Ethyl 2,6-dimethyl-4-(5-methyl-3-phenyl-1,2-oxazol-4-yl)-5-[6-(pyrene-2-carbonylamino)hexylcarbamoyl]-1,4-dihydropyridine-3-carboxylate | 1531618-41-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: Ethyl 2,6-dimethyl-4-(5-methyl-3-phenyl-1,2-oxazol-4-yl)-5-[6-(pyrene-2-carbonylamino)hexylcarbamoyl]-1,4-dihydropyridine-3-carboxylate
• 英文别名: ethyl 2,6-dimethyl-4-(5-methyl-3-phenyl-1,2-oxazol-4-yl)-5-[6-(pyrene-2-carbonylamino)hexylcarbamoyl]-1,4-dihydropyridine-3-carboxylate
• CAS: 1531618-41-3
• 化学式: C₄₄H₄₄N₄O₅
• 分子量: 708.857
• InChiKey: GTEARNUXYIQPCM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  53
• 可旋转键数：
  14
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  123
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1,6-己二胺 在 samarium(III) chloride 、 三甲基铝 作用下， 生成 Ethyl 2,6-dimethyl-4-(5-methyl-3-phenyl-1,2-oxazol-4-yl)-5-[6-(pyrene-2-carbonylamino)hexylcarbamoyl]-1,4-dihydropyridine-3-carboxylate
  参考文献：
  名称：

  Fluorescent probes of the isoxazole–dihydropyridine scaffold: MDR-1 binding and homology model

  摘要：

  Isoxazole-1,4-dihydropyridines (IDHPs) were tethered to fluorescent moieties using double activation via a lanthanide assisted Weinreb amidation. IDHP-fluorophore conjugate 3c exhibits the highest binding to date for IDHPs at the multidrug-resistance transporter (MDR-1), and IDHP-fluorophore conjugates 3c and 7 distribute selectively in SH-SY5Y cells. A homology model for IDHP binding at MDR-1 is presented which represents our current working hypothesis. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.11.068

文献信息

• Fluorescent probes of the isoxazole–dihydropyridine scaffold: MDR-1 binding and homology model
  作者：Monika I. Szabon-Watola、Sarah V. Ulatowski、Kathleen M. George、Christina D. Hayes、Scott A. Steiger、Nicholas R. Natale

  DOI：10.1016/j.bmcl.2013.11.068

  日期：2014.1

  Isoxazole-1,4-dihydropyridines (IDHPs) were tethered to fluorescent moieties using double activation via a lanthanide assisted Weinreb amidation. IDHP-fluorophore conjugate 3c exhibits the highest binding to date for IDHPs at the multidrug-resistance transporter (MDR-1), and IDHP-fluorophore conjugates 3c and 7 distribute selectively in SH-SY5Y cells. A homology model for IDHP binding at MDR-1 is presented which represents our current working hypothesis. (C) 2013 Elsevier Ltd. All rights reserved.