4-(3,4-dichlorophenyl)-4-azatricyclo[5.2.1.0^2,6-endo]dec-8-ene-3,5-dione | 455272-65-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 4-(3,4-dichlorophenyl)-4-azatricyclo[5.2.1.0^2,6-endo]dec-8-ene-3,5-dione
• 英文别名: N-(m,p-dichlorophenyl)bicyclo[2.2.1]hept-5-ene-endo-2,endo-3-dicarboximide；(1S,2R,6S,7R)-4-(3,4-dichlorophenyl)-4-azatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione
• CAS: 455272-65-8
• 化学式: C₁₅H₁₁Cl₂NO₂
• 分子量: 308.164
• InChiKey: KEOHVBVLJVUNLS-OZVVPTBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  p-nitrobenzenesulfonyl azide 、 4-(3,4-dichlorophenyl)-4-azatricyclo[5.2.1.0^2,6-endo]dec-8-ene-3,5-dione 以 氯仿 为溶剂， 以69%的产率得到8-(m,p-dichlorophenyl)-3-p-nitrophenylsulfonyl-3,8-diazatricyclo[5.3.1.0^2,4-exo.0^6,10-endo]undecane-7,9-dione
  参考文献：
  名称：

  双环[2.2.1]庚-5-烯-2,3-二芳基酰亚胺与芳族叠氮化物的反应

  摘要：

  Reactions of N-substituted bicyclo[2.2.1]hept-5-ene-endo-2,endo-3-dicarboximides with o- and p-nitrophenyl azides, as well as with p-nitrophenylsulfonyl azide and p-toluenesulfonyl azide, afforded the corresponding substituted dihydrotriazole (from aryl azides) and arylsulfonylaziridine derivatives (from sulfonyl azides). The exo orientation of the nitrogen-containing cyclic fragments (in keeping with the Alder rule) and endo orientation of the imide ring were confirmed by analysis of the IR and H-1 and C-13 NMR spectra. The molecular structure of one of the products was examined by X-ray analysis.

  DOI：

  10.1023/b:rujo.0000045191.12939.47
• 作为产物：
  描述：

  1-(3,4-二氯苯基)-吡咯-2,5-二酮 、 环戊二烯 以 乙醚 为溶剂， 以67%的产率得到4-(3,4-dichlorophenyl)-4-azatricyclo[5.2.1.0^2,6-endo]dec-8-ene-3,5-dione
  参考文献：
  名称：

  Exo-endo 和 Endo-endo 苯磺酰基氮丙啶的合成和表征

  摘要：

  摘要 在寻找具有治疗意义的结构环状酰亚胺类似物的过程中，本研究描述了文献中未发现的苯磺酰氮丙啶外型 3 和内型 4 立体异构体的合成、分离和表征。苯磺酰氮丙啶是通过对甲苯磺酰叠氮和不同降冰片烯琥珀酰亚胺的 1,3-偶极型反应合成的。

  DOI：

  10.1081/scc-200028524

文献信息

• Fused cyclic succinimide compounds and analogs thereof, modulators of nuclear hormone receptor function
  申请人：——

  公开号：US20040087548A1

  公开（公告）日：2004-05-06

  Fused cyclic compounds, methods of using such compounds in the treatment of nuclear hormone receptor-associated conditions such as cancer and immune disorders, and pharmaceutical compositions containing such compounds.

  融合的环状化合物，使用这种化合物治疗与核激素受体相关的疾病，如癌症和免疫紊乱的方法，以及包含这种化合物的制药组合物。
• Synthesis and antidepressant-like action of stereoisomers of imidobenzenesulfonylaziridines in mice evaluated in the forced swimming test
  作者：Filipe S. Duarte、Evilazio da S. Andrade、Ricardo A. Vieira、Marina Uieara、Ricardo J. Nunes、Thereza C.M. de Lima

  DOI：10.1016/j.bmc.2006.03.036

  日期：2006.8

  The present study describes the chemical synthesis and pharmacological evaluation of a new series of eleven compounds stereoisomers of imidobenzenesulfonylaziridines in the forced-swimming test (FST) in mice. The pharmacological results of these compounds show that six of them, given intraperitoneally, reduced the immobility time of mice evaluated in the FST, an-antidepressant-like profile of action similar to imipramine, a well-known standard antidepressant drug used for comparison, without compromising the animals' motor performance. The putative antidepressant-like action demonstrated here indicates their viability for the development of new therapeutic options for the treatment of depression. (c) 2006 Published by Elsevier Ltd.
• 4-(3,4-Dichlorophenyl)-9-(4-methylphenylsulfonyl)-4,9-diazatetracyclo[5.3.1.0^2,6.0^8,10]undecane-3,5-dione and 4-(4-chlorophenyl)-9-(4-methylphenylsulfonyl)-4,9-diazatetracyclo[5.3.1.0^2,6.0^8,10]undecane-3,5-dione
  作者：Adailton J. Bortoluzzi、Evilazio S. Andrade、Ricardo J. Nunes

  DOI：10.1107/s0108270104015550

  日期：2004.8.15

  The title compounds, C22H18Cl2N2O4S, (I), and C22H19ClN2-O4S, (II), respectively, are structural cyclic imide analogues of pharmaceutical interest. The configurations exo-endo for ( I) and endo-endo for (II) were established.
• US7655688B2
  申请人：——

  公开号：US7655688B2

  公开（公告）日：2010-02-02