(S)-3-sulfanylpiperidine-1-carboxylic acid tert-butyl ester | 610285-62-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (S)-3-sulfanylpiperidine-1-carboxylic acid tert-butyl ester
• 英文别名: (S)-3-Mercapto-piperidine-1-carboxylic acid tert-butyl ester；tert-butyl (3S)-3-sulfanylpiperidine-1-carboxylate
• CAS: 610285-62-6
• 化学式: C₁₀H₁₉NO₂S
• 分子量: 217.332
• InChiKey: NVDQWJTWJOLALV-QMMMGPOBSA-N

物化性质

• 沸点：
  294.2±33.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  30.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-3-sulfanylpiperidine-1-carboxylic acid tert-butyl ester 、 5'-O-(苄基磺酰基)-2',3'-O-异亚丙基腺苷 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Constrained (l-)-S-adenosyl-l-homocysteine (SAH) analogues as DNA methyltransferase inhibitors

  摘要：

  Potent SAH analogues with constrained homocysteine units have been designed and synthesized as inhibitors of human DNMT enzymes. The five membered (2S,4S)-4-mercaptopyrrolidine-2-carboxylic acid, in 1a, was a good replacement for homocysteine, while the corresponding six-member counterpart was less active. Further optimization of 1a, changed the selectivity pro. le of these inhibitors. A Chloro substituent at the 2-position of 1a, compound 1d, retained potency against DNMT1, while N-6 alkylation, compound 7a, conserved DNMT3b2 activity. The concomitant substitutions of 1a at both 2- and N-6 positions reduced activity against both enzymes. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.132
• 作为产物：
  描述：

  Tert-butyl (3S)-3-(acetylthio)piperidine-1-carboxylate 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 0.25h， 生成 (S)-3-sulfanylpiperidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Constrained (l-)-S-adenosyl-l-homocysteine (SAH) analogues as DNA methyltransferase inhibitors

  摘要：

  Potent SAH analogues with constrained homocysteine units have been designed and synthesized as inhibitors of human DNMT enzymes. The five membered (2S,4S)-4-mercaptopyrrolidine-2-carboxylic acid, in 1a, was a good replacement for homocysteine, while the corresponding six-member counterpart was less active. Further optimization of 1a, changed the selectivity pro. le of these inhibitors. A Chloro substituent at the 2-position of 1a, compound 1d, retained potency against DNMT1, while N-6 alkylation, compound 7a, conserved DNMT3b2 activity. The concomitant substitutions of 1a at both 2- and N-6 positions reduced activity against both enzymes. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.132

文献信息

• HETEROARYL COMPOUNDS AND USES THEREOF
  申请人：Singh Juswinder

  公开号：US20100249092A1

  公开（公告）日：2010-09-30

  The present invention provides compounds, pharmaceutically acceptable compositions thereof, and methods of using the same.

  本发明提供化合物及其药学上可接受的组成物，以及使用它们的方法。
• Use of pleuromutilins for the treatment of disorders caused by helicobacter pylori
  申请人：Ascher Gerd

  公开号：US20050131023A1

  公开（公告）日：2005-06-16

  A method of preventing or treating diseases mediated by Helicobacter pylori, comprising administering to a subject in need of such treatment an effective amount of pleuromutilin.

  一种预防或治疗由幽门螺杆菌介导的疾病的方法，包括向需要此类治疗的受试者施用有效量的木杆菌素。
• Tuberculosis treatment
  申请人：Ascher Gerd

  公开号：US20050215637A1

  公开（公告）日：2005-09-29

  A method of preventing or treating diseases caused by Mycobacterium , comprising administering to a subject in need of such treatment an effective amount of a pleuromutilin.

  一种预防或治疗由分枝杆菌引起的疾病的方法，包括向需要此类治疗的受试者施用有效剂量的多粘菌素。
• Heteroaryl Compounds and Uses Thereof
  申请人：Singh Juswinder

  公开号：US20100029610A1

  公开（公告）日：2010-02-04

  The present invention provides compounds, pharmaceutically acceptable compositions thereof, and methods of using the same.

  本发明提供了化合物、其药学上可接受的组合物以及使用它们的方法。
• Tuberculosis treatment using pleuromutilin derivatives
  申请人：Ascher Gerd

  公开号：US20070270404A1

  公开（公告）日：2007-11-22

  A method of preventing or treating diseases caused by Mycobacterium , comprising administering to a subject in need of such treatment an effective amount of a pleuromutilin.

  一种预防或治疗由分枝杆菌引起的疾病的方法，包括向需要此类治疗的受试者施用足够量的苯丙醇霉素。