Vzelaykfeyrdmf-qlxklkpcsa- | 95334-98-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 并四苯
• 英文名称: Vzelaykfeyrdmf-qlxklkpcsa-
• 英文别名: methyl (1S,17S)-3,14-dihydroxy-5,12-dioxo-19-phenyl-18,20-dioxa-19-borapentacyclo[15.3.1.02,15.04,13.06,11]henicosa-2(15),3,6,8,10,13-hexaene-17-carboxylate
• CAS: 95334-98-8
• 化学式: C₂₆H₁₉BO₈
• 分子量: 470.243
• InChiKey: VZELAYKFEYRDMF-QLXKLKPCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.21
• 重原子数：
  35
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  119
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  Vzelaykfeyrdmf-qlxklkpcsa- 在 silver trifluoromethanesulfonate 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 3.5h， 生成
  参考文献：
  名称：

  Synthesis and antitumor activity of novel 4-demethoxyanthracyclines

  摘要：

  A versatile and efficient synthetic route to 4-demethoxyanthracyclinones has been utilized in the preparation of a number of aglycons having 9-alkyl, 9-(hydroxylalkyl), or 9-carbamoyl substituents. Silver trifluoromethanesulfonate catalyzed coupling of these aglycons with various daunosamine derivatives has yielded a series of novel anthracyclines which have been evaluated as antitumor agents. 9-Alkylanthracyclines 22, 23, 33, and 34 have higher efficacy vs L-1210 leukemia than the parent 4-demethoxydaunorubicin (21), or the natural anthracyclines daunorubicin (1) and doxorubicin (2). 9-(Hydroxyalkyl) derivatives have in most cases high efficacy but are slightly less potent than 21. 9-Methyl analogue 22 has higher efficacy vs P388 leukemia than other anthracyclines tested, while 9-(hydroxymethyl) derivative 37 retains similar efficacy to anthracyclines 1, 2, and 21 but is considerably more potent. The N-substituted 9-carbamoylanthracyclines are devoid of antitumor activity.

  DOI：

  10.1021/jm00171a010