abstract |
The present invention relates to the crystalline, polymorphic Form X of the calcimimetic compound {4-[(1 R , 3 S )-3-(( R )-1 -Naphthalen-1 -yl-ethylamino)-cyclopentyl]-phenoxy}-acetic acid, to methods of preparation thereof, to methods of characterization thereof by single crystal X-Ray crystallography (XRC), X-Ray Powder diffractometry, attenuated total reflectance Fourier transform infrared (ATR-FTIR) spectroscopy, Solid State NMR spectroscopy and Differential Scanning Calorimetry (DSC), and to its use. The invention also relates to the preparation of Form X by crystallization from a saturated solution of {4-[(1 R ,3 S )-3-(( R )-1 -Naphthalen-1-yl-ethylamino)-cyclopentyl]-phenoxy}-acetic acid in a C 1 -C 6 alkyl alcohol, or alternatively by precipitation from a neutralized saponification reaction mixture following the alkaline hydrolysis of a C 1 -C 6 alkyl ester of {4-[(1 R ,3 S )-3-(( R )-1-Naphthalen-1-yl-ethylamino)-cyclopentyl]-phenoxy}-acetic acid. |