苯甲酸,3-[[(1,1-二甲基乙基)二甲基甲硅烷基]氧代]-4-甲氧基-,甲基酯 | 157665-69-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 苯甲酸,3-[[(1,1-二甲基乙基)二甲基甲硅烷基]氧代]-4-甲氧基-,甲基酯
• 英文名称: methyl 3-{[tert-butyldimethylsilyl]oxy}-4-methoxybenzoate
• 英文别名: Methyl 3-tert-butyldimethylsilyloxy-4-methoxybenzoate；methyl 3-[tert-butyl(dimethyl)silyl]oxy-4-methoxybenzoate
• CAS: 157665-69-5
• 化学式: C₁₅H₂₄O₄Si
• 分子量: 296.439
• InChiKey: ZTJBZEASDVCZDF-UHFFFAOYSA-N

物化性质

• 沸点：
  342.3±32.0 °C(Predicted)
• 密度：
  1.009±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.87
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  苯甲酸,3-[[(1,1-二甲基乙基)二甲基甲硅烷基]氧代]-4-甲氧基-,甲基酯 在 硫酸 、 溶剂黄146 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 7,8-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one
  参考文献：
  名称：

  Catecholic Flavonoids Acting as Telomerase Inhibitors

  摘要：

  In recent years telomerase has been identified as a new promising target in oncology and consequently new telomerase inhibitors have been intensely explored as anticancer agents. Focused screening of several polyhydroxylated flavonoids has allowed us to identify 7,8,3',4'-tetrahydroxyflavone 1 as a new telomerase inhibitor with an interesting in vitro activity in a Flash-Plate assay (IC50 = 0.2 muM) that has been confirmed in the classical TRAP assay. Starting from this compound, we developed a medicinal chemistry program to optimize our lead, and in particular to replace one of the two catechols with potential bloisosteres. From this study, new structural analogues characterized by submicromolar potencies have been obtained. Their synthesis and biological activity are described.

  DOI：

  10.1021/jm040810b
• 作为产物：
  描述：

  3-羟基-4-甲氧基苯甲酸甲酯 、 叔丁基二甲基氯硅烷 以 水 、 N,N-二甲基甲酰胺 为溶剂， 以98%的产率得到苯甲酸,3-[[(1,1-二甲基乙基)二甲基甲硅烷基]氧代]-4-甲氧基-,甲基酯
  参考文献：
  名称：

  Substituted benzopyranones as telomerase inhibitors

  摘要：

  本发明涉及苯并吡喃酮衍生物，涉及使用所述衍生物治疗端粒酶调节疾病的方法，特别是癌症，涉及它们的制备过程，它们作为药物的使用，以及包含它们的药物组合物。

  公开号：

  US20020160983A1
• 作为试剂：
  描述：

  金刚烷酮 、 苯甲酸,3-[[(1,1-二甲基乙基)二甲基甲硅烷基]氧代]-4-甲氧基-,甲基酯 、 Lithium aluminium hydride 、 在 三氯化钛 氮气 、 ice 、 三乙胺 、 金刚烷酮 、 苯甲酸,3-[[(1,1-二甲基乙基)二甲基甲硅烷基]氧代]-4-甲氧基-,甲基酯 、 碳酸氢钠 、 乙酸乙酯 、 水 、 Brine 、 magnesium sulfate 、 silica gel 、 ethyl acetate n-hexane 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以afforded 26 mg of [(3-tert-butyldimethylsilyloxy-4-methoxyphenyl)methoxy methylene]adamantane as a colorless oil的产率得到[(3-Tert-butyldimethylsilyloxy-4-methoxyphenyl)methoxy methylene]adamantane
  参考文献：
  名称：

  Chemiluminescent electron-rich aryl-substituted 1,2-dioxetanes

  摘要：

  本发明公开了化学发光的富电子芳基取代1,2-二氧杂环烷化合物，其中芳基基团多取代有适当的电子给予基团，使分子的发光模式产生非常高的发光计数，从而提供了对半抗原、分析物、多核苷酸等的敏感和精确测定。这些取代芳基的1,2-二氧杂环烷化合物可以用作免疫测定中的直接标记，或者在衍生化适当的离去基团后，可以用作酶免疫测定的底物。这些化合物的异常化学发光使得发光反应的时间可以被精确控制。

  公开号：

  US06139781A1

文献信息

• Substituted benzopyranones as telomerase inhibitors
  申请人：——

  公开号：US20020160983A1

  公开（公告）日：2002-10-31

  The present invention relates to benzopyranone derivatives, to methods for treating telomerase-modulated diseases, in particular cancers, with said derivatives, to a process for their preparation, to their use as medicaments and to pharmaceutical compositions comprising them.

