{1-[(3,4-dichlorobenzylamino)methyl]-2-[4-(4-methoxybenzyloxy)quinolin-2-ylamino]ethyl}carbamic acid tert-butyl ester | 1122410-74-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: {1-[(3,4-dichlorobenzylamino)methyl]-2-[4-(4-methoxybenzyloxy)quinolin-2-ylamino]ethyl}carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[1-[(3,4-dichlorophenyl)methylamino]-3-[[4-[(4-methoxyphenyl)methoxy]quinolin-2-yl]amino]propan-2-yl]carbamate
• CAS: 1122410-74-5
• 化学式: C₃₂H₃₆Cl₂N₄O₄
• 分子量: 611.568
• InChiKey: MMCWHRHWLZEHCC-UHFFFAOYSA-N

物化性质

• 熔点：
  80-82 °C
• 沸点：
  761.9±60.0 °C(predicted)
• 密度：
  1.265±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  42
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  93.7
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  {1-[(3,4-dichlorobenzylamino)methyl]-2-[4-(4-methoxybenzyloxy)quinolin-2-ylamino]ethyl}carbamic acid tert-butyl ester 、 三氟乙酸 在 sodium cyanoborohydride 作用下， 以 二氯二氟甲烷 、 甲醇 为溶剂， 反应 8.0h， 生成 2-[2-amino-3-(3,4-dichlorobenzylamino)propylamino]-1H-quinolin-4-one tris(trifluoroacetate)
  参考文献：
  名称：

  2-[2-Substituted-3-(3,4-dichlorobenzylamino)propylamino]-1H-quinolin-4-ones as Staphylococcus aureus methionyl-tRNA synthetase inhibitors

  摘要：

  New analogues of 2-[2-substituted-3-(3,4-dichlorobenzylamino)propylamino]quinolin-4-ones, 26a, 26b, 31a-e, 34, 35, 38 and 40, have been synthesized and evaluated against Staphylococcus aureus methionyl-tRNA synthetase. All of the synthesized compounds were less active than the reference compound 2. The compounds were also screened against various strains of S. aureus and Enterococci for their antibacterial activities. Among the compounds, 26b, 31c and 31e displayed significant inhibitory properties against various strains of Enterococci compared to compound 2. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.02.021
• 作为产物：
  描述：

  {1-aminomethyl-2-[4-(4-methoxybenzyloxy)-quinolin-2-ylamino]ethyl}carbamic acid tert-butyl ester 、 3,4-二氯苯甲醛 在 sodium methylate 、 sodium cyanoborohydride 作用下， 以 甲醇 为溶剂， 反应 7.17h， 以54%的产率得到{1-[(3,4-dichlorobenzylamino)methyl]-2-[4-(4-methoxybenzyloxy)quinolin-2-ylamino]ethyl}carbamic acid tert-butyl ester
  参考文献：
  名称：

  2-[2-Substituted-3-(3,4-dichlorobenzylamino)propylamino]-1H-quinolin-4-ones as Staphylococcus aureus methionyl-tRNA synthetase inhibitors

  摘要：

  New analogues of 2-[2-substituted-3-(3,4-dichlorobenzylamino)propylamino]quinolin-4-ones, 26a, 26b, 31a-e, 34, 35, 38 and 40, have been synthesized and evaluated against Staphylococcus aureus methionyl-tRNA synthetase. All of the synthesized compounds were less active than the reference compound 2. The compounds were also screened against various strains of S. aureus and Enterococci for their antibacterial activities. Among the compounds, 26b, 31c and 31e displayed significant inhibitory properties against various strains of Enterococci compared to compound 2. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.02.021

文献信息

• 2-[2-Substituted-3-(3,4-dichlorobenzylamino)propylamino]-1H-quinolin-4-ones as Staphylococcus aureus methionyl-tRNA synthetase inhibitors
  作者：Farhanullah、Taehee Kang、Eun-Jung Yoon、Eun-Chil Choi、Sunghoon Kim、Jeewoo Lee

  DOI：10.1016/j.ejmech.2008.02.021

  日期：2009.1

  New analogues of 2-[2-substituted-3-(3,4-dichlorobenzylamino)propylamino]quinolin-4-ones, 26a, 26b, 31a-e, 34, 35, 38 and 40, have been synthesized and evaluated against Staphylococcus aureus methionyl-tRNA synthetase. All of the synthesized compounds were less active than the reference compound 2. The compounds were also screened against various strains of S. aureus and Enterococci for their antibacterial activities. Among the compounds, 26b, 31c and 31e displayed significant inhibitory properties against various strains of Enterococci compared to compound 2. (C) 2008 Elsevier Masson SAS. All rights reserved.