(2-{4-[(Z)-1,2-diphenylethenyl]phenoxy}ethyl)diethylamine

• ChemBase ID: 166190
• Molecular Formular: C26H29NO
• Molecular Mass: 371.51456
• Monoisotopic Mass: 371.22491455
• SMILES: c1cc(ccc1/C(=C\c1ccccc1)/c1ccccc1)OCCN(CC)CC
• Canonical SMILES: CCN(CCOc1ccc(cc1)/C(=C\c1ccccc1)/c1ccccc1)CC
• InChI: InChI=1S/C26H29NO/c1-3-27(4-2)19-20-28-25-17-15-24(16-18-25)26(23-13-9-6-10-14-23)21-22-11-7-5-8-12-22/h5-18,21H,3-4,19-20H2,1-2H3/b26-21-
• InChIKey: YOKPBLYAKJJMQO-QLYXXIJNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-{4-[(Z)-1,2-diphenylethenyl]phenoxy}ethyl)diethylamine
• IUPAC Traditional name: (2-{4-[(Z)-1,2-diphenylethenyl]phenoxy}ethyl)diethylamine
• Synonyms: 2-[4-(1,2-Diphenylethenyl)phenoxy]-N,N-diethyl-ethanamine; 2-[p-(1,2-Diphenylvinyl)phenoxy]-triethylamine; E.I.P.W. 103; α-[4-(2-Diethylaminoethoxy)phenyl]stilbene; Deschloro Clomiphene

Database IDs

• CAS Number: 19957-52-9
• PubChem SID: 162260323
• PubChem CID: 6912183

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.9920263
• LogD (pH = 7.4): 4.4137144
• Log P: 6.3208747
• Molar Refractivity: 129.045 cm^3
• Polarizability: 46.49624 Å^3
• Polar Surface Area: 12.47 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol

DETAILS

Toronto Research Chemicals - D288980

Clomiphene (C587025) analog, with estrogenic activity. Also used in the preparation of antifertility agents.

REFERENCES

• Basu, J.; Brit. J. Pharmacol. 46, 324 (1972)
• Das Gupta, A. et al.: Sci. Cult. 38, 480 (1967)