4-[(1Z)-4-chloro-1-{4-[2-(methylamino)ethoxy]phenyl}-2-phenylbut-1-en-1-yl]phenol hydrochloride

• ChemBase ID: 166264
• Molecular Formular: C25H27Cl2NO2
• Molecular Mass: 444.39338
• Monoisotopic Mass: 443.14188447
• SMILES: c1cc(ccc1OCCNC)/C(=C(/CCCl)\c1ccccc1)/c1ccc(cc1)O.Cl
• Canonical SMILES: ClCC/C(=C(\c1ccc(cc1)O)/c1ccc(cc1)OCCNC)/c1ccccc1.Cl
• InChI: InChI=1S/C25H26ClNO2.ClH/c1-27-17-18-29-23-13-9-21(10-14-23)25(20-7-11-22(28)12-8-20)24(15-16-26)19-5-3-2-4-6-19;/h2-14,27-28H,15-18H2,1H3;1H/b25-24-
• InChIKey: SZCFHQZQFRJAID-BJFQDICYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(1Z)-4-chloro-1-{4-[2-(methylamino)ethoxy]phenyl}-2-phenylbut-1-en-1-yl]phenol hydrochloride
• IUPAC Traditional name: 4-[(1Z)-4-chloro-1-{4-[2-(methylamino)ethoxy]phenyl}-2-phenylbut-1-en-1-yl]phenol hydrochloride
• Synonyms: 4-[(1Z)-4-Chloro-1-[4-[2-(methylamino)ethoxy]phenyl]-2-phenyl-1-buten-1-yl]phenol Hydrochloride; N-Desmethyl 4-Hydroxy Toremifene Hydrochloride

Database IDs

• PubChem SID: 162260397
• PubChem CID: 71315658

CALCULATED PROPERTIES

• Acid pKa: 9.121855
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.4149592
• LogD (pH = 7.4): 3.5331256
• Log P: 4.837625
• Molar Refractivity: 130.0967 cm^3
• Polarizability: 46.94851 Å^3
• Polar Surface Area: 41.49 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Pink Solid
• Melting Point: 86-88°C

Safety Information

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

DETAILS

Toronto Research Chemicals - D291745

A metabolite of Toremifene (T547500).

REFERENCES

• Phillips, D., et al.: Carcinogenesis, 17, 89 (1996)
• Davies, R., et al.: Cancer Res., 57, 1288 (1996)
• Moorthy, B., et al.: Biochem. Pharmacol., 53, 663 (1996)