Mr. Ibrahem/Articaine
Space-filling model of the articaine molecule
Clinical data
Trade namesSeptocaine, Ultracain, others
Other namesCarticaine, articaine hydrochloride/epinephrine
AHFS/Drugs.comMonograph
Routes of
administration
Subcutaneous
Drug classLocal anesthetic (amide)[1]
Legal status
Legal status
Pharmacokinetic data
MetabolismLiver, plasma
Onset of actionWithin 6 min[2]
Elimination half-life30 min
Duration of action1 hr[2]
ExcretionLiver and unspecific plasma estearases[3]
Identifiers
  • (RS)-Methyl 4-methyl-3-(2-propylaminopropanoylamino)thiophene-2-carboxylate
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
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Articaine, sold under the brand name Septocaine among others, is a local anesthetic that is injected into an area to decrease feeling in that area.[2] In a nerve block, it is injected around a nerve that supplies an area.[2] It is available mixed with a small amount of epinephrine to increase the duration of its action.[2] Onset is within 6 minutes and effects last about an hour.[2]

Common side effects include headache and pain.[1] Other side effects may include seizures and methemoglobinemia.[1] Safety in pregnancy and breastfeeding is unclear.[4] It of the amide-type.[1]

Articaine came into medical use in Europe in 1976, Canada in 1983, and the United States in 2000.[5] In the United Kingdom 50 doses costs the NHS about £25 as of 2021.[6] It is widely used in a number of European countries.[7]

References edit

  1. ^ a b c d e "DailyMed - ARTICAINE- articaine hydrochloride and epinephrine injection, solution". dailymed.nlm.nih.gov. Archived from the original on 19 March 2021. Retrieved 16 January 2022.
  2. ^ a b c d e f "Articaine Monograph for Professionals". Drugs.com. Archived from the original on 7 November 2021. Retrieved 16 January 2022.
  3. ^ Oertel R, Ebert U, Rahn R, Kirch W. Clinical pharmacokinetics of articaine. Clin Pharmacokinet. 1997 Dec;33(6):421
  4. ^ "Articaine / epinephrine Use During Pregnancy". Drugs.com. Archived from the original on 4 December 2020. Retrieved 16 January 2022.
  5. ^ Malamed, Stanley F. (25 April 2014). Handbook of Local Anesthesia - E-Book. Elsevier Health Sciences. p. 66. ISBN 978-0-323-24202-8. Archived from the original on 16 January 2022. Retrieved 16 January 2022.
  6. ^ BNF 81: March-September 2021. BMJ Group and the Pharmaceutical Press. 2021. p. 1403. ISBN 978-0857114105.
  7. ^ Oertel, R; Rahn, R; Kirch, W (December 1997). "Clinical pharmacokinetics of articaine". Clinical pharmacokinetics. 33 (6): 417–25. doi:10.2165/00003088-199733060-00002. PMID 9435991.