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Merck
CN

T7645

Tetracaine hydrochloride

Sigma Reference Standard

Synonym(s):

4-(Butylamino)benzoic acid 2-(dimethylamino)ethyl ester, Amethocaine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C15H24N2O2 · HCl
CAS Number:
136-47-0
Molecular Weight:
300.82
UNSPSC Code:
12352200
PubChem Substance ID:
329826873
MDL number:
MFCD00038912

Key Documents

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packaging

vial of 250 mg

solubility

alcohol: soluble in 40 parts solvent, chloroform: soluble in 30 parts of solvent, H2O: soluble 50 mg/mL, clear, colorless, acetone: insoluble, benzene: insoluble, diethyl ether: insoluble

SMILES string

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

InChI

1S/C15H24N2O2.ClH/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;1H

InChI key

PPWHTZKZQNXVAE-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)

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Application

Tetracaine hydrochloride has been used to analyze Ca2+ release from sarcoplasmic reticulum (SR) in neonatal ventricular cardiomyocytes (NVCMs). Tetracaine hydrochloride has also been used as a component of protease digestion buffers.
Topical ophthalmic anesthetic; used for spinal anesthesia

Biochem/physiol Actions

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

Packaging

Supplied in amber screw-cap vials

Preparation Note

Tetracaine hydrochloride dissolves in water at 50 mg/ml to yield a clear, colorless solution. It is also soluble in 40 parts alcohol and 30 parts chloroform. However, it is practically insoluble in ether benzene or acetone.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - STOT SE 3

target_organs

Central nervous system

Storage Class

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
014F5965

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A M Knight et al.
European journal of immunology, 22(3), 879-882 (1992-03-01)
Recent reports have shown that both exogenous and endogenous mouse mammary tumor viruses (MMTV) can encode superantigens. Transfection and transgenic studies have identified the open reading frame (ORF) present in the 3' long terminal repeat (LTR) as encoding superantigen function.
Patrick Most et al.
Journal of cell science, 118(Pt 2), 421-431 (2005-01-18)
Calcium is a key regulator of cardiac function and is modulated through the Ca2+-sensor protein S100A1. S100 proteins are considered to exert both intracellular and extracellular functions on their target cells. Here we report the impact of an increased intracellular
Quan Wen et al.
Cornea, 32(2), 179-184 (2012-08-08)
Our recent tissue cross-linking studies have raised the possibility of using aliphatic β-nitroalcohols (BNAs) for pharmacologic, therapeutic corneal cross-linking. The present study was performed to determine the permeability of BNAs and to explore the use of permeability-enhancing agents. Ex vivo
K Ruetzler et al.
British journal of anaesthesia, 109(5), 790-796 (2012-07-27)
Arterial catheterization is painful and is associated with patient stress and anxiety. Analgesia is usually provided by subcutaneous injection of local anaesthetic. An alternative is topical anaesthesia, such as Rapydan which is a novel topical anaesthetic patch containing 70 mg
Patrick E McCleskey et al.
Dermatologic surgery : official publication for American Society for Dermatologic Surgery [et al.], 39(1 Pt 1), 82-91 (2013-01-03)
Few published studies have analyzed serum lidocaine levels and individual patient characteristics affecting metabolism after application of compounded topical anesthetics. To measure serum lidocaine levels during and cutaneous side effects after standardized application of 23% lidocaine/7% tetracaine compounded anesthetic to
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