6-(4-methylpiperazin-1-yl)pyrrolo[2,3-b]pyridine-1-carboxylic acid 4-nitrophenyl ester | 1542068-18-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 6-(4-methylpiperazin-1-yl)pyrrolo[2,3-b]pyridine-1-carboxylic acid 4-nitrophenyl ester
• CAS: 1542068-18-7
• 化学式: C₁₉H₁₉N₅O₄
• 分子量: 381.391
• InChiKey: DIQZOIQIHZUXNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.74
• 重原子数：
  28.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  93.74
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  6-(4-methylpiperazin-1-yl)pyrrolo[2,3-b]pyridine-1-carboxylic acid 4-nitrophenyl ester 在 碳酸氢铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以78%的产率得到6-(4-methylpiperazin-1-yl)pyrrolo[2,3-b]pyridine-1-carboxylic acid amide
  参考文献：
  名称：

  7-Azaindole-1-carboxamides as a new class of PARP-1 inhibitors

  摘要：

  7-Azaindole-1-carboxamides were designed as a new class of PARP-1 inhibitors. The compounds displayed a variable pattern of target inhibition profile that, in part, paralleled the antiproliferative activity in cell lines characterized by homologous recombination defects. A selected compound (1l; ST7710AA1) showed significant in vitro target inhibition and capability to substantially bypass the multidrug resistance mediated by Pgp. In antitumor activity studies against the MX1 human breast carcinoma growth in nude mice, the compound exhibited an effect similar to that of Olaparib in terms of tumor volume inhibition when used at a lower dose than the reference compound. Treatment was well tolerated, as no deaths or significant weight losses were observed among the treated animals. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.12.031
• 作为产物：
  描述：

  N-甲基哌嗪 在 四丁基溴化铵 、 硫酸二甲酯 、 sodium hydroxide 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 22.0h， 生成 6-(4-methylpiperazin-1-yl)pyrrolo[2,3-b]pyridine-1-carboxylic acid 4-nitrophenyl ester
  参考文献：
  名称：

  7-Azaindole-1-carboxamides as a new class of PARP-1 inhibitors

  摘要：

  7-Azaindole-1-carboxamides were designed as a new class of PARP-1 inhibitors. The compounds displayed a variable pattern of target inhibition profile that, in part, paralleled the antiproliferative activity in cell lines characterized by homologous recombination defects. A selected compound (1l; ST7710AA1) showed significant in vitro target inhibition and capability to substantially bypass the multidrug resistance mediated by Pgp. In antitumor activity studies against the MX1 human breast carcinoma growth in nude mice, the compound exhibited an effect similar to that of Olaparib in terms of tumor volume inhibition when used at a lower dose than the reference compound. Treatment was well tolerated, as no deaths or significant weight losses were observed among the treated animals. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.12.031