1-N,3-N-bis(1,3-dihydroxypropan-2-yl)-5-[(2S)-2-hydroxypropanamido]-2,4,6-triiodobenzene-1,3-dicarboxamide

• ChemBase ID: 171719
• Molecular Formular: C17H22I3N3O8
• Molecular Mass: 777.08529
• Monoisotopic Mass: 776.85410868
• SMILES: c1(c(c(c(c(c1I)C(=O)NC(CO)CO)I)NC(=O)[C@H](C)O)I)C(=O)NC(CO)CO
• Canonical SMILES: OCC(NC(=O)c1c(I)c(C(=O)NC(CO)CO)c(c(c1I)NC(=O)[C@@H](O)C)I)CO
• InChI: InChI=1S/C17H22I3N3O8/c1-6(28)15(29)23-14-12(19)9(16(30)21-7(2-24)3-25)11(18)10(13(14)20)17(31)22-8(4-26)5-27/h6-8,24-28H,2-5H2,1H3,(H,21,30)(H,22,31)(H,23,29)/t6-/m0/s1
• InChIKey: XQZXYNRDCRIARQ-LURJTMIESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-N,3-N-bis(1,3-dihydroxypropan-2-yl)-5-[(2S)-2-hydroxypropanamido]-2,4,6-triiodobenzene-1,3-dicarboxamide
• IUPAC Traditional name: iopamidol
• Synonyms: N,N’-Bis[2-hydroxy-1-(hydroxymethyl)ethyl]-5-[[(2S)-2-hydroxy-1-oxopropyl]amino]-2,4,6-triiodo-1,3-benzenedicarboxamide; Iomapidol; B-15000; SQ-13396; Iopamiro; Iopamiron; Isovue; Jopamiro; Niopam; Solutrast; Iopamidol

Database IDs

• CAS Number: 60166-93-0
• PubChem SID: 164227629
• PubChem CID: 65492

CALCULATED PROPERTIES

• Acid pKa: 11.004147
• H Acceptors: 8
• H Donor: 8
• LogD (pH = 5.5): -0.7429367
• LogD (pH = 7.4): -0.74303705
• Log P: -0.74293536
• Molar Refractivity: 139.6644 cm^3
• Polarizability: 53.534298 Å^3
• Polar Surface Area: 188.45 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White Solid
• Melting Point: >320°C (dec)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - I735600

Nonionic radiocontrast medium. Diagnostic aid (radiopaque medium).

REFERENCES

• Drayer, B., et al.: Am. J. Neuroradiol., 3, 59 (1982)
• Molyneux, A.J., et al.: Br. J. Radiol., 55, 117 (1982)
• Sovak, M., et al.: Radiology, 142, 115 (1982)
• Felder, E., et al.: Anal. Profiles Drug Subs., 17, 115 (1982)