2-[(3S)-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl]-2,3-dihydro-1H-isoindole-1,3-dione

• ChemBase ID: 175648
• Molecular Formular: C24H18F3NO3
• Molecular Mass: 425.3998296
• Monoisotopic Mass: 425.1238781
• SMILES: c1cccc(c1)[C@H](CCN1C(=O)c2c(C1=O)cccc2)Oc1ccc(cc1)C(F)(F)F
• Canonical SMILES: O=C1N(CC[C@@H](c2ccccc2)Oc2ccc(cc2)C(F)(F)F)C(=O)c2c1cccc2
• InChI: InChI=1S/C24H18F3NO3/c25-24(26,27)17-10-12-18(13-11-17)31-21(16-6-2-1-3-7-16)14-15-28-22(29)19-8-4-5-9-20(19)23(28)30/h1-13,21H,14-15H2/t21-/m0/s1
• InChIKey: HBVJWKXCFVAHNT-NRFANRHFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(3S)-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl]-2,3-dihydro-1H-isoindole-1,3-dione
• IUPAC Traditional name: 2-[(3S)-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl]isoindole-1,3-dione
• Synonyms: 2-[(3S)-3-Phenyl-3-[4-(trifluoromethyl)phenoxy]propyl]-1H-isoindole-1,3(2H)-dione; (S)-1-(Phthalimido)-3-[(4-trifluoromethylphenyl)oxy]-3-phenylpropane; (S)-Norfluoxetine Phthalimide

Database IDs

• CAS Number: 878663-13-9
• PubChem SID: 164231558
• PubChem CID: 67500193

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 5.283197
• LogD (pH = 7.4): 5.283197
• Log P: 5.283197
• Molar Refractivity: 109.8856 cm^3
• Polarizability: 40.533215 Å^3
• Polar Surface Area: 46.61 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - N681150

Fluoxetine (F597100) derivative. A stereoselective inhibitor of serotonin re-uptake and phosphodiesterase. Potential antidepressants

REFERENCES

• Cashman, J. et al.: Bioorgan Med. Chem. 17, 337 (2009)