(R)-2-[(8-Hydroxy-quinolin-5-ylmethyl)-amino]-3-tritylsulfanyl-propionic acid ethyl ester | 847232-06-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: (R)-2-[(8-Hydroxy-quinolin-5-ylmethyl)-amino]-3-tritylsulfanyl-propionic acid ethyl ester
• CAS: 847232-06-8
• 化学式: C₃₄H₃₂N₂O₃S
• 分子量: 548.706
• InChiKey: BSRUBHSCAAIIHX-PMERELPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.69
• 重原子数：
  40.0
• 可旋转键数：
  11.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  71.45
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (R)-2-[(8-Hydroxy-quinolin-5-ylmethyl)-amino]-3-tritylsulfanyl-propionic acid ethyl ester 在 三乙基硅烷 茴香硫醚 、 双氧水 、 三氟乙酸 作用下， 反应 2.0h， 以21 mg的产率得到N-(8-hydroxyquinolin-5-ylmethyl)-L-cysteine ethyl ester
  参考文献：
  名称：

  Design, synthesis, and evaluation of novel bifunctional iron-chelators as potential agents for neuroprotection in Alzheimer’s, Parkinson’s, and other neurodegenerative diseases

  摘要：

  Several novel antioxidant-iron chelators bearing 8-hydroxyoxyquinoline moiety were synthesized, and various properties related to their iron chelation, and neuroprotective action were investigated. All the chelators exhibited strong iron(III) chelating and high antioxidant properties. Chelator 9 (HLA20). having good permeability into K562 cells and moderate selective MAO-B inhibitory activity (IC50 110 muM), displayed the hightest protective effects against differentiated P19 cell death induced by 6-hydroxydopamine. EPR studies suggested that Chelator 9 also act as radical scavenger to directly scavenge hydroxyl radical. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.10.037
• 作为产物：
  描述：

  三苯基氯甲烷 在 碳酸氢钠 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 (R)-2-[(8-Hydroxy-quinolin-5-ylmethyl)-amino]-3-tritylsulfanyl-propionic acid ethyl ester
  参考文献：
  名称：

  Design, synthesis, and evaluation of novel bifunctional iron-chelators as potential agents for neuroprotection in Alzheimer’s, Parkinson’s, and other neurodegenerative diseases

  摘要：

  Several novel antioxidant-iron chelators bearing 8-hydroxyoxyquinoline moiety were synthesized, and various properties related to their iron chelation, and neuroprotective action were investigated. All the chelators exhibited strong iron(III) chelating and high antioxidant properties. Chelator 9 (HLA20). having good permeability into K562 cells and moderate selective MAO-B inhibitory activity (IC50 110 muM), displayed the hightest protective effects against differentiated P19 cell death induced by 6-hydroxydopamine. EPR studies suggested that Chelator 9 also act as radical scavenger to directly scavenge hydroxyl radical. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.10.037