4-methyl-2,3′-bipyridine | 38840-05-0

• 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-methyl-2,3′-bipyridine
• 英文别名: 4-Methyl-2,3'-bipyridin；4-methyl-[2,3']bipyridinyl；4-methyl-2,3'-bipyridyl；4-methyl-2,3'-dipyridine；4-methyl-2-(pyridin-3-yl)pyridine；4-Methyl-2,3'-bipyridine；4-methyl-2-pyridin-3-ylpyridine
• CAS: 38840-05-0
• 化学式: C₁₁H₁₀N₂
• 分子量: 170.214
• InChiKey: PSHHSLSNFBPXAN-UHFFFAOYSA-N

物化性质

• 沸点：
  165-175 °C(Press: 1 Torr)
• 密度：
  1.081±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  iridium(III) acetylacetonate 、 4-methyl-2,3′-bipyridine 以0.71 g的产率得到iridium(3+);4-methyl-2-(4H-pyridin-4-id-3-yl)pyridine
  参考文献：
  名称：

  유기 전계발광 물질 및 소자

  摘要：

  包含配体L的化合物I的化学式，以及含有化合物1的混合物和组件的化学式1：在具有化学式I的配体L的化合物中，R表示同一取代基，或异取代基，或非取代基；R表示同一取代基，异取代基，三取代基，或四取代基，或非取代基；R为氢，双氢，烷基，环烷基，或它们的组合中选择；R和R分别独立选择为氢，双氢，烷基，环烷基，芳基，或它们的组合；R的任意相邻取代基通过任意连接形成环状结构；配体L与金属M配位结合；配体L与其他配体通过任意连接形成3配位，4配位，5配位或6配位的配体。

  公开号：

  KR20150083017A
• 作为产物：
  描述：

  在 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 4-methyl-2,3′-bipyridine
  参考文献：
  名称：

  Synthesis and Spectroscopic Comparison of the Eight Methyl-2,3’-bipyridyls and Identification of a Hoplonemertine Alkaloid as 3-Methyl-2,3’-bipyridyl

  摘要：

  The pyridyl ring is frequently found in natural products and drugs. While bipyridyls have served as useful scaffolds for development of industrial and pesticidal chemicals, their biological properties are still not well understood. Only 2,3'-bipyridyl, of the six isomeric bipyridyls, has been reported as a natural product in tobacco plants and in a hoplonemertine marine worm, Amphiporus angulatus (Aa), which uses its pyridyl alkaloid-rich venom to paralyze its crustacean prey and chemically defend itself against predators. Here we report for the first time the synthesis and spectroscopic properties of all eight possible methyl 2,3'-bipyridyl isomers and use this data to identify a trace alkaloidal constituent of Aa as 3-methyl-2,3'-bipyridyl. This is only the second reported instance of a methyl-bipyridyl being found as a natural product, the first being the tobacco alkaloid 5-methyl-2,3'-bipyridyl.

  DOI：

  10.3987/com-08-s(d)80

文献信息

• Highly Efficient Suzuki–Miyaura Coupling of Heterocyclic Substrates through Rational Reaction Design
  作者：Christoph A. Fleckenstein、Herbert Plenio

  DOI：10.1002/chem.200701877

  日期：2008.5.9

  the presence of 0.5 mol % of catalyst, and S-heterocyclic aryl chlorides and aryl- or 3-pyridylboronic acids required 0.01-0.05 mol % Pd catalyst for full conversion. The key to the high activity of the Pd-phosphine catalyst is the rational design of the reaction parameters (i.e., the presence of water in the reaction mixture, good solubility of reactants and catalyst in n-butanol/water (3:1), and

