1-(3-Cyano-1-methyl-1H-indol-6-yl)-3-o-tolyl-urea

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(3-Cyano-1-methyl-1H-indol-6-yl)-3-o-tolyl-urea
• 英文别名: 1-(3-cyano-1-methylindol-6-yl)-3-(2-methylphenyl)urea
• 化学式: C₁₈H₁₆N₄O
• 分子量: 304.351
• InChiKey: ZZVKESFDTKZPSD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  69.8
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-methyl-6-nitro-1H-indole-3-carbonitrile 在 palladium on activated charcoal 氢气 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 1.25h， 生成 1-(3-Cyano-1-methyl-1H-indol-6-yl)-3-o-tolyl-urea
  参考文献：
  名称：

  3-Cyanoindole-based inhibitors of inosine monophosphate dehydrogenase: synthesis and initial structure–Activity relationships

  摘要：

  A series of novel small molecule inhibitors of inosine monophosphate dehydrogenase (IMPDH), based upon a 3-cyanoindole core, were explored. IMPDH catalyzes the rate determining step in guanine nucleotide biosynthesis and is a target for anticancer, immunosuppressive and antiviral therapy. The synthesis and the structure-activity relationships (SAR), derived from in vitro studies, for this new series of inhibitors is given. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00757-1

文献信息

• 3-Cyanoindole-based inhibitors of inosine monophosphate dehydrogenase: synthesis and initial structure–Activity relationships
  作者：T.G. Murali Dhar、Zhongqi Shen、Henry H. Gu、Ping Chen、Derek Norris、Scott H. Watterson、Shelley K. Ballentine、Catherine A. Fleener、Katherine A. Rouleau、Joel C. Barrish、Robert Townsend、Diane L. Hollenbaugh、Edwin J. Iwanowicz

  DOI：10.1016/s0960-894x(03)00757-1

  日期：2003.10

  A series of novel small molecule inhibitors of inosine monophosphate dehydrogenase (IMPDH), based upon a 3-cyanoindole core, were explored. IMPDH catalyzes the rate determining step in guanine nucleotide biosynthesis and is a target for anticancer, immunosuppressive and antiviral therapy. The synthesis and the structure-activity relationships (SAR), derived from in vitro studies, for this new series of inhibitors is given. (C) 2003 Elsevier Ltd. All rights reserved.