1-(3-苯基丙基)-4-哌啶酮肟 | 1008474-12-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(3-苯基丙基)-4-哌啶酮肟
• 英文名称: 1-(3-phenylpropyl)-4-piperidone oxime
• 英文别名: 1-(3-phenylpropyl)-4-piperidine oxime；N-[1-(3-phenylpropyl)piperidin-4-ylidene]hydroxylamine
• CAS: 1008474-12-1
• 化学式: C₁₄H₂₀N₂O
• mdl: MFCD09933755
• 分子量: 232.326
• InChiKey: JAVCLHNLPYCMTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  35.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(3-苯基丙基)-4-哌啶酮肟 、 2,6-二氯氯苄 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以28%的产率得到1-(3-phenylpropyl)piperidin-4-one O-(2,6-dichlorobenzyl)-oxime
  参考文献：
  名称：

  Piperidone derivatives and medical uses thereof

  摘要：

  本发明涉及包含4-氧代哌啶羧酸酯及其衍生物的组合物，例如用苯基、硝基苯基或苄基取代的衍生物。它还教导了这些相关化合物的医药用途，用于治疗逆转录病毒性疾病，特别是HIV和HTLV，增殖性疾病，特别是慢性髓细胞白血病和锥虫病。

  公开号：

  EP2036556A1
• 作为产物：
  描述：

  N-苯丙基-4-哌啶酮 在 盐酸羟胺 、 potassium carbonate 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 1-(3-苯基丙基)-4-哌啶酮肟
  参考文献：
  名称：

  Piperidone derivatives and medical uses thereof

  摘要：

  本发明涉及包含4-氧代哌啶羧酸酯及其衍生物的组合物，例如用苯基、硝基苯基或苄基取代的衍生物。它还教导了这些相关化合物的医药用途，用于治疗逆转录病毒性疾病，特别是HIV和HTLV，增殖性疾病，特别是慢性髓细胞白血病和锥虫病。

  公开号：

  EP2036556A1

文献信息

• Piperidone derivatives and medical uses thereof
  申请人：Heinrich-Pette-Institut

  公开号：EP2036556A1

  公开（公告）日：2009-03-18

  The present invention relates to compositions comprising 4-Oxo-piperidine-carboxylates and derivatives thereof, for example derivatives substituted with phenyl, nitrophenyl or benzyl groups. It also teaches the medical use of these and related compounds for treatment of retroviral diseases, in particular, HIV and HTLV, proliferative diseases, in particular CML and Trypanosomiasis.

  本发明涉及包含4-氧代哌啶羧酸酯及其衍生物的组合物，例如用苯基、硝基苯基或苄基取代的衍生物。它还教导了这些相关化合物的医药用途，用于治疗逆转录病毒性疾病，特别是HIV和HTLV，增殖性疾病，特别是慢性髓细胞白血病和锥虫病。
• [EN] PIPERIDONE DERIVATIVES AND MEDICAL USES THEREOF<br/>[FR] DÉRIVÉS DE PIPÉRIDONE ET LEURS UTILISATIONS MÉDICALES
  申请人：PETTE HEINRICH INST

  公开号：WO2009033689A1

  公开（公告）日：2009-03-19

  The present invention relates to compositions comprising 4- Oxo-piperidine-carboxylates and derivatives thereof, for example derivatives substituted with phenyl, nitrophenyl or benzyl groups. It also teaches the medical use of these and related compounds for treatment of retroviral diseases, in particular, HIV and HTLV, proliferative diseases, in particular CML and Trypanosomiasis.
• In Search of Novel Agents for Therapy of Tropical Diseases and Human Immunodeficiency Virus
  作者：Tim Goebel、Daniela Ulmer、Holger Projahn、Jessica Kloeckner、Eberhard Heller、Melanie Glaser、Alicia Ponte-Sucre、Sabine Specht、Salem Ramadan Sarite、Achim Hoerauf、Annette Kaiser、Ilona Hauber、Joachim Hauber、Ulrike Holzgrabe

  DOI：10.1021/jm070763y

  日期：2008.1.1

  Malaria, sleeping sickness, Chagas' disease, Aleppo boil, and AIDS are among the tropical diseases causing millions of infections and cases of deaths per year because only inefficient chemotherapy is available. Since the targeting of the enzymes of the polyamine pathway may provide novel therapy options, we aimed to inhibit the deoxyhypusine hydroxylase, which is an important step in the biosynthesis of the eukaryotic initiation factor 5A. In order to identify new lead compounds, piperidines were produced and biologically evaluated. The 3,5-diethyl piperidone-3,5-dicarboxylates 11 and 13 substituted with 4-nitrophenyl rings in the 2 and 6 positions were found to be active against Trypanosoma brucei brucei and Plasmodium falciparum combined with low cytotoxicity against macrophages. The corresponding monocarboxylates are only highly active against the T. brucei brucei. The piperidine oximether 53 demonstrated the highest plasmodicidal activity. Moreover, compounds 11 and 53 were also able to inhibit replication of HIV-1.