1-N,3-N-bis(2,3-dihydroxypropyl)-5-[3-hydroxy-2-(hydroxymethyl)propanamido]-2,4,6-triiodo-1-N,3-N-dimethylbenzene-1,3-dicarboxamide

• ChemBase ID: 171657
• Molecular Formular: C20H28I3N3O9
• Molecular Mass: 835.16443
• Monoisotopic Mass: 834.89597349
• SMILES: c1(c(c(c(c(c1I)C(=O)N(CC(CO)O)C)I)NC(=O)C(CO)CO)I)C(=O)N(CC(CO)O)C
• Canonical SMILES: OCC(C(=O)Nc1c(I)c(C(=O)N(CC(CO)O)C)c(c(c1I)C(=O)N(CC(CO)O)C)I)CO
• InChI: InChI=1S/C20H28I3N3O9/c1-25(3-10(31)7-29)19(34)12-14(21)13(20(35)26(2)4-11(32)8-30)16(23)17(15(12)22)24-18(33)9(5-27)6-28/h9-11,27-32H,3-8H2,1-2H3,(H,24,33)
• InChIKey: YLPBXIKWXNRACS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-N,3-N-bis(2,3-dihydroxypropyl)-5-[3-hydroxy-2-(hydroxymethyl)propanamido]-2,4,6-triiodo-1-N,3-N-dimethylbenzene-1,3-dicarboxamide
• IUPAC Traditional name: iobitridol
• Synonyms: N1,N3-Bis(2,3-dihydroxypropyl)-5-[[3-hydroxy-2-(hydroxymethyl)-1-oxopropyl]amino]-2,4,6-triiodo-N1,N3-dimethyl-1,3-benzenedicarboxamide; Optiject; Xenetix; Iobitridol

Database IDs

• CAS Number: 136949-58-1
• PubChem SID: 164227567
• PubChem CID: 65985

CALCULATED PROPERTIES

• Acid pKa: 11.635013
• H Acceptors: 9
• H Donor: 7
• LogD (pH = 5.5): -1.3651199
• LogD (pH = 7.4): -1.3651437
• Log P: -1.3651196
• Molar Refractivity: 156.0125 cm^3
• Polarizability: 59.59125 Å^3
• Polar Surface Area: 191.1 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 196-199°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - I666700

Diagnostic aid (radiopaque medium).

REFERENCES

• Bourrinet, P., et al.: Invest. Radiol., 29, 1057 (1994)
• Donadieu, A.-M., et al.: Acta Radiol., 37, 400 (1994)