(2-{4-[(E)-2-chloro-2-(4-chlorophenyl)-1-phenylethenyl]phenoxy}ethyl)diethylamine; 2-hydroxypropane-1,2,3-tricarboxylic acid

• ChemBase ID: 164260
• Molecular Formular: C32H35Cl2NO8
• Molecular Mass: 632.5282
• Monoisotopic Mass: 631.17397245
• SMILES: c1cc(ccc1/C(=C(\c1ccc(cc1)Cl)/Cl)/c1ccccc1)OCCN(CC)CC.C(CC(=O)O)(CC(=O)O)(O)C(=O)O
• Canonical SMILES: OC(=O)CC(C(=O)O)(CC(=O)O)O.CCN(CCOc1ccc(cc1)/C(=C(\c1ccc(cc1)Cl)/Cl)/c1ccccc1)CC
• InChI: InChI=1S/C26H27Cl2NO.C6H8O7/c1-3-29(4-2)18-19-30-24-16-12-21(13-17-24)25(20-8-6-5-7-9-20)26(28)22-10-14-23(27)15-11-22;7-3(8)1-6(13,5(11)12)2-4(9)10/h5-17H,3-4,18-19H2,1-2H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/b26-25+
• InChIKey: QRBRXVWBYYHSPM-BTKVJIOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-{4-[(E)-2-chloro-2-(4-chlorophenyl)-1-phenylethenyl]phenoxy}ethyl)diethylamine; 2-hydroxypropane-1,2,3-tricarboxylic acid
• IUPAC Traditional name: (2-{4-[(E)-2-chloro-2-(4-chlorophenyl)-1-phenylethenyl]phenoxy}ethyl)diethylamine; citro
• Synonyms: 2-[4-(2-Chloro-2-(4-chlorophenyl)-1-phenylethenyl)phenoxy]-N,N-diethylethanamine 2-Hydroxy-1,2,3-propanetricarboxylate; 2-[p-(p,β-Dichloro-α-phenylstyryl)phenoxy]triethylamine Citrate; 4'-Chloro Clomiphene Citrate(E/Z Mixture)

Database IDs

• CAS Number: 14158-75-9
• PubChem SID: 162258395
• PubChem CID: 71314728

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.7521925
• LogD (pH = 7.4): 5.1778398
• Log P: 7.0789824
• Molar Refractivity: 138.566 cm^3
• Polarizability: 50.048714 Å^3
• Polar Surface Area: 12.47 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 109-113°C

Safety Information

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

DETAILS

Toronto Research Chemicals - C365650

An impurity of of Clomiphene Citrate (C587025) with activity in vitro and in vivo against human breast cancer cells.

REFERENCES

• Baumann, R.J. et al.: Biochem. Pharmacol., 55, 841 (1998)