2-ethyl-2-phenylpropanediamide

• ChemBase ID: 128927
• Molecular Formular: C11H14N2O2
• Molecular Mass: 206.24106
• Monoisotopic Mass: 206.1055277
• SMILES: CCC(c1ccccc1)(C(=O)N)C(=O)N
• Canonical SMILES: CCC(c1ccccc1)(C(=O)N)C(=O)N
• InChI: InChI=1S/C11H14N2O2/c1-2-11(9(12)14,10(13)15)8-6-4-3-5-7-8/h3-7H,2H2,1H3,(H2,12,14)(H2,13,15)
• InChIKey: JFZHPFOXAAIUMB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-ethyl-2-phenylpropanediamide
• IUPAC Traditional name: phenylethylmalonamide
• Synonyms: 2-Ethyl-2-phenyl-propanediamide; 2-Ethyl-2-phenylmalondiamide; Phenylethylmalonamide; PEMA; 2-Ethyl-2-phenylmalonamide; Phenylethylmalonamide

Database IDs

• CAS Number: 7206-76-0
• PubChem SID: 162223229
• PubChem CID: 23611
• Wikipedia Title: Phenylethylmalonamide

CALCULATED PROPERTIES

• Acid pKa: 15.733417
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.73237073
• LogD (pH = 7.4): 0.73237073
• Log P: 0.73237073
• Molar Refractivity: 56.4037 cm^3
• Polarizability: 21.953182 Å^3
• Polar Surface Area: 86.18 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 109-113°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - E925455

A metabolite of Primidone.

REFERENCES

• Holler, M., et al.: Biochem. Pharmacol., 33, 1753 (1984)
• Lafont, O., et al.: Eur. J. Med. Chem., 25, 61 (1984)
• Fisher, J., et al.: Pharmacol. Res., 26, 207 (1984)
• Florence, A., et al.: Pharmacol. Res., 14, 259 (1984)
• El-Masri, H., et al.: Drug Metab.