Proxymetacaine

Proxymetacaine
Proxymetacaine
Systematic (IUPAC) name
2-(diethylamino)ethyl 3-amino-4-propoxybenzoate
Clinical data
AHFS/Drugs.com International Drug Names
Pregnancy cat. C(US)
Legal status  ?
Routes Topical (eye drops)
Pharmacokinetic data
Metabolism Plasma
Identifiers
CAS number 499-67-2
5875-06-9 (HCl)
ATC code S01HA04
PubChem CID 4935
DrugBank APRD00522
ChemSpider 4766 YesY
UNII B4OB0JHI1X YesY
KEGG D08448 YesY
ChEMBL CHEMBL1196 YesY
Chemical data
Formula C16H26N2O3 
Mol. mass 294.389 g/mol
SMILES eMolecules & PubChem
 YesY(what is this?)  (verify)

Proxymetacaine (INN) or proparacaine (USAN) is a topical anesthetic drug of the aminoester group.

Contents

Clinical pharmacology

Indications and usage

Proxymetacaine hydrochloride ophthalmic solution (eye drops) is indicated for procedures such as tonometry, gonioscopy, removal of foreign bodies, or other similar procedures requiring topical anesthesia of the cornea and conjunctiva.

Warnings

Proxymetacaine is for topical ophthalmic use only, and it is specifically not intended for injection. Prolonged use of this or any other topical ocular anesthetic may produce permanent corneal opacification with accompanying visual loss.

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.

How supplied

Proxymetacaine is available as its hydrochloride salt in ophthalmic solutions at a concentration of 0.5%. Although it is no longer on patent, it is still marketed under the trade names Alcaine, Ak-Taine, and others.