(9H-fluoren-9-yl)methyl (2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)carbamate | 1172605-58-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: (9H-fluoren-9-yl)methyl (2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)carbamate
• 英文别名: 1-(Fmoc-amino)-11-azido-3,6,9-trioxaundecane；Fmoc-N-amido-PEG3-azide；9H-fluoren-9-ylmethyl N-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethyl]carbamate
• CAS: 1172605-58-1
• 化学式: C₂₃H₂₈N₄O₅
• 分子量: 440.499
• InChiKey: DPFYHVJTBNQVPA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  32
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  80.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (9H-fluoren-9-yl)methyl (2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)carbamate 、 methyl (2R,3R,4S)-3-acetamido-4-[bis[(2-methylpropan-2-yl)oxycarbonylamino]methylideneamino]-2-[(S)-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-(prop-2-ynylcarbamoyloxy)methyl]-3,4-dihydro-2H-pyran-6-carboxylate 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 7.0h， 以78%的产率得到methyl (2R,3R,4S)-3-acetamido-4-[bis[(2-methylpropan-2-yl)oxycarbonylamino]methylideneamino]-2-[(S)-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-[[1-[2-[2-[2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethoxy]ethoxy]ethoxy]ethyl]triazol-4-yl]methylcarbamoyloxy]methyl]-3,4-dihydro-2H-pyran-6-carboxylate
  参考文献：
  名称：

  Synergistic Effect of Zanamivir−Porphyrin Conjugates on Inhibition of Neuraminidase and Inactivation of Influenza Virus

  摘要：

  New anti-influenza agents of tetravalent zanamivir on a porphyrin scaffold were synthesized. These compounds are 10 to 100 times more potent in inhibiting influenza replications even though they are somewhat less potent in neuraminidase inhibition than the monomeric zanamivir. The enhanced anti-influenza activity is probably attributable to the additional viral inactivation by singlet oxygen due to sensitization of the porphyrin moiety, which is brought in close proximity of virus by the conjugated zanamivir in a manner resembling the "magic bullet" mechanism.

  DOI：

  10.1021/jm900515g
• 作为产物：
  描述：

  氯甲酸-9-芴基甲酯 、 1-氨基-11-叠氮-3,6,9-三氧杂十一烷 在 碳酸氢钠 作用下， 以 1,4-二氧六环 为溶剂， 反应 8.0h， 以1.3 g的产率得到(9H-fluoren-9-yl)methyl (2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)carbamate
  参考文献：
  名称：

  Synergistic Effect of Zanamivir−Porphyrin Conjugates on Inhibition of Neuraminidase and Inactivation of Influenza Virus

  摘要：

  New anti-influenza agents of tetravalent zanamivir on a porphyrin scaffold were synthesized. These compounds are 10 to 100 times more potent in inhibiting influenza replications even though they are somewhat less potent in neuraminidase inhibition than the monomeric zanamivir. The enhanced anti-influenza activity is probably attributable to the additional viral inactivation by singlet oxygen due to sensitization of the porphyrin moiety, which is brought in close proximity of virus by the conjugated zanamivir in a manner resembling the "magic bullet" mechanism.

  DOI：

  10.1021/jm900515g

文献信息

• [EN] CD38-BINDING AGENTS AND USES THEREOF<br/>[FR] AGENT DE LIAISON À CD38 ET UTILISATIONS ASSOCIÉES
  申请人：KLEO PHARMACEUTICALS INC

  公开号：WO2021003050A3

  公开（公告）日：2021-02-11
• [EN] IMMUNOMODULATORS<br/>[FR] IMMUNOMODULATEURS
  申请人：[en]BRISTOL-MYERS SQUIBB COMPANY

  公开号：WO2023069994A1

  公开（公告）日：2023-04-27

  The present disclosure provides novel macrocyclic peptides which inhibit the PD-1/PD-L1 and PD-L1/CD80 protein/protein interaction, and thus are useful for the amelioration of various diseases, including cancer and infectious diseases.
• Synergistic Effect of Zanamivir−Porphyrin Conjugates on Inhibition of Neuraminidase and Inactivation of Influenza Virus
  作者：Wen-Hsien Wen、Mengi Lin、Ching-Yao Su、Shi-Yun Wang、Yih-Shyun E. Cheng、Jim-Min Fang、Chi-Huey Wong

  DOI：10.1021/jm900515g

  日期：2009.8.13

  New anti-influenza agents of tetravalent zanamivir on a porphyrin scaffold were synthesized. These compounds are 10 to 100 times more potent in inhibiting influenza replications even though they are somewhat less potent in neuraminidase inhibition than the monomeric zanamivir. The enhanced anti-influenza activity is probably attributable to the additional viral inactivation by singlet oxygen due to sensitization of the porphyrin moiety, which is brought in close proximity of virus by the conjugated zanamivir in a manner resembling the "magic bullet" mechanism.