N,N-dibutyl-2-cyanoacetamide | 53807-36-6

• 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,N-dibutyl-2-cyanoacetamide
• 英文别名: HP191
• CAS: 53807-36-6
• 化学式: C₁₁H₂₀N₂O
• 分子量: 196.293
• InChiKey: CQPQBICYNIUIIF-UHFFFAOYSA-N

物化性质

• 沸点：
  318.5±25.0 °C(Predicted)
• 密度：
  0.944±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N-dibutyl-2-cyanoacetamide 、 苯甲醛 在 1,2,3,4,5,6,7,8-八硫杂环辛烷 、 三乙胺 作用下， 以 乙醇 为溶剂， 以40%的产率得到2-amino-N,N-dibutyl-5-phenylthiophene-3-carboxamide
  参考文献：
  名称：

  Design of a novel thiophene inhibitor of 15-lipoxygenase-1 with both anti-inflammatory and neuroprotective properties

  摘要：

  The enzyme 15-lipoxygenase-1 (15-LOX-1) plays a dual role in diseases with an inflammatory component. On one hand 15-LOX-1 plays a role in pro-inflammatory gene expression and on the other hand it has been shown to be involved in central nervous system (CNS) disorders by its ability to mediate oxidative stress and damage of mitochondrial membranes under hypoxic conditions. In order to further explore applications in the CNS, novel 15-LOX-1 inhibitors with favorable physicochemical properties need to be developed. Here, we present Substitution Oriented Screening (SOS) in combination with Multi Component Chemistry (MCR) as an "effective strategy to identify a diversely substituted small heterocyclic inhibitors for 15-LOX-1, denoted ThioLox, with physicochemical properties superior to previously identified inhibitors. Ex vivo biological evaluation in precision-cut lung slices (PCLS) showed inhibition of pro-inflammatory gene expression and in vitro studies on neuronal HT-22 cells showed a strong protection against glutamate toxicity for this 15-LOX-1 inhibitor. This provides a novel approach to identify novel small with favorable physicochemical properties for exploring 15-LOX-1 as a drug target in inflammatory diseases and neurodegeneration. (C) 2016 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2016.07.010
• 作为产物：
  描述：

  二正丁胺 、 氰乙酸甲酯 在 三乙胺 作用下， 以 乙酸乙酯 为溶剂， 反应 48.0h， 以30%的产率得到N,N-dibutyl-2-cyanoacetamide
  参考文献：
  名称：

  Design of a novel thiophene inhibitor of 15-lipoxygenase-1 with both anti-inflammatory and neuroprotective properties

  摘要：

  The enzyme 15-lipoxygenase-1 (15-LOX-1) plays a dual role in diseases with an inflammatory component. On one hand 15-LOX-1 plays a role in pro-inflammatory gene expression and on the other hand it has been shown to be involved in central nervous system (CNS) disorders by its ability to mediate oxidative stress and damage of mitochondrial membranes under hypoxic conditions. In order to further explore applications in the CNS, novel 15-LOX-1 inhibitors with favorable physicochemical properties need to be developed. Here, we present Substitution Oriented Screening (SOS) in combination with Multi Component Chemistry (MCR) as an "effective strategy to identify a diversely substituted small heterocyclic inhibitors for 15-LOX-1, denoted ThioLox, with physicochemical properties superior to previously identified inhibitors. Ex vivo biological evaluation in precision-cut lung slices (PCLS) showed inhibition of pro-inflammatory gene expression and in vitro studies on neuronal HT-22 cells showed a strong protection against glutamate toxicity for this 15-LOX-1 inhibitor. This provides a novel approach to identify novel small with favorable physicochemical properties for exploring 15-LOX-1 as a drug target in inflammatory diseases and neurodegeneration. (C) 2016 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2016.07.010

文献信息

• LUBRICATING COMPOSITION CONTAINING AN ANTIWEAR AGENT
  申请人：The Lubrizol Corporation

  公开号：EP2513272A1

  公开（公告）日：2012-10-24
• Lubricating Composition Containing an Antiwear Agent
  申请人：Kocsis Jody A.

  公开号：US20120309657A1

  公开（公告）日：2012-12-06

  The invention provides a lubricating composition containing an oil of lubricating viscosity, a compound derived from the hydroxy-carboxylic acid and a nitrile compound. The invention further relates to a method of the lubricating an internal combustion engine with the lubricating composition.
• US3985763A
  申请人：——

  公开号：US3985763A

  公开（公告）日：1976-10-12
• US4340708A
  申请人：——

  公开号：US4340708A

  公开（公告）日：1982-07-20
• US9708563B2
  申请人：——

  公开号：US9708563B2

  公开（公告）日：2017-07-18