1-Methyl-3-[4-(1-methyl-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl]-1H-indole-5-carboxylic acid methyl ester | 131305-28-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 1-Methyl-3-[4-(1-methyl-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl]-1H-indole-5-carboxylic acid methyl ester
• 英文别名: Bisindolylmaleimide deriv. 37；methyl 1-methyl-3-[4-(1-methylindol-3-yl)-2,5-dioxopyrrol-3-yl]indole-5-carboxylate
• CAS: 131305-28-7
• 化学式: C₂₄H₁₉N₃O₄
• 分子量: 413.433
• InChiKey: UHNIELRQKFFMTN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  82.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-Methyl-3-[4-(1-methyl-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-furan-3-yl]-1H-indole-5-carboxylic acid methyl ester 在 甲醇 、 六甲基二硅氮烷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以90%的产率得到1-Methyl-3-[4-(1-methyl-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl]-1H-indole-5-carboxylic acid methyl ester
  参考文献：
  名称：

  A mild conversion of maleic anhydrides into maleimides

  摘要：

  DOI：

  10.1016/s0040-4039(00)97842-0

文献信息

• [EN] INDOLYLMALEIMIDES AS SOFT PAN-PKC INHIBITORS<br/>[FR] INDOLYLMALÉIMIDES SERVANT D'INHIBITEURS DOUX DE PAN-PKC
  申请人：AMAKEM NV

  公开号：WO2013004709A1

  公开（公告）日：2013-01-10

  The present invention relates to new kinase inhibitors, more specifically soft PKC inhibitors, compositions, in particular pharmaceuticals, comprising such inhibitors, and to uses of such inhibitors in the treatment and prophylaxis of disease. In particular, the present invention relates to new soft PKC inhibitors compositions, in particular pharmaceuticals, comprising such inhibitors, and to uses of such inhibitors in the treatment and prophylaxis of disease. In addition, the invention relates to methods of treatment and use of said compounds in the manufacture of a medicament for the application to a number of therapeutic indications including autoimmune and inflammatory diseases.

  本发明涉及新的激酶抑制剂，更具体地是软性PKC抑制剂，包括这些抑制剂的组合物，特别是制药品，以及这些抑制剂在疾病治疗和预防中的用途。具体来说，本发明涉及新的软性PKC抑制剂组合物，特别是制药品，包括这些抑制剂，以及这些抑制剂在疾病治疗和预防中的用途。此外，本发明涉及治疗方法和使用所述化合物制造药物的方法，适用于多种治疗适应症，包括自身免疫和炎症性疾病。
• Inhibitors of protein kinase C. 1. 2,3-bisarylmaleimides
  作者：Peter D. Davis、Christopher H. Hill、Geoffrey Lawton、John S. Nixon、Sandra E. Wilkinson、Steven A. Hurst、Elizabeth Keech、Susan E. Turner

  DOI：10.1021/jm00079a024

  日期：1992.1

  The design and synthesis of a series of novel inhibitors of protein kinase C (PKC) is described. These 2,3-bisarylznaleimides were derived from the structural lead provided by the indolocarbazoles, staurosporine and K252a. Optimum activity required the imide NH, both carbonyl groups, and the olefinic bond of the maleimide ring. 2,3-Bisindolylmaleimides were the most active, and the potency of these was improved by a chloro substituent at the 5-position of one indole ring (compound 28, IC50 0.11-mu-M). In a series of (phenylindolyl)maleimides, nitro compound 74 was most active (IC50 0.67-mu-M). Naphthalene 19 and benzothiophene 21 showed greater than 100-fold selectivity for inhibition of PKC over the closely related cAMP-dependent protein kinase (PKA).
• DAVIS, PETER D.;BIT, RINO A., TETRAHEDRON LETT., 31,(1990) N6, C. 5201-5204
  作者：DAVIS, PETER D.、BIT, RINO A.

  DOI：——

  日期：——
• A mild conversion of maleic anhydrides into maleimides
  作者：Peter D. Davis、Rino A. Bit

  DOI：10.1016/s0040-4039(00)97842-0

  日期：1990.1