2-苯基喹唑啉-4-甲腈 | 67824-28-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 中文名称: 2-苯基喹唑啉-4-甲腈
• 英文名称: 2-phenylquinazoline-4-carbonitrile
• CAS: 67824-28-6
• 化学式: C₁₅H₉N₃
• 分子量: 231.257
• InChiKey: DCVXQSKJWLASKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  49.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-苯基喹唑啉-4-甲腈 在 草酰氯 、 水 、 N,N-二甲基甲酰胺 、 lithium hydroxide 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 14.0h， 生成 2-Phenyl-quinazoline-4-carbonyl chloride
  参考文献：
  名称：

  Compound AD110 Acts as Therapeutic Management for Alzheimer’s Disease and Stroke in Mouse and Rat Models

  摘要：

  Anti-inflammatory therapy may be an effective therapeutic intervention for neurological diseases, such as Alzheimer's disease (AD) and stroke. As an important anti-inflammatory cytokine, interleukin-10 (IL-10) inhibits proinflammatory responses of both innate and adaptive immune cells. We tested the hypothesis that drug-induced promotion of IL-10 expression is effective in improving cognitive abilities and neurologic outcomes of AD and ury stroke. An orally small molecule AD110 was synthesized and subjected to in vitro and in vivo analyses. We found that AD110 enhanced IL-10 release in lipopolysaccharide (LPS)-activated BV2 microglial cells. Y-Maze and Morris water maze tests showed improved cognitive abilities in AD mice treated with AD110. Moreover, AD110 attenuated cerebral ischemic injury in a transient middle cerebral artery occlusion (tMCAO) rat model. This study not only provides a promising lead compound with IL-10-promoting activity, but also supports the hypothesis that promoting IL-10 expression is a potential therapeutic strategy for AD and stroke.

  DOI：

  10.1021/acschemneuro.9b00651
• 作为产物：
  描述：

  4-氯-2-苯基喹唑啉 以 二氯甲烷 、 苯 为溶剂， 反应 1.5h， 生成 2-苯基喹唑啉-4-甲腈
  参考文献：
  名称：

  Hermann, Klaus; Simchen, Gerhard, Liebigs Annalen der Chemie, 1981, # 2, p. 333 - 341

  摘要：

  DOI：

文献信息

• Pd-Catalyzed Cyanation of (Hetero)Aryl Halides by Using Biphosphine Ligands
  作者：Shaoke Zhang、Helfried Neumann、Matthias Beller

  DOI：10.1002/chem.201704178

  日期：2018.1.2

  A new biphosphine ligand combined with [Pd] allows smooth cyanation of all kinds of (hetero)aryl chlorides and bromides. The generality of the new catalytic system was shown by the cyanation reaction of approximately 30 (hetero)aryl halides including hindered, electron-rich, and electron-poor aryl chlorides (see scheme).

  给我两个磷原子：新的双膦配体与[Pd]结合使用可使所有（杂）芳基氯化物和溴化物平滑氰化。约30种（杂）芳基卤化物的氰化反应表明了新催化体系的普遍性，其中包括受阻，富电子和贫电子的芳基氯化物（请参见方案）。
• AMIDE COMPOUNDS
  申请人：Hu Wenhui

  公开号：US20130245033A1

  公开（公告）日：2013-09-19

  A compound represented by formula (I) and the pharmaceutical acceptable salt thereof are disclosed, wherein, R 1 , R 2 , R 3 , R 4 , R 5 and Ar are defined as those in the specification.

  公开了由化学式（I）表示的化合物及其药用可接受的盐，其中，R1、R2、R3、R4、R5和Ar的定义如规范中所述。
• Meerwein et al., Chemische Berichte, 1956, vol. 89, p. 224,234
  作者：Meerwein et al.

  DOI：——

  日期：——
• Preparation of Heteroarenecarbonitriles by Reaction of Haloheteroarenes with Potassium Cyanide Catalyzed by Sodium p-Toluenesulfinate
  作者：Akira Miyashita、Yumiko Suzuki、Kiyono Ohta、Takeo Higashino

  DOI：10.3987/com-94-s(b)38

  日期：——

  Several heteroarenecarbonitriles were prepared by reaction of haloheteroarenes with potassium cyanide catalyzed by sodium p-toluenesulfinate (1) or sodium methanesulfinate (2). In the reaction pathway, the cyanation proceeds through the formation of the sulfonylheteroarenes.
• Hammett-Taft constants of substituted 2- and 4-quinazolinyl groups
  作者：S. G. Baram、O. P. Shkurko、V. P. Mamaev

  DOI：10.1007/bf00958004

  日期：1991.3

  From the chemical shifts of the meta- and para-carbon atoms of the phenyl group in phenylquinazolines the sigma-I and sigma-R0 constants of 2- and 4-quinazolinyl groups were determined. Correlation equations which enable us to calculate the sigma-constants of various substituted 2- and 4-quinazolinyl groups are proposed.