3-[4-(2-bromoethoxy)-3,5-diiodobenzoyl]-2-butyl-1-benzofuran

• ChemBase ID: 163228
• Molecular Formular: C21H19BrI2O3
• Molecular Mass: 653.0867
• Monoisotopic Mass: 651.86070247
• SMILES: c1ccc2c(c1)oc(c2C(=O)c1cc(c(c(c1)I)OCCBr)I)CCCC
• Canonical SMILES: CCCCc1oc2c(c1C(=O)c1cc(I)c(c(c1)I)OCCBr)cccc2
• InChI: InChI=1S/C21H19BrI2O3/c1-2-3-7-18-19(14-6-4-5-8-17(14)27-18)20(25)13-11-15(23)21(16(24)12-13)26-10-9-22/h4-6,8,11-12H,2-3,7,9-10H2,1H3
• InChIKey: BZONOCYTJWTZBO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[4-(2-bromoethoxy)-3,5-diiodobenzoyl]-2-butyl-1-benzofuran
• IUPAC Traditional name: 3-[4-(2-bromoethoxy)-3,5-diiodobenzoyl]-2-butyl-1-benzofuran
• Synonyms: [4-(2-Bromoethoxy)-3,5-diiodophenyl](2-butyl-3-benzofuranyl)methanone; 2-n-Butyl-4-[(2-bromoethoxy)-3,5-diiodobenzoyl]benzofuran

Database IDs

• CAS Number: 96027-84-8
• PubChem SID: 162257363
• PubChem CID: 13455775

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 7.753146
• LogD (pH = 7.4): 7.753146
• Log P: 7.753146
• Molar Refractivity: 129.8653 cm^3
• Polarizability: 51.090595 Å^3
• Polar Surface Area: 39.44 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: Light Yellow Solid

DETAILS

Toronto Research Chemicals - B690450

A potential amiodarone metabolite that have significant structural similarity to thyroid hormone and its metabolites the iodothyronamines.

REFERENCES

• Hartong, R., et al.: Horm. Metab. Res., 22, 85 (1990)
• Wiersinga, W., et al.: Eur. J. Endocrinol., 137, 15 (1990)
• Basaria, S., et al.: Am. J. Med., 118, 706 (1990)
• Hart, M., et al.: J. Med. Chem., 49, 1101 (1990)