5-<2-(4-Nitro-benzoyl)-vinyl>-benzdioxol-(1,3) | 92858-63-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 5-<2-(4-Nitro-benzoyl)-vinyl>-benzdioxol-(1,3)
• 英文别名: 3-benzo[1,3]dioxol-5-yl-1-(4-nitro-phenyl)-propenone；3,4-Methylenedioxy-4'-nitrochalcone；3-(1,3-benzodioxol-5-yl)-1-(4-nitrophenyl)prop-2-en-1-one
• CAS: 92858-63-4
• 化学式: C₁₆H₁₁NO₅
• 分子量: 297.267
• InChiKey: FMNQGVMNCNMWBE-UHFFFAOYSA-N

物化性质

• 熔点：
  206 °C(Solv: benzene (71-43-2); hexane (110-54-3))
• 沸点：
  502.0±50.0 °C(Predicted)
• 密度：
  1.396±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  81.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-<2-(4-Nitro-benzoyl)-vinyl>-benzdioxol-(1,3) 在 吡啶 、 4-二甲氨基吡啶 、 sodium tetrahydroborate 、 palladium on activated charcoal 、 氢气 、 甲烷 、 对甲苯磺酸 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 乙酸乙酯 、 甲苯 为溶剂， 反应 28.5h， 生成 1-(N-cyclopropylformyl-4-aminophenyl)-3-(3,4-methylenedioxyphenyl)-E-propene
  参考文献：
  名称：

  一种新型二苯丙烯类衍生物及其制备方法、一 种药物组合物

  摘要：

  本发明提供了一种新型二苯丙烯类衍生物及其制备方法、一种药物组合物。所述新型二苯丙烯类衍生物为具有下述通式Ⅰ的化合物，或所述新型二苯丙烯类衍生物为具有所述通式Ⅰ的化合物与无机酸或有机酸形成的可接受的盐；B为E‑1‑丙烯基或者E‑2‑丙烯基；R1和R3均为甲氧基且R2为氢，或者R2和R3构成亚甲基二氧基且R1为氢；所述通式I具体包括下述通式II‑通式V四种通式：基于特定取代基R的设置，使得所述新型二苯丙烯类衍生物具有促成体神经发生活性和低细胞毒性。

  公开号：

  CN108276376B
• 作为产物：
  描述：

  3,4-二羟基苯甲醛 在 potassium carbonate 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 28.0h， 生成 5-<2-(4-Nitro-benzoyl)-vinyl>-benzdioxol-(1,3)
  参考文献：
  名称：

  Synthesis, biological evaluation, 3D-QSAR studies of novel aryl-2H-pyrazole derivatives as telomerase inhibitors

  摘要：

  A series of novel aryl-2H-pyrazole derivatives bearing 1,4-benzodioxan or 1,3-benzodioxole moiety were designed as potential telomerase inhibitors to enhance the ability of aryl-2H-pyrazole derivatives to inhibit telomerase, a target of anticancer. The telomerase inhibition tests showed that compound 16A displayed the most potent inhibitory activity with IC50 value of 0.9 mu M for telomerase. The antiproliferative tests showed that compound 16A exhibited high activity against human gastric cancer cell SGC-7901 and human melanoma cell B16-F10 with IC50 values of 18.07 and 5.34 mu M, respectively. Docking simulation showed that compound 16A could bind well with the telomerase active site and act as telomerase inhibitor. 3D-QSAR model was also built to provide more pharmacophore understanding that could be used to design new agents with more potent telomerase inhibitory activity. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.12.010

文献信息

• Biosynthesis of ZrO ₂ for ZrO ₂ @Ag‐S‐CH ₂ COOH as the retrievable catalyst for the one‐pot green synthesis of pyrazoline derivatives and their anticancer evaluation
  作者：Rutikesh Pandit Gurav、Rohit Dattatray Nalawade、Shivaji Dnyandeo Sawant、Nayak Devappa Satyanarayan、Sandeep Ashok Sankpal、Shankar Poshatti Hangirgekar

  DOI：10.1002/aoc.6666

  日期：2022.5

  AbstractIn the present work,Ficus benghalensisleaf extract was used for the synthesis of ZrO2nanoparticles. Further, ZrO2@Ag‐S‐CH2‐COOH was synthesized using biosynthesized ZrO2, and its catalytic potential was examined in the synthesis of pyrazoline from reaction of chalcone and hydrazine hydrate at room temperature. The structural conformation of ZrO2@Ag‐S‐CH2‐COOH has been done using FT‐IR, SEM, EDX, XRD, TGA‐TDA, XPS, and DLS techniques, high turnover number (TON), and high turnover frequency. The ZrO2@Ag‐S‐CH2‐COOH demonstrated outstanding catalytic activity for the synthesis of pyrazolines. The structures of the pyrazoline derivatives were confirmed by FT‐IR,1H and13C NMR, and mass spectrometry techniques. Synthesized pyrazoline were tested for anticancer activity against human lung cancer cell line A549 study and confirmed by molecular docking investigations.
• Synthesis, biological evaluation, 3D-QSAR studies of novel aryl-2H-pyrazole derivatives as telomerase inhibitors
  作者：Yin Luo、Shuai Zhang、Ke-Ming Qiu、Zhi-Jun Liu、Yu-Shun Yang、Jie Fu、Wei-Qing Zhong、Hai-Liang Zhu

  DOI：10.1016/j.bmcl.2012.12.010

  日期：2013.2

  A series of novel aryl-2H-pyrazole derivatives bearing 1,4-benzodioxan or 1,3-benzodioxole moiety were designed as potential telomerase inhibitors to enhance the ability of aryl-2H-pyrazole derivatives to inhibit telomerase, a target of anticancer. The telomerase inhibition tests showed that compound 16A displayed the most potent inhibitory activity with IC50 value of 0.9 mu M for telomerase. The antiproliferative tests showed that compound 16A exhibited high activity against human gastric cancer cell SGC-7901 and human melanoma cell B16-F10 with IC50 values of 18.07 and 5.34 mu M, respectively. Docking simulation showed that compound 16A could bind well with the telomerase active site and act as telomerase inhibitor. 3D-QSAR model was also built to provide more pharmacophore understanding that could be used to design new agents with more potent telomerase inhibitory activity. (C) 2012 Elsevier Ltd. All rights reserved.
• 一种新型二苯丙烯类衍生物及其制备方法、一 种药物组合物
  申请人：北京理工大学

  公开号：CN108276376B

  公开（公告）日：2020-06-05

  本发明提供了一种新型二苯丙烯类衍生物及其制备方法、一种药物组合物。所述新型二苯丙烯类衍生物为具有下述通式Ⅰ的化合物，或所述新型二苯丙烯类衍生物为具有所述通式Ⅰ的化合物与无机酸或有机酸形成的可接受的盐；B为E‑1‑丙烯基或者E‑2‑丙烯基；R1和R3均为甲氧基且R2为氢，或者R2和R3构成亚甲基二氧基且R1为氢；所述通式I具体包括下述通式II‑通式V四种通式：基于特定取代基R的设置，使得所述新型二苯丙烯类衍生物具有促成体神经发生活性和低细胞毒性。