9,10-Benzo-bicyclo[3.3.2]dec-9-en-3,7-dion | 23697-29-2

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 9,10-Benzo-bicyclo[3.3.2]dec-9-en-3,7-dion
• 英文别名: 5,9-Propano-7H-benzocycloheptene-7,11-dione, 5,6,8,9-tetrahydro-；tricyclo[6.3.3.02,7]tetradeca-2,4,6-triene-10,13-dione
• CAS: 23697-29-2
• 化学式: C₁₄H₁₄O₂
• 分子量: 214.264
• InChiKey: CMEXKOBQJDRDQA-UHFFFAOYSA-N

物化性质

• 沸点：
  397.8±42.0 °C(Predicted)
• 密度：
  1.182±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  9,10-Benzo-bicyclo[3.3.2]dec-9-en-3,7-dion 在 disodium hydrogenphosphate 、 sodium amalgam 、 正丁基锂 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 89.0h， 生成 C₂₈H₂₆
  参考文献：
  名称：

  7-乙基亚双环[3.3.2] decan-3-one的环过环化产物

  摘要：

  烯酮的反应1与甲苯p在回流下在溶剂甲苯-sulphonic酸配环闭合的产品7 - 11。

  DOI：

  10.1039/p19910001221
• 作为产物：
  描述：

  6,8-dimethyl 7-oxo-7H-benzo[7]annulene-6,8-dicarboxylate 在 盐酸 、 二乙胺 作用下， 以 溶剂黄146 、 乙腈 为溶剂， 生成 9,10-Benzo-bicyclo[3.3.2]dec-9-en-3,7-dion
  参考文献：
  名称：

  Foehlisch,B. et al., Justus Liebigs Annalen der Chemie, 1973, p. 1839 - 1850

  摘要：

  DOI：

文献信息

• Alternative syntheses of bridgehead polycyclic 1,2-diamines and 2-aminoalcohols from di- and mono-oximes of some bicyclic diketones: Highly improved synthesis of tricyclo[3.3.1.03,7]nonane-3,7-diamine
  作者：Pelayo Camps、Diego Muñoz-Torrero

  DOI：10.1016/s0040-4039(00)76863-8

  日期：1994.5

  Bridgehead polycyclic 1,2-diamines 4a and 4b have been obtained from dioximes 2a and 2b, respectively, by two alternative procedures: a) m-chloroperbenzoic acid oxidative coupling to 3a and 3b, followed by reduction with aluminum amalgam, and b) reductive coupling with aluminum amalgam. Similarly, the related 2-aminoalcohols 9a and 9b have been obtained from the corresponding monooximes 7a and 7b.

  通过两种替代方法分别从二肟2a和2b获得桥头多环1,2-二胺4a和4b：a）间氯过苯甲酸氧化偶联至3a和3b，然后用铝汞齐还原，和b）还原性与铝汞合金耦合。类似地，已经从相应的单肟7a和7b获得了相关的2-氨基醇9a和9b。
• Synthesis of bridged dibenzo[14]annulene quinones
  作者：Aviv Gazit

  DOI：10.1039/c39860000445

  日期：——

  A general and efficient route to the title quinones and their physical properties are presented.

  介绍了标题苯醌及其物理性质的一般有效途径。
• Synthesis and evaluation of tacrine-related compounds for the treatment of Alzheimer's disease
  作者：F Aguado、A Badía、JE Baños、F Bosch、C Bozzo、P Camps、J Contreras、M Dierssen、C Escolano、DM Görbig、D Muñoz-Torrero、MD Pujol、M Simón、MT Vázquez、NM Vivas

  DOI：10.1016/0223-5234(94)90039-6

  日期：1994.1

  A number of polycyclic compounds related to tacrine have been prepared by condensation of ortho-aminobenzonitriles and 2-aminocyclopentenecarbonitrile with several C2v-symmetric diketones under AlCl3 or ZnCl2 catalysis. Monocondensation products 8 together with syn- and anti-dicondensation products 9 and 10, respectively, were formed in different proportions depending mainly on the starting diketone. These compounds were separated by column chromatography, fully characterized by spectroscopic and elemental analyses and tested as acetylcholinesterase (AchE) inhibitors. Syn- and anti-compounds 9 and 10, derived from diketones 7y and 7z, have significant anti-AchE activity although compounds 8 and derivatives of diketones 7v, 7w and 7x were inactive in the range of concentrations studied. Compound 9ay was the mdst potent of the group, being 4.4-fold less active than tacrine as anti-AchE in biochemical assays, but only slightly less potent in biological studies and 3-fold less toxic. Compound 9ay was also able to reverse cognitive deficits in middle-aged rats.
• Synthesis and evaluation of tacrine–Huperzine a hybrids as acetylcholinesterase inhibitors of potential interest for the treatment of alzheimer’s disease
  作者：Albert Badia、Josep E. Baños、Pelayo Camps、Joan Contreras、Diana M. Görbig、Diego Muñoz-Torrero、Montserrat Simón、Nuria M. Vivas

  DOI：10.1016/s0968-0896(98)00015-7

  日期：1998.4

  Seventeen polycyclic compounds related to tacrine and huperzine A have been prepared as racemic mixtures and tested as acetylcholinesterase (AChE) inhibitors. The conjunctive pharmacomodulation of huperzine A (carbobicyclic substructure) and tacrine (4-aminoquinoline substructure) led to compound 7jy, 2.5 times less active than tacrine as AChE inhibitor, but much more active than its (Z)-stereoisomer (7iy). Derivatives 7dy and 7ey, lacking the ethylidene substituent, showed to be more active than tacrine. Many other structural modifications of 7jy led to less active compounds. Compounds 7dy and 7ey also showed to be much more active than tacrine in reversing the partial neuromuscular blockade induced by d-tubocurarine. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Amini; Bishop, Roger, Australian Journal of Chemistry, 1983, vol. 36, # 12, p. 2465 - 2472
  作者：Amini、Bishop, Roger

  DOI：——

  日期：——