4-(2-methoxyethoxymethyloxy)iodobenzene | 199190-18-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(2-methoxyethoxymethyloxy)iodobenzene
• 英文别名: 4-Methoxyethoxymethoxy-iodobenzene；1-iodo-4-(2-methoxyethoxymethoxy)benzene
• CAS: 199190-18-6
• 化学式: C₁₀H₁₃IO₃
• 分子量: 308.116
• InChiKey: YUAOVJZUXVQLIH-UHFFFAOYSA-N

物化性质

• 沸点：
  333.1±32.0 °C(Predicted)
• 密度：
  1.558±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(2-methoxyethoxymethyloxy)iodobenzene 在 盐酸 、 palladium diacetate 、 potassium carbonate 、 三乙胺 、 potassium iodide 作用下， 以 四氢呋喃 、 甲醇 、 乙腈 、 丁酮 为溶剂， 反应 17.0h， 生成 (E)-N,N,N-triethyl-2-(4-(4-hydroxystyryl)phenoxy)-ethan-1-aminium iodide
  参考文献：
  名称：

  Subnanomolar Affinity and Selective Antagonism at α7 Nicotinic Receptor by Combined Modifications of 2-Triethylammonium Ethyl Ether of 4-Stilbenol (MG624)

  摘要：

  DOI：

  10.1021/acs.jmedchem.2c01256
• 作为产物：
  描述：

  2-甲氧基乙氧基甲基氯 、 4-碘苯酚 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以85%的产率得到4-(2-methoxyethoxymethyloxy)iodobenzene
  参考文献：
  名称：

  通过顺序钯催化的羰基化固相组合合成酯型香蕉状分子。

  摘要：

  以钯为载体，通过钯催化的羰基酯化反应，以组合方式合成了16个五环酯型Br取代的香蕉型分子，并研究了它们的中间相行为。

  DOI：

  10.1039/b901788g

文献信息

• Chemiluminescent acridinum compounds and analogues thereof as substrates of hydrolytic enzymes
  申请人：Jiang Qingping

  公开号：US20050032147A1

  公开（公告）日：2005-02-10

  A chemiluminescent substrate of a hydrolytic enzyme having the following general Formula I is disclosed, as follows: Lumi-M-P  Formula I where “Lumi” is a chemiluminescent moiety capable of producing light (a) by itself, (b) with MP attached and (c) with M attached. Examples of Lumi include chemiluminescent acridinium compounds, benzacridinium compounds, quinolinium compounds, isoquinolinium compounds, phenanthridinium compounds, and lucigenin compounds, spiroacridan compounds, luminol compounds and isoluminol compounds. M is a multivalent heteroatom having at least one lone pair of electrons selected from oxygen, nitrogen and sulfur, directly attached to the light emitting moiety of Lumi at one end and to P at the other end. P is a group that can be readily removed by hydrolytic enzymes. An enzymatic reaction utilizing the above compound is the following: where HE is a hydrolytic enzyme. Lumi-M is a chemiluminescent product having physical and/or chemical properties different from those of Lumi-M-P.

  本文介绍了一种水解酶的化学发光底物，其具有以下一般式I，如下所示：Lumi-M-P  式I，其中“Lumi”是一种化学发光基团，能够自身（a）、与MP连接（b）或与M连接（c）产生光。Lumi的例子包括化学发光的吖啶化合物、苯并吖啶化合物、喹啉化合物、异喹啉化合物、苯并吖啶化合物、吕克吉宁化合物、螺吖啶化合物、吲哚啉化合物和异吲哚啉化合物。M是一种多价杂原子，具有至少一个孤对电子，选择氧、氮和硫之一，直接连接到Lumi的发光基团的一端，并连接到P的另一端。P是一种可以被水解酶轻易去除的基团。利用上述化合物的酶促反应如下所示：其中HE是一种水解酶。Lumi-M是一种具有与Lumi-M-P不同的物理和/或化学性质的化学发光产物。
• Near infrared chemiluminescent acridinium compounds and uses thereof
  申请人：BAYER CORPORATION

