((2-hydroxypropane-1,3-diyl)bis(piperazine-4,1-diyl))bis(phenylmethanone) | 531523-04-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ((2-hydroxypropane-1,3-diyl)bis(piperazine-4,1-diyl))bis(phenylmethanone)
• CAS: 531523-04-3
• 化学式: C₂₅H₃₂N₄O₃
• 分子量: 436.554
• InChiKey: AKUMHVPRGMHDQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.26
• 重原子数：
  32.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  67.33
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  ((2-hydroxypropane-1,3-diyl)bis(piperazine-4,1-diyl))bis(phenylmethanone) 在 盐酸 、 碳酸氢钠 作用下， 以 乙醇 为溶剂， 生成
  参考文献：
  名称：

  Unique spirocyclopiperazinium salt. Part 4: Modification of dispirocyclopiperazinium (DSPZ) salts as analgesics

  摘要：

  In order to improve the analgesic activity of lead compound 7a, two series of dispirocyclopiperaziniurn (DSPZ) salts 9a-h, 10a-e and compounds 14, 15 were synthesized and evaluated for their in vivo analgesic activity both by acetic acid induced writhing test and hot plate test. Compounds 9h, 14, and 15 exhibited better analgesic activities than 7a. Several important structure-activity relationships were revealed from this study: (1) the introduction of aryl group would obviously improve the activity; (2) it was favorable to enhance the analgesic activity and reduce the toxicity to incorporate alkyl group with suitable length in the molecule; (3) carbamate analogues displayed lower toxicity than carboxylic ester analogues; (4) hydroxylation and chlorination of lead compound could increase the analgesic activity in hot plate test. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.07.010
• 作为产物：
  描述：

  苯甲酰氯 、 alkaline earth salt of/the/ methylsulfuric acid 在 potassium carbonate 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 生成 ((2-hydroxypropane-1,3-diyl)bis(piperazine-4,1-diyl))bis(phenylmethanone)
  参考文献：
  名称：

  Unique spirocyclopiperazinium salt. Part 4: Modification of dispirocyclopiperazinium (DSPZ) salts as analgesics

  摘要：

  In order to improve the analgesic activity of lead compound 7a, two series of dispirocyclopiperaziniurn (DSPZ) salts 9a-h, 10a-e and compounds 14, 15 were synthesized and evaluated for their in vivo analgesic activity both by acetic acid induced writhing test and hot plate test. Compounds 9h, 14, and 15 exhibited better analgesic activities than 7a. Several important structure-activity relationships were revealed from this study: (1) the introduction of aryl group would obviously improve the activity; (2) it was favorable to enhance the analgesic activity and reduce the toxicity to incorporate alkyl group with suitable length in the molecule; (3) carbamate analogues displayed lower toxicity than carboxylic ester analogues; (4) hydroxylation and chlorination of lead compound could increase the analgesic activity in hot plate test. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.07.010