ethyl N-(2-{4-[3-({[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)imino]methyl}amino)propyl]-1H-1,2,3-triazol-1-yl}ethyl)-N-[(4-methylphenyl)sulfonyl]glycinate | 1325689-02-8

• 英文名称: ethyl N-(2-{4-[3-({[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)imino]methyl}amino)propyl]-1H-1,2,3-triazol-1-yl}ethyl)-N-[(4-methylphenyl)sulfonyl]glycinate
• CAS: 1325689-02-8
• 化学式: C₂₉H₄₅N₇O₈S
• 分子量: 651.784
• InChiKey: VPBYZKJZNAYGLC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.18
• 重原子数：
  45.0
• 可旋转键数：
  12.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  183.41
• 氢给体数：
  2.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  ethyl N-(2-{4-[3-({[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)imino]methyl}amino)propyl]-1H-1,2,3-triazol-1-yl}ethyl)-N-[(4-methylphenyl)sulfonyl]glycinate 在 盐酸 作用下， 以 水 为溶剂， 以100%的产率得到N-{2-[4-(3-{[amino(imino)methyl]amino}propyl)-1H-1,2,3-triazol-1-yl]ethyl}-N-[(4-methylphenyl)sulfonyl]glycine monohydrochloride
  参考文献：
  名称：

  Combination of click chemistry and sulfonamides to develop three-armed triazole compounds

  摘要：

  Fragment-based drug discovery is a valuable tool in hit identification, as well as the combination of different small fragments showing a minimal binding activity against biological receptors or enzymes to give merged hits. A high number of fragments on the same scaffold improve the probability to find a candidate showing single- or multi-target affinities. A rapid and versatile approach for synthesizing libraries of densely fragment-functionalized scaffolds is reported. Many fragments were assembled in few steps around a triazole ring starting from amino alcohols and other readily available building blocks. A binding assay against integrin alpha(v)beta(3) was used as a test-bed in order to demonstrate the potential of such an approach in hit discovery strategies. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.06.125
• 作为产物：
  描述：

  (2-hydroxy-ethylamino)-acetic acid ethyl ester 在 偶氮二甲酸二异丙酯 、 copper(I) iodide triethylphosphite 、 叠氮磷酸二苯酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 1.67h， 生成 ethyl N-(2-{4-[3-({[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)imino]methyl}amino)propyl]-1H-1,2,3-triazol-1-yl}ethyl)-N-[(4-methylphenyl)sulfonyl]glycinate
  参考文献：
  名称：

  Combination of click chemistry and sulfonamides to develop three-armed triazole compounds

  摘要：

  Fragment-based drug discovery is a valuable tool in hit identification, as well as the combination of different small fragments showing a minimal binding activity against biological receptors or enzymes to give merged hits. A high number of fragments on the same scaffold improve the probability to find a candidate showing single- or multi-target affinities. A rapid and versatile approach for synthesizing libraries of densely fragment-functionalized scaffolds is reported. Many fragments were assembled in few steps around a triazole ring starting from amino alcohols and other readily available building blocks. A binding assay against integrin alpha(v)beta(3) was used as a test-bed in order to demonstrate the potential of such an approach in hit discovery strategies. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.06.125

文献信息

• 1,2,3-TRIAZOLE-BASED PEPTIDOMIMETIC INTEGRIN INHIBITORS FOR THE DIAGNOSIS AND THERAPY OF TUMORS
  申请人：Guarna Antonio

  公开号：US20130040964A1

  公开（公告）日：2013-02-14

  The present invention refers to the field of chemical compounds bearing a 1,2,3-triazole ring of formula (I) and possessing guanidino and carboxylic groups or their isosteres, their preparation by Cu-catalyzed “click-chemistry”, and medical-diagnostic use in pathologies where angiogenesis is altered, for example pathologic conditions of tumor origin, tumor metastasis, osteoporosis, and rheumatoid arthritis.

  本发明涉及具有化学化合物的领域，其具有1,2,3-三唑环的结构（I）并且具有胍基和羧基或其同分异构体，通过铜催化的“点击化学”方法制备这些化合物，并在血管生成异常的病理学中进行医学诊断使用，例如肿瘤起源的病理性状况、肿瘤转移、骨质疏松症和类风湿性关节炎。