2,4-二氢-4,4,5-三甲基-2-苯基-3H-吡唑-3-酮 | 947-82-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 中文名称: 2,4-二氢-4,4,5-三甲基-2-苯基-3H-吡唑-3-酮
• 英文名称: 4,4,5-trimethyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one
• 英文别名: 4,4,5-trimethyl-2-phenyl-2,4-dihydropyrazol-3-one；3,4,4-trimethyl-1-phenyl-1H-pyrazol-5(4H)-one；1-phenyl-3,4,4-trimethyl-2-pyrazolin-5-one；1-phenyl-3,4,4-trimethyl-5-pyrazolone；4,4,5-trimethyl-2-phenyl-2,4-dihydro-pyrazol-3-one；4,4,5-Trimethyl-2-phenyl-2,4-dihydro-pyrazol-3-on；3H-Pyrazol-3-one, 2,4-dihydro-4,4,5-trimethyl-2-phenyl-；4,4,5-trimethyl-2-phenylpyrazol-3-one
• CAS: 947-82-0
• 化学式: C₁₂H₁₄N₂O
• 分子量: 202.256
• InChiKey: MZYISAKYPPUWJG-UHFFFAOYSA-N

物化性质

• 熔点：
  55 °C
• 沸点：
  164 °C(Press: 14 Torr)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2933199090

反应信息

• 作为反应物：
  描述：

  2,4-二氢-4,4,5-三甲基-2-苯基-3H-吡唑-3-酮 在 劳森试剂 作用下， 以 甲苯 为溶剂， 反应 2.0h， 生成 4,4,5-trimethyl-2-phenyl-2,4-dihydro-pyrazole-3-thione
  参考文献：
  名称：

  Synthesis and Structure-Activity Relationships of Miticidal 4,5-Dihydropyrazole-5-thiones

  摘要：

  A series of novel 4,5-dihydropyrazole-5-thiones (DHPs) was synthesised by treating the corresponding dihydropyrazolones with Lawesson's reagent and evaluated for miticidal activity against two-spotted spider mites (Tetranychus urticae Koch). Of these, 3-(4-chlorophenyl)-4,4-dimethyl-1-phenyl-4, 5-dihydropyrazole-5-thione, 3-(4-chlorophenyl)-4-ethyl-4-methyl-1-phenyl-4,5-dihydropyrazole-5-thione, 3-(4-chlorophenyl)-1-phenyl-4,5-dihydropyrazole-5-thione-4-spirocyclopentane and 4,4-dimethyl-1-phenyl-3-(4-trifluoromethyl-phenyl)-4,5-dihydropyrazole-5-thione were highly active (pEC(50) > 4 . 0) and were more effective than the miticide dicofol (pEC(50) = 3 . 879), which has traditionally been used for the control of phytophagous mites. Structure-activity relationship (SAR) studies were performed on each position of the pyrazole ring of DHPs. The results indicated that the unsubstituted phenyl, 4-substituted phenyl and thioxo groups on the 1-, 3- and 5-positions of DHPs respectively were required for activity. Quantitative SAR studies using physicochemical parameters of substituents and the capacity factor k' as a hydrophobicity index suggested that: (a) the activities of all types of DHPs examined were mainly dominated by hydrophobicity, (b) the bulkiness of 4-substituents of the 3-phenyl ring favoured the activity and (c) the log k' optimum for all DHPs was 1 . 675, equivalent to a log P-ow value of c. 5 . 0.

  DOI：

  10.1002/(sici)1096-9063(199610)48:2<165::aid-ps455>3.0.co;2-z
• 作为产物：
  描述：

  4,4,5-trimethyl-2-phenyl-2,4-dihydro-pyrazole-3-thione 在 氢氧化钾 、 双氧水 作用下， 生成 2,4-二氢-4,4,5-三甲基-2-苯基-3H-吡唑-3-酮
  参考文献：
  名称：

  Kitamura, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1938, vol. 58, p. 447,455,465;dtsch.Ref.S.86,91,93

  摘要：

  DOI：

文献信息

• Palladium-catalyzed double C–H activation: one-pot synthesis of benzo[c]pyrazolo[1,2-a]cinnolin-1-ones from 5-pyrazolones and aryl iodides
  作者：Zhoulong Fan、Kui Wu、Li Xing、Qizheng Yao、Ao Zhang

  DOI：10.1039/c3cc47989g

  日期：——

  A palladium-catalyzed one-pot dual C–H activation approach to construct benzo[c]pyrazolo[1,2-a]cinnolin-1-ones is successfully developed.

