1 : 1 mixture (racemate)

Systematic (IUPAC) name
(RS)-N-(2-methylphenyl)-N2-propylalaninamide
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	?
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Prilocaine (pronounced /ˈpraɪlɵkeɪn/) 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), for treatment of conditions like paresthesia. 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: 8.0 mg/kg (2.7 mg/lb), with a maximum dose of 500 mg.

[edit] Toxicology

This section requires expansion.

[edit] Compendial status

• United States Pharmacopeia 31 ^[1]

[edit] Notes

[edit] See also

• Lidocaine/prilocaine

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