N-(3-amino-2,6-dimethylphenyl)-2-(diethylamino)acetamide

• ChemBase ID: 160218
• Molecular Formular: C14H23N3O
• Molecular Mass: 249.35192
• Monoisotopic Mass: 249.18411237
• SMILES: c1cc(c(c(c1C)NC(=O)CN(CC)CC)C)N
• Canonical SMILES: CCN(CC(=O)Nc1c(C)ccc(c1C)N)CC
• InChI: InChI=1S/C14H23N3O/c1-5-17(6-2)9-13(18)16-14-10(3)7-8-12(15)11(14)4/h7-8H,5-6,9,15H2,1-4H3,(H,16,18)
• InChIKey: QGGRMQFOEGNXNU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(3-amino-2,6-dimethylphenyl)-2-(diethylamino)acetamide
• IUPAC Traditional name: N-(3-amino-2,6-dimethylphenyl)-2-(diethylamino)acetamide
• Synonyms: N-(3-Amino-2,6-dimethylphenyl)-2-(diethylamino)acetamide; 2-Diethylamino-3'-amino-2',6'-acetoxylidide; NSC 34019; 3-Amino Lidocaine

Database IDs

• CAS Number: 39942-50-2
• PubChem SID: 162254353
• PubChem CID: 234315

CALCULATED PROPERTIES

• Acid pKa: 13.6783
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.25249764
• LogD (pH = 7.4): 1.4968203
• Log P: 2.0139873
• Molar Refractivity: 78.63 cm^3
• Polarizability: 28.772228 Å^3
• Polar Surface Area: 58.36 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: Brown Solid

DETAILS

Toronto Research Chemicals - A611785

Intermediate in the preparation of hydroxylated Lidocaine metabolites.

REFERENCES

• Thomas, J., et al.: J. Med. Chem., 15, 1046 (1972)