Tris(hydroxymethyl) aminomethane salt of ramipril: Synthesis, structural characterization from X-ray powder diffraction and stability studies
| Autor: | Alok Kumar Mukherjee, Bhairab Nath Roy, Himangshu M Godbole, Girij Pal Singh, Umesh Babanrao Rananaware, Santu Chakraborty, Abir Bhattacharya, Basab Chattopadhyay |
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| Rok vydání: | 2012 |
| Předmět: |
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Molecular Tris Hot Temperature Time Factors Chemistry Pharmaceutical Clinical Biochemistry Ab initio Pharmaceutical Science Angiotensin-Converting Enzyme Inhibitors Crystal structure Crystallography X-Ray Analytical Chemistry chemistry.chemical_compound Drug Stability Ramipril Spectroscopy Fourier Transform Infrared Drug Discovery Technology Pharmaceutical Hydroxymethyl Tromethamine Chromatography High Pressure Liquid Spectroscopy Calorimetry Differential Scanning Molecular Structure Rietveld refinement Chemistry Hydrogen bond Hydrogen Bonding Hydrogen-Ion Concentration Crystallography Crystallization Powder Diffraction Powder diffraction Monoclinic crystal system |
| Zdroj: | Journal of Pharmaceutical and Biomedical Analysis. 70:280-287 |
| ISSN: | 0731-7085 |
| DOI: | 10.1016/j.jpba.2012.07.011 |
| Popis: | Tris(hydroxymethyl) aminomethane (tris) salt of API ramipril was synthesized, and characterized by FTIR, TG-DSC and ab initio X-ray powder structure analysis. The compound, ramipril-tris (II), crystallizes in the monoclinic space group P2(1) with a=24.3341(15), b=6.4645(5), c=9.5357(7) Å, β=96.917(3)° and V=1489.1(3) Å(3). The crystal structure has been determined from laboratory X-ray powder diffraction data using direct space global optimization strategy (simulated annealing) followed by the Rietveld refinement. A network of intermolecular OH…O, CH…N and CH…O hydrogen bonds between the ramipril-ramipril, tris-tris and ramipril-tris components in the compound generates a two-dimensional molecular assembly in (110) plane. A comparative study of solid-state stabilities of ramipril-tris (II) with that of ramipril (I) and ramipril-erbumine (III) indicates that ramipril-tris (II) is the most stable one among the three, and the conversion to impurity D after 72 h at 80 °C is only 1.5%. The solution phase analysis at different pH values also reveals a greater stability of ramipril-tris (II) over ramipril (I). |
| Databáze: | OpenAIRE |
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