3-acetamido-5-{[2-hydroxy(2H4)ethyl]carbamoyl}-2,4,6-triiodobenzoic acid

• ChemBase ID: 171729
• Molecular Formular: C12H11I3N2O5
• Molecular Mass: 643.93955
• Monoisotopic Mass: 643.78021546
• SMILES: c1(c(c(c(c(c1C(=O)NCCO)I)NC(=O)C)I)C(=O)O)I
• Canonical SMILES: OCCNC(=O)c1c(I)c(NC(=O)C)c(c(c1I)C(=O)O)I
• InChI: InChI=1S/C12H11I3N2O5/c1-4(19)17-10-8(14)5(11(20)16-2-3-18)7(13)6(9(10)15)12(21)22/h18H,2-3H2,1H3,(H,16,20)(H,17,19)(H,21,22)
• InChIKey: OLAOYPRJVHUHCF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-acetamido-5-{[2-hydroxy(^2H₄)ethyl]carbamoyl}-2,4,6-triiodobenzoic acid
• IUPAC Traditional name: 3-acetamido-5-{[2-hydroxy(^2H₄)ethyl]carbamoyl}-2,4,6-triiodobenzoic acid
• Synonyms: 3-(Acetylamino)-5-[[(2-hydroxyethyl-d4)amino]carbonyl]-2,4,6-triiodobenzoic Acid; 3-Acetamido-2,4,6-triiodo-(N-β-hydroxyethyl-d4)isophthalic Acid Monoamide; AG 58107-d4; Ioxitalamate-d4; Ioxitalamic Acid-d4

Database IDs

• PubChem SID: 164227639
• PubChem CID: 46781981

CALCULATED PROPERTIES

• Acid pKa: 2.1322918
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -1.1007146
• LogD (pH = 7.4): -1.4820322
• Log P: 2.0395868
• Molar Refractivity: 108.5321 cm^3
• Polarizability: 41.311314 Å^3
• Polar Surface Area: 115.73 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: White Solid
• Melting Point: >248°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - I738102

A substituted 2,4,6-triiodobenzoic acid, an excellent contrast media for ventriculography, radiculography, lumbar myelography and x-rays of the cardiovascular system.

REFERENCES

• Frocrain, L., et al.: Radiology, 170, 531 (1989)
• van Waes, P.F., et al.: Eur. J. Radiology, 9,179 (1989)