4-hydroxy-3,5-diiodobenzamide

• ChemBase ID: 167903
• Molecular Formular: C7H5I2NO2
• Molecular Mass: 388.92904
• Monoisotopic Mass: 388.84097441
• SMILES: c1(c(c(cc(c1)C(=O)N)I)O)I
• Canonical SMILES: NC(=O)c1cc(I)c(c(c1)I)O
• InChI: InChI=1S/C7H5I2NO2/c8-4-1-3(7(10)12)2-5(9)6(4)11/h1-2,11H,(H2,10,12)
• InChIKey: CTSGRORCMHYJRP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-hydroxy-3,5-diiodobenzamide
• IUPAC Traditional name: 4-hydroxy-3,5-diiodobenzamide
• Synonyms: 4-Hydroxy-3,5-diiodobenzamide; 3,5-Diiodo-4-hydroxybenzamide

Database IDs

• CAS Number: 2315-78-8
• PubChem SID: 162262036
• PubChem CID: 633676

CALCULATED PROPERTIES

• Acid pKa: 6.297991
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.3146138
• LogD (pH = 7.4): 1.2863662
• Log P: 2.3782098
• Molar Refractivity: 63.8423 cm^3
• Polarizability: 24.693691 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D455115

3,5-Diiodo-4-hydroxybenzamide is a degradation product of the herbicide Ioxynil. Also, 3,5-Diiodo-4-hydroxybenzamide is an impurity of Thyroxine (T425600).

REFERENCES

• Hsu, J. et al.: Soil Biol. Ciochem., 11, 19 (1979)
• Nielsen, M. et al.: Pest Man. Sci., 63, 141 (1979)
• Gabriel, J. et al.: J. Chrom B Biomed. Appl., 681, 191 (1979)