1-(2-aminoethoxy)-4-[(1Z)-1,2-diphenylbut-1-en-1-yl]benzene

• ChemBase ID: 167248
• Molecular Formular: C24H25NO
• Molecular Mass: 343.4614
• Monoisotopic Mass: 343.19361443
• SMILES: c1cc(ccc1)/C(=C(\CC)/c1ccccc1)/c1ccc(cc1)OCCN
• Canonical SMILES: NCCOc1ccc(cc1)/C(=C(\c1ccccc1)/CC)/c1ccccc1
• InChI: InChI=1S/C24H25NO/c1-2-23(19-9-5-3-6-10-19)24(20-11-7-4-8-12-20)21-13-15-22(16-14-21)26-18-17-25/h3-16H,2,17-18,25H2,1H3/b24-23-
• InChIKey: MCJKBWHDNUSJLW-VHXPQNKSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(2-aminoethoxy)-4-[(1Z)-1,2-diphenylbut-1-en-1-yl]benzene
• IUPAC Traditional name: N,N-didesmethyltamoxifen
• Synonyms: 2-[4-[(1Z)-1,2-Diphenyl-1-butenyl]phenoxy]ethanamine; (Z)-1-[4-(2-Aminoethoxy)phenyl]-1,2-diphenylbut-1-ene; Desdimethyltamoxifen; Di-N-demethyltamoxifen; ICI 142268; N,N-Didemethyltamoxifen; N-Des(dimethyl)tamoxifen; N,N-Didesmethyltamoxifen; N,N-Didesmethyl Tamoxifen

Database IDs

• CAS Number: 80234-20-4
• PubChem SID: 162261381
• PubChem CID: 3036172

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.5739958
• LogD (pH = 7.4): 3.6796339
• Log P: 5.5355935
• Molar Refractivity: 118.3615 cm^3
• Polarizability: 42.800564 Å^3
• Polar Surface Area: 35.25 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - D441200

N,N-Didesmethyltamoxifen is a metabolite of Tamoxifen (T006000) that is formed in humans and nonhuman primates but not in rats.

REFERENCES

• Giorda, G. et al.: Eur. J . Cancer, 36, S88 (2000)
• Kisanga, E.R. et al.: Clin. Cancer Res., 10, 2336 (2000)
• Poon, G.K. et al.: Drug Metab.Dispos. 23,377 (2000)