3-(1H-indol-1-yl)propane hydrazide | 143217-47-4

• 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: 3-(1H-indol-1-yl)propane hydrazide
• 英文别名: 3-Indol-1-ylpropanehydrazide
• CAS: 143217-47-4
• 化学式: C₁₁H₁₃N₃O
• mdl: MFCD18262763
• 分子量: 203.244
• InChiKey: RSPFQIUXHUAWOJ-UHFFFAOYSA-N

物化性质

• 沸点：
  471.6±28.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.181
• 拓扑面积：
  60
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(1H-indol-1-yl)propane hydrazide 在 ammonium acetate 作用下， 以 溶剂黄146 为溶剂， 反应 20.0h， 生成
  参考文献：
  名称：

  Indole as a dienophile in inverse electron demand Diels-Alder reactions. 3. Intramolecular reactions with 1,2,4-triazines to access the canthine skeleton

  摘要：

  The intramolecular inverse electron demand cycloaddition of indole with 1,2,4-triazines connected by a tri- or tetramethylene tether linking the indole N-1 position with the triazinyl 3-position successfully produces the canthine skeleton and the homologous system with a seven-membered D-ring.

  DOI：

  10.1021/jo00046a005
• 作为产物：
  描述：

  methyl 3-(1H-indol-1-yl)propanoate 在 肼 作用下， 以98%的产率得到3-(1H-indol-1-yl)propane hydrazide
  参考文献：
  名称：

  Indole as a dienophile in inverse electron demand Diels-Alder reactions. 3. Intramolecular reactions with 1,2,4-triazines to access the canthine skeleton

  摘要：

  The intramolecular inverse electron demand cycloaddition of indole with 1,2,4-triazines connected by a tri- or tetramethylene tether linking the indole N-1 position with the triazinyl 3-position successfully produces the canthine skeleton and the homologous system with a seven-membered D-ring.

  DOI：

  10.1021/jo00046a005

文献信息

• Hydrazone Compounds and Their Use
  申请人：STEIN Philip

  公开号：US20110033393A1

  公开（公告）日：2011-02-10

  The present invention relates to hydrazone compounds of Formula I: and pharmaceutically acceptable salts and stereoisomers thereof, wherein R 1 , R 2 , R 3 , R 4 , L 1 , and L 2 are defined as set forth in the specification. The invention is also directed to the use of compounds of Formula I as inhibitors of TRPM5 protein.

  本发明涉及式I的腙化合物及其药用可接受的盐和立体异构体，其中R1、R2、R3、R4、L1和L2的定义如规范中所述。本发明还涉及将式I的化合物用作TRPM5蛋白质的抑制剂。
• Indole as a dienophile in inverse electron demand Diels-Alder reactions. 3. Intramolecular reactions with 1,2,4-triazines to access the canthine skeleton
  作者：Scott C. Benson、Jia He Li、John K. Snyder

  DOI：10.1021/jo00046a005

  日期：1992.9

  The intramolecular inverse electron demand cycloaddition of indole with 1,2,4-triazines connected by a tri- or tetramethylene tether linking the indole N-1 position with the triazinyl 3-position successfully produces the canthine skeleton and the homologous system with a seven-membered D-ring.
• Design, synthesis and microbiological evaluation of novel compounds as potential Staphylococcus aureus phenylalanine tRNA synthetase inhibitors
  作者：Sebaey Mahgoub

  DOI：10.21608/ejchem.2018.4070.1357

  日期：2018.7.12

  AS THE RESISTANCE of Staphylococcus aureus to antibiotics represents a major threat to global health, anti-infectives with novel mechanisms must be developed. Novel compounds were generated as potential phenylalanine tRNA synthetase (PheRS) inhibitors based on the published homology model of S. aureus PheRS to aid the design process using Molecular Operating Environment (MOE) software. PheRS was selected as it is structurally unique enzyme among the aminoacyl-tRNA synthetases (aaRS), it is considerably different from human cytosolic and human mitochondrial aaRS and it is essential and conserved across bacterial species. The designed compounds were synthesized according to different clear schemes. The compounds were confirmed by H-1 NMR, C-13 NMR, HRMS and/or microanalysis, and they were microbiologically evaluated.