  由简单的市售起始原料通过三个步骤以64％的总收率合成了二环己基（2-磺基-9-（3-（4-磺基苯基）丙基）-9H-芴-9-基）phosph盐。从相应的膦和[Na（2）PdCl（4）]获得的高度水溶性的催化剂使各种N和S杂环底物的Suzuki偶联成为可能。在水/正丁醇溶剂混合物中，在0.005-0.05 mol％Pd催化剂存在下，于100摄氏度下，氯吡啶（-喹啉）和芳基氯与芳基，吡啶或吲哚硼酸按定量收率偶合，氯嘌呤定量铃木在0.5 mol％的催化剂和S-杂环芳基氯化物以及芳基或3-吡啶基硼酸的存在下偶联需要0.01-0.05 mol％的Pd催化剂才能完全转化。
• [EN] SYNTHETIC COMPOUNDS AND DERIVATIVES AS MODULATORS OF SMOKING OR NICOTINE INGESTION AND LUNG CANCER<br/>[FR] COMPOSES SYNTHETIQUES ET DERIVES DE CEUX-CI EN TANT QUE MODULATEURS DE FUMEE OU D'INGESTION DE NICOTINE ET DU CANCER DU POUMON
  申请人：HUMAN BIOMOLECULAR RES INST

  公开号：WO2005066162A1

  公开（公告）日：2005-07-21

  Disclosed are nicotine-related compounds that selectively inhibit cytochrome P-450 2A6 (CYP2A6), selectively inhibit cytochrome P-450 2A13 (CYP2A13), and/or selectively modulate a nicotinic acetylcholine receptor (nAChR). Also disclosed are pharmaceutical compositions comprising a compound of the invention, as well as methods of using the pharmaceutical compositions for treating or preventing a disease or disorder associated with nicotine-ingestion, or a disease or disorder amenable to treatment by selective modulation of nAChRs.

  本公开了与尼古丁相关的化合物，其选择性地抑制细胞色素P-450 2A6（CYP2A6），选择性地抑制细胞色素P-450 2A13（CYP2A13），和/或选择性地调节尼古丁型乙酰胆碱受体（nAChR）。还公开了包含本发明化合物的药物组合物，以及使用这些药物组合物治疗或预防与尼古丁摄入相关的疾病或紊乱，或者通过选择性调节nAChRs治疗的疾病或紊乱的方法。
• TBAF-Catalysed silver oxide-mediated cross-coupling of functional trimethysilylpyridines: access to arylpyridines and bihetaryl compounds
  作者：Frédéric Louërat、Heather Tye、Spencer Napier、Michael Garrigou、Mark Whittaker、Philippe C. Gros

  DOI：10.1039/c0ob00710b

  日期：——

  The concomitant use of silver oxide and catalytic amount of TBAF allowed the efficient and chemoselective coupling of readily available 4-chloro- and 4-methyl-2-trimethyl-silyl-pyridines with heteroaromatic and aromatic halides. Based on control experiments, a mechanism involving the formation of a pyridylsilver intermediate and TBAF recycling is postulated.

  银氧化物和催化量的TBAF并用，使得容易获得的4-氯和4-甲基-2-三甲基硅基吡啶与杂芳香族和芳香族卤化物的高效且化学选择性偶联成为可能。基于对照实验，推测了一个涉及吡啶银中间体形成及TBAF再循环的机制。
• ORGANOMETALLIC COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME
  申请人：Samsung Display Co., Ltd.

  公开号：US20200055886A1

  公开（公告）日：2020-02-20

  Provided are an organometallic compound and an organic light-emitting device including the same.

  提供了一种有机金属化合物和包括该化合物的有机发光器件。
• Organic light-emitting device
  申请人：SAMSUNG DISPLAY CO., LTD.

  公开号：US11056664B2

  公开（公告）日：2021-07-06

  An organic light-emitting device includes a first electrode and a second electrode facing the first electrode. An organic layer is disposed between the first electrode and the second electrode. The organic layer includes an emission layer, a first compound and a second compound.

  一个有机发光器件包括一个第一电极和一个朝向第一电极的第二电极。有机层位于第一电极和第二电极之间。有机层包括一个发射层，一个第一化合物和一个第二化合物。