Methyl 1-(2-acetyloxyethoxymethyl)-5-[1-(pyren-1-ylmethyl)triazol-4-yl]-1,2,4-triazole-3-carboxylate | 1193363-70-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: Methyl 1-(2-acetyloxyethoxymethyl)-5-[1-(pyren-1-ylmethyl)triazol-4-yl]-1,2,4-triazole-3-carboxylate
• CAS: 1193363-70-0
• 化学式: C₂₈H₂₄N₆O₅
• 分子量: 524.536
• InChiKey: MUZRLONFIZTTIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  39
• 可旋转键数：
  11
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  123
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  Methyl 1-(2-acetyloxyethoxymethyl)-5-[1-(pyren-1-ylmethyl)triazol-4-yl]-1,2,4-triazole-3-carboxylate 在 氨 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以73%的产率得到1-(2-Hydroxyethoxymethyl)-5-[1-(pyren-1-ylmethyl)triazol-4-yl]-1,2,4-triazole-3-carboxamide
  参考文献：
  名称：

  A Novel Bitriazolyl Acyclonucleoside Endowed with Dual Antiproliferative and Immunomodulatory Activity

  摘要：

  A novel bitriazolyl acyclonudeoside was discovered to exhibit powerful antiproliferative effects on different cancer cell lines through caspase-dependent apoptosis and at the same time stimulate the immune response in dendritic cells via Toll-like receptor 7 (TLR7) signaling. This promising compound with dual anticancer and immunomodulatory activity may represent a new generation of highly efficacious drug candidates for use in cancer therapy.

  DOI：

  10.1021/jm300534u
• 作为产物：
  描述：

  methyl 1-((2-acetoxyethoxy)methyl)-5-bromo-1H-1,2,4-triazole-3-carboxylate 在 potassium fluoride 、 copper(l) iodide 、 四(三苯基膦)钯 、 copper(ll) sulfate pentahydrate 、 sodium ascorbate 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 水 为溶剂， 反应 2.42h， 生成 Methyl 1-(2-acetyloxyethoxymethyl)-5-[1-(pyren-1-ylmethyl)triazol-4-yl]-1,2,4-triazole-3-carboxylate
  参考文献：
  名称：

  A Novel Bitriazolyl Acyclonucleoside Endowed with Dual Antiproliferative and Immunomodulatory Activity

  摘要：

  A novel bitriazolyl acyclonudeoside was discovered to exhibit powerful antiproliferative effects on different cancer cell lines through caspase-dependent apoptosis and at the same time stimulate the immune response in dendritic cells via Toll-like receptor 7 (TLR7) signaling. This promising compound with dual anticancer and immunomodulatory activity may represent a new generation of highly efficacious drug candidates for use in cancer therapy.

  DOI：

  10.1021/jm300534u

文献信息

• NOVEL TRIAZOLE DERIVATIVES, THEIR PREPARATION AND THEIR APPLICATION IN THERAPEUTICS
  申请人：Inserm Transfert

  公开号：EP2279193A1

  公开（公告）日：2011-02-02
• US8563526B2
  申请人：——

  公开号：US8563526B2

  公开（公告）日：2013-10-22
• [EN] NOVEL TRIAZOLE DERIVATIVES, THEIR PREPARATION AND THEIR APPLICATION IN THERAPEUTICS<br/>[FR] NOUVEAUX DÉRIVÉS DE TRIAZOLE, LEUR PRÉPARATION ET LEUR APPLICATION EN THÉRAPEUTIQUE
  申请人：INSERM TRANSFERT

  公开号：WO2009133147A1

  公开（公告）日：2009-11-05

  The present invention relates to novel compounds of formula (A): in the form of a free base or of an addition salt with an acid. The invention also relates to process of preparation of compounds of formula (A), to composition comprising them and to their application in therapeutics and in particular in cancers.