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首页> 外文期刊>International Journal of Quantum Chemistry >Substituent effects on the stability of 1,4‐benzodiazepin‐2‐one tautomers: A density functional study
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Substituent effects on the stability of 1,4‐benzodiazepin‐2‐one tautomers: A density functional study

机译：取代基对1,4-苯并二氮素-2-互变异构体的稳定性的影响：密度函数研究

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Abstract >The relative stability of 1,4‐benzodiazepin‐2‐one tautomers in the gas phase and model solvents was calculated at the M06 and ωB97XD levels of theory. The two density functionals were benchmarked earlier and demonstrated as excellent models to study tautomerism in a vast array of chemical systems. A number of commercially available 1,4‐benzodiazepin‐2‐ones were investigated computationally for the first time. In addition, some biologically active and newly devised benzodiazepines were considered, which may be important in designing structures with desired (bio)chemical features. Special attention was paid to determine substituent effects on the Gibbs free energies of keto, enol, and iminol forms for each respective benzodiazepine. It was demonstrated that (i) the replacement of the benzene ring by the heterocyclic ring in the benzodiazepine system may stabilize the iminol tautomer, and (ii) the electron‐withdrawing substituent at the C3‐position of the respective benzodiazepine may stabilize the enol tautomer relative to the parent keto form. It is concluded that substituent effects may govern the chemical reactivity and biological properties of selected benzodiazepines. </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”> <标题类型=“main”>摘要</标题> >在M06计算了气相和模型溶剂中1,4-苯并二氮素-2-互变异构体的相对稳定性和ωb97xd理论水平。两种密度函数早先进行基准测试，并被证明是在大量化学系统中研究互变异构体的优秀模型。在计算上首次调查许多商业上可获得的1,4-苯并二氮嘧啶-2-。此外，考虑了一些生物活性和新设计的苯并二氮杂卓，这在设计具有所需（BIO）化学特征的结构方面可能是重要的。特别注意，确定对每个相应苯并二氮杂卓的酮，烯醇和甲胺形式的吉布斯自由能量的取代物效应。已证明是：（i）通过在苯并二氮杂系统杂环取代苯环的可稳定iminol互变异构体，和（ii）在相应的苯并二氮杂的C3位上的吸电子取代基可以稳定烯醇互变异构体相对于父母keto形式。得出结论，取代基效应可以控制所选苯并二氮杂卓的化学反应性和生物学特性。</ 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-21753/'>《International Journal of Quantum Chemistry》</a> <b style="margin: 0 2px;">|</b><span>2018年第8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=Pem Barbara&option=202" target="_blank" rel="nofollow">Pem Barbara;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Vr?ek Valerije&option=202" target="_blank" rel="nofollow">Vr?ek Valerije;</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>Faculty of Pharmacy and BiochemistryUniversity of Zagreb Ante Kova?i?a 110000 Zagreb Croatia;</p> <p>Faculty of Pharmacy and BiochemistryUniversity of Zagreb Ante Kova?i?a 110000 Zagreb Croatia;</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/1186.html" title="物理化学（理论化学）、化学物理学">物理化学（理论化学）、化学物理学;</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=1&option=203" rel="nofollow">1;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=4‐benzodiazepin‐2‐one&option=203" rel="nofollow">4‐benzodiazepin‐2‐one;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=density functional&option=203" rel="nofollow">density functional;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=substituent effect&option=203" rel="nofollow">substituent effect;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=tautomeric equilibrium&option=203" rel="nofollow">tautomeric equilibrium;</a> </p> <div class="translation"> 机译：1;4-苯并二氮杂-2-一;密度官能团;取代基效应;互变异构率平衡; 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class="tuijian_auth tuijian_authcolor">,靳光才</a> <span> <a href="/conference-cn-17515/" target="_blank" rel="nofollow" class="tuijian_authcolor"> . 