Articaine

Articaine
Space-filling model of the articaine molecule
Clinical data
Other namesCarticaine
AHFS/Drugs.comMonograph
Routes of
administration		Subcutaneous, submucosal, parenteral, epidural, intravenous
ATC code
Legal status
Legal status
Pharmacokinetic data
MetabolismLiver, plasma
Elimination half-life30 min
ExcretionLiver and unspecific plasma estearases[1]
Identifiers
  • (RS)-Methyl 4-methyl-3-(2-propylaminopropanoylamino)thiophene-2-carboxylate
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.115.711 Edit this at Wikidata
Chemical and physical data
FormulaC13H20N2O3S
Molar mass284.37 g/mol
320.836 g/mol (HCl) g·mol−1
3D model (JSmol)
ChiralityRacemic mixture
  • O=C(Nc1c(scc1C)C(=O)OC)C(NCCC)C
  • InChI=1S/C13H20N2O3S/c1-5-6-14-9(3)12(16)15-10-8(2)7-19-11(10)13(17)18-4/h7,9,14H,5-6H2,1-4H3,(H,15,16) checkY
  • Key:QTGIAADRBBLJGA-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Articaine is a dental amide-type local anesthetic. It is the most widely used local anesthetic in a number of European countries[2] and is available in many countries. It is the only local anaesthetic to contain a thiophene ring, meaning it can be described as 'thiophenic'; this conveys lipid solubility.[3]

  1. ^ Oertel R, Rahn R, Kirch W (December 1997). "Clinical pharmacokinetics of articaine". Clinical Pharmacokinetics. 33 (6): 417–425. doi:10.2165/00003088-199733060-00002. PMID 9435991. S2CID 38455660.
  2. ^ Oertel R, Ebert U, Rahn R, Kirch W. Clinical pharmacokinetics of articaine. Clin Pharmacokinet. 1997 Dec;33(6):418.
  3. ^ Snoeck M (2012-06-05). "Articaine: a review of its use for local and regional anesthesia". Local and Regional Anesthesia. 5: 23–33. doi:10.2147/LRA.S16682. PMC 3417979. PMID 22915899.