2-methyl-5-(naphthalen-2-yl)pyridine | 1218988-82-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-methyl-5-(naphthalen-2-yl)pyridine
• 英文别名: 2-Methyl-5-naphthalen-2-ylpyridine
• CAS: 1218988-82-9
• 化学式: C₁₆H₁₃N
• 分子量: 219.286
• InChiKey: VSNPTTDVYWMJSO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 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：

  2-methyl-5-(naphthalen-2-yl)pyridine 在 氯化亚砜 、 乙酸酐 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 反应 17.0h， 生成
  参考文献：
  名称：

  Inhibition of 1-Deoxy-d-Xylulose-5-Phosphate Reductoisomerase by Lipophilic Phosphonates: SAR, QSAR, and Crystallographic Studies

  摘要：

  1-Deoxy-D-xylulose-5-phosphate reductoisomerase (DXR) is a novel target for developing new antibacterial (including antituberculosis) and antimalaria drugs. Forty-one lipophilic phosphonates, representing a new class of DXR inhibitors, were synthesized, among which 5-phenylpyridin-2-ylmethylphosphonic acid possesses the most activity against E. coli DXR (EcDXR) with a K-i of 420 nM. Structure-activity relationships (SAR) are discussed, which can be rationalized using our EcDXR:inhibitor structures, and a predictive quantitative SAR (QSAR) model is also developed. Since inhibition studies of DXR from Mycobacterium tuberculosis (MtDXR) have not been performed well, 48 EcDXR inhibitors with a broad chemical diversity were found, however, to generally exhibit considerably reduced activity against MtDXR. The crystal structure of a, MtDXR:inhibitor complex reveals the flexible loop containing the residues 198-208 has no strong interactions with the 3,4-dichlorophenyl group of the inhibitor, representing a structural basis for the reduced activity. Overall, these results provide implications in the future design and development of potent DXR inhibitors.

  DOI：

  10.1021/jm200363d
• 作为产物：
  描述：

  5-溴-2-甲基吡啶 、 2-萘硼酸 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 甲醇 、 水 为溶剂， 以66%的产率得到2-methyl-5-(naphthalen-2-yl)pyridine
  参考文献：
  名称：

  钯催化的 2-甲基氮杂芳烃通过 C-H 键活化与 N-磺酰基醛亚胺的苄基加成

  摘要：

  已开发出一种通过在中性条件下通过 CH 键活化将 2-甲基取代的氮杂芳烃与 N-磺酰基醛亚胺进行钯催化的亲核苄基加成生成胺的有效方案。该反应代表了一种非常有效的合成含杂环胺的方法，因此开辟了一种通过 CH 键活化获得胺的新方法。

  DOI：

  10.1021/ja910104n

文献信息

• Palladium-Catalyzed Benzylic Addition of 2-Methyl Azaarenes to <i>N</i>-Sulfonyl Aldimines via C−H Bond Activation
  作者：Bo Qian、Shengmei Guo、Jianping Shao、Qiming Zhu、Lei Yang、Chungu Xia、Hanmin Huang

  DOI：10.1021/ja910104n

  日期：2010.3.24

  generation of amines by palladium-catalyzed nucleophilic benzylic addition of 2-methyl-substituted azaarenes to N-sulfonyl aldimines under neutral conditions via C-H bond activation has been developed. This reaction represents a very efficient methodology for the synthesis of heterocycle-containing amines and thus opens a new way to access amines through C-H bond activation.

  已开发出一种通过在中性条件下通过 CH 键活化将 2-甲基取代的氮杂芳烃与 N-磺酰基醛亚胺进行钯催化的亲核苄基加成生成胺的有效方案。该反应代表了一种非常有效的合成含杂环胺的方法，因此开辟了一种通过 CH 键活化获得胺的新方法。
• 1,3,5-TRIAZINE DERIVATIVE, PRODUCTION METHOD THEREOF AND ORGANIC ELECTROLUMINESCENCE DEVICE COMPRISING THIS AS A COMPOSING COMPONENT
  申请人：Yamakawa Tetsu

