5,15-bis<β-(ethoxycarbonyl)vinyl>octaethylporphyrin | 134078-03-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四吡咯及其衍生物
• 英文名称: 5,15-bis<β-(ethoxycarbonyl)vinyl>octaethylporphyrin
• CAS: 134078-03-8
• 化学式: C₄₆H₅₈N₄O₄
• 分子量: 730.991
• InChiKey: FFDLWOIWKFMWHB-CEFPEHSGSA-N

反应信息

• 作为反应物：
  描述：

  5,15-bis<β-(ethoxycarbonyl)vinyl>octaethylporphyrin 在 溶剂黄146 作用下， 反应 144.0h， 生成 5,15-octaethylbacteriopurpurin
  参考文献：
  名称：

  Synthesis and in vivo photodynamic activity of some bacteriochlorin derivatives against bladder tumors in rodents

  摘要：

  Bacteriochlorins have been suggested as potential photosensitizers for use in photodynamic therapy. We have shown that bacteriochlorin-like macrocycles can be generated through cyclization of either 5,10- or 5,15-bis[(ethoxycarbonyl)vinyl]porphyrins; however, the resulting products are rapidly decomposed on exposure to air. More stable systems can be generated by Diels-Alder reactions between dienophiles such as dimethyl acetylenedicarboxylate or tetracyanoethylene, and vinylporphyrinones. Although spectroscopic properties of these latter products resemble those of porphyrinones rather than bacteriochlorins, in vivo studies using the N-[4-(5-nitro-2-furyl)-2-thiazolyl]-formamide-induced rat bladder tumor (AY-27) transplanted into Fisher CDF (F344)/CrlBr rats demonstrated a powerful photodynamic response.

  DOI：

  10.1021/jm00111a031
• 作为产物：
  描述：

  nickel 5-<β-(ethoxycarbonyl)vinyl>-15-formyloctaethylporphyrin 、 乙氧甲酰基亚甲基三苯基膦 在 硫酸 作用下， 生成 5,15-bis<β-(ethoxycarbonyl)vinyl>octaethylporphyrin
  参考文献：
  名称：

  Synthesis and in vivo photodynamic activity of some bacteriochlorin derivatives against bladder tumors in rodents

  摘要：

  Bacteriochlorins have been suggested as potential photosensitizers for use in photodynamic therapy. We have shown that bacteriochlorin-like macrocycles can be generated through cyclization of either 5,10- or 5,15-bis[(ethoxycarbonyl)vinyl]porphyrins; however, the resulting products are rapidly decomposed on exposure to air. More stable systems can be generated by Diels-Alder reactions between dienophiles such as dimethyl acetylenedicarboxylate or tetracyanoethylene, and vinylporphyrinones. Although spectroscopic properties of these latter products resemble those of porphyrinones rather than bacteriochlorins, in vivo studies using the N-[4-(5-nitro-2-furyl)-2-thiazolyl]-formamide-induced rat bladder tumor (AY-27) transplanted into Fisher CDF (F344)/CrlBr rats demonstrated a powerful photodynamic response.

  DOI：

  10.1021/jm00111a031