3,5-bis-[β-(5-{4-chloro-phenylazo}-4-hydroxy-3-methoxy-phenyl)-ethynyl]-1H-pyrazole | 1160952-91-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 3,5-bis-[β-(5-{4-chloro-phenylazo}-4-hydroxy-3-methoxy-phenyl)-ethynyl]-1H-pyrazole
• 英文别名: 2-[(4-chlorophenyl)diazenyl]-4-[(E)-2-[3-[(E)-2-[3-[(4-chlorophenyl)diazenyl]-4-hydroxy-5-methoxyphenyl]ethenyl]-1H-pyrazol-5-yl]ethenyl]-6-methoxyphenol
• CAS: 1160952-91-9
• 化学式: C₃₃H₂₆Cl₂N₆O₄
• 分子量: 641.513
• InChiKey: KZNLYYGPGFPJBN-WNQKIIIASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  45
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  137
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 3,5-bis-[β-(5-{4-chloro-phenylazo}-4-hydroxy-3-methoxy-phenyl)-ethynyl]-1H-pyrazole 以 甲醇 为溶剂， 反应 13.0h， 以61%的产率得到3,5-bis-[β-(5-{4-chloro-phenylazo}-4-hydroxy-3-methoxy-phenyl)-ethynyl]-2-hydroxy-methyl-pyrazole
  参考文献：
  名称：

  Synthesis and evaluation of curcumin analogues as cytotoxic agents

  摘要：

  Seventeen curcumin analogues were prepared and evaluated for in vitro and in vivo cytotoxicity against an Ehrlich ascites carcinoma (EAC). In vitro results revealed that compounds 10, 7, and 12 were the most potent analogues against EAC respectively. However, in vivo evaluation of compound 10 proved its capability to normalize the blood picture compared with 5-fluorouracil, a well-known anticancer drug.

  DOI：

  10.1007/s00044-009-9199-3
• 作为产物：
  描述：

  hydrazinocurcumin 、 对氯苯胺 在 盐酸 、 sodium nitrite 、 sodium hydroxide 作用下， 以 水 为溶剂， 以63%的产率得到3,5-bis-[β-(5-{4-chloro-phenylazo}-4-hydroxy-3-methoxy-phenyl)-ethynyl]-1H-pyrazole
  参考文献：
  名称：

  Synthesis and evaluation of curcumin analogues as cytotoxic agents

  摘要：

  Seventeen curcumin analogues were prepared and evaluated for in vitro and in vivo cytotoxicity against an Ehrlich ascites carcinoma (EAC). In vitro results revealed that compounds 10, 7, and 12 were the most potent analogues against EAC respectively. However, in vivo evaluation of compound 10 proved its capability to normalize the blood picture compared with 5-fluorouracil, a well-known anticancer drug.

  DOI：

  10.1007/s00044-009-9199-3

文献信息

• Synthesis and evaluation of curcumin analogues as cytotoxic agents
  作者：Ahmed A. Fadda、Farid A. Badria、Khaled M. El-Attar

  DOI：10.1007/s00044-009-9199-3

  日期：2010.6

  Seventeen curcumin analogues were prepared and evaluated for in vitro and in vivo cytotoxicity against an Ehrlich ascites carcinoma (EAC). In vitro results revealed that compounds 10, 7, and 12 were the most potent analogues against EAC respectively. However, in vivo evaluation of compound 10 proved its capability to normalize the blood picture compared with 5-fluorouracil, a well-known anticancer drug.