2-(5-chloro-2-hydroxyphenyl)-1H-isoindole-1,3(2H)-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-(5-chloro-2-hydroxyphenyl)-1H-isoindole-1,3(2H)-dione
• 英文别名: 2-(5-chloro-2-hydroxyphenyl)isoindole-1,3-dione
• 化学式: C₁₄H₈ClNO₃
• mdl: MFCD00432185
• 分子量: 273.675
• InChiKey: BCMPZSSDUJUWJK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(5-chloro-2-hydroxyphenyl)-1H-isoindole-1,3(2H)-dione 在 水 、 potassium carbonate 、 肼 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 5.0h， 生成 2-(苄氧基)-5-氯苯胺
  参考文献：
  名称：

  Syntheses and characterization of nimesulide derivatives for dual enzyme inhibitors of both cyclooxygenase-1/2 and 5-lipoxygenase

  摘要：

  Cyclooxygenase-1/2 (COX-1/2) and 5-lipoxygenase (5-LOX) are enzymes in two different pathways in the inflammatory process. In the present study, a variety of new nimesulide derivatives were synthesized through incorporation of a 5-LOX pharmacophore into nimesulide followed with some structural modifications, which were then characterized for dual enzyme inhibitors for these two types of enzymes. Their structure-activity relationships (SARs) were studied, and compound 20f was found to be an excellent dual enzyme inhibitor. Its binding conformation and interaction mode were studied with molecular docking experiments. Compound 20f could become a lead compound for further development for potential anti-inflammatory drugs. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.01.043
• 作为产物：
  描述：

  O-(4-chlorophenyl)hydroxylamine 在 吡啶 、 三氯化铝 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 1.0h， 生成 2-(5-chloro-2-hydroxyphenyl)-1H-isoindole-1,3(2H)-dione
  参考文献：
  名称：

  Uto, Kensaku; Miyazawa, Etsuko; Ito, Katsuhiro, Heterocycles, 1998, vol. 48, # 12, p. 2593 - 2600

  摘要：

  DOI：

文献信息

• Stereoselective Synthesis of Functionalized Benzooxazepino[5,4-<i>a</i>]isoindolone Derivatives via Cesium Carbonate Catalyzed Formal [5 + 2] Annulation of 2-(2-Hydroxyphenyl)isoindoline-1,3-dione with Allenoates
  作者：Chao Yao、Yishu Bao、Tao Lu、Qingfa Zhou

  DOI：10.1021/acs.orglett.8b00382

  日期：2018.4.20

  In this work, we present a strategy for the stereoselective synthesis of functionalized benzooxazepino[5,4-a]isoindolone derivatives via a Cs2CO3-catalyzed domino β-addition and γ-aldol reaction of 2-(2-hydroxyphenyl)isoindoline-1,3-dione derivatives with allenoates, which offers an avenue for a combination of the structural unity between benzooxazepine and isoindolone motifs in synthetically useful

  在这项工作中，我们提出了一种通过Cs 2 CO 3催化的多米诺骨牌β加成和2-（2-羟基苯基）异吲哚啉的γ-醛醇缩合反应立体选择性合成官能化的苯并氧杂庚环[5,4- a ]异吲哚酮衍生物的策略。-1,3-二酮衍生物与脲基甲酸酯，为在温和条件下具有高立体选择性的合成有用的收率提供了苯并氧杂pine庚因和异吲哚酮基序之间结构统一的途径。值得注意的是，这是2-（2-羟苯基）异吲哚啉-1,3-二酮与烯丙酸酯进行高度立体选择性Cs 2 CO 3催化的正式[5 + 2]环成环的第一个实例。
• MAKSUDOVA, F. N.;RASULEVA, D. X.;SAFAEV, A. S., UZB. XIM. ZH., 1981, N 4, 59-61
  作者：MAKSUDOVA, F. N.、RASULEVA, D. X.、SAFAEV, A. S.

  DOI：——

  日期：——
• SEJTKASYMOV ZH.; SULTANOV K. S.; MAKSUDOVA F., TASHKENT. IN-T INZH. IRRIGATSII I MEXANIZ. S. X. TASHKENT, 1977, 8 S., BI+
  作者：SEJTKASYMOV ZH.、 SULTANOV K. S.、 MAKSUDOVA F.

  DOI：——

  日期：——