Structure via PubChem · Public domain (PubChem)
articaine
Sign in to saveAlso known as HOE-045, carticaine
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. It is the only local anaesthetic to contain a thiophene ring, meaning it can be described as 'thiophenic'; this conveys lipid solubility.
Key facts
- Drug.KEGG
- D07468
- Drug.Verifiedfields
- changed
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 457819075
- Drug.image
- Articaine.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 180
- Drug.chirality
- Racemic mixture
- Drug.image2
- Articaine-3D-spacefill.png
- Drug.image_class2
- bg-transparent
- Drug.alt2
- Space-filling model of the articaine molecule
- Drug.DailyMedID
- Articaine
- Drug.routes_of_administration
- Subcutaneous, submucosal, parenteral, epidural, intravenous, eye drop
- Drug.ATC_prefix
- N01
- Drug.ATC_suffix
- BB08
- Drug.legal_US
- Rx-only
- Drug.metabolism
- Liver, plasma
- Drug.elimination_half life
- 30 min
via Wikipedia infobox
Chemical data
- Formula
- C13H20N2O3S
- Molecular weight
- 284.38 g/mol
- IUPAC name
- methyl 4-methyl-3-[2-(propylamino)propanoylamino]thiophene-2-carboxylate
- SMILES
- CCCNC(C)C(=O)NC1=C(SC=C1C)C(=O)OC
- InChIKey
- QTGIAADRBBLJGA-UHFFFAOYSA-N
- XLogP
- 2.8
- Polar surface area
- 95.7 Ų
- H-bond donors
- 2
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Research
1,036 papers- Adverse effects of articaine versus lidocaine in pediatric dentistry: a meta-analysis.The Journal of clinical pediatric dentistry · 2023
- Articaine hydrochloride: is it the solution?Dental update · 2015
- Articaine Efficacy.Journal of the American Dental Association (1939) · 2021
- Articaine and neurotoxicity - a review.British dental journal · 2017
- Articaine buccal infiltration for mandibular first molars with symptomatic irreversible pulpitis: is it as effective as inferior alveolar nerve block with lidocaine? a systematic review and meta-analysis.Clinical oral investigations · 2025
via PubMed
~8 min read
Encyclopedic overview
9 sectionsContents
- Medical uses
- Contraindications
- Structure and metabolism
- History
- Society and culture
- Paresthesia controversy
- Brand names
- References
- Further reading
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. It is the only local anaesthetic to contain a thiophene ring, meaning it can be described as 'thiophenic'; this conveys lipid solubility.
==Medical uses== Articaine is used for pain control. Articaine causes a transient and completely reversible state of anesthesia (loss of sensation) during (dental) procedures.
Excerpted from Wikipedia’s “articaine” article, available under the CC BY-SA 4.0 licence.