Ethyl 2-(4-benzylsulfonyl-2-oxopiperazino] acetate | 214911-16-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Ethyl 2-(4-benzylsulfonyl-2-oxopiperazino] acetate
• 英文别名: Ethyl 2-oxo-4-[(phenylmethyl)sulfonyl]-1-piperazineacetate；ethyl 2-(4-benzylsulfonyl-2-oxopiperazin-1-yl)acetate
• CAS: 214911-16-7
• 化学式: C₁₅H₂₀N₂O₅S
• 分子量: 340.4
• InChiKey: JHPDBUQDPLGRIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  92.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Ethyl 2-(4-benzylsulfonyl-2-oxopiperazino] acetate 在 lithium hydroxide 作用下， 以 乙醇 为溶剂， 生成 2-[4-Benzylsulfonyl-2-oxopiperazino] acetic acid
  参考文献：
  名称：

  Design, synthesis, and structure–Activity relationships of unsubstituted piperazinone-Based transition state factor Xa inhibitors

  摘要：

  A series of novel transition state factor Xa inhibitors containing a variety, of lactam ring systems as central templates was synthesized in an expedient manner and allowed for a great deal of structural variability. Among them. the piperazinone-based inhibitors were found to be not only active against factor Xa but also selective over thrombin. Optimization of the P4 moiety yielded several potent compounds with IC50 below 1 nM against factor Xa. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)01037-5
• 作为产物：
  描述：

  Ethyl 2-(4-benzyloxycarbonyl-2-oxopiperazino)acetate 在 palladium on activated charcoal 氢气 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 Ethyl 2-(4-benzylsulfonyl-2-oxopiperazino] acetate
  参考文献：
  名称：

  Design, synthesis, and structure–Activity relationships of unsubstituted piperazinone-Based transition state factor Xa inhibitors

  摘要：

  A series of novel transition state factor Xa inhibitors containing a variety, of lactam ring systems as central templates was synthesized in an expedient manner and allowed for a great deal of structural variability. Among them. the piperazinone-based inhibitors were found to be not only active against factor Xa but also selective over thrombin. Optimization of the P4 moiety yielded several potent compounds with IC50 below 1 nM against factor Xa. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)01037-5

文献信息

• Design, synthesis, and structure–Activity relationships of unsubstituted piperazinone-Based transition state factor Xa inhibitors
  作者：Wenrong Huang、Mary Ann Naughton、Hua Yang、Ting Su、Suiko Dam、Paul W. Wong、Ann Arfsten、Susan Edwards、Uma Sinha、Stanley Hollenbach、Robert M. Scarborough、Bing-Yan Zhu

  DOI：10.1016/s0960-894x(02)01037-5

  日期：2003.2

  A series of novel transition state factor Xa inhibitors containing a variety, of lactam ring systems as central templates was synthesized in an expedient manner and allowed for a great deal of structural variability. Among them. the piperazinone-based inhibitors were found to be not only active against factor Xa but also selective over thrombin. Optimization of the P4 moiety yielded several potent compounds with IC50 below 1 nM against factor Xa. (C) 2003 Elsevier Science Ltd. All rights reserved.