2-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]acetamide

• ChemBase ID: 178432
• Molecular Formular: C14H9I4NO3
• Molecular Mass: 746.84404
• Monoisotopic Mass: 746.67613515
• SMILES: c1(c(cc(cc1I)Oc1c(cc(cc1I)CC(=O)N)I)I)O
• Canonical SMILES: NC(=O)Cc1cc(I)c(c(c1)I)Oc1cc(I)c(c(c1)I)O
• InChI: InChI=1S/C14H9I4NO3/c15-8-4-7(5-9(16)13(8)21)22-14-10(17)1-6(2-11(14)18)3-12(19)20/h1-2,4-5,21H,3H2,(H2,19,20)
• InChIKey: MNMHUDWTDPTECO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]acetamide
• IUPAC Traditional name: 2-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]acetamide
• Synonyms: 4-(4-Hydroxy-3,5-diiodophenoxy)-3,5-diiodobenzeneacetamide; 3,5,3',5'-Tetraiodo Thyroacetamide

Database IDs

• CAS Number: 176258-88-1
• PubChem SID: 164234342
• PubChem CID: 71587580

CALCULATED PROPERTIES

• Acid pKa: 7.4311004
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 5.711529
• LogD (pH = 7.4): 5.4337554
• Log P: 5.7165513
• Molar Refractivity: 120.8595 cm^3
• Polarizability: 47.776573 Å^3
• Polar Surface Area: 72.55 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - T296120

3,5,3',5'-Tetraiodo Thyroacetamide is a thyroid hormone analogue, a Thyroxine (T425600) impurity.

REFERENCES

• Andre, M., et al.: J. Chromatogr., 741, 146 (1996)