3-acetamido-1-azabicyclo<2.2.2>octane | 6238-15-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 奎宁环
• 英文名称: 3-acetamido-1-azabicyclo<2.2.2>octane
• 英文别名: (+/-)-3-acetamidoquinuclidine；3-Acetylaminochinuclidin；N-(1-aza-bicyclo[2.2.2]oct-3-yl)-acetamide；N-(quinuclidinyl-3)acetamide；3-Acetylaminoquinuclidine；N-(1-azabicyclo[2.2.2]octan-3-yl)acetamide
• CAS: 6238-15-9
• 化学式: C₉H₁₆N₂O
• mdl: MFCD00262728
• 分子量: 168.239
• InChiKey: USNCYWOZRFYMOR-UHFFFAOYSA-N

物化性质

• 熔点：
  120-122 °C
• 沸点：
  172-173 °C(Press: 3 Torr)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.888
• 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：

  3-acetamido-1-azabicyclo<2.2.2>octane 在 盐酸 、 TEA 作用下， 以 氯仿 为溶剂， 反应 6.0h， 生成 1-[(3R)-1-azabicyclo[2.2.2]octan-3-yl]-3-[(1R)-1-phenylethyl]urea
  参考文献：
  名称：

  Synthesis of tritium labelled (R) and (S)-3-aminoquinuclidine: A ubiquitous component of serotonin receptor ligands, part I

  摘要：

  (R) and (S)-3-aminoquinuclidines-H-3 with the specific activity of 35 Ci/mmol were prepared. Reduction of enamide 2 with carrier free tritium gas over RhCODCl dimer, (2S, 3S) Chiraphos in methanol gave racemic amide 9c. Hydrolysis followed by resolution of the enantiomers with (R)-methyl benzyl isocyanate gave (R) and (S)-3-aminoquinuclidine-H-3 10c-S and 10c-R. The enantiopurity purity of both isomers was >99.5%.

  DOI：

  10.1002/(sici)1099-1344(199601)38:1<41::aid-jlcr811>3.0.co;2-n
• 作为产物：
  描述：

  quinuclidin-3-spiro-2'-(4'-thiazolidinone) 在 palladium on activated charcoal 氢气 、 镍 作用下， 以 甲醇 、 乙酸乙酯 、 苯 为溶剂， 反应 90.0h， 生成 3-acetamido-1-azabicyclo<2.2.2>octane
  参考文献：
  名称：

  Synthesis of tritium labelled (R) and (S)-3-aminoquinuclidine: A ubiquitous component of serotonin receptor ligands, part I

  摘要：

  (R) and (S)-3-aminoquinuclidines-H-3 with the specific activity of 35 Ci/mmol were prepared. Reduction of enamide 2 with carrier free tritium gas over RhCODCl dimer, (2S, 3S) Chiraphos in methanol gave racemic amide 9c. Hydrolysis followed by resolution of the enantiomers with (R)-methyl benzyl isocyanate gave (R) and (S)-3-aminoquinuclidine-H-3 10c-S and 10c-R. The enantiopurity purity of both isomers was >99.5%.

  DOI：

  10.1002/(sici)1099-1344(199601)38:1<41::aid-jlcr811>3.0.co;2-n

文献信息

• [EN] ANTIBIOTIC COMPOUNDS, PHARMACEUTICAL FORMULATIONS THEREOF AND METHODS AND USES THEREFOR<br/>[FR] COMPOSÉS ANTIBIOTIQUES, LEURS FORMULATIONS PHARMACEUTIQUES, AINSI QUE PROCÉDÉS ASSOCIÉS ET UTILISATIONS ASSOCIÉES
  申请人：UNIV FRASER SIMON

  公开号：WO2017075694A1

  公开（公告）日：2017-05-11

  The present invention relates to compounds of formula (I) wherein G1 to G8 are as defined herein. The compounds are PK inhibitors and as such represent a new approach to treating pathogenic infections, including multidrug resistant pathogens. Disclosed herein are the compounds of formula (I), pharmaceutical compositions comprising the compounds of formula (I) and their use in the treatment of antimicrobial infection. (Formula (1))

  本发明涉及式(I)的化合物，其中G1至G8如本文所定义。这些化合物是PK抑制剂，因此代表了治疗病原体感染的新方法，包括多药耐药病原体。本文披露了式(I)的化合物，包括含有式(I)的药物组合物以及它们在抗微生物感染治疗中的应用。
• Substituted pyrazoles as p38 kinase inhibitors
  申请人：Naraian S. Ashok

  公开号：US20070078146A1

  公开（公告）日：2007-04-05

  A class of pyrazole derivatives is described for use in treating p38 kinase medicated disorders. Compounds of particular interest are defined by Formula IA wherein R 1 , R 2 , R 3 and R 4 are as described in the specification.

