(E)-1-(4-chlorophenyl)-3-(1,3-diphenyl-1H-pyrazol-4-yl)prop-2-en-1-one

• 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)-1-(4-chlorophenyl)-3-(1,3-diphenyl-1H-pyrazol-4-yl)prop-2-en-1-one
• 英文别名: 1-(4-Chlorophenyl)-3-(1,3-diphenyl-1H-pyrazol-4-YL)-2-propen-1-one；(E)-1-(4-chlorophenyl)-3-(1,3-diphenylpyrazol-4-yl)prop-2-en-1-one
• 化学式: C₂₄H₁₇ClN₂O
• 分子量: 384.865
• InChiKey: UEBBUCAEVMKIMA-DTQAZKPQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 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)-1-(4-chlorophenyl)-3-(1,3-diphenyl-1H-pyrazol-4-yl)prop-2-en-1-one 、 4-肼基苯磺酰胺 在 盐酸 作用下， 以 水 为溶剂， 以64%的产率得到4-(5-(4-chlorophenyl)-1',3'-diphenyl-3,4-dihydro-1'H,2H-[3,4'-bipyrazol]-2-yl)benzenesulfonamide
  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
• 作为产物：
  描述：

  苯甲醛苯腙 在 sodium hydroxide 、 三氯氧磷 作用下， 反应 5.25h， 生成 (E)-1-(4-chlorophenyl)-3-(1,3-diphenyl-1H-pyrazol-4-yl)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, Reactions and Antitumor Activity of Certain 1,3-diphenylpyrazole-4-carboxaldehyde Derivatives
  作者：Sebaey Mahgoub、Atef Amer

  DOI：10.21608/ejchem.2018.5328.1470

  日期：2018.12.1

  In continuation of our interest in synthesis of novel heterocycles with anticipated biological activity especially the antitumor activity. In this paper we have discussed synthesis and reaction of 1,3-diphenylpyrazol-4-carboxaldehyde 4 with acetophenone derivatives 1a–d, active methylene compounds, hydrazines and aniline derivatives to yield the expected derivatives 5a–d. Also, a series of penta-substituted

  继续我们对合成具有预期生物活性特别是抗肿瘤活性的新型杂环的兴趣。在本文中，我们讨论了1,3-二苯基吡唑-4-甲醛4与苯乙酮衍生物1a-d，活性亚甲基化合物，肼和苯胺衍生物的合成和反应，以产生预期的衍生物5a-d。另外，在三乙胺的催化下，通过1，3-二苯基吡唑-4-甲醛1，丙二腈和硫醇衍生物13a-e的一锅三组分环缩合反应，合成了一系列五取代的吡啶衍生物15a-e。 。另外，由N-（（1,3-二苯基-1H-吡唑）合成了2-（1,3-二苯基-1H-吡唑-4-基）-3-（芳基）噻唑烷-4-one 20a-e。 -4-基）亚甲基苯胺衍生物11a-e和巯基乙酸。筛选了一些合成的衍生物的抗肿瘤活性。所有新合成的化合物均已通过元素分析，IR，1 H NMR，13 C NMR，MS进行了表征，并在某些情况下通过与化合物的已知特性进行比较或与通过报告明确的路线制备的样品进行比较。
• Ultrasound-assisted ionic liquid-mediated green method for synthesis of 1,3-diphenylpyrazole-based spirooxindolopyrrolizidines, their anti-tubercular activity, molecular docking study and ADME predictions
  作者：Sravanthi Baddepuri、G. Rama Krishna、Jyothi Kumari、Sriram Dharmarajan、Srinivas Basavoju

  DOI：10.1039/d4nj00563e

  日期：——

  in vitro anti-TB activity against Mycobacterium tuberculosis H37Rv strain. Among all, six compounds 4e (C36H29N5O4), 4g (C34H28N4O3), 4q (C36H28F2N4O2), 4r (C36H28ClFN4O2), 4y (C36H29BrN4O2) and 4z (C36H28BrFN4O2) exhibited significant anti-TB activity with MIC value 6.25 μg mL−1, when compared to the standard drug ethambutol (MIC:1.56 μg mL−1). In silico molecular docking studies were performed against

  本研究的目的是通过使用离子液体 ([Bmim] BF 4 )在超声处理下。标题化合物4a – 4ad的通式为 C a H b X (0–2) N c O d (X = F/Cl/Br)，可以在更短的反应时间内以高产率生产，并通过使用光谱技术进行了很好的表征;最后是单晶X射线衍射法( 4b )。评估了新合成的化合物对结核分枝杆菌H37Rv 菌株的体外抗结核活性。其中，6个化合物4e (C 36 H 29 N 5 O 4 )、4g (C 34 H 28 N 4 O 3 )、4q (C 36 H 28 F 2 N 4 O 2 )、4r (C 36 H 28 ClFN 4 O 2 )、4y (C 36 H 29 BrN 4 O 2 )和4z (C 36 H 28 BrFN 4 O 2 )与标准药物乙胺丁醇相比表现出显着的抗结核活性，MIC值为6.25 μg mL -1 。 (MIC：1.56μg·mL
• Kinger, Mayank; Kumar, Sushil; Kim, Sang Wook, Indian Journal of Heterocyclic Chemistry, 2016, vol. 25, # 3-4, p. 275 - 281
  作者：Kinger, Mayank、Kumar, Sushil、Kim, Sang Wook、Kumar, Raman

  DOI：——

  日期：——
• 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.