Characterization of stress degradation products of amodiaquine dihydrochloride by liquid chromatography with high‐resolution mass spectrometry and prediction of their properties by using ADMET Predictor?

Dhiman Vivek; Singh Dilip Kumar; Ladumor Mayurbhai Kathadbhai; Singh Saranjit

摘要

Abstract >The degradation behavior of amodiaquine dihydrochloride, an antimalarial drug, was investigated in solution as well as solid states. The drug was subjected to hydrolytic, photolytic, oxidative, and thermal stress conditions, according to International Conference on Harmonization guideline Q1A(R2). It showed extensive hydrolysis in acidic, alkaline, and neutral solutions both with and without light, while it proved to be stable to thermal and oxidative conditions. In total, six degradation products were formed, which were separated on a C8 column, employing a gradient reversed‐phase high‐performance liquid chromatography method in which acetonitrile and 10?mM ammonium formate (pH 3.0) were used in the mobile phase. To characterize the degradation products, mass fragmentation behavior of the drug was established by direct infusion of solution to quadrupole time‐of‐flight and multiple‐stage mass spectrometry systems. Liquid chromatography with high‐resolution mass spectrometry studies were subsequently carried out on the stressed samples using the same gradient high‐performance liquid chromatography method employed for the separation of the degradation products. Hydrogen/deuterium exchange studies were additionally conducted to determine the number of labile hydrogen atoms. The degradation pathway of the drug was delineated, justified by mechanistic explanation. Lastly, ADMET Predictor? software was employed to predict relevant physicochemical and toxicity data for the degradation products. </abstract> </span> <span class="z_kbtn z_kbtnclass hoverxs" style="display: none;">展开▼</span> </div> <div class="translation abstracttxt"> <span class="zhankaihshouqi fivelineshidden" id="abstract"> <span>机译：</span><Abstract Type =“Main”XML：Lang =“en”> <标题类型=“main”>摘要</标题> >在溶液中研究了抗疟药剂的抗疟药剂的降解行为，以及固体状态。根据协调指南Q1A（R2）的国际会议，根据国际会议，对药物进行水解，光溶解，氧化和热应力条件。它在酸性，碱性和中性溶液中显示出广泛的水解，无论是否有光，而它被证明是稳定的热和氧化条件。总共形成六种降解产物，其在C8柱上分离，采用梯度反相高效液相色谱法，其中在流动相中使用乙腈和10·mm甲酸铵（pH3.0）。为了表征降解产物，通过将溶液直接输注到四极杆飞行时间和多阶段质谱系统来建立药物的质量碎片行为。随后使用用于分离降解产物的相同梯度高效液相色谱法，随后在应力样品上进行液相色谱。另外进行氢/氘交换研究以确定不稳定的氢原子的数量。用机械解释划定药物的降解途径，证明了机械解释。最后，招舱预测者？使用软件来预测降解产品的相关物理化学和毒性数据。</ p> </摘要> </span> <span class="z_kbtn z_kbtnclass hoverxs" style="display: none;">展开▼</span> </div> </div> <div class="record"> <h2 class="all_title" id="enpatent33" >著录项</h2> <ul> <li> <span class="lefttit">来源</span> <div style="width: 86%;vertical-align: text-top;display: inline-block;"> <a href='/journal-foreign-35800/'>《Journal of separation science.》</a> <b style="margin: 0 2px;">|</b><span>2017年第23期</span><b style="margin: 0 2px;">|</b><span>共11页</span> </div> </li> <li> <div class="author"> <span class="lefttit">作者</span> <p id="fAuthorthree" class="threelineshidden zhankaihshouqi"> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Dhiman Vivek&option=202" target="_blank" rel="nofollow">Dhiman Vivek;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Singh Dilip Kumar&option=202" target="_blank" rel="nofollow">Singh Dilip Kumar;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Ladumor Mayurbhai Kathadbhai&option=202" target="_blank" rel="nofollow">Ladumor Mayurbhai Kathadbhai;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Singh Saranjit&option=202" target="_blank" rel="nofollow">Singh Saranjit;</a> </p> <span class="z_kbtnclass z_kbtnclassall hoverxs" id="zkzz" style="display: none;">展开▼</span> </div> </li> <li> <div style="display: flex;"> <span class="lefttit">作者单位</span> <div style="position: relative;margin-left: 3px;max-width: 639px;"> <div