methyl 4-methyl-3-[2-(propylamino)propanamido]thiophene-2-carboxylate

• ChemBase ID: 125949
• Molecular Formular: C13H20N2O3S
• Molecular Mass: 284.3745
• Monoisotopic Mass: 284.11946351
• SMILES: O=C(Nc1c(scc1C)C(=O)OC)C(NCCC)C
• Canonical SMILES: CCCNC(C(=O)Nc1c(C)csc1C(=O)OC)C
• 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)
• InChIKey: QTGIAADRBBLJGA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 4-methyl-3-[2-(propylamino)propanamido]thiophene-2-carboxylate
• IUPAC Traditional name: articaine
• Synonyms: Carticaine; Articaine

Database IDs

• CAS Number: 23964-57-0
• PubChem SID: 162220292
• PubChem CID: 32170
• ATC CODE: N01BB08
• CHEMBL: 1093
• Chemspider ID: 29837
• KEGG ID: D07468
• Unique Ingredient Identifier: D3SQ406G9X
• Wikipedia Title: Articaine

CALCULATED PROPERTIES

• Acid pKa: 11.217893
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.3348776
• LogD (pH = 7.4): 1.9435351
• Log P: 3.247281
• Molar Refractivity: 76.7782 cm^3
• Polarizability: 28.996845 Å^3
• Polar Surface Area: 67.43 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Admin Routes: Subcutaneous, submucosal, parenteral, epidural, intravenous
• Excretion: Liver and unspecific plasma estearases
• Half Life: 30 min
• Metabolism: Liver, plasma
• Legal Status: Rx-only (US)
• Pregnancy Category: C (US)