diethyl(2-{4-[(Z)-2-(2H5)phenyl-1-phenylethenyl]phenoxy}ethyl)amine

• ChemBase ID: 166191
• 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: diethyl(2-{4-[(Z)-2-(^2H₅)phenyl-1-phenylethenyl]phenoxy}ethyl)amine
• IUPAC Traditional name: diethyl(2-{4-[(Z)-2-(^2H₅)phenyl-1-phenylethenyl]phenoxy}ethyl)amine
• Synonyms: 2-[4-(1,2-Diphenylethenyl)phenoxy]-N,N-diethyl-ethanamine-d5; Deschloro Clomiphene-d5

Database IDs

• PubChem SID: 162260324
• PubChem CID: 71315609

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: 46.519318 Å^3
• Polar Surface Area: 12.47 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol

DETAILS

Toronto Research Chemicals - D288982

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)