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Articaine

Articaine
Articaine.svg
Space-filling model of the articaine molecule
Clinical data
AHFS/Drugs.com Monograph
Pregnancy
category
  • US: C (Risk not ruled out)
Routes of
administration
Subcutaneous, submucosal, parenteral, epidural, intravenous
ATC code
Legal status
Legal status
Pharmacokinetic data
Metabolism Liver, plasma
Biological half-life 30 min
Excretion Liver and unspecific plasma estearases
Identifiers
Synonyms Carticaine
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
ECHA InfoCard 100.041.765
Chemical and physical data
Formula C13H20N2O3S
Molar mass 284.37 g/mol
320.836 g/mol (HCl)
3D model (Jmol)
Chirality Racemic mixture
 NYesY (what is this?)  

Articaine is a dental amide-type local anesthetic. It is the most widely used local anesthetic in a number of European countries and is available in many countries around.

This drug was first synthesized by Rusching in 1969, and brought to the market in Germany by Hoechst AG, a life-sciences German company, under the brand name Ultracain. This drug was originally referred to as "carticaine" until 1984.

In 1983 it was brought into the North American market, to Canada, under the name Ultracaine for dental use, manufactured in Germany and distributed by Hoechst-Marion-Roussel. This brand is currently manufactured in Germany by Sanofi-Aventis and distributed in North America by Hansamed Limited (since 1999). After Ultracaine's patent protection expired, new generic versions arrived to the Canadian market: (in order of appearance) Septanest (Septodont), Astracaine, (originally by AstraZeneca and now a Dentsply product), Zorcaine (Carestream Health/Kodak) and Orabloc (Pierrel).

It was approved by the FDA in April 2000, and became available in the United States of America two months later under the brand name , an anesthetic/vasoconstrictor combination with Epinephrine 1:100,000 (trade name Septodont). Zorcaine became available there a few years later, also. Articadent (Dentsply) became available in the United States in October 2010. The three brands currently available in the United States are all manufactured for these companies by Novocol Pharmaceuticals Inc. (Canada). Ubistesin and Ubistesin Forte (3M ESPE) are also widely used in the United States and Europe. Orabloc (Pierrel) is aseptically manufactured and was approved by the FDA in 2010, became available in Canada in 2011, and in Europe from 2013.

Articaine is currently available for the North American dental market:


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