1,2,3,4,4a,6,7,8a-octahydro-1,4-ethanonaphthalene-5,8-dione | 54143-38-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,2,3,4,4a,6,7,8a-octahydro-1,4-ethanonaphthalene-5,8-dione
• 英文别名: Tricyclo<6.2.2.0^2,7>dodecan-3,6-dion；tricyclo[6.2.2.02,7]dodecane-3,6-dione；Tricyclo[6.2.2.02,7]dodecane-3,6-dione
• CAS: 54143-38-3；55280-83-6
• 化学式: C₁₂H₁₆O₂
• 分子量: 192.258
• InChiKey: VEMWZIACYOROEQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  4.0
• 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：

  1,2,3,4,4a,6,7,8a-octahydro-1,4-ethanonaphthalene-5,8-dione 在 硫酸 、 吡啶盐酸盐 、 2,2-二甲氧基丙烷 作用下， 以 苯 为溶剂， 生成 4-Allyl-tricyclo[6.2.2.02,7]dodeca-2,4,6-trien-3-ol
  参考文献：
  名称：

  Vecchietti; Lauria; Tommasini, European Journal of Medicinal Chemistry, 1974, vol. 9, # 5, p. 501 - 507

  摘要：

  DOI：
• 作为产物：
  描述：

  1,4,4a,6,7,8a-hexahydro-1,4-ethanonaphtalene-5,8-dione 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 以93%的产率得到1,2,3,4,4a,6,7,8a-octahydro-1,4-ethanonaphthalene-5,8-dione
  参考文献：
  名称：

  Three-Dimensionally-Modified Tetracyanoquinodimethanes and Their Charge-Transfer Complexes with Tetrathiafulvalene Derivatives Having a Wide Range of Ionicity

  摘要：

  制备了八种不同的1:1电荷转移（CT）复合物，使用四氢巴伦烯-四氰基喹啉二甲烷（THBTCNQ）、二氢巴伦烯-四氰基喹啉二甲烷（DHBTCNQ）、单苯巴伦烯-四氰基喹啉二甲烷（MBBTCNQ）和二苯巴伦烯-四氰基喹啉二甲烷（DBBTCNQ）作为TCNQ型受体，四硫富瓦烯（TTF）、双（四甲烯）-四硫富瓦烯（OMTTF）和四甲基-四硫富瓦烯（TMTTF）作为TTF型施体。这些复合物可根据CT程度和压缩粉末的电阻率大小分为三组：I–III。I组复合物具有小带隙半导体特性和中等的CT，II组复合物表现为低导电性和小CT，而III组复合物则具有低导电性和完全CT。通过比较这三组CT复合物的电子吸收光谱与已知晶体结构复合物的光谱，讨论了这三组复合物的堆叠模式。对OMTTF–DBBTCNQ的晶体结构分析表明，它是第一例具有规则混合堆叠模式的高离子CT复合物，属于TTF–TCNQ类型。这三组含有庞大受体基团的复合物在研究有机CT复合物的晶体特性方面具有理论意义。

  DOI：

  10.1246/bcsj.59.207

文献信息

• Protein-protein interaction antagonist screening libraries based upon 1,4-disubstituted naphthalenes and related scaffolds
  申请人：Hangauer G. David

  公开号：US20050153366A1

  公开（公告）日：2005-07-14

  The present invention relates to 1,4-disubstituted naphthalene scaffold compounds and other closely related scaffold compounds. The present invention also relates to combinatorial libraries of such compounds. In addition, the present invention relates to a method of identifying a protein-protein interaction antagonist. The method first involves providing a compound as described herein. Next, the compound is contacted with interacting proteins of a protein-protein interaction target complex, whereby the compound is allowed to compete with the interacting proteins. Then, the activity of the compound for inhibiting formation of the protein-protein interaction target complex is measured. Finally, the compound that inhibits formation of the protein-protein interaction target complex is identified as a protein-protein interaction antagonist. Also disclosed is a method for modulating a protein-protein interaction. The method involves contacting interacting proteins of a protein-protein interaction target with a compound as described herein, whereby the protein-protein interaction between the interacting proteins is modulated.

