3-(3-iodopropoxy)xanthenone-4-acetic acid | 891198-89-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3-(3-iodopropoxy)xanthenone-4-acetic acid
• CAS: 891198-89-3
• 化学式: C₁₈H₁₅IO₅
• 分子量: 438.219
• InChiKey: AQRBBXPREDDJNF-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  吗啉 、 3-(3-iodopropoxy)xanthenone-4-acetic acid 以 甲苯 为溶剂， 反应 8.0h， 以65%的产率得到[3-(3-Morpholin-4-yl-propoxy)-9-oxo-9H-xanthen-4-yl]-acetic acid
  参考文献：
  名称：

  New derivatives of xanthenone-4-acetic acid: Synthesis, pharmacological profile and effect on TNF-α and NO production by human immune cells

  摘要：

  New derivatives of xanthenone-4-acetic acid, bearing an alkoxy chain of variable length and a basic moiety, were synthesised in order to test the influence of this additional function on antitumour activity. The introduction of bulky substituents carrying a basic nitrogen seems to be somewhat tolerated, since for some of the compounds the enhancement of lytic potential of human monocytes was comparable to that of the reference molecule DMXAA. The induction of the release of TNF-alpha and nitric oxide by human monocytes, as well as the hypothesis of a potentiation of the activity of lipopolysaccharide in the induction of those cytotoxic factors, was also evaluated. In this respect, the most interesting compound (6a) exhibited the same spectrum of biological activity shown by DMXAA and seems therefore to be endowed with the same mechanism of action of the reference compound. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.02.003
• 作为产物：
  描述：

  3-(3-chloropropoxy)xanthenone-4-acetic acid 在 sodium iodide 作用下， 以 丁酮 为溶剂， 以80%的产率得到3-(3-iodopropoxy)xanthenone-4-acetic acid
  参考文献：
  名称：

  New derivatives of xanthenone-4-acetic acid: Synthesis, pharmacological profile and effect on TNF-α and NO production by human immune cells

  摘要：

  New derivatives of xanthenone-4-acetic acid, bearing an alkoxy chain of variable length and a basic moiety, were synthesised in order to test the influence of this additional function on antitumour activity. The introduction of bulky substituents carrying a basic nitrogen seems to be somewhat tolerated, since for some of the compounds the enhancement of lytic potential of human monocytes was comparable to that of the reference molecule DMXAA. The induction of the release of TNF-alpha and nitric oxide by human monocytes, as well as the hypothesis of a potentiation of the activity of lipopolysaccharide in the induction of those cytotoxic factors, was also evaluated. In this respect, the most interesting compound (6a) exhibited the same spectrum of biological activity shown by DMXAA and seems therefore to be endowed with the same mechanism of action of the reference compound. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.02.003