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File:Proxymetacaine structure.svg
Systematic (IUPAC) name
2-(diethylamino)ethyl 3-amino-4-propoxybenzoate
Clinical data
  • US: C (Risk not ruled out)
Routes of
Topical (eye drops)
Pharmacokinetic data
Metabolism Plasma
CAS Number 499-67-2
5875-06-9 (HCl)
ATC code S01HA04 (WHO)
PubChem CID 4935
DrugBank APRD00522
Chemical data
Formula C16H26N2O3
Molar mass 294.389 g/mol[[Script error: No such module "String".]]
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Proxymetacaine (INN) or proparacaine (USAN), trade names Alcaine, Ak-Taine, and others, is a topical anesthetic drug of the amino ester group. It is indicated for use as an ophthalmic anesthetic (as eye drops) to reduce pain and discomfort during procedures involving the eye. Proxymetacaine is available as its hydrochloride salt in ophthalmic solutions at a concentration of 0.5%.

Mechanism of action

Proxymetacaine is believed to act as an antagonist on voltage-gated sodium channels to affect the permeability of neuronal membranes; how this inhibits pain sensations and the exact mechanism of action of proxymetacaine are, however, unknown.