(E)-3-(1,3-diphenyl-1H-pyrazol-4-yl)-1-(4-methoxyphenyl)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)-3-(1,3-diphenyl-1H-pyrazol-4-yl)-1-(4-methoxyphenyl)prop-2-en-1-one
• 英文别名: (2E)-3-(1,3-diphenyl-1H-pyrazol-4-yl)-1-(4-methoxyphenyl)prop-2-en-1-one；(E)-3-(1,3-diphenylpyrazol-4-yl)-1-(4-methoxyphenyl)prop-2-en-1-one
• 化学式: C₂₅H₂₀N₂O₂
• 分子量: 380.446
• InChiKey: JSOYVOMZEIRZNT-SAPNQHFASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-3-(1,3-diphenyl-1H-pyrazol-4-yl)-1-(4-methoxyphenyl)prop-2-en-1-one 、 4-肼基苯磺酰胺 在 盐酸 作用下， 以 水 为溶剂， 以61%的产率得到4-(5-(4-methoxyphenyl)-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)-3-(1,3-diphenyl-1H-pyrazol-4-yl)-1-(4-methoxyphenyl)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

• Photoredox-Catalyzed Cyclopropanation of Michael Acceptors
  作者：Ana M. del Hoyo、Marcos García Suero

  DOI：10.1002/ejoc.201601604

  日期：2017.4.18

  A new protocol for the catalytic cyclopropanation of α,β-unsaturated carbonyl compounds with diiodomethane by means of photoredox catalysis has been successfully developed. The transformation is characterized by its mild conditions, functional group compatibility, and excellent selectivity profile.

  已经成功开发了一种通过光氧化还原催化 α,β-不饱和羰基化合物与二碘甲烷催化环丙烷化的新方案。该转化的特点是条件温和、官能团相容性好、选择性好。
• 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
• 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.