1-[2-(dimethyl-oxo-$l^{5}-azanyl)ethoxy]-4-[(1Z)-1,2-diphenylbut-1-en-1-yl]benzene

• ChemBase ID: 178062
• Molecular Formular: C26H29NO2
• Molecular Mass: 387.51396
• Monoisotopic Mass: 387.21982917
• SMILES: c1c(ccc(c1)/C(=C(/CC)\c1ccccc1)/c1ccccc1)OCC[N+]([O-])(C)C
• Canonical SMILES: CC/C(=C(\c1ccccc1)/c1ccc(cc1)OCC[N+](C)(C)[O-])/c1ccccc1
• InChI: InChI=1S/C26H29NO2/c1-4-25(21-11-7-5-8-12-21)26(22-13-9-6-10-14-22)23-15-17-24(18-16-23)29-20-19-27(2,3)28/h5-18H,4,19-20H2,1-3H3/b26-25-
• InChIKey: YAASNACECBQAFW-QPLCGJKRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[2-(dimethyl-oxo-$l^{5}-azanyl)ethoxy]-4-[(1Z)-1,2-diphenylbut-1-en-1-yl]benzene
• IUPAC Traditional name: tamoxifen N-oxide
• Synonyms: (Z)-2-[4-(1,2-Diphenyl-1-butenyl)phenoxy]-N,N-dimethylethanamine N-Oxide; Tamoxifen N-Oxide

Database IDs

• CAS Number: 75504-34-6
• PubChem SID: 164233972
• PubChem CID: 3033895

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 5.226398
• LogD (pH = 7.4): 5.226841
• Log P: 5.2268467
• Molar Refractivity: 130.4757 cm^3
• Polarizability: 46.544033 Å^3
• Polar Surface Area: 36.11 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 136-141°C

Safety Information

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

DETAILS

Toronto Research Chemicals - T006095

A metabolite of Tamoxifen (T006000), a nonsteroidal estrogen antagonist of interest in the treatment of some forms of breast cancer. Tamoxifen is a Protein Kinase C inhibitor, and induces apoptosis in human malignant glioma cell lines.

REFERENCES

• Brandt, S., et al.: Anticancer Res., 23, 223 (2003)
• Coller, J., et al.: Br. J. Clin. Pharmacol., 57, 105 (2003)
• Parte, P., et al.: Drug Metab. Dispos., 33, 1446 (2003)