ethyl 7-(3-nitrophenyl)-6-heptenoate | 236754-28-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl 7-(3-nitrophenyl)-6-heptenoate
• 英文别名: ethyl (E)-7-(3-nitrophenyl)hept-6-enoate
• CAS: 236754-28-2
• 化学式: C₁₅H₁₉NO₄
• 分子量: 277.32
• InChiKey: PULSTDLTVUKSSN-VMPITWQZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 7-(3-nitrophenyl)-6-heptenoate 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 12.0h， 以99%的产率得到ethyl 7-(3-aminophenyl)heptanoate
  参考文献：
  名称：

  Polyiodinated Triglyceride Analogs as Potential Computed Tomography Imaging Agents for the Liver

  摘要：

  A series of glyceryl 2-oleoyl 1,3-bis[omega-(3-amino-2,4,6-triiodophenyl]) alkanoates was synthesized, radioiodinated with iodine-125, emulsified, and evaluated for their ability to selectively localize in the liver for potential use as hepatographic agents in computed tomography. All seven analogs displayed rapid liver uptake wherein between 65 and 78% of the injected dose accumulated in the liver by 30 min. Liver values ranged from 46 to 93% 3 h after injection which corresponded to liver to blood ratios ranging from 21 to 450. Moreover, subsequent elimination of radioactivity from the liver was nearly linear with respect to alkyl chain length. Analogs with longer alkyl chain length were eliminated from the liver more rapidly than their shorter chain counterparts. Because of their biochemical similarities to naturally occurring triglycerides, these novel analogs may prove useful not only for high-resolution anatomic imaging of focal liver lesions, but also for evaluating a variety of diffuse diseases known to affect hepatic function and biochemistry.

  DOI：

  10.1021/jm00004a010
• 作为产物：
  描述：

  8-羟基辛酸乙酯 在 三氧化硫吡啶 、 三乙胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 、 二甲基亚砜 为溶剂， 反应 3.33h， 生成 ethyl 7-(3-nitrophenyl)-6-heptenoate
  参考文献：
  名称：

  靶向GS-X泵的谷胱甘肽衍生的生化探针的分子设计

  摘要：

  描述了新型谷胱甘肽衍生物作为GS-X泵的光亲和性和荧光生化探针的合成。GIF-0017，一个小号烷基化的谷胱甘肽衍生物与二苯甲酮光素，竞争性地抑制白三烯C的传输4由GS-X与IC泵50 0.40μM的值，表示强相互作用的探针分子和之间存在GS-X泵。

  DOI：

  10.1016/s0040-4020(99)00375-0

文献信息

• Polyiodinated Triglyceride Analogs as Potential Computed Tomography Imaging Agents for the Liver
  作者：Jamey P. Weichert、Marc A. Longino、Douglas A. Bakan、Michael G. Spigarelli、Tso-sheng Chou、Susan W. Schwendner、Raymond E. Counsell

  DOI：10.1021/jm00004a010

  日期：1995.2

  A series of glyceryl 2-oleoyl 1,3-bis[omega-(3-amino-2,4,6-triiodophenyl]) alkanoates was synthesized, radioiodinated with iodine-125, emulsified, and evaluated for their ability to selectively localize in the liver for potential use as hepatographic agents in computed tomography. All seven analogs displayed rapid liver uptake wherein between 65 and 78% of the injected dose accumulated in the liver by 30 min. Liver values ranged from 46 to 93% 3 h after injection which corresponded to liver to blood ratios ranging from 21 to 450. Moreover, subsequent elimination of radioactivity from the liver was nearly linear with respect to alkyl chain length. Analogs with longer alkyl chain length were eliminated from the liver more rapidly than their shorter chain counterparts. Because of their biochemical similarities to naturally occurring triglycerides, these novel analogs may prove useful not only for high-resolution anatomic imaging of focal liver lesions, but also for evaluating a variety of diffuse diseases known to affect hepatic function and biochemistry.
• Molecular design of glutathione-derived biochemical probes targeting the GS-X pump
  作者：Kyoji Furuta、Keiichiro Tomokiyo、M.Tien Kuo、Toshihisa Ishikawa、Masaaki Suzuki

  DOI：10.1016/s0040-4020(99)00375-0

  日期：1999.6

  glutathione derivatives as photoaffinity and fluorescent biochemical probes for the GS-X pump are described. GIF-0017, an S-alkylated glutathione derivative with a benzophenone photophore, competitively inhibits the transport of leukotriene C4 by the GS-X pump with an IC50 value of 0.40 μM, indicating the existence of strong interaction between the probe molecule and the GS-X pump.

  描述了新型谷胱甘肽衍生物作为GS-X泵的光亲和性和荧光生化探针的合成。GIF-0017，一个小号烷基化的谷胱甘肽衍生物与二苯甲酮光素，竞争性地抑制白三烯C的传输4由GS-X与IC泵50 0.40μM的值，表示强相互作用的探针分子和之间存在GS-X泵。