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T7383 Sigma-Aldrich

Tetracaine

≥98% (TLC)

Synonym: 4-(Butylamino)benzoic acid 2-(dimethylamino)ethyl ester

  • CAS Number 94-24-6

  • Empirical Formula (Hill Notation) C15H24N2O2

  • Molecular Weight 264.36

  •  EC Number 202-316-6

  •  MDL number MFCD00053787

  •  PubChem Substance ID 57654695

  •  NACRES NA.32

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Properties

Related Categories Cell Biology, Cell Signaling and Neuroscience, Ion Channels, Monovalent Ion Channels, Potassium Channel Modulators,
assay   ≥98% (TLC)
storage temp.   2-8°C
SMILES string   CCCCNc1ccc(cc1)C(=O)OCCN(C)C
InChI   1S/C15H24N2O2/c1-4-5-10-16-14-8-6-13(7-9-14)15(18)19-12-11-17(2)3/h6-9,16H,4-5,10-12H2,1-3H3
InChI key   GKCBAIGFKIBETG-UHFFFAOYSA-N

Description

General description

Tetracaine belongs to the amino-ester class and has a pKa of 8.46.

Application

Tetracaine can be used as a research tool for studying E-C coupling in both skeletal as well as cardiac muscle. The product is a local anaesthetic drug used for studying the impact of numerous drugs on Tumour-necrosis-factor (TNF)-mediated cytotoxicity as well as TNF-induced arachidonic acid release.

Tetracaine has been used as an anesthetic and to lower the glucose synthesis in upper small intestinal infusions. It has also been used to inhibit ryanodine receptors (RyRs) in rats.

Topical ophthalmic anesthetic; used for spinal anesthesia

Packaging

25, 100 g in poly bottle

Biochem/physiol Actions

Tetracaine also refers as 4-(Butylamino)benzoic acid 2-(dimethylamino)ethyl ester interfere with calcium movement in muscle and non-muscle cells and can inhibit potassium-induced as well as caffeine-induced shortening of outer hair cells (OHC′s). But, the product can′t inhibit electrically-induced shortening of OHC′s.The product can also stimulate caspase activation and inhibits pro-survival signalling pathways which in turn induce human renal cell apoptosis.

Tetracaine blocks intracellular sodium channels. It mediates phosphorylation of eukaryotic initiation factor 2 (eIF2 α) via translational inhibition of P-body formation.

Blocks voltage-sensitive release of Ca2+ from sarcoplasmic reticulum.

Preparation Note

250 mg of tetracaine dissolves in 5 ml of EtOH to yield a clear, colorless solution. The product is also soluble in chloroform and ether at a ratio of 1:2 and in ethanol at 1:5. It is very slightly soluble in water.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
3

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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