°C (rough estimate)
Density 
1.08
refractive index 
1.5480 (estimate)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
methanol: 0.1 g/mL, clear, colorless
form 
Crystalline Powder
color 
white to light yellow
PH
4.0 to 7.0(50g/L, 25℃)
Water Solubility 
Soluble in water, ethanol, chloroform, or acetone
λmax
λ: 260 nm Amax: 0.03
λ: 280 nm Amax: 0.03
Sensitive 
Hygroscopic
Merck 
14,9200
BRN 
3563247
Stability:
Stable. Incompatible with strong oxidizing agents. Protect from moisture.
InChIKey
YMBCJWGVCUEGHA-UHFFFAOYSA-M
CAS DataBase Reference
56-34-8(CAS DataBase Reference)
EPA Substance Registry System
Tetraethylammonium chloride (56-34-8)
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Safety Information

Hazard Codes 
Xn,Xi
Risk Statements 
22-36/37/38
Safety Statements 
26-36-37/39
WGK Germany 
3
RTECS 
BS6125000
3-10
TSCA 
Yes
HS Code 
29239000
Toxicity
LD50 i.v. in dogs: 55.7-72.4 mg/kg (Keith, Jr.)

MSDS

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Tetraethylammonium Chloride Usage And Synthesis

Chemical Properties

white crystalline powder

Uses

Medicine (nerve-blocking agent).

Uses

Tetraethylammonium Chloride can be used as a source of tetraethylammonium ions for various pharmaceutical studies and has the ability to block K+ channels in various tissues. Tetraethylammonium Chloride can also block the transmission of nervous impulses across autonomic ganglions.

Uses

Tetraethylammonium chloride (TEAC) has been used:

  • used for inhibition of peroxynitrite induced relaxation in rat aorta rings
  • as a pharmacological blocker of K+ current and Ca2+ induced K+ current in antennal lobe neurons
  • for the induction of TEAC sensitive currents in cochlear inner hair cells digested with proteolytic enzymes and analyze its properties

Definition

ChEBI: A quarternary ammonium chloride salt in which the cation has four ethyl substituents around the central nitrogen.

General Description

Visit our Sensor Applications portal to learn more.

Biological Activity

Non-selective K + channel blocker.

Biochem/physiol Actions

Tetraethylammonium chloride (TEAC) blocks K+ channels non-specifically. In rat aorta rings, tetraethylammonium inhibits relaxation induced by peroxynitrite. It blocks nicotinic acetylcholine neurotransmission by blocking the receptor-mediated K+ currents. TEAC can increase the contractility and mobility of colon and rectum and is a therapeutic option for Hirschsprung′s disease patients. TEAC reduces the inflammatory responses, improves cardiac, vascular and hemodynamic properties during early sepsis in animals. TEAC has cytotoxic and anti-proliferative potential and induces apoptosis in glioma cells by downregulating B-cell lymphoma-2 (Bcl-2) and upregulating Bcl-2 associated X (Bax).

in vitro

tetraethylammonium (tea) is a small ion that is thought to block open k channels by binding either to an internal or to an external site. for this reason, it has been used to probe the ion conduction pathway or pore of k channel mutants and a k channel chimera. tea blocks k+ channels at two sites, which define the inner and outer mouths of the channel pores [1].

in vivo

vasorelaxant effect of taurine can be diminished by tea in rat isolated arteries [2]

storage

Room temperature (desiccate)

Purification Methods

Crystallise the chloride from EtOH by adding diethyl ether, from warm water by adding EtOH and diethyl ether, from dimethylacetamide or from CH2Cl2 by addition of diethyl ether. Dry it over P2O5 in vacuum for several days. It also crystallises from acetone/CH2Cl2/hexane (2:2:1) [Blau & Espenson J Am Chem Soc 108 1962 1986, White & Murray J Am Chem Soc 109 2576 1987]. [Beilstein 4 IV 332.]

References

[1] taglialatela m, vandongen am, drewe ja, joho rh, brown am, kirsch ge. patterns of internal and external tetraethylammonium block in four homologous k+ channels. mol pharmacol. 1991 aug;40(2):299-307.
[2] niu lg, zhang ms, liu y, xue wx, liu db, zhang j, liang yq. vasorelaxant effect of taurine is diminished by tetraethylammonium in rat isolated arteries. eur j pharmacol. 2008 feb 2;580(1-2):169-74. epub 2007 oct 25.
[3] shea pa, dunklee pe, et al. preliminary clinical investigation of tetraethylammonium chloride with particular reference to disorders of the circulatory system. calif med. 1948 sep;69(3):193-6.

Tetraethylammonium Chloride Preparation Products And Raw materials

Preparation Products

Tetraethylammonium ChlorideSupplier

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