N-(2-(2-(2-(2-(5-(dimethylamino)naphthalene-1-sulfonamido)ethoxy)ethoxy)ethoxy)ethyl)-4-(1-(4-sulfamoylphenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl)benzamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-(2-(2-(2-(2-(5-(dimethylamino)naphthalene-1-sulfonamido)ethoxy)ethoxy)ethoxy)ethyl)-4-(1-(4-sulfamoylphenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl)benzamide
• 英文别名: N-[2-[2-[2-[2-[[5-(dimethylamino)naphthalen-1-yl]sulfonylamino]ethoxy]ethoxy]ethoxy]ethyl]-4-[2-(4-sulfamoylphenyl)-5-(trifluoromethyl)pyrazol-3-yl]benzamide
• 化学式: C₃₇H₄₁F₃N₆O₈S₂
• 分子量: 818.895
• InChiKey: LBRHAJQJQRYWNQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  56
• 可旋转键数：
  19
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  201
• 氢给体数：
  3
• 氢受体数：
  15

反应信息

• 作为产物：
  描述：

  塞来西布 在 potassium permanganate 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 sodium hydroxide 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 N-(2-(2-(2-(2-(5-(dimethylamino)naphthalene-1-sulfonamido)ethoxy)ethoxy)ethoxy)ethyl)-4-(1-(4-sulfamoylphenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl)benzamide
  参考文献：
  名称：

  Synthesis of novel dansyl-labeled Celecoxib derivatives

  摘要：

  Four novel dansyl-labeled derivatives of Celecoxib, a cyclooxygenase-2 (COX-2) selective inhibitor, were designed and synthesized. To realize the fluorophore-linker-approach divergent and convergent synthetic strategies were applied. Therefore Celecoxib p-benzoic acid, 8, was synthesized in a new and convenient way. The yield and the synthetic route to Celecoxib, 1, its pyrazolylic acid, 7, and its pyrazolylic methyl ester, 6, were improved. Through a convenient synthesis 1,11-diamino-3,6,9-trioxundecane, 19, was obtained in high yield and purity and used as a linker for the dansyl moiety. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.09.025

文献信息

• Synthesis of novel dansyl-labeled Celecoxib derivatives
  作者：Andreas Lill、Klaus Scholich、Holger Stark

  DOI：10.1016/j.tetlet.2013.09.025

  日期：2013.12

  Four novel dansyl-labeled derivatives of Celecoxib, a cyclooxygenase-2 (COX-2) selective inhibitor, were designed and synthesized. To realize the fluorophore-linker-approach divergent and convergent synthetic strategies were applied. Therefore Celecoxib p-benzoic acid, 8, was synthesized in a new and convenient way. The yield and the synthetic route to Celecoxib, 1, its pyrazolylic acid, 7, and its pyrazolylic methyl ester, 6, were improved. Through a convenient synthesis 1,11-diamino-3,6,9-trioxundecane, 19, was obtained in high yield and purity and used as a linker for the dansyl moiety. (C) 2013 Elsevier Ltd. All rights reserved.