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Merck

T7383

Tetracaine

≥98% (TLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C15H24N2O2
CAS Number:
94-24-6
Molecular Weight:
264.36
NACRES:
NA.32
PubChem Substance ID:
57654695
UNSPSC Code:
12352200
EC Number:
202-316-6
MDL number:
MFCD00053787
Assay:
≥98% (TLC)
Form:
powder
Quality level:
200

Key Documents

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Product Name

Tetracaine, ≥98% (TLC)

InChI key

GKCBAIGFKIBETG-UHFFFAOYSA-N

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

SMILES string

CCCCNc1ccc(cc1)C(=O)OCCN(C)C

biological source

synthetic (organic)

assay

≥98% (TLC)

form

powder

technique(s)

toxicology assay: suitable

storage temp.

2-8°C

Quality Level

200

Gene Information

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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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

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.

General description

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

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
GHS06,GHS08

signalword

Danger

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

WGK 3

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

T7383-BULK: + T7383-VAR: + T7383-5G: + T7383-1G: + T7383-25G: + T7383-100G:

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Certificates of Analysis (COA)

Lot/Batch Number
0000359189
0000359189
SLCF5336
SLCC6073
SLBP4286V

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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
Pharmacological considerations for Regional Anesthesia
Principles and Practice of Opthalmic Anesthesia (2018)
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)
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