1,4-dithiane-2,5-dithiol | 645404-26-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二噻烷
• 英文名称: 1,4-dithiane-2,5-dithiol
• CAS: 645404-26-8
• 化学式: C₄H₈S₄
• 分子量: 184.372
• InChiKey: JFLJVRLBIZHFSU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  52.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,4-dithiane-2,5-dithiol 、 氰乙酸乙酯 在 吗啉 、 sulfur 、 三乙胺 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 以71%的产率得到2-氨基噻吩-3-甲酸乙酯
  参考文献：
  名称：

  Thieno[3,2-c]pyran-4-one based novel small molecules: Their synthesis, crystal structure analysis and in vitro evaluation as potential anticancer agents

  摘要：

  Novel thieno[3,2-c]pyran-4-one based small molecules were designed as potential anticancer agents. Expeditious synthesis of these compounds was carried out via a multi-step sequence consisting of few steps such as Gewald reaction, Sandmeyer type iodination, Sonogashira type coupling followed by iodocyclization and then Pd-mediated various C-C bond forming reactions. The overall strategy involved the construction of thiophene ring followed by the fused pyranone moiety and then functionalization at C-7 position of the resultant thieno[3,2-c]pyran-4-one framework. Some of the compounds synthesized showed selective growth inhibition of cancer cells in vitro among which two compounds for example, 5d and 6c showed IC50 values in the range of 2.0-2.5 mu M. The crystal structure analysis of an active compound along with hydrogen bonding patterns and molecular arrangement present within the molecule is described. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.04.109
• 作为产物：
  描述：

  cis-Dimercapto-ethylen 在 hydroxide 作用下， 生成 1,4-dithiane-2,5-dithiol
  参考文献：
  名称：

  - und -dimercaptoäthylen

  摘要：

  DOI：

  10.1016/s0040-4039(01)99593-0

文献信息

• Compositions and methods of inhibiting metallo-β-lactamases
  申请人：Case Western Reserve University

  公开号：US09597319B2

  公开（公告）日：2017-03-21

  A method of treating a bacterial infection in a subject in need thereof includes administering to the subject therapeutically effective amounts of at least one β-lactam antibiotic and at least one bisthiazolidine metallo-β-lactamase inihibitor.

  治疗需要的受试者身上的细菌感染的方法包括向受试者施用至少一种β-内酰胺抗生素和至少一种双噻唑啉金属β-内酰胺酶抑制剂的治疗有效量。
• Ligand-free Pd-catalyzed C–N cross-coupling/cyclization strategy: An unprecedented access to 1-thienyl pyrroloquinoxalines for the new approach towards apoptosis
  作者：Sunder Kumar Kolli、Ali Nakhi、Sivakumar Archana、Maneesha Saridena、Girdhar Singh Deora、Swapna Yellanki、Raghavender Medisetti、Pushkar Kulkarni、R. Ramesh Raju、Manojit Pal

  DOI：10.1016/j.ejmech.2014.08.057

  日期：2014.10

  The link between PDE4 and apoptosis prompted us to design and synthesize for the first time a series of novel 1-thienyl pyrroloquinoxalines as potential PDE4 inhibitors/apoptotic agents. A ligand-free Pd-catalyzed C-N cross-coupling/cyclization strategy has been developed for the rapid and milder access to this class of compounds some of which showed interesting pharmacological properties when tested in vitro and in zebrafish embryos. (C) 2014 Elsevier Masson SAS. All rights reserved.