2-Cyan-3'-nitro-diphenyl | 17254-18-1

• 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: 2-Cyan-3'-nitro-diphenyl
• 英文别名: 3'-nitrobiphenyl-2-carbonitrile；2-(3-Nitrophenyl)benzonitrile
• CAS: 17254-18-1
• 化学式: C₁₃H₈N₂O₂
• 分子量: 224.219
• InChiKey: ZUFWEJDMSOJROM-UHFFFAOYSA-N

物化性质

• 熔点：
  155-156 °C
• 沸点：
  424.5±38.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  69.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-Cyan-3'-nitro-diphenyl 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 氢溴酸 、 potassium acetate 、 二甲基亚砜 、 tin(ll) chloride 、 copper(I) bromide 、 sodium nitrite 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 为溶剂， 反应 30.5h， 生成 3'-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-biphenyl-2-carbonitrile
  参考文献：
  名称：

  Imidazo[1,2-a]pyrimidines as Functionally Selective and Orally Bioavailable GABA_Aα2/α3 Binding Site Agonists for the Treatment of Anxiety Disorders

  摘要：

  A series of high-affinity GABA(A) agonists with good oral bioavailability in rat and dog and functional selectivity for or the GABA(A)alpha 2 and -alpha 3 subtypes is reported. The 7-trifluoroinethylimidazopyrimidine 14g and the 7-propan-2-olimidazopyrimidine 14k are anxiolytic in both conditioned and unconditioned animal models of anxiety with minimal sedation observed at full BZ binding site occupancy.

  DOI：

  10.1021/jm051065l
• 作为产物：
  描述：

  间溴硝基苯 在 potassium fluoride 、 tris-(dibenzylideneacetone)dipalladium(0) 、 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 三叔丁基膦 、 potassium acetate 、 二甲基亚砜 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 15.5h， 生成 2-Cyan-3'-nitro-diphenyl
  参考文献：
  名称：

  Imidazo[1,2-a]pyrimidines as Functionally Selective and Orally Bioavailable GABA_Aα2/α3 Binding Site Agonists for the Treatment of Anxiety Disorders

  摘要：

  A series of high-affinity GABA(A) agonists with good oral bioavailability in rat and dog and functional selectivity for or the GABA(A)alpha 2 and -alpha 3 subtypes is reported. The 7-trifluoroinethylimidazopyrimidine 14g and the 7-propan-2-olimidazopyrimidine 14k are anxiolytic in both conditioned and unconditioned animal models of anxiety with minimal sedation observed at full BZ binding site occupancy.

  DOI：

  10.1021/jm051065l

文献信息

• Synthesis of Biphenyl-2-carbonitrile Derivatives via a Palladium-Catalyzed sp² C−H Bond Activation Using Cyano as a Directing Group
  作者：Wu Li、Zhipeng Xu、Peipei Sun、Xiaoqing Jiang、Min Fang

  DOI：10.1021/ol103075n

  日期：2011.3.18

  Pd-II-catalyzed aromatic C-H bond activation using cyano as a directing group was carried out in TFA medium. Biphenyl-2-carbonitrile derivatives were therefore synthesized from aryl nitriles and aryl halides in moderate to good yields.
• Imidazo[1,2<i>-a</i>]pyrimidines as Functionally Selective and Orally Bioavailable GABA_Aα2/α3 Binding Site Agonists for the Treatment of Anxiety Disorders
  作者：Simon C. Goodacre、Leslie J. Street、David J. Hallett、James M. Crawforth、Sarah Kelly、Andrew P. Owens、Wesley P. Blackaby、Richard T. Lewis、Joanna Stanley、Alison J. Smith、Pushpinder Ferris、Bindi Sohal、Susan M. Cook、Andrew Pike、Nicola Brown、Keith A. Wafford、George Marshall、José L. Castro、John R. Atack

  DOI：10.1021/jm051065l

  日期：2006.1.1

  A series of high-affinity GABA(A) agonists with good oral bioavailability in rat and dog and functional selectivity for or the GABA(A)alpha 2 and -alpha 3 subtypes is reported. The 7-trifluoroinethylimidazopyrimidine 14g and the 7-propan-2-olimidazopyrimidine 14k are anxiolytic in both conditioned and unconditioned animal models of anxiety with minimal sedation observed at full BZ binding site occupancy.