5-methyl-2-nitro-N-phenethylbenzamide | 187867-49-8

• 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: 5-methyl-2-nitro-N-phenethylbenzamide
• 英文别名: 5-methyl-2-nitro-N-(2-phenylethyl)benzamide
• CAS: 187867-49-8
• 化学式: C₁₆H₁₆N₂O₃
• 分子量: 284.315
• InChiKey: VFNPROZMNMXQIL-UHFFFAOYSA-N

物化性质

• 沸点：
  467.3±45.0 °C(Predicted)
• 密度：
  1.209±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 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：

  5-methyl-2-nitro-N-phenethylbenzamide 在 四羟基二硼 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 以79%的产率得到5-methyl-2-phenethyl-1,2-dihydro-3H-indazol-3-one
  参考文献：
  名称：

  A B₂(OH)₄-Mediated Synthesis of 2-Substituted Indazolone and Its Application in a DNA-Encoded Library

  摘要：

  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.

  DOI：

  10.1021/acs.orglett.0c02032
• 作为产物：
  描述：

  5-甲基-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 5-methyl-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

• Versatile Acylation of <i>N</i>-Nucleophiles Using a New Polymer-Supported 1-Hydroxybenzotriazole Derivative
  作者：Iuliana E. Pop、Benoît P. Déprez、André L. Tartar

  DOI：10.1021/jo961761g

  日期：1997.4.1

  The synthesis of a new polymer-supported coupling reagent derived from 1-hydroxybenzotriazole is described. An aminomethylated polystyrene was functionalized by reaction with 3-nitro-4-chlorobenzenesulfonyl chloride (2) followed by treatement with hydrazine hydrate, to give the polymeric N-benzyl-1-hydroxybenzotriazole-6-sulfonamide (4).The polymeric reagent 4 was shown to be highly efficient for the

  描述了衍生自1-羟基苯并三唑的新的聚合物负载的偶联剂的合成。将氨基甲基化的聚苯乙烯与3-硝基-4-氯苯磺酰氯（2）反应，然后用水合肼处理，将其官能化，得到聚合的N-苄基-1-羟基苯并三唑-6-磺酰胺（4）。聚合试剂4为证明对合成酰胺非常有效。4的效率可以归因于磺酰基部分赋予的高酸度。酰胺合成的过程包括在衍生的聚合物上形成活化的酯，然后在第二步中用胺处理以在溶液中生成酰胺。简单的过滤可以使产物与聚合试剂分离，聚合试剂在这种情况下起离去基团的作用。对这两个步骤的过程进行了优化研究。由于酰胺是在不含反应副产物的溶液中获得的，因此该方法可用于自动化程序中，以将其直接回收到96孔板中，准备用于高通量筛选分析。因此显示4特别适合于酰胺库的高通量平行合成。