methyl 8-(2-methylphenyl)amino-8-oxooctanoate | 885701-83-7

• 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: methyl 8-(2-methylphenyl)amino-8-oxooctanoate
• 英文别名: Methyl 8-(2-methylanilino)-8-oxooctanoate
• CAS: 885701-83-7
• 化学式: C₁₆H₂₃NO₃
• 分子量: 277.364
• InChiKey: CUAYPLUCZMRPMA-UHFFFAOYSA-N

物化性质

• 熔点：
  68 °C
• 沸点：
  422.3±28.0 °C(Predicted)
• 密度：
  1.075±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  20
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 8-(2-methylphenyl)amino-8-oxooctanoate 在 正丁基锂 、 四丁基氟化铵 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 10.0h， 生成 7-[3-(4-bromo-2,5-dioxo-pyrrol-3-yl)-1H-indol-2-yl]-N-(o-tolyl)heptanamide
  参考文献：
  名称：

  3-Bromo-4-(1H-3-indolyl)-2,5-dihydro-1H-2,5-pyrroledione derivatives as new lead compounds for antibacterially active substances

  摘要：

  A number of new compounds containing 3-bromo-2,5-dihydro-1H-2,5-pyrroledione and indole substructures were found to have antibacterial activity against resistant strains of Staphylococcus aureus, Mycobacterium smegmatis and some other Gram positive bacteria. The investigated compounds exhibit minimal inhibition concentrations (MIC's) lower than those of ciprofloxacin, vancomycin and doxycycline resp. A different spectrum of activity, suggests a mechanism of action different to vancomycin and doxycycline. This might be important in circumventing existing resistance mechanisms. Here we report about the synthesis and on the antibacterial activity in a structure activity relationship study. (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.10.006
• 作为产物：
  描述：

  甲基8-氯-8-氧代辛酸 、 邻甲苯胺 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以64%的产率得到methyl 8-(2-methylphenyl)amino-8-oxooctanoate
  参考文献：
  名称：

  3-Bromo-4-(1H-3-indolyl)-2,5-dihydro-1H-2,5-pyrroledione derivatives as new lead compounds for antibacterially active substances

  摘要：

  A number of new compounds containing 3-bromo-2,5-dihydro-1H-2,5-pyrroledione and indole substructures were found to have antibacterial activity against resistant strains of Staphylococcus aureus, Mycobacterium smegmatis and some other Gram positive bacteria. The investigated compounds exhibit minimal inhibition concentrations (MIC's) lower than those of ciprofloxacin, vancomycin and doxycycline resp. A different spectrum of activity, suggests a mechanism of action different to vancomycin and doxycycline. This might be important in circumventing existing resistance mechanisms. Here we report about the synthesis and on the antibacterial activity in a structure activity relationship study. (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.10.006

文献信息

• 3-Bromo-4-(1H-3-indolyl)-2,5-dihydro-1H-2,5-pyrroledione derivatives as new lead compounds for antibacterially active substances
  作者：Siavosh Mahboobi、Emerich Eichhorn、Alfred Popp、Andreas Sellmer、Sigurd Elz、Ute Möllmann

  DOI：10.1016/j.ejmech.2005.10.006

  日期：2006.2

  A number of new compounds containing 3-bromo-2,5-dihydro-1H-2,5-pyrroledione and indole substructures were found to have antibacterial activity against resistant strains of Staphylococcus aureus, Mycobacterium smegmatis and some other Gram positive bacteria. The investigated compounds exhibit minimal inhibition concentrations (MIC's) lower than those of ciprofloxacin, vancomycin and doxycycline resp. A different spectrum of activity, suggests a mechanism of action different to vancomycin and doxycycline. This might be important in circumventing existing resistance mechanisms. Here we report about the synthesis and on the antibacterial activity in a structure activity relationship study. (c) 2005 Elsevier SAS. All rights reserved.