3-phenyl-1-(3,4-dichlorophenyl)-5(4H)-pyrazolone | 438242-05-8

• 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: 3-phenyl-1-(3,4-dichlorophenyl)-5(4H)-pyrazolone
• 英文别名: 3-phenyl-1-(3,4-dichlorophenyl)pyrazol-5(4H)-one；2-(3,4-dichlorophenyl)-5-phenyl-4H-pyrazol-3-one
• CAS: 438242-05-8
• 化学式: C₁₅H₁₀Cl₂N₂O
• 分子量: 305.163
• InChiKey: ZMLYSTODWOCIJO-UHFFFAOYSA-N

物化性质

• 熔点：
  139-141 °C(Solv: methanol (67-56-1))
• 沸点：
  450.0±55.0 °C(Predicted)
• 密度：
  1.38±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-phenyl-1-(3,4-dichlorophenyl)-5(4H)-pyrazolone 、 对醛基苯甲酸 在 哌啶 作用下， 以 乙醇 为溶剂， 以83%的产率得到3-phenyl-1-(3,4-dichlorophenyl)-4-(4-carboxybenzylidene)pyrazol-5(4H)-one
  参考文献：
  名称：

  Synthesis and evaluation of pyrazolone compounds as SARS-coronavirus 3C-like protease inhibitors

  摘要：

  A series of pyrazolone compounds as possible SARS-CoV 3CL protease inhibitors were designed, synthesized, and evaluated by in vitro protease assay using fluorogenic substrate peptide in which several showed potent inhibition against the 3CL protease. Interestingly, one of the inhibitors was also active against 3C protease from coxsackievirus B3. These inhibitors could be potentially developed into anti-coronaviral and anti-picornaviral agents. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.09.050
• 作为产物：
  描述：

  苯甲酰乙酸乙酯 、 (3,4-二氯苯基)肼 在 phosphotungstic acid 作用下， 以 水 为溶剂， 反应 3.0h， 以75%的产率得到3-phenyl-1-(3,4-dichlorophenyl)-5(4H)-pyrazolone
  参考文献：
  名称：

  Tungstophosphoric Acid-Catalyzed Synthesis of Pyrazolones in Water

  摘要：

  本文介绍了一种在钨磷酸催化下，通过肼衍生物与 b-酮酯在水中缩合合成吡唑酮的便捷高效方法。该方法无需在使用前干燥溶剂和底物，而且产品易于分离，收率高。

  DOI：

  10.14233/ajchem.2013.14550

文献信息

• Plasminogen Activator Inhibitor-1 Inhibitor
  申请人：Muto Susumu

  公开号：US20070276011A1

  公开（公告）日：2007-11-29

  A medicament having inhibitory activity against plasminogen activator inhibitor-1, which comprises as an active ingredient a compound represented by the following general formula (I) or a salt thereof: wherein R 1 and R 2 represents an aromatic group which may be substituted, W represents a group selected from the following connecting group W-1: (wherein a bond at the left end binds to the carbon atom and a bond at the right end binds to the nitrogen atom, X represents sulfur atom or NH, Y represents oxygen atom or sulfur atom, R 3 represents a hydrocarbon group, hydroxy group, or carboxy group), Z represents a single bond or a connecting group wherein a number of atoms in a main chain is 1 to 3.

  一种具有抑制纤溶酶原激活物抑制剂-1活性的药物，其包含以下通式（I）或其盐作为活性成分的化合物：其中R1和R2代表可以被取代的芳香基团，W代表以下连接基团之一：（其中左端的键结合到碳原子，右端的键结合到氮原子，X代表硫原子或NH，Y代表氧原子或硫原子，R3代表烃基团，羟基或羧基），Z代表单键或连接基团，其中主链中的原子数为1到3。
• PLASMINOGEN ACTIVATOR INHIBITOR-1 INHIBITOR
  申请人：Institute of Medicinal Molecular Design, Inc.

  公开号：EP1666469A1

  公开（公告）日：2006-06-07

  A medicament having inhibitory activity against plasminogen activator inhibitor-1, which comprises as an active ingredient a compound represented by the following general formula (I) or a salt thereof: wherein R1 and R2 represents an aromatic group which may be substituted, W represents a group selected from the following connecting group W-1: (wherein a bond at the left end binds to the carbon atom and a bond at the right end binds to the nitrogen atom, X represents sulfur atom or NH, Y represents oxygen atom or sulfur atom, R3 represents a hydrocarbon group, hydroxy group, or carboxy group), Z represents a single bond or a connecting group wherein a number of atoms in a main chain is 1 to 3.

  一种对纤溶酶原激活物抑制剂-1 具有抑制活性的药物，其活性成分包括下式（I）所代表的化合物或其盐： 其中 R1 和 R2 代表可被取代的芳香基团、 W 代表选自下列连接基 W-1 的基团： (其中左端的键与碳原子结合，右端的键与氮原子结合、 X 代表硫原子或 NH Y 代表氧原子或硫原子、 R3 代表烃基、羟基或羧基）、 Z 代表单键或连接基团，其中主链中的原子数为 1 至 3。
• Synthesis and evaluation of pyrazolone compounds as SARS-coronavirus 3C-like protease inhibitors
  作者：R. Ramajayam、Kian-Pin Tan、Hun-Ge Liu、Po-Huang Liang

  DOI：10.1016/j.bmc.2010.09.050

  日期：2010.11.15

  A series of pyrazolone compounds as possible SARS-CoV 3CL protease inhibitors were designed, synthesized, and evaluated by in vitro protease assay using fluorogenic substrate peptide in which several showed potent inhibition against the 3CL protease. Interestingly, one of the inhibitors was also active against 3C protease from coxsackievirus B3. These inhibitors could be potentially developed into anti-coronaviral and anti-picornaviral agents. (C) 2010 Elsevier Ltd. All rights reserved.
• Tungstophosphoric Acid-Catalyzed Synthesis of Pyrazolones in Water
  作者：Zhen-Li Min、Xia-Min Hu

  DOI：10.14233/ajchem.2013.14550

  日期：——

  A convenient and efficient method for the synthesis of pyrazolones via condensation of hydrazine derivatives with b-keto esters in water catalyzed by tungstophosphoric acid is described. It eliminates the need to dry solvents and substrates before use and the products are easily isolated with high yields.

  本文介绍了一种在钨磷酸催化下，通过肼衍生物与 b-酮酯在水中缩合合成吡唑酮的便捷高效方法。该方法无需在使用前干燥溶剂和底物，而且产品易于分离，收率高。