2-([1,1'-biphenyl]-3-yl)acetonitrile | 51780-76-8

• 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-([1,1'-biphenyl]-3-yl)acetonitrile
• 英文别名: [1,1′-biphenyl]-3-ylacetonitrile；2-(3-phenylphenyl)acetonitrile
• CAS: 51780-76-8
• 化学式: C₁₄H₁₁N
• mdl: MFCD09923661
• 分子量: 193.248
• InChiKey: UECHORLHEMXWAU-UHFFFAOYSA-N

物化性质

• 沸点：
  351.3±11.0 °C(Predicted)
• 密度：
  1.068±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-([1,1'-biphenyl]-3-yl)acetonitrile 在 sodium hydroxide 、 草酰氯 、 三(三甲代甲硅烷基)亚磷酸盐 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 乙醇 、 苯 为溶剂， 反应 4.0h， 生成 (2-Biphenyl-3-yl-1-hydroxy-1-phosphono-ethyl)-phosphonic acid
  参考文献：
  名称：

  Bisphosphonate Inhibition of the Exopolyphosphatase Activity of the Trypanosoma brucei Soluble Vacuolar Pyrophosphatase

  摘要：

  Trypanosoma brucei, the causative agent of African trypanosomiasis, contains a soluble, vacuolar pyrophosphatase, TbVSP1, not present in humans, which is essential for the growth of bloodstream forms in their mammalian host. Here, we report the inhibition of a recombinant TbVSP1 expressed in Escherichia coli by a panel of 81 bisphosphonates. The IC50 values were found to vary from similar to 2 to 850 mu M. We then used 3D QSAR (comparative molecular field and comparative molecular similarity index; CoMFA and CoMSIA) methods to analyze the enzyme inhibition results. The R-2 values for the experimental versus the QSAR-predicted activities were 0.78 or 0.61 for CoMFA and 0.79 or 0.68 for CoMSIA, for two different alignments. The root-mean-square (rms) pIC(50) error for the best CoMFA model was 0.41 for five test sets of five activity predictions, which translates to a factor of similar to 2.6 error in IC50 prediction. For CoMSIA, the rms pIC(50) error and error factors were 0.35 and 2.2, respectively. In general, the most active compounds contained both a single aromatic ring and a hydrogen bond donor feature. Thirteen of the more potent compounds were then tested in vivo in a mouse model of T. brucei infection. The most active compound in vivo provided a 40% protection from death with no apparent side effects, suggesting that further development of such compounds may be of interest.

  DOI：

  10.1021/jm058220g
• 作为产物：
  描述：

  3-甲基联苯 在 N-溴代丁二酰亚胺(NBS) 作用下， 生成 2-([1,1'-biphenyl]-3-yl)acetonitrile
  参考文献：
  名称：

  Ruechardt,C.; Grundmeier,M., Chemische Berichte, 1975, vol. 108, p. 2448 - 2464

  摘要：

  DOI：

文献信息

• Amide-Directed C−H Sodiation by a Sodium Hydride/Iodide Composite
  作者：Yinhua Huang、Guo Hao Chan、Shunsuke Chiba

  DOI：10.1002/anie.201702512

  日期：2017.6.1

  A new protocol for amide-directed ortho and lateral C-H sodiation is enabled by sodium hydride (NaH) in the presence of either sodium iodide (NaI) or lithium iodide (LiI). The transient organosodium intermediates could be transformed into functionalized aromatic compounds.

  在碘化钠（NaI）或碘化锂（LiI）的存在下，氢化钠（NaH）可以实现酰胺定向的邻位和横向CH磺化的新方案。瞬态有机钠中间体可以转化为官能化的芳族化合物。
• Highly selective Suzuki reaction catalysed by a molecular Pd–P-MOF catalyst under mild conditions: role of ligands and palladium speciation
  作者：Daniele Cartagenova、Stephan Bachmann、Kurt Püntener、Michelangelo Scalone、Mark A. Newton、Fabio A. Peixoto Esteves、Thomas Rohrbach、Patrik P. Zimmermann、Jeroen A. van Bokhoven、Marco Ranocchiari

