1-(5'-fluoroethyl-2'-thienyl)-1-(2'-thienyl)ethanol | 219737-09-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 1-(5'-fluoroethyl-2'-thienyl)-1-(2'-thienyl)ethanol
• 英文别名: 1-[5-(2-Fluoroethyl)thiophen-2-yl]-1-thiophen-2-ylethanol
• CAS: 219737-09-4
• 化学式: C₁₂H₁₃FOS₂
• 分子量: 256.365
• InChiKey: CCFCRGKHQLYZQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  76.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  苯并[b]喹嗪鎓溴化物 、 1-(5'-fluoroethyl-2'-thienyl)-1-(2'-thienyl)ethanol 以 various solvent(s) 为溶剂， 生成 、
  参考文献：
  名称：

  Excellent acceleration of the Diels-Alder reaction by microwave irradiation for the synthesis of new fluorine-substituted ligands of NMDA receptor

  摘要：

  A series of 6,11-ethanobenzo[b]quinolizinium derivatives was synthesized through the Diels-Alder reaction between azoniaanthracne and the corresponding 1,1-disubstituted olefin. After a systematic investigation for achieving rapid synthesis, it was found that the reaction is accelerated in polar media such as H2O and trifluoroethanol. In particular, excellent acceleration was effected by microwave irradiation. The new fluorine-substituted ligands thus obtained exhibited potential affinity toward NMDA receptors. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00541-1
• 作为产物：
  描述：

  2-噻吩乙醇 在 正丁基锂 、 TEA 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 1-(5'-fluoroethyl-2'-thienyl)-1-(2'-thienyl)ethanol
  参考文献：
  名称：

  Excellent acceleration of the Diels-Alder reaction by microwave irradiation for the synthesis of new fluorine-substituted ligands of NMDA receptor

  摘要：

  A series of 6,11-ethanobenzo[b]quinolizinium derivatives was synthesized through the Diels-Alder reaction between azoniaanthracne and the corresponding 1,1-disubstituted olefin. After a systematic investigation for achieving rapid synthesis, it was found that the reaction is accelerated in polar media such as H2O and trifluoroethanol. In particular, excellent acceleration was effected by microwave irradiation. The new fluorine-substituted ligands thus obtained exhibited potential affinity toward NMDA receptors. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00541-1

文献信息

• Synthesis and evaluation of18F- and11C-labelled 9,10-ethanobenzo[b]quinolizinium derivatives for imaging of the NMDA receptor at the TCP-binding site
  作者：Nobuyasu Ishibashi、Tsuneo Kuwamura、Hiromi Sano、Fumihiko Yamamoto、Terushi Haradahira、Kazutoshi Suzuki、Tetsuya Suhara、Shigeki Sasaki、Minoru Maeda

  DOI：10.1002/(sici)1099-1344(20000330)43:4<375::aid-jlcr324>3.0.co;2-q

  日期：2000.3.30

  Derivatives of 9,10-ethanobenzo[b]quinolizinium are potent antagonists for the TCP-site of the NMDA receptor. Two fluoroethyl-substituted analogues were labelled with fluorine-18 by displacement of the tosylate with [F-18]fluoride, followed by a Diels-Alder reaction. A methoxy-substituted analogue labelled with carbon-ii was obtained by O-methylation of the corresponding hydroxy precursor with [C-11]iodomethane. In biodistribution studies in mice with these three radioligands, it was found that they have little ability to penetrate the blood-brain barrier.