N-(4-hydroxy-2,6-dimethylphenyl)-1-(2H3)methylpiperidine-2-carboxamide

• ChemBase ID: 170216
• Molecular Formular: C15H22N2O2
• Molecular Mass: 262.34738
• Monoisotopic Mass: 262.16812795
• SMILES: C1CCN(C(C1)C(=O)Nc1c(cc(cc1C)O)C)C
• Canonical SMILES: CN1CCCCC1C(=O)Nc1c(C)cc(cc1C)O
• InChI: InChI=1S/C15H22N2O2/c1-10-8-12(18)9-11(2)14(10)16-15(19)13-6-4-5-7-17(13)3/h8-9,13,18H,4-7H2,1-3H3,(H,16,19)
• InChIKey: FBFWYQLEUFLRTK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 1323251-06-4
• PubChem SID: 164226126
• PubChem CID: 71748870

CALCULATED PROPERTIES

• Acid pKa: 9.68475
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.1932901
• LogD (pH = 7.4): 2.676196
• Log P: 2.8880546
• Molar Refractivity: 78.3006 cm^3
• Polarizability: 29.34496 Å^3
• Polar Surface Area: 52.57 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methaol
• Apperance: White Solid
• Melting Point: >226°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - H825362

A labelled metabolite of Mepivacaine (M225060).

REFERENCES

• Cribb, A., et al.: Drug Metabol. Dispos., 19, 900 ( 1991), Brander, C., et al.: J. Immunol., 155, 2670 (1995)
• Padovan, E., et al.: Eur. J. Immunol., 27, 1303 (1995)