4-chloro-2-nitro-N-phenethylbenzamide | 284487-93-0

• 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: 4-chloro-2-nitro-N-phenethylbenzamide
• 英文别名: 4-chloro-2-nitro-N-(2-phenylethyl)benzamide
• CAS: 284487-93-0
• 化学式: C₁₅H₁₃ClN₂O₃
• mdl: MFCD00278643
• 分子量: 304.733
• InChiKey: KMPOBIKOKLWVJM-UHFFFAOYSA-N

物化性质

• 沸点：
  472.2±45.0 °C(Predicted)
• 密度：
  1.320±0.06 g/cm3(Predicted)
• 溶解度：
  >45.7 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  74.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-chloro-2-nitro-N-phenethylbenzamide 在 tin(ll) chloride 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 2-amino-4-chloro-N-(2-phenylethyl)benzamide
  参考文献：
  名称：

  Anthranilic sulfonamide CCK1/CCK2 dual receptor antagonists I: Discovery of CCKR1 selectivity in a previously CCKR2-selective lead series

  摘要：

  A series of CCK2R-selective anthranilic amides is shown to derive CCK1R affinity via selective substitution of the amide side chain. Thus, extending the length of the original benzamide side chain by a single methylene unit imparts CCK1R affinity to the series, and further fine tuning of the affinity results in CCK1R selectivity of greater than 100-fold. (C) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2009.09.064
• 作为产物：
  描述：

  4-氯-2-硝基苯甲酸 在 吡啶 、 氯化亚砜 作用下， 以 苯 为溶剂， 反应 12.0h， 生成 4-chloro-2-nitro-N-phenethylbenzamide
  参考文献：
  名称：

  Synthesis and antitumor activity of cis-dichloroplatinum(II) complexes of 1-(2-aminophenyl)-1,2,3,4-tetrahydroisoquinolines

  摘要：

  Fifteen cis-dichloroplatinum complexes (5a-5o) were synthesized by treatment of 1-(2-aminophenyl)-1,2,3,4-THIQs (4a-4o) with K2PtCl4. The antitumor activity of these compounds was examined against four different human tumor cell lines. Their structure-activity relationships for antitumor activity are reported. All of these compounds exhibited activity against MCF-7 cell line and showed good activity against WiDr cell line except 5c and 5f On the other hand, compounds 5j and 5o are more active than the other compounds against Hepa59T/VGH cell line. The electron-donating group at the 6-position of isoquinoline ring seems to decrease the antitumor activity and the chloro substituent at the C-4 position of the aniline ring shown the highest potency. The "trans influence" dominates the control of the stability of [1-(2-aminophenyl)1,2,3,4-THIQ]dichloroplatinums(II). (c) 2006 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.03.011

文献信息

• A B₂(OH)₄-Mediated Synthesis of 2-Substituted Indazolone and Its Application in a DNA-Encoded Library
  作者：Yapeng Bao、Zongfa Deng、Jing Feng、Weiwei Zhu、Jin Li、Jinqiao Wan、Guansai Liu

  DOI：10.1021/acs.orglett.0c02032

  日期：2020.8.21

  Indazolone cores are among the most common structural components in medicinal chemistry and can be found in many biologically active molecules. In this report, a mild and efficient approach to 2-substituted indazolones via B-2(OH)(4)-mediated reductive N-N bond formation is developed. This strategy features mild conditions, no request for a metal catalyst, and a wide scope for both aliphatic and aromatic amines. Meanwhile, this method was further successfully applied on DNA to construct indazolone cores for a DNA-encoded library. This will enable the production of a very attractive indazolone-cored library from simple amines and scaffolds, which will provide considerable diversity.