1-acetyl-5-[3-(4-chlorophenyl)-1-phenyl-1H-pyrazol-4-yl]-3-(4-fluorophenyl)-4,5-dihydro-1H-pyrazole | 1239732-90-1

• 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-acetyl-5-[3-(4-chlorophenyl)-1-phenyl-1H-pyrazol-4-yl]-3-(4-fluorophenyl)-4,5-dihydro-1H-pyrazole
• 英文别名: 1-[3-[3-(4-Chlorophenyl)-1-phenylpyrazol-4-yl]-5-(4-fluorophenyl)-3,4-dihydropyrazol-2-yl]ethanone；1-[3-[3-(4-chlorophenyl)-1-phenylpyrazol-4-yl]-5-(4-fluorophenyl)-3,4-dihydropyrazol-2-yl]ethanone
• CAS: 1239732-90-1
• 化学式: C₂₆H₂₀ClFN₄O
• 分子量: 458.922
• InChiKey: LXSFXLJBFUCYSF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  33
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  50.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-(4-氯苯基)-1-苯基-1H-吡唑-4-甲醛 在 一水合肼 、 sodium hydroxide 作用下， 反应 1.0h， 生成 1-acetyl-5-[3-(4-chlorophenyl)-1-phenyl-1H-pyrazol-4-yl]-3-(4-fluorophenyl)-4,5-dihydro-1H-pyrazole
  参考文献：
  名称：

  PEG介导的某些氟取代吡唑啉衍生物作为抗炎和止痛药的合成和药理评价

  摘要：

  通过使用聚乙二醇-400（PEG-400）作为替代反应介质，从相应的吡唑查耳酮4a-g合成了一系列新的氟取代的吡唑啉衍生物5a-g和6a-g，收率良好。对新合成的化合物进行表征，并筛选其体内抗炎和止痛活性。发现化合物5g和6g比标准药物双氯芬酸和其他六种化合物5b，5c，5f，6b，6c和6f更有效与标准药物相比显示出显着的抗炎活性。与标准药物阿司匹林相比，化合物5c，5d，5e，5f，6c，6d，6e和6f显示出明显的镇痛活性。

  DOI：

  10.1016/j.bmcl.2013.02.105

文献信息

• Synthesis of novel pyrazolic analogues of chalcones and their 3-aryl-4-(3-aryl-4,5-dihydro-1H-pyrazol-5-yl)-1-phenyl-1H-pyrazole derivatives as potential antitumor agents
  作者：Braulio Insuasty、Alexis Tigreros、Fabián Orozco、Jairo Quiroga、Rodrigo Abonía、Manuel Nogueras、Adolfo Sanchez、Justo Cobo

  DOI：10.1016/j.bmc.2010.06.013

  日期：2010.7

  Novel (E)-1-aryl-3-(3-aryl-1-phenyl-1H-pyrazol-4-yl)prop-2-en-1-ones 5/6 (pyrazolic chalcones) were synthesized from a Claisen-Schmidt reaction of 3-aryl-1-phenylpyrazol-4-carboxaldehydes 4 with several acetophenone derivatives 1. Subsequently, the microwave-assisted cyclocondensation reaction of chalcones 5/6 with hydrazine afforded the new racemic 3-aryl-4-(3-aryl-4,5-dihydro-1H-pyrazol-5-yl)-1-phenyl-1H-pyrazoles 7 or their N-acetyl derivatives 8 and 9 when reactions where carried out in DMF or acetic acid, respectively. Several of these compounds were screened by the US National Cancer Institute (NCI) for their ability to inhibit 60 different human tumor cell lines, where 5c and 9g showed remarkable activity mainly against leukemia (K-562 and SR), renal cancer (UO-31) and non-small cell lung cancer (HOP-92) cell lines, with the most important GI(50) values ranging from 0.04 to 11.4 mu M, from the in vitro assays. (C) 2010 Elsevier Ltd. All rights reserved.
• PEG mediated synthesis and pharmacological evaluation of some fluoro substituted pyrazoline derivatives as antiinflammatory and analgesic agents
  作者：Shravan Y. Jadhav、Sachin P. Shirame、Suresh D. Kulkarni、Sandeep B. Patil、Sharad K. Pasale、Raghunath B. Bhosale

  DOI：10.1016/j.bmcl.2013.02.105

  日期：2013.5

  A new series of fluoro substituted pyrazoline derivatives 5a–g and 6a–g were synthesized in good to excellent yield from the corresponding pyrazole chalcones, 4a–g, by using polyethylene glycol-400 (PEG-400) as an alternative reaction medium. The newly synthesized compounds were characterized and screened for their in vivo antiinflammatory and analgesic activity. Compounds 5g and 6g were found to be

  通过使用聚乙二醇-400（PEG-400）作为替代反应介质，从相应的吡唑查耳酮4a-g合成了一系列新的氟取代的吡唑啉衍生物5a-g和6a-g，收率良好。对新合成的化合物进行表征，并筛选其体内抗炎和止痛活性。发现化合物5g和6g比标准药物双氯芬酸和其他六种化合物5b，5c，5f，6b，6c和6f更有效与标准药物相比显示出显着的抗炎活性。与标准药物阿司匹林相比，化合物5c，5d，5e，5f，6c，6d，6e和6f显示出明显的镇痛活性。