N,N'-bis(2-methylphenyl)ethanediamide

• ChemBase ID: 175954
• Molecular Formular: C16H16N2O2
• Molecular Mass: 268.31044
• Monoisotopic Mass: 268.12117776
• SMILES: c1cc(c(cc1)NC(=O)C(=O)Nc1ccccc1C)C
• Canonical SMILES: O=C(C(=O)Nc1ccccc1C)Nc1ccccc1C
• InChI: InChI=1S/C16H16N2O2/c1-11-7-3-5-9-13(11)17-15(19)16(20)18-14-10-6-4-8-12(14)2/h3-10H,1-2H3,(H,17,19)(H,18,20)
• InChIKey: CURRJRVNHCZZST-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N,N'-bis(2-methylphenyl)ethanediamide
• IUPAC Traditional name: N,N'-bis(2-methylphenyl)ethanediamide
• Synonyms: N1,N2-Bis(2-methylphenyl)ethanediamide; N,N’-Bis(2-methylphenyl)ethanediamide; o-Oxalotoluidide; N,N’-Bis(o-tolyl)oxamide; NSC 11023; o-Oxalotoluidide

Database IDs

• CAS Number: 3299-62-5
• PubChem SID: 164231864
• PubChem CID: 223396

CALCULATED PROPERTIES

• Acid pKa: 10.953635
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 3.6316936
• LogD (pH = 7.4): 3.6315796
• Log P: 3.631695
• Molar Refractivity: 81.0756 cm^3
• Polarizability: 29.526026 Å^3
• Polar Surface Area: 58.2 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - O845040

A N,N’-diarylalkanediamide having antimycobacterial and antialgal activity. A new group of potential tuberculostatics.

REFERENCES

• Inskeep, W., et al.: Plant Physiol., 77, 483 (1985)
• Waisser, K., et al.: Pharmazie, 44, 162 (1985)
• Raynes, K., et al.: J. Med. Chem., 38, 204 (1985)