  公开号：US20020076823A1

  公开（公告）日：2002-06-20

  Our results thus identify two sets of necessary and sufficient criteria for observing long-wavelength emission from acridinium compounds: Set A: (a) The creation of an extended conjugation system by the attachment of appropriate functional groups on the acridinium nucleus (electronic requirement). (b) Coplanarity of the attached functional group and the acridone moiety during light emission (geometry requirement). (c) Said functional group must consist of at least one aromatic ring and one electron-donating atom or group with an extra pair of electrons which can readily delocalize into the extended &pgr; system to which the heteroatom is directly attached or built into, and establish stable extended resonance with the electron-withdrawing carbonyl moiety of the light emitting acridone. Such electron-donating atom or group that exists in the form of an anion has particularly strong effect to further the bathochromic shift of the emission wavelength. Set B: (a) A direct attachment at one or more of positions C-2, C-4, C-5, or C-7 of the acridinium nucleus, of electron-donating atoms or groups having extra pair(s) of electrons. The electron-donating entities can be the same or different if more than one electron-donating entity is used. Such electron-donating atom or group that exists in the form of an anion has particularly strong effect to further the bathochromic shift of the emission wavelength. For molecules for which the above criteria are met such as LEAE, 3-HS-DMAE, and 2-hydroxy-DMAE long wavelength-emission exceeding 500 nm and reaching into NIR region is expected and observed. Preferably, the utility of an NIR-AC of comparable quantum yield as the conventional acridinium compounds goes hand-in-hand with the employment of a luminenscence detector of good to excellent detection efficiency. To achieve efficient NIR signal detection and facilitate the performing of diagnostic assays, a further objective of the present invention is the advance of a concept and the realization of substituting a state-of-the-art charge-coupled device (CCD) detector for the red-insensitive photomultiplier tube (PMT) in a conventional fully or semi-automatic analyzer such as MLA-II of Chiron Diagnostics, Walpole, Mass.

  我们的结果确定了观察从吖啶酮化合物中长波长发射的两组必要且充分的标准：集合A：(a)通过在吖啶酮核上附加适当的功能基团来创建扩展的共轭体系（电子要求）。 (b)在发光期间，附加的功能基团和吖啶酮基团必须共面（几何要求）。 (c)所述的功能基团必须由至少一个芳香环和一个电子供体原子或基团组成，其具有额外的电子对，可以轻易地共振到直接连接或内置到杂原子所连接的扩展π体系中，并与发光吖啶酮的电子吸引羰基基团建立稳定的扩展共振。这种以阴离子形式存在的电子供体原子或基团特别强烈地影响进一步的红移发射波长。集合B：在吖啶酮核的C-2、C-4、C-5或C-7位置直接附加具有额外电子对的电子供体原子或基团。如果使用多个电子供体实体，则这些实体可以相同或不同。这种以阴离子形式存在的电子供体原子或基团特别强烈地影响进一步的红移发射波长。对于满足上述标准的分子，例如LEAE、3-HS-DMAE和2-羟基-DMAE，预计并观察到超过500 nm并进入NIR区域的长波长发射。最好，具有与传统吖啶酮化合物相当的量子产率的NIR-AC的效用与使用检测效率良好至优秀的发光检测器相辅相成。为了实现高效的NIR信号检测并促进诊断测定的进行，本发明的另一个目标是推进一个概念并实现用最先进的电荷耦合器件（CCD）探测器替代传统的完全或半自动分析仪，例如Chiron Diagnostics的MLA-II，Walpole，Mass.中的红外不敏感光倍增管（PMT）。
• Chemiluminescent Acridinium Compounds and Analogues thereof as Substrates of Hydrolytic Enzymes
  申请人：Jiang Qingping

