6-chloro-N-cyclohexylspiro[1,4-dihydroquinoxaline-3,1'-cyclohexane]-2-imine | 1342902-88-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 6-chloro-N-cyclohexylspiro[1,4-dihydroquinoxaline-3,1'-cyclohexane]-2-imine
• CAS: 1342902-88-8
• 化学式: C₁₉H₂₆ClN₃
• 分子量: 331.889
• InChiKey: DPFTXKPRRXHLCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  36.4
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  异氰环已烷 、 环己酮 、 4-氯-1,2-苯二胺 在 AKIT-5 catalyst 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以88%的产率得到6-chloro-N-cyclohexylspiro[1,4-dihydroquinoxaline-3,1'-cyclohexane]-2-imine
  参考文献：
  名称：

  使用高度有序的 3D 纳米多孔硅铝酸盐催化剂在室温下多组分合成 3,4-二氢喹喔啉-2-胺衍生物

  摘要：

  在这里，我们展示了在发现的 AlKIT-5 催化剂存在下，通过取代邻苯二胺 (OPDA)、各种酮和各种异氰化物的三组分缩合反应合成多功能 3,4-二氢喹喔啉-2-胺衍生物具有高活性和选择性，在室温下（2-4 小时）在乙醇中可提供出色的产率（85-98%）。

  DOI：

  10.1055/s-0030-1260957

文献信息

• Synthesis and anti-neuroinflammatory activity studies of substituted 3,4-dihydroquinoxalin-2-amine derivatives
  作者：Donthabhakthuni Shobha、Murugulla Adharvana Chari、Khagga Mukkanti、Sun Yeou Kim

  DOI：10.1016/j.tetlet.2012.03.057

  日期：2012.5

  We demonstrate the synthesis of multifunctional 3,4-dihydroquinoxalin-2-amine derivatives 4 through a three-component condensation reactions of a substituted o-phenylenediamines 1 (OPDA), diverse ketones 2 and various isocyanides 3 in the presence of a catalytic amount of p-toluenesulfonic acid (PTSA) affording excellent yields (82–96%) and 10 mol % of silica gel supported sulfuric acid with good yields

  我们证明多官能3,4-二氢喹喔啉-2-胺衍生物的合成4通过的三组分的缩合反应的取代Ô苯二胺1（OPDA），多样酮2和各种异氰化物3中的催化量的存在对甲苯磺酸（PTSA）具有出色的收率（82–96％），在室温下（2-4小时）在乙醇中有10 mol％的硅胶负载的硫酸，在乙醇中的收率很高（85–98％）。我们还进行了3,4-二氢喹喔啉-2-胺衍生物的抗神经炎活性，其中一些化合物表现出良好的活性。
• Amberlyst-15: an efficient and reusable catalyst for multi-component synthesis of 3,4-dihydroquinoxalin-2-amine derivatives at room temperature
  作者：Murugulla Adharvana Chari

  DOI：10.1016/j.tetlet.2011.09.015

  日期：2011.11

  We demonstrate on the synthesis of multifunctional 3,4-dihydroquinoxalin-2-amine derivatives through a three-component condensation of substituted o-phenylenediamines (OPDA), diverse ketones, and various isocyanides in the presence of an efficient and reusable amberlyst-15 catalyst which was found to be highly active and afforded excellent yields (85–99%) in ethanol at room temperature (2–3 h).

  我们证明了在有效和可重复使用的amberlyst-15催化剂存在下，通过取代的邻苯二胺（OPDA），各种酮和各种异氰酸酯的三组分缩合反应，可以合成多功能3,4-二氢喹喔啉-2-胺衍生物。在室温下（2-3小时），乙醇具有很高的活性，并提供优异的乙醇收率（85-99％）。
• Spiropyrazine derivatives as inhibitors of non-apoptotic regulated cell-death
  申请人：Helmholtz Zentrum München Deutsches Forschungszentrum für Gesundheit und Umwelt (GmbH)

