(6,7-dihydroxy-3,4-dihydro-1H-isoquinolin-2-yl)-(3,4,5-trihydroxyphenyl)methanone | 950750-01-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: (6,7-dihydroxy-3,4-dihydro-1H-isoquinolin-2-yl)-(3,4,5-trihydroxyphenyl)methanone
• CAS: 950750-01-3
• 化学式: C₁₆H₁₅NO₆
• 分子量: 317.298
• InChiKey: UUTPYPGLZJIYCQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  122
• 氢给体数：
  5
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (6,7-dihydroxy-3,4-dihydro-1H-isoquinolin-2-yl)-(3,4,5-trihydroxyphenyl)methanone 在 三甲基铵三氧化硫共聚物 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 0.5h， 生成
  参考文献：
  名称：

  Discovery of novel sulfonated small molecules that inhibit vascular tube formation

  摘要：

  Tumor-associated angiogenesis is a complex process that involves the interplay among several molecular players such as cell-surface heparan sulfate proteoglycans, vascular endothelial growth factors and their cognate receptors. PI-88, a highly sulfonated oligosaccharide, has been shown to have potent anti-angiogenic activity and is currently in clinical trials. However, one of the major drawbacks of large oligosaccharides such as PI-88 is that their synthesis often requires numerous complex synthetic steps. In this study, several novel polysulfonated small molecule carbohydrate mimetics, which can easily be synthesized in fewer steps, are identified as promising inhibitors of angiogenesis in an in vitro tube formation assay. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.04.014
• 作为产物：
  描述：

  6,7-二甲氧基-1,2,3,4-四氢异喹啉盐酸盐 在 三溴化硼 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 16.25h， 生成 (6,7-dihydroxy-3,4-dihydro-1H-isoquinolin-2-yl)-(3,4,5-trihydroxyphenyl)methanone
  参考文献：
  名称：

  Rapid and efficient microwave-assisted synthesis of highly sulfated organic scaffolds

  摘要：

  Sulfation of multiple hydroxylated small organic molecules is fraught with problems of poor yield, multitude of products, and long reaction times. We have developed a rapid microwave-based method for synthesis of highly sulfated small organic molecules, which affords the per-sulfated product in moderate to excellent yields and high purity. The method is expected to be of value in the discovery of per-sulfated organic molecules as mimics of glycosaminoglycans, which are being increasingly recognized as modulators of key physiological functions. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.07.100