5-己基-1,3-恶唑烷-2-酮 | 50825-09-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 中文名称: 5-己基-1,3-恶唑烷-2-酮
• 英文名称: 5-hexyl-1,3-oxazolidin-2-one
• 英文别名: 5-hexyloxazolidin-2-one；5-hexyl-oxazolidin-2-one；D-5-n-hexyloxazolidone；5-(1-Hexyl)-2-oxazolidon
• CAS: 50825-09-7
• 化学式: C₉H₁₇NO₂
• 分子量: 171.239
• InChiKey: GRSGHOQURGCDFQ-UHFFFAOYSA-N

物化性质

• 沸点：
  332.2±9.0 °C(Predicted)
• 密度：
  0.973±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-己基-1,3-恶唑烷-2-酮 、 2-溴氯苯 在 copper(l) iodide 、 caesium carbonate 、 trans-1,2-cyclohexanediamine 作用下， 以 1,4-二氧六环 为溶剂， 生成 3-(2-Chlorophenyl)-5-hexyloxazolidin-2-one
  参考文献：
  名称：

  3-Aryl-5-phenoxymethyl-1,3-oxazolidin-2-ones as positive allosteric modulators of mGluR2 for the treatment of schizophrenia: Hit-to-lead efforts

  摘要：

  Hit to lead optimization of (5R)-5-hexyl-3-phenyl-1,3-oxazolidin-2-one as a positive allosteric modulator of mGluR2 is described. Improvements in potency and metabolic stability were achieved through SAR on both ends of the oxazolidinone. An optimized lead compound was found to be brain penetrant and active in a rat ketamine-induced hyperlocomotion model for antipsychotic activity. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.03.089
• 作为产物：
  描述：

  (2-bromo-octyl)-carbamic acid ethyl ester 反应 2.0h， 生成 5-己基-1,3-恶唑烷-2-酮
  参考文献：
  名称：

  Driguez,H. et al., Canadian Journal of Chemistry, 1977, vol. 55, p. 700 - 719

  摘要：

  DOI：

文献信息

• Iron(II)-Catalyzed Intermolecular Amino-Oxygenation of Olefins through the N–O Bond Cleavage of Functionalized Hydroxylamines
  作者：Deng-Fu Lu、Cheng-Liang Zhu、Zhen-Xin Jia、Hao Xu

  DOI：10.1021/ja508057u

  日期：2014.9.24

  An iron-catalyzed diastereoselective intermolecular olefin amino-oxygenation reaction is reported, which proceeds via an iron-nitrenoid generated by the N–O bond cleavage of a functionalized hydroxylamine. In this reaction, a bench-stable hydroxylamine derivative is used as the amination reagent and oxidant. This method tolerates a range of synthetically valuable substrates that have been all incompatible

  报道了铁催化的非对映选择性分子间烯烃氨基氧化反应，该反应通过官能化羟胺的 N-O 键断裂产生的铁氮烯类化合物进行。在该反应中，工作台稳定的羟胺衍生物用作胺化试剂和氧化剂。这种方法可以耐受一系列与现有氨基氧化方法不相容的具有合成价值的底物。它还可以提供具有与已知氨基氧化方法互补的区域和立体化学阵列的氨基醇衍生物。
• Practical Synthetic Procedures for the Iron-Catalyzed Intermolecular Olefin Aminohydroxylation Using Functionalized Hydroxylamines
  作者：Hao Xu、Cheng-Liang Zhu、Deng-Fu Lu、Jeffrey Sears、Zhen-Xin Jia

  DOI：10.1055/s-0035-1562515

  日期：——

  with the existing aminohydroxylation methods. It also provides valuable amino alcohol building blocks with regio- and stereochemical arrays that are complementary to known methods. A set of practical synthetic procedures for the iron-catalyzed intermolecular olefin aminohydroxylation reactions in gram scale is reported. In these transformations, a bench-stable functionalized hydroxylamine is applied

  ‡这些作者为这项研究做出了同样的贡献。 抽象的 报道了一组用于克催化的铁催化的分子间烯烃氨基羟基化反应的实用合成方法。在这些转化中，将稳定的功能化羟胺用作胺化试剂。该方法与广泛的合成有价值的烯烃相容，包括与现有的氨基羟基化方法不相容的那些。它还提供了有价值的氨基醇结构单元，具有与已知方法互补的区域和立体化学阵列。 报道了一组用于克催化的铁催化的分子间烯烃氨基羟基化反应的实用合成方法。在这些转化中，将稳定的功能化羟胺用作胺化试剂。该方法与广泛的合成有价值的烯烃相容，包括与现有的氨基羟基化方法不相容的那些。它还提供了有价值的氨基醇结构单元，具有与已知方法互补的区域和立体化学阵列。
• [EN] 3,5-SUBSTITUTED-1,3-OXAZOLIDIN-2-ONE DERIVATIVES<br/>[FR] DÉRIVÉS DE 1,3-OXAZOLIDIN-2-ONE 3,5-SUBSTITUÉE
  申请人：MERCK & CO INC

  公开号：WO2009094265A1

  公开（公告）日：2009-07-30

  The present invention is directed to 3,5-disubstituted-l,3-oxazolidin~2-one derivatives which are potentiators of metabotropic glutamate receptors, including the mGluR2 receptor, and which are useful in the treatment or prevention of neurological and psychiatric disorders associated with glutamate dysfunction and diseases in which metabotropic glutamate receptors are involved. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which metabotropic glutamate receptors are involved.

  本发明涉及3,5-二取代-1,3-噁唑烷-2-酮衍生物，其是代谢型谷氨酸受体的增效剂，包括mGluR2受体，适用于治疗或预防与谷氨酸功能障碍有关的神经系统和精神疾病以及代谢型谷氨酸受体参与的疾病。该发明还涉及包含这些化合物的制药组合物以及这些化合物和组合物在预防或治疗涉及代谢型谷氨酸受体的疾病中的用途。
• Pretargeting methods and compounds
  申请人：NeoRx Corporation

  公开号：US20030129191A1

  公开（公告）日：2003-07-10

  Methods, compounds, compositions and kits that relate to pretargeted delivery of diagnostic and therapeutic agents are disclosed. In particular, methods for radiometal labeling of biotin, as well as related compounds, are described. Clearing agents and clearance mechanisms are also discussed.

  本发明涉及与预定位递送诊断和治疗剂有关的方法、化合物、组合物和试剂盒。具体而言，描述了生物素的放射金属标记方法及相关化合物。还讨论了清除剂和清除机制。
• 3,5-SUBSTITUTED-1,3-OXAZOLIDIN-2-ONE DERIVATIVES
  申请人：Brnardic Edward

  公开号：US20100292241A1

  公开（公告）日：2010-11-18

  The present invention is directed to 3,5-disubstituted-1,3-oxazolidin-2-one derivatives which are potentiators of metabotropic glutamate receptors, including the mGluR2 receptor, and which are useful in the treatment or prevention of neuro-ological and psychiatric disorders associated with glutamate dysfunction and diseases in which metabotropic glutamate receptors are involved. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which metabotropic glutamate receptors are involved.

  本发明涉及3,5-二取代-1,3-噁唑烷-2-酮衍生物，其为代谢型谷氨酸受体的增强剂，包括mGluR2受体，可用于治疗或预防与谷氨酸功能失调相关的神经学和精神疾病以及代谢型谷氨酸受体参与的疾病。本发明还涉及包含这些化合物的药物组合物以及这些化合物和组合物在预防或治疗代谢型谷氨酸受体参与的疾病中的使用。