5-chloro-N-(4-cyanophenyl)pentanamide

• 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-chloro-N-(4-cyanophenyl)pentanamide
• 化学式: C₁₂H₁₃ClN₂O
• 分子量: 236.701
• InChiKey: ZCRPGWNCCWNRSU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  52.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-chloro-N-(4-cyanophenyl)pentanamide 在 potassium carbonate 作用下， 以80%的产率得到4-(2-氧代-1-哌啶)-苯甲腈
  参考文献：
  名称：

  吡唑并[3,4-c]吡啶-7-酮类化合物及其应用

  摘要：

  本发明属于医药技术领域，涉及通式I所示的含4,5‑二氢‑1H‑吡唑并[3,4‑c]吡啶‑7‑酮衍生物及其药学上可接受的盐、水合物或前药，其中取代基A、R1和R2具有在说明书中给出的含义。本发明还涉及通式I的化合物及其药学上可接受的盐或前药的制备方法、含上述化合物的药用组合物以及上述化合物用作Xa因子抑制剂的用途，尤其在制备治疗和/或预防血栓栓塞性疾病的药物中的用途。

  公开号：

  CN104513239B
• 作为产物：
  描述：

  5-氯代戊酰氯 、 对氨基苯腈 在 三甲胺 作用下， 以 四氢呋喃 为溶剂， 生成 5-chloro-N-(4-cyanophenyl)pentanamide
  参考文献：
  名称：

  Design, synthesis, and structure–activity relationship of novel and effective apixaban derivatives as FXa inhibitors containing 1,2,4-triazole/pyrrole derivatives as P2 binding element

  摘要：

  Four series of novel and potent FXa inhibitors possessing the 1,2,4-triazole moiety and pyrrole moiety as P2 binding element and dihydroimidazoleitetrahydropyrimidine groups as P4 binding element were designed, synthesized, and evaluated for their anticoagulant activity in human and rabbit plasma in vitro. Most compounds showed moderate to excellent activity. Compounds 14a, 16, 18c, 26c, 35a, and 35b were further examined for their inhibition activity against human FXa in vitro and rat venous thrombosis in vivo. The most promising compound 14a, with an IC50 (FXa) value of 0.15 mu M and 99% inhibition rate, was identified for further evaluation as an FXa inhibitor. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2016.09.024

文献信息

• 吡唑并[3,4-c]吡啶-7-酮类化合物及其应用
  申请人：沈阳药科大学

  公开号：CN104513239B

  公开（公告）日：2017-08-22

  本发明属于医药技术领域，涉及通式I所示的含4,5‑二氢‑1H‑吡唑并[3,4‑c]吡啶‑7‑酮衍生物及其药学上可接受的盐、水合物或前药，其中取代基A、R1和R2具有在说明书中给出的含义。本发明还涉及通式I的化合物及其药学上可接受的盐或前药的制备方法、含上述化合物的药用组合物以及上述化合物用作Xa因子抑制剂的用途，尤其在制备治疗和/或预防血栓栓塞性疾病的药物中的用途。
• Design, synthesis, and structure–activity relationship of novel and effective apixaban derivatives as FXa inhibitors containing 1,2,4-triazole/pyrrole derivatives as P2 binding element
  作者：Yong Wang、Xiaoqing Sun、Di Yang、Zhuang Guo、Xuxu Fan、Minhua Nie、Feng Zhang、Yue Liu、Yue Li、Yulin Wang、Ping Gong、Yajing Liu

  DOI：10.1016/j.bmc.2016.09.024

  日期：2016.11

  Four series of novel and potent FXa inhibitors possessing the 1,2,4-triazole moiety and pyrrole moiety as P2 binding element and dihydroimidazoleitetrahydropyrimidine groups as P4 binding element were designed, synthesized, and evaluated for their anticoagulant activity in human and rabbit plasma in vitro. Most compounds showed moderate to excellent activity. Compounds 14a, 16, 18c, 26c, 35a, and 35b were further examined for their inhibition activity against human FXa in vitro and rat venous thrombosis in vivo. The most promising compound 14a, with an IC50 (FXa) value of 0.15 mu M and 99% inhibition rate, was identified for further evaluation as an FXa inhibitor. (C) 2016 Elsevier Ltd. All rights reserved.