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T7508 Sigma

Tetracaine hydrochloride

≥99%

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

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, Ion Channels,
assay   ≥99%
solubility   alcohol: solublesoluble 40 parts of solvent
  chloroform: solublesoluble in 30 parts of solvent
  acetone: insoluble
  benzene: insoluble
  diethyl ether: insoluble

Description

Application

Topical ophthalmic anesthetic; used for spinal anesthesia

Tetracaine hydrochloride has been used for studying the pharmacological effects of spinal anesthesia1. Tetracaine hydrochloride has also been used as a component of protease digestion buffers2.

Biochem/physiol Actions

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

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.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®,1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

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.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

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Sigma Reference Standard

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pharmaceutical secondary standard; traceable to USP and PhEur

Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
Precautionary statements 
Hazard Codes (Europe) 
T
Risk Statements (Europe) 
Safety Statements (Europe) 
26-36/37-45
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
3

Protocols & Articles

Peer-Reviewed Papers

References

Set your institution to view full text papers.

1. Spinal anesthesia: significant prolongation of the pharmacologic effect of tetracaine with lipid solution of the agent. Langerman L, Golomb E, and Benita S Anesthesiology 74(1), 105-7, (1991)

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2. Biochemical analysis of the mouse mammary tumor virus long terminal repeat product. Evidence for the molecular structure of an endogenous superantigen. Knight AM, Harrison GB, Pease RJ, et al. Eur. J. Immunol. 22(3), 879-82, (1992)

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Chemical genetics reveals a complex functional ground state of neural stem cells Diamandis, P., et. al. Nat. Chem. Biol. 3(5), 268-273, (2007)

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The cardiovascular effects and pharmacokinetics of intranasal tetracaine plus oxymetazoline: preliminary findings. Giannakopoulos H, Levin LM, Chou JC, et al. J. Am. Dent. Assoc. 143(8), 872-80, (2012)

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Lidocaine/tetracaine patch (Rapydan) for topical anaesthesia before arterial access: a double-blind, randomized trial. Ruetzler K, Sima B, Mayer L, et al. Br. J. Anaesth. 109(5), 790-6, (2012)

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Effects of action of proparacaine and tetracaine topical ophthalmic formulations on corneal sensitivity in horses. Sharrow-Reabe KL and Townsend WM J. Am. Vet. Med. Assoc. 241(12), 1645-9, (2012)

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A predictive ligand-based Bayesian model for human drug-induced liver injury. Sean Ekins et al Drug Metab. Dispos. 38, 2302-8, (2010)

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Cetacaine induced methemoglobinemia: overview of analysis and treatment strategies. Khan R and Kuppaswamy BS W. V. Med. J. 109(3), 24-6, (2013)

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Safety and efficacy of a novel nasal spray for maxillary dental anesthesia. Ciancio SG, Hutcheson MC, Ayoub F, et al. J. Dent. Res. 92(7 Suppl), 43S-8S, (2013)

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Commentary: Serum lidocaine levels and cutaneous side effects after application of 23% lidocaine/7% tetracaine ointment to the face. Sobanko JF Dermatol. Surg. 39(1 Pt 1), 92-4, (2013)

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[Effect of adding phenylephrine on spinal anesthesia with tetracaine in elderly patients]. Kobayashi Y Masui. 61(6), 579-82, (2012)

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Arrhythmia associated with tetracaine in an extremely low birth weight premature infant. Maulidi H, McNair C, Seller N, et al. Pediatrics 130(6), e1704-7, (2012)

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Biological and biomechanical responses to traditional epithelium-off and transepithelial riboflavin-UVA CXL techniques in rabbits. Armstrong BK, Lin MP, Ford MR, et al. J. Refract. Surg. 29(5), 332-41, (2013)

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Developing structure-activity relationships for the prediction of hepatotoxicity. Nigel Greene et al Chem. Res. Toxicol. 23, 1215-22, (2010)

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Serum lidocaine levels and cutaneous side effects after application of 23% lidocaine 7% tetracaine ointment to the face. McCleskey PE, Patel SM, Mansalis KA, et al. Dermatol. Surg. 39(1 Pt 1), 82-91, (2013)

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Formation of drug/surfactant catanionic vesicles and their application in sustained drug release. Jiang Y, Li F, Luan Y, et al. Int. J. Pharm. 436(1-2), 806-14, (2012)

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Interaction of local anesthetics with lipid bilayers investigated by ¹H MAS NMR spectroscopy. Weizenmann N, Huster D, and Scheidt HA Biochim. Biophys. Acta 1818(12), 3010-8, (2012)

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Anesthetics interacting with lipid rafts. Bandeiras C, Serro AP, Luzyanin K, et al. Eur. J. Pharm. Sci. 48(1-2), 153-65, (2013)

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Another suicide using the veterinary drug T61 and distribution of drugs in the body. Musshoff F, Kirschbaum KM, and Madea B J. Anal. Toxicol. 37(3), 186, (2013)

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A prospective, randomized, double-blind study comparing the efficacy of topical anesthetics in nasal endoscopy. Gaviola GC, Chen V, and Chia SH Laryngoscope 123(4), 852-8, (2013)

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Effects of application durations and heat on the pharmacokinetic properties of drug delivered by a lidocaine/tetracaine patch: a randomized, open-label, controlled study in healthy volunteers. Marriott TB, Charney MR, and Stanworth S Clin. Ther. 34(10), 2174-83, (2012)

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Prospective, double-masked, randomized trial comparing lidocaine gel to tetracaine drops in femtosecond laser-assisted LASIK. Shah NV, Vaddavalli PK, Chow JH, et al. J. Refract. Surg. 28(10), 671-2, (2012)

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Aliphatic β-nitroalcohols for therapeutic corneoscleral cross-linking: corneal permeability considerations. Wen Q, Trokel SL, Kim M, et al. Cornea 32(2), 179-84, (2013)

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Contact allergy to local anaesthetics-value of patch testing with a caine mix in the baseline series. Brinca A, Cabral R, and Gonçalo M Contact Dermatitis 68(3), 156-62, (2013)

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Spectrophotometric determination of drugs with iodine. Karuna T, et al. J. Sci. Ind. Res. 65(10), 808, (2006)

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Anesthesia for office procedures. Wang SX and Simpson CB Otolaryngol. Clin. North Am. 46(1), 13-9, (2013)

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Ocular pain after intravitreal injection. Sanabria MR, Montero JA, Losada MV, et al. Curr. Eye Res. 38(2), 278-82, (2013)

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Selective effect of procaine, tetracaine and dibucaine on gold nanoparticles. Mocanu A, Pasca RD, Tomoaia G, et al. J. Nanosci. Nanotechnol. 12(12), 8935-9, (2012)

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Evaluation of the comparative effect of tetracaine on central corneal thickness measured by a contact and noncontact pachymeter. Osuagwu UL and Ogbuehi KC J. Ocul. Pharmacol. Ther. 29(1), 68-74, (2013)

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Cross-over study of topical anaesthesia with tetracaine solution for transoral rigid laryngoscopy. Zhu ZH, Zheng J, Ying LY, et al. J. Laryngol. Otol. 126(11), 1150-4, (2012)

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[Euthanasia in pigs: T-61 versus pentobarbital]. Klinkenberg M, Suij E, and van Leengoed L Tijdschr. Diergeneeskd. 137(11), 734-7, (2012)

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Merck 14,9188

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