4-[(1Z)-4-chloro-1-{4-[2-(dimethylamino)ethoxy]phenyl}-2-phenylbut-1-en-1-yl]phenol

• ChemBase ID: 171324
• Molecular Formular: C26H28ClNO2
• Molecular Mass: 421.95902
• Monoisotopic Mass: 421.18085682
• SMILES: c1cc(ccc1OCCN(C)C)/C(=C(/CCCl)\c1ccccc1)/c1ccc(cc1)O
• Canonical SMILES: ClCC/C(=C(\c1ccc(cc1)O)/c1ccc(cc1)OCCN(C)C)/c1ccccc1
• InChI: InChI=1S/C26H28ClNO2/c1-28(2)18-19-30-24-14-10-22(11-15-24)26(21-8-12-23(29)13-9-21)25(16-17-27)20-6-4-3-5-7-20/h3-15,29H,16-19H2,1-2H3/b26-25-
• InChIKey: OIUCUUXSMIJSEB-QPLCGJKRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(1Z)-4-chloro-1-{4-[2-(dimethylamino)ethoxy]phenyl}-2-phenylbut-1-en-1-yl]phenol
• IUPAC Traditional name: 4-[(1Z)-4-chloro-1-{4-[2-(dimethylamino)ethoxy]phenyl}-2-phenylbut-1-en-1-yl]phenol
• Synonyms: 4-[(1Z)-4-Chloro-1-[4-[2-(dimethylamino)ethoxy]phenyl]-2-phenyl-1-buten-1-yl]phenol; (Z)-4-Hydroxytoremifene; 4-Hydroxy Toremifene

Database IDs

• CAS Number: 110503-62-3
• PubChem SID: 164227234
• PubChem CID: 3035198

CALCULATED PROPERTIES

• Acid pKa: 9.450575
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.9019802
• LogD (pH = 7.4): 4.5852213
• Log P: 5.6116624
• Molar Refractivity: 135.3914 cm^3
• Polarizability: 48.793976 Å^3
• Polar Surface Area: 32.7 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Acetone; Methanol
• Apperance: White Solid
• Melting Point: 163-165°C

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer

DETAILS

Toronto Research Chemicals - H954500

A metabolite of Toremifene (T547500).Appears unstable in chloroform.

REFERENCES

• Henderson, B., et al.: Cancer Res., 48, 246 (1988)
• Bolton, J., et al.: Drug Metab. Dispos., 19, 467 (1988)
• Fan, P., et al.: Chem. Res. Toxicol., 13, 45 (1988)