(E)-3-(1-phenyl-3-(p-tolyl)-1H-pyrazol-4-yl)-1-(p-tolyl)prop-2-en-1-one | 1228954-10-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (E)-3-(1-phenyl-3-(p-tolyl)-1H-pyrazol-4-yl)-1-(p-tolyl)prop-2-en-1-one
• 英文别名: (2E)-1-(4-methylphenyl)-3-[3-(4-methylphenyl)-1-phenyl-1H-pyrazol-4-yl]prop-2-en-1-one；(E)-1-(4-methylphenyl)-3-[3-(4-methylphenyl)-1-phenylpyrazol-4-yl]prop-2-en-1-one
• CAS: 1228954-10-6
• 化学式: C₂₆H₂₂N₂O
• 分子量: 378.473
• InChiKey: CSMBMRUIOABLIY-WUKNDPDISA-N

物化性质

• 熔点：
  101-103 °C(Solv: ethanol (64-17-5))
• 沸点：
  584.1±50.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-3-(1-phenyl-3-(p-tolyl)-1H-pyrazol-4-yl)-1-(p-tolyl)prop-2-en-1-one 在 三乙胺 、 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 (E)-4-methyl-2-(1’-phenyl-3’,5-di-p-tolyl-3,4-dihydro-1’H,2H-[3,4'-bipyrazol]-2-yl)-5-(phenyldiazenyl)thiazole
  参考文献：
  名称：

  一些新型噻二唑、硫代酰胺、5-芳基偶氮噻唑和嘧啶并[4,5-d][1,2,4]三唑并[4,3-a]嘧啶的合成及抗菌活性

  摘要：

  1,3,4-噻二唑、5-芳基偶氮噻唑和六氢嘧啶-[4,5-d][1,2,4]三唑并[4,3-a]嘧啶是通过腙酰卤与每种化合物的反应合成的。在三乙胺的存在下，烷基碳硫酸酯、碳硫酰胺和 7-thioxo-5,6,7,8-四氢嘧啶-[4,5-d]嘧啶-2,4(1H,3H)-二酮。新合成化合物的结构是根据其光谱数据、元素分析和可能的替代合成路线确定的。此外，还筛选了新合成的化合物对各种微生物的抗菌活性。

  DOI：

  10.3390/molecules21081072
• 作为产物：
  描述：

  4-methylbenzaldehyde phenylhydrazone 在 sodium hydroxide 、 三氯氧磷 作用下， 反应 5.25h， 生成 (E)-3-(1-phenyl-3-(p-tolyl)-1H-pyrazol-4-yl)-1-(p-tolyl)prop-2-en-1-one
  参考文献：
  名称：

  Pyrazole-pyrazoline as promising novel antimalarial agents: A mechanistic study

  摘要：

  A series of pyrazole-pyrazoline substituted with benzenesulfonamide were synthesized and evaluated for their antimalarial activity in vitro and in vivo. The compounds were active against both chloroquine (CQ) sensitive (3D7) and CQ resistant (RKL-9) strains of Plasmodium falciparum. Seven compounds (7e, 7i, 7j, 7l, 7m, 7o and 7p) exhibiting EC50 less than 2 mu M. A mechanistic study of compound 7o revealed that these compound act through the inhibition of beta-hematin. The study indicated that these compounds can serve as lead compounds for further development of potent antimalarial drugs. (C) 2018 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2018.01.082

文献信息

• Synthesis and biological evaluation of some pyrazolylpyrazolines as anti-inflammatory–antimicrobial agents
  作者：Pawan K. Sharma、Satish Kumar、Pawan Kumar、Pawan Kaushik、Dhirender Kaushik、Yogita Dhingra、Kamal R. Aneja

  DOI：10.1016/j.ejmech.2010.01.059

  日期：2010.6

  A new series of pyrazolylpyrazolines (5a–k) was synthesized by the reaction of appropriate chalcones (3a–k) with 4-hydrazinobenzenesulfonamide hydrochloride (4) in ethanol. All the newly synthesized target compounds (5a–k) were screened for their anti-inflammatory activity using carrageenan-induced rat paw edema assay. Compounds 5g and 5j showed pronounced anti-inflammatory activity comparable to the

  通过适当的查耳酮（3a - k）与4-肼基苯磺酰胺盐酸盐（4）在乙醇中的反应合成了一系列新的吡唑基吡唑啉（5a - k）。使用角叉菜胶诱导的大鼠爪水肿试验筛选了所有新合成的目标化合物（5a - k）的抗炎活性。化合物5g和5j的抗炎活性与参考标准尼美舒利相当，而化合物5b，5d和5h显示出良好的抗炎活性。另外，评估了合成的化合物对两种革兰氏阳性细菌和两种革兰氏阴性细菌的体外抗菌活性。四种化合物5c，5h - 5j对所有测试的革兰氏阳性和革兰氏阴性细菌菌株均表现出良好的广谱活性。在这项研究中，化合物5j具有有趣的双重抗炎和抗菌特性，可以被认为是生物活性最高的成员。
• Synthesis and Antimicrobial Activity of Some New Thiadiazoles, Thioamides, 5-Arylazothiazoles and Pyrimido[4,5-d][1,2,4]triazolo[4,3-a]pyrimidines
  作者：Abdou Abdelhamid、Ibrahim El Sayed、Mohamed Hussein、Mangoud Mangoud

  DOI：10.3390/molecules21081072

  日期：——

  A novel series of 1,3,4-thiadiazoles, 5-arylazothiazoles and hexahydropyrimido-[4,5-d][1,2,4]triazolo[4,3-a]pyrimidines were synthesized via reaction of hydrazonoyl halides with each of alkyl carbothioates, carbothioamides and 7-thioxo-5,6,7,8-tetrahydropyrimido-[4,5-d]pyrimidine-2,4(1H,3H)-diones in the presence of triethylamine. The structures of the newly synthesized compounds were established based

  1,3,4-噻二唑、5-芳基偶氮噻唑和六氢嘧啶-[4,5-d][1,2,4]三唑并[4,3-a]嘧啶是通过腙酰卤与每种化合物的反应合成的。在三乙胺的存在下，烷基碳硫酸酯、碳硫酰胺和 7-thioxo-5,6,7,8-四氢嘧啶-[4,5-d]嘧啶-2,4(1H,3H)-二酮。新合成化合物的结构是根据其光谱数据、元素分析和可能的替代合成路线确定的。此外，还筛选了新合成的化合物对各种微生物的抗菌活性。
• Pyrazole-pyrazoline as promising novel antimalarial agents: A mechanistic study
  作者：Gautam Kumar、Omprakash Tanwar、Jitender Kumar、Mymoona Akhter、Supriya Sharma、C.R. Pillai、Md Mumtaz Alam、M.S. Zama

  DOI：10.1016/j.ejmech.2018.01.082

  日期：2018.4

  A series of pyrazole-pyrazoline substituted with benzenesulfonamide were synthesized and evaluated for their antimalarial activity in vitro and in vivo. The compounds were active against both chloroquine (CQ) sensitive (3D7) and CQ resistant (RKL-9) strains of Plasmodium falciparum. Seven compounds (7e, 7i, 7j, 7l, 7m, 7o and 7p) exhibiting EC50 less than 2 mu M. A mechanistic study of compound 7o revealed that these compound act through the inhibition of beta-hematin. The study indicated that these compounds can serve as lead compounds for further development of potent antimalarial drugs. (C) 2018 Elsevier Masson SAS. All rights reserved.