T2265

Sigma-Aldrich

Tetraethylammonium chloride

≥98% (titration)

Synonym(s):
TEA chloride
Linear Formula:
(C2H5)4N(Cl)
CAS Number:
Molecular Weight:
165.70
Beilstein/REAXYS Number:
3563247
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.32

Quality Level

biological source

synthetic (organic)

assay

≥98% (titration)

form

powder

application(s)

blocking: suitable

color

white to light yellow

SMILES string

[Cl-].CC[N+](CC)(CC)CC

InChI

1S/C8H20N.ClH/c1-5-9(6-2,7-3)8-4;/h5-8H2,1-4H3;1H/q+1;/p-1

InChI key

YMBCJWGVCUEGHA-UHFFFAOYSA-M

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Application

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

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).
Blocks K+ channels; blocks nicotinic acetylcholine neurotransmission by blocking the receptor-mediated K+ currents.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Caution

moisture sensitive, handle under argon

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

201.2 °F - closed cup

Flash Point(C)

94 °C - closed cup

Certificate of Analysis

Certificate of Origin

Tetraethylammonium enhances the rectal and colonic motility in rats and human in vitro
Li Z, et al.
Naunyn-Schmiedeberg'S Archives of Pharmacology, 384(2), 147-155 (2011)
Dissociation enzyme effects on the potassium currents of inner hair cells isolated from guinea-pig cochlea
Kimitsuki T, et al.
Hearing Research, 199(1-2), 135-139 (2005)
Early potassium channel blockade improves sepsis-induced organ damage and cardiovascular dysfunction
Sordi R, et al.
British Journal of Pharmacology, 163(6), 1289-1301 (2011)
Tetraethylammonium inhibits glioma cells via increasing production of intracellular reactive oxygen species
Yang KB, et al.
Chemotherapy, 55(5), 372-380 (2009)
Differences of Ca2+ handling properties in identified central olfactory neurons of the antennal lobe
Pippow A, et al.
Cell Calcium, 46(2), 87-98 (2009)

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