9H-fluoren-9-ylmethyl 3-(6-oxo-1H-purin-7-yl)-3,5-dihydro-2H-4,1-benzoxazepine-1-carboxylate | 1017607-55-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 9H-fluoren-9-ylmethyl 3-(6-oxo-1H-purin-7-yl)-3,5-dihydro-2H-4,1-benzoxazepine-1-carboxylate
• CAS: 1017607-55-4
• 化学式: C₂₉H₂₃N₅O₄
• 分子量: 505.533
• InChiKey: HSHWVOPBTSCEQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  38
• 可旋转键数：
  4
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  98
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  6-氯嘌呤 、 (RS)-1-(9H-9-fluorenylmethoxycarbonyl)-3-methoxy-1,2,3,5-tetrahydro-4,1-benzoxazepine 在 三甲基氯硅烷 、 四氯化锡 、 六甲基二硅氮烷 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 48.0h， 以18%的产率得到9H-fluoren-9-ylmethyl 3-(6-chloropurin-7-yl)-3,5-dihydro-2H-4,1-benzoxazepine-1-carboxylate
  参考文献：
  名称：

  Anticancer activity of (1,2,3,5-tetrahydro-4,1-benzoxazepine-3-yl)-pyrimidines and -purines against the MCF-7 cell line: Preliminary cDNA microarray studies

  摘要：

  Completing a SAR study, a series of (RS)-1- or 3-(1,2,3,5-tetrahydro-4,1-benzoxazepine-3-yl)-pyrimidines and (RS)-6-substituted-7- or 9-(1,2,3,5-tetrahydro-4,1-benzoxazepine-3-yl)-7H- or 9H-purines have been prepared. Their antiproliferative activities on MCF-7 cells are here presented and discussed. (RS)-6-Chloro-9-[1-(9H-9-fluorenylmethoxycarbonyl)-1,2,3,5-tetrahydro-4,1-benzoxazepine-3-yl]-9H-purine (28) is the most active (IC50 = 0.67 +/- 0.18 mu M) of the series so far described. cDNA microarray technology reveals potential drug targets, which are mainly centred on apoptosis regulatory pathway genes. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.12.070

文献信息

• Anticancer activity of (1,2,3,5-tetrahydro-4,1-benzoxazepine-3-yl)-pyrimidines and -purines against the MCF-7 cell line: Preliminary cDNA microarray studies
  作者：Mónica Díaz-Gavilán、José A. Gómez-Vidal、Fernando Rodríguez-Serrano、Juan A. Marchal、Octavio Caba、Antonia Aránega、Miguel A. Gallo、Antonio Espinosa、Joaquín M. Campos

  DOI：10.1016/j.bmcl.2007.12.070

  日期：2008.2

  Completing a SAR study, a series of (RS)-1- or 3-(1,2,3,5-tetrahydro-4,1-benzoxazepine-3-yl)-pyrimidines and (RS)-6-substituted-7- or 9-(1,2,3,5-tetrahydro-4,1-benzoxazepine-3-yl)-7H- or 9H-purines have been prepared. Their antiproliferative activities on MCF-7 cells are here presented and discussed. (RS)-6-Chloro-9-[1-(9H-9-fluorenylmethoxycarbonyl)-1,2,3,5-tetrahydro-4,1-benzoxazepine-3-yl]-9H-purine (28) is the most active (IC50 = 0.67 +/- 0.18 mu M) of the series so far described. cDNA microarray technology reveals potential drug targets, which are mainly centred on apoptosis regulatory pathway genes. (c) 2008 Elsevier Ltd. All rights reserved.