1,4,7-trithiacyclodecane-9-one | 126106-48-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,4,7-trithiacyclodecane-9-one
• 英文别名: 1,4,7-trithiacyclodecan-9-one；1,4,7-Trithiecan-9-one
• CAS: 126106-48-7
• 化学式: C₇H₁₂OS₃
• 分子量: 208.37
• InChiKey: PSJFCQUSSPFVQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  93
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,4,7-trithiacyclodecane-9-one 在 对甲苯磺酸 、 一水合肼 作用下， 以 甲苯 为溶剂， 反应 16.0h， 以57%的产率得到N-(1,4,7-trithiecan-9-ylideneamino)-1,4,7-trithiecan-9-imine
  参考文献：
  名称：

  Intra-versus inter-molecular azine formation in thiocrown ether chemistry

  摘要：

  叠氮是由酮官能化的硫代皇冠醚制备的；二酮的例子会发生分子内反应。

  DOI：

  10.1039/c39920001558
• 作为产物：
  描述：

  末端脱氧核苷酸转移酶 、 1,3-二氯丙酮 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 1,4,7-trithiacyclodecane-9-one
  参考文献：
  名称：

  Synthesis, complexation behaviour and reactions of thia-crown ethers incorporating propan-2-one units

  摘要：

  以1,3-二氯丙酮为原料制备的含酮官能团的硫杂环醚的收率可达70-80%；已确定了一个游离大环和两个碘化银复合物的晶体结构。

  DOI：

  10.1039/c39910000910

文献信息

• Synthesis and characterisation of thioether crown hydrazones, and palladium(II) and platinum(II) complexes of 6-(2,4-dinitrophenylhydrazono)-1,4,8,11-tetrathiacyclotetradecane
  作者：Liam R. Sutton、Alexander J. Blake、Wan-Sheung Li、Martin Schröder

  DOI：10.1039/a705996e

  日期：——

  Reaction of the functionalised thioether crowns [14]aneS4-6-one (1,4,8,11-tetrathiacyclotetradecan-6-one, L1) and [10]aneS3-9-one (1,4,7-trithiacyclodecan-9-one, L2) with 2,4-dinitrophenylhydrazine in a protic solvent under acidic catalysis afforded the corresponding hydrazones L3 and L4, respectively, in high yield. Reaction of [14]aneS4-6-one with p-nitrophenylhydrazine under similar conditions affords

  功能化的硫醚冠的反应[14] aneS 4 -6-one（1,4,8,11-四硫代环四癸烷-6-one，L 1）和[10] aneS 3 -9-one（1,4,7-在质子溶剂中，在酸性催化下，用2，4-二硝基苯肼与三噻吩并癸-9-1，L 2）分别以高收率得到相应的L 3和L 4。[14] aneS 4 -6-one与对硝基苯基肼在相似条件下反应，得到L L 5。L 3与[CN ]中的[Pd（MeCN）4 ] [BF 4 ] 2反应生成络合物[Pd（L3）] [BF 4 ] 2，而该配体与MeCN中的[Pt（EtCN） 4 ] [CF 3 SO 3 ] 2反应得到[Pt（L 3）] [CF 3 SO 3 ] 2。已经确定了L 3 -L 5和[Pd（L 3）] [BF 4 ] 2的单晶结构。在所有情况下，观察到π-π堆积，自由大环结晶为面共享部分的聚合物阵列。在[Pd（L 3）] 2+，π-π相互作用与平面[PdS
• Cesium dithiolate based syntheses of keto-functionalized thio-crown ethers employing the novel building block 1,3-dimercaptoacetone. Molecular structures of 2,5,9,12-tetrathia-7-oxo-(13)-m-benzenophane and 1,4,7,10,13-pentathiacyclohexadecan-15-one
  作者：Jilles J. H. Edema、Jan Buter、Franck S. Schoonbeek、Auke Meetsma、Fre van Bolhuis、Richard M. Kellogg