  一种钯催化的一锅法双C-H活化方法成功地用于构建苯并[c]吡唑并[1,2-a]喹啉-1-酮。
• Detection and Treatment of Schizophrenia
  申请人：Itokawa Masanari

  公开号：US20110028470A1

  公开（公告）日：2011-02-03

  The present invention provides a method for diagnosing schizophrenia, and a schizophrenia diagnostic reagent or device for use in the method. The present invention further provides a therapeutic or ameliorating agent for schizophrenia, which is effective for the treatment or amelioration of schizophrenia. The therapeutic or ameliorating agent for schizophrenia contains a carbonyl scavenger or a carbonyl-modified protein formation inhibitor as an active ingredient. The method for diagnosing schizophrenia according to the present invention includes measuring at least one parameter in a subject, the parameter being selected from the group consisting of: (1) a genetic abnormality of glyoxalase I gene; (2) the expression level or activity of glyoxalase I in a biological sample; (3) the amount of a carbonyl compound or a carbonyl-modified protein that is a protein modified with the carbonyl compound; and (4) the amount of pyridoxal in a biological sample.

  本发明提供了一种用于诊断精神分裂症的方法，以及用于该方法的精神分裂症诊断试剂或设备。本发明进一步提供了一种治疗或改善精神分裂症的药剂，该药剂对于治疗或改善精神分裂症有效。用于治疗或改善精神分裂症的药剂包含醛固定剂或醛修饰蛋白形成抑制剂作为活性成分。根据本发明的诊断精神分裂症的方法包括在受试者中测量至少一个参数，所述参数选自以下组合：（1）甘氧化酶I基因的遗传异常；（2）生物样本中甘氧化酶I的表达水平或活性；（3）蛋白质中醛化合物或经醛化合物修饰的蛋白质的量；以及（4）生物样本中吡哆醛的量。
• Iridium(III)-Catalyzed Tandem Annulation Synthesis of Pyrazolo[1,2-α]cinnolines from Pyrazolones and Sulfoxonium Ylides
  作者：Chen-Fei Liu、Man Liu、Lin Dong

  DOI：10.1021/acs.joc.8b02582

  日期：2019.1.4

  A highly efficient iridium-catalyzed cascade annulation of pyrazolones and sulfoxonium ylides to access various pyrazolo[1,2-α]cinnoline derivatives has been achieved. This novel approach expanded the application scope of coupling partners to ylides. The control experiments were performed to give insight into the mechanism of this reaction.

  已实现了高效的铱催化的吡唑啉酮和亚砜基鎓级联反应，以访问各种吡唑并[1,2-α] cinnoline衍生物。这种新颖的方法扩大了将偶合体与叶酸偶联的应用范围。进行对照实验以深入了解该反应的机理。
• Kinetic Studies on the Chemical and Electrochemical Reduction of Some 4-Arylidene-5-pyrazolone Compounds
  作者：Mahmoud A. Abdel-Rahman、Refat Abdel-Hamid、Mostafa K. Rabia、Mohamed M. El-Dessouki

  DOI：10.1246/bcsj.64.3713

  日期：1991.12

  chemical reduction was performed using aluminum hydride. The electrochemical reduction in 0.1 mol dm−3 TEAP/DMF was studied by cyclic and convolution potential sweep voltammetry at HDME. The title compounds exhibit two diffusion-controlled irreversible mono electronic cv waves. Both waves follow EC kinetics and they are attributed to the reduction of the pyrazolin carbonyl group. The kinetics of the chemical

  研究了一些 4-亚芳基-5-吡唑啉酮的化学和电化学还原动力学。使用氢化铝进行化学还原。通过循环和卷积电位扫描伏安法在 HDME 上研究了 0.1 mol dm-3 TEAP/DMF 中的电化学还原。标题化合物表现出两个扩散控制的不可逆单电子 cv 波。两种波都遵循 EC 动力学，它们归因于吡唑啉羰基的还原。根据主题亚芳基的分子结构提出并讨论了化学和电化学还原的动力学。
• Inhibitor of protein modification products formation
  申请人：Miyata Toshio

  公开号：US20070123577A1

  公开（公告）日：2007-05-31

  [PROBLEMS] To provide a inhibitor of protein modification products formation capable of inhibiting of vitamin B6 deficiency disease as a side effect, especially a renal protective agent. [MEANS FOR SOLVING PROBLEMS] There is provided a use, as an active ingredient, of any of free or salt-form compounds of either of the formulae: (I) (II) [wherein R1 is substituted or unsubstituted aromatic ring; and each of R2, R3 and R4 is a hydrogen atom or monovalent organic group, or alternatively R2 and R3 cooperate to form a condensed ring or R3 and R4 cooperate to represent a divalent organic group, provided that R3 and R4 are not simulataneously hydrogen atoms].

  【问题】提供一种蛋白质修饰产物形成的抑制剂，能够抑制维生素B6缺乏病作为副作用，特别是一种肾脏保护剂。 【解决问题的方法】提供一种使用任何自由或盐形式的化合物作为活性成分，其中化合物的公式为(I)或(II)： （I）（II） 其中，R1是取代或未取代的芳香环；R2、R3和R4中的每一个是氢原子或一价有机基团，或者R2和R3合作形成一个缩环，或者R3和R4合作表示一个二价有机基团，但要求R3和R4不能同时为氢原子。

表征谱图