  公开号：US20090281311A1

  公开（公告）日：2009-11-12

  Since the conventional electron transporters have low thermal stability, the organic electroluminescent devices using them are not sufficient in terms of the compatibility of their luminance and luminous efficiency with device lifetime. A 1,3,5-triazine derivative of formula (1) is obtained by a metal catalyst-aided coupling reaction of a compound of formula (2) with a compound of formula (3), and this is used as a composing component of an organic electroluminescent device. [In the formulae, Ar 1 and Ar 2 represent phenyl group or the like, R 1 and R 2 represent hydrogen atom or the like, R 3 represents methyl or the like, m is an integer of 0 to 2, X represents 2,4-pyridylene or the like, p is 1 or 2, a and b are 1 or 2, a+b is 3, q is 0 or an integer of p or less, M represents —MgR 4 group or the like, R 4 represents chlorine atom or the like, r is p-q, and Y represents a leaving group.]

  由于传统的电子传输体具有低热稳定性，使用它们的有机电致发光器件在亮度和发光效率与器件寿命的兼容性方面不足。通过化合物（2）和化合物（3）的金属催化偶联反应获得式（1）的1,3,5-三嗪衍生物，并将其用作有机电致发光器件的组成部分。[在公式中，Ar1和Ar2代表苯基或类似基团，R1和R2代表氢原子或类似原子团，R3代表甲基或类似基团，m为0至2的整数，X代表2,4-吡啶基或类似基团，p为1或2，a和b为1或2，a+b为3，q为0或小于等于p的整数，M代表-MgR4基团或类似基团，R4代表氯原子或类似原子团，r为p-q，Y代表离去基团。]
• Condensed cyclic compound and organic light-emitting device including the same
  申请人：SAMSUNG DISPLAY CO., LTD.

  公开号：US10026906B2

  公开（公告）日：2018-07-17

  An organic light-emitting device includes a first electrode; a second electrode; and an organic layer between the first electrode and the second electrode, the organic layer including an emission layer and a condensed cyclic compound of Formula 1. The emission layer includes a host and a dopant, and the condensed cyclic compound acts as the dopant.

  一种有机发光器件包括第一电极、第二电极和位于第一电极与第二电极之间的有机层，有机层包括发射层和式 1 的缩合环状化合物。发射层包括宿主和掺杂剂，缩合环状化合物作为掺杂剂。
• Organic light-emitting device
  申请人：SAMSUNG DISPLAY CO., LTD.

  公开号：US10305041B2

  公开（公告）日：2019-05-28

  An organic light-emitting device including a first electrode; a second electrode; and an organic layer between the first electrode and the second electrode and including an emission layer. The organic layer includes a first material represented by Formula 1 and a second material represented by Formula 2: The resulting organic light-emitting device may have high efficiency and a long lifespan.

  一种有机发光器件，包括一个第一电极；一个第二电极；以及一个位于第一电极和第二电极之间的有机层，其中包括一个发射层。有机层包括由式 1 表示的第一种材料和由式 2 表示的第二种材料： 由此产生的有机发光器件可能具有较高的效率和较长的使用寿命。
• [EN] PYRIDAZINOL COMPOUND, DERIVATIVE THEREOF, PREPARATION METHOD THEREFOR, HERBICIDAL COMPOSITION AND USE THEREOF<br/>[FR] COMPOSÉ DE PYRIDAZINOL, DÉRIVÉ DE CELUI-CI, SON PROCÉDÉ DE PRÉPARATION, COMPOSITION HERBICIDE ET SON UTILISATION<br/>[ZH] 哒嗪醇类化合物及其衍生物、制备方法、除草组合物和应用
  申请人：QINGDAO KINGAGROOT CHEMICAL COMPOUND CO LTD

  公开号：WO2019149260A1

  公开（公告）日：2019-08-08

  本发明属于农药技术领域，具体公开了一种如通式I所示的哒嗪醇类化合物、其衍生物、制备方法、除草组合物和应用。所述化合物及其衍生物、除草组合物的具有非常高的除草活性且对作物安全、选择性好，(式I)。