2-(diethylamino)-N-(2,6-dimethyl-3-nitrophenyl)acetamide

• ChemBase ID: 175251
• Molecular Formular: C14H21N3O3
• Molecular Mass: 279.33484
• Monoisotopic Mass: 279.15829155
• SMILES: c1cc(c(c(c1C)NC(=O)CN(CC)CC)C)[N+](=O)[O-]
• Canonical SMILES: CCN(CC(=O)Nc1c(C)ccc(c1C)[N+](=O)[O-])CC
• InChI: InChI=1S/C14H21N3O3/c1-5-16(6-2)9-13(18)15-14-10(3)7-8-12(11(14)4)17(19)20/h7-8H,5-6,9H2,1-4H3,(H,15,18)
• InChIKey: BLYIETDHPXAQHR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(diethylamino)-N-(2,6-dimethyl-3-nitrophenyl)acetamide
• IUPAC Traditional name: 2-(diethylamino)-N-(2,6-dimethyl-3-nitrophenyl)acetamide
• Synonyms: 2-(Diethylamino)-N-(2,6-dimethyl-3-nitrophenyl)acetamide; 2-Diethylamino-3'-nitro-2',6'-acetoxylidide; α-Diethylamino-3-nitro-2,6-dimethylacetanilide; 3-Nitro Lidocaine

Database IDs

• CAS Number: 39942-49-9
• PubChem SID: 164231161
• PubChem CID: 58781577

CALCULATED PROPERTIES

• Acid pKa: 13.172107
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.60133255
• LogD (pH = 7.4): 2.3067176
• Log P: 2.7828975
• Molar Refractivity: 81.2543 cm^3
• Polarizability: 29.504196 Å^3
• Polar Surface Area: 78.16 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Yellow Solid
• Melting Point: 49-55°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - N496420

Intermediate in the preparation of hydroxylated Lidocaine metabolites.

REFERENCES

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