  DOI：10.1021/jo00073a019

  日期：1993.10

  Cyclization of the bis cesium thiolate (generated in situ) of 1,3-dimercaptoacetone (1) with alpha,omega-dihalides in DMF affords the corresponding cyclic thioethers in good yields, providing an efficient alternative route to keto-functionalized thio-crown ethers. A previously suggested dimeric structure for 1 is supported by NMR spectra, which also allow distinction between cis and trans isomers of 1. Equilibration between the isomers can also be followed by NMR. The molecular structures of two specific thio-crown ethers have been determined by X-ray crystallography. Crystal data for 2,5,9,12-tetrathia-7-oxo-(13)-m-benzenophane (8) at 130 K: triclinic, space group P-1; a = 7.230(1) angstrom, b = 8.690(1) angstrom, c = 13.253(1) angstrom, alpha = 83.153(7)-degrees, beta = 84.257(6)-degrees, gamma = 85.575(6)-gamma, Z = 2, mu(Mo Kalpha) = 5.5 cm-1, R = 0.029 (R(w) = 0.041) for 3082 reflections (I greater-than-or-equal-to 2.5sigma(I)). Crystal data for 1,4,7,10,13-pentathiacyclohexadecan-15-one (9) at 140 K: monoclinic, space group P2(1)/a; a = 16.558(1) angstrom, b = 5.399(1) angstrom, c = 16.734(1) angstrom, beta = 90.28(5)-degrees, Z = 4, mu(Mo Kalpha) = 7.3 cm-1, R = 0.048 (R(w) = 0.66) for 3021 reflections (I greater-than-or-equal-to 3sigma(I)).
• Development of Organometallic S6K1 Inhibitors
  作者：Jie Qin、Rajathees Rajaratnam、Li Feng、Jemilat Salami、Julie S. Barber-Rotenberg、John Domsic、Patricia Reyes-Uribe、Haiying Liu、Weiwei Dang、Shelley L. Berger、Jessie Villanueva、Eric Meggers、Ronen Marmorstein

  DOI：10.1021/jm5011868

  日期：2015.1.8

  Aberrant activation of S6 kinase 1 (S6K1) is found in many diseases, including diabetes, aging, and cancer. We developed ATP competitive organometallic kinase inhibitors, EM5 and FL772, which are inspired by the structure of the pan-kinase inhibitor staurosporine, to specifically inhibit S6K1 using a strategy previously used to target other kinases. Biochemical data demonstrate that EM5 and FL772 inhibit the kinase with IC50 value in the low nanomolar range at 100 mu M ATP and that the more potent FL772 compound has a greater than 100-fold specificity over S6K2. The crystal structures of S6K1 bound to staurosporine, EM5, and FL772 reveal that the EM5 and FL772 inhibitors bind in the ATP binding pocket and make S6K1-specific contacts, resulting in changes to the p-loop, alpha C helix, and aD helix when compared to the staurosporine-bound structure. Cellular data reveal that FL772 is able to inhibit S6K phosphorylation in yeast cells. Together, these studies demonstrate that potent, selective, and cell permeable S6K1 inhibitors can be prepared and provide a scaffold for future development of S6K inhibitors with possible therapeutic applications.
• Setzer, William N.; Cacioppo, Elizabeth L.; Guo, Qin, Inorganic Chemistry, 1990, vol. 29, # 14, p. 2672 - 2681
  作者：Setzer, William N.、Cacioppo, Elizabeth L.、Guo, Qin、Grant, Gregory J.、Kim, David D.、Hubbard, John L.、Vanderveer, Donald G.

  DOI：——

  日期：——
• Setzer, William N.; Cacioppo, Elizabeth L.; Grant, J. Gregory, Phosphorus, Sulfur and Silicon and the Related Elements, 1989, vol. 45, p. 223 - 230
  作者：Setzer, William N.、Cacioppo, Elizabeth L.、Grant, J. Gregory、Glass, Richard S.

  DOI：——

  日期：——