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T7508

Sigma-Aldrich

Tetracaine hydrochloride

≥99%

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
MDL number:
MFCD00038912
UNSPSC Code:
12352200
PubChem Substance ID:
57654697
NACRES:
NA.77

Assay

≥99%

solubility

chloroform: soluble 30 parts
alcohol: soluble 40 parts
H2O: soluble mg/mL
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 for studying the pharmacological effects of spinal anesthesia. 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.

Features and Benefits

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Cyclic Nucleotide-Gated (CNG) and Hyperpolarization Activated Cyclic Nucleotide-Gated (HCN) Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

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

Signal Word

Danger

Hazard Statements

H301,H319,H336

Hazard Classifications

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

Target Organs

Central nervous system

Storage Class Code

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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L Langerman et al.
Anesthesiology, 74(1), 105-107 (1991-01-01)
A novel approach for increasing the duration of anesthesia after a single subarachnoid injection of a local anesthetic is presented. Tetracaine 1% 0.5 mg/kg was administered in 10% glucose or in lipid solution (iophendylate) in two groups of rabbits via
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.
Yue Jiang et al.
International journal of pharmaceutics, 436(1-2), 806-814 (2012-08-09)
The aggregation behavior of the cationic drug/anionic surfactant vesicles formed by tetracaine hydrochloride (TH) and double-chain surfactant, sodium bis(2-ethylhexyl)sulfosuccinate (AOT), was investigated. By controlling the molar ratio of TH to AOT, a transition from catanionic vesicles to micelles was observed.
Halima Maulidi et al.
Pediatrics, 130(6), e1704-e1707 (2012-11-07)
Infants in NICUs undergo a variety of painful procedures. The management of pain has become an integral part of newborn infant care with the use of both systemic and topical agents to provide analgesia and anesthesia for procedural pain. Tetracaine
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
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