(2-{4-[(1Z)-1,2-diphenylbut-1-en-1-yl]phenoxy}ethyl)(methyl)amine hydrochloride

• ChemBase ID: 166580
• Molecular Formular: C25H28ClNO
• Molecular Mass: 393.94892
• Monoisotopic Mass: 393.1859422
• SMILES: c1c(ccc(c1)/C(=C(/CC)\c1ccccc1)/c1ccccc1)OCCNC.Cl
• Canonical SMILES: CNCCOc1ccc(cc1)/C(=C(\c1ccccc1)/CC)/c1ccccc1.Cl
• InChI: InChI=1S/C25H27NO.ClH/c1-3-24(20-10-6-4-7-11-20)25(21-12-8-5-9-13-21)22-14-16-23(17-15-22)27-19-18-26-2;/h4-17,26H,3,18-19H2,1-2H3;1H/b25-24-
• InChIKey: GMLHJWZEYLTNJW-BJFQDICYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-{4-[(1Z)-1,2-diphenylbut-1-en-1-yl]phenoxy}ethyl)(methyl)amine hydrochloride
• IUPAC Traditional name: desmethyltamoxifen hydrochloride
• Synonyms: (Z)-2-[4-(1,2-Diphenyl-1-butenyl)phenoxy]-N-methylethanamine Hydrochloride; N-Demethyltamoxifen Hydrochloride; N-Desmethyl Tamoxifen Hydrochloride

Database IDs

• CAS Number: 15917-65-4
• PubChem SID: 162260713
• PubChem CID: 24200424

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.794518
• LogD (pH = 7.4): 3.8856902
• Log P: 5.968174
• Molar Refractivity: 123.1361 cm^3
• Polarizability: 44.64758 Å^3
• Polar Surface Area: 21.26 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 225-227°C

Safety Information

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

DETAILS

Toronto Research Chemicals - D293900

A main metabolite of the anti-cancer drug Tamoxifen (T006000).

REFERENCES

• Fabian, C., et al.: Biopharm. Drug Dispos., 2, 381 (1981)
• Jordan, V., et al.: Breast Cancer Res. Treat., 15, 125 (1981)
• Mandlekar, S., et al.: Cancer Res., 60, 6601 (1981)
• Lim, Y., et al.: Cancer Chemother. Pharmacol., 55, 471 (1981)
• Rouanet, P., et a