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T7383

Sigma-Aldrich

Tetracaine

≥98% (TLC)

Synonym(s):
4-(Butylamino)benzoic acid 2-(dimethylamino)ethyl ester
Empirical Formula (Hill Notation):
C15H24N2O2
CAS Number:
Molecular Weight:
264.36
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.32

biological source

synthetic (organic)

Quality Level

assay

≥98% (TLC)

form

powder

technique(s)

toxicology assay: suitable

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

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General description

Tetracaine belongs to the amino-ester class and has a pKa of 8.46.[45]

Application

Tetracaine can be used as a research tool for studying E-C coupling in both skeletal as well as cardiac muscle.[71] 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.[72]
Tetracaine has been used as an anesthetic and to lower the glucose synthesis in upper small intestinal infusions.[47] It has also been used to inhibit ryanodine receptors (RyRs) in rats.[48]
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.[73]The product can also stimulate caspase activation and inhibits pro-survival signalling pathways which in turn induce human renal cell apoptosis.[74]
Tetracaine blocks intracellular sodium channels.[45] It mediates phosphorylation of eukaryotic initiation factor 2 (eIF2 α) via translational inhibition of P-body formation.[46]
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.

Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral - Carc. 2 - Skin Sens. 1

Storage Class Code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Certificate of Analysis

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Certificate of Origin

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