1-N,3-N-bis(2,3-dihydroxypropyl)-5-acetamido-2,4,6-triiodo-1-N-methylbenzene-1,3-dicarboxamide

• ChemBase ID: 166355
• Molecular Formular: C17H22I3N3O7
• Molecular Mass: 761.08589
• Monoisotopic Mass: 760.85919406
• SMILES: c1(c(c(c(c(c1I)C(=O)N(CC(O)CO)C)I)C(=O)NCC(CO)O)I)NC(=O)C
• Canonical SMILES: OCC(CNC(=O)c1c(I)c(C(=O)N(CC(CO)O)C)c(c(c1I)NC(=O)C)I)O
• InChI: InChI=1S/C17H22I3N3O7/c1-7(26)22-15-13(19)10(16(29)21-3-8(27)5-24)12(18)11(14(15)20)17(30)23(2)4-9(28)6-25/h8-9,24-25,27-28H,3-6H2,1-2H3,(H,21,29)(H,22,26)
• InChIKey: USZSPRUWTHXRRB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-N,3-N-bis(2,3-dihydroxypropyl)-5-acetamido-2,4,6-triiodo-1-N-methylbenzene-1,3-dicarboxamide
• IUPAC Traditional name: 1-N,3-N-bis(2,3-dihydroxypropyl)-5-acetamido-2,4,6-triiodo-1-N-methylbenzene-1,3-dicarboxamide
• Synonyms: 5-(Acetylamino)-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-N1-methyl-1,3-benzene-dicarboxamide; Desmethoxy Iopromide

Database IDs

• CAS Number: 76350-28-2
• PubChem SID: 162260488
• PubChem CID: 46781145

CALCULATED PROPERTIES

• Acid pKa: 11.693397
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -0.27077588
• LogD (pH = 7.4): -0.27079588
• Log P: -0.2707755
• Molar Refractivity: 138.365 cm^3
• Polarizability: 52.791985 Å^3
• Polar Surface Area: 159.43 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White Solid
• Melting Point: 246-248°C

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - D290475

A degradative product of Iopromide

REFERENCES

• Hirsch, R Fresenius J. Anal. Chem., 366, 835 (2000)
• Joss, A., et al.: Water Res., 40, 1686 (2000)