7,8-didehydro-4-{[1-(2,6-dichlorobenzyl)-1H-1,2,3-triazol-4-yl]methoxy}-3,7-dimethoxy-17-methylmorphinan-6-one | 1399710-52-1

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 吗啡烷
• 英文名称: 7,8-didehydro-4-{[1-(2,6-dichlorobenzyl)-1H-1,2,3-triazol-4-yl]methoxy}-3,7-dimethoxy-17-methylmorphinan-6-one
• 英文别名: (1R,9S,10S)-3-[[1-[(2,6-dichlorophenyl)methyl]triazol-4-yl]methoxy]-4,12-dimethoxy-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5,11-tetraen-13-one
• CAS: 1399710-52-1
• 化学式: C₂₉H₃₀Cl₂N₄O₄
• 分子量: 569.488
• InChiKey: VUWVKHNIDDOUQN-YOZPAVSOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  39
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  78.7
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  青藤碱 在 sodium azide 、 potassium tert-butylate 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 20.75h， 生成 7,8-didehydro-4-{[1-(2,6-dichlorobenzyl)-1H-1,2,3-triazol-4-yl]methoxy}-3,7-dimethoxy-17-methylmorphinan-6-one
  参考文献：
  名称：

  Design, synthesis and molecular docking studies of sinomenine derivatives

  摘要：

  In order to search for drugs with excellent anti-inflammatory activities, a series of novel sinomenine derivatives were designed, synthesized, and evaluated for their inhibition activities against NF-kappa B activation induced by lipopolysaccharide (LPS). Compared with the natural parent sinomenine, compounds 2a-w showed higher activity, while compounds 1a-o showed similar activity against NF-kappa B. Moreover, a molecular model for the binding between compound 2v and the active site of p50 was provided on the basis of the computational docking results. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.07.087

文献信息

• Design, synthesis and molecular docking studies of sinomenine derivatives
  作者：Xiaoyun Chai、Zhongjun Guan、Shichong Yu、Qingjie Zhao、Honggang Hu、Yan Zou、Xia Tao、Qiuye Wu

  DOI：10.1016/j.bmcl.2012.07.087

  日期：2012.9

  In order to search for drugs with excellent anti-inflammatory activities, a series of novel sinomenine derivatives were designed, synthesized, and evaluated for their inhibition activities against NF-kappa B activation induced by lipopolysaccharide (LPS). Compared with the natural parent sinomenine, compounds 2a-w showed higher activity, while compounds 1a-o showed similar activity against NF-kappa B. Moreover, a molecular model for the binding between compound 2v and the active site of p50 was provided on the basis of the computational docking results. (C) 2012 Elsevier Ltd. All rights reserved.