3-[(1E)-1-{4-[2-(dimethylamino)ethoxy]phenyl}-2-phenylbut-1-en-1-yl]phenol

• ChemBase ID: 171333
• Molecular Formular: C26H29NO2
• Molecular Mass: 387.51396
• Monoisotopic Mass: 387.21982917
• SMILES: c1(cc(ccc1)/C(=C(\CC)/c1ccccc1)/c1ccc(cc1)OCCN(C)C)O
• Canonical SMILES: CC/C(=C(\c1cccc(c1)O)/c1ccc(cc1)OCCN(C)C)/c1ccccc1
• InChI: InChI=1S/C26H29NO2/c1-4-25(20-9-6-5-7-10-20)26(22-11-8-12-23(28)19-22)21-13-15-24(16-14-21)29-18-17-27(2)3/h5-16,19,28H,4,17-18H2,1-3H3/b26-25+
• InChIKey: ZQZFYGIXNQKOAV-OCEACIFDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(1E)-1-{4-[2-(dimethylamino)ethoxy]phenyl}-2-phenylbut-1-en-1-yl]phenol
• IUPAC Traditional name: droloxifene
• Synonyms: 3-[(1E)-1-[4-[2-(Dimethylamino)ethoxy]phenyl]-2-phenyl-1-buten-1-yl]-phenol; Droloxifene; E-Droloxifene; K-060; K060E; K 21.060E; (E)-3-Hydroxy Tamoxifen

Database IDs

• CAS Number: 82413-20-5
• PubChem SID: 164227243
• PubChem CID: 3033767

CALCULATED PROPERTIES

• Acid pKa: 9.427818
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.9844642
• LogD (pH = 7.4): 4.667595
• Log P: 5.685188
• Molar Refractivity: 130.4117 cm^3
• Polarizability: 47.037903 Å^3
• Polar Surface Area: 32.7 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White to Pale-Beige Solid
• Melting Point: 127-129°C

Safety Information

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

DETAILS

Toronto Research Chemicals - H954720

A Tamoxifen (T006000) derivative with antitumor effect on estrogen-dependent breast cancer cells.

REFERENCES

• Ruenitz, P.C., et al.: J. Med. Chem., 25, 1056 (1982)
• Shiina, I., et al.: Bioorg. Med. Chem., 15, 7599 (1982)
• Jones, D., et al.: Drug Metab. Disposition, 35, 1466 (1982)
• Hartman, I., et al.: Pharm. Res., 26, 2247 (2009)