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2,6-Diethylpiperidon-4 | 45977-41-1

中文名称
——
中文别名
——
英文名称
2,6-Diethylpiperidon-4
英文别名
2,6-diethyl-4-oxopiperidine;2,6-Diethylpiperidin-4-one
2,6-Diethylpiperidon-4化学式
CAS
45977-41-1
化学式
C9H17NO
mdl
——
分子量
155.24
InChiKey
IIQRCSCSEMIHTF-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    1.2
  • 重原子数:
    11
  • 可旋转键数:
    2
  • 环数:
    1.0
  • sp3杂化的碳原子比例:
    0.89
  • 拓扑面积:
    29.1
  • 氢给体数:
    1
  • 氢受体数:
    2

反应信息

  • 作为反应物:
    描述:
    2,6-Diethylpiperidon-4溴甲苯potassium carbonate 作用下, 以 乙腈 为溶剂, 反应 16.0h, 生成 (2R,6S)-1-benzyl-2,6-diethyl-4-piperidone 、 (2RS,6RS)-1-benzyl-2,6-diethyl-4-piperidone
    参考文献:
    名称:
    In Search of Novel Agents for Therapy of Tropical Diseases and Human Immunodeficiency Virus
    摘要:
    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.
    DOI:
    10.1021/jm070763y
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文献信息

  • Kontinuierliches Verfahren zur Herstellung von 4-Aminopiperidinen
    申请人:HÜLS AKTIENGESELLSCHAFT
    公开号:EP0857719A1
    公开(公告)日:1998-08-12
    Die Erfindung betrifft ein Verfahren zur Herstellung von N-monosubstituierten 4-Aminopiperidinen durch kontinuierliche, einstufige Umsetzung eines 4-Oxopiperidins mit einem primären Amin und Wasserstoff unter Hydrierungsbedingungen mit oder ohne Lösemittel. Die Edukte können über einen fest angeordneten Trägerkatalysator geführt werden, der vorteilhaft ein oder mehrere Metalle der VIII. Nebengruppe des Periodensystems enthält. Die Reaktion wird im allgemeinen bei 80 bis 200°C durchgeführt. Die Produkte sind Ausgangsstoffe für die Herstellung von sterisch gehinderten Aminen.
    本发明涉及一种制备 N-单取代的 4-氨基哌啶的工艺,该工艺通过 4-氧代哌啶与伯胺和氢在有或无溶剂的氢化条件下进行连续的一步反应。反应物可通过固定的支撑催化剂,该催化剂最好含有一种或多种来自元素周期表第 VIII 亚族的金属。这种催化剂最好含有一种或多种来自元素周期表 VIII 亚族的金属。反应一般在 80 至 200°C 下进行。生成物是生产立体受阻胺的起始原料。
  • US5945536A
    申请人:——
    公开号:US5945536A
    公开(公告)日:1999-08-31
  • 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.
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