<4.3.3>propellane-8,11-dione | 21301-38-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: <4.3.3>propellane-8,11-dione
• 英文别名: tricyclic[4.3.3]propellane dione；[4.3.3.0] propellane-8,11-dione；[4.3.3]propellane-8,11-dione；<4.3.3>Propellandion-(8,11)；<4.3.3>-Propelladion-8,11；[4.3.3]-Propelladion-8,11；Tricyclo[4.3.3.0.(1,6)]dodecan-8,11-dione；tricyclo[4.3.3.01,6]dodecane-8,11-dione
• CAS: 21301-38-2
• 化学式: C₁₂H₁₆O₂
• 分子量: 192.258
• InChiKey: QXKAECXNXLBQFV-UHFFFAOYSA-N

物化性质

• 沸点：
  351.1±35.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.83
• 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：

  <4.3.3>propellane-8,11-dione 生成 8-N,8-N,11-N,11-N-tetramethyltricyclo[4.3.3.01,6]dodecane-8,11-diamine
  参考文献：
  名称：

  ZONES, STACEY I.;SANTILLI, DONALD S.;ZIEMER, JAMES N.;HOLTERMANN, DENNIS +

  摘要：

  DOI：
• 作为产物：
  描述：

  <4.4.4>Propelladien-3,8 生成 <4.3.3>propellane-8,11-dione
  参考文献：
  名称：

  螺旋桨—IX：四烯丙基丙炔的碳环和杂环化合物及有机金属衍生物

  摘要：

  通过多次（分子内）狄克曼缩合和丙二酮四酮通过狄尔斯-阿尔德反应制备了丙烷二酮和丙炔三酮。描述了混合氧杂-硫杂和多氧杂和多硫杂[3.3.3]丙炔的合成。已经制备了四烯丙基丙二烷的双-三铁羰基衍生物。

  DOI：

  10.1016/s0040-4020(01)83257-9

文献信息

• Cycloaddition von N-phenyltriazolindion an 1,5-dialkyl substituierte semibullvalene
  作者：R. Askani、R. Kirsten、B. Dugall

  DOI：10.1016/0040-4020(81)80010-5

  日期：1981.1

  Starting from bicyclo[3.3.0]octa-3,7-diones, several 3- and 7-substituted semibullvalenes were prepared. Cycloaddition of N-phenyltriazolindione to some of these semibullvalenes lead with rearrangement of the carbon skeleton to dihydrodiazatriquinacenes. Deazoniation of the diazatriquinacenes obtained from the cycloadducts above occurred at 80° to semibullvalenes.

  从双环[3.3.0]八-3，7-二酮开始，制备了几种3-和7-取代的半牛戊烯。N-苯基三唑啉二酮与这些半布尔戊烯中的一些环加成导致碳骨架重排成二氢二氮杂三喹并酮。由以上环加合物获得的二氮杂三喹并酮在80°发生脱氮重氮反应。
• Propellanes as Rigid Scaffolds for the Stereodefined Attachment of σ-Pharmacophoric Structural Elements to Achieve σ Affinity
  作者：Héctor Torres-Gómez、Constantin Daniliuc、Dirk Schepmann、Erik Laurini、Sabrina Pricl、Bernhard Wünsch

  DOI：10.3390/ijms22115685

  日期：——

  Following the concept of conformationally restriction of ligands to achieve high receptor affinity, we exploited the propellane system as rigid scaffold allowing the stereodefined attachment of various substituents. Three types of ligands were designed, synthesized and pharmacologically evaluated as σ1 receptor ligands. Propellanes with (1) a 2-methoxy-5-methylphenylcarbamate group at the “left” five-membered

  遵循配体构象限制以实现高受体亲和力的概念，我们利用螺旋桨系统作为刚性支架，允许各种取代基的立体连接。作为σ 1受体配体设计、合成并进行了药理学评价的三种配体。(1) 在“左”五元环上有一个 2-methoxy-5-methylphenylcarbamate 基团和在“右”侧有多个氨基的螺旋桨烷；(2) 研究了“右侧”的苄基氨基或类似氨基部分和左侧五元环的各种取代基，以及 (3) 一个五元环上的各种脲衍生物。苯甲氨基取代的氨基甲酸酯syn,syn - 4a表现出最高的σ 1四个立体异构体组内的亲和力强调了立体化学的重要性。在螺旋桨支架上没有进一步取代基的环己基甲基胺18显示出意想不到的高 σ 1亲和力 ( Ki = 34 nM)，证实了环己基甲基氨基部分对苄氨基部分的生物等排取代的相关性。通过将氨基部分并入螺旋桨烷骨架中，碱性氨基部分与“左”疏水区域之间的距离减少，导致氮杂螺旋桨烷具有特别高的
• SSZ‐27: A Small‐Pore Zeolite with Large Heart‐Shaped Cavities Determined by Using Multi‐crystal Electron Diffraction
  作者：Stef Smeets、Stacey I. Zones、Dan Xie、Lukáš Palatinus、Jesus Pascual、Son‐Jong Hwang、Joel E. Schmidt、Lynne B. McCusker

  DOI：10.1002/anie.201905049

  日期：2019.9.9

  The high‐silica zeolite SSZ‐27 was synthesized using one of the isomers of the organic structure‐directing agent that is known to produce the large‐pore zeolite SSZ‐26 (CON). The structure of the as‐synthesized form was solved using multi‐crystal electron diffraction data. Data were collected on eighteen crystals, and to obtain a high‐quality and complete data set for structure refinement, hierarchical

  高硅沸石 SSZ-27 是使用已知可产生大孔沸石 SSZ-26 ( CON )的有机结构导向剂的异构体之一合成的。使用多晶电子衍射数据解析了合成形式的结构。收集了十八个晶体的数据，为了获得高质量且完整的数据集用于结构精修，采用层次聚类分析来选择最适合合并的数据集。SSZ-27的框架结构可以描述为两种类型空腔的组合，其中一种空腔的形状像心形。这些空腔通过共享的 8 环窗口连接，形成直线通道，这些直线通道成对连接在一起，形成一维通道系统。一旦知道了框架结构，就可以使用分子模型来寻找最合适的异构体，然后将其分离以改善 SSZ-27 的合成条件。
• 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.
• Weber,R.W.; Cook,J.M., Canadian Journal of Chemistry, 1978, vol. 56, p. 189 - 192
  作者：Weber,R.W.、Cook,J.M.

  DOI：——

  日期：——