N-(2,3-二氯苯基)苯甲酰胺 | 10286-77-8

• 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-(2,3-二氯苯基)苯甲酰胺
• 英文名称: N-(2,3-dichlorophenyl)benzamide
• CAS: 10286-77-8
• 化学式: C₁₃H₉Cl₂NO
• mdl: MFCD00018112
• 分子量: 266.127
• InChiKey: QWYRLPLBMUHMAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-(2,3-二氯苯基)苯甲酰胺 在 三氟乙酸 作用下， 以 乙醇 、 水 为溶剂， 反应 3.0h， 以32%的产率得到N-(2,3-dichloro-4-hydroxyphenyl)benzamide
  参考文献：
  名称：

  Catalyst- and oxidant-free electrochemical para-selective hydroxylation of N-arylamides in batch and continuous-flow

  摘要：

  在室温下，开发了一种无催化剂、氧化剂、酸性溶剂和季铵盐的电化学对位选择性羟基化方法，可用于批量和连续流动的N-芳基酰胺。

  DOI：

  10.1039/d0gc02294b
• 作为产物：
  描述：

  3-氯苯基羟胺 在 氯化亚砜 、 碳酸氢钠 作用下， 以 乙醚 、 水 为溶剂， 反应 2.0h， 生成 N-(2,3-二氯苯基)苯甲酰胺
  参考文献：
  名称：

  Ayyangar, N. R.; Kalkote, U. R.; Nikrad, P. V., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1983, vol. 22, # 9, p. 872 - 877

  摘要：

  DOI：

文献信息

• Visible-light-induced iron-catalyzed synthesis of <i>N</i>-aryl amides from nitroarenes and chloroalkanes
  作者：Qun-Liang Zhang、Wenxin Liu、Yirong Zhou、Fang-Lin Zhang

  DOI：10.1039/d3gc01544k

  日期：——

  An unprecedented straightforward reductive amidation of chloroalkanes with nitroarenes was readily accomplished by merging iron catalysis with visible-light photoredox catalysis. A variety of commercially inexpensive abundant nitroarenes and chloroalkanes were utilized directly for the preparation of diverse N-aryl amides under environmentally benign mild conditions. This protocol featured an avoidance

  通过将铁催化与可见光光氧化还原催化相结合，可以轻松实现氯代烷烃与硝基芳烃的前所未有的直接还原酰胺化。各种商业廉价丰富的硝基芳烃和氯代烷烃被直接用于在环境友好的温和条件下制备各种N-芳基酰胺。该方案具有避免外源还原剂和光催化剂、操作简单、成本低、步骤经济性高和官能团耐受性好的特点。此外，在反应机理的初步研究过程中，硝酮被分离并鉴定为可能的活性中间体，这表明催化循环中涉及连续的两步重排。
• Molecular modeling studies, synthesis and biological evaluation of derivatives of N-phenylbenzamide as Plasmodium falciparum dihydroorotate dehydrogenase (PfDHODH) inhibitors
  作者：Kumar R. Desai、Mushtaque S. Shaikh、Evans C. Coutinho

  DOI：10.1007/s00044-010-9323-4

  日期：2011.4

  The search for new antimalarial agents is necessary as current drugs in the market have become vulnerable due to the emergence of resistant strains of Plasmodium falciparum (Pf). The enzyme dihydroorotate dehydrogenase (PfDHODH) is a validated target for development of antimalarial agents. PfDHODH is a crucial enzyme in the de novo pyrimidine biosynthesis pathway and is essential for the growth of the parasite. In this article, we report the design, synthesis and evaluation of benzanilides as inhibitors of PfDHODH. From the pool of molecules designed using molecular modeling techniques, candidates were shortlisted for further evaluation based on docking scores and 3D-QSAR studies. The activities of these shortlisted analogs were predicted from CoMFA and CoMSIA models. The most promising molecules were synthesized using solvent-free microwave-assisted synthesis and their structures characterized by spectroscopic techniques. The molecules were screened for in vitro antimalarial activity by the whole cell assay method. Two molecules viz. KMC-3 and KMC-15 were found to be active at 8.7 and 5.7 mu M concentrations, respectively.
• AYYANGAR, N. R.;KALKOTE, U. R.;NIKRAD, P. V., INDIAN J. CHEM., 1983, 22, N 9, 872-877
  作者：AYYANGAR, N. R.、KALKOTE, U. R.、NIKRAD, P. V.

  DOI：——

  日期：——
• Benzamide derivative, process for its production and plant growth regulant
  申请人：HODOGAYA CHEMICAL CO., LTD.

  公开号：EP0300454B1

  公开（公告）日：1992-01-15
• JPH00272102A
  申请人：——

  公开号：JPH00272102A

  公开（公告）日：1990-03-12