5-Isopropyl-2-(4-nitro-phenyl)-2,4-dihydro-pyrazol-3-one | 848607-48-7

• 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-Isopropyl-2-(4-nitro-phenyl)-2,4-dihydro-pyrazol-3-one
• 英文别名: 2-(4-nitrophenyl)-5-propan-2-yl-4H-pyrazol-3-one
• CAS: 848607-48-7
• 化学式: C₁₂H₁₃N₃O₃
• mdl: MFCD10451344
• 分子量: 247.254
• InChiKey: XCQGAZNKGVHVEY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  78.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-Isopropyl-2-(4-nitro-phenyl)-2,4-dihydro-pyrazol-3-one 在 四(三苯基膦)钯 、 三溴化磷 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 72.0h， 生成 3-Isopropyl-1-(4-nitro-phenyl)-5-vinyl-1H-pyrazole
  参考文献：
  名称：

  Cross-coupling of 1-aryl-5-bromopyrazoles: regioselective synthesis of 3,5-disubstituted 1-arylpyrazoles

  摘要：

  The cross-coupling of 1-aryl-5-bromopyrazoles 4 with alkynes, vinyltins and arylboronic acids promoted by Pd(PPh3)(4) afforded unsymmetrical 3,5-disubstituted 1-arylpyrazoles 5-8 in excellent yields. 1-Aryl-5-bromopyrazoles 4 were prepared from their corresponding 1-arylpyrazolones 3 with PBr3 in refluxing acetonitrile. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00704-8
• 作为产物：
  描述：

  4-硝基苯肼 、 异丁酰乙酸乙酯 以 溶剂黄146 为溶剂， 反应 4.0h， 生成 5-Isopropyl-2-(4-nitro-phenyl)-2,4-dihydro-pyrazol-3-one
  参考文献：
  名称：

  Cross-coupling of 1-aryl-5-bromopyrazoles: regioselective synthesis of 3,5-disubstituted 1-arylpyrazoles

  摘要：

  The cross-coupling of 1-aryl-5-bromopyrazoles 4 with alkynes, vinyltins and arylboronic acids promoted by Pd(PPh3)(4) afforded unsymmetrical 3,5-disubstituted 1-arylpyrazoles 5-8 in excellent yields. 1-Aryl-5-bromopyrazoles 4 were prepared from their corresponding 1-arylpyrazolones 3 with PBr3 in refluxing acetonitrile. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00704-8

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。
• A copper-catalyzed asymmetric Friedel–Crafts hydroxyalkylation of pyrazole-4,5-diones with 5-aminoisoxazoles
  作者：Siyu Gao、Xiang Sun、Sijie Peng、Zhenggen Zha、Qi Sun、Zhiyong Wang

  DOI：10.1039/d4ob00322e

  日期：——

  An asymmetric Friedel–Crafts hydroxyalkylation reaction of 5-aminoisoxazoles with pyrazole-4,5-diones was developed under the catalysis of 5% chiral copper complexes. This reaction exhibits functional group tolerance and excellent enantioselectivity. Moreover, the reaction can be scaled up and its mechanism was studied.

  在 5% 手性铜配合物的催化下，开发了 5-氨基异恶唑与吡唑-4,5-二酮的不对称弗里德尔-克来福特羟烷基化反应。该反应表现出官能团耐受性和优异的对映选择性。此外，该反应可以放大并研究其机理。
• Cross-coupling of 1-aryl-5-bromopyrazoles: regioselective synthesis of 3,5-disubstituted 1-arylpyrazoles
  作者：Xiao-jun Wang、Jonathan Tan、Karl Grozinger

  DOI：10.1016/s0040-4039(00)00704-8

  日期：2000.6

  The cross-coupling of 1-aryl-5-bromopyrazoles 4 with alkynes, vinyltins and arylboronic acids promoted by Pd(PPh3)(4) afforded unsymmetrical 3,5-disubstituted 1-arylpyrazoles 5-8 in excellent yields. 1-Aryl-5-bromopyrazoles 4 were prepared from their corresponding 1-arylpyrazolones 3 with PBr3 in refluxing acetonitrile. (C) 2000 Elsevier Science Ltd. All rights reserved.