(4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenehydrazide | 889652-35-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenehydrazide
• CAS: 889652-35-1
• 化学式: C₂₂H₃₄N₂O
• 分子量: 342.525
• InChiKey: HTGOVWIJYVLTSP-KUBAVDMBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.45
• 重原子数：
  25.0
• 可旋转键数：
  14.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  55.12
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  阿霉素 、 (4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenehydrazide 在 三氟乙酸 作用下， 以 乙腈 为溶剂， 以49%的产率得到(4Z,7Z,10Z,13Z,16Z,19Z)-N-[(E)-[1-[(2S,4S)-4-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-3,4-dihydro-1H-tetracen-2-yl]-2-hydroxyethylidene]amino]docosa-4,7,10,13,16,19-hexaenamide
  参考文献：
  名称：

  Synthesis and preliminary antitumor activity evaluation of a DHA and doxorubicin conjugate

  摘要：

  A conjugate of DHA and doxorubicin (DHA-Dox) was synthesized, and its antitumor activity was evaluated in vitro against L1210 leukemia cells and in experimental animal tumor models including L1210 leukemia and B16 melanoma. DHA-Dox showed a greatly improved antitumor efficacy compared to free doxorubicin. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.02.066
• 作为产物：
  描述：

  tert-butyl 2-((4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoyl)hydrazine-1-carboxylate 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 反应 2.0h， 以85%的产率得到(4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenehydrazide
  参考文献：
  名称：

  Synthesis and preliminary antitumor activity evaluation of a DHA and doxorubicin conjugate

  摘要：

  A conjugate of DHA and doxorubicin (DHA-Dox) was synthesized, and its antitumor activity was evaluated in vitro against L1210 leukemia cells and in experimental animal tumor models including L1210 leukemia and B16 melanoma. DHA-Dox showed a greatly improved antitumor efficacy compared to free doxorubicin. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.02.066