Articaine

Identification

Name
Articaine
Accession Number
DB09009
Type
Small Molecule
Groups
Approved
Description

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

Structure
Thumb
Synonyms
Not Available
Product Ingredients
IngredientUNIICASInChI Key
Articaine hydrochlorideQS9014Q79223964-57-0GDWDBGSWGNEMGJ-UHFFFAOYSA-N
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing End
4% Astracaine Dental With Epinephrine 1:200,000 (0.005mg/ml)Articaine hydrochloride (40 mg) + Epinephrine (0.005 mg)SolutionInfiltrationDentsply Pharmaceutical2004-01-29Not applicableCanada
4% Astracaine Dental With Epinephrine 1:200,000 (0.005mg/ml)Articaine hydrochloride (40 mg) + Epinephrine (0.005 mg)SolutionInfiltrationDentsply Pharmaceutical1997-02-262003-11-28Canada
4% Astracaine Dental With Epinephrine Forte 1:100,000 (0.01mg/ml)Articaine hydrochloride (40 mg) + Epinephrine (0.01 mg)SolutionInfiltrationDentsply Pharmaceutical1997-02-262003-11-28Canada
4% Astracaine Dental With Epinephrine Forte 1:100,000 (0.01mg/ml)Articaine hydrochloride (40 mg) + Epinephrine (0.01 mg)SolutionInfiltrationDentsply Pharmaceutical2004-01-29Not applicableCanada
ArticadentArticaine hydrochloride (40 mg/1mL) + Epinephrine bitartrate (0.01 mg/1mL)Injection, solutionSubcutaneousDentsply Pharmaceutical2000-04-03Not applicableUs
ArticadentArticaine hydrochloride (40 mg/1mL) + Epinephrine bitartrate (0.005 mg/1mL)Injection, solutionSubcutaneousDentsply Pharmaceutical2000-04-03Not applicableUs
ArticaineArticaine hydrochloride (40 mg/1mL) + Epinephrine bitartrate (0.005 mg/1mL)Injection, solutionSubcutaneousNDC, Inc.2015-12-04Not applicableUs
ArticaineArticaine hydrochloride (40 mg/1mL) + Epinephrine bitartrate (0.01 mg/1mL)Injection, solutionSubcutaneousDarby Dental Supply Llc2017-03-012018-01-02Us
ArticaineArticaine hydrochloride (40 mg/1mL) + Epinephrine bitartrate (0.005 mg/1mL)Injection, solutionSubcutaneousBenco Dental2016-04-04Not applicableUs
ArticaineArticaine hydrochloride (40 mg/1mL) + Epinephrine bitartrate (0.01 mg/1mL)Injection, solutionSubcutaneousNDC, Inc.2015-06-22Not applicableUs
International/Other Brands
Septocaine
Categories
UNII
D3SQ406G9X
CAS number
23964-58-1
Weight
Average: 284.374
Monoisotopic: 284.119463206
Chemical Formula
C13H20N2O3S
InChI Key
QTGIAADRBBLJGA-UHFFFAOYSA-N
InChI
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)
IUPAC Name
N-[2-(methoxycarbonyl)-4-methylthiophen-3-yl]-2-(propylamino)propanimidic acid
SMILES
CCCNC(C)C(O)=NC1=C(SC=C1C)C(=O)OC

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
Not Available
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteraction
2,4-thiazolidinedioneThe therapeutic efficacy of 2,4-thiazolidinedione can be decreased when used in combination with Articaine.
AcarboseThe therapeutic efficacy of Acarbose can be decreased when used in combination with Articaine.
AcetohexamideThe therapeutic efficacy of Acetohexamide can be decreased when used in combination with Articaine.
AICA ribonucleotideThe therapeutic efficacy of AICA ribonucleotide can be decreased when used in combination with Articaine.
AlbiglutideThe therapeutic efficacy of Albiglutide can be decreased when used in combination with Articaine.
AlogliptinThe therapeutic efficacy of Alogliptin can be decreased when used in combination with Articaine.
AMG-222The therapeutic efficacy of AMG-222 can be decreased when used in combination with Articaine.
AnagliptinThe therapeutic efficacy of Anagliptin can be decreased when used in combination with Articaine.
BalaglitazoneThe therapeutic efficacy of Balaglitazone can be decreased when used in combination with Articaine.
Bempedoic acidThe therapeutic efficacy of Bempedoic acid can be decreased when used in combination with Articaine.
Food Interactions
Not Available

References

Synthesis Reference

U.S. Patent 3,910,924.

General References
Not Available
External Links
KEGG Drug
D07468
PubChem Compound
32170
PubChem Substance
310264968
ChemSpider
29837
ChEBI
91834
ChEMBL
CHEMBL1093
Drugs.com
Drugs.com Drug Page
Wikipedia
Articaine
ATC Codes
N01BB58 — Articaine, combinationsN01BB08 — Articaine

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
0Not Yet RecruitingPreventionPulpitis - Irreversible1
3CompletedTreatmentIrreversible Pulpitis1
3CompletedTreatmentSpinal Anaesthesia1
4CompletedPreventionAnesthesia of Mucous Membrane1
4CompletedSupportive CarePain1
4CompletedTreatmentGastroscopy1
4CompletedTreatmentIrreversible Pulpitis1
4CompletedTreatmentIrreversible Pulpitis / Pain1
4Not Yet RecruitingTreatmentAnesthesia, Dental / Postoperative pain1
4TerminatedTreatmentAortic Valve Disorder / Atrial Septal Defect (ASD) / Diseases of Mitral Valve / Intracardiac Myxoma1
Not AvailableCompletedTreatmentPulpitis dental1
Not AvailableRecruitingPreventionArterial Hypotension1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
FormRouteStrength
Injection, solutionDental; Infiltration
InjectionSubmucosal
LiquidInfiltration
Injection, solutionSubcutaneous
Injection, solutionSubmucosal
SolutionInfiltration
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)172-173U.S. Patent 3,910,924.
Predicted Properties
PropertyValueSource
Water Solubility0.0366 mg/mLALOGPS
logP1.9ALOGPS
logP0.96ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)4.42ChemAxon
pKa (Strongest Basic)8.91ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area70.92 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity77.53 m3·mol-1ChemAxon
Polarizability30.8 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as thiophene carboxylic acids and derivatives. These are compounds containing a thiophene ring which bears a carboxylic acid group (or a salt/ester thereof).
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Thiophenes
Sub Class
Thiophene carboxylic acids and derivatives
Direct Parent
Thiophene carboxylic acids and derivatives
Alternative Parents
Methyl esters / Heteroaromatic compounds / Amino acids and derivatives / Propargyl-type 1,3-dipolar organic compounds / Monocarboxylic acids and derivatives / Dialkylamines / Carboximidic acids / Organopnictogen compounds / Organooxygen compounds / Organic oxides
show 1 more
Substituents
Thiophene carboxylic acid or derivatives / Methyl ester / Heteroaromatic compound / Amino acid or derivatives / Carboxylic acid ester / Carboximidic acid / Carboximidic acid derivative / Carboxylic acid derivative / Secondary aliphatic amine / Monocarboxylic acid or derivatives
show 12 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available

Drug created on June 20, 2014 11:45 / Updated on October 01, 2018 16:33