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

• ChemBase ID: 158888
• Molecular Formular: C16H20I3N3O7
• Molecular Mass: 747.05931
• Monoisotopic Mass: 746.843544
• SMILES: c1(c(c(c(c(c1I)C(=O)NCC(O)CO)I)C(=O)NCC(O)CO)I)NC(=O)C
• Canonical SMILES: OCC(CNC(=O)c1c(I)c(C(=O)NCC(CO)O)c(c(c1I)NC(=O)C)I)O
• InChI: InChI=1S/C16H20I3N3O7/c1-6(25)22-14-12(18)9(15(28)20-2-7(26)4-23)11(17)10(13(14)19)16(29)21-3-8(27)5-24/h7-8,23-24,26-27H,2-5H2,1H3,(H,20,28)(H,21,29)(H,22,25)
• InChIKey: BHCBLTRDEYPMFZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-N,3-N-bis(2,3-dihydroxypropyl)-5-acetamido-2,4,6-triiodobenzene-1,3-dicarboxamide; N1,N3-bis(2,3-dihydroxypropyl)-5-acetamido-2,4,6-triiodobenzene-1,3-dicarboxamide
• IUPAC Traditional name: 1-N,3-N-bis(2,3-dihydroxypropyl)-5-acetamido-2,4,6-triiodobenzene-1,3-dicarboxamide; N1,N3-bis(2,3-dihydroxypropyl)-5-acetamido-2,4,6-triiodobenzene-1,3-dicarboxamide
• Synonyms: 5-Acetamido-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide; 5-(Acetylamino)-N,N’-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxamide; 5-(Acetylamino)-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxamide; 5-(ACETAMIDO)-N,N'-BIS(2,3-DIHYDROXYPROPYL)-2,4,6-TRIIODO-1,3-BENZENEDICARBOXAMIDE

Database IDs

• CAS Number: 31127-80-7
• MDL Number: MFCD08063354
• PubChem SID: 162253023
• PubChem CID: 11115326

CALCULATED PROPERTIES

• Acid pKa: 11.538261
• H Acceptors: 7
• H Donor: 7
• LogD (pH = 5.5): -0.49445197
• LogD (pH = 7.4): -0.49448037
• Log P: -0.49445158
• Molar Refractivity: 133.4683 cm^3
• Polarizability: 51.02298 Å^3
• Polar Surface Area: 168.22 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol / Water (1:1)
• Apperance: White To Off-White Solid
• Melting Point: .300°C

Safety Information

• Storage Condition: Refrigerator

Product Information

• Purity: 95+%; 98%

DETAILS

Toronto Research Chemicals - A168180

An intermediate used in the synthesis of imaging agents such as Iohexol (I729500).

REFERENCES

• Priebe, H., et al.: J. Clin. Pharm. Ther., 24, 227 (1999)