2-((Z)-2-Fluoro-4-hydroxy-3-methyl-but-2-enyl)-isoindole-1,3-dione | 205035-69-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-((Z)-2-Fluoro-4-hydroxy-3-methyl-but-2-enyl)-isoindole-1,3-dione
• 英文别名: 2-[(Z)-2-fluoro-4-hydroxy-3-methylbut-2-enyl]isoindole-1,3-dione
• CAS: 205035-69-4
• 化学式: C₁₃H₁₂FNO₃
• 分子量: 249.242
• InChiKey: HLSUKTLQGDOACG-FLIBITNWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-((Z)-2-Fluoro-4-hydroxy-3-methyl-but-2-enyl)-isoindole-1,3-dione 在 一水合肼 、 三乙胺 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 26.0h， 生成 6-((Z)-2-fluoro-4-hydroxy-3-methylbut-2-enylamino)purine
  参考文献：
  名称：

  Synthesis and Cytokinin Activity of New Zeatin Derivatives

  摘要：

  The analogue of zeatin bearing a vinylic fluorine atom and its geometrical isomer were synthesized. The fluorine atom exerts a favorable influence on cytokinin activity in the fluoro analogue of cis-zeatin, but not in the fluoro analogue of zeatin itself. Another series of zeatin derivatives in which the methyl group was replaced by alkyl (ethyl, propyl, and isopropyl), phenyl, and benzyl groups were also obtained. The ethyl analogue was found to be more active than zeatin, while the others were inactive or slightly active.

  DOI：

  10.1021/jf970752l
• 作为产物：
  描述：

  2-((Z)-2-Fluoro-3-methyl-4-trityloxy-but-2-enyl)-isoindole-1,3-dione 在 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 反应 48.0h， 以66%的产率得到2-((Z)-2-Fluoro-4-hydroxy-3-methyl-but-2-enyl)-isoindole-1,3-dione
  参考文献：
  名称：

  Synthesis and Cytokinin Activity of New Zeatin Derivatives

  摘要：

  The analogue of zeatin bearing a vinylic fluorine atom and its geometrical isomer were synthesized. The fluorine atom exerts a favorable influence on cytokinin activity in the fluoro analogue of cis-zeatin, but not in the fluoro analogue of zeatin itself. Another series of zeatin derivatives in which the methyl group was replaced by alkyl (ethyl, propyl, and isopropyl), phenyl, and benzyl groups were also obtained. The ethyl analogue was found to be more active than zeatin, while the others were inactive or slightly active.

  DOI：

  10.1021/jf970752l

文献信息

• Chemokine CXCR4 Receptor Modulators and Uses Related Thereto
  申请人：Emory University

  公开号：US20200054623A1

  公开（公告）日：2020-02-20

  The disclosure relates to chemokine CXCR4 receptor modulators and uses related thereto. The receptor modulators can be formulated to form pharmaceutical compositions comprising the disclosed compounds or pharmaceutically acceptable salts or prodrugs thereof. The compositions may be used for managing CXCR4 related conditions, typically prevention or treatment of viral infections abnormal cellular proliferation, retinal degeneration, inflammatory diseases, or as an immunostimulant or immunosuppressant or for managing cancer and may be administered with another active ingredient such as an antiviral agent or chemotherapeutic agent.
• Synthesis and Cytokinin Activity of New Zeatin Derivatives
  作者：M'Barek Haidoune、Isabelle Raynaud、Norval O'Connor、Pascal Richomme、René Mornet、Michel Laloue

  DOI：10.1021/jf970752l

  日期：1998.4.1

  The analogue of zeatin bearing a vinylic fluorine atom and its geometrical isomer were synthesized. The fluorine atom exerts a favorable influence on cytokinin activity in the fluoro analogue of cis-zeatin, but not in the fluoro analogue of zeatin itself. Another series of zeatin derivatives in which the methyl group was replaced by alkyl (ethyl, propyl, and isopropyl), phenyl, and benzyl groups were also obtained. The ethyl analogue was found to be more active than zeatin, while the others were inactive or slightly active.