  本发明涉及苯并吡喃酮衍生物，涉及使用所述衍生物治疗端粒酶调节疾病的方法，特别是癌症，涉及它们的制备过程，它们作为药物的使用，以及包含它们的药物组合物。
• Indicator reagents for assays using chemiluminescent electron-rich aryl
  申请人：Abbott Laboratories

  公开号：US06001561A1

  公开（公告）日：1999-12-14

  Chemiluminescent electron-rich aryl-substituted 1,2-dioxetane compounds are disclosed in which the aryl group is poly-substituted with suitable electron-donating groups such that the light-emitting pattern of the molecule results in a very high luminescent count, thus providing for a sensitive and precise assay for haptens, analytes, polynucleotides and the like. These substituted aryl-containing 1,2-dioxetane compounds can be used as direct labels in an immunoassay or when derivatized with an appropriate leaving group, can be used as a substrate for a enzyme immunoassay. The unusual chemiluminescence of the compounds allows the timing of the luminescent reaction to be exactly controlled.

  本发明揭示了化学发光的富电子芳基取代1,2-二氧杂环烷化合物，其中芳基基团被适当的电子给体基团多取代，使分子的发光模式产生非常高的发光计数，从而为半抗原、分析物、多核苷酸等提供了敏感和精确的测定方法。这些取代芳基含1,2-二氧杂环烷化合物可以用作免疫测定中的直接标记，或者当衍生化合适的离去基团时，可以用作酶免疫测定的底物。这些化合物的不寻常的化学发光使得发光反应的时间可以被精确地控制。
• Assays using chemiluminescent electron-rich aryl-substituted
  申请人：Abbott Laboratories

  公开号：US06001659A1

  公开（公告）日：1999-12-14

  Chemiluminescent electron-rich aryl-substituted 1,2-dioxetane compounds are disclosed in which the aryl group is poly-substituted with suitable electron-donating groups such that the light-emitting pattern of the molecule results in a very high luminescent count, thus providing for a sensitive and precise assay for haptens, analytes, polynucleotides and the like. These substituted aryl-containing 1,2-dioxetane compounds can be used as direct labels in an immunoassay or when derivatized with an appropriate leaving group, can be used as a substrate for a enzyme immunoassay. The unusual chemiluminescence of the compounds allows the timing of the luminescent reaction to be exactly controlled.

  本文披露了化学发光的富电子芳基取代的1,2-二噁英化合物，其中芳基基团被适当的电子供体基团多取代，使分子的发光模式产生非常高的发光计数，从而为半抗原、分析物、多核苷酸等提供了敏感和精确的测定方法。这些取代芳基的1,2-二噁英化合物可用作免疫测定中的直接标记，或者在适当的离去基团衍生化后，可用作酶免疫测定的底物。这些化合物的不寻常化学发光允许精确控制发光反应的时间。
• Competitive assays using chemiluminescent electron-rich aryl-substituted
  申请人：Abbott Laboratories

  公开号：US05780249A1

  公开（公告）日：1998-07-14

  Chemiluminescent electron-rich aryl-substituted 1,2-dioxetane compounds are disclosed in which the aryl group is poly-substituted with suitable electron-donating groups such that the light-emitting pattern of the molecule results in a very high luminescent count, thus providing for a sensitive and precise assay for haptens, analytes, polynucleotides and the like. These substituted aryl-containing 1,2-dioxetane compounds can be used as direct labels in an immunoassay or when derivatized with an appropriate leaving group, can be used as a substrate for a enzyme immunoassay. The unusual chemiluminescence of the compounds allows the timing of the luminescent reaction to be exactly controlled.

  本发明公开了一种化学发光电子富集芳基取代的1,2-二氧杂环化合物，其中芳基基团被适当的电子给体基团多取代，使分子的发光模式产生非常高的发光计数，从而提供对半抗原、分析物、多核苷酸等的敏感和精确的测定。这些取代芳基的1,2-二氧杂环化合物可用作免疫测定中的直接标记，或者当衍生化为适当的离去基团时，可用作酶免疫测定的底物。化合物的不寻常的化学发光性质允许精确控制发光反应的时间。
• Catecholic Flavonoids Acting as Telomerase Inhibitors
  作者：Maria Menichincheri、Dario Ballinari、Alberto Bargiotti、Luisella Bonomini、Walter Ceccarelli、Roberto D'Alessio、Antonella Fretta、Juergen Moll、Paolo Polucci、Chiara Soncini、Marcellino Tibolla、Jean-Yves Trosset、Ermes Vanotti

  DOI：10.1021/jm040810b

  日期：2004.12.1

  In recent years telomerase has been identified as a new promising target in oncology and consequently new telomerase inhibitors have been intensely explored as anticancer agents. Focused screening of several polyhydroxylated flavonoids has allowed us to identify 7,8,3',4'-tetrahydroxyflavone 1 as a new telomerase inhibitor with an interesting in vitro activity in a Flash-Plate assay (IC50 = 0.2 muM) that has been confirmed in the classical TRAP assay. Starting from this compound, we developed a medicinal chemistry program to optimize our lead, and in particular to replace one of the two catechols with potential bloisosteres. From this study, new structural analogues characterized by submicromolar potencies have been obtained. Their synthesis and biological activity are described.