4-(4'-Bromphenyl)-1-selena-2,3-diazol | 27892-70-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(4'-Bromphenyl)-1-selena-2,3-diazol
• 英文别名: 4-(4-bromophenyl)-[1,2,3]-selenadiazole；4-(4-Bromophenyl)selenadiazole
• CAS: 27892-70-2
• 化学式: C₈H₅BrN₂Se
• 分子量: 288.005
• InChiKey: RHLGVBJHMUCATQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.96
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(4'-Bromphenyl)-1-selena-2,3-diazol 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 2-(((4-bromophenyl)ethynyl)selanyl)acetonitrile
  参考文献：
  名称：

  Preparation of 2-Arylethynylselanylacetonitriles from 4-Aryl-1,2,3-selenadiazoles

  摘要：

  Base decomposition of 4‐(substituted phenyl)‐1,2,3‐selenadiazoles at room temperature resulted in 2‐(substituted phenyl)‐ethynylselenolate anions, which were immediately reacted with bromoacetonitrile to give a series of 2‐(substituted phenyl)ethynylselanylacetonitriles.

  DOI：

  10.1002/jhet.2216
• 作为产物：
  描述：

  4'-bromoacetophenone semicarbazone 在 selenium(IV) oxide 、 溶剂黄146 作用下， 生成 4-(4'-Bromphenyl)-1-selena-2,3-diazol
  参考文献：
  名称：

  某些芳基1,2,3-三硒二唑的合成及1 H核磁共振谱

  摘要：

  制备了一系列芳基1,2,3-3-硒代二唑，并记录了它们的核磁共振光谱参数。由于4-芳基取代基中的间位或对位取代而引起的5-质子的化学位移范围与取代苯侧链中相应质子的化学位移范围相似。

  DOI：

  10.1039/p19740000030

文献信息

• Synthesis, characterization, antiamoebic activity and cytotoxicity of novel 2-(quinolin-8-yloxy) acetohydrazones and their cyclized products (1,2,3-thiadiazole and 1,2,3-selenadiazole derivatives)
  作者：Faisal Hayat、Attar Salahuddin、Jamil Zargan、Amir Azam

  DOI：10.1016/j.ejmech.2010.09.066

  日期：2010.12

  1,2,3-selenadiazole derivatives were synthesized by the cyclization of novel 2-(quinolin-8-yloxy) acetohydrazones. In vitro antiamoebic activity was performed against HM1: IMSS strain of Entamoeba histolytica. The results showed that all the 2-(quinolin-8-yloxy) acetohydrazones were more active than their cyclized products (1,2,3-thiadiazole and 1,2,3-selenadiazole derivatives). SAR showed that the

  通过新型2-（喹啉-8-酰氧基）乙酰的环化反应，合成了一系列1,2,3-噻二唑和1,2,3-硒代二唑衍生物。体外对溶组织性变形杆菌的HM1：IMSS菌株进行了抗厌氧活性。结果表明，所有的2-（喹啉-8-酰氧基）乙酰hydr均比其环化产物（1,2,3-噻二唑和1,2,3-硒代二唑衍生物）更具活性。SAR显示，具有喹啉环和键并带有游离N–H基团的化合物具有较高的抗氧活性。这些化合物对人乳腺癌MCF-7细胞系的细胞毒性研究表明，所有化合物在1.56–50μM的浓度范围内均无毒。
• Ionic Liquid as Soluble Support for Synthesis of 1,2,3-Thiadiazoles and 1,2,3-Selenadiazoles
  作者：Anil Kumar、Manoj Kumar Muthyala、Sunita Choudhary、Rakesh K. Tiwari、Keykavous Parang

  DOI：10.1021/jo301607a

  日期：2012.10.19

  3-selenadiazoles was achieved using an ionic liquid as a novel soluble support. Ionic liquid-supported sulfonyl hydrazine was synthesized and reacted with a number of ketones to afford the corresponding ionic liquid-supported hydrazones that were converted to 1,2,3-thiadiazoles in the presence of thionyl chloride. The reaction of ionic liquid-supported hydrazones with selenium dioxide in acetonitrile afforded

  使用离子液体作为新型可溶性载体，可以方便地合成1,2,3-噻二唑和1,2,3-硒二唑。合成了离子液体负载的磺酰肼，并使其与多种酮反应，得到了相应的离子液体负载的，在亚硫酰氯的存在下将其转化为1,2,3-噻二唑。离子液体负载的azo与二氧化硒在乙腈中的反应得到1,2,3-硒代二唑。这种方法的优点是易于处理，简单的反应条件和高纯度。
• Synthesis and 1H nuclear magnetic resonance spectra of some aryl-1,2,3-selenadiazoles
  作者：Alon Caplin

  DOI：10.1039/p19740000030

  日期：——

  A series of aryl-1,2,3-selenadiazoles has been prepared, and their n.m.r. spectral parameters are recorded. The ranges of chemical shifts of the 5-proton due to meta- or para-substitution in the 4-aryl substituent are similar to those for the corresponding protons in the side-chains of substituted benzenes.

  制备了一系列芳基1,2,3-3-硒代二唑，并记录了它们的核磁共振光谱参数。由于4-芳基取代基中的间位或对位取代而引起的5-质子的化学位移范围与取代苯侧链中相应质子的化学位移范围相似。
• Preparation of 2-Arylethynylselanylacetonitriles from 4-Aryl-1,2,3-selenadiazoles
  作者：N. A. O'Connor、N. D. Sachinvala、I. Ganjian

  DOI：10.1002/jhet.2216

  日期：2015.7

  Base decomposition of 4‐(substituted phenyl)‐1,2,3‐selenadiazoles at room temperature resulted in 2‐(substituted phenyl)‐ethynylselenolate anions, which were immediately reacted with bromoacetonitrile to give a series of 2‐(substituted phenyl)ethynylselanylacetonitriles.