N-(3-hydroxy-2,6-dimethylphenyl)-1-(2H3)methylpiperidine-2-carboxamide

• ChemBase ID: 170215
• Molecular Formular: C15H22N2O2
• Molecular Mass: 262.34738
• Monoisotopic Mass: 262.16812795
• SMILES: C1CCN(C(C1)C(=O)Nc1c(ccc(c1C)O)C)C
• Canonical SMILES: CN1CCCCC1C(=O)Nc1c(C)ccc(c1C)O
• InChI: InChI=1S/C15H22N2O2/c1-10-7-8-13(18)11(2)14(10)16-15(19)12-6-4-5-9-17(12)3/h7-8,12,18H,4-6,9H2,1-3H3,(H,16,19)
• InChIKey: DVENKGUHBZKQPU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(3-hydroxy-2,6-dimethylphenyl)-1-(^2H₃)methylpiperidine-2-carboxamide
• IUPAC Traditional name: N-(3-hydroxy-2,6-dimethylphenyl)-1-(^2H₃)methylpiperidine-2-carboxamide
• Synonyms: N-(3-Hydroxy-2,6-dimethylphenyl)-1-(methyl-d3)-2-piperidinecarboxamide; 1-(Methyl-d3)-3'-hydroxy-2',6'-pipecoloxylidide; 1-(Methyl-d3)-4'-hydroxy-2',6'-pipecoloxylidide; 1-(Methyl-d3)pipecolo-3'-hydroxy-2',6'-xylidide; 3-Hydroxy Mepivacaine-d3

Database IDs

• CAS Number: 1346597-79-2
• PubChem SID: 164226125
• PubChem CID: 71748869

CALCULATED PROPERTIES

• Acid pKa: 10.037705
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.2309853
• LogD (pH = 7.4): 2.6920457
• Log P: 2.8880546
• Molar Refractivity: 78.3006 cm^3
• Polarizability: 29.345844 Å^3
• Polar Surface Area: 52.57 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 192-195°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H825357

A labelled metabolite of Mepivacaine (M225060).

REFERENCES

• Harkins, J.D. et al.: J. Vet. Pharmacol. Therap., 22, 107 (1999)