  本发明涉及1,4-二取代萘骨架化合物及其他密切相关的骨架化合物。本发明还涉及这些化合物的组合式库。此外，本发明涉及一种鉴定蛋白质-蛋白质相互作用拮抗剂的方法。该方法首先涉及提供本文描述的化合物。接下来，将该化合物与蛋白质-蛋白质相互作用目标复合物的相互作用蛋白质接触，使该化合物能够与相互作用蛋白质竞争。然后，测量该化合物抑制蛋白质-蛋白质相互作用目标复合物形成的活性。最后，确定抑制蛋白质-蛋白质相互作用目标复合物形成的化合物为蛋白质-蛋白质相互作用拮抗剂。还公开了一种调节蛋白质-蛋白质相互作用的方法。该方法涉及将本文描述的化合物与蛋白质-蛋白质相互作用目标的相互作用蛋白质接触，从而调节相互作用蛋白质之间的蛋白质-蛋白质相互作用。
• US7662750B2
  申请人：——

  公开号：US7662750B2

  公开（公告）日：2010-02-16
• Vecchietti; Lauria; Tommasini, European Journal of Medicinal Chemistry, 1974, vol. 9, # 5, p. 501 - 507
  作者：Vecchietti、Lauria、Tommasini、Bergamaschi

  DOI：——

  日期：——
• Three-Dimensionally-Modified Tetracyanoquinodimethanes and Their Charge-Transfer Complexes with Tetrathiafulvalene Derivatives Having a Wide Range of Ionicity
  作者：Kazuhiro Nakasuji、Masakatsu Nakatsuka、Hideki Yamochi、Ichiro Murata、Shigeharu Harada、Nobutami Kasai、Kimiaki Yamamura、Jiro Tanaka、Gunzi Saito、Toshiaki Enoki、Hiroo Inokuchi

  DOI：10.1246/bcsj.59.207

  日期：1986.1

  Eight different 1:1 charge-transfer(CT) complexes were prepared using tetrahydrobarreleno-tetracyanoquinodimethane(THBTCNQ), dihydrobarreleno-tetracyanoquinodimethane(DHBTCNQ), monobenzobarreleno-tetracyanoquinodimethane(MBBTCNQ), and dibenzobarreleno-tetracyanoquinodimethane(DBBTCNQ) as tetracyanoquinodimethane(TCNQ)-type acceptors, and tetrathiafulvalene(TTF), bis(tetramethyene)-tetrathiafulvalene(OMTTF), and tetramethyl-tetrathiafulvalene(TMTTF) as TTF-type donors. The complexes can be classified into three distinct groups, I–III, on the basis of the magnitude of both the degree of CT and the electrical resistivity of compacted powders. Group-I complexes are characterized by a small band gap semiconductivity and moderate CT, group-II complexes by low conductivity and small CT, and group III complexes by low conductivity and complete CT. The stacking mode of the three groups of complexes are discussed, by comparing the electronic absorption spectra of the three groups of CT complexes with those of the complexes for which the crystal structures are known. A crystal structure analysis of OMTTF–DBBTCNQ revealed that it is the first example of a highly ionic CT complex of a TTF–TCNQ type with a regular mixed stacking mode. These three groups of complexes containing bulky acceptor groups will be of theoretical interest in studying the crystal properties of organic CT complexes.

  制备了八种不同的1:1电荷转移（CT）复合物，使用四氢巴伦烯-四氰基喹啉二甲烷（THBTCNQ）、二氢巴伦烯-四氰基喹啉二甲烷（DHBTCNQ）、单苯巴伦烯-四氰基喹啉二甲烷（MBBTCNQ）和二苯巴伦烯-四氰基喹啉二甲烷（DBBTCNQ）作为TCNQ型受体，四硫富瓦烯（TTF）、双（四甲烯）-四硫富瓦烯（OMTTF）和四甲基-四硫富瓦烯（TMTTF）作为TTF型施体。这些复合物可根据CT程度和压缩粉末的电阻率大小分为三组：I–III。I组复合物具有小带隙半导体特性和中等的CT，II组复合物表现为低导电性和小CT，而III组复合物则具有低导电性和完全CT。通过比较这三组CT复合物的电子吸收光谱与已知晶体结构复合物的光谱，讨论了这三组复合物的堆叠模式。对OMTTF–DBBTCNQ的晶体结构分析表明，它是第一例具有规则混合堆叠模式的高离子CT复合物，属于TTF–TCNQ类型。这三组含有庞大受体基团的复合物在研究有机CT复合物的晶体特性方面具有理论意义。