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

• ChemBase ID: 171330
• Molecular Formular: C26H29NO2
• Molecular Mass: 387.51396
• Monoisotopic Mass: 387.21982917
• SMILES: c1cccc(c1)/C(=C(/C(C)O)\c1ccccc1)/c1cccc(c1)OCCN(C)C
• Canonical SMILES: CN(CCOc1cccc(c1)/C(=C(/c1ccccc1)\C(O)C)/c1ccccc1)C
• InChI: InChI=1S/C26H29NO2/c1-20(28)25(21-11-6-4-7-12-21)26(22-13-8-5-9-14-22)23-15-10-16-24(19-23)29-18-17-27(2)3/h4-16,19-20,28H,17-18H2,1-3H3/b26-25+
• InChIKey: QAGVXWXILXYJOW-OCEACIFDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3Z)-4-{3-[2-(dimethylamino)ethoxy]phenyl}-3,4-diphenylbut-3-en-2-ol
• IUPAC Traditional name: (3Z)-4-{3-[2-(dimethylamino)ethoxy]phenyl}-3,4-diphenylbut-3-en-2-ol
• Synonyms: (βZ)-β-[[4-[2-(Dimethylamino)ethoxy]phenyl]phenylmethylene]-α-methyl-benzeneethanol; (Z)-α-Hydroxy Tamoxifen

Database IDs

• CAS Number: 97170-41-7
• PubChem SID: 164227240
• PubChem CID: 71749353

CALCULATED PROPERTIES

• Acid pKa: 14.803396
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.978082
• LogD (pH = 7.4): 3.6654825
• Log P: 5.042457
• Molar Refractivity: 130.0233 cm^3
• Polarizability: 47.052788 Å^3
• Polar Surface Area: 32.7 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate; Methanol
• Apperance: Brown Solid
• Melting Point: 83-84°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H954710

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

REFERENCES

• Ruenitz, P.C. et al.: J. Med. Chem., 25, 1056-1060 (1982)