tert-butyl 4-[[(2S)-oxiran-2-yl]methyl]piperazine-1-carboxylate | 335165-58-7

• 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: tert-butyl 4-[[(2S)-oxiran-2-yl]methyl]piperazine-1-carboxylate
• CAS: 335165-58-7
• 化学式: C₁₂H₂₂N₂O₃
• 分子量: 242.318
• InChiKey: XDRGUPXMFDJOFK-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  45.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-[[(2S)-oxiran-2-yl]methyl]piperazine-1-carboxylate 在 盐酸 、 氨 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 37.0h， 生成 benzyl N-[(2R)-2-hydroxy-3-(4-methylpiperazin-1-yl)propyl]carbamate
  参考文献：
  名称：

  DIHYDROPTERIDINONE DERIVATIVES, PREPARATION PROCESS AND PHARMACEUTICAL USE THEREOF

  摘要：

  二氢吡啶酮衍生物、其制备方法及药用途被揭示。特别是，根据通用式(I)表示的新二氢吡啶酮衍生物，其中通用式(I)的每个取代基如描述中所定义，它们的制备过程，包含所述衍生物的药物组合物以及它们作为治疗剂的用途，特别是作为Plk激酶抑制剂的用途被揭示。

  公开号：

  US20120184543A1
• 作为产物：
  描述：

  左旋环氧氯丙烷 、 N-Boc-哌嗪 以 乙醇 为溶剂， 反应 12.0h， 以95%的产率得到tert-butyl 4-[[(2S)-oxiran-2-yl]methyl]piperazine-1-carboxylate
  参考文献：
  名称：

  DIHYDROPTERIDINONE DERIVATIVES, PREPARATION PROCESS AND PHARMACEUTICAL USE THEREOF

  摘要：

  公开号：

  EP2481739B1
• 作为试剂：
  描述：

  右旋环氧氯丙烷 、 N-Boc-哌嗪 在 silica gel 、 tert-butyl 4-[[(2S)-oxiran-2-yl]methyl]piperazine-1-carboxylate 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以to obtain the title compound tert-butyl 4-[[(2S)-oxiran-2-yl]methyl]piperazine-1-carboxylate 20a (9.20 g, yield: 95.0%) as a white solid的产率得到tert-butyl 4-[[(2S)-oxiran-2-yl]methyl]piperazine-1-carboxylate
  参考文献：
  名称：

  Dihydropteridinone derivatives, preparation process and pharmaceutical use thereof

  摘要：

  本发明公开了二氢吡啶酮衍生物、其制备方法和药用。具体而言，公开了由通式（I）表示的新的二氢吡啶酮衍生物，其中通式（I）的每个取代基如描述中所定义，它们的制备方法，包含所述衍生物的药物组合物以及它们作为治疗剂的用途，特别是作为Plk激酶抑制剂的用途。

  公开号：

  US08691822B2

文献信息

• 9-(Piperazinylalkyl)carbazoles as Bax-modulators
  申请人：Applied Research Systems ARS Holding N.V.

  公开号：EP1094063A1

  公开（公告）日：2001-04-25

  The present invention is related to piperazine derivatives of carbazole notably for use as pharmaceutically active compounds, as well as to pharmaceutical formulations containing such piperazine derivatives of carbazole. Said piperazine derivatives of carbazole are efficient modulators, in particular inhibitors, of the Bax function and/or activation. The present invention is furthermore related to novel piperazine derivatives of carbazole as well as methods of their preparation.

