(2R,5aR,7R,10aR)-2,7-bis(benzyloxy)tetrahydro-5a,10a-epidithiodipyrrolo[1,2-a:1',2'-d]pyrazine-5,10(1H,6H)-dione | 1354723-82-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2R,5aR,7R,10aR)-2,7-bis(benzyloxy)tetrahydro-5a,10a-epidithiodipyrrolo[1,2-a:1',2'-d]pyrazine-5,10(1H,6H)-dione
• 英文别名: (1R,5R,7R,11R)-5,11-bis(phenylmethoxy)-13,14-dithia-3,9-diazatetracyclo[5.5.2.01,9.03,7]tetradecane-2,8-dione
• CAS: 1354723-82-2
• 化学式: C₂₄H₂₄N₂O₄S₂
• 分子量: 468.598
• InChiKey: RLFAHGILVVYGKS-FAYOUJPWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  110
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (2R,4S,7R,9S)-2,7-bis(benzyloxy)octahydrodipyrrolo[1,2-a:1',2'-d]pyrazine-5,10-dione 在 1,2,3,4,5,6,7,8-八硫杂环辛烷 、 sodium hexamethyldisilazane 、 sodium tetrahydroborate 、 potassium triiodide 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 1.5h， 以42%的产率得到(2R,5aR,7R,10aR)-2,7-bis(benzyloxy)tetrahydro-5a,10a-epidithiodipyrrolo[1,2-a:1',2'-d]pyrazine-5,10(1H,6H)-dione
  参考文献：
  名称：

  Thiolation of symmetrical and unsymmetrical diketopiperazines

  摘要：

  本文介绍了将硫单元引入各种对称和不对称二酮哌嗪（DKPs）的方法。我们利用几种碱和亲电硫试剂研究了不同的硫代方法，从而得到了单甲硫基、双（甲硫基）和表硫基 DKPs。它们的形成是非对映选择性的，有利于应用于许多硫代二酮哌嗪（TDKP）天然产物的全合成。此外，还给出了可能的副反应以及所获产物的机理研究和立体化学结构分配。

  DOI：

  10.1039/c2ob06663g

文献信息

• Epidithiodioxopiperazine compound or its derivatives, and the use thereof
  申请人：VASTHERA Co. Ltd.

  公开号：US10450327B2

  公开（公告）日：2019-10-22

  The present invention relates to an epidithiodioxopiperazine derivative represented by the following Chemical Formula 1 or its reduced derivative; a method for preparing a compound represented by Chemical Formula 1 having improved intracellular permeability and mimicking the activity of 2-Cys-Prx in its reduced form in the cells; a pharmaceutical composition for preventing or treating vascular diseases comprising an epidithiodioxopiperazine compound or its derivatives or pharmaceutically acceptable salts thereof as an active ingredient; a drug delivery device for local administration including the pharmaceutical composition; and a pharmaceutical composition for inhibiting melanoma metastasis comprising the epidithiodioxopiperazine compound or its derivatives or pharmaceutically acceptable salts thereof as an active ingredient.

  本发明涉及一种由以下化学式1代表的表二硫代二酮哌嗪衍生物或其还原衍生物；一种制备由化学式1代表的化合物的方法，该化合物具有更好的细胞内渗透性，并能模拟细胞内还原形式的2-Cys-Prx的活性；一种用于预防或治疗血管疾病的药物组合物，其活性成分包括表二硫基二氧代哌嗪化合物或其衍生物或其药学上可接受的盐类；一种用于局部给药的给药装置，其活性成分包括该药物组合物；以及一种用于抑制黑色素瘤转移的药物组合物，其活性成分包括表二硫基二氧代哌嗪化合物或其衍生物或其药学上可接受的盐类。
• EPIDITHIODIOXOPIPERAZINE COMPOUND OR ITS DERIVATIVES, AND THE USE THEREOF
  申请人：EWHA UNIVERSITY-INDUSTRY COLLABORATION FOUNDATION

  公开号：US20170239261A1

  公开（公告）日：2017-08-24

  The present invention relates to an epidithiodioxopiperazine derivative represented by the following Chemical Formula 1 or its reduced derivative; a method for preparing a compound represented by Chemical Formula 1 having improved intracellular permeability and mimicking the activity of 2-Cys-Prx in its reduced form in the cells; a pharmaceutical composition for preventing or treating vascular diseases comprising an epidithiodioxopiperazine compound or its derivatives or pharmaceutically acceptable salts thereof as an active ingredient; a drug delivery device for local administration including the pharmaceutical composition; and a pharmaceutical composition for inhibiting melanoma metastasis comprising the epidithiodioxopiperazine compound or its derivatives or pharmaceutically acceptable salts thereof as an active ingredient.
• US9765090B2
  申请人：——

  公开号：US9765090B2

  公开（公告）日：2017-09-19