1-(piperazin-1-yl)octadecan-1-one | 33352-85-1

• 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: 1-(piperazin-1-yl)octadecan-1-one
• 英文别名: 1-octadecanoylpiperazine；4-stearoylpiperazine；Piperazine, 1-(1-oxooctadecyl)-；1-piperazin-1-yloctadecan-1-one
• CAS: 33352-85-1
• 化学式: C₂₂H₄₄N₂O
• 分子量: 352.604
• InChiKey: QFACAWGJHGQAKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  25
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(piperazin-1-yl)octadecan-1-one 在 lithium aluminium tetrahydride 、 硫酸 作用下， 以 四氢呋喃 为溶剂， 生成 1-octadecylpiperazine
  参考文献：
  名称：

  长烷基链酰胺，胺及其衍生物对犬round虫幼虫的杀线虫活性。

  摘要：

  检查了具有长烷基链的酰胺和胺对犬round虫第二阶段幼虫的杀线虫活性。在氮上具有较小取代基的长链酰基酰胺显示出更强的活性，环状胺酰胺的活性强于无环酰胺。在一系列同源酰胺中，活性取决于烷基链长：在最佳链长处达到最大值，而在较短和较长的同系物中均降低。通过使用双线性模型分析了同系物的活性与疏水性之间的关系。对于所有中性酰胺，提供最大活性的化合物的疏水性均相似，但分子中具有额外胺基的酰胺具有不同的值。具有长烷基链的叔胺及其盐也具有与相应酰胺相当的杀线虫活性。这些盐以低于其临界胶束浓度的浓度杀死幼虫，表明它们表现为杀线虫作用的单个分子。

  DOI：

  10.1248/cpb.40.3234
• 作为产物：
  描述：

  4-diphenylmethyl-1-octadecanoylpiperazine 在 1% Pd/C 、 氢气 作用下， 以 乙醇 为溶剂， 以72.5%的产率得到1-(piperazin-1-yl)octadecan-1-one
  参考文献：
  名称：

  Design of new potent and selective secretory phospholipase A2 inhibitors. 6-Synthesis, structure–activity relationships and molecular modelling of 1-substituted-4-[4,5-dihydro-1,2,4-(4H)-oxadiazol-5-one-3-yl(methyl)]-functionalized aryl piperazin/one/dione derivatives

  摘要：

  The group IIA human non-pancreatic secretory phospholipase A(2) (hnp-sPLA(2)) is one of the enzymes implied in the inflammatory process. In the course of our work on inhibitors of this enzyme we investigated the influence of rigidity of the piperazine region on the biological activity. Several modifications were explored. Various linkers, such as amide, urea, carbamate, or alkoxyphenyl were inserted between the piperazine and the lipophilic chain. Also, modification of the piperazine core to incorporate carbonyl groups was studied. In an in vitro fluorimetric assay using the human GIIA (HPLA(2)) and porcine pancreatic GIB enzymes, compound 60a (Y = phenoxy, R = C18H37, Z= CH2) had the optimal activity with an IC50 = 30 nM on HPLA(2). By means of molecular modelling we attempted to get informations towards comprehension of differences in activity. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.03.049

文献信息

• Glycerin derivative and its pharmacological use
  申请人：Eisai Co., Ltd.

  公开号：US05037827A1

  公开（公告）日：1991-08-06

  A glycerin derivative having the following formula (I) or (I') and a pharmacologically acceptable salt thereof are useful to treat diseases caused by the platelet activating factor. ##STR1##

  具有以下公式(I)或(I')的甘油衍生物以及药用可接受的盐，用于治疗由血小板活化因子引起的疾病。
• N-Acylbenzotriazole: convenient approach for protecting group-free monoacylation of symmetric diamines
  作者：Khalid A. Agha、Nader E. Abo-Dya、Tarek S. Ibrahim、Eatedal H. Abdel-Aal、Zakaria K. Abdel-Samii

  DOI：10.1007/s00706-020-02579-5

  日期：2020.4

  AbstractAn efficient green route for monoacylation of aromatic diamines, namely o-phenylenediamine and p-phenylenediamine and aliphatic diamines ethylenediamine and piperazine using N-acylbenzotriazoles (NABs) in n-butanol was developed. The new protocol does not require prior selective protection of the diamine and comprises simple conditions, short reaction times, an easy work up as well as high

  摘要开发了一种在正丁醇中使用N-酰基苯并三唑（NAB）对芳族二胺（即邻苯二胺和对苯二胺以及脂肪族二胺乙二胺和哌嗪）进行单酰化的有效绿色路线。新方案不需要事先对二胺进行选择性保护，并且条件简单，反应时间短，后处理容易，分离产率高（69-94％）。此外，本文描述的方法使得能够将脂肪族二胺如乙二胺和哌嗪与两个不同的N逐步酰化。-酰基苯并三唑提供不对称取代的二胺，可用于构建药学上重要的靶标，例如药物，折叠剂和药物缀合物。 图形摘要
• METHOD FOR PRODUCING OLIGONUCLEIC ACID COMPOUND
  申请人：Nippon Shinyaku Co., Ltd.

  公开号：EP3792269A1

  公开（公告）日：2021-03-17

  An object of the present invention is to provide a novel preparation method that can shorten the preparation period of an oligonucleic acid compound. An example of the present invention is a method for subjecting a compound [A] having a hydroxyl group or a primary or secondary amino group and a compound [B] having a substituent containing a phosphorus atom and represented by the following general formula [1]: to a condensation reaction to prepare a compound [C] represented by the following general formula [C]: wherein the condensation reaction is carried out in a mixed solvent containing a polar solvent and a halogen solvent as a reaction solvent.

  本发明的目的是提供一种可缩短寡核酸化合物制备周期的新型制备方法。 本发明的一个例子是将具有羟基或伯氨基或仲氨基的化合物[A]和具有含磷原子的取代基并由下式通式[1]表示的化合物[B]的制备方法： 进行缩合反应以制备由以下通式[C]表示的化合物[C]的方法： 其中缩合反应在含有极性溶剂和卤素溶剂作为反应溶剂的混合溶剂中进行。
• PREVENTION AND TREATMENT OF INFLAMMATORY CONDITIONS
  申请人：GRI Bio, Inc.

  公开号：EP3229811B1

  公开（公告）日：2021-02-24
• US5037827A
  申请人：——

  公开号：US5037827A

  公开（公告）日：1991-08-06