Development of a high‐performance liquid chromatography method for the simultaneous determination of chiral impurities and assay of (        <i >SS        )‐clopidogrel using a cellulose‐based chiral stationary phase in methanol/water mode

Ferretti Rosella; Zanitti Leo; Cirilli Roberto

摘要

Abstract > A simple reversed‐phase high‐performance liquid chromatography method for the chiral separation of the active pharmaceutical ingredient ( S )‐clopidogrel has been developed on the cellulose‐based Chiralcel OJ‐RH chiral stationary phase. The S enantiomer was baseline resolved from its R impurity (impurity C) with a mobile phase consisting of methanol/water (100:15) without any interference coming from the other two potential chiral impurities A and B. The enantio‐ and chemoselective method was partially validated and compared with that reported in the United States Pharmacopoeia for the drug product. The versatility of the Chiralcel OJ‐RH allowed separating the enantiomers of the impurity B also under normal phase and setting up an efficient strategy to convert the racemic sample into the enantiomeric S form on a semipreparative scale. </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”>抽象</ title> >一种简单的反相高效液相色谱法，用于活性药物的手性分离成分（ s </ i>） - 已经在基于纤维素的Chiralcel Oj-rh手性固定阶段开发的。 s </ i>对映异构体是基线从其 r </ i>杂质（杂质c）分解，流动相由甲醇/水（100：15）组成，没有来自其他两个的任何干扰潜在的手性杂质A和B.对肾和化学选择方法进行部分验证并与药物产品的药典报告进行比较。 Chiralcel OJ-RH的多功能性允许在正常相下分离杂质B的对映体并设定有效的策略以在半分法规模上将外消旋样品转化为对映体的映体形式。 </ p> </ abstract> </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>2018年第6期</span><b style="margin: 0 2px;">|</b><span>共8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=Ferretti Rosella&option=202" target="_blank" rel="nofollow">Ferretti Rosella;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Zanitti Leo&option=202" target="_blank" rel="nofollow">Zanitti Leo;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Cirilli Roberto&option=202" target="_blank" rel="nofollow">Cirilli Roberto;</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>Centro nazionale per il controllo e la valutazione dei farmaciIstituto Superiore di SanitàRome Italy;</p> <p>Centro nazionale per il controllo e la valutazione dei farmaciIstituto Superiore di SanitàRome Italy;</p> <p>Centro nazionale per il controllo e la valutazione dei farmaciIstituto Superiore di SanitàRome Italy;</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=( S )‐clopidogrel&option=203" rel="nofollow">( S )‐clopidogrel;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Chiralcel OJ‐RH&option=203" rel="nofollow">Chiralcel OJ‐RH;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=deracemization&option=203" rel="nofollow">deracemization;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=reversed‐phase enantioseparation&option=203" rel="nofollow">reversed‐phase enantioseparation;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=semipreparative enantioseparation&option=203" rel="nofollow">semipreparative enantioseparation;</a> </p> <div class="translation"> 机译：（s） - clopidogrel;chiralcel oj-rh;DracaCemization;逆向相位映对分析;半分法阐述; 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liquid chromatography stationary phase</a> <b>[P]</b> . <span> 外国专利：  US5589061A </span> <span> . 1996-12-31</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：纤维素基手性分离液相色谱固定相的制备方法 </span> </p> </li> <li> <div> <b>5. </b><a class="enjiyixqcontent" href="/patent-detail/06130442387583.html">Chiral stationary phases are based on terpenoids, are of brush type used in separation of enantiomers by high efficiency liquid chromatography</a> <b>[P]</b> . <span> 外国专利：  PT102878A </span> <span> . 2004-05-31</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：手性固定相基于萜类化合物，是通过高效液相色谱法分离对映异构体所用的刷型固定相 </span> </p> </li> </ul> </div> </div> </div> <div class="theme cardcommon" style="overflow: auto;display:none"> <h3 class="all_title" 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Development of a high‐performance liquid chromatography method for the simultaneous determination of chiral impurities and assay of ( SS )‐clopidogrel using a cellulose‐based chiral stationary phase in methanol/water mode

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