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Mnemonics, Simplified Concepts & Thoughts

amide and ester

Local Anesthetics Mnemonic

Dr. Sulabh Kumar Shrestha, MS Orthopedics, Oct 21, 2016Feb 20, 2023

Last updated on February 20, 2023

All Local anesthetics contain suffix “-caine”. Local Anesthetics (LA) can be classified as: Esters and Amides.

Esters vs Amides

A mnemonic device is that the names of amides contain 2 “i”s compared with only 1 “i” seen in esters.

Remember: One-eyed ester or Amide word has an “i” in it and hence an extra “i”.

amide and ester

Amides – Contains 2 “i”

Properties:

  1. Longer acting than esters
  2. Metabolized by liver enzymes
  3. Excreted in urine

Medicines:

  1. Lignocaine
  2. Lidocaine (Xylocaine)
  3. Prilocaine
  4. Mepivacaine
  5. Bupivacaine (Marcaine/Sensoricaine)
  6. Etidocaine
  7. Ropivacaine
  8. Dibucaine
  9. Articaine
  10. Trimecaine
  11. Dexivacaine
  12. Butanilacaine

Exceptions:

Amides with only single “i” are –

  1. Oxetacaine
  2. Tolycaine
  3. Pyrrocaine
  4. Rodocaine

Amide without suffix “caine” – Diperodon

Esters – Contains single “i”

Properties:

  • Short acting
  • Metabolized in plasma and tissue fluids
  • Excreted in urine
  • More propensity for allergic reactions

Medicines:

  1. Amethocaine
  2. Benzocaine
  3. Chlorprocaine
  4. Procaine (Novocaine)
  5. Cocaine
  6. Hexylcaine
  7. Proparacaine
  8. Tetracaine

Exceptions:

Ester with double “i” –

  1. Primacaine
  2. Piperocaine
  3. Dimethocaine

Ester without suffix “-caine” –

  1. Butamben
  2. Butethamine
  3. Naepaine

Rate of systemic absorption of Local Anesthetics

Mnemonic: In descending order – ICE BALLS

  1. Intravenous > Tracheal > Intercostal
  2. Caudal
  3. Epidural
  4. Brachial plexus
  5. Axillary
  6. Lower extremity (femoral)
  7. Subcutaneous
dr. sulabh kumar shrestha
Dr. Sulabh Kumar Shrestha, MS Orthopedics

He is the section editor of Orthopedics in Epomedicine. He searches for and share simpler ways to make complicated medical topics simple. He also loves writing poetry, listening and playing music.

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PGMEE, MRCS, USMLE, MBBS, MD/MS Anesthesia

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Shrestha SK. Local Anesthetics Mnemonic [Internet]. Epomedicine; 2016 Oct 21 [cited 2025 May 28]. Available from: https://epomedicine.com/medical-students/local-anesthetics-mnemonic-esters-vs-amides/.

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