  公开号：US10647687B2

  公开（公告）日：2020-05-12

  The present invention relates to spiropyrazine compounds which are inhibitors of non-apoptotic regulated cell death, and to pharmaceutical compositions containing such compounds. Furthermore, the present invention relates to the use of such compounds and pharmaceutical compositions in therapy, in particular in the treatment of a condition, disorder or disease that is characterised by non-apoptotic regulated cell-death or where non-apoptotic regulated cell-death is likely to play or plays a substantial role. The compounds and pharmaceutical compositions described herein are also useful in the treatment of a condition, disorder or disease that is characterised by oxidative stress or where oxidative stress is likely to play or plays a substantial role; and/or a condition, disorder or disease that is characterised by activation of (1) one or more components of the necrosome; (2) death domain receptors; and/or (3) Toll-like receptors; and/or (4) players in ferroptotic/ferroptosis signalling, or where activation of any one of (1) to (3) and/or (4) is likely to play or plays a substantial role.

  本发明涉及作为非凋亡调节细胞死亡抑制剂的螺吡嗪化合物，以及含有此类化合物的药物组合物。此外，本发明还涉及此类化合物和药物组合物在治疗中的用途，特别是在治疗以非凋亡调节性细胞死亡为特征或非凋亡调节性细胞死亡可能起作用或起重要作用的病症、紊乱或疾病中的用途。本文所述的化合物和药物组合物还可用于治疗以氧化应激为特征的病症、紊乱或疾病，或氧化应激可能起作用或起重要作用的病症、紊乱或疾病；和/或(1)坏死体的一种或多种成分；(2)死亡结构域受体；和/或(3)Toll 样受体；和/或(4)铁变态反应/铁变态反应信号的参与者，或(1)至(3)和/或(4)中任何一种的激活可能起或起重要作用的情况、紊乱或疾病。
• SPIROPYRAZINE DERIVATIVES AS INHIBITORS OF NON-APOPTOTIC REGULATED CELL-DEATH
  申请人：Helmholtz Zentrum Munchen Deutsches Forschungszentrum fur Gesundheit und Umwelt (GmbH)

  公开号：US20180362475A1

  公开（公告）日：2018-12-20

  The present invention relates to spiropyrazine compounds which are inhibitors of non-apoptotic regulated cell death, and to pharmaceutical compositions containing such compounds. Furthermore, the present invention relates to the use of such compounds and pharmaceutical compositions in therapy, in particular in the treatment of a condition, disorder or disease that is characterised by non-apoptotic regulated cell-death or where non-apoptotic regulated cell-death is likely to play or plays a substantial role. The compounds and pharmaceutical compositions described herein are also useful in the treatment of a condition, disorder or disease that is characterised by oxidative stress or where oxidative stress is likely to play or plays a substantial role; and/or a condition, disorder or disease that is characterised by activation of (1) one or more components of the necrosome; (2) death domain receptors; and/or (3) Toll-like receptors; and/or (4) players in ferroptotic/ferroptosis signalling, or where activation of any one of (1) to (3) and/or (4) is likely to play or plays a substantial role.
• Room-Temperature Multicomponent Synthesis of 3,4-Dihydroquinoxalin-2-amine Derivatives Using Highly Ordered 3D Nanoporous Aluminosilicate Catalyst
  作者：M. Chari、A. Vinu、D. Shobha、L.-C. Sang、Salem Aldeyab、K. Mukkanti

  DOI：10.1055/s-0030-1260957

  日期：2011.8

  Here we demonstrate on the synthesis of multifunctional 3,4-dihydroquinoxalin-2-amine derivatives through a three-component condensation of substituted o-phenylenediamines (OPDA), diverse ketones, and various isocyanides in the presence of AlKIT-5 catalyst which was found to be highly active and selective, affording excellent yields (85-98%) in ethanol at room temperature (2-4 h).

  在这里，我们展示了在发现的 AlKIT-5 催化剂存在下，通过取代邻苯二胺 (OPDA)、各种酮和各种异氰化物的三组分缩合反应合成多功能 3,4-二氢喹喔啉-2-胺衍生物具有高活性和选择性，在室温下（2-4 小时）在乙醇中可提供出色的产率（85-98%）。