1-benzoyl-3,5-diphenyl-4,5-dihydro-1H-pyrazole | 20409-90-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-benzoyl-3,5-diphenyl-4,5-dihydro-1H-pyrazole
• 英文别名: N-benzoyl-3,5-diphenyl-4,5-dihydropyrazoline；1-N-benzoyl-3,5-diphenyl-2-pyrazoline；1-benzoyl-3,5-diphenyl-4,5-dihydro-1H-pyrazole；1-benzoyl-3,5-diphenyl-2-pyrazoline；(3,5-Diphenyl-3,4-dihydropyrazol-2-yl)-phenylmethanone
• CAS: 20409-90-9
• 化学式: C₂₂H₁₈N₂O
• 分子量: 326.398
• InChiKey: BCJMDIDQGYWIAO-UHFFFAOYSA-N

物化性质

• 溶解度：
  <0.3 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  chalcone benzoylhydrazone 在 scandium tris(trifluoromethanesulfonate) 作用下， 以 甲苯 为溶剂， 反应 14.0h， 以96%的产率得到1-benzoyl-3,5-diphenyl-4,5-dihydro-1H-pyrazole
  参考文献：
  名称：

  PROCESS FOR PRODUCING NITROGENOUS 5-MEMBERED CYCLIC COMPOUND

  摘要：

  公开号：

  EP1731509B1

文献信息

• TBD-organocatalysed synthesis of pyrazolines
  作者：Olivier Mahé、Denis Frath、Isabelle Dez、Francis Marsais、Vincent Levacher、Jean-François Brière

  DOI：10.1039/b911577c

  日期：——

  It was found that TBD, a cheap and commercially available guanidine, easily catalysed the synthesis of biologically important 3,5-diarylpyrazolines from chalcones and acylhydrazines via a selective secondary amine alkylation.

  研究发现，TBD（一种便宜且可商业获得的胍类化合物）能够通过选择性二级胺烷基化，轻松催化从查尔孔和酰肼合成生物重要的3,5-二芳基吡唑啉。
• SYNTHESIS OF SOME NEW BIOACTIVE 1-N-ACID HYDRAZIDE SUBSTITUTED PYRAZOLINES
  作者：Sadaf Sadiq Khan、Aurangzeb Hasan

  DOI：10.1515/hc.2006.12.5.377

  日期：2006.1

  pyrazolines from variably substituted chalcones which are also associated with diverse biological activities '"' and different acid hydrazides. This study was carried out in the quest to prepare pyrazolines not synthesized earlier, that may possess new and/or enhanced biological and other industrial properties. We report the synthesis of a series of 14 new 1-Nacid hydrazide substituted pyrazolines which were

  以乙酸为溶剂，通过可变取代的查耳酮和不同的酰肼的环化反应，合成了一系列14种新型生物活性1-N-酰肼取代的吡唑啉。化合物的化学结构通过FTIR、EIMS和1H NMR光谱表征。通过琼脂孔扩散法评价这些化合物的抗菌活性。与标准抗生素罗红霉素相比，发现 1-吡啶甲酸酰肼吡唑啉更具活性。吡唑啉及其衍生物显示出各种生物学特性，例如杀虫、杀真菌、杀虫、抗炎、抗关节炎、抗抑郁和抗病毒活性。”。相当多的兴趣集中在吡唑啉结构上，已知其具有广泛的生物活性，例如镇痛、抗菌、抗氧化和抗阿米巴。此外，这些杂环化合物除了具有生物活性外，还显示出一些工业应用，如漂白剂、染料、荧光增白剂和各种荧光增白剂等。Gabriele Murineddu 等人的早期研究。[13] 还证明了酸酰肼的镇痛和抗炎活性。因此，本研究致力于从可变取代的查耳酮合成吡唑啉，这些查耳酮也与多种生物活性“”和不同的酰肼有关。进行这项研究是为了制备早
• N-formylpyrazolines and N-benzoylpyrazolines as novel inhibitors of mammalian cathepsin B and cathepsin H
  作者：N. Raghav、S. Garg

  DOI：10.1016/j.bioorg.2014.07.012

  日期：2014.12

  Cathepsins, intracellular proteases, are known to be involved in a number of physiological processes ranging from degradation of extracellular proteins, prohormone processing, progressions of atherosclerosis, etc. High levels of cathepsins have been indicated in various pathological conditions like arthritis, cancer and other tissue degenerative disorders. One of the reasons attributed to these high levels is decrease in inhibitor concentration. Therefore, the work on the identification of small molecular weight compounds as inhibitors of cysteine proteases is of great therapeutic significance. Exploring this work in the same direction, we here present the synthesis of substituted N-formylpyrazolines and N-benzoylpyrazolines and study these as inhibitors to cysteine proteases. After a preliminary screening of the compounds as inhibitors to cysteine proteases in general, studies were carried out to study their inhibitory effects on cathepsin B and cathepsin H. SAR studies show that N-formylpyrazolines were better inhibitors than N-benzoylpyrazolines. The most potent inhibitors among the two series were nitro substituted compounds 1i and 2i with K-i values of similar to 1.1 x 10 (9) M and 19.5 x 10 (8) M for cathepsin B and K-i values of similar to 5.19 x 10 (8) M and 9.8 x 10 (7) M for cathepsin H, respectively. Docking experiments showing interaction between N-formylpyrazolines and N-benzoylpyrazolines with enzyme active sites structures also provided useful insights. (C) 2014 Elsevier Inc. All rights reserved.
• Process for producing nitrogenous 5-membered cyclic compound
  申请人：Kobayashi Shu

  公开号：US20070191614A1

  公开（公告）日：2007-08-16

  A method of the intramolecular and intermolecular cyclization of an N-acylhydrazone for obtaining a pyrazoline skeleton or pyrazolidine skeleton under ordinary conditions with high stereoselectivity and in high yield. An N-acylhydrazone represented by the following formula (I): (wherein R1 and R2 are the same or different and each represents hydrogen or a hydrocarbon group and Ar represents an optionally substituted aromatic hydrocarbon group) is converted to an N-acylpyrazoline derivative with high stereoselectivity in the presence of a Lewis acid catalyst or asymmetric Lewis acid catalyst.
• US7705161B2
  申请人：——

  公开号：US7705161B2

  公开（公告）日：2010-04-27