  本发明涉及哌嗪衍生物的咔唑，特别用作药用活性化合物，以及含有这种哌嗪衍生物的咔唑的药物配方。所述的哌嗪衍生物的咔唑是有效的调节剂，特别是Bax功能和/或激活的抑制剂。本发明还涉及新型哌嗪衍生物的咔唑以及其制备方法。
• 9-(PIPERAZINYLALKYL) CARBAZOLES AS BAX-MODULATORS
  申请人：HALAZY Serge

  公开号：US20120040933A1

  公开（公告）日：2012-02-16

  piperazine compounds for use as pharmaceutically active compounds and in pharmaceutical formulations that are useful for the treatment of disorders associated with apoptosis, including neurodegenerative disorders, diseases associated with polyglutamine tracts, epilepsy, ischemia, infertility, cardiovascular disorders, renal hypoxia, hepatitis and AIDS, where the piperazine compounds are represented by formula (I) and the terms R 0 , R 1 , R 2 , R 3 , k, l, m, n, and X are defined herein:

  使用哌嗪化合物作为药物活性化合物和制药配方，可用于治疗与凋亡相关的疾病，包括神经退行性疾病、多谷氨酸链相关疾病、癫痫、缺血、不育症、心血管疾病、肾脏缺氧、肝炎和艾滋病等。其中，哌嗪化合物由公式（I）表示，其中R0，R1，R2，R3，k，l，m，n和X的定义如下：
• 9-(piperazinylalkyl) carbazoles as bax-modulators
  申请人：Merck Serono SA

  公开号：US08053436B1

  公开（公告）日：2011-11-08

  The present invention is related to piperazine derivatives of carbazole of formula (I) notably for use as pharmaceutically active compounds, as well as to pharmaceutical formulations containing such piperazine derivatives of carbazole. Said piperazine derivatives of carbazole are efficient modulators, in particular efficient inhibitors, of the Bax function and/or activation. The present invention is furthermore related to novel piperazine derivatives of carbazole as well as methods of their preparation.

  本发明涉及公式(I)的咪唑衍生物的咔唑，特别是用作药物活性化合物的咪唑衍生物的咔唑，以及含有这种咪唑衍生物的咔唑的制药配方。所述的咪唑衍生物的咔唑是高效的调节因子，特别是高效的抑制剂，可用于Bax功能和/或激活。本发明还涉及新型咪唑衍生物的咔唑以及其制备方法。
• 9-(piperazinylalkyl) carbazoles as Bax-modulators
  申请人：Halazy Serge

  公开号：US08410110B2

  公开（公告）日：2013-04-02

  Piperazine compounds for use as pharmaceutically active compounds and in pharmaceutical formulations that are useful for the treatment of disorders associated with apoptosis, including neurodegenerative disorders, diseases associated with polyglutamine tracts, epilepsy, ischemia, infertility, cardiovascular disorders, renal hypoxia, hepatitis and AIDS, where the piperazine compounds are represented by formula (I) and the terms R0, R1, R2, R3, k, l, m, n, and X are defined herein:

  Piperazine化合物可用作药物活性化合物和制药配方，对于与凋亡有关的疾病的治疗有用，包括神经退行性疾病、与多谷氨酸氨基酸序列相关的疾病、癫痫、缺血、不孕症、心血管疾病、肾脏缺氧、肝炎和艾滋病，其中Piperazine化合物由公式（I）表示，术语R0、R1、R2、R3、k、l、m、n和X在此定义：
• 3,6-Dibromocarbazole Piperazine Derivatives of 2-Propanol as First Inhibitors of Cytochrome <i>c</i> Release via Bax Channel Modulation
  作者：Agnes Bombrun、Patrick Gerber、Giulio Casi、Olivier Terradillos、Bruno Antonsson、Serge Halazy

  DOI：10.1021/jm034107j

  日期：2003.10.1

  There is compelling evidence that Bax channel activity stimulates cytochrome c release leading ultimately to cell death, which is a key event in ischemic injuries and neurodegenerative diseases. Here 3,6-dibromocarbazole piperazine derivatives of 2-propanol are described as the first small and potent modulators of the cytochrome c release triggered by Bid-induced Bax activation in a mitochondrial assay. Furthermore, a mechanism of action is proposed, and fluorescent derivatives allowing the localization of such inhibitors are reported.