N-(2,5-二甲氧基苯基)-2-碘乙酰胺 | 26958-85-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(2,5-二甲氧基苯基)-2-碘乙酰胺
• 英文名称: 2.5-Dimethoxy-α-iodo-acetanilid
• 英文别名: Acetanilide, 2',5'-dimethoxy-2-iodo-；N-(2,5-dimethoxyphenyl)-2-iodoacetamide
• CAS: 26958-85-0
• 化学式: C₁₀H₁₂INO₃
• 分子量: 321.115
• InChiKey: YZLASIUOKWQXAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2924299090

反应信息

• 作为反应物：
  描述：

  东莨菪内酯 、 N-(2,5-二甲氧基苯基)-2-碘乙酰胺 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 2.0h， 以88.1%的产率得到N-(2,5-dimethoxyphenyl)-2-(6-methoxy-2-oxo-2H-chromen-7-yloxy)acetamide
  参考文献：
  名称：

  Synthesis and in vitro antitumor activity of novel scopoletin derivatives

  摘要：

  Twenty scopoletin derivatives were developed by a systematic combinatorial chemical approach and their chemical structures were confirmed by MS, IR, H-1 NMR spectra and elemental analysis. Primary screening against mammary (MCF-7 and MDA-MB 231) and colon (HT-29) carcinoma cells indicated that five compounds (8d, 8g, 8j, 11b and 11g) displayed high antitumor potencies with IC50 values below 20 mu M whereas scopoletin showed IC50 values above 100 mu M. Moreover, the most promising compound 11g was more active than 5-fluorouracil. These results clearly indicated that the modification of the scopoletin structure could greatly increase its antitumor activity in vitro. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.06.014
• 作为产物：
  描述：

  2-氯-N-(2,5-二甲氧基苯基)乙酰胺 在 potassium iodide 作用下， 以 丙酮 为溶剂， 反应 2.0h， 生成 N-(2,5-二甲氧基苯基)-2-碘乙酰胺
  参考文献：
  名称：

  Synthesis and in vitro antitumor activity of novel scopoletin derivatives

  摘要：

  Twenty scopoletin derivatives were developed by a systematic combinatorial chemical approach and their chemical structures were confirmed by MS, IR, H-1 NMR spectra and elemental analysis. Primary screening against mammary (MCF-7 and MDA-MB 231) and colon (HT-29) carcinoma cells indicated that five compounds (8d, 8g, 8j, 11b and 11g) displayed high antitumor potencies with IC50 values below 20 mu M whereas scopoletin showed IC50 values above 100 mu M. Moreover, the most promising compound 11g was more active than 5-fluorouracil. These results clearly indicated that the modification of the scopoletin structure could greatly increase its antitumor activity in vitro. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.06.014

文献信息

• Effective Synthesis of<i>N</i>-Arylformamide from α-Halo-<i>N</i>-arylacetamides
  作者：Kun-Heng Chiang、Shi-Han Lu、Wan-Ping Yen、Naoto Uramaru、Wei-Siou Tseng、Te-Wei Chang、Fung Fuh Wong

  DOI：10.1002/hc.21321

  日期：2016.7

  A convenient synthetic method for N-arylformamide derivatives was successfully developed by reacting α-iodo-N-arylacetamides with formamide. This method was applicable to α-iodo-N-arylacetamide substrates bearing electron-donating or electron-withdrawing groups, N-(benzo[d][1,3]dioxol-5-yl)-2-iodoacetamide, 2-iodo-N-(pyridin-2-yl)acetamide, and 2-iodo-N-(naphthalen-4-yl)acetamide to give the corresponding

  通过α-碘代-N-芳基乙酰胺与甲酰胺反应，成功开发了一种简便的N-芳基甲酰胺衍生物合成方法。该方法适用于带有给电子或吸电子基团的α-碘-N-芳基乙酰胺底物，N-(benzo[d][1,3]dioxol-5-yl)-2-iodoacetamide，2-iodo- N-(吡啶-2-基)乙酰胺和2-碘-N-(萘-4-基)乙酰胺以中等至极好的产率(65-94%)得到相应的N-芳基甲酰胺。提出了一种合理的机制来解释新的转变。
• Reagents and methods for analysis of proteins and metabolites targeted by covalent probes
  申请人：Dana-Farber Cancer Institute, Inc.

  公开号：US10969394B2

  公开（公告）日：2021-04-06

  The present application relates to mass spectrometry methods for use in identifying proteins or other biomolecules which are bound irreversibly by test compounds.

  本申请涉及用于鉴定被测试化合物不可逆结合的蛋白质或其他生物大分子的质谱方法。
• REAGENTS AND METHODS FOR ANALYSIS OF PROTEINS AND METABOLITES TARGETED BY COVALENT PROBES
  申请人：Dana-Farber Cancer Institute, Inc.

  公开号：EP3545314A1

  公开（公告）日：2019-10-02
• Reagents and Methods for Analysis of Proteins and Metabolites Targeted by Covalent Probes
  申请人：Dana-Farber Cancer Institute, Inc.

  公开号：US20190346454A1

  公开（公告）日：2019-11-14

  The present application relates to mass spectrometry methods for use in identifying proteins or other biomolecules which are bound irreversibly by test compounds.
• [EN] REAGENTS AND METHODS FOR ANALYSIS OF PROTEINS AND METABOLITES TARGETED BY COVALENT PROBES<br/>[FR] RÉACTIFS ET MÉTHODES D'ANALYSE DE PROTÉINES ET DE MÉTABOLITES CIBLÉS PAR DES SONDES COVALENTES
  申请人：DANA FARBER CANCER INST INC

  公开号：WO2018098473A1

  公开（公告）日：2018-05-31

  The present application relates to mass spectrometry methods for use in identifying proteins or other biomolecules which are bound irreversibly by test compounds.