class="threelineshidden zhankaihshouqi" id="fOrgthree"> <p>Department of Pharmaceutical AnalysisNational Institute of Pharmaceutical Education and Research (NIPER)S. A. S. Nagar Punjab India;</p> <p>Department of Pharmaceutical AnalysisNational Institute of Pharmaceutical Education and Research (NIPER)S. A. S. Nagar Punjab India;</p> <p>Department of Pharmaceutical AnalysisNational Institute of Pharmaceutical Education and Research (NIPER)S. A. S. Nagar Punjab India;</p> <p>Department of Pharmaceutical AnalysisNational Institute of Pharmaceutical Education and Research (NIPER)S. A. S. Nagar Punjab India;</p> </div> <span class="z_kbtnclass z_kbtnclassall hoverxs" id="zhdw" style="display: none;">展开▼</span> </div> </div> </li> <li > <span class="lefttit">收录信息</span> <span style="width: 86%;vertical-align: text-top;display: inline-block;"></span> </li> <li> <span class="lefttit">原文格式</span> <span>PDF</span> </li> <li> <span class="lefttit">正文语种</span> <span>eng</span> </li> <li> <span class="lefttit">中图分类</span> <span><a href="https://www.zhangqiaokeyan.com/clc/159.html" title="化学">化学;</a></span> </li> <li class="antistop"> <span class="lefttit">关键词</span> <p style="width: 86%;vertical-align: text-top;"> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=ADMET predictor&option=203" rel="nofollow">ADMET predictor;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=amodiaquine dihydrochloride&option=203" rel="nofollow">amodiaquine dihydrochloride;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=degradation products&option=203" rel="nofollow">degradation products;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=liquid chromatography&option=203" rel="nofollow">liquid chromatography;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=mass spectrometry&option=203" rel="nofollow">mass spectrometry;</a> </p> <div class="translation"> 机译：互联网预测器;氨基喹啉二盐酸盐;降解产物;液相色谱;质谱; </div> </li> </ul> </div> </div> <div class="literature cardcommon"> <div class="similarity "> <h3 class="all_title" id="enpatent66">相似文献</h3> <div class="similaritytab clearfix"> <ul> <li class="active" >外文文献</li> <li >中文文献</li> <li >专利</li> </ul> </div> <div class="similarity_details"> <ul > <li> <div> <b>1. </b><a class="enjiyixqcontent" href="/journal-foreign-detail/0704025847118.html">Characterization of stress degradation products of amodiaquine dihydrochloride by liquid chromatography with high‐resolution mass spectrometry and prediction of their properties by using ADMET Predictor?</a> <b>[J]</b> . <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Dhiman Vivek&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">Dhiman Vivek,</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Singh Dilip Kumar&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">Singh Dilip Kumar,</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Ladumor Mayurbhai Kathadbhai&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">Ladumor Mayurbhai Kathadbhai,</a> <a href="/journal-foreign-35800/" target="_blank" rel="nofollow" class="tuijian_authcolor">Journal of separation science. .</a> <span>2017</span><span>,第23期</span> </span> </div> <p class="zwjiyix translation" style="max-width: initial;height: auto;word-break: break-all;white-space: initial;text-overflow: initial;overflow: initial;"> <span>机译：用高分辨率质谱法液相色谱法表征多尿嘧啶的含量降解产物及其采用备用预测测量对其性质的预测吗？</span> </p> </li> <li> <div> <b>2. </b><a class="enjiyixqcontent" href="/academic-journal-foreign_analytical-bioanalytical-chemistry_thesis/020415642671.html">Characterization of imazamox degradation by-products by using liquid chromatography mass spectrometry and high-resolution Fourier transform ion cyclotron resonance mass spectrometry</a> <b>[J]</b> . <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=M. 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