  公开号：US20060202179A1

  公开（公告）日：2006-09-14

  A chemiluminescent substrate of a hydrolytic enzyme having the following general Formula I is disclosed, as follows: Lumi-M-P   Formula I where “Lumi” is a chemiluminescent moiety capable of producing light (a) by itself, (b) with MP attached and (c) with M attached. Examples of Lumi include chemiluminescent acridinium compounds, benzacridinium compounds, quinolinium compounds, isoquinolinium compounds, phenanthridinium compounds, and lucigenin compounds, spiroacridan compounds, luminol compounds and isoluminol compounds. M is a multivalent heteroatom having at least one lone pair of electrons selected from oxygen, nitrogen and sulfur, directly attached to the light emitting moiety of Lumi at one end and to P at the other end. P is a group that can be readily removed by hydrolytic enzymes. An enzymatic reaction utilizing the above compound is the following: where HE is a hydrolytic enzyme. Lumi-M is a chemiluminescent product having physical and/or chemical properties different from those of Lumi-M-P.

  本文披露了一种具有以下一般式I的水解酶化学发光底物，如下所示：Lumi-M-P  式I，其中“Lumi”是一种化学发光基团，能够(a)自身产生光，(b)与MP结合产生光，以及(c)与M结合产生光。Lumi的例子包括化学发光的吖啶化合物、苯并吖啶化合物、喹啉化合物、异喹啉化合物、菲啶化合物、卢西根化合物、螺吖啶化合物、路米诺化合物和异路米诺化合物。M是一种多价杂原子，具有至少一个孤对电子，选自氧、氮和硫，在一端直接与Lumi的发光基团相连，另一端与P相连。P是一种可被水解酶轻易去除的基团。利用上述化合物的酶促反应如下：其中HE是一种水解酶。Lumi-M是一种化学发光产物，具有与Lumi-M-P不同的物理和/或化学特性。
• Chemiluminescent acridinium compounds and analogues thereof as substrates of hydrolytic enzymes
  申请人：Bayer Corporation

  公开号：US06783948B1

  公开（公告）日：2004-08-31

  A chemiluminescent substrate of hydrolytic enzyme having the following general Formula I, as follows: Lumi-M-P  Formula I where “Lumi” is a chemiluminescent moiety capable of producing light (a) by itself, (b) with MP attached and (c) with M attached. Examples of Lumi include chemiluminescent acridinium compounds, benzacridinium compounds, quinolinium compounds, isoquinolinium compounds, phenanthridinium compounds, and lucigenin compounds, spiroacridan compounds, luminol compounds and isoluminol compounds. M is a multivalent heteroatom having at least one lone pair of electrons selected from oxygen, nitrogen and sulfur, directly attached to the light emitting moiety of Lumi at one end and to P at the other end. P it a group that can be readily removed by hydrolytic enzymes. An enzymatic reaction utilizing the above compound is the following: where HE is a hydrolytic enzyme Lumi-M is a chemiluminescent product having physical and/or chemical properties different from those of Lumi-M-P.

  一种水解酶的化学发光底物，具有以下一般式I，如下：Lumi-M-P  式I，其中“Lumi”是一种化学发光基团，能够(a)自身产生光，(b)与MP结合产生光，(c)与M结合产生光。Lumi的例子包括化学发光的吖啶化合物、苯并吖啶化合物、喹啉化合物、异喹啉化合物、苯并并吖啶化合物、吕克酚化合物、螺环吖啶化合物、发光酚化合物和异发光酚化合物。M是一种多价杂原子，具有至少一个孤对电子，选择自氧、氮和硫，直接连接到Lumi的发光基团的一端，并连接到P的另一端。P是一种能够被水解酶轻易除去的基团。利用上述化合物进行的酶促反应如下：其中HE是一种水解酶，Lumi-M是一种具有与Lumi-M-P不同的物理和/或化学性质的化学发光产物。
• NEAR INFRARED CHEMILUMINESCENT ACRIDINIUM COMPOUNDS AND USES THEREOF
  申请人：Bayer Corporation

  公开号：EP1104405A1

  公开（公告）日：2001-06-06