3-(2,3-dihydroindol-1-yl)-4-(indol-3-yl)maleimide | 864463-34-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-(2,3-dihydroindol-1-yl)-4-(indol-3-yl)maleimide
• 英文别名: 3-(2,3-dihydroindol-1-yl)-4-(1H-indol-3-yl)pyrrole-2,5-dione
• CAS: 864463-34-3
• 化学式: C₂₀H₁₅N₃O₂
• 分子量: 329.358
• InChiKey: OFONPRUMXXOALY-UHFFFAOYSA-N

物化性质

• 熔点：
  198-200 °C(Solv: ethanol (64-17-5))
• 沸点：
  587.3±50.0 °C(Predicted)
• 密度：
  1.451±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  65.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(2,3-dihydroindol-1-yl)-4-(indol-3-yl)maleimide 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以80%的产率得到3-(indol-1-yl)-4-(indol-3-yl)maleimide
  参考文献：
  名称：

  Synthesis of 4-substituted 3-(indol-3-yl)maleimides and azepines with annelated indole and maleimide nuclei

  摘要：

  A series of 4-substituted 3-(indole-3-yl)maleimides has been synthesized. Upon the action of CH3SO3H in TFA, the 3-(indole-3-yl)-4-(arylalkylamino)-maleimides undergo cyclization to give 12b,13-dihydro-4bH-indolo[3,2-d]pyrrolo[3,4-b][1]benzazepine-5,7(6H, 8H)-dione derivatives. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.06.027
• 作为产物：
  描述：

  吲哚啉 在 potassium tert-butylate 、 potassium carbonate 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 3.0h， 生成 3-(2,3-dihydroindol-1-yl)-4-(indol-3-yl)maleimide
  参考文献：
  名称：

  Synthesis of 4-substituted 3-(indol-3-yl)maleimides and azepines with annelated indole and maleimide nuclei

  摘要：

  A series of 4-substituted 3-(indole-3-yl)maleimides has been synthesized. Upon the action of CH3SO3H in TFA, the 3-(indole-3-yl)-4-(arylalkylamino)-maleimides undergo cyclization to give 12b,13-dihydro-4bH-indolo[3,2-d]pyrrolo[3,4-b][1]benzazepine-5,7(6H, 8H)-dione derivatives. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.06.027

文献信息

• 5-6 or 5-7 Heterobicycles as Factor Xa inhibitors
  申请人：——

  公开号：US20030018023A1

  公开（公告）日：2003-01-23

  The present application describes 5-6 or 5-7 heterobicyclics of Formula I: 1 or pharmaceutically acceptable salt forms thereof, wherein ring P is a 5-membered heteroaromatic and ring M is a 6 or 7-membered non-aromatic carbocycle or heterocycle. Compounds of the present invention are useful as inhibitors of trypsin-like serine proteases, specifically factor Xa.

  本申请描述了式I:1的5-6或5-7杂环化合物，或其药学上可接受的盐形式，其中环P是5-成员的杂芳族环，环M是6或7-成员的非芳族碳环或杂环。本发明化合物可用作凝血酶样丝氨酸蛋白酶的抑制剂，特别是Xa因子的抑制剂。
• Neuroprotective and anti-proliferative compounds
  申请人：Jaquith B. James

  公开号：US20060199835A1

  公开（公告）日：2006-09-07

  This invention features compounds of formula (I), (II) and (III), which are useful in the treatment of proliferative disorders characterized by loss of growth or cellular differentiation control including, but not limited to, cancer and inflammation. Formulas (I), (II), (III) have functional groups designated as A 1 , A 2 , B 1 , B 2 , X 1 —X 9 and R 1 —R 8 as defined further.

  这项发明涉及公式(I)、(II)和(III)的化合物，它们可用于治疗增殖性疾病，该疾病的特征是失去生长或细胞分化控制，包括但不限于癌症和炎症。公式(I)、(II)、(III)具有被指定为A1、A2、B1、B2、X1—X9和R1—R8的功能基团，其定义进一步说明。
• US6960595B2
  申请人：——

  公开号：US6960595B2

  公开（公告）日：2005-11-01
• [EN] NEUROPROTECTIVE AND ANTI-PROLIFERATIVE COMPOUNDS<br/>[FR] COMPOSES NEUROPROTECTEURS ET ANTIPROLIFERATIFS
  申请人：AEGERA THERAPEUTICS INC

  公开号：WO2005014584A1

  公开（公告）日：2005-02-17

  This invention features compounds of formula (I), (II) and (III), which are useful in the treatment of proliferative disorders characterized by loss of growth or cellular differentiation control including, but not limited to, cancer and inflammation. Formulas (I), (II), (III) have functional groups designated as A1, A2, B1, B2, X1-X9 and Rl -R8 as defined further.
• [EN] 3-(INDOL-1-YL)-4-(INDOL-3-YL)-PYRROLE-2,5-DIONES,3-(BENZIMIDAZOL-1-YL)-4-(INDOL-3-YL)-PYRROLE-2,5-DIONES, AND 3-(INDOLIN-1-YL)-4-(INDOL-3-YL)-PYRROLE-2,5-DIONES; THEIR PREPARATION AND USE AS MODULATORS OF APOPTOSIS<br/>[FR] COMPOSES NEUROPROTECTEURS ET ANTIPROLIFERATIFS
  申请人：AEGERA THERAPEUTICS INC

  公开号：WO2005014584A8

  公开（公告）日：2005-09-09

  [EN] This invention features compounds of formula (I), (II) and (III), which are useful in the treatment of proliferative disorders characterized by loss of growth or cellular differentiation control including, but not limited to, cancer and inflammation. Formulas (I), (II), (III) have functional groups designated as A<1>, A<2>, B<1>, B<2>, X<1>-X<9> and R-R<8> as defined further.
  [FR] L'invention concerne des composés représentés par la formule (I), (II) et (III), lesquels sont utiles dans le traitement de troubles prolifératifs caractérisés par une perte de croissance ou une régulation de différentiation cellulaire, entre autres, un cancer et une inflammation. Les formules (I), (II) et (III) comportent des groupes fonctionnels représentés par A<1>, A<2>, B<1>, B<2>, X<1>-X<9> et R-R<8> tels que définis plus loin.