  DOI：10.1039/d1cy01351c

  日期：——

  Cross-coupling reactions are a fundamental tool in the large scale synthesis of pharma-, agro- and fine chemicals. Homogeneous palladium complexes remain the state-of-the-art catalysts even though the use of heterogeneous palladium catalysts may have advantages such as catalyst recyclability, precious metal recovery and the possibility of being used in continuous flow operation. However, this is predicated

  交叉偶联反应是大规模合成药物、农业和精细化学品的基本工具。尽管使用非均相钯催化剂可能具有催化剂可回收性、贵金属回收和可用于连续流动操作的可能性等优点，但均相钯络合物仍然是最先进的催化剂。然而，这是基于在没有副反应的情况下实现可接受的工艺稳定性和选择性水平，例如芳基卤化物的加氢脱卤。我们报告了一种基于膦-金属-有机骨架（P-MOF）配体系统的分子定义的非均相钯催化剂。该催化剂在异常温和的条件下进行 Suzuki 反应，同时显示出独特的选择性，高于使用标准均相催化剂Pd(PPh 3 ) 4所达到的选择性。新的钯 P-MOF 催化剂对广泛的基材具有活性。钯形态的测定表明，分子定义的钯-膦位点以非常高的选择性催化 Suzuki 交叉偶联，并且在形成时，钯纳米颗粒促进加氢脱卤。通过在系统中具有过量的膦配体，使分子定义的钯的比例最大化。
• Benzoylquinoiline derivatives
  申请人：NIHON BAYER AGROCHEM K.K.

  公开号：EP0669320A2

  公开（公告）日：1995-08-30

  Novel benzoylquinoline derivatives of the formula wherein R1 represents halogen, C1 -4 alkyl, C1 -4 haloalkoxy or C1 -4 haloalkyl, p represents an integer of 0 or 1, R2 represents halogen, nitro, cyano, C1-4 alkyl, C1-4 alkoxy, C1-4 alkylthio, C1-4 haloalkyl, C1-4 haloalkoxy or phenyl, and when m represents 2, then R2 may also represent methylenedioxy, m represents an integer of 0, 1, 2, 3, 4 or 5, R3 represents C1 -4 alkyl or C1 -4 haloalkyl, and n represents an integer of 0 or 1, and acid addition salts and metal salt complexes thereof, processes for the preparation of the new compounds and their use as fungicides.

  化合物的结构式为 其中， R1代表卤素、C1-4烷基、C1-4卤代烷氧基或C1-4卤代烷基； p代表0或1； R2代表卤素、硝基、氰基、C1-4烷基、C1-4烷氧基、C1-4烷硫基、C1-4卤代烷基、C1-4卤代烷氧基或苯基，当m为2时，R2还可以代表亚甲二氧基； m代表0、1、2、3、4或5； R3代表C1-4烷基或C1-4卤代烷基； n代表0或1； 此外，还包括它们的酸盐和金属盐络合物，以及制备这些新化合物的方法和它们作为杀真菌剂的用途。
• COMPOUNDS AND METHODS
  申请人：Baloglu Erkan

  公开号：US20130059883A1

  公开（公告）日：2013-03-07

  Disclosed are compounds having the formula: wherein X 1 , X 2 , X 3 , R 1 , R 2 , R 3 , R 4 , Y, A, Z, L and n are as defined herein, and methods of making and using the same.

  公开的化合物具有以下公式：其中X1，X2，X3，R1，R2，R3，R4，Y，A，Z，L和n的定义如下，以及制备和使用它们的方法。
• Compounds and methods
  申请人：Baloglu Erkan

  公开号：US08901156B2

  公开（公告）日：2014-12-02

  Disclosed are compounds having the formula: wherein X1, X2, X3, R1, R2, R3, R4, Y, A, Z, L and n are as defined herein, and methods of making and using the same.

  本文披露了具有以下式子的化合物： 其中X1、X2、X3、R1、R2、R3、R4、Y、A、Z、L和n的定义如本文所述，并且还披露了制备和使用这些化合物的方法。