2-({1-[3-(trifluoromethyl)phenyl]propan-2-yl}amino)ethan-1-ol hydrochloride

• ChemBase ID: 170117
• Molecular Formular: C12H17ClF3NO
• Molecular Mass: 283.7176896
• Monoisotopic Mass: 283.09507651
• SMILES: c1(cccc(c1)CC(NCCO)C)C(F)(F)F.Cl
• Canonical SMILES: OCCNC(Cc1cccc(c1)C(F)(F)F)C.Cl
• InChI: InChI=1S/C12H16F3NO.ClH/c1-9(16-5-6-17)7-10-3-2-4-11(8-10)12(13,14)15;/h2-4,8-9,16-17H,5-7H2,1H3;1H
• InChIKey: YPKCUTWJTVISRH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({1-[3-(trifluoromethyl)phenyl]propan-2-yl}amino)ethan-1-ol hydrochloride
• IUPAC Traditional name: hydroxyethylnorfenfluramine hydrochloride
• Synonyms: (+/-)-2-[[1-Methyl-2-[3-(trifluoromethyl)phenyl]ethyl]amino]ethanol Hydrochloride; N-(2-Hydroxyethyl)norfenfluramine Hydrochloride; S 422-1; SE 422; rac Hydroxyethyl Norfenfluramine Hydrochloride

Database IDs

• CAS Number: 54779-69-0
• PubChem SID: 164226027
• PubChem CID: 71748811

CALCULATED PROPERTIES

• Acid pKa: 15.601731
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.76255935
• LogD (pH = 7.4): 0.24835865
• Log P: 2.4245772
• Molar Refractivity: 60.7458 cm^3
• Polarizability: 22.662365 Å^3
• Polar Surface Area: 32.26 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H825265

Inhibition of human platelet 5-hydroxytryptamine uptake by β-phenethylamine derivatives.

REFERENCES

• Richter, A., et al.: J. Pharmacy Pharmacol., 26, 763 (1974)