第八届全国微纳生物化学分离分析会议(CMSB 2008) </a> <span> <span> . 2008</span> </span> </div> </li> <li> <div> <b>7. </b><a class="enjiyixqcontent" href="/academic-degree-domestic_mphd_thesis/02031601938.html">7-氯-5-苯基-1,3-二氢-2H-1,4-苯并二氮杂（艹卓）-2-酮合成技术研究</a> <b>[A] </b> <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=吴双双&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . 吴双双</a> <span> . 2017</span> </span> </div> </li> </ul> <ul style="display: none;"> <li> <div> <b>1. </b><a class="enjiyixqcontent" href="/patent-detail/06120698649.html">作为5-羟色胺受体(5-HT)调节剂用于治疗中枢神经系统疾病的1-苄基-5-哌嗪-1-基-3，4二氢-1H-喹唑啉-2-酮衍生物和各个1H-苯并(1，2，6)噻二嗪-2，2-二氧化物和1，4-二氢-苯并(D)(1，3)*嗪-2-酮衍生物</a> <b>[P]</b> . <span> 中国专利： CN1909909B </span> <span> . 2010.12.15</span> </div> </li> <li> <div> <b>2. </b><a class="enjiyixqcontent" href="/patent-detail/06120105111466.html">作为5－羟色胺受体(5－HT)调节剂用于治疗中枢神经系统疾病的1－苄基－5－哌嗪－1－基－3,4二氢－1H－喹唑啉－2－酮衍生物和各个1H－苯并(1,2,6)噻二嗪－2,2－二氧化物和1,4－二氢－苯并(D)(1,3) 噁嗪－2－酮衍生物</a> <b>[P]</b> . <span> 中国专利： CN1909909A </span> <span> . 2007-02-07</span> </div> </li> <li> <div> <b>3. </b><a class="enjiyixqcontent" href="/patent-detail/06130442506596.html">Transgenic animal, embryo, transgenic mouse, animal model for the study of bone density modulation, isolated cell, nucleic acid to mark the gene by homologous recombination, and methods to study bone mass determinants, to study bone mass modulators, to study bone mass, to study an hbm effect on bone disorders, to identify surrogate markers of bone formation / resorption, to study hbm effects on cardiac disorders, to assess cardio-protective treatments for bone mass modulation effects, to modulate bone density, to produce a transgenic mouse and to identify genes associated with bone mass</a> <b>[P]</b> . <span> 外国专利： <!-- --> BR0209564A </span> <span> . 2004-10-26</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：转基因动物，胚胎，转基因小鼠，用于骨密度调节研究的动物模型，分离的细胞，通过同源重组标记该基因的核酸以及研究骨量决定因素，研究骨量调节剂，研究骨量的方法，研究hbm对骨骼疾病的影响，鉴定骨形成/再吸收的替代标志物，研究hbm对心脏疾病的影响，评估对骨骼质量调节作用的心脏保护性治疗，调节骨密度，生产转基因小鼠和识别与骨量相关的基因 </span> </p> </li> <li> <div> <b>4. </b><a class="enjiyixqcontent" href="/patent-detail/06130482630160.html">1-POLYFLUOROALKYL-1,4-BENZODIAZEPIN-2-THIONES FOR EFFECTING TRANQUILIZATION, SEDATION AND TREATING COLVULSIONS</a> <b>[P]</b> . <span> 外国专利： <!-- 美国专利： --> US3920818A </span> <span> . 1975-11-18</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：1-聚氟烷基-1,4-苯并二氮杂-2-硫酮，可用于变性，镇静和治疗结缔 </span> </p> </li> <li> <div> <b>5. </b><a class="enjiyixqcontent" href="/patent-detail/06130437576325.html">Arrangement for binding molecules, e.g. useful in fluorescence microscopy studies, comprises individual functional groups or multiple identical functional groups arranged on a solid support at a defined density</a> <b>[P]</b> . <span> 外国专利： <!-- --> AT414047B </span> <span> . 2006-08-15</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：结合分子的布置，例如可用于荧光显微镜研究，包括以固定的密度排列在固体支持物上的单个官能团或多个相同的官能团 </span> </p> </li> </ul> </div> </div> </div> <div class="theme cardcommon" style="overflow: auto;display:none"> <h3 class="all_title" id="enpatent55">相关主题</h3> <ul id="subject"> </ul> </div> </div> </div> </div> <div class="right rightcon"> <div class="details_img cardcommon clearfix" style="margin-bottom: 10px;display:none;" > </div> </div> </div> <div id="thesis_get_original1" class="downloadBth" style="bottom: 19px;z-index: 999;" onclick="ywcd('0704019755798','4',7,2,1,'',this,24)" 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