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T2265

Sigma-Aldrich

Tetraethylammonium chloride

≥98% (titration)

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Synonym(s):
TEA chloride
Linear Formula:
(C2H5)4N(Cl)
CAS Number:
56-34-8
Molecular Weight:
165.70
Beilstein:
3563247
EC Number:
200-267-5
MDL number:
MFCD00011828
PubChem Substance ID:
24277874
NACRES:
NA.32

biological source

synthetic (organic)

Quality Level

200

Assay

≥98% (titration)

form

powder

technique(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

Gene Information

human ... CHRNA1(1134) , CHRNA10(57053) , CHRNA2(1135) , CHRNA3(1136) , CHRNA4(1137) , CHRNA5(1138) , CHRNA6(8973) , CHRNA7(1139) , CHRNA9(55584) , CHRNB1(1140) , CHRNB2(1141) , CHRNB3(1142) , CHRNB4(1143)

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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

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

Caution

moisture sensitive, handle under argon

Other Notes

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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

201.2 °F - closed cup

Flash Point(C)

94 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
Peroxynitrite-induced relaxation in isolated rat aortic rings and mechanisms of action
Li J, et al.
Toxicology and Applied Pharmacology, 209(3), 269-276 (2005)
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 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)
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