4-[chloro(phenyl)methyl]pyridine | 740062-52-6

• 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: 4-[chloro(phenyl)methyl]pyridine
• 英文别名: 4-(chloro(phenyl)methyl)pyridine
• CAS: 740062-52-6
• 化学式: C₁₂H₁₀ClN
• 分子量: 203.671
• InChiKey: CPPXBZIVPVVUSG-UHFFFAOYSA-N

物化性质

• 沸点：
  325.7±27.0 °C(Predicted)
• 密度：
  1.169±0.06 g/cm3(Predicted)

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

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  4-[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(4-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：

  4-苯甲酰吡啶 在 氯化亚砜 、 aluminum isopropoxide 作用下， 以 氯仿 为溶剂， 反应 7.0h， 生成 4-[chloro(phenyl)methyl]pyridine
  参考文献：
  名称：

  摘要：

  DOI：

  10.1023/a:1012735616975

文献信息

• [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。
• Polar Heterobenzylic C(sp³)–H Chlorination Pathway Enabling Efficient Diversification of Aromatic Nitrogen Heterocycles
  作者：Soham Maity、Marco A. Lopez、Desiree M. Bates、Shishi Lin、Shane W. Krska、Shannon S. Stahl

  DOI：10.1021/jacs.3c05822

  日期：2023.9.13

  leverage polar, rather than radical, reaction pathways to enable the selective heterobenzylic C–H chlorination of 2- and 4-alkyl-substituted pyridines and other heterocycles. Catalytic activation of the substrate with trifluoromethanesulfonyl chloride promotes the formation of enamine tautomers that react readily with electrophilic chlorination reagents. The resulting heterobenzyl chlorides can be used

  苄基 C-H 键的位点选择性自由基反应现在是 C(sp 3 –H) 官能化和交叉偶联的高效方法。然而，现有方法通常对药物和农用化学品中突出的烷基取代吡啶和相关芳香杂环中的杂苄基 C-H 键无效。在这里，我们报告了新的合成方法，利用极性而不是自由基反应途径来实现2-和4-烷基取代的吡啶和其他杂环的选择性杂苄基C-H氯化。用三氟甲磺酰氯催化活化底物促进烯胺互变异构体的形成，该互变异构体容易与亲电氯化试剂反应。所得杂苄基氯无需分离或纯化即可用于亲核偶联反应。这种氯化多样化序列提供了一种有效的策略，可实现与脂肪胺和多种唑类以及其他偶联伙伴的杂苄基 C-H 交叉偶联。
• Structure–activity relationships in platelet-activating factor. Part 13: Synthesis and biological evaluation of piperazine derivatives with dual anti-PAF and anti-HIV-1 or pure antiretroviral activity
  作者：Nawal Serradji、Okkacha Bensaid、Marc Martin、Wafa Sallem、Nathalie Dereuddre-Bosquet、Houcine Benmehdi、Catherine Redeuilh、Aazdine Lamouri、Georges Dive、Pascal Clayette、Françoise Heymans

  DOI：10.1016/j.bmc.2006.07.031

  日期：2006.12

  HIV-1 infection of the brain and PAF neurotoxicity are implicated in AIDS dementia complex. We previously reported that a trisubstituted piperazine derivative is able to diminish both HIV-1 replication in monocyte-derived macrophages and PAF-induced platelet aggregation. We report in this work new compounds obtained by modifying its piperazine substituents. The structure-activity relationship study shows that a better dual activity or even pure antiretroviral compounds can be obtained in this series. (c) 2006 Elsevier Ltd. All rights reserved.
• US7507760B2
  申请人：——

  公开号：US7507760B2

  公开（公告）日：2009-03-24