2,3-dihydroimidazo[1,5-b]isoquinoline-1,5-dione | 1134920-44-7

• 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: 2,3-dihydroimidazo[1,5-b]isoquinoline-1,5-dione
• 英文别名: 2H-imidazo[1,5-b]isoquinoline-1,5-dione；2h-Imidazo[1,5-b]isoquinoline-1,5-dione
• CAS: 1134920-44-7
• 化学式: C₁₁H₈N₂O₂
• 分子量: 200.197
• InChiKey: XFDJHBKRHGVXDP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-thioxo-2,3-dihydroimidazo[1,5-b]isoquinoline-1,5-dione 在 sodium tetrahydroborate 、 nickel dichloride 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以75%的产率得到2,3-dihydroimidazo[1,5-b]isoquinoline-1,5-dione
  参考文献：
  名称：

  A novel synthesis of 2-substituted 2H-imidazo[1,5-b]isoquinoline-1,5-diones by in situ desulfurization

  摘要：

  A novel synthesis of 2-substituted 2H-imidazo[1,5-b]isoquinoline-1,5-diones by reductive desulfurization of a variety of 2-substituted 3-thioxo-2H-imidazo[1,5-b]isoquinoline-1,5-diones is reported with nickel boride in dry methanol at ambient temperature.

  DOI：

  10.1007/s10593-008-0045-1

文献信息

• Thiazolidine derivatives as potent and selective inhibitors of the PIM kinase family
  作者：Carole J.R. Bataille、Méabh B. Brennan、Simon Byrne、Stephen G. Davies、Matthew Durbin、Oleg Fedorov、Kilian V.M. Huber、Alan M. Jones、Stefan Knapp、Gu Liu、Anna Nadali、Camilo E. Quevedo、Angela J. Russell、Roderick G. Walker、Robert Westwood、Graham M. Wynne

  DOI：10.1016/j.bmc.2017.02.056

  日期：2017.5

  The PIM family of serine/threonine kinases have become an attractive target for anti-cancer drug development, particularly for certain hematological malignancies. Here, we describe the discovery of a series of inhibitors of the PIM kinase family using a high throughput screening strategy. Through a combination of molecular modeling and optimization studies, the intrinsic potencies and molecular properties of this series of compounds was significantly improved. An excellent pan-PIM isoform inhibition profile was observed across the series, while optimized examples show good selectivity over other kinases. Two PIM-expressing leukemic cancer cell lines, MV4-11 and 1(562, were employed to evaluate the in vitro anti-proliferative effects of selected inhibitors. Encouraging activities were observed for many examples, with the best example (44) giving an IC55 of 0.75 mu M against the K562 cell line. These data provide a promising starting point for further development of this series as a new cancer therapy through PIM kinase inhibition. (C) 2017 Elsevier Ltd. All rights reserved.
• A novel synthesis of 2-substituted 2H-imidazo[1,5-b]isoquinoline-1,5-diones by in situ desulfurization
  作者：Jitender M. Khurana、Vandana Sharma

  DOI：10.1007/s10593-008-0045-1

  日期：2008.3

  A novel synthesis of 2-substituted 2H-imidazo[1,5-b]isoquinoline-1,5-diones by reductive desulfurization of a variety of 2-substituted 3-thioxo-2H-imidazo[1,5-b]isoquinoline-1,5-diones is reported with nickel boride in dry methanol at ambient temperature.