3,3-Dimethyl-1-pyrazolidin-1-yl-pentane-1,2-dione | 648958-47-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 3,3-Dimethyl-1-pyrazolidin-1-yl-pentane-1,2-dione
• 英文别名: 3,3-Dimethyl-1-(pyrazolidin-1-yl)pentane-1,2-dione；3,3-dimethyl-1-pyrazolidin-1-ylpentane-1,2-dione
• CAS: 648958-47-8
• 化学式: C₁₀H₁₈N₂O₂
• 分子量: 198.265
• InChiKey: SYAHSMRALQGTTF-UHFFFAOYSA-N

物化性质

• 沸点：
  278.1±23.0 °C(Predicted)
• 密度：
  1.061±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,3-Dimethyl-1-pyrazolidin-1-yl-pentane-1,2-dione 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 三乙胺 、 氯甲酸异丁酯 作用下， 以 二氯甲烷 为溶剂， 生成 3,3-dimethyl-1-[2-(5-(pyridin-3-yl)pent-4-ynoyl)-pyrazolidinyl]pentane-1,2-dione
  参考文献：
  名称：

  Synthesis, molecular modeling and biological evaluation of aza-proline and aza-pipecolic derivatives as FKBP12 ligands and their in vivo neuroprotective effects

  摘要：

  Nonimmunosuppressant ligands, exemplified by GPI 1046 (1), for the peptidyl-prolyl isomerase FKBP12 have been found to unexpectedly possess powerful neuroprotective and neuroregenerative effects in vitro and in vivo. We have extensively explored the therapeutic utility of FKBP12 ligands based on analogues of proline and pipecolic acid. As part of our ongoing program to explore novel structural classes of FKBP12 ligands, we herein wish to report a new class of FKBP12 ligands containing aza-proline and aza-pipecolic acid analogues. Details of the synthetic studies, together with biological activity will be presented. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00478-4
• 作为产物：
  描述：

  benzyl 2-(2-methoxy-2-oxoacetyl)pyrazolidine-1-carboxylate 在 palladium on activated charcoal 氢气 作用下， 以 四氢呋喃 、 乙醇 为溶剂， -78.0~20.0 ℃ 、101.33 kPa 条件下， 生成 3,3-Dimethyl-1-pyrazolidin-1-yl-pentane-1,2-dione
  参考文献：
  名称：

  Synthesis, molecular modeling and biological evaluation of aza-proline and aza-pipecolic derivatives as FKBP12 ligands and their in vivo neuroprotective effects

  摘要：

  Nonimmunosuppressant ligands, exemplified by GPI 1046 (1), for the peptidyl-prolyl isomerase FKBP12 have been found to unexpectedly possess powerful neuroprotective and neuroregenerative effects in vitro and in vivo. We have extensively explored the therapeutic utility of FKBP12 ligands based on analogues of proline and pipecolic acid. As part of our ongoing program to explore novel structural classes of FKBP12 ligands, we herein wish to report a new class of FKBP12 ligands containing aza-proline and aza-pipecolic acid analogues. Details of the synthetic studies, together with biological activity will be presented. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00478-4

文献信息

• Synthesis, molecular modeling and biological evaluation of aza-proline and aza-pipecolic derivatives as FKBP12 ligands and their in vivo neuroprotective effects
  作者：Douglas E Wilkinson、Bert E Thomas、David C Limburg、Agnes Holmes、Hansjorg Sauer、Douglas T Ross、Raj Soni、Yi Chen、Hong Guo、Pamela Howorth、Heather Valentine、Dawn Spicer、Mike Fuller、Joseph P Steiner、Gregory S Hamilton、Yong-Qian Wu

  DOI：10.1016/s0968-0896(03)00478-4

  日期：2003.11

  Nonimmunosuppressant ligands, exemplified by GPI 1046 (1), for the peptidyl-prolyl isomerase FKBP12 have been found to unexpectedly possess powerful neuroprotective and neuroregenerative effects in vitro and in vivo. We have extensively explored the therapeutic utility of FKBP12 ligands based on analogues of proline and pipecolic acid. As part of our ongoing program to explore novel structural classes of FKBP12 ligands, we herein wish to report a new class of FKBP12 ligands containing aza-proline and aza-pipecolic acid analogues. Details of the synthetic studies, together with biological activity will be presented. (C) 2003 Elsevier Ltd. All rights reserved.