2-(2-Decanoylamino-benzoylamino)-benzoic acid | 457907-89-0

• 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: 2-(2-Decanoylamino-benzoylamino)-benzoic acid
• CAS: 457907-89-0
• 化学式: C₂₄H₃₀N₂O₄
• 分子量: 410.513
• InChiKey: NVNVLWFFHPGZCF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.72
• 重原子数：
  30.0
• 可旋转键数：
  12.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  95.5
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-(2-Decanoylamino-benzoylamino)-benzoic acid 在 乙酸酐 作用下， 反应 0.25h， 以88%的产率得到(Z)-6-Nonyl-13H-7-oxa-5,13-diaza-dibenzo[a,f]cyclodecene-8,14-dione
  参考文献：
  名称：

  An efficient, convenient synthesis of novel medium-sized 13 H -dibenzo[ d , h ][1,3,7]oxadiazecine-8,14-dione macrolides as anticipated antineoplastic agents

  摘要：

  A series of novel medium-sized 13H-dibenzo[d,h][1,3,7]oxadiazecine-8,14-dione macrolides (18-27, 30, 32) were synthesized in an ongoing effort to develop new antineoplastic agents. The synthon 2-(2-aminobenzoylamino)-benzoic acid. (7), for preparation of the target compounds, was prepared via the reaction of isatoic anhydride 5 and anthranilic acid 6. Nine compounds (18-20 24-27, 30. 32) were subjected to National Cancer Institute (NCI) in vitro disease-oriented human cells screening panel assay. Among the compounds tested 6-benzyl-13H-dibenzo[d,h][1,3,7]oxadiazecine-8, 14-dione (26, NSC 721327), bearing the benzyl group at position 6, showed cytotoxic activity and subpanel selectivity against leukemia (CCRF-CEM), colon (HCC-2998), CNS (SNB-75) and melanoma (UACC-257) panels at log(10) GI(50) (M), compound concentration that inhibits 50% of cell growth, ranging from -4.08 to -4,59. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00047-0
• 作为产物：
  描述：

  靛红酸酐 以 1,4-二氧六环 、 水 为溶剂， 反应 1.0h， 生成 2-(2-Decanoylamino-benzoylamino)-benzoic acid
  参考文献：
  名称：

  An efficient, convenient synthesis of novel medium-sized 13 H -dibenzo[ d , h ][1,3,7]oxadiazecine-8,14-dione macrolides as anticipated antineoplastic agents

  摘要：

  A series of novel medium-sized 13H-dibenzo[d,h][1,3,7]oxadiazecine-8,14-dione macrolides (18-27, 30, 32) were synthesized in an ongoing effort to develop new antineoplastic agents. The synthon 2-(2-aminobenzoylamino)-benzoic acid. (7), for preparation of the target compounds, was prepared via the reaction of isatoic anhydride 5 and anthranilic acid 6. Nine compounds (18-20 24-27, 30. 32) were subjected to National Cancer Institute (NCI) in vitro disease-oriented human cells screening panel assay. Among the compounds tested 6-benzyl-13H-dibenzo[d,h][1,3,7]oxadiazecine-8, 14-dione (26, NSC 721327), bearing the benzyl group at position 6, showed cytotoxic activity and subpanel selectivity against leukemia (CCRF-CEM), colon (HCC-2998), CNS (SNB-75) and melanoma (UACC-257) panels at log(10) GI(50) (M), compound concentration that inhibits 50% of cell growth, ranging from -4.08 to -4,59. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00047-0