ethyl 3-(o-chlorophenyl)-5-methyl-1-phenyl-1H-pyrazole-4-carboxylate | 1034378-82-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 3-(o-chlorophenyl)-5-methyl-1-phenyl-1H-pyrazole-4-carboxylate
• 英文别名: ethyl 3-(2-chlorophenyl)-5-methyl-1-phenylpyrazole-4-carboxylate
• CAS: 1034378-82-9
• 化学式: C₁₉H₁₇ClN₂O₂
• 分子量: 340.809
• InChiKey: IMGOFCSLEOVDKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  Z-ethyl 2-(hydroxy(o-chlorophenyl)methylene)-3-oxobutanoate 、 苯肼 以 乙醇 为溶剂， 以76%的产率得到ethyl 3-(o-chlorophenyl)-5-methyl-1-phenyl-1H-pyrazole-4-carboxylate
  参考文献：
  名称：

  Synthesis and discovery of a novel pyrazole derivative as an inhibitor of apoptosis through modulating integrin β4, ROS, and p53 levels in vascular endothelial cells

  摘要：

  Recently, pyrazole derivatives as high affinity and selective A2A adenosine receptor antagonists have been reported. But, so far, there are no reports about the inhibitory effects of multi-substituted pyrazole derivatives on apoptosis of vascular endothelial cells (VECs). In this study, we synthesized six pyrazole derivatives and characterized the structures of the compounds by IR, H-1 NMR, mass spectroscopy, and element analysis. The biology assay showed that a novel pyrazole derivative, ethyl 3-(o-chlorophenyl)-5- methyl-1-phenyl-1H-pyrazole-4-carboxylate (MPD) at low concentration (25 mu M) increased VECs viability and inhibited VECs apoptosis induced by deprivation of serum and FGF-2. During this process, the levels of integrin beta 4, reactive oxygen species (ROS), and p53 were depressed obviously. The data suggested that MPD was a potential inhibitor of apoptosis associated with the signal pathway mediated by integrin beta 4, ROS, and p53 in VECs. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.03.011

文献信息

• Silica chloride catalyzed one-pot synthesis of fully substituted pyrazoles
  作者：Dhanaji V. Jawale、Umesh R. Pratap、Jyotirling R. Mali、Ramrao A. Mane

  DOI：10.1016/j.cclet.2011.05.016

  日期：2011.7

  Silica chloride catalysted one pot cyclocondensation of aldehydes, ethyl acetoacetate and phenyl hydrazine leading to substituted pyrazoles has been reported. (C) 2011 Ramrao A. Mane. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.