N-ethyl-2-propylacetamide | 111757-38-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-ethyl-2-propylacetamide
• 英文别名: N-ethyl-N-isopropylacetamide；N-ethyl-N-propan-2-ylacetamide
• CAS: 111757-38-1
• 化学式: C₇H₁₅NO
• 分子量: 129.202
• InChiKey: JKLZTFPCUURRBF-UHFFFAOYSA-N

物化性质

• 沸点：
  186.4±8.0 °C(Predicted)
• 密度：
  0.868±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-ethyl-2-propylacetamide 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 5.0h， 生成 二乙基异丙基胺
  参考文献：
  名称：

  Stereodynamics of 2-(Diethylamino)propane and 2-(Dibenzylamino)propane. 1H and 13C{1H} DNMR Studies. Molecular Mechanics Calculations

  摘要：

  2-(Diethylamino)propane (DEAP) and 2-(dibenzylamino)propane (DBAP) possess similar molecular symmetries. Interconversion among the stable equilibrium conformations occurs by inversion-rotation at the pyramidal nitrogen and by isolated rotation about-carbon-nitrogen bonds. In DEAF and DBAP, the fact that stable equilibrium conformations cannot have destabilizing syn-1,5 interactions between methyl or phenyl groups limits the number of equilibrium conformations that will be present at concentrations high enough to be NMR detectable. The H-1 and C-13{H-1} NMR spectra of DEAF at 100 K show two diastereomeric pairs of enantiomeric conformations. One pair of enantiomers has the isopropyl methine proton and both ethyl methyl groups gauche to the lone pair (75%). The other pair has the methine proton anti to the lone pair with the ethyl methyl groups respectively gauche and anti to the lone pair (25%). The barrier to inversion-rotation in DEAF (Delta G(double dagger) = 6.4 kcal/mol) is higher than barriers to isolated rotation about carbon-nitrogen bonds (Delta G(double dagger) = 5.3-5.7 kcal/mol). The H-1 and C-13{H-1} NMR spectra of DBAP at 100 K show just one pair of enantiomeric conformations that have the isopropyl methine proton and both phenyl groups gauche to the lone pair. There is no evidence in the NMR spectrum at 100 K for those conformations of DBAP that have a phenyl group anti to the lone pair. The barrier to inversion-rotation in DBAP (Delta G(double dagger) = 6.4 kcal/mol) is higher than the barrier to racemization via isolated rotation about carbon-nitrogen bonds (Delta G(double dagger) = 5.5 kcal/mol). Molecular mechanics calculations of conformational energies are in good agreement with the observed conformational preferences.

  DOI：

  10.1021/ja00155a021
• 作为产物：
  描述：

  N-异丙基乙酰胺 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 29.0h， 生成 N-ethyl-2-propylacetamide
  参考文献：
  名称：

  Stereodynamics of 2-(Diethylamino)propane and 2-(Dibenzylamino)propane. 1H and 13C{1H} DNMR Studies. Molecular Mechanics Calculations

  摘要：

  2-(Diethylamino)propane (DEAP) and 2-(dibenzylamino)propane (DBAP) possess similar molecular symmetries. Interconversion among the stable equilibrium conformations occurs by inversion-rotation at the pyramidal nitrogen and by isolated rotation about-carbon-nitrogen bonds. In DEAF and DBAP, the fact that stable equilibrium conformations cannot have destabilizing syn-1,5 interactions between methyl or phenyl groups limits the number of equilibrium conformations that will be present at concentrations high enough to be NMR detectable. The H-1 and C-13{H-1} NMR spectra of DEAF at 100 K show two diastereomeric pairs of enantiomeric conformations. One pair of enantiomers has the isopropyl methine proton and both ethyl methyl groups gauche to the lone pair (75%). The other pair has the methine proton anti to the lone pair with the ethyl methyl groups respectively gauche and anti to the lone pair (25%). The barrier to inversion-rotation in DEAF (Delta G(double dagger) = 6.4 kcal/mol) is higher than barriers to isolated rotation about carbon-nitrogen bonds (Delta G(double dagger) = 5.3-5.7 kcal/mol). The H-1 and C-13{H-1} NMR spectra of DBAP at 100 K show just one pair of enantiomeric conformations that have the isopropyl methine proton and both phenyl groups gauche to the lone pair. There is no evidence in the NMR spectrum at 100 K for those conformations of DBAP that have a phenyl group anti to the lone pair. The barrier to inversion-rotation in DBAP (Delta G(double dagger) = 6.4 kcal/mol) is higher than the barrier to racemization via isolated rotation about carbon-nitrogen bonds (Delta G(double dagger) = 5.5 kcal/mol). Molecular mechanics calculations of conformational energies are in good agreement with the observed conformational preferences.

