9-((1E,3Z)-4-(2-(4-methoxyphenyl)-2H-tetrazol-5-yl)buta-1,3-dien-1-yl)-9H-carbazole | 1387626-71-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 9-((1E,3Z)-4-(2-(4-methoxyphenyl)-2H-tetrazol-5-yl)buta-1,3-dien-1-yl)-9H-carbazole
• CAS: 1387626-71-2
• 化学式: C₂₄H₁₉N₅O
• 分子量: 393.448
• InChiKey: LESNKPKDCGNRMO-FFSKBGEDSA-N

反应信息

• 作为反应物：
  描述：

  9-((1E,3Z)-4-(2-(4-methoxyphenyl)-2H-tetrazol-5-yl)buta-1,3-dien-1-yl)-9H-carbazole 在 palladium on activated charcoal 、 氢气 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 24.0h， 以57%的产率得到9-(4-(2-(4-methoxyphenyl)-2H-tetrazol-5-yl)butyl)-9H-carbazole
  参考文献：
  名称：

  Selective hydroboration of dieneamines. Formation of hydroxyalkylphenothiazines as MDR modulators

  摘要：

  N-dienylphenothiazines synthesized from tetrazolo[1,5-a]pyridinium salts by treatment with phenothiazine were subjected to catalytic hydrogenation to yield N-butylphenothiazines, whereas transformation of these dienes with borane dimethyl sulfide (BH3 x Me2S) resulted in selective hydroboration of one double bond and full reduction of the other double bond to give 2-hydroxybutylphenothiazines. Position of the hydroxyl group was supported by NMR spectroscopy and verified by X-ray analysis. Comparison of MDR modulatory activity of the new derivatives revealed that the hydroxybutyl compounds are promising candidates for development of novel MDR inhibitors. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.05.065
• 作为产物：
  描述：

  咔唑 、 3-(4-methoxyphenyl)-tetrazolo[1,5-a]pyridin-4-ium tetrafluoroborate 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 48.33h， 以63%的产率得到9-((1E,3Z)-4-(2-(4-methoxyphenyl)-2H-tetrazol-5-yl)buta-1,3-dien-1-yl)-9H-carbazole
  参考文献：
  名称：

  Selective hydroboration of dieneamines. Formation of hydroxyalkylphenothiazines as MDR modulators

  摘要：

  N-dienylphenothiazines synthesized from tetrazolo[1,5-a]pyridinium salts by treatment with phenothiazine were subjected to catalytic hydrogenation to yield N-butylphenothiazines, whereas transformation of these dienes with borane dimethyl sulfide (BH3 x Me2S) resulted in selective hydroboration of one double bond and full reduction of the other double bond to give 2-hydroxybutylphenothiazines. Position of the hydroxyl group was supported by NMR spectroscopy and verified by X-ray analysis. Comparison of MDR modulatory activity of the new derivatives revealed that the hydroxybutyl compounds are promising candidates for development of novel MDR inhibitors. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.05.065