5,6-dimethoxy-2-[(E)-1-(3-nitrophenyl)methylidene]-1-indanone

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 5,6-dimethoxy-2-[(E)-1-(3-nitrophenyl)methylidene]-1-indanone
• 英文别名: (2E)-5,6-dimethoxy-2-[(3-nitrophenyl)methylidene]-3H-inden-1-one
• 化学式: C₁₈H₁₅NO₅
• 分子量: 325.321
• InChiKey: DKMWBWHYGQBELL-AWNIVKPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  81.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5,6-dimethoxy-2-[(E)-1-(3-nitrophenyl)methylidene]-1-indanone 在 HCl*Br₂ 作用下， 以 氯仿 为溶剂， 生成
  参考文献：
  名称：

  Design, synthesis and evaluation of novel 5,6-dimethoxy-1-oxo-2,3-dihydro-1H-2-indenyl-3,4-substituted phenyl methanone analogues

  摘要：

  In present investigation, a series of substituted phenyl-5,6-dimethoxy-1-oxo-2,3-dihydro-1H-2-indenylmethanone analogues were synthesized and were tested for their potential for treating AD disease. All the newly synthesized compounds were showing moderate to high AChE inhibitory activities, with compound 5,6-dimethoxy-1-oxo-2,3-dihydro-1H-2-indenyl-3,4,5-trimethoxyphenylmethanone (5f) produced significant activities with 2.7 +/- 0.01 mu mol/L. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.042
• 作为产物：
  描述：

  5,6-二甲氧基茚酮 、 间硝基苯甲醛 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 5,6-dimethoxy-2-[(E)-1-(3-nitrophenyl)methylidene]-1-indanone
  参考文献：
  名称：

  高度官能化吡咯噻唑衍生物的合成及抗分枝杆菌活性

  摘要：

  使用[3+2]-环加成反应合成了一系列十二种吡咯噻唑。采用琼脂稀释法筛选合成的化合物对结核分枝杆菌H37Rv和INH抗性结核分枝杆菌菌株的抗分枝杆菌活性，其中四种表现出良好的活性，MIC小于1μM。发现化合物 (4d) 的活性最强，MIC 分别为 0.231 μM 和 4.372 μM。

  DOI：

  10.2174/1570180811666140506204239

文献信息

• Rational design, synthesis and structure–activity relationships of antitumor (E)-2-benzylidene-1-tetralones and (E)-2-benzylidene-1-indanones
  作者：Hsiencheng Shih、Lynn Deng、Carlos J Carrera、Souichi Adachi、Howard B Cottam、Dennis A Carson

  DOI：10.1016/s0960-894x(00)00032-9

  日期：2000.3

  Novel substituted 6,7-dimethoxy-1-tetralones and 5,6-dimethoxy-1-indanones have been synthesized and evaluated for their cytotoxicity. Compounds with 3'-lipophilic. 3',5'-dilipophilic, or 3',5'-dilipophilic-4'-hydrophilic substituents on (E)-2-benzylidene moiety showed highly cytotoxic effects. The unique structure of 42 possibly matches the pharmacophore features for these cytotoxic compounds. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Synthesis and antimycobacterial evaluation of novel 5,6-dimethoxy-1-oxo-2,5-dihydro-1H-2-indenyl-5,4-substituted phenyl methanone analogues
  作者：Mohamed Ashraf Ali、Jeyabalan Govinda Samy、Elumalai Manogaran、Velmurugan Sellappan、Mohamed Zaheen Hasan、Mohamed Jawed Ahsan、Suresh Pandian、Mohammad ShaharYar

  DOI：10.1016/j.bmcl.2009.10.034

  日期：2009.12

  In present investigation, a series of substituted phenyl-5,6-dimethoxy-1-oxo-2,5-dihydro-1H-2-indenylmethanone analogues were synthesized and were evaluated for antimycobacterial activity against Mycobacterium tuberculosis H(37)Rv and INH resistant M. tuberculosis. All the newly synthesized compounds were showing moderate to high inhibitory activities. The compound 5,6-dimethoxy-1-oxo-2,5-dihydro-1H-2-indenyl-4-fluorophenylmethanone (5g) was found to be the most promising compounds active against M. tuberculosis H(37)Rv and isoniazid (INH) resistant M. tuberculosis with Minimum inhibitory concentration 0.10 and 0.10 mu M. (C) 2009 Elsevier Ltd. All rights reserved.
• Synthesis and Antimycobacterial Activity of Highly Functionalised Pyrrolothiazole Derivatives
  作者：Abdulrahman Almansour、Venu Lakshmipathi、Elumalai Manogaran、Mohamed Ali、Farzana Beevi、Tan Choon、Ang Wei、Raju Kumar、Mohammad Asad

  DOI：10.2174/1570180811666140506204239

  日期：2014.8.8

  A series of twelve pyrralothiazoles was synthesized using [3+2]- cycloaddition reactions. The synthesized compounds were screened for their antimycobacterial activity against M. tuberculosis H37Rv and INH resistant M. tuberculosis strains using agar dilution method, four of them showed good activity with MIC of less than 1μM. Compound (4d) was found to be the most active with MIC of 0.231 μM and 4

  使用[3+2]-环加成反应合成了一系列十二种吡咯噻唑。采用琼脂稀释法筛选合成的化合物对结核分枝杆菌H37Rv和INH抗性结核分枝杆菌菌株的抗分枝杆菌活性，其中四种表现出良好的活性，MIC小于1μM。发现化合物 (4d) 的活性最强，MIC 分别为 0.231 μM 和 4.372 μM。
• Design, synthesis and evaluation of novel 5,6-dimethoxy-1-oxo-2,3-dihydro-1H-2-indenyl-3,4-substituted phenyl methanone analogues
  作者：Mohamed Ashraf Ali、Mohammad Shahar Yar、Mohamed Zaheen Hasan、Mohamed Jawed Ahsan、Suresh Pandian

  DOI：10.1016/j.bmcl.2009.07.042

  日期：2009.9

  In present investigation, a series of substituted phenyl-5,6-dimethoxy-1-oxo-2,3-dihydro-1H-2-indenylmethanone analogues were synthesized and were tested for their potential for treating AD disease. All the newly synthesized compounds were showing moderate to high AChE inhibitory activities, with compound 5,6-dimethoxy-1-oxo-2,3-dihydro-1H-2-indenyl-3,4,5-trimethoxyphenylmethanone (5f) produced significant activities with 2.7 +/- 0.01 mu mol/L. (C) 2009 Elsevier Ltd. All rights reserved.