Which of the following local anesthetics is an aminoester: tetracaine, lidocaine, bupivacaine, mepivacaine, or etidocaine?

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From the Guidelines

The answer is (a) tetracaine. Tetracaine is an aminoester local anesthetic, which means its chemical structure contains an ester linkage between an aromatic group and an intermediate chain that connects to an amine group, as seen in the table comparing local anesthetic agents 1. This ester bond is the key characteristic that distinguishes aminoesters from aminoamides. The other options - lidocaine, bupivacaine, mepivacaine, and etidocaine - are all aminoamide local anesthetics, which contain an amide linkage instead of an ester. Some key points about these local anesthetics include:

  • Maximum doses with and without epinephrine
  • Duration of action
  • Potential for systemic toxicity, such as seizures or methemoglobinemia, especially with topical application to mucosal surfaces 1. The distinction is important clinically because aminoesters are metabolized by plasma cholinesterases, making them shorter-acting and more likely to cause allergic reactions compared to aminoamides, which are metabolized in the liver. Tetracaine is commonly used in topical anesthetic preparations for procedures involving mucous membranes or the eye, and its use requires careful consideration of the maximum allowable safe dosage to avoid toxicity 1.

From the Research

Aminoester Classification

  • The aminoester classification of local anesthetic agents includes procaine, chloroprocaine, and tetracaine 2.
  • Tetracaine is specifically mentioned as an aminoester local anesthetic agent in the study 2, 3.
  • Based on the provided evidence, tetracaine (a) is the correct answer as it is classified as an aminoester.

Local Anesthetic Agents

  • Other options, such as lidocaine (b), mepivacaine (d), bupivacaine (c), and etidocaine (e), are classified as aminoamides 2, 4.
  • These agents have different pharmacological properties and uses compared to aminoesters like tetracaine 5, 2, 4.

References

Guideline

Guideline Directed Topic Overview

Dr.Oracle Medical Advisory Board & Editors, 2025

Research

Pharmacodynamic and pharmacokinetic aspects of local anesthetics.

Annales chirurgiae et gynaecologiae, 1984

Research

Pharmacology of local anesthetic agents.

Journal of dental research, 1981

Research

Spinal anesthetic agents.

International anesthesiology clinics, 1989

Professional Medical Disclaimer

This information is intended for healthcare professionals. Any medical decision-making should rely on clinical judgment and independently verified information. The content provided herein does not replace professional discretion and should be considered supplementary to established clinical guidelines. Healthcare providers should verify all information against primary literature and current practice standards before application in patient care. Dr.Oracle assumes no liability for clinical decisions based on this content.

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