T7383
Tetracaine
≥98% (TLC)
Synonyme(s) :
4-(Butylamino)benzoic acid 2-(dimethylamino)ethyl ester
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A propos de cet article
Formule empirique (notation de Hill) :
C15H24N2O2
Numéro CAS:
Poids moléculaire :
264.36
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
202-316-6
MDL number:
Service technique
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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
Gene Information
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.
Topical ophthalmic anesthetic; used for spinal anesthesia
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.
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.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.
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.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral - Carc. 2 - Skin Sens. 1
Classe de stockage
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
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S Györke et al.
The Journal of physiology, 500 ( Pt 2), 297-309 (1997-04-15)
1. Confocal microfluorometry was used to study the effects of tetracaine on spontaneous Ca2+ release from the sarcoplasmic reticulum (SR) in isolated rat ventricular myocytes. 2. At low concentrations (0.25-1.25 mM), tetracaine caused an initial inhibition of spontaneous release events
H Thomas Lee et al.
American journal of nephrology, 23(3), 129-139 (2003-02-15)
Renal cell apoptosis contributes significantly to the pathogenesis of acute renal failure. Local anesthetics induce apoptosis in neuronal and lymphocytic cell lines. We examined the effects of chronic (48 h) local anesthetic treatment (lidocaine, bupivacaine and tetracaine) on human proximal
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)