methyl 6-(4-chlorophenyl)nicotinate

• 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: methyl 6-(4-chlorophenyl)nicotinate
• 英文别名: methyl 6-(4-chlorophenyl)pyridine-3-carboxylate
• 化学式: C₁₃H₁₀ClNO₂
• 分子量: 247.681
• InChiKey: RJKCWSQEGOGWEH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  烟酸甲酯 在 邻四氯苯醌 、 lithium chloride 、 锌 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 methyl 6-(4-chlorophenyl)nicotinate
  参考文献：
  名称：

  Syntheses of 2-Azafluorenones from 3-Substituted 4-Arylpyridines

  摘要：

  3-Substituted 4-arylpyridines (5a-i) were synthesized in good yields by reaction of mixed copper, zinc aryl organometallics (2a-e) with 1-ethoxycarbonyl-pyridinium chlorides (1a-d) followed by o-chloranil oxidation under reflux in toluene. The 4-arylpyridines (5a-i) are obtained predominantly. Having compounds (5a-i) in hand, a convenient method was developed for the synthesis of 2-azafluorenones (7a-f) by using cyclization of 4-arylpyridines (5a-i) with polyphosphoric acid.

  DOI：

  10.3987/com-92-6199

文献信息

• [EN] ARYL PIPERIDINE DERIVATIVES AS INDUCERS OF LDL-RECEPTOR EXPRESSION FOR THE TREATMENT OF HYPERCHOLESTEROLEMIA<br/>[FR] DERIVES DE PIPERIDINE-ARYLE SERVANT D'INDUCTEURS DE L'EXPRESSION DU RECEPTEUR LDL POUR LE TRAITEMENT DE L'HYPERCHOLESTEROLEMIE
  申请人：GLAXO GROUP LTD

  公开号：WO2004006922A1

  公开（公告）日：2004-01-22

  This invention relates to novel compounds which up-regulate LDL receptor (LDL-r) expression and to processes for their preparation, pharmaceutical compositions containing them and their medical use. More particularly, this invention relates to novel aromatic piperidines of formula (I) and their use in therapy.

  这项发明涉及一种新型化合物，可以上调LDL受体（LDL-r）的表达，并涉及其制备过程、含有它们的药物组合物以及它们的医疗用途。更具体地，这项发明涉及式（I）的新型芳香基哌啶及其在治疗中的应用。
• [EN] ARYL PIPERIDINE DERIVATIVES AS INDUCERS OF LDL-RECEPTOR EXPRESSION FOR THE TREATMENT OF HYPERCHOLESTEROLEMIA<br/>[FR] DERIVES D'ARYL PIPERIDINE UTILISES COMME INDUCTEURS D'EXPRESSION DES RECEPTEURS DES LIPOPROTEINES DE BASSE DENSITE (LDL) PERMETTANT DE TRAITER L'HYPERCHOLESTEROLEMIE
  申请人：GLAXO GROUP LTD

  公开号：WO2004006923A1

  公开（公告）日：2004-01-22

  This invention relates to novel compounds which up-regulate LDL receptor (LDL-r) expression. and to processes for their preparation, pharmaceutical compositions containing them and their medical use. More particularly, this invention relates to novel aromatic piperidines of formula (I) and their use in therapy. wherein Ar1 is substituted, by at least one R1 group selected from: -O(CRaRb)nC(O)NRXRy, -O(CH2)nCN, -O(CH2)nO(CH2)mOR2, -O(CH2)nCO2R2, -OS02NRxRy, -OSO2(CH2)pCH3, -(CRaRb)nC(O)NRXRy, -(CH2)nCN, -(CH2)nO(CH2)mOR2, -(CH2)nCO2R2, -(CH2)nC(O)R2, - SO2NRxRy, -SO2(CH2)pCH3, -CH=CHC(O)NRxRy, -CH=CHCN, -CH=CHCO2R2, -CO2R2, - C(O)R2, -C(O)NRxRy and C2-5alkenyl.