  描述了一类吡唑衍生物，用于治疗p38激酶介导的疾病。特别感兴趣的化合物由公式IA定义，其中R1、R2、R3和R4如规范中所述。
• Methods and compositions for determining the sequence of nucleic acid molecules
  申请人：Van Ness Jeffrey

  公开号：US20080009613A1

  公开（公告）日：2008-01-10

  Methods and compounds, including compositions therefrom, are provided for determining the sequence of nucleic acid molecules. The methods permit the determination of multiple nucleic acid sequences simultaneously. The compounds are used as tags to generate tagged nucleic acid fragments which are complementary to a selected target nucleic acid molecule. Each tag is correlative with a particular nucleotide and, in a preferred embodiment, is detectable by mass spectrometry. Following separation of the tagged fragments by sequential length, the tags are cleaved from the tagged fragments. In a preferred embodiment, the tags are detected by mass spectrometry and the sequence of the nucleic acid molecule is determined therefrom. The individual steps of the methods can be used in automated format, e.g., by the incorporation into systems.

  提供了用于确定核酸分子序列的方法和化合物，包括从中制备的组合物。该方法允许同时确定多个核酸序列。这些化合物被用作标记，以生成与所选目标核酸分子互补的标记核酸片段。每个标记与特定的核苷酸相关联，并且在优选实施例中，可通过质谱检测。在将标记的片段按顺序长度分离后，标记从标记的片段中被切割下来。在优选实施例中，标记通过质谱检测被检测到，并从中确定核酸分子的序列。方法的各个步骤可以在自动化格式中使用，例如通过纳入系统中。
• TRICYCLIC COMPOUNDS AND METHODS OF USE THEREFOR
  申请人：Genentech, Inc.

  公开号：US20150166569A1

  公开（公告）日：2015-06-18

  The invention relates to novel compounds of Formula I: wherein A 1 , A 2 , A 3 , A 4 , A 5 , A 6 , R 2 , R 4 , R 5 , R 6 , R 7 , R 8 and subscripts m and n each has the meaning as described herein. Compounds of Formula I and pharmaceutical compositions thereof are useful in the treatment of disease and disorders in which undesired or over-activation of NF-kB signaling is observed.

  该发明涉及化合物的新型公式I：其中A1、A2、A3、A4、A5、A6、R2、R4、R5、R6、R7、R8和下标m和n均具有如下所述的含义。公式I的化合物及其制药组合物在治疗疾病和障碍方面是有用的，其中观察到NF-kB信号的不良或过度激活。
• Synthesis and Biological Evaluation of 3-Amidoquinuclidine Quaternary Ammonium Compounds as New Soft Antibacterial Agents
  作者：Renata Odžak、Doris Crnčević、Antonio Sabljić、Ines Primožič、Matilda Šprung

  DOI：10.3390/ph16020187

  日期：——

  single-digit μM range. Time-resolved growth analysis revealed subtle differences in the antibacterial activity of the selected candidates. The versatile MIC values were recorded in different nutrient media, suggesting that the media composition may have a dramatic impact on the antibacterial potential. The new QACs were found to have excellent potential to suppress bacterial biofilm formation while

  季铵化合物 (QAC) 是最有效的抗菌剂之一，已使用了一个多世纪。然而，由于细菌耐药性的日益增长和QACs的高毒性，该领域的研究仍然是一个紧迫的问题。最近对结构-活性关系的研究表明，将酰胺官能团引入 QAC 结构中会产生软变体，保留其抗菌特性，同时开启微调活性调节的可能性。在这里，我们报告了三个结构不同的系列自然衍生的软 QAC 的合成和结构功能研究。获得的 3-氨基奎宁环 QAC 显示出广泛的抗菌活性，这与 QAC 结构的疏水-亲水平衡有关。所有三个系列均产生了最低抑菌浓度 (MIC) 在个位数 μM 范围内的候选药物。时间分辨生长分析显示所选候选物的抗菌活性存在细微差异。在不同的营养培养基中记录了多种 MIC 值，表明培养基成分可能对抗菌潜力产生巨大影响。人们发现新的 QAC 具有抑制细菌生物膜形成的优异潜力，同时表现出较低的诱导细菌耐药性的能力。此外，发现所选候选物的毒性低于市售 Q