(4'-Hydroxymethyl-[2,2']bithiophenyl-5-yl)-methanol | 249604-39-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: (4'-Hydroxymethyl-[2,2']bithiophenyl-5-yl)-methanol
• 英文别名: [5-[4-(Hydroxymethyl)thiophen-2-yl]thiophen-2-yl]methanol
• CAS: 249604-39-5
• 化学式: C₁₀H₁₀O₂S₂
• 分子量: 226.32
• InChiKey: TVKGONBRXLKFQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  96.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4'-Hydroxymethyl-[2,2']bithiophenyl-5-yl)-methanol 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 5.0h， 以90%的产率得到4,5'-diformyl-2,2'-bithienyl
  参考文献：
  名称：

  Novel protein kinase C inhibitors: synthesis and PKC inhibition of β-substituted polythiophene derivatives

  摘要：

  A series of beta-substituted polythiophene derivatives was synthesized through palladium-catalyzed coupling reaction. Their structure-protein kinase C (PKC) inhibitory activity relationship was studied. The carboxaldehyde and hydroxymethyl derivatives of alpha-terthiophene were potent PKC inhibitors (IC50 = 10(-7) M). (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00375-3
• 作为产物：
  描述：

  tetrahydropyranyl ether of 2-thiophenemethanol 在 sodium tetrahydroborate 、 四(三苯基膦)钯 、 正丁基锂 、 三丁基氯化锡 、 4-甲基苯磺酸吡啶 、 三苯基膦 作用下， 以 乙醇 为溶剂， 反应 16.5h， 生成 (4'-Hydroxymethyl-[2,2']bithiophenyl-5-yl)-methanol
  参考文献：
  名称：

  Novel protein kinase C inhibitors: synthesis and PKC inhibition of β-substituted polythiophene derivatives

  摘要：

  A series of beta-substituted polythiophene derivatives was synthesized through palladium-catalyzed coupling reaction. Their structure-protein kinase C (PKC) inhibitory activity relationship was studied. The carboxaldehyde and hydroxymethyl derivatives of alpha-terthiophene were potent PKC inhibitors (IC50 = 10(-7) M). (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00375-3

文献信息

• Novel protein kinase C inhibitors: synthesis and PKC inhibition of β-substituted polythiophene derivatives
  作者：Wei-Chu Xu、Qin Zhou、Curtis L. Ashendel、Ching-te Chang、Ching-jer Chang

  DOI：10.1016/s0960-894x(99)00375-3

  日期：1999.8

  A series of beta-substituted polythiophene derivatives was synthesized through palladium-catalyzed coupling reaction. Their structure-protein kinase C (PKC) inhibitory activity relationship was studied. The carboxaldehyde and hydroxymethyl derivatives of alpha-terthiophene were potent PKC inhibitors (IC50 = 10(-7) M). (C) 1999 Elsevier Science Ltd. All rights reserved.