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

• ChemBase ID: 171332
• Molecular Formular: C26H29NO2
• Molecular Mass: 387.51396
• Monoisotopic Mass: 387.21982917
• SMILES: c1cccc(c1)/C(=C(/CCO)\c1ccccc1)/c1cccc(c1)OCCN(C)C
• Canonical SMILES: OCC/C(=C(/c1ccccc1)\c1cccc(c1)OCCN(C)C)/c1ccccc1
• InChI: InChI=1S/C26H29NO2/c1-27(2)17-19-29-24-15-9-14-23(20-24)26(22-12-7-4-8-13-22)25(16-18-28)21-10-5-3-6-11-21/h3-15,20,28H,16-19H2,1-2H3/b26-25+
• InChIKey: AHOZEWCCWHNZBI-OCEACIFDSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 97151-04-7
• PubChem SID: 164227242
• PubChem CID: 71749354

CALCULATED PROPERTIES

• Acid pKa: 15.917606
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.8499283
• LogD (pH = 7.4): 3.5372088
• Log P: 4.914543
• Molar Refractivity: 130.3595 cm^3
• Polarizability: 47.05497 Å^3
• Polar Surface Area: 32.7 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White Solid
• Melting Point: 112-114°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H954717

A hydroxylated analogue of Tamoxifen (T006000) with anti-estrogenic properties.

REFERENCES

• Ruenitz, P.C. et al.: J. Med. Chem., 25, 1056 (1982)