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T2265

Sigma-Aldrich

Tetraethylammonium chloride

≥98% (titration)

Synonym(s):

TEA chloride

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About This Item

Linear Formula:
(C2H5)4N(Cl)
CAS Number:
56-34-8
Molecular Weight:
165.70
Beilstein:
3563247
EC Number:
200-267-5
MDL number:
MFCD00011828
UNSPSC Code:
12352107
PubChem Substance ID:
24277874
NACRES:
NA.32

biological source

synthetic (organic)

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

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
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)
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