Organic Salts of Pharmaceutical Impurity p-Aminophenol
| Autor: | René R. E. Steendam, Patrick J. Frawley, Eliška Skořepová, U. B. Rao Khandavilli, Leila Keshavarz |
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| Přispěvatelé: | SFI, Czech Science Foundation, Czech Republic |
| Jazyk: | angličtina |
| Rok vydání: | 2020 |
| Předmět: |
Models
Molecular Thermogravimetric analysis 4-Aminophenol paracetamol Oxalic acid Pharmaceutical Science Infrared spectroscopy Salt (chemistry) 02 engineering and technology 4-aminophenol Aminophenols Crystallography X-Ray 010402 general chemistry 01 natural sciences Article Analytical Chemistry law.invention lcsh:QD241-441 chemistry.chemical_compound Differential scanning calorimetry lcsh:Organic chemistry law Drug Discovery 4-aminophenol or p-aminophenol salt Organic Chemicals Physical and Theoretical Chemistry Crystallization chemistry.chemical_classification Molecular Structure Organic Chemistry particle size 021001 nanoscience & nanotechnology 0104 chemical sciences Pharmaceutical Preparations chemistry Chemistry (miscellaneous) Molecular Medicine impurity removal Salts Powders Drug Contamination 0210 nano-technology Salicylic acid Nuclear chemistry |
| Zdroj: | Molecules Volume 25 Issue 8 Molecules, Vol 25, Iss 1910, p 1910 (2020) |
| ISSN: | 1420-3049 |
| DOI: | 10.3390/molecules25081910 |
| Popis: | The presence of impurities can drastically affect the efficacy and safety of pharmaceutical entities. p-Aminophenol (PAP) is one of the main impurities of paracetamol (PA) that can potentially show toxic effects such as maternal toxicity and nephrotoxicity. The removal of PAP from PA is challenging and difficult to achieve through regular crystallization approaches. In this regard, we report four new salts of PAP with salicylic acid (SA), oxalic acid (OX), l-tartaric acid (TA), and (1S)-(+)-10-camphorsulfonic acid (CSA). All the PAP salts were analyzed using single-crystal X-ray diffraction, powder X-ray diffraction, infrared spectroscopy, differential scanning calorimetry, and thermogravimetric analysis. The presence of minute amounts of PAP in paracetamol solids gives a dark color to the product that was difficult to remove through crystallization. In our study, we found that the addition of small quantities of the aforementioned acids helps to remove PAP from PA during the filtration and washings. This shows that salt formation could be used to efficiently remove challenging impurities. |
| Databáze: | OpenAIRE |
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