2-[(2H5)ethyl(ethyl)amino]-N-(3-hydroxy-2,6-dimethylphenyl)acetamide

• ChemBase ID: 170705
• Molecular Formular: C14H22N2O2
• Molecular Mass: 250.33668
• Monoisotopic Mass: 250.16812795
• SMILES: c1cc(c(c(c1C)NC(=O)CN(CC)CC)C)O
• Canonical SMILES: CCN(CC(=O)Nc1c(C)ccc(c1C)O)CC
• InChI: InChI=1S/C14H22N2O2/c1-5-16(6-2)9-13(18)15-14-10(3)7-8-12(17)11(14)4/h7-8,17H,5-6,9H2,1-4H3,(H,15,18)
• InChIKey: PMGUCIDDSCRAMY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(^2H₅)ethyl(ethyl)amino]-N-(3-hydroxy-2,6-dimethylphenyl)acetamide
• IUPAC Traditional name: 2-[(^2H₅)ethyl(ethyl)amino]-N-(3-hydroxy-2,6-dimethylphenyl)acetamide
• Synonyms: 2-(Ethylamino-d5)-2-ethylamino-N-(3-hydroxy-2,6-dimethylphenyl)acetamide; m-Hydroxylidocaine-d5; 3-Hydroxy-ω-(diethylamino-d5)-2,6-dimethylacetanilide; 3-Hydroxy Lidocaine-d5

Database IDs

• PubChem SID: 164226615
• PubChem CID: 71749092

CALCULATED PROPERTIES

• Acid pKa: 10.039888
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.3249923
• LogD (pH = 7.4): 2.03879
• Log P: 2.5393481
• Molar Refractivity: 75.9105 cm^3
• Polarizability: 28.232973 Å^3
• Polar Surface Area: 52.57 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H943822

A labelled metabolite of Lidocaine (L397800).

REFERENCES

• Benowitz, N., et al.: Clin. Pharmacokinet., 3, 177 (1978)
• Bargetzi, M., et al.: Clin. Pharmacol. Ther., 46, 521 (1978)
• Newton, D., et al.: Drug Metab. Dispos., 23, 154 (1978)
• Venkatakrishnan, K., et al.: J. Clin. Pharmacol., 39, 567 (1978)
• Wang, J., e