Articaine

Base Information

• Chemical Name: Articaine
• CAS No.: 23964-58-1
• Molecular Formula: C13H20N2O3S
• Molecular Weight: 284.37
• Hs Code.: 2934990002
• European Community (EC) Number: 607-295-0
• UNII: D3SQ406G9X
• DSSTox Substance ID: DTXSID7048536
• Nikkaji Number: J342.299B
• Wikipedia: Articaine
• Wikidata: Q421297
• NCI Thesaurus Code: C72173
• RXCUI: 592464
• Pharos Ligand ID: 72PK72R7VZN7
• Metabolomics Workbench ID: 152082
• ChEMBL ID: CHEMBL1093
• Mol file: 23964-58-1.mol

Synonyms:Articain;Articaine;Carticain;Carticaine;Carticaine Hydrochloride;Hoe 045;Hoe 40045;Hoe-045;Hoe-40045;Hoe045;Hoe40045;Hydrochloride, Carticaine;Ultracaine

Chemical Property of Articaine

Chemical Property:

• Appearance/Colour: White or white crystalline powder
• Vapor Pressure: 5.79E-08mmHg at 25°C
• Melting Point: 175-176 °C
• Refractive Index: 1.556
• Boiling Point: 440.6 °C at 760 mmHg
• PKA: 13.46±0.70(Predicted)
• Flash Point: 220.3 °C
• PSA: 95.67000
• Density: 1.178 g/cm³
• LogP: 2.63360
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 284.11946368
• Heavy Atom Count: 19
• Complexity: 325

Purity/Quality:

99% ^*data from raw suppliers

Articaine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCNC(C)C(=O)NC1=C(SC=C1C)C(=O)OC
• Recent ClinicalTrials: Articaine vs Lidocaine for Pediatric Dental Procedures
• Recent EU Clinical Trials: Comparison of Novel Articaine Lozenge Versus Placebo for Upper Gastrointestinal Endoscopy in Adults. A Randomized Double-blinded Controlled Study
• Description: Articaine [4-methyl-3-(2-propylaminopropionamido) thiophene-2-carboxylic acid methyl ester hydrochloride] has been widely used in dentistry since its approval by the U.S. FDA in the year 2000 because of its quick onset and short duration of action. The structure of articaine differs from those of all other amino amide-type local anesthetics in that it contains a thiophene ring instead of a benzene ring and a carbomethoxy group. This renders the molecule more lipophilic and, thus, easier to cross any lipoidal membranes. Its local anesthetic potency is approximately 1.5-fold that of lidocaine, even though it has similar pKa (7.8) and plasma protein binding (76%) properties. Articaine also is metabolized primarily by plasma cholinesterases because of the presence of an ester group and, therefore, has a much shorter duration of action than lidocaine (i.e., only approximately one-fourth that of lidocaine). Articaine undergoes rapid hydrolysis of the carbomethoxy group to give articainic acid, which is eliminated either unchanged (75%) or as its glucuronides (25%). Compared with to other shortacting, amino amide-type local anesthetics, such as mepivacaine, lidocaine, or prilocaine, articaine is said to be a much safer drug for regional anesthesia and is the drug of choice for dental procedures.
• Uses: Articaine is an amide that also contains an ester linkage, which is hydrolysed rapidly so that the duration of action is short. It is available as a 4% solution with adrenaline for infiltration anaesthesia in dentistry. Articaine is an amide based short-acting local anesthetic use for regional anaesthesia in day-case settings such arthroscopy, hand , food surgery and in dentistry.
• Therapeutic Function: Local anesthetic