N-octadecyloxycarbonylpiperazine | 128400-94-2

• 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: N-octadecyloxycarbonylpiperazine
• 英文别名: 1-(octadecyloxycarbonyl)piperazine；Octadecyl piperazine-1-carboxylate
• CAS: 128400-94-2
• 化学式: C₂₃H₄₆N₂O₂
• 分子量: 382.63
• InChiKey: CLOYTWLDQHRYMD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  27
• 可旋转键数：
  18
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-octadecyloxycarbonylpiperazine 、 4-氯甲基苯甲酰氯 以 二氯甲烷 为溶剂， 以67%的产率得到1-(4-chloromethylbenzoyl)-4-octadecyloxycarbonylpiperazine
  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
• 作为产物：
  描述：

  哌嗪 、 octadecylphenylcarbonate 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 1.0h， 以76%的产率得到N-octadecyloxycarbonylpiperazine
  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。
• US5037827A
  申请人：——

  公开号：US5037827A

  公开（公告）日：1991-08-06
• US5273985A
  申请人：——

  公开号：US5273985A

  公开（公告）日：1993-12-28
• US5476863A
  申请人：——

  公开号：US5476863A

  公开（公告）日：1995-12-19
• US5476864A
  申请人：——

  公开号：US5476864A

  公开（公告）日：1995-12-19