1,2-bis(4-fluorophenyl)pent-4-ene-1,2-diol | 1100329-69-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1,2-bis(4-fluorophenyl)pent-4-ene-1,2-diol
• CAS: 1100329-69-8
• 化学式: C₁₇H₁₆F₂O₂
• 分子量: 290.31
• InChiKey: SDROVZIWFGBMKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.46
• 重原子数：
  21.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  40.46
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1,2-bis(4-fluorophenyl)pent-4-ene-1,2-diol 在 间氯过氧苯甲酸 作用下， 以 氯仿 为溶剂， 生成 (2RS,3SR,5RS)-2,3-bis(4-fluorophenyl)-5-hydroxymethyl-tetrahydrofuran-3-ol
  参考文献：
  名称：

  2,3,5-Substituted tetrahydrofurans: COX-2 inhibitory activities of 5-hydroxymethyl-/carboxyl-2,3-diaryl-tetrahydro-furan-3-ols

  摘要：

  5-Hydroxymethyl-/carboxyl-2,3-diaryl-tetrahydro-furan-3-ols have been investigated for their COX-1 and COX-2 inhibitory activities. Compounds 17, 18 and 20 have been identified as showing appreciable COX-2 inhibition and selectivity. The group present at C-5 of tetrahydrofuran and the substituents at the two phenyl rings, through their interactions with active site amino acid residues, significantly affect the activities of these molecules. The quantitative structure-activity relationship studies indicate the role of log P, TPSA, molecular connectivity and valence connectivity towards the activities of these molecules. (C) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.12.017
• 作为产物：
  描述：

  4,4'-二氟安息香 、 3-溴丙烯 在 indium 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 1,2-bis(4-fluorophenyl)pent-4-ene-1,2-diol
  参考文献：
  名称：

  2,3,5-Substituted tetrahydrofurans: COX-2 inhibitory activities of 5-hydroxymethyl-/carboxyl-2,3-diaryl-tetrahydro-furan-3-ols

  摘要：

  5-Hydroxymethyl-/carboxyl-2,3-diaryl-tetrahydro-furan-3-ols have been investigated for their COX-1 and COX-2 inhibitory activities. Compounds 17, 18 and 20 have been identified as showing appreciable COX-2 inhibition and selectivity. The group present at C-5 of tetrahydrofuran and the substituents at the two phenyl rings, through their interactions with active site amino acid residues, significantly affect the activities of these molecules. The quantitative structure-activity relationship studies indicate the role of log P, TPSA, molecular connectivity and valence connectivity towards the activities of these molecules. (C) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.12.017