  DOI：

  10.1021/ja00155a021

文献信息

• Substituted Isoquinolinones and Quinazolinones
  申请人：BERGHAUSEN Joerg

  公开号：US20110230457A1

  公开（公告）日：2011-09-22

  The invention relates to substituted nitrogen containing bicyclic heterocycles of the formula (I) wherein Z is CH 2 or N—R 4 and X, R 1 , R 2 , R 4 , R 6 , R 7 and n are as defined in the description. Such compounds are suitable for the treatment of a disorder or disease which is mediated by the activity of MDM2 and/or MDM4, or variants thereof.

  这项发明涉及公式（I）中的取代氮含有的双环杂环化合物，其中Z为CH2或N—R4，X、R1、R2、R4、R6、R7和n的定义如描述中所述。这类化合物适用于治疗由MDM2和/或MDM4的活性介导的疾病或疾病变体。
• [EN] SUBSTITUTED CYCLOPROPYL COMPOUNDS USEFUL AS GPR119 AGONISTS<br/>[FR] COMPOSÉS DE CYCLOPROPYLE SUBSTITUÉS UTILES À TITRE D'AGONISTES DE GPR119
  申请人：MERCK SHARP & DOHME

  公开号：WO2013074388A1

  公开（公告）日：2013-05-23

  Substituted cyclopropyl compounds of the formula (I): and pharmaceutically acceptable salts thereof are disclosed as useful for treating or preventing type 2 diabetes and similar conditions. The compounds are useful as agonists of the G-protein coupled receptor GPR-119. Pharmaceutical compositions and methods of treatment are also included

  公开了公式（I）的环丙基化合物及其药学上可接受的盐，用于治疗或预防2型糖尿病和类似疾病。这些化合物可作为G蛋白偶联受体GPR-119的激动剂。还包括药物组合物和治疗方法。
• [EN] ANTI-BACTERIAL COMPOUNDS BASED ON AMINO-GOLD PHOSPHINE COMPLEXES<br/>[FR] COMPOSÉS ANTIBACTÉRIENS À BASE DE COMPLEXES AMINO PHOSPHINE-OR
  申请人：AUSPHERIX LTD

  公开号：WO2017093545A1

  公开（公告）日：2017-06-08

  A compound of formula (I) for use in the prevention or treatment of a bacterial infection wherein: PX is selected from the group consisting of (P1), (P2) and (P3).

  一种用于预防或治疗细菌感染的化合物，其化学式为（I），其中：PX选自（P1）、（P2）和（P3）组成的群。
• ERK INHIBITORS AND USES THEREOF
  申请人：Celgene Avilomics Research, Inc.

  公开号：US20140228322A1

  公开（公告）日：2014-08-14

  The present invention provides compounds, compositions thereof, and methods of using the same.

  本发明提供了化合物、其组合物以及使用它们的方法。
• Benzimidazole and Pyridylimidazole Derivatives
  申请人：Li Guiying

  公开号：US20080227793A1

  公开（公告）日：2008-09-18

  This invention relates to benzimidazoles, pyridylimidazoles and related bicyclic heteroaryl compounds, all of which may be described by of Formula I The invention is particularly related to such compounds that bind with high selectivity and high affinity to the benzodiazepine site of GABA A receptors. This invention also relates to pharmaceutical compositions comprising such compounds and to the use of such compounds in treatment of certain central nervous system (CNS) diseases. Novel processes for preparing compounds of Formula I are disclosed. This invention also relates to the use of benzimidazoles, pyridylimidazoles and related bicyclic heteroaryl compounds of Formula I in combination with one or more other CNS agents to potentiate the effects of the other CNS agents. Additionally this invention relates to the use such compounds as probes for the localization of GABA A receptors in tissue sections.

  本发明涉及苯并咪唑、吡啶咪唑和相关的双环杂芳烃化合物，所有这些化合物都可以用公式I描述。本发明特别涉及与GABAA受体的苯二氮卓位点具有高选择性和高亲和力的这种化合物。本发明还涉及包含这种化合物的制药组合物以及在治疗某些中枢神经系统（CNS）疾病中使用这种化合物的用途。还公开了制备公式I化合物的新方法。本发明还涉及将公式I的苯并咪唑、吡啶咪唑和相关的双环杂芳烃化合物与一个或多个其他CNS药剂联合使用以增强其他CNS药剂的效果。此外，本发明还涉及将这些化合物用作定位组织切片中的GABAA受体的探针。