1-(4-chlorophenyl)-1,5,6,7-tetrahydro-4H-indazol-4-one | 1048917-15-2

• 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-(4-chlorophenyl)-1,5,6,7-tetrahydro-4H-indazol-4-one
• 英文别名: 1-(4-chlorophenyl)-6,7-dihydro-5H-indazol-4-one
• CAS: 1048917-15-2
• 化学式: C₁₃H₁₁ClN₂O
• 分子量: 246.696
• InChiKey: HCZKPEVGUVGBLM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 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：

  1-(4-chlorophenyl)-1,5,6,7-tetrahydro-4H-indazol-4-one 在 盐酸羟胺 、 sodium acetate 、 sodium iodide 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 、 水 、 异丙醇 为溶剂， 反应 2.5h， 生成 N-[1-(4-chlorophenyl)indazol-4-yl]acetamide
  参考文献：
  名称：

  A novel synthetic approach to 4-acetamido-1-arylindazoles via Semmler–Wolff rearrangement of 1-aryl-6,7-dihydro-5H-indazol-4-one oxime

  摘要：

  A simple and efficient procedure for the syntheses of 4-acetamido-1-arylindazoles from corresponding 1-aryl-6,7-dihydro-5H-indazol-4-one oximes by Semmler-Wolff aromatization using acetic anhydride and sodium iodide is reported. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.04.058
• 作为产物：
  描述：

  1,3-环己二酮 在 盐酸 作用下， 以 水 、 异丙醇 、 甲苯 为溶剂， 反应 2.0h， 生成 1-(4-chlorophenyl)-1,5,6,7-tetrahydro-4H-indazol-4-one
  参考文献：
  名称：

  A novel synthetic approach to 4-acetamido-1-arylindazoles via Semmler–Wolff rearrangement of 1-aryl-6,7-dihydro-5H-indazol-4-one oxime

  摘要：

  A simple and efficient procedure for the syntheses of 4-acetamido-1-arylindazoles from corresponding 1-aryl-6,7-dihydro-5H-indazol-4-one oximes by Semmler-Wolff aromatization using acetic anhydride and sodium iodide is reported. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.04.058

文献信息

• Catalyst-free one-pot synthesis of 1,4,5-trisubstituted pyrazoles in 2,2,2-trifluoroethanol
  作者：Heshmatollah Alinezhad、Mahmood Tajbakhsh、Mahboobeh Zare

  DOI：10.1016/j.jfluchem.2011.07.014

  日期：2011.11

  A simple, efficient and three component one-pot synthesis of 1,4,5-trisubstituted pyrazoles by condensation of β-dicarbonyls, N,N-dimethylformamide dimethyl acetal (DMFDMA) and hydrazine derivatives in 2,2,2-trifluoroethanol without using any catalyst and activation, is described.

  通过在不使用2,2,2-三氟乙醇的条件下将β-二羰基，N，N-二甲基甲酰胺二甲基乙缩醛（DMFDMA）和肼衍生物缩合的简单，有效的三组分一锅法合成1,4,5-三取代的吡唑描述了任何催化剂和活化。
• Pyrazolo[3,4-h]quinolines promising photosensitizing agents in the treatment of cancer
  作者：Virginia Spanò、Barbara Parrino、Anna Carbone、Alessandra Montalbano、Alessia Salvador、Paola Brun、Daniela Vedaldi、Patrizia Diana、Girolamo Cirrincione、Paola Barraja

  DOI：10.1016/j.ejmech.2015.08.003

  日期：2015.9

  A new series of pyrazolo[3,4-h]quinolines, heteroanalogues of angelicin was conveniently prepared with a broad substitution pattern. A large number of derivatives was obtained and the cellular photocytotoxicity was evaluated in vitro against 5 different human tumor cell lines with GI(50) values reaching the nanomolar level (14.52-0.04 mu M). Selected compounds were able to photoinduce a massive cell death with the involvement of mitochondria. Their photodamage cellular targets were proteins and lipids and they did not cause any kind of DNA photodamage. This latter event is of considerable importance in the modulation of long term side effects, generally associated with the use of classical furocoumarins. (C) 2015 Elsevier Masson SAS. All rights reserved.
• Four-Component Domino Synthesis of Pyrazolo[3,4-<i>h</i>]quinoline-3-carbonitriles: “Turn-Off” Fluorescent Chemosensor for Fe³⁺ Ions
  作者：Adaikalam Shylaja、Somi Santharam Roja、Rakkappan Vishnu Priya、Raju Ranjith Kumar

  DOI：10.1021/acs.joc.8b01991

  日期：2018.11.16

  The synthesis of novel pyrazolo[3,4-h]quinoline-3-carbonitriles has been achieved through a one pot, four-component domino strategy under solvent-free microwave conditions. One of these compounds exhibited fluorescence under UV lamp and was found to be highly sensitive toward Fe3+ ions in DMSO against various metal ions with a detection limit of 8.6 x 10(-7) M.
• [EN] ORGANIC LIGHT-EMITTING COMPOUND AND ORGANIC ELECTROLUMINESCENT ELEMENT USING SAME<br/>[FR] COMPOSÉ ÉLECTROLUMINESCENT ORGANIQUE ET ÉLÉMENT ÉLECTROLUMINESCENT ORGANIQUE UTILISANT CE DERNIER<br/>[KO] 유기 발광 화합물 및 이를 이용한 유기 전계 발광 소자
  申请人：DOOSAN CORP

  公开号：WO2017111360A1

  公开（公告）日：2017-06-29

  본 발명은 신규한 유기 전계 발광 화합물 및 이를 이용한 유기 전계 발광 소자에 관한 것으로, 보다 상세하게는 발광능이 우수한 신규 화합물 및 이를 하나 이상의 유기물층에 포함함으로써, 높은 발광효율, 낮은 구동전압, 긴 수명 등의 특성이 향상된 유기 전계 발광 소자에 관한 것이다.