Prilocaine

Prilocaine

Systematic (IUPAC) name
(RS)-N-(2-methylphenyl)-N2-propylalaninamide
Clinical data
AHFS/Drugs.com	monograph
MedlinePlus	a603026
Pregnancy cat.	B (U.S.)
Legal status	?
Pharmacokinetic data
Protein binding	55%
Metabolism	Hepatic and renal
Half-life	10-150 minutes, longer with impaired hepatic or renal function
Identifiers
CAS number	721-50-6 Y
ATC code	N01BB04
PubChem	CID 4906
DrugBank	APRD00180
ChemSpider	4737 Y
UNII	046O35D44R Y
KEGG	D00553 Y
ChEBI	CHEBI:8404 N
ChEMBL	CHEMBL1194 Y
Chemical data
Formula	C13H20N2O
Mol. mass	220.311 g/mol
SMILES	eMolecules & PubChem
InChI InChI=1S/C13H20N2O/c1-4-9-14-11(3)13(16)15-12-8-6-5-7-10(12)2/h5-8,11,14H,4,9H2,1-3H3,(H,15,16) Y Key:MVFGUOIZUNYYSO-UHFFFAOYSA-N Y
N(what is this?)  (verify)

Prilocaine (pronounced /ˈpraɪlɵkeɪn/) is a local anesthetic of the amino amide type first prepared by Claes Tegner and Nils Lofgren. 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 methemoglobinemia, which 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.

It is given as a combination with the vasoconstrictor epinephrine under the trade name Citanest Forte.

Compendial status

• United States Pharmacopeia 31 ^[1]

Notes

1. ^ The United States Pharmacopeial Convention. "Revision Bulletin: Lidocaine and Prilocaine Cream–Revision to Related Compounds Test". http://www.usp.org/USPNF/notices/lidocaineAndPrilocaine.html. Retrieved 10 July 2009. 

See also

• Lidocaine/prilocaine

This drug article relating to the nervous system is a stub. You can help Wikipedia by expanding it.v · Categories: Local anesthetics Anilides Nervous system drug stubs Wikimedia Foundation. 2010. Игры ⚽ Поможем сделать НИР Yen Chow Street Robert Thomas (director) Look at other dictionaries: Prilocaïne — Énantiomère R de la prilocaïne (en haut) et S prilocaïne (en bas). Général …   Wikipédia en Français Prilocaine — Prilocaïne Prilocaïne Général Nom IUPAC (RS) N (2 méthylphényl) 2 propylamino propanamide …   Wikipédia en Français prilocaine — pril·o·caine pril ə .kān n a local anesthetic related to lidocaine and used in the form of its hydrochloride C13H20N2O·HCl as a nerve block for pain esp. in surgery and dentistry * * * n. a local anaesthetic used particularly in ear, nose, and… …   Medical dictionary prilocaine — n. a local anaesthetic used particularly in dentistry. It is administered by injection; high doses of the drug may cause methaemoglobinaemia and cyanosis. Prilocaine is also a constituent of EMLA cream. Trade names: Citanest …   The new mediacal dictionary prilocaine hydrochloride — A local anesthetic of the amide type, related chemically and pharmacologically to lidocaine hydrochloride; used for peridural, caudal, and nerve blocks, and for regional and infiltration anesthesia. SYN …   Medical dictionary prilocaine — noun A local anesthetic often used in dentistry …   Wiktionary Lidocaine/prilocaine — is a eutectic mixture of equal quantities (by weight) of lidocaine and prilocaine. A 5% emulsion preparation, containing 2.5% each of lidocaine/prilocaine, is marketed by AstraZeneca under the trade name EMLA (an abbreviation for eutectic mixture …   Wikipedia Прилокаин (Prilocaine) — местный ансстетик; применяется главным образом в стоматологии, а также во время выполнения операций в ЛОР практике. Раствор прилокаина может наноситься непосредственно на слизистую оболочку или вводиться больному в виде инъекций; в больших дозах… …   Медицинские термины 721-50-6 — Prilocaïne Prilocaïne Général Nom IUPAC (RS) N (2 méthylphényl) 2 propylamino propanamide …   Wikipédia en Français C13H20N2O — Prilocaïne Prilocaïne Général Nom IUPAC (RS) N (2 méthylphényl) 2 propylamino propanamide …   Wikipédia en Français 18+ © Academic, 2000-2024 Contact us: Technical Support, Advertising Dictionaries export, created on PHP, Joomla, Drupal, WordPress, MODx. Mark and share Search through all dictionaries Translate… Search Internet Share the article and excerpts Direct link … Do a right-click on the link above and select “Copy Link”