2,2-bis(ethylthio)pent-4-ynoic acid ethyl ester | 678143-56-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2,2-bis(ethylthio)pent-4-ynoic acid ethyl ester
• 英文别名: Ethyl 2,2-bis(ethylsulfanyl)pent-4-ynoate；ethyl 2,2-bis(ethylsulfanyl)pent-4-ynoate
• CAS: 678143-56-1
• 化学式: C₁₁H₁₈O₂S₂
• 分子量: 246.395
• InChiKey: XXONBHZSVGDKPC-UHFFFAOYSA-N

物化性质

• 沸点：
  347.6±42.0 °C(Predicted)
• 密度：
  1.093±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  76.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,2-bis(ethylthio)pent-4-ynoic acid ethyl ester 在 sodium hydroxide 、 正丁基锂 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 5.5h， 生成 17α-(4',4'-bis(ethylthio)-4'-carboxybut-1'-yn-1'-yl)estra-1,3,5(10)-triene-3,17β-diol
  参考文献：
  名称：

  7α- and 17α-Substituted estrogens containing tridentate tricarbonyl rhenium/Technetium complexes: synthesis of estrogen receptor imaging agents and evaluation using microPET with technetium-94m

  摘要：

  To develop technetium and rhenium-labeled imaging agents for estrogen receptor (ER) positive breast tumors, we have prepared tridentate metal tricarbonyl chelates substituted at the 7alpha- and 17alpha-positions of estradiol. Some of the Re(CO)(3) conjugates have high binding for the ER in vitro. The in vivo biodistribution of the highest affinity of these novel metal tricarbonyl conjugates, prepared as the Tc-94m labeled analogue, was evaluated by tissue dissection and microPET imaging. Although target tissue-selective uptake was not apparent, it is notable that microPET imaging identified the stomach as a major site of activity deposition, a site that might have been missed by standard tissue distribution studies. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.09.004
• 作为产物：
  描述：

  二(乙硫基)乙酸乙酯 、 3-溴丙炔 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 5.5h， 以58%的产率得到2,2-bis(ethylthio)pent-4-ynoic acid ethyl ester
  参考文献：
  名称：

  7α- and 17α-Substituted estrogens containing tridentate tricarbonyl rhenium/Technetium complexes: synthesis of estrogen receptor imaging agents and evaluation using microPET with technetium-94m

  摘要：

  To develop technetium and rhenium-labeled imaging agents for estrogen receptor (ER) positive breast tumors, we have prepared tridentate metal tricarbonyl chelates substituted at the 7alpha- and 17alpha-positions of estradiol. Some of the Re(CO)(3) conjugates have high binding for the ER in vitro. The in vivo biodistribution of the highest affinity of these novel metal tricarbonyl conjugates, prepared as the Tc-94m labeled analogue, was evaluated by tissue dissection and microPET imaging. Although target tissue-selective uptake was not apparent, it is notable that microPET imaging identified the stomach as a major site of activity deposition, a site that might have been missed by standard tissue distribution studies. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.09.004

文献信息

• 7α- and 17α-Substituted estrogens containing tridentate tricarbonyl rhenium/Technetium complexes: synthesis of estrogen receptor imaging agents and evaluation using microPET with technetium-94m
  作者：Leonard G. Luyt、Heather M. Bigott、Michael J. Welch、John A. Katzenellenbogen

  DOI：10.1016/j.bmc.2003.09.004

  日期：2003.11

  To develop technetium and rhenium-labeled imaging agents for estrogen receptor (ER) positive breast tumors, we have prepared tridentate metal tricarbonyl chelates substituted at the 7alpha- and 17alpha-positions of estradiol. Some of the Re(CO)(3) conjugates have high binding for the ER in vitro. The in vivo biodistribution of the highest affinity of these novel metal tricarbonyl conjugates, prepared as the Tc-94m labeled analogue, was evaluated by tissue dissection and microPET imaging. Although target tissue-selective uptake was not apparent, it is notable that microPET imaging identified the stomach as a major site of activity deposition, a site that might have been missed by standard tissue distribution studies. (C) 2003 Elsevier Ltd. All rights reserved.