(3Z)-4-{4-[2-(dimethylamino)ethoxy]phenyl}-3,4-diphenylbut-3-en-1-ol

• ChemBase ID: 171331
• Molecular Formular: C26H29NO2
• Molecular Mass: 387.51396
• Monoisotopic Mass: 387.21982917
• SMILES: c1cc(ccc1)/C(=C(\CCO)/c1ccccc1)/c1ccc(cc1)OCCN(C)C
• Canonical SMILES: OCC/C(=C(\c1ccccc1)/c1ccc(cc1)OCCN(C)C)/c1ccccc1
• InChI: InChI=1S/C26H29NO2/c1-27(2)18-20-29-24-15-13-23(14-16-24)26(22-11-7-4-8-12-22)25(17-19-28)21-9-5-3-6-10-21/h3-16,28H,17-20H2,1-2H3/b26-25-
• InChIKey: XIWBHBPMBIXYBK-QPLCGJKRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3Z)-4-{4-[2-(dimethylamino)ethoxy]phenyl}-3,4-diphenylbut-3-en-1-ol
• IUPAC Traditional name: (3Z)-4-{4-[2-(dimethylamino)ethoxy]phenyl}-3,4-diphenylbut-3-en-1-ol
• Synonyms: (γZ)-γ-[[4-[2-(Dimethylamino)ethoxy]phenyl]phenylmethylene]benzenepropanol; (Z)-γ-[[4-[2-(Dimethylamino)ethoxy]phenyl]phenylmethylene]benzenepropanol; Tamoxifen Alcohol; β-Hydroxy Tamoxifen

Database IDs

• CAS Number: 97151-03-6
• PubChem SID: 164227241
• PubChem CID: 6152516

CALCULATED PROPERTIES

• Acid pKa: 15.917606
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.8484993
• LogD (pH = 7.4): 3.5350626
• Log P: 4.914543
• Molar Refractivity: 130.3595 cm^3
• Polarizability: 47.054264 Å^3
• Polar Surface Area: 32.7 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichlormethane; Ethyl Acetate; Methanol
• Apperance: White Solid
• Melting Point: 105-107°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H954715

A hydroxylated analogue of Tamoxifen (T006000) with anti-estrogenic properties. A Tamoxifen derivatives for imaging and treatment of estrogen receptor-positive tumors.

REFERENCES

• Ruenitz, P.C. et al.: J. Med. Chem., 25, 1056 (1982)
• Jalonen, H.G., et al.: J. Pharma. Sci., 77, 810 (1982)
• Yang, D.J., et al.: Pharma. Res., 8, 174 (1982)