3-(chloro(phenyl)methyl)pyridine | 38608-51-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3-(chloro(phenyl)methyl)pyridine
• 英文别名: 3-[chloro(phenyl)methyl]pyridine
• CAS: 38608-51-4
• 化学式: C₁₂H₁₀ClN
• 分子量: 203.671
• InChiKey: OKPPIDFMLVDJGU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-(chloro(phenyl)methyl)pyridine 在 三乙胺 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 4.0h， 生成 1-phenyl-4-4-[phenyl(3-pyridyl)methyl]piperazino-1H-pyrazolo[3,4-d]pyrimidine
  参考文献：
  名称：

  Design, synthesis, and structure–activity relationships of pyrazolo[3,4-d]pyrimidines: a novel class of potent enterovirus inhibitors

  摘要：

  A series of pyrazolo[3,4-d]pyrimidines were synthesized. and their antiviral activity was evaluated in a plaque reduction assay. It is very interesting that this class of compounds provide remarkable evidence that they are very specific for human enteroviruses, in particular, coxsackieviruses. Some derivatives proved to be highly effective in inhibiting enterovirus replication at nanomolar concentrations. SAR studies revealed that the phenyl group at the N-I position and the hydrophobic diarylmethyl group at the piperazine largely influenced the in vitro antienteroviral activity of this new class of potent antiviral agents. It was found that the pyrazolo[3,4-d]pyrimidines with a thiophene substituent, such as compounds 20 24, in general exhibited high activity against coxsackievirus B3 (IC50 = 0.063-0.089 muM) and moderate activity against enterovirus 71 (IC50 = 0.32-0.65 muM) with no apparent cytotoxic effect toward RD (rhabdomyosarcoma) cell lines (CC50>25 muM). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.092
• 作为产物：
  描述：

  苯基吡啶-3-基甲醇 在 氯化亚砜 作用下， 反应 16.0h， 以94%的产率得到3-(chloro(phenyl)methyl)pyridine
  参考文献：
  名称：

  [EN] SUBSTITUTED BENZAMIDES AND METHODS OF USE THEREOF
  [FR] BENZAMIDES SUBSTITUÉS ET LEURS MÉTHODES D'UTILISATION

  摘要：

  这项发明提供了具有一般式I的化合物及其药用盐，其中变量RA、RAA、下标n、环A、X2、L、下标m、X1、R1、R2、R3、R4、R5和RN的含义如本文所述，并包含这种化合物的组合物和使用这种化合物和组合物的方法。

  公开号：

  WO2015078374A1

文献信息

• Synthesis and evaluation of a 2-benzothiazolylphenylmethyl ether class of histamine H4 receptor antagonists
  作者：Olivier Labeeuw、Nicolas Levoin、Xavier Billot、Denis Danvy、Thierry Calmels、Stéphane Krief、Xavier Ligneau、Isabelle Berrebi-Bertrand、Philippe Robert、Jeanne-Marie Lecomte、Jean-Charles Schwartz、Marc Capet

  DOI：10.1016/j.bmcl.2016.09.049

  日期：2016.11

  Synthesis and biological evaluation of a new class of histamine H4 receptor ligands, distinct from the previously reported chemotypes, are described. A virtual screening of our corporate compound collection identified a hit with an undesired dual H3R/H4R activity. Chemical exploration led to the discovery of a more potent and selective 2-benzothiazolylphenylmethyl ether lead compound.

  描述了不同于先前报道的化学型的新型组胺H 4受体配体的合成和生物学评估。对我们公司化合物馆藏的虚拟筛选确定了具有非预期的双重H3R / H4R活性的命中。化学探索导致发现了一种更有效和更具选择性的2-苯并噻唑基苯基甲基醚铅化合物。
• [EN] PIPERAZINYL DERIVATIVES USEFUL AS MODULATORS OF THE NEUROPEPTIDE Y2 RECEPTOR<br/>[FR] DÉRIVÉS PIPÉRAZINYLE UTILES COMME MODULATEURS DU RÉCEPTEUR DU NEUROPEPTIDE Y2
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2009079597A1

  公开（公告）日：2009-06-25

  The present invention is directed to piperidinyl and piperazinyl derivatives of formula (II) useful as inhibitors of the NPY Y2 receptor, pharmaceutical compositions comprising said compounds, processes for the preparation of said compounds and the use of said compounds for the treatment and / or prevention of disorders, diseases and conditions mediated by the NPY Y2 receptor.

