7-(Hydroxymethyl)-11-methyl-8,9-dithia-5,11-diazatricyclo[5.2.2.01,5]undecane-6,10-dione | 1419872-06-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 7-(Hydroxymethyl)-11-methyl-8,9-dithia-5,11-diazatricyclo[5.2.2.01,5]undecane-6,10-dione
• 英文别名: 7-(hydroxymethyl)-11-methyl-8,9-dithia-5,11-diazatricyclo[5.2.2.01,5]undecane-6,10-dione
• CAS: 1419872-06-2
• 化学式: C₉H₁₂N₂O₃S₂
• 分子量: 260.338
• InChiKey: KZPTVUZXCYSPEZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  111
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N--(S)-serine methylester 在 咪唑 、 ammonium hydroxide 、 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 palladium 10% on activated carbon 、 三氟化硼乙醚 、 硫化氢 、 氢气 、 碘 、 三正丁基氢锡 、 sodium hydride 作用下， 以 甲醇 、 四氯化碳 、 乙醇 、 二氯甲烷 、 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 生成 7-(Hydroxymethyl)-11-methyl-8,9-dithia-5,11-diazatricyclo[5.2.2.01,5]undecane-6,10-dione 、 7-(Hydroxymethyl)-12-methyl-8,9,10-trithia-5,12-diazatricyclo[5.3.2.01,5]dodecane-6,11-dione
  参考文献：
  名称：

  Epidithiodiketopiperazine as a pharmacophore for protein lysine methyltransferase G9a inhibitors: Reducing cytotoxicity by structural simplification

  摘要：

  Chaetocin (1), a structurally complex epidithiodiketopiperazine (ETP) alkaloid produced by Chaetomium minutum, is a potent inhibitor of protein lysine methyltransferase G9a, which plays important roles in many biological processes. Here we present our synthetic investigations to identify a simple prototype G9a inhibitor structure based on structure-activity relationship (SAR) studies on chaetocin derivatives. The simple derivative PS-ETP-1 (14) was found to be a potent G9a inhibitor with greatly reduced cytotoxicity. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.11.087

文献信息

• [EN] T-CELL LYMPHOMA TREATMENTS<br/>[FR] TRAITEMENTS DE LYMPHOME T
  申请人：HOPE CITY

  公开号：WO2018232274A1

  公开（公告）日：2018-12-20

  Described herein are methods for treating T-cell lymphoma in a subject in need thereof, comprising administering to the subject in need thereof, an ETP compound. Also described herein are pharmaceutical compositions and compositions for use that include such ETP compound.

  本文描述了治疗需要的T细胞淋巴瘤的方法，包括向需要的受试者施用ETP化合物。本文还描述了包含这种ETP化合物的药物组合物和用途组合物。
• ETP derivatives
  申请人：City of Hope

  公开号：US10246471B2

  公开（公告）日：2019-04-02

  Provided herein, inter alia, is the synthesis of ETP derivatives. The uses of the ETP derivatives described herein include treatment of cancer.

  本文特别提供了 ETP 衍生物的合成方法。本文所述 ETP 衍生物的用途包括治疗癌症。
• Synthesis of ETP derivatives
  申请人：CITY OF HOPE

  公开号：US11230560B2

  公开（公告）日：2022-01-25

  Provided herein, inter alia, is the synthesis of ETP derivatives. The synthetic methods described herein include converting a ring bridging trisulfide compound of formula to a ring bridging disulfide compound of formula Also provided herein are compositions comprising thereof.

  本文特别提供了 ETP 衍生物的合成方法。本文所述的合成方法包括将环桥三硫化物化合物转化为式 转化为式 本文还提供了由其组成的组合物。
• ETP DERIVATIVES
  申请人：City of Hope

  公开号：EP2909214B1

  公开（公告）日：2020-07-22
• SYNTHESIS OF ETP DERIVATIVES
  申请人：CITY OF HOPE

  公开号：US20200277307A1

  公开（公告）日：2020-09-03

  Provided herein, inter alia, is the synthesis of ETP derivatives. The synthesis methods described herein include converting a ring bridging trisulfide compound to a ring bridging disulfide compound. Also provided herein are compositions, which include ring bridging trisulfide compounds and ring bridging disulfide compounds.