2,3,8,9-tetraacetoxy-13-acetyl-5,6,11,12-tetrahydrodibenzo[a,e]cycloocten-5,11-imine | 167491-82-9

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 栗碱生物碱
• 英文名称: 2,3,8,9-tetraacetoxy-13-acetyl-5,6,11,12-tetrahydrodibenzo[a,e]cycloocten-5,11-imine
• 英文别名: (17-Acetyl-4,12,13-triacetyloxy-17-azatetracyclo[7.7.1.02,7.010,15]heptadeca-2,4,6,10,12,14-hexaen-5-yl) acetate
• CAS: 167491-82-9
• 化学式: C₂₆H₂₅NO₉
• 分子量: 495.486
• InChiKey: DUAYIFPRVXKZCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  36
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  126
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2,3,8,9-tetraacetoxy-13-acetyl-5,6,11,12-tetrahydrodibenzo[a,e]cycloocten-5,11-imine 在 potassium carbonate 、 caesium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 14-acetyl-5,6,11,12-tetrahydrobenzo[5,6]cycloocta[1,2-f]-1,3-benzodioxol-5,11-imine-8,9-diol
  参考文献：
  名称：

  Synthesis of new TNF-α Inhibitors and their biological properties

  摘要：

  New pavine alkaloid derivatives with various substitutions on their aromatic rings and nitrogen atom were prepared and evaluated for their inhibitory activity against TNF-alpha production in mouse macrophages stimulated with LPS. Some compounds showed potent inhibitory activities in vitro and protected mice against lethality of septic shock induced by LPS and D-galactosamine. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00103-5
• 作为产物：
  描述：

  屈昔多巴杂质6 、 乙酸酐 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以95%的产率得到2,3,8,9-tetraacetoxy-13-acetyl-5,6,11,12-tetrahydrodibenzo[a,e]cycloocten-5,11-imine
  参考文献：
  名称：

  Synthesis of new TNF-α Inhibitors and their biological properties

  摘要：

  New pavine alkaloid derivatives with various substitutions on their aromatic rings and nitrogen atom were prepared and evaluated for their inhibitory activity against TNF-alpha production in mouse macrophages stimulated with LPS. Some compounds showed potent inhibitory activities in vitro and protected mice against lethality of septic shock induced by LPS and D-galactosamine. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00103-5

文献信息

• Tumor necrosis factor production inhibitors
  申请人：Sumitomo Pharmaceuticals Company, Limited

  公开号：US05648359A1

  公开（公告）日：1997-07-15

  There is provided a composition for inhibiting the production or secretion of tumor necrosis factor effective for the treatment of cachexia, septic shock, multiple organ failure, rheumatoid arthritis, inflammatory bowel disease, multiple sclerosis, osteoarthritis, Behcet disease, systemic lupus erythematosus (SLE), graft versus host disease (GvHD), malaria, acquired immune deficiency syndrome (AIDS), meningitis, hepatitis and Type II diabetes mellitus. The composition comprises a pharmaceutically effective amount of a compound of formula (1).

  提供了一种用于抑制肿瘤坏死因子的产生或分泌的组合物，用于治疗消瘦症、脓毒性休克、多器官功能衰竭、类风湿性关节炎、炎症性肠病、多发性硬化、骨关节炎、贝赫切病、系统性红斑狼疮（SLE）、移植物抗宿主病（GvHD）、疟疾、获得性免疫缺陷综合症（AIDS）、脑膜炎、肝炎和2型糖尿病的有效组合物。该组合物包括化合物（1）的药用有效量。
• US5648359A
  申请人：——

  公开号：US5648359A

  公开（公告）日：1997-07-15