3-[3-(4-溴苯基)-1-苯基-1H-吡唑]-丙烯酸 | 108446-73-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 3-[3-(4-溴苯基)-1-苯基-1H-吡唑]-丙烯酸
• 英文名称: 3-[3-(4-Bromophenyl)-1-phenyl-1H-pyrazol-4-yl]prop-2-enoic acid
• 英文别名: 3-[3-(4-bromophenyl)-1-phenylpyrazol-4-yl]prop-2-enoic acid
• CAS: 108446-73-7
• 化学式: C₁₈H₁₃BrN₂O₂
• 分子量: 369.217
• InChiKey: QPKFCXWJIXKZHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  55.1
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2933199090

反应信息

• 作为反应物：
  描述：

  3-[3-(4-溴苯基)-1-苯基-1H-吡唑]-丙烯酸 在 platinum(IV) oxide 氢气 作用下， 以 四氢呋喃 为溶剂， 反应 7.0h， 以35%的产率得到3-(4-溴苯基)-1-苯基吡唑-4-丙酸
  参考文献：
  名称：

  Bernard; Hulley; Molenda, Pharmazie, 1986, vol. 41, # 8, p. 560 - 562

  摘要：

  DOI：
• 作为产物：
  描述：

  4-溴苯乙酮苯腙 在 哌啶 、 三氯氧磷 作用下， 以 吡啶 为溶剂， 生成 3-[3-(4-溴苯基)-1-苯基-1H-吡唑]-丙烯酸
  参考文献：
  名称：

  Bernard; Hulley; Molenda, Pharmazie, 1986, vol. 41, # 8, p. 560 - 562

  摘要：

  DOI：

文献信息

• Synthesis, biological evaluation and molecular docking studies of 3-(1,3-diphenyl-1H-pyrazol-4-yl)-N-phenylacrylamide derivatives as inhibitors of HDAC activity
  作者：Xi Li、Jia-Lin Liu、Xian-Hui Yang、Xiang Lu、Ting-Ting Zhao、Hai-Bin Gong、Hai-Liang Zhu

  DOI：10.1016/j.bmc.2012.05.031

  日期：2012.7

  In present study, a series of 3-(1,3-diphenyl-1H-pyrazol-4-yl)-N-phenylacrylamide derivatives (5a-8d) were designed, synthesized, and evaluated for HDAC inhibition and tumor cell antiproliferation. All of these compounds are reported for the first time, the chemical structures of these compounds were confirmed by means of H-1 NMR, ESI-MS and elemental analyzes. Among the compounds, compound 8c showed the most potent biological activity against HCT116 cancer cell line (IC50 of 0.42 +/- 0.02 mu M for HDAC-1 and IC50 = 0.62 +/- 0.02 for HCT116). Docking simulation was performed to position compound 8c into the HDAC active site to determine the probable binding model. The results of antiproliferative assay and western-blot demonstrated that compound 8c with potent inhibitory activity in tumor growth inhibition may be a potential anticancer agent against HCT116 cancer cell. (C) 2012 Elsevier Ltd. All rights reserved.
• Microwave‐Assisted Synthesis of 3‐(4‐Pyrazolyl)propenoic Acids
  作者：Vitaliy O. Chornous、Mykhaylo K. Bratenko、Mykhaylo V. Vovk

  DOI：10.1081/scc-120027241

  日期：2004.12.31

  Under microwave activation, pyrazole-4-carboxaldehydes react with malonic acid in the presence of a small amount of pyridine to give 3-(4-pyrazolyl)propenoic acids in high yields.
• ——
  作者：M. K. Bratenko、V. A. Chornous、M. V. Vovk

  DOI：10.1023/a:1020905727368

  日期：——

  3-Aryl(heteryl)-4-formylpyrazoles by condensation with malonic acid furnish 3-[3-aryl(heteryl)pyrazol-4-yl]propenoic acids that in the presence of Raney nickel are reduced by hydrazine hydrate to 3-[3-aryl(heteryl)pyrazol-4-yl]propanoic acids. The successive conversion of both type acids into the corresponding acyl chlorides, esters, and amides was performed.