4-[4-(2-aminoethyl)-2-iodophenoxy]phenol hydrochloride

• ChemBase ID: 171700
• Molecular Formular: C14H15ClINO2
• Molecular Mass: 391.63187
• Monoisotopic Mass: 390.98360441
• SMILES: c1c(ccc(c1)Oc1c(cc(cc1)CCN)I)O.Cl
• Canonical SMILES: NCCc1ccc(c(c1)I)Oc1ccc(cc1)O.Cl
• InChI: InChI=1S/C14H14INO2.ClH/c15-13-9-10(7-8-16)1-6-14(13)18-12-4-2-11(17)3-5-12;/h1-6,9,17H,7-8,16H2;1H
• InChIKey: RVKVVMXTPQCCIX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[4-(2-aminoethyl)-2-iodophenoxy]phenol hydrochloride
• IUPAC Traditional name: 3-iodothyronamine hydrochloride
• Synonyms: 4-[4-(2-Aminoethyl)-2-iodophenoxy]phenol Hydrochloride; 3-Iodothyronamine Hydrochloride

Database IDs

• CAS Number: 788824-64-6
• PubChem SID: 164227610
• PubChem CID: 46781974

CALCULATED PROPERTIES

• Acid pKa: 9.432176
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.50669235
• LogD (pH = 7.4): 1.254463
• Log P: 2.8774073
• Molar Refractivity: 80.8706 cm^3
• Polarizability: 31.441578 Å^3
• Polar Surface Area: 55.48 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 209-211°C

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - I720500

3-Iodothyronamine is a novel metabolite of thyroid hormone (TH). 3-Iodothyronamine (T1AM) is an endogenous and rapid-acting derivative of thyroid hormone.

REFERENCES

• Davis, P., et al.: Thyroid, 6, 497 (1996)
• Falkenstein, E., et al.: Pharmacol. Rev., 52, 513 (1996)
• Yen, P., et al.: Physiol. Rev., 81, 1097 (1996)
• Pinna, G., et al.: Endocrinology, 143, 1789 (1996)