2-(3-(5-amino-1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)-2,6-dioxopiperidin-1-yl)-N,N-dimethylethanamine hydrochloride | 1187431-09-9

• 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-(5-amino-1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)-2,6-dioxopiperidin-1-yl)-N,N-dimethylethanamine hydrochloride
• 英文别名: 5-Amino-2-[1-[2-(dimethylamino)ethyl]-2,6-dioxopiperidin-3-yl]benzo[de]isoquinoline-1,3-dione;hydrochloride
• CAS: 1187431-09-9
• 化学式: C₂₁H₂₂N₄O₄*ClH
• 分子量: 430.891
• InChiKey: YWSDVBQAQIJLHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.52
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N,N-dimethyl-2-(3-(5-nitro-1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)-2,6-dioxopiperidin-1-yl)ethanamine hydrochloride 在 palladium 10% on activated carbon 、 氢气 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.5h， 以91%的产率得到2-(3-(5-amino-1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)-2,6-dioxopiperidin-1-yl)-N,N-dimethylethanamine 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

文献信息

• Discovering a new analogue of thalidomide which may be used as a potent modulator of TNF-α production
  作者：Miguel Fernández Braña、Nuria Acero、Loreto Añorbe、Dolores Muñoz Mingarro、Francisco Llinares、Gema Domínguez

  DOI：10.1016/j.ejmech.2009.03.018

  日期：2009.9

  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.