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T2265

Sigma-Aldrich

Tetraethylammonium chloride

synthetic (organic), ≥98% (titration), K+ channels blocker, powder

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/REAXYS Number:
3563247
EC Number:
200-267-5
MDL number:
MFCD00011828
UNSPSC Code:
12352107
PubChem Substance ID:
24277874
NACRES:
NA.32

Key Documents

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Product Name

Tetraethylammonium chloride, ≥98% (titration)

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).

Other Notes

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Disclaimer

moisture sensitive, handle under argon

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

201.2 °F - closed cup

flash_point_c

94 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCF3812
BCBW7641
BCBP1249
BCBP1249V
BCBQ7343V

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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)
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)
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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