1-p-toluenesulfonyl-1H-indole-3-carboxamide | 1242306-27-9

• 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-p-toluenesulfonyl-1H-indole-3-carboxamide
• 英文别名: N'-tosylindole-3-carboxamide；1-(4-Methylphenyl)sulfonylindole-3-carboxamide
• CAS: 1242306-27-9
• 化学式: C₁₆H₁₄N₂O₃S
• 分子量: 314.365
• InChiKey: HNXFPTSODXOCQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  90.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-p-toluenesulfonyl-1H-indole-3-carboxamide 在 四丁基硫酸氢铵 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 N-(((1H-benzimidazol-2-yl)methyl)carbamoyl)-1H-indole-3-carboxamide
  参考文献：
  名称：

  Efficient Synthesis and Biological Activity of Novel Indole Derivatives as VEGFR-2 Tyrosine Kinase Inhibitors

  摘要：

  A series of novel indole derivatives were synthesized as potent inhibitors for the vascular endothelial growth factor receptor 2 (VEGFR-2) tyrosine kinase. Among those, compound 10b demonstrated the highest growth inhibition rate of 66.7% against the VEGFR-2 tyrosine kinase at 10 mu M which indicates that indole-benzothiazole might be the favorable structure. The binding mode of compound 10b with VEGFR-2 tyrosine kinase was evaluated by molecular docking.

  DOI：

  10.1134/s1070363217120465
• 作为产物：
  描述：

  3-氰基吲哚 在 双氧水 、 四丁基硫酸氢铵 、 sodium hydroxide 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 1-p-toluenesulfonyl-1H-indole-3-carboxamide
  参考文献：
  名称：

  Efficient Synthesis and Biological Activity of Novel Indole Derivatives as VEGFR-2 Tyrosine Kinase Inhibitors

  摘要：

  A series of novel indole derivatives were synthesized as potent inhibitors for the vascular endothelial growth factor receptor 2 (VEGFR-2) tyrosine kinase. Among those, compound 10b demonstrated the highest growth inhibition rate of 66.7% against the VEGFR-2 tyrosine kinase at 10 mu M which indicates that indole-benzothiazole might be the favorable structure. The binding mode of compound 10b with VEGFR-2 tyrosine kinase was evaluated by molecular docking.

  DOI：

  10.1134/s1070363217120465

文献信息

• Metal-free one-pot oxidative conversion of benzylic alcohols and benzylic halides into aromatic amides with molecular iodine in aq ammonia, and hydrogen peroxide
  作者：Ryosuke Ohmura、Misato Takahata、Hideo Togo

  DOI：10.1016/j.tetlet.2010.06.051

  日期：2010.8

  could be converted into the corresponding aromatic amides in good yields in a one-pot manner by treatment with molecular iodine in aq. NH3, followed by reaction with ∼30% aq H2O2. Similarly, various benzylic halides could be also converted into the corresponding aromatic amides in good yields in a one-pot manner by treatment with molecular iodine in aq NH3, followed by reaction with ∼30% aq H2O2. The

  通过在水溶液中用分子碘处理，各种伯醇，特别是苯甲醇，可以一锅法以高收率转化成相应的芳族酰胺。NH 3，然后与约30％的H 2 O 2水溶液反应。类似地，通过在NH 3水溶液中用分子碘处理，然后与约30％的H 2 O 2水溶液反应，也可以通过一锅法将各种苄基卤化物以高收率的方式转化为相应的芳族酰胺。本反应涉及苄基醇和苄基卤化物的无金属的一锅氧化分别转化为相应的芳族酰胺。
• 脲基连接的吲哚-苯并咪唑衍生物及其合成
  申请人：青岛科技大学

  公开号：CN106008472A

  公开（公告）日：2016-10-12

  本发明公开了一类脲基连接的吲哚‑苯并咪唑衍生物及其合成方法，以吲哚‑3‑甲酰胺及其衍生物和2‑氨甲基苯并咪唑及其衍生物为原料，生成脲基连接的吲哚‑苯并咪唑衍生物，其化学结构如下。式中取代基R1、R7可以为氢，甲基，乙基，烯丙基，苄基，甲酰基，乙酰基，甲磺酰基，苯磺酰基，对甲苯磺酰基；R2、R3、R4、R5、R6、R8、R9、R10、R11可以为氢，甲基，乙基，烯丙基，苄基，磺酰基，苯磺酰基，对甲苯磺酰基，氟代甲基，氟代乙基，氟代丙基，氯代甲基，氯代乙基，氯代丙基，氰基，甲氨基，二甲氨基，乙胺基，二乙胺基，硝基，磺氨基，甲氧基，氨甲基，乙酰基，甲氧羰基，氨基甲酰基，N-甲基氨基甲酰基。
• MODULATORS OF THR-BETA AND METHODS OF USE THEREOF
  申请人：Aligos Therapeutics, Inc.

  公开号：EP3965884A1

  公开（公告）日：2022-03-16
• [EN] MODULATORS OF THR-β AND METHODS OF USE THEREOF<br/>[FR] MODULATEURS DE THR-β ET LEURS PROCÉDÉS D'UTILISATION
  申请人：ALIGOS THERAPEUTICS INC

  公开号：WO2020227549A1

  公开（公告）日：2020-11-12

  Disclosed herein are compounds of Formula (I) or a pharmaceutically acceptable salt, prodrug, amide or ester thereof, where i) TL is a moiety of Formula IlIa, lIIb, IlIa, IIIb, IIIc, or IIId; ii) CE is a moiety of Formula IV; iii) HD is a moiety of Formula V or VI; where the substituents are as defined herein. Disclosed are also pharmaceutical compositions comprising the above compounds, and methods of treating disease by administering or contact a patient with one or more of the above compounds.
• Efficient Synthesis and Biological Activity of Novel Indole Derivatives as VEGFR-2 Tyrosine Kinase Inhibitors
  作者：C. Zhang、D. Xu、J. Wang、C. Kang

  DOI：10.1134/s1070363217120465

  日期：2017.12

  A series of novel indole derivatives were synthesized as potent inhibitors for the vascular endothelial growth factor receptor 2 (VEGFR-2) tyrosine kinase. Among those, compound 10b demonstrated the highest growth inhibition rate of 66.7% against the VEGFR-2 tyrosine kinase at 10 mu M which indicates that indole-benzothiazole might be the favorable structure. The binding mode of compound 10b with VEGFR-2 tyrosine kinase was evaluated by molecular docking.