1-phenyl-5-((tetrahydro-2H-pyran-2-yl)oxy)pent-2-yn-1-one

• 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: 1-phenyl-5-((tetrahydro-2H-pyran-2-yl)oxy)pent-2-yn-1-one
• 英文别名: 5-(Oxan-2-yloxy)-1-phenylpent-2-yn-1-one
• 化学式: C₁₆H₁₈O₃
• 分子量: 258.317
• InChiKey: IQHOCZMECQSLGB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-phenyl-5-((tetrahydro-2H-pyran-2-yl)oxy)pent-2-yn-1-one 在 C₃₆H₄₆AuClNP 、 四(3,5-二(三氟甲基)苯基)硼酸钠 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 2.0h， 以96%的产率得到2-((5-phenylfuran-2-yl)methoxy)tetrahydro-2H-pyran
  参考文献：
  名称：

  双官能膦配体使金能够将炔基酮直接环异构化为2,5-二取代的呋喃。

  摘要：

  通过串联金（I）催化的炔基酮异构化为烯丙基酮和环异构化，已经开发了直接从炔基酮直接合成2,5-二取代的呋喃的方法。该化学方法成功的关键是使用具有关键远程叔氨基的联苯-2-基膦配体。

  DOI：

  10.1039/d0cc01238f
• 作为产物：
  描述：

  2-(3-丁炔氧基)四水-2H-吡喃 、 N-甲基-N-甲基苯甲酰胺 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 1-phenyl-5-((tetrahydro-2H-pyran-2-yl)oxy)pent-2-yn-1-one
  参考文献：
  名称：

  Preparation, Antiepileptic Activity, and Cardiovascular Safety of Dihydropyrazoles as Brain-Penetrant T-Type Calcium Channel Blockers

  摘要：

  A series of dihydropyrazole derivatives was developed as potent, selective, and brain-penetrating T-type calcium channel blockers. An optimized derivative, compound 6c, was advanced to in vivo studies, where it demonstrated efficacy in the WAG/Rij rat model of generalized nonconvulsive, absence-like epilepsy. Compound 6c was not efficacious in the basolateral amygdala kindling rat model of temporal lobe epilepsy, and it led to prolongation of the PR interval in ECG recordings in rodents.

  DOI：

  10.1021/acs.jmedchem.6b00756

文献信息

• Prodrugs Of Mitotic Kinesin Inhibitors
  申请人：Coleman J. Paul

  公开号：US20080027118A1

  公开（公告）日：2008-01-31

  The present invention relates to prodrugs of dihydropyrazole compounds that are useful for treating cellular proliferative diseases, for treating disorders associated with KSP kinesin activity, and for inhibiting KSP kinesin. The invention also related to compositions which comprise these compounds, and methods of using them to treat cancer in mammals.

  本发明涉及二氢吡唑化合物的前药，该化合物对治疗细胞增殖性疾病，治疗与KSP肌动蛋白活性有关的疾病以及抑制KSP肌动蛋白都有用。本发明还涉及包含这些化合物的组合物以及使用它们来治疗哺乳动物癌症的方法。
• US7718687B2
  申请人：——

  公开号：US7718687B2

  公开（公告）日：2010-05-18
• Bifunctional phosphine ligand-enabled gold-catalyzed direct cycloisomerization of alkynyl ketones to 2,5-disubstituted furans
  作者：Xiaojun Hu、Bingwei Zhou、Hongwei Jin、Yunkui Liu、Liming Zhang

  DOI：10.1039/d0cc01238f

  日期：——

  An efficient synthesis of 2,5-disubstituted furans directly from alkynyl ketones has been developed via tandem gold(I)-catalyzed isomerization of alkynyl ketones to allenyl ketones and cycloisomerization. The key to the success of this chemistry is the use of a biphenyl-2-ylphosphine ligand featuring a critical remote tertiary amino group.

  通过串联金（I）催化的炔基酮异构化为烯丙基酮和环异构化，已经开发了直接从炔基酮直接合成2,5-二取代的呋喃的方法。该化学方法成功的关键是使用具有关键远程叔氨基的联苯-2-基膦配体。
• Preparation, Antiepileptic Activity, and Cardiovascular Safety of Dihydropyrazoles as Brain-Penetrant T-Type Calcium Channel Blockers
  作者：Lubos Remen、Olivier Bezençon、Lloyd Simons、Rick Gaston、Dennis Downing、John Gatfield、Catherine Roch、Melanie Kessler、Johannes Mosbacher、Thomas Pfeifer、Corinna Grisostomi、Markus Rey、Eric A. Ertel、Richard Moon

  DOI：10.1021/acs.jmedchem.6b00756

  日期：2016.9.22

  A series of dihydropyrazole derivatives was developed as potent, selective, and brain-penetrating T-type calcium channel blockers. An optimized derivative, compound 6c, was advanced to in vivo studies, where it demonstrated efficacy in the WAG/Rij rat model of generalized nonconvulsive, absence-like epilepsy. Compound 6c was not efficacious in the basolateral amygdala kindling rat model of temporal lobe epilepsy, and it led to prolongation of the PR interval in ECG recordings in rodents.