1-N,3-N-bis(2,3-dihydroxypropyl)-5-nitrobenzene-1,3-dicarboxamide

• ChemBase ID: 161985
• Molecular Formular: C14H19N3O8
• Molecular Mass: 357.31596
• Monoisotopic Mass: 357.11721458
• SMILES: c1c(cc(cc1C(=O)NCC(CO)O)C(=O)NCC(CO)O)[N+](=O)[O-]
• Canonical SMILES: OCC(CNC(=O)c1cc(cc(c1)[N+](=O)[O-])C(=O)NCC(CO)O)O
• InChI: InChI=1S/C14H19N3O8/c18-6-11(20)4-15-13(22)8-1-9(3-10(2-8)17(24)25)14(23)16-5-12(21)7-19/h1-3,11-12,18-21H,4-7H2,(H,15,22)(H,16,23)
• InChIKey: LJEBHEAPZMNBSI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-N,3-N-bis(2,3-dihydroxypropyl)-5-nitrobenzene-1,3-dicarboxamide
• IUPAC Traditional name: 1-N,3-N-bis(2,3-dihydroxypropyl)-5-nitrobenzene-1,3-dicarboxamide
• Synonyms: N1,N3-Bis(2,3-dihydroxypropyl)-5-nitro-1,3-benzenedicarboxamide; N,N'-Bis(2,3-dihydroxypropyl)-5-nitro-1,3-benzenedicarboxamide

Database IDs

• CAS Number: 76820-34-3
• PubChem SID: 162256120
• PubChem CID: 11783255

CALCULATED PROPERTIES

• Acid pKa: 12.912504
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -2.5790114
• LogD (pH = 7.4): -2.5790124
• Log P: -2.5790112
• Molar Refractivity: 85.8425 cm^3
• Polarizability: 31.732048 Å^3
• Polar Surface Area: 184.94 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - B426600

N,N'-Bis(2,3-dihydroxypropyl)-5-nitro-1,3-benzenedicarboxamide is used in the preparation of X-ray contrast agents.

REFERENCES

• Haavaldsen, J. et al.: Acta Pharmac. Sue., 20, 219 (1983)