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

• ChemBase ID: 166498
• Molecular Formular: C25H27NO2
• Molecular Mass: 373.48738
• Monoisotopic Mass: 373.20417911
• SMILES: c1c(ccc(c1)/C(=C(/CC)\c1ccccc1)/c1cccc(c1)O)OCCNC
• Canonical SMILES: CNCCOc1ccc(cc1)/C(=C(\c1ccccc1)/CC)/c1cccc(c1)O
• InChI: InChI=1S/C25H27NO2/c1-3-24(19-8-5-4-6-9-19)25(21-10-7-11-22(27)18-21)20-12-14-23(15-13-20)28-17-16-26-2/h4-15,18,26-27H,3,16-17H2,1-2H3/b25-24+
• InChIKey: QPHNKIXIKDPNDI-OCOZRVBESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(1E)-1-{4-[2-(methylamino)ethoxy]phenyl}-2-phenylbut-1-en-1-yl]phenol
• IUPAC Traditional name: 3-[(1E)-1-{4-[2-(methylamino)ethoxy]phenyl}-2-phenylbut-1-en-1-yl]phenol
• Synonyms: 3-[(1E)-1-[4-[2-(Methylamino)ethoxy]phenyl]-2-phenyl-1-buten-1-yl]-phenol; N-Desmethyldroloxifene; K 106; N-Desmethyl-3-Hydroxytamoxifen; N-Desmethyl Droloxifene (contains up to 5% Z isomer)

Database IDs

• CAS Number: 83647-33-0
• PubChem SID: 162260631
• PubChem CID: 3035880

CALCULATED PROPERTIES

• Acid pKa: 9.104602
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.4975197
• LogD (pH = 7.4): 3.617716
• Log P: 4.913691
• Molar Refractivity: 125.117 cm^3
• Polarizability: 45.191063 Å^3
• Polar Surface Area: 41.49 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Light Tan Solid
• Melting Point: 153-155°C

Safety Information

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

DETAILS

Toronto Research Chemicals - D292025

A metabolite of Droloxifene.

REFERENCES

• White, I., et al.: Carcinogenesis, 13, 2197 (1992)
• Poon, G., et al.: Drug Metab. Dispos., 21, 1119 (1992)
• Nickerson, D., et al.: Xenobiotica, 27, 257 (1992)