T7383

Tetracaine

≥98% (TLC)

• Synonym(s): 4-(Butylamino)benzoic acid 2-(dimethylamino)ethyl ester
• Empirical Formula (Hill Notation): C₁₅H₂₄N₂O₂
• CAS Number: 94-24-6
• Molecular Weight: 264.36
• EC Number: 202-316-6
• MDL number: MFCD00053787
• UNSPSC Code: 12352200
• PubChem Substance ID: 57654695
• NACRES: NA.32

Properties

• biological source: synthetic (organic)
• Quality Level: 200
• 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
• Gene Information: human ... SCN10A(6336) , SCN11A(11280) , SCN1A(6323) , SCN2A(6326) , SCN3A(6328) , SCN4A(6329) , SCN5A(6331) , SCN7A(6332) , SCN8A(6334) , SCN9A(6335)

Description

General description

Tetracaine belongs to the amino-ester class and has a pKa of 8.46.[1]

Application

Tetracaine can be used as a research tool for studying E-C coupling in both skeletal as well as cardiac muscle.[2] 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.[3]

Tetracaine has been used as an anesthetic and to lower the glucose synthesis in upper small intestinal infusions.[4] It has also been used to inhibit ryanodine receptors (RyRs) in rats.[5]

Topical ophthalmic anesthetic; used for spinal anesthesia

Biochem/physiol Actions

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

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.[6]The product can also stimulate caspase activation and inhibits pro-survival signalling pathways which in turn induce human renal cell apoptosis.[7]

Tetracaine blocks intracellular sodium channels.[1] It mediates phosphorylation of eukaryotic initiation factor 2 (eIF2 α) via translational inhibition of P-body formation.[8]

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 Information

• pictograms: GHS06,GHS08
• signalword: Danger
• hcodes: H301,H317,H351
• pcodes: P201 - P280 - P301 + P310 + P330 - P302 + P352
• Hazard Classifications: Acute Tox. 3 Oral - Carc. 2 - Skin Sens. 1
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 3