N-(2,6-dimethylphenyl)-2-[ethyl(propyl)amino]butanamide

• ChemBase ID: 130362
• Molecular Formular: C17H28N2O
• Molecular Mass: 276.41702
• Monoisotopic Mass: 276.22016353
• SMILES: O=C(Nc1c(C)cccc1C)C(CC)N(CC)CCC
• Canonical SMILES: CCCN(C(C(=O)Nc1c(C)cccc1C)CC)CC
• InChI: InChI=1S/C17H28N2O/c1-6-12-19(8-3)15(7-2)17(20)18-16-13(4)10-9-11-14(16)5/h9-11,15H,6-8,12H2,1-5H3,(H,18,20)
• InChIKey: VTUSIVBDOCDNHS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(2,6-dimethylphenyl)-2-[ethyl(propyl)amino]butanamide
• IUPAC Traditional name: etidocaine
• Synonyms: Etidocaine

Database IDs

• CAS Number: 36637-18-0
• PubChem SID: 162224641
• PubChem CID: 37497
• CHEBI ID: 4904
• ATC CODE: N01BB07
• CHEMBL: 492
• Chemspider ID: 34400
• DrugBank ID: n/a
• IUPHAR ligand ID: 2621
• KEGG ID: D04095
• Unique Ingredient Identifier: I6CQM0F31V
• Wikipedia Title: Etidocaine
• Medline Plus: a603026

CALCULATED PROPERTIES

• Acid pKa: 13.624083
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.5118179
• LogD (pH = 7.4): 3.2457027
• Log P: 4.4567223
• Molar Refractivity: 87.4715 cm^3
• Polarizability: 33.17748 Å^3
• Polar Surface Area: 32.34 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Admin Routes: Parenteral
• Bioavailability: n/a
• Excretion: Renal
• Half Life: 2.5 hours
• Metabolism: Hepatic
• Legal Status: Rx-only (US)
• Pregnancy Category: B (US); B1 (Australia)