Prilocaine

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Prilocaine
Systematic (IUPAC) name
N-(2-methylphenyl)-2-propylamino-propanamide
Identifiers
CAS number 721-50-6
ATC code N01BB04
PubChem 4906
DrugBank APRD00180
Chemical data
Formula C13H20N2O 
Mol. mass 220.311 g/mol
Pharmacokinetic data
Bioavailability  ?
Protein binding 55%
Metabolism Hepatic and renal
Half life 10-150 minutes, longer with impaired hepatic or renal function
Excretion  ?
Therapeutic considerations
Pregnancy cat.

B (U.S.)

Legal status
Routes  ?

Prilocaine (pronounced /ˈpraɪloʊkeɪn/) is a local anesthetic of the amino amide type. In its injectable form (trade name Citanest), it is often used in dentistry. It is also often combined with lidocaine as a preparation for dermal anesthesia (lidocaine/prilocaine or EMLA). As it has low cardiac toxicity, it is commoly used for intravenous regional anaesthesia (IVRA).

In some patients, a metabolite of prilocaine may cause the unusual side-effect of methaemoglobinaemia. And may be treated with methylene blue.

Maximum dosage for dental use: 6.0mg/kg (2.7mg/lb), with a maximum dose of 400mg.

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