1-(4-(7-chloroquinolin-4-ylamino)butylamino)-3-(4-(2-fluorophenyl)piperazin-1-yl)propan-2-ol | 1360748-87-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-(4-(7-chloroquinolin-4-ylamino)butylamino)-3-(4-(2-fluorophenyl)piperazin-1-yl)propan-2-ol
• 英文别名: 1-Piperazineethanol, alpha-[[[4-[(7-chloro-4-quinolinyl)amino]butyl]amino]methyl]-4-(2-fluorophenyl)-；1-[4-[(7-chloroquinolin-4-yl)amino]butylamino]-3-[4-(2-fluorophenyl)piperazin-1-yl]propan-2-ol
• CAS: 1360748-87-3
• 化学式: C₂₆H₃₃ClFN₅O
• 分子量: 486.032
• InChiKey: YFACGOSYKURXJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  34
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  63.7
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  三光气 、 1-(4-(7-chloroquinolin-4-ylamino)butylamino)-3-(4-(2-fluorophenyl)piperazin-1-yl)propan-2-ol 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以19%的产率得到3-(4-(7-chloroquinolin-4-ylamino)butyl)-5-((4-(2-fluorophenyl)piperazin-1-yl)methyl)oxazolidin-2-one
  参考文献：
  名称：

  Synthesis of Aminoquinoline-Based Aminoalcohols and Oxazolidinones and Their Antiplasmodial Activity

  摘要：

  Novel aminoquinoline β‐aminoalcohol and oxazolidinone derivatives were designed, synthesized, and evaluated for in vitro antiplasmodial activity against a chloroquine‐sensitive (3D7) and chloroquine‐resistant (K1) strains of Plasmodium falciparum. A few β‐aminoalcohol derivatives were more potent than chloroquine against chloroquine‐sensetive Plasmodiums. The potency of these derivatives decreased against chloroquine‐resistant species in all cases (higher resistance indices), suggesting a possible cross‐resistance between this group of compounds and chloroquine which could be due to their structural similarity. Although changing β‐aminoalcohols to their oxazolidinone counterparts decreased the potency in all the cases, the compounds were still active and the resistance indices for these compounds improved significantly in comparison with those of β‐aminoalcohols. This may indicate the absence of cross‐resistance between these new derivatives and chloroquine.

  DOI：

  10.1111/j.1747-0285.2011.01278.x
• 作为产物：
  描述：

  1-(2-氟苯基)哌嗪 在 potassium carbonate 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 16.0h， 生成 1-(4-(7-chloroquinolin-4-ylamino)butylamino)-3-(4-(2-fluorophenyl)piperazin-1-yl)propan-2-ol
  参考文献：
  名称：

  Synthesis of Aminoquinoline-Based Aminoalcohols and Oxazolidinones and Their Antiplasmodial Activity

  摘要：

  Novel aminoquinoline β‐aminoalcohol and oxazolidinone derivatives were designed, synthesized, and evaluated for in vitro antiplasmodial activity against a chloroquine‐sensitive (3D7) and chloroquine‐resistant (K1) strains of Plasmodium falciparum. A few β‐aminoalcohol derivatives were more potent than chloroquine against chloroquine‐sensetive Plasmodiums. The potency of these derivatives decreased against chloroquine‐resistant species in all cases (higher resistance indices), suggesting a possible cross‐resistance between this group of compounds and chloroquine which could be due to their structural similarity. Although changing β‐aminoalcohols to their oxazolidinone counterparts decreased the potency in all the cases, the compounds were still active and the resistance indices for these compounds improved significantly in comparison with those of β‐aminoalcohols. This may indicate the absence of cross‐resistance between these new derivatives and chloroquine.

  DOI：

  10.1111/j.1747-0285.2011.01278.x