N-[(7S)-1,2,3-trimethoxy-9-oxo-10-(morpholin-4-yl)-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide

• 分子结构分类: 有机化合物 - 碳氢化合物衍生物 - 环庚三烯酮
• 英文名称: N-[(7S)-1,2,3-trimethoxy-9-oxo-10-(morpholin-4-yl)-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide
• 英文别名: N-[(7S)-1,2,3-trimethoxy-10-(morpholin-4-yl)-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide；N-[(7S)-1,2,3-trimethoxy-10-morpholin-4-yl-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide
• 化学式: C₂₅H₃₀N₂O₆
• 分子量: 454.523
• InChiKey: NRAJLEJVFAYPPK-IBGZPJMESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  86.3
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  吗啉 、 秋水仙碱 以 甲醇 为溶剂， 以84%的产率得到N-[(7S)-1,2,3-trimethoxy-9-oxo-10-(morpholin-4-yl)-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide
  参考文献：
  名称：

  Colchicine derivatives with potent anticancer activity and reduced P-glycoprotein induction liability

  摘要：

  已经确定了几种减少P-糖蛋白诱导责任的秋水仙碱衍生物。

  DOI：

  10.1039/c5ob00406c

文献信息

• Synthesis, antiproliferative and antibacterial evaluation of C-ring modified colchicine analogues
  作者：Adam Huczyński、Jacek Rutkowski、Katarzyna Popiel、Ewa Maj、Joanna Wietrzyk、Joanna Stefańska、Urszula Majcher、Franz Bartl

  DOI：10.1016/j.ejmech.2014.11.037

  日期：2015.1

  A series of 10 amine derivatives of colchicine have been obtained with high yields by modification at C(10)-OCH3 position of C-ring and characterized by spectroscopic methods. In vitro cytotoxicity has been evaluated against four human tumour cell lines (HL-60, HL-60/vinc, LoVo, LoVo/DX), as well as antibacterial activity against clinical isolates of methicillin-resistant Staphylococcus aureus (MRSA) and Staphylococcus epidermidis (MRSE). From among the compounds tested the most active is colchicine derivative 2h with bis(2-methoxyethyl)amine substituent which is active in nanomolar to sub-micromolar concentrations and is several times more cytotoxic than cisplatin and doxorubicin. This compound is also effective against the methicillin-resistant Staphylococci strains. (C) 2014 Elsevier Masson SAS. All rights reserved.
• Colchicine derivatives with potent anticancer activity and reduced P-glycoprotein induction liability
  作者：Baljinder Singh、Ashok Kumar、Prashant Joshi、Santosh K. Guru、Suresh Kumar、Zahoor A. Wani、Girish Mahajan、Aashiq Hussain、Asif Khurshid Qazi、Ajay Kumar、Sonali S. Bharate、Bishan D. Gupta、Parduman R. Sharma、Abid Hamid、Ajit K. Saxena、Dilip M. Mondhe、Shashi Bhushan、Sandip B. Bharate、Ram A. Vishwakarma

  DOI：10.1039/c5ob00406c

  日期：——

  Colchicine derivatives with reduced P-gp induction liability have been identified.

  已经确定了几种减少P-糖蛋白诱导责任的秋水仙碱衍生物。