1-[(1S)-3-amino-1-phenylpropoxy]-4-(trifluoromethyl)benzene

• ChemBase ID: 175469
• Molecular Formular: C16H16F3NO
• Molecular Mass: 295.2995496
• Monoisotopic Mass: 295.1183988
• SMILES: c1cccc(c1)[C@H](CCN)Oc1ccc(cc1)C(F)(F)F
• Canonical SMILES: NCC[C@@H](c1ccccc1)Oc1ccc(cc1)C(F)(F)F
• InChI: InChI=1S/C16H16F3NO/c17-16(18,19)13-6-8-14(9-7-13)21-15(10-11-20)12-4-2-1-3-5-12/h1-9,15H,10-11,20H2/t15-/m0/s1
• InChIKey: WIQRCHMSJFFONW-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(1S)-3-amino-1-phenylpropoxy]-4-(trifluoromethyl)benzene
• IUPAC Traditional name: 1-[(1S)-3-amino-1-phenylpropoxy]-4-(trifluoromethyl)benzene
• Synonyms: (γS)-γ-[4-(Trifluoromethyl)phenoxy]benzenepropanamine; (S)-3-(4-Trifluoromethylphenoxy)-3-phenylpropylamine; Seproxetine; (S)-Norfluoxetine

Database IDs

• CAS Number: 126924-38-7
• PubChem SID: 164231379
• PubChem CID: 3058751

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.7320839
• LogD (pH = 7.4): 1.4558952
• Log P: 3.7406392
• Molar Refractivity: 75.5929 cm^3
• Polarizability: 28.61059 Å^3
• Polar Surface Area: 35.25 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Pale Yellow Oil

Safety Information

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

DETAILS

Toronto Research Chemicals - N681095

A metabolite of Fluoxetine (F597100), a selective serotonin reuptake inhibitor which is used as an antidepressant.

REFERENCES

• Wong, D., et al.: J. Pharmacol. Exp. Ther., 193, 804 (1975)
• Thorsen, T., et al.: J. Cancer Clin. Oncol., 18, 333 (1975)
• Howell, A., et al.: Lancet, 365, 60 (1975)