2-乙基-3-(4-甲氧基苯基)环氧乙烷-2-羧酸乙酯 | 109368-12-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 2-乙基-3-(4-甲氧基苯基)环氧乙烷-2-羧酸乙酯
• 英文名称: ethyl 2-ethyl-3-(4-methoxyphenyl)oxirane-2-carboxylate
• 英文别名: 2-ethyl-2,3-epoxy-3-(4-methoxy-phenyl)-propionic acid ethyl ester；2-Aethyl-2,3-epoxy-3-(4-methoxy-phenyl)-propionsaeure-aethylester
• CAS: 109368-12-9
• 化学式: C₁₄H₁₈O₄
• 分子量: 250.295
• InChiKey: NMSHFORAZXENHQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  48.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-乙基-3-(4-甲氧基苯基)环氧乙烷-2-羧酸乙酯 在 咪唑 、 4-二甲氨基吡啶 、 sodium hydroxide 、 正丁基锂 、 三溴化硼 、 sodium hydride 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 39.58h， 生成 (+/-)-N-(4-(2-(dimethylamino)ethoxy)phenyl)-3-ethyl-6-triisopropylsiloxy-2-(4-triisopropylsiloxyphenyl)-1H-indene-1-carboxamide
  参考文献：
  名称：

  Differential Response of Estrogen Receptor Subtypes to 1,3-Diarylindene and 2,3-Diarylindene Ligands

  摘要：

  Estrogen receptors (ERs) control transcription of genes important for normal human development and reproduction. The signaling networks are complex, and there is a need for a molecular level understanding of the roles of receptor subtypes ER alpha and ER beta in normal physiology and as therapeutic targets. We synthesized two series of ER ligands, based on a common indene scaffold, in an attempt to develop compounds that can selectively modulate ER-mediated transcription. The 3-ethyl-1,2-diarylindenes, utilizing an amide linker for the 1-aryl extension, bind weakly to the ERs. The 2,3-diarylindenes bind with high affinity to the ER subtypes and demonstrate a range of different biological activities, both in transcriptional reporter gene assays and inhibition of estradiol-stimulated proliferation of MCF-7 cells. Several ligands differentiate between ER alpha and ER beta subtypes at an estrogen response element (ERE), displaying various levels of partial to full agonist activity at ER alpha, while antagonizing estradiol action at ER beta.

  DOI：

  10.1021/jm050226i
• 作为产物：
  描述：

  4-甲氧基苯甲醛 、 2-溴丁酸乙酯 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 生成 2-乙基-3-(4-甲氧基苯基)环氧乙烷-2-羧酸乙酯
  参考文献：
  名称：

  Differential Response of Estrogen Receptor Subtypes to 1,3-Diarylindene and 2,3-Diarylindene Ligands

  摘要：

  Estrogen receptors (ERs) control transcription of genes important for normal human development and reproduction. The signaling networks are complex, and there is a need for a molecular level understanding of the roles of receptor subtypes ER alpha and ER beta in normal physiology and as therapeutic targets. We synthesized two series of ER ligands, based on a common indene scaffold, in an attempt to develop compounds that can selectively modulate ER-mediated transcription. The 3-ethyl-1,2-diarylindenes, utilizing an amide linker for the 1-aryl extension, bind weakly to the ERs. The 2,3-diarylindenes bind with high affinity to the ER subtypes and demonstrate a range of different biological activities, both in transcriptional reporter gene assays and inhibition of estradiol-stimulated proliferation of MCF-7 cells. Several ligands differentiate between ER alpha and ER beta subtypes at an estrogen response element (ERE), displaying various levels of partial to full agonist activity at ER alpha, while antagonizing estradiol action at ER beta.

  DOI：

  10.1021/jm050226i

文献信息

• Method for producing polydienes and polydiene copolymers with reduced cold flow
  申请人：BRIDGESTONE CORPORATION

  公开号：US10301397B2

  公开（公告）日：2019-05-28

  A method for preparing a coupled polymer, the method comprising the steps of (i) polymerizing monomers to form a reactive polymer, and (ii) reacting the reactive polymer with a glycidic ester.

  一种制备偶联聚合物的方法，该方法包括以下步骤：(i) 单体聚合形成活性聚合物，(ii) 活性聚合物与缩水甘油酯反应。
• Hormone Analogs. I. Preparation of Intermediate Ketones for the Synthesis of Stilbestrol Analogs^1,2
  作者：Terrell C. Myers、Richard J. Pratt、Robert L. Morgan、James O'Donnell、Elwood V. Jensen

  DOI：10.1021/ja01626a056

  日期：1955.11
• METHOD FOR PRODUCING POLYDIENES AND POLYDIENE COPOLYMERS WITH REDUCED COLD FLOW
  申请人：Bridgestone Corporation

  公开号：EP2780177A1

  公开（公告）日：2014-09-24
• Method For Producing Polydienes And Polydiene Copolymers With Reduced Cold Flow
  申请人：LUO Steven

  公开号：US20140296445A1

  公开（公告）日：2014-10-02

  A method for preparing a coupled polymer, the method comprising the steps of: (i) polymerizing monomers to form a reactive polymer, and (ii) reacting the reactive polymer with a glycidic ester.
• US9458270B2
  申请人：——

  公开号：US9458270B2

  公开（公告）日：2016-10-04