1-[(tert-butoxycarbonyl)-N-methyl]amino-4-(4-phenoxyphenyl)butane-2,4-dione | 799279-17-7

• 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: 1-[(tert-butoxycarbonyl)-N-methyl]amino-4-(4-phenoxyphenyl)butane-2,4-dione
• CAS: 799279-17-7
• 化学式: C₂₂H₂₅NO₅
• 分子量: 383.444
• InChiKey: CZDADMUYLZDXKD-UHFFFAOYSA-N

物化性质

• 沸点：
  508.2±40.0 °C(Predicted)
• 密度：
  1.156±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.49
• 重原子数：
  28.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  72.91
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3-氯苯肼盐酸盐 、 1-[(tert-butoxycarbonyl)-N-methyl]amino-4-(4-phenoxyphenyl)butane-2,4-dione 在 sodium hydroxide 、 三氟乙酸 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 16.0h， 以57%的产率得到[2-(3-Chloro-phenyl)-5-(4-phenoxy-phenyl)-2H-pyrazol-3-ylmethyl]-methyl-amine; compound with GENERIC INORGANIC NEUTRAL COMPONENT
  参考文献：
  名称：

  Synthesis and antibacterial activity of novel and potent DNA gyrase inhibitors with azole ring

  摘要：

  The 4-piperidyl moiety and the pyrazole ring in 1-(3-chlorophenyl)-5-(4-phenoxyphenyl)-3-(4-piperidyl)pyrazole 2, which has previously shown improved DNA gyrase inhibition and target-related antibacterial activity, were transformed to other groups and the in vitro antibacterial activity of the synthesized compounds was evaluated. The selected pyrazole, oxazole and imidazole derivatives showed moderate inhibition against DNA gyrase and topoisomerase IV with similar IC50 values (IC50 = 9.4-25 mug/mL). In addition, many of the pyrazole, oxazole and imidazole derivatives synthesized in this study exhibited potent antibacterial activity against quinolone-resistant clinical isolates and coumarin-resistant laboratory isolates of Gram-positive bacteria with minimal inhibitory concentration values equivalent to those against susceptible strains. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.08.010
• 作为产物：
  描述：

  叔丁氧羰酰基肌氨酸 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 1.25h， 生成 1-[(tert-butoxycarbonyl)-N-methyl]amino-4-(4-phenoxyphenyl)butane-2,4-dione
  参考文献：
  名称：

  Synthesis and antibacterial activity of novel and potent DNA gyrase inhibitors with azole ring

  摘要：

  The 4-piperidyl moiety and the pyrazole ring in 1-(3-chlorophenyl)-5-(4-phenoxyphenyl)-3-(4-piperidyl)pyrazole 2, which has previously shown improved DNA gyrase inhibition and target-related antibacterial activity, were transformed to other groups and the in vitro antibacterial activity of the synthesized compounds was evaluated. The selected pyrazole, oxazole and imidazole derivatives showed moderate inhibition against DNA gyrase and topoisomerase IV with similar IC50 values (IC50 = 9.4-25 mug/mL). In addition, many of the pyrazole, oxazole and imidazole derivatives synthesized in this study exhibited potent antibacterial activity against quinolone-resistant clinical isolates and coumarin-resistant laboratory isolates of Gram-positive bacteria with minimal inhibitory concentration values equivalent to those against susceptible strains. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.08.010