  这项发明涉及促进低密度脂蛋白受体（LDL-r）表达的新化合物，以及它们的制备方法、含有它们的药物组合物和它们的医疗用途。更具体地说，这项发明涉及式（I）的新芳香基哌啶及其在治疗中的应用。其中Ar1被至少一个R1基团取代，所述R1基团选自：-O(CRaRb)nC(O)NRXRy，-O(CH2)nCN，-O( )nO( )mOR2，-O( )nCO2R2，-OS02NRxRy，-OSO2( )pCH3，-(CRaRb)nC(O)NRXRy，-( )nCN，-( )nO( )mOR2，-( )nCO2R2，-( )nC(O)R2，-SO2NRxRy，-SO2( )pCH3，-CH=CHC(O)NRxRy，-CH=CHCN，-CH=CHCO2R2，-CO2R2，-C(O)R2，-C(O)NRxRy和C2-5烯基。
• [EN] MACROCYCLIC BROAD SPECTRUM ANTIBIOTICS<br/>[FR] ANTIBIOTIQUES MACROCYCLIQUES À LARGE SPECTRE
  申请人：RQX PHARMACEUTICALS INC

  公开号：WO2017084630A1

  公开（公告）日：2017-05-26

  Provided herein are antibacterial compounds, wherein the compounds in some embodiments have broad spectrum bioactivity. In various embodiments, the compounds act by inhibition of bacterial type 1 signal peptidase (SpsB), an essential protein in bacteria. Pharmaceutical compositions and methods for treatment using the compounds described herein are also provided.

  本文提供了抗菌化合物，其中在某些实施例中，这些化合物具有广谱生物活性。在各种实施例中，这些化合物通过抑制细菌类型1信号肽酶（SpsB）发挥作用，这是细菌中的一种必需蛋白质。还提供了使用所述化合物的药物组合物和治疗方法。
• Regio- and Stereoselective Synthesis of Functionalized Dihydropyridines, Pyridines, and 2H-Pyrans: Heck Coupling of Monocyclopropanated Heterocycles
  作者：Julietta Yedoyan、Nikolai Wurzer、Urszula Klimczak、Thomas Ertl、Oliver Reiser

  DOI：10.1002/anie.201813716

  日期：2019.3.11

  A palladium‐catalyzed coupling between aryl halides and monocyclopropanated pyrroles or furans has been developed, leading to valuable six‐membered N‐ and O‐heterocycles. As the key step, a selective cleavage of the non‐activated endocyclic C−C bond of the 2‐heterobicyclo‐[3.1.0]hexane framework is achieved. The developed method offers access to highly functionalized piperidines, pyridines, and pyrans

  已开发出芳基卤化物与单环丙烷基吡咯或呋喃之间的钯催化偶联，从而形成了有价值的六元N和O杂环。作为关键步骤，实现了2-杂双环-[3.1.0]己烷构架的未活化内环CC键的选择性裂解。所开发的方法提供了使用传统方法难以获得的高度官能化的哌啶，吡啶和吡喃的途径。
• Aza-Annulation of Enynyl Azides: A New Approach to Substituted Pyridines
  作者：Chada Raji Reddy、Sujatarani A. Panda、Motatipally Damoder Reddy

  DOI：10.1021/ol503752k

  日期：2015.2.20

  Synthesis of substituted pyridines through a novel aza-annulation of 2-en-4-ynyl azides, derived from MBH-acetates of acetylenic aldehydes, is described. A variety of enynyl azides having aryl, heteroaryl, and alkyl groups on the alkyne functionality successfully participated in the Ag-mediated annulation reaction to provide the corresponding 3,6-disubstituted pyridines. I2-Mediated cyclization was

  描述了通过衍生自炔醛的MBH-乙酸酯的新的2-en-4-炔基叠氮化物的氮杂-环烷基合成取代的吡啶。在炔官能团上具有芳基，杂芳基和烷基的各种烯丙基叠氮化物成功地参与了Ag介导的环化反应，以提供相应的3，6-二取代的吡啶。发现I 2-介导的环化受到炔官能团上的取代基的控制，所述取代基由炔炔官能团上具有富电子取代基的烯丙基叠氮化物提供了5-碘-3，6-二取代的吡啶。