3,4-diacetyl-5-methyl-1-(4-methylphenyl)-1H-pyrazole | 75057-30-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3,4-diacetyl-5-methyl-1-(4-methylphenyl)-1H-pyrazole
• 英文别名: 1-[3-Acetyl-5-methyl-1-(4-methylphenyl)pyrazol-4-yl]ethanone
• CAS: 75057-30-6
• 化学式: C₁₅H₁₆N₂O₂
• 分子量: 256.304
• InChiKey: NBIRSXKLDCOGOM-UHFFFAOYSA-N

物化性质

• 熔点：
  90 °C(Solv: ethanol (64-17-5))
• 沸点：
  416.2±45.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  52
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,4-diacetyl-5-methyl-1-(4-methylphenyl)-1H-pyrazole 在 盐酸羟胺 、 potassium carbonate 作用下， 以 乙醇 为溶剂， 反应 7.0h， 以78%的产率得到
  参考文献：
  名称：

  多氮杂-3,4-双(杂芳基)吡唑的简便合成

  摘要：

  摘要 一系列新的双烯胺酮与一些 N-和 C-亲核试剂的反应被证明是合成各种新型 3,4-双（杂芳基）吡唑的便捷途径。化合物的结构是在光谱和元素分析的基础上，并尽可能通过替代合成来阐明的。图形概要

  DOI：

  10.1080/00397911.2011.589039
• 作为产物：
  描述：

  1-chloro-1-[(4-methylphenyl)hydrazono]propanone 、 乙酰丙酮 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 以82%的产率得到3,4-diacetyl-5-methyl-1-(4-methylphenyl)-1H-pyrazole
  参考文献：
  名称：

  Albar, Hassan A., Journal of Chemical Research, Miniprint, 1999, # 3, p. 872 - 889

  摘要：

  DOI：

文献信息

• Reaction of Hydrazonoyl Halides with<i>Bis</i>-enaminones: A Convenient Route for Synthesis of Novel Polyaza-Terheterocycles
  作者：Ahmad S. Shawali、Adel J. M. Haboub

  DOI：10.1002/jhet.840

  日期：2013.1

  New bis(pyrazolylenaminones) were prepared in good yields. Their synthetic utilities as precursors for regioselective synthesis of novel bis(hetarylpyrazoles) were also investigated. The mechanisms and selectivities observed in the studied reactions were discussed.

  以高收率制备了新的二（吡唑基亚氨基）。还研究了它们的合成用途，作为新型双（杂芳基吡唑）的区域选择性合成的前体。讨论了在研究的反应中观察到的机理和选择性。
• Synthesis and Biological Evaluation of Some<i>N</i>-Arylpyrazoles and Pyrazolo[3,4-<i>d</i>]pyridazines as Anti-Inflammatory Agents
  作者：Osama I. El-Sabbagh、Samia Mostafa、Hatem A. Abdel-Aziz、Hany S. Ibrahim、Mahmoud M. Elaasser

  DOI：10.1002/ardp.201300193

  日期：2013.9

  4‐bis‐chalcone‐N‐arylpyrazoles 3a–k was prepared from diacetyl pyrazoles 2a–e. The reaction of 2d and 2e with hydrazine hydrate gave pyrazolo[3,4‐d]pyridazine derivatives 4a–b. Furthermore, the reaction of 2a–e with thiosemicarbazide afforded pyrazolo[3,4‐d]pyridazine thiocyanate salts 5a–e. The synthesized compounds were subjected to in vivo anti‐inflammatory and ulcerogenic activity measurements,

  以二乙酰基吡唑 2a-e 为原料制备了一系列 3,4-双-查尔酮-N-芳基吡唑 3a-k。2d和2e与水合肼反应得到吡唑并[3,4-d]哒嗪衍生物4a-b。此外，2a-e 与氨基硫脲反应得到吡唑并[3,4-d]哒嗪硫氰酸盐 5a-e。除了测定其体外 COX 选择性外，还对合成的化合物进行了体内抗炎和致溃疡活性测量，以全面了解其抗炎活性。在合成的化合物中，化合物 3c、3f、3i 和 3e 显示出显着的抗炎活性。此外，进行对接研究以通过 COX 选择性解释它们的抗炎活性。
• Tewari, R. S.; Parihar, P., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1980, vol. 19, # 3, p. 217 - 218
  作者：Tewari, R. S.、Parihar, P.

  DOI：——

  日期：——
• Microwave-assisted Synthesis of Novel 3,4-Bis-chalcone-N-arylpyrazoles and Their Anti-inflammatory Activity
  作者：Hatem A. Abdel-Aziz、Khalid A. Al-Rashood、Kamal Eldin H. ElTahir、Hany S. Ibrahim

  DOI：10.1002/jccs.201190137

  日期：2011.12

  AbstractA series of 3,4‐bis‐chalcone‐N‐arylpyrazoles 3a‐h was prepared conveniently from diacetyl pyrazoles 2a,b. All reactions were carried out under conventional thermal heating and/or microwave irradiation. The structure of the latter functionally pyrazoles was confirmed under the bases of their IR, mass, 1H NMR and 13C NMR. The X‐ray diffraction of compound 3e not only confirmed the chemical structure of 3a‐h, but also showed the E configuration of their chalcone moieties. Treatment of compound 3e with phenyl hydrazine in presence of acetic acid afforded the tri‐pyrazle 4. The anti‐inflammatory activity of the newly synthesized compounds was investigated. Some of these compounds showed a moderate activity when compared with indomethacin as a reference drug. The combination between chalcone and pyrazole moieties revealed a variable effect in anti‐inflammatory activity.
• TEWARI R. S.; PARIHAR P., INDIAN J. CHEM., 1980, B 19, NO 3, 217-218
  作者：TEWARI R. S.、 PARIHAR P.

  DOI：——

  日期：——