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T7383

Sigma-Aldrich

Tetracaine

≥98% (TLC)

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C15H24N2O2
Numéro CAS:
94-24-6
Poids moléculaire :
264.36
Numéro CE :
202-316-6
Numéro MDL:
MFCD00053787
Code UNSPSC :
12352200
ID de substance PubChem :
57654695
Nomenclature NACRES :
NA.32

Source biologique

synthetic (organic)

Niveau de qualité

200

Pureté

≥98% (TLC)

Forme

powder

Technique(s)

toxicology assay: suitable

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

GKCBAIGFKIBETG-UHFFFAOYSA-N

Informations sur le gène

human ... SCN10A(6336) , SCN11A(11280) , SCN1A(6323) , SCN2A(6326) , SCN3A(6328) , SCN4A(6329) , SCN5A(6331) , SCN7A(6332) , SCN8A(6334) , SCN9A(6335)

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Description générale

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

Actions biochimiques/physiologiques

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.

Notes préparatoires

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.

Pictogrammes

Skull and crossbonesHealth hazard
GHS06,GHS08

Mention d'avertissement

Danger

Mentions de danger

H301,H317,H351

Classification des risques

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

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

N Slepecky et al.
Hearing research, 32(1), 11-21 (1988-01-01)
Outer hair cell (OHC) shortening has previously been induced in vitro by the application of solutions containing high potassium (a depolarizing agent), acetylcholine (a suggested efferent transmitter) and cationized ferritin (a positively charged macromolecule), as well as by electrical current.
The cell-wide web coordinates cellular processes by directing site-specific Ca 2+ flux across cytoplasmic nanocourses
Duan J, et al.
Nature Communications, 10(1), 2299-2299 (2019)
Tetracaine, a local anesthetic, preferentially induces translational inhibition with processing body formation rather than phosphorylation of eIF2alpha in yeast
Araki T, et al.
Current Genetics, 61(1), 43-53 (2015)
Insect morphogenetic hormones and developmental mechanisms in the nematode, Nematospiroides dubius.
R D Dennis
Comparative biochemistry and physiology. A, Comparative physiology, 53(1), 53-56 (1976-01-01)
Pharmacological considerations for Regional Anesthesia
Principles and Practice of Opthalmic Anesthesia (2018)
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