2-(3-(1,3-dioxo-1H-benzo[f]isoindol-2(3H)-yl)-2,6-dioxopiperidin-1-yl)-N-(2-(3-(1,3-dioxo-1H-benzo[f]isoindol-2(3H)-yl)-2,6-dioxopiperidin-1-yl)ethyl)-N-methylethanamine hydrochloride | 1187431-11-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-(3-(1,3-dioxo-1H-benzo[f]isoindol-2(3H)-yl)-2,6-dioxopiperidin-1-yl)-N-(2-(3-(1,3-dioxo-1H-benzo[f]isoindol-2(3H)-yl)-2,6-dioxopiperidin-1-yl)ethyl)-N-methylethanamine hydrochloride
• 英文别名: 2-[1-[2-[2-[3-(1,3-Dioxobenzo[f]isoindol-2-yl)-2,6-dioxopiperidin-1-yl]ethyl-methylamino]ethyl]-2,6-dioxopiperidin-3-yl]benzo[f]isoindole-1,3-dione;hydrochloride
• CAS: 1187431-11-3
• 化学式: C₃₉H₃₃N₅O₈*ClH
• 分子量: 736.181
• InChiKey: FYHFVKVEMQSFKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.27
• 重原子数：
  53
• 可旋转键数：
  8
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  153
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  N-甲基-2,2-二氨基二乙胺 、 2-(2,6-dioxotetrahydro-2H-pyran-3-yl)-1H-benzo[f]isoindole-1,3(2H)-dione 在 盐酸 、 乙酸酐 、 乙酰氯 作用下， 以 N,N-二甲基甲酰胺 、 水 为溶剂， 反应 96.0h， 以81%的产率得到2-(3-(1,3-dioxo-1H-benzo[f]isoindol-2(3H)-yl)-2,6-dioxopiperidin-1-yl)-N-(2-(3-(1,3-dioxo-1H-benzo[f]isoindol-2(3H)-yl)-2,6-dioxopiperidin-1-yl)ethyl)-N-methylethanamine hydrochloride
  参考文献：
  名称：

  Discovering a new analogue of thalidomide which may be used as a potent modulator of TNF-α production

  摘要：

  A new series of imide derivatives related to thalidomide were synthesized and evaluated as modulators of TNF-alpha production. These derivatives enhance TNF-a production using human leukemia HL-60 cells induced with 12-O-tetradecanoylphorbol 13-acetate (TPA), while inhibiting TNF-alpha production induced with okadaic acid (OA) in the same cell line. The diphenylmaleimide derivative 2f, was found to be the most active product, producing a strong modulation of the cytokine level. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.03.018