ethyl 2-amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]-2-methylpropanoate

• ChemBase ID: 168797
• Molecular Formular: C18H17I4NO4
• Molecular Mass: 818.94976
• Monoisotopic Mass: 818.73365003
• SMILES: c1(c(cc(cc1I)Oc1c(cc(cc1I)CC(C(=O)OCC)(N)C)I)I)O
• Canonical SMILES: CCOC(=O)C(Cc1cc(I)c(c(c1)I)Oc1cc(I)c(c(c1)I)O)(N)C
• InChI: InChI=1S/C18H17I4NO4/c1-3-26-17(25)18(2,23)8-9-4-13(21)16(14(22)5-9)27-10-6-11(19)15(24)12(20)7-10/h4-7,24H,3,8,23H2,1-2H3
• InChIKey: LWZCMKGGFONJPB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 2-amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]-2-methylpropanoate
• IUPAC Traditional name: ethyl 2-amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]-2-methylpropanoate
• Synonyms: O-(4-Hydroxy-3,5-diiodo-phenyl)-3,5-diiodo-α-methyl-DL-tyrosine Ethyl Ester; DL-α-Methyl-thyroxine Ethyl Ester; CG-635; Etiroxate

Database IDs

• CAS Number: 17365-01-4
• PubChem SID: 162262929
• PubChem CID: 65683

CALCULATED PROPERTIES

• Acid pKa: 7.6330695
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 5.2605877
• LogD (pH = 7.4): 6.462617
• Log P: 6.409386
• Molar Refractivity: 141.019 cm^3
• Polarizability: 55.984818 Å^3
• Polar Surface Area: 81.78 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Tan Solid
• Melting Point: 149-151°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - E932980

Derivative of thyroxine. Antilipemic.

REFERENCES

• Banz, H., et al.: Fortschr. Med., 97, 1942 (1979)