4-[(1E)-1-{4-[2-(dimethylamino)ethoxy]phenyl}-2-phenylbut-1-en-1-yl]phenyl acetate

• ChemBase ID: 159052
• Molecular Formular: C28H31NO3
• Molecular Mass: 429.55064
• Monoisotopic Mass: 429.23039386
• SMILES: c1c(ccc(c1)/C(=C(/CC)\c1ccccc1)/c1ccc(cc1)OC(=O)C)OCCN(C)C
• Canonical SMILES: CC/C(=C(\c1ccc(cc1)OC(=O)C)/c1ccc(cc1)OCCN(C)C)/c1ccccc1
• InChI: InChI=1S/C28H31NO3/c1-5-27(22-9-7-6-8-10-22)28(24-13-17-26(18-14-24)32-21(2)30)23-11-15-25(16-12-23)31-20-19-29(3)4/h6-18H,5,19-20H2,1-4H3/b28-27+
• InChIKey: SGKPMDROJNZRQJ-BYYHNAKLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(1E)-1-{4-[2-(dimethylamino)ethoxy]phenyl}-2-phenylbut-1-en-1-yl]phenyl acetate
• IUPAC Traditional name: 4-[(1E)-1-{4-[2-(dimethylamino)ethoxy]phenyl}-2-phenylbut-1-en-1-yl]phenyl acetate
• Synonyms: (E)-4-[1-[4-[2-(Dimethylamino)ethoxy]phenyl]-2-phenyl-1-buten-1-yl]phenol 1-Acetate; 4-[(1E)-1-[4-[2-(Dimethylamino)ethoxy]phenyl]-2-phenyl-1-butenyl]phenol; (E)-4-Acetoxy Tamoxifen

Database IDs

• CAS Number: 76117-70-9
• PubChem SID: 162253187
• PubChem CID: 6263876

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.8922994
• LogD (pH = 7.4): 4.578792
• Log P: 5.9584827
• Molar Refractivity: 139.5632 cm^3
• Polarizability: 50.823215 Å^3
• Polar Surface Area: 38.77 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Pale Yellow Oil

DETAILS

Toronto Research Chemicals - A167775

A derivative of Tamoxifen (T006000); useful in overcoming BCRP (breast cancer resistance protein)-mediated drug resistance.

REFERENCES

• Miyake, K., et al.: Cancer Res., 59, 8 (1999)
• Kage, K., et al.: Int. J. Cancer, 97, 626 (1999)
• Kruijtzer, C., et al.: J. Clin. Oncol., 20, 2943 (1999)