6,7-Bis-benzyloxy-1-(3,4-difluoro-benzoyl)-isoquinoline-3-carboxylic acid benzyl ester | 597543-91-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6,7-Bis-benzyloxy-1-(3,4-difluoro-benzoyl)-isoquinoline-3-carboxylic acid benzyl ester
• CAS: 597543-91-4
• 化学式: C₃₈H₂₇F₂NO₅
• 分子量: 615.633
• InChiKey: BIFASUANTPITBE-UHFFFAOYSA-N

物化性质

• 沸点：
  783.4±60.0 °C(Predicted)
• 密度：
  1.306±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.26
• 重原子数：
  46.0
• 可旋转键数：
  11.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  74.72
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  6,7-Bis-benzyloxy-1-(3,4-difluoro-benzoyl)-isoquinoline-3-carboxylic acid benzyl ester 在 氢溴酸 作用下， 以 乙腈 为溶剂， 生成 1-[4-(4-Chloro-phenylsulfanyl)-3-fluoro-benzoyl]-6,7-dihydroxy-isoquinoline-3-carboxylic acid
  参考文献：
  名称：

  6,7-Dihydroxyisoquinoline-3-carboxylic acids are potent inhibitors on the binding of insulin-Like growth factor (IGF) to IGF-binding proteins: optimization of the 1-position benzoyl side chain

  摘要：

  A series of 1-benzoyl isoquinolines, based on compound 1, was synthesized and evaluated for their ability to displace IGF-I from its complex with IGF-binding protein-3. Successful modifications of I included the replacement of the 3,4-dihydroxy-benzoyl group with a substituted benzyl group. These alternations culminated in the discovery of compounds such as 7o which had excellent in vitro potency (K-i = 9.4 nM) but with one less of the labile catechol functionality of 1. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00321-4
• 作为产物：
  描述：

  在 selenium(IV) oxide 、 sulfur 、 溶剂黄146 作用下， 生成 6,7-Bis-benzyloxy-1-(3,4-difluoro-benzoyl)-isoquinoline-3-carboxylic acid benzyl ester
  参考文献：
  名称：

  6,7-Dihydroxyisoquinoline-3-carboxylic acids are potent inhibitors on the binding of insulin-Like growth factor (IGF) to IGF-binding proteins: optimization of the 1-position benzoyl side chain

  摘要：

  A series of 1-benzoyl isoquinolines, based on compound 1, was synthesized and evaluated for their ability to displace IGF-I from its complex with IGF-binding protein-3. Successful modifications of I included the replacement of the 3,4-dihydroxy-benzoyl group with a substituted benzyl group. These alternations culminated in the discovery of compounds such as 7o which had excellent in vitro potency (K-i = 9.4 nM) but with one less of the labile catechol functionality of 1. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00321-4