(m-Chlorophenyl)phenylacetonitrile | 26926-51-2

• 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: (m-Chlorophenyl)phenylacetonitrile
• 英文别名: (3-chloro-phenyl)-phenyl-acetonitrile；(3-Chlor-phenyl)-phenyl-acetonitril；2-(3-chlorophenyl)-2-phenylacetonitrile
• CAS: 26926-51-2
• 化学式: C₁₄H₁₀ClN
• 分子量: 227.693
• InChiKey: UBBWHDPHMWRVKK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 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：

  (m-Chlorophenyl)phenylacetonitrile 在 吡啶 、 硫化氢 、 三乙胺 作用下， 反应 12.0h， 以91%的产率得到2-(3-Chloro-phenyl)-2-phenyl-thioacetamide
  参考文献：
  名称：

  Histamine H1 receptor ligands

  摘要：

  New 2-[2-(phenylamino)thiazol-4-yl]ethanamine and 2-(2-benzhydrylthiazol-4-yl)ethanamine derivatives were prepared and tested in vitro as H-1 receptor antagonists. The compounds with 2-phenylamino substitution with meta-halide substituents at the phenyl ring, showed weak H-1-antagonistic activity (pA(2): 4.62-5.04) and this activity was completely lost in the case of meta-methyl substituent (pA(2) < 4). When the phenylamino group was replaced by benzhydryl groups of classic antihistamines, the resulting compounds exhibited slightly improved H-1-antagonistic activity (at the meta-position pA(2): 6.38-6.15; at the para-position pA(2): 6.04-5.87). (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(00)00087-2
• 作为产物：
  描述：

  间氯氰苄 在 三氯化铝 、 溴 作用下， 以 苯 为溶剂， 反应 1.25h， 生成 (m-Chlorophenyl)phenylacetonitrile
  参考文献：
  名称：

  Histamine H1 receptor ligands

  摘要：

  New 2-[2-(phenylamino)thiazol-4-yl]ethanamine and 2-(2-benzhydrylthiazol-4-yl)ethanamine derivatives were prepared and tested in vitro as H-1 receptor antagonists. The compounds with 2-phenylamino substitution with meta-halide substituents at the phenyl ring, showed weak H-1-antagonistic activity (pA(2): 4.62-5.04) and this activity was completely lost in the case of meta-methyl substituent (pA(2) < 4). When the phenylamino group was replaced by benzhydryl groups of classic antihistamines, the resulting compounds exhibited slightly improved H-1-antagonistic activity (at the meta-position pA(2): 6.38-6.15; at the para-position pA(2): 6.04-5.87). (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(00)00087-2

文献信息

• Palladium-Catalyzed Regiodivergent Substitution of Propargylic Carbonates
  作者：Theresa M. Locascio、Jon A. Tunge

  DOI：10.1002/chem.201603481

  日期：2016.12.12

  The palladium(0)‐catalyzed, ligand‐controlled, regioselective addition of diaryl acetonitrile pronucleophiles to propargylic carbonates is reported. Selective formation of either terminal 1,3‐dienyl or propargylated products is proposed to arise from a change in reaction mechanism controlled by the denticity of the coordinating ligand.

  据报道，钯（0）催化，配体控制，区域选择性地将二芳基乙腈前亲核试剂添加到炔丙基碳酸酯中。端基1,3-二烯基或炔丙基化产物的选择性形成被认为是由配位基团的密度控制的反应机理的变化引起的。
• 3-(Imidazol-4-yl)-2-phenylpropanenitriles
  申请人：Eli Lilly and Company

  公开号：US04281141A1

  公开（公告）日：1981-07-28

  3-(Imidazol-4-yl)-2-phenylpropanenitriles are useful for control of powdery mildew of cultivated plants.

  3-(咪唑-4-基)-2-苯基丙腈对于控制栽培植物的白粉病是有用的。
• The use of 2-phenyltetralin derivatives, or heterocyclic analogues, in medicine and pharmaceutical compositions containing them
  申请人：THE WELLCOME FOUNDATION LIMITED

  公开号：EP0025598A1

  公开（公告）日：1981-03-25

  Known and novel compounds of formula (i) wherein E is a sulphur atom or a NH or CH2 group, J is a nitrogen atom or a CH group, Q is a sulphur atom or a NR3 or CHR3 group, Z is oxygen or sulphur atom or a NR4 or CHR4 group and R' represents four substituents and R2 represents five substituents, provided at least three of E, J, Q, and Z are methylene residues, are active against viruses, especially rhinoviruses. Methods for producing the compounds are described, as are pharmaceutical formulations and methods for administering the compounds to cure or prevent rhinoviral infections.

  已知和新型的式(i)化合物 其中 E 是硫原子或 NH 或 CH2 基团，J 是氮原子或 CH 基团，Q 是硫原子或 NR3 或 CHR3 基团，Z 是氧或硫原子或 NR4 或 CHR4 基团，R'代表四个取代基，R2 代表五个取代基，条件是 E、J、Q 和 Z 中至少有三个是亚甲基残基。本文介绍了生产这些化合物的方法，以及使用这些化合物治疗或预防鼻病毒感染的药物制剂和方法。
• α-Difluoromethylation on sp³ Carbon of Nitriles Using Fluoroform and Ruppert–Prakash Reagent
  作者：Kohsuke Aikawa、Kenichi Maruyama、Kazuya Honda、Koichi Mikami

  DOI：10.1021/acs.orglett.5b02438

  日期：2015.10.2

  Difluoromethylation on sp(3) carbon of various nitrile compounds with lithium base and fluoroform (CF3H), which is an ideal difluoromethylating reagent, is shown to provide the alpha-difluoromethylated nitrile products with an all-carbon quaternary center in moderate to high yields. The Ruppert-Prakash reagent (CF3TMS) is also applicable to the reaction, affording the alpha-siladifluoromethylated nitrile products, which can be utilized for sequential carbon carbon bond-forming reactions. These reactions using 1.1 equiv of lithium base, 1.5-2.0 equiv of CF3H or CF3TMS, and easily accessible nitrile derivatives are completed in only a few minutes, resulting in the formation of valuable difluoromethylated compounds.
• Baldoli, Clara; Buttero, Paola Del; Licandro, Emanuela, Gazzetta Chimica Italiana, 1988, vol. 118, # 5, p. 409 - 414
  作者：Baldoli, Clara、Buttero, Paola Del、Licandro, Emanuela、Maiorana, Stefano

  DOI：——

  日期：——