[(1S)-1-(naphthalen-1-yl)ethyl]({3-[3-(trifluoromethyl)phenyl]propyl})amine hydrochloride

• ChemBase ID: 164765
• Molecular Formular: C22H23ClF3N
• Molecular Mass: 393.8729296
• Monoisotopic Mass: 393.14711208
• SMILES: c12ccccc1cccc2[C@@H](NCCCc1cccc(c1)C(F)(F)F)C.Cl
• Canonical SMILES: C[C@@H](c1cccc2c1cccc2)NCCCc1cccc(c1)C(F)(F)F.Cl
• InChI: InChI=1S/C22H22F3N.ClH/c1-16(20-13-5-10-18-9-2-3-12-21(18)20)26-14-6-8-17-7-4-11-19(15-17)22(23,24)25;/h2-5,7,9-13,15-16,26H,6,8,14H2,1H3;1H/t16-;/m0./s1
• InChIKey: QANQWUQOEJZMLL-NTISSMGPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1S)-1-(naphthalen-1-yl)ethyl]({3-[3-(trifluoromethyl)phenyl]propyl})amine hydrochloride
• IUPAC Traditional name: [(1S)-1-(naphthalen-1-yl)ethyl]({3-[3-(trifluoromethyl)phenyl]propyl})amine hydrochloride
• Synonyms: (αS)-α-Methyl-N-[3-[3-(trifluoromethyl)phenyl)propyl]-1-napthalenemethanamine Hydrochloride; (S)-N-(3-(3-(Trifluoromethyl)phenyl)propyl)-1--(1-napthyl)ethylamine Hydrochloride; ent-Cinacalcet Hydrochloride

Database IDs

• CAS Number: 694495-47-1
• PubChem SID: 162258900
• PubChem CID: 46781027

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 3.042948
• LogD (pH = 7.4): 3.5335772
• Log P: 6.273198
• Molar Refractivity: 100.1173 cm^3
• Polarizability: 38.956448 Å^3
• Polar Surface Area: 12.03 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White to Off-White Solid
• Melting Point: 179-181°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C441805

The (S) enantiomer of Cinacalcet. Used in clinical trial in secondary hyperparathyroidism.

REFERENCES

• Franceschini N., et al.: Expert Opin. Invest. Drugs, 12, 1413 (2003)
• Block, G.A., et al.: N. Engl. J. Med. 350, 1516 (2003)