  本发明涉及一种具有以下化学式（II）的哌啶基和哌嗪基衍生物，其可用作NPY Y2受体抑制剂，包括该化合物的药物组合物，制备该化合物的方法以及利用该化合物用于治疗和/或预防由NPY Y2受体介导的疾病、疾病和病况。
• PIPERAZINYL DERIVATIVES USEFUL AS MODULATORS OF THE NEUROPEPTIDE Y2 RECEPTOR
  申请人：Chai Wenying

  公开号：US20120129870A1

  公开（公告）日：2012-05-24

  The present invention is directed to piperidinyl and piperazinyl derivatives of formula (II) useful as inhibitors of the NPY Y2 receptor, pharmaceutical compositions comprising said compounds, processes for the preparation of said compounds and the use of said compounds for the treatment and/or prevention of disorders, diseases and conditions mediated by the NPY Y2 receptor.

  本发明涉及公式（II）的哌啶基和哌嗪基衍生物，其可用作NPY Y2受体的抑制剂，包括该化合物的制药组合物，制备该化合物的过程以及利用该化合物治疗和/或预防由NPY Y2受体介导的疾病、疾病和病情的用途。
• SUBSTITUTED BENZAMIDES AND METHODS OF USE THEREOF
  申请人：GENENTECH, INC.

  公开号：US20150252038A1

  公开（公告）日：2015-09-10

  The invention provides compounds having the general formula I: and pharmaceutically acceptable salts thereof, wherein the variables R A , R AA , subscript n, ring A, X 2 , L, subscript m, X 1 , R 1 , R 2 , R 3 , R 4 , R 5 , and R N have the meaning as described herein, and compositions containing such compounds and methods for using such compounds and compactions.

  本发明提供具有一般式I的化合物及其药学上可接受的盐，其中变量RA、RAA、下标n、环A、X2、L、下标m、X1、R1、R2、R3、R4、R5和RN的含义如本文所述，并且包含这些化合物的组合物和使用这些化合物和组合物的方法。
• Radical chlorination of non-resonant heterobenzylic C‒H bonds and high-throughput diversification of heterocycles
  作者：Dung L. Golden、Kaitlyn M. Flynn、Santeri Aikonen、Christopher M. Hanneman、Dipannita Kalyani、Shane W. Krska、Robert S. Paton、Shannon S. Stahl

  DOI：10.1016/j.chempr.2024.04.001

  日期：2024.5

  Site-selective functionalization of the heterobenzylic C(sp)–H bonds of pyridines and related heteroaromatic compounds presents challenges associated with the basic nitrogen atom and the variable reactivity among different positions on the heteroaromatic ring. Methods for functionalization of 2- and 4-alkylpyridines are increasingly available through polar pathways that leverage resonance stabilization

  吡啶和相关杂芳族化合物的杂苄基 C(sp)-H 键的位点选择性官能化提出了与碱性氮原子和杂芳环上不同位置之间的可变反应性相关的挑战。 2-和4-烷基吡啶的功能化方法越来越多地通过利用这些位置上电荷积累的共振稳定性的极性途径来实现。相比之下，3-烷基吡啶的官能化基本上是难以实现的。在这里，我们报道了一种光化学促进的方法，用于 3-烷基吡啶和相关烷基杂芳烃中非共振杂苄基 C(sp)-H 位点的氯化。密度泛函理论计算表明，最佳反应性反映了两个自由基链增长步骤的能量之间的平衡，优选试剂由β-氯磺酰胺组成。操作简单的氯化方案能够获得杂苄基氯化物，它可作为杂芳族结构单元和各种氧化敏感亲核试剂之间的 C-H 交叉偶联反应的多功能中间体，通过高通量实验进行。