(R)-2,6-diaminocaproic acid ethyl ester | 37689-77-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (R)-2,6-diaminocaproic acid ethyl ester
• 英文别名: D-Lys-OEt；L-Lysin-ethylester；Ethyl (2R)-2,6-diaminohexanoate
• CAS: 37689-77-3
• 化学式: C₈H₁₈N₂O₂
• 分子量: 174.243
• InChiKey: CZEPJJXZASVXQF-SSDOTTSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  78.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (R)-2,6-diaminocaproic acid ethyl ester 、 2,4-bis(trifluoromethyl)imidazo[1,2-a][1,8]naphthyridine-8-carboxylic acid 在 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以67%的产率得到ethyl (2,4-bis(trifluoromethyl)imidazo[1,2-a][1,8]naphthyridine-8-carbonyl)-D-lysinate
  参考文献：
  名称：

  Discovery of Imidazo[1,2-α][1,8]naphthyridine Derivatives as Potential HCV Entry Inhibitor

  摘要：

  RO8191 represents a newly discovered small-molecule IFN-like agent that displays potent anti-HCV activity. With it as lead, a series of compounds bearing an imidazo[1,2-alpha][1,8]naphthyridine core and an amide bond-linked side chain were designed and synthesized. These compounds were evaluated on HCV cell culture system (HCVcc-hRluc-JFH1), and some of them exhibited remarkable anti-HCV activity (EC50 = 0.017-0.159 mu M) and low toxicity (CC50 > 25 mu M). Moreover, it was revealed that these newly identified anti-HCV agents exert their antiviral effect through a distinct mechanism of action from that of RO8191 by targeting the viral entry process. Thus, our study provides a starting point for the development of potential HCV entry inhibitor.

  DOI：

  10.1021/acsmedchemlett.5b00159

文献信息

• N-卤代芳基取代的手性氨基酸酯类化合物及 其制备方法和应用
  申请人：云南大学

  公开号：CN106045880B

  公开（公告）日：2018-03-27

  本发明公开了一种N‑卤代芳基取代的手性氨基酸酯类化合物，该化合物的结构如式(I)所示：其中，X、Y均为氟原子或者氯原子；R为氢原子、甲基、乙基、丙基、苯基、芳取代苯基、甲巯基或芳胺基丙基；R′为氢原子、甲基或乙基；R″为甲基、乙基、丙基或叔丁基。本发明还公开了一种N‑卤代芳基取代的手性氨基酸酯类化合物的制备方法和应用，该制备方法是用多卤代间苯二甲腈化合物与手性氨基酸酯类化合物在适当溶剂中，碱性条件下加热得式(I)目标产物。而且制备该类化合物的原料易得，合成方法简便，目标化合物同已知杀菌剂相比成本更低廉，可作为工业、农业的抗菌剂使用，也可作为人用或兽用的抗菌药物。
• 833. Optical rotatory dispersion. Part XXI. Azomethines. (I.)N-neopentylidene derivatives of α-amino-acid esters
  作者：Z. Badr、R. Bonnett、T. R. Emerson、W. Klyne

  DOI：10.1039/jr9650004503

  日期：——
• US4169207A
  申请人：——

  公开号：US4169207A

  公开（公告）日：1979-09-25
• Discovery of Imidazo[1,2-α][1,8]naphthyridine Derivatives as Potential HCV Entry Inhibitor
  作者：Huan Wang、Shuo Wang、Lili Cheng、Ligong Chen、Yongguang Wang、Jie Qing、Shengdian Huang、Yuanhao Wang、Xiaoqiang Lei、Yunfei Wu、Zhilong Ma、Linqi Zhang、Yefeng Tang

  DOI：10.1021/acsmedchemlett.5b00159

  日期：2015.9.10

  RO8191 represents a newly discovered small-molecule IFN-like agent that displays potent anti-HCV activity. With it as lead, a series of compounds bearing an imidazo[1,2-alpha][1,8]naphthyridine core and an amide bond-linked side chain were designed and synthesized. These compounds were evaluated on HCV cell culture system (HCVcc-hRluc-JFH1), and some of them exhibited remarkable anti-HCV activity (EC50 = 0.017-0.159 mu M) and low toxicity (CC50 > 25 mu M). Moreover, it was revealed that these newly identified anti-HCV agents exert their antiviral effect through a distinct mechanism of action from that of RO8191 by targeting the viral entry process. Thus, our study provides a starting point for the development of potential HCV entry inhibitor.