1-(2H9)butyl-2-[(2,6-dimethylphenyl)carbamoyl]piperidin-1-ium-1-olate

• ChemBase ID: 163105
• Molecular Formular: C18H28N2O2
• Molecular Mass: 304.42712
• Monoisotopic Mass: 304.21507815
• SMILES: C1CC[N+](C(C1)C(=O)Nc1c(cccc1C)C)(CCCC)[O-]
• Canonical SMILES: CCCC[N+]1([O-])CCCCC1C(=O)Nc1c(C)cccc1C
• InChI: InChI=1S/C18H28N2O2/c1-4-5-12-20(22)13-7-6-11-16(20)18(21)19-17-14(2)9-8-10-15(17)3/h8-10,16H,4-7,11-13H2,1-3H3,(H,19,21)
• InChIKey: XZMRWWGDLLHXQD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(^2H₉)butyl-2-[(2,6-dimethylphenyl)carbamoyl]piperidin-1-ium-1-olate
• IUPAC Traditional name: 1-(^2H₉)butyl-2-[(2,6-dimethylphenyl)carbamoyl]piperidin-1-ium-1-olate
• Synonyms: 1-(Butyl-d9)-1-oxido-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide; Bupivacaine-d9 N-Oxide

Database IDs

• PubChem SID: 162257240
• PubChem CID: 71314304

CALCULATED PROPERTIES

• Acid pKa: 13.333116
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.3911436
• LogD (pH = 7.4): 3.3911433
• Log P: 3.3911438
• Molar Refractivity: 92.2382 cm^3
• Polarizability: 34.39697 Å^3
• Polar Surface Area: 55.98 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B689612

The labelled N-oxide of the local anesthetic Bupivacaine (B689546).