3-acetamido-2,4,6-triiodo-5-(N-methylacetamido)benzoic acid

• ChemBase ID: 174602
• Molecular Formular: C12H11I3N2O4
• Molecular Mass: 627.94015
• Monoisotopic Mass: 627.78530084
• SMILES: c1(c(c(c(c(c1N(C)C(=O)C)I)C(=O)O)I)NC(=O)C)I
• Canonical SMILES: CC(=O)Nc1c(I)c(N(C(=O)C)C)c(c(c1I)C(=O)O)I
• InChI: InChI=1S/C12H11I3N2O4/c1-4(18)16-10-7(13)6(12(20)21)8(14)11(9(10)15)17(3)5(2)19/h1-3H3,(H,16,18)(H,20,21)
• InChIKey: GGGDNPWHMNJRFN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-acetamido-2,4,6-triiodo-5-(N-methylacetamido)benzoic acid
• IUPAC Traditional name: metrizoic acid
• Synonyms: 3-(Acetylamino)-5-(acetylmethylamino)-2,4,6-triiodobenzoic Acid; 3-Acetamido-2,4,6-triiodo-5-(N-methylacetamido)benzoic Acid; 3,5-Diacetamido-N-methyl-2,4,6-triiodobenzoic Acid; Metrizoate; Metrizoic Acid

Database IDs

• CAS Number: 1949-45-7
• PubChem SID: 164230512
• PubChem CID: 2528

CALCULATED PROPERTIES

• Acid pKa: 2.1631553
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.3645847
• LogD (pH = 7.4): -0.7638918
• Log P: 2.757149
• Molar Refractivity: 106.2436 cm^3
• Polarizability: 40.736084 Å^3
• Polar Surface Area: 86.71 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - M338935

Diagnosis aid (radiopaque medium).

REFERENCES

• Pitre, F., et al.: Farmaco Ed. Sci., 17, 340 (1962)