(5-bromothiophen-2-yl)[4-(5-bromothiophen-2-yl)-1-(prop-2-yn-1-yl)-1H-imidazol-2-yl]methanol | 1384177-25-6

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: (5-bromothiophen-2-yl)[4-(5-bromothiophen-2-yl)-1-(prop-2-yn-1-yl)-1H-imidazol-2-yl]methanol
• CAS: 1384177-25-6
• 化学式: C₁₅H₁₀Br₂N₂OS₂
• 分子量: 458.197
• InChiKey: GBVFJGXHUYYDLO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.91
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  38.05
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (5-bromothiophen-2-yl)[4-(5-bromothiophen-2-yl)-1-(prop-2-yn-1-yl)-1H-imidazol-2-yl]methanol 在 caesium carbonate 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以63%的产率得到2,8-bis(5-bromothiophen-2-yl)-6-methyl-8H-imidazo[2,1-c][1,4]oxazine
  参考文献：
  名称：

  咪唑-1,4-恶嗪的简单合成方案及其毒性评估

  摘要：

  AbstractImidazo‐1,5‐alkynyl alcohol derivatives were synthesized, and they were cyclized to imidazo‐1,4‐oxazines by means of cesium carbonate. Propargyl‐allene isomerization was examined, and the reaction mechanism was proposed. Moreover, cytotoxicity of synthesized molecules against LN405 cell lines was investigated by means of structure‐activity relationship (SAR). With SAR study, toxicities of some functional groups have been shown. In addition, two lead compounds were tested against DNA damaging.

  DOI：

  10.1002/hc.21412
• 作为产物：
  描述：

  (5‐bromothiophen‐2‐yl)[4‐(5‐bromothiophen‐2‐yl)‐1H‐imidazol‐2‐yl]methanone 在 sodium tetrahydroborate 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 生成 (5-bromothiophen-2-yl)[4-(5-bromothiophen-2-yl)-1-(prop-2-yn-1-yl)-1H-imidazol-2-yl]methanol
  参考文献：
  名称：

  咪唑-1,4-恶嗪的简单合成方案及其毒性评估

  摘要：

  AbstractImidazo‐1,5‐alkynyl alcohol derivatives were synthesized, and they were cyclized to imidazo‐1,4‐oxazines by means of cesium carbonate. Propargyl‐allene isomerization was examined, and the reaction mechanism was proposed. Moreover, cytotoxicity of synthesized molecules against LN405 cell lines was investigated by means of structure‐activity relationship (SAR). With SAR study, toxicities of some functional groups have been shown. In addition, two lead compounds were tested against DNA damaging.

  DOI：

  10.1002/hc.21412

文献信息

• Copper(I)-Catalyzed Cascade Sulfonimidate to Sulfonamide Rearrangement: Synthesis of Imidazo[1,2-<i>a</i>][1,4]diazepin-7(6<i>H</i>)-one
  作者：Muthupandi Nagaraj、Muthusamy Boominathan、Devanathan Perumal、Shanmugam Muthusubramanian、Nattamai Bhuvanesh

  DOI：10.1021/jo300855f

  日期：2012.7.20

  A novel strategy of copper(I)-catalyzed cascade intramolecular nucleophilic attack on N-sulfonylketenimine followed by rearrangement of sulfonimidates to sulfonamides resulting in a library of substituted 8,9-dihydro-5H-imidazo[1,2-a][1,4]diazepin-7(6H)-ones has been developed.

  铜（I）催化N-磺酰基酮亚胺级联分子内亲核攻击，然后将亚磺酰胺重排为磺酰胺的新策略，从而形成取代的8,9-二氢-5 H-咪唑并[1,2- a ] [1 ，4] diazepin-7（6 H）-ones已经开发出来。