1-(2H9)butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide hydrochloride

• ChemBase ID: 163092
• Molecular Formular: C18H29ClN2O
• Molecular Mass: 324.88866
• Monoisotopic Mass: 324.19684124
• SMILES: c1(c(c(ccc1)C)NC(=O)C1N(CCCC1)CCCC)C.Cl
• Canonical SMILES: CCCCN1CCCCC1C(=O)Nc1c(C)cccc1C.Cl
• InChI: InChI=1S/C18H28N2O.ClH/c1-4-5-12-20-13-7-6-11-16(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);1H
• InChIKey: SIEYLFHKZGLBNX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(^2H₉)butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide hydrochloride
• IUPAC Traditional name: 1-(^2H₉)butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide hydrochloride
• Synonyms: 1-(Butyl-d9)-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide Hydrochloride; dl-1-n-(Butyl-d9)piperidine-2-carboxylic Acid 2,6-Dimethylanilide Hydrochloride; AH-2250-d9; LAC-43-d9; Carbostesin-d9; Marcaine-d9; Sensorcaine-d9; Bupivacaine-d9 Hydrochloride

Database IDs

• CAS Number: 1286973-34-9
• PubChem SID: 162257227
• PubChem CID: 71314293

CALCULATED PROPERTIES

• Acid pKa: 13.623539
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.0522962
• LogD (pH = 7.4): 3.8159845
• Log P: 4.5155187
• Molar Refractivity: 90.1933 cm^3
• Polarizability: 34.286346 Å^3
• Polar Surface Area: 32.34 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 258-260°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - B689562

Labelled Bupivacaine (B689560). Sodium channel blocker, local anesthetic.

REFERENCES

• Wilson, T.D., et al.: Anal. Profiles Drug Subs., 19, 59 (1990)
• McClellan, K.J., et al.: Drugs, 56, 355 (1990)