Organic Salts of Pharmaceutical Impurity <i<p</i<-Aminophenol

The presence of impurities can drastically affect the efficacy and safety of pharmaceutical entities. <i<p</i<-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...
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Autor*in:	U. B. Rao Khandavilli [verfasserIn] Leila Keshavarz [verfasserIn] Eliška Skořepová [verfasserIn] René R. E. Steendam [verfasserIn] Patrick J. Frawley [verfasserIn]

Format:	E-Artikel
Sprache:	Englisch

Erschienen:	2020

Schlagwörter:	paracetamol 4-aminophenol or salt impurity removal particle size

Übergeordnetes Werk:	In: Molecules - MDPI AG, 2003, 25(2020), 8, p 1910
Übergeordnetes Werk:	volume:25 ; year:2020 ; number:8, p 1910

Links:	Link aufrufen Link aufrufen Link aufrufen Journal toc

DOI / URN:	10.3390/molecules25081910

Katalog-ID:	DOAJ012918016

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520			\|a The presence of impurities can drastically affect the efficacy and safety of pharmaceutical entities. <i<p</i<-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), <span style="font-variant: small-caps;"<l-</span<tartaric acid (TA), and (1<i<S</i<)-(+)-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.
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allfieldsGer	10.3390/molecules25081910 doi (DE-627)DOAJ012918016 (DE-599)DOAJad9d55a6c3df450aa07d20cc3f04a5e4 DE-627 ger DE-627 rakwb eng QD241-441 U. B. Rao Khandavilli verfasserin aut Organic Salts of Pharmaceutical Impurity <i<p</i<-Aminophenol 2020 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier The presence of impurities can drastically affect the efficacy and safety of pharmaceutical entities. <i<p</i<-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), <span style="font-variant: small-caps;"<l-</span<tartaric acid (TA), and (1<i<S</i<)-(+)-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. paracetamol 4-aminophenol or <i<p</i<-aminophenol salt impurity removal particle size Organic chemistry Leila Keshavarz verfasserin aut Eliška Skořepová verfasserin aut René R. E. Steendam verfasserin aut Patrick J. Frawley verfasserin aut In Molecules MDPI AG, 2003 25(2020), 8, p 1910 (DE-627)311313132 (DE-600)2008644-1 14203049 nnns volume:25 year:2020 number:8, p 1910 https://doi.org/10.3390/molecules25081910 kostenfrei https://doaj.org/article/ad9d55a6c3df450aa07d20cc3f04a5e4 kostenfrei https://www.mdpi.com/1420-3049/25/8/1910 kostenfrei https://doaj.org/toc/1420-3049 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_206 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2005 GBV_ILN_2009 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2055 GBV_ILN_2111 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 25 2020 8, p 1910
allfieldsSound	10.3390/molecules25081910 doi (DE-627)DOAJ012918016 (DE-599)DOAJad9d55a6c3df450aa07d20cc3f04a5e4 DE-627 ger DE-627 rakwb eng QD241-441 U. B. Rao Khandavilli verfasserin aut Organic Salts of Pharmaceutical Impurity <i<p</i<-Aminophenol 2020 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier The presence of impurities can drastically affect the efficacy and safety of pharmaceutical entities. <i<p</i<-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), <span style="font-variant: small-caps;"<l-</span<tartaric acid (TA), and (1<i<S</i<)-(+)-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. paracetamol 4-aminophenol or <i<p</i<-aminophenol salt impurity removal particle size Organic chemistry Leila Keshavarz verfasserin aut Eliška Skořepová verfasserin aut René R. E. Steendam verfasserin aut Patrick J. Frawley verfasserin aut In Molecules MDPI AG, 2003 25(2020), 8, p 1910 (DE-627)311313132 (DE-600)2008644-1 14203049 nnns volume:25 year:2020 number:8, p 1910 https://doi.org/10.3390/molecules25081910 kostenfrei https://doaj.org/article/ad9d55a6c3df450aa07d20cc3f04a5e4 kostenfrei https://www.mdpi.com/1420-3049/25/8/1910 kostenfrei https://doaj.org/toc/1420-3049 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_206 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2005 GBV_ILN_2009 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2055 GBV_ILN_2111 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 25 2020 8, p 1910
language	English
source	In Molecules 25(2020), 8, p 1910 volume:25 year:2020 number:8, p 1910
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authorswithroles_txt_mv	U. B. Rao Khandavilli @@aut@@ Leila Keshavarz @@aut@@ Eliška Skořepová @@aut@@ René R. E. Steendam @@aut@@ Patrick J. Frawley @@aut@@
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callnumber-first	Q - Science
author	U. B. Rao Khandavilli
spellingShingle	U. B. Rao Khandavilli misc QD241-441 misc paracetamol misc 4-aminophenol or <i<p</i<-aminophenol misc salt misc impurity removal misc particle size misc Organic chemistry Organic Salts of Pharmaceutical Impurity <i<p</i<-Aminophenol
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topic_title	QD241-441 Organic Salts of Pharmaceutical Impurity <i<p</i<-Aminophenol paracetamol 4-aminophenol or <i<p</i<-aminophenol salt impurity removal particle size
topic	misc QD241-441 misc paracetamol misc 4-aminophenol or <i<p</i<-aminophenol misc salt misc impurity removal misc particle size misc Organic chemistry
topic_unstemmed	misc QD241-441 misc paracetamol misc 4-aminophenol or <i<p</i<-aminophenol misc salt misc impurity removal misc particle size misc Organic chemistry
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title	Organic Salts of Pharmaceutical Impurity <i<p</i<-Aminophenol
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author_browse	U. B. Rao Khandavilli Leila Keshavarz Eliška Skořepová René R. E. Steendam Patrick J. Frawley
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title_sort	organic salts of pharmaceutical impurity <i<p</i<-aminophenol
callnumber	QD241-441
title_auth	Organic Salts of Pharmaceutical Impurity <i<p</i<-Aminophenol
abstract	The presence of impurities can drastically affect the efficacy and safety of pharmaceutical entities. <i<p</i<-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), <span style="font-variant: small-caps;"<l-</span<tartaric acid (TA), and (1<i<S</i<)-(+)-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.
abstractGer	The presence of impurities can drastically affect the efficacy and safety of pharmaceutical entities. <i<p</i<-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), <span style="font-variant: small-caps;"<l-</span<tartaric acid (TA), and (1<i<S</i<)-(+)-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.
abstract_unstemmed	The presence of impurities can drastically affect the efficacy and safety of pharmaceutical entities. <i<p</i<-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), <span style="font-variant: small-caps;"<l-</span<tartaric acid (TA), and (1<i<S</i<)-(+)-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.
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title_short	Organic Salts of Pharmaceutical Impurity <i<p</i<-Aminophenol
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Organic Salts of Pharmaceutical Impurity <i<p</i<-Aminophenol

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