N,N'-bis(3-methylphenyl)ethanediamide

• ChemBase ID: 175953
• Molecular Formular: C16H16N2O2
• Molecular Mass: 268.31044
• Monoisotopic Mass: 268.12117776
• SMILES: c1c(cc(cc1)NC(=O)C(=O)Nc1cccc(c1)C)C
• Canonical SMILES: Cc1cccc(c1)NC(=O)C(=O)Nc1cccc(c1)C
• InChI: InChI=1S/C16H16N2O2/c1-11-5-3-7-13(9-11)17-15(19)16(20)18-14-8-4-6-12(2)10-14/h3-10H,1-2H3,(H,17,19)(H,18,20)
• InChIKey: SGPZWRDIDBJXET-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N,N'-bis(3-methylphenyl)ethanediamide
• IUPAC Traditional name: N,N'-bis(3-methylphenyl)ethanediamide
• Synonyms: N1,N2-Bis(3-methylphenyl)ethanediamide; N,N’-Bis(3-methylphenyl)ethanediamide; m-Oxalotoluidide

Database IDs

• CAS Number: 3551-75-5
• PubChem SID: 164231863
• PubChem CID: 3417540

CALCULATED PROPERTIES

• Acid pKa: 10.861033
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 3.6316931
• LogD (pH = 7.4): 3.6315522
• Log P: 3.631695
• Molar Refractivity: 81.0756 cm^3
• Polarizability: 29.524986 Å^3
• Polar Surface Area: 58.2 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - O845035

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)