2-methyl-4,6-diphenylpyridine-3-carbonitrile | 94211-96-8

• 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: 2-methyl-4,6-diphenylpyridine-3-carbonitrile
• 英文别名: 3-cyano-2-methyl-4,6-diphenylpyridine；2-methyl-4,6-diphenyl-nicotinonitrile；2-Methyl-4,6-diphenyl-nicotinonitril；3-Cyano-2-methyl-4,6-diphenyl-pyridin；2-Methyl-4,6-diphenylnicotinonitrile
• CAS: 94211-96-8
• 化学式: C₁₉H₁₄N₂
• 分子量: 270.334
• InChiKey: HYIMBGTWIHWDII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  36.7
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  2-methyl-4,6-diphenylpyridine-3-carbonitrile 在 溶剂黄146 、 sodium hydroxide 、 sodium nitrite 作用下， 以 乙醇 、 水 为溶剂， 反应 25.0h， 生成 1-{2-[methyl(nitroso)amino]-4,6-diphenylpyridin-3-yl}ethanone
  参考文献：
  名称：

  1Н-吡唑并[3,4- b]吡啶的简单合成

  摘要：

  通过4,6-二芳基-3-氰基-2-甲基吡啶季铵盐的重排合成了3-乙酰基-4,6-二芳基-2-甲基氨基吡啶。吡唑并吡唑环的环并[3,4- b ]吡啶通过实现Ñ的甲基氨基的吡啶和减少的-nitrosation Ñ亚硝基组与吡唑环的分子内同时闭合肼基。

  DOI：

  10.1007/s10593-017-2165-y
• 作为产物：
  描述：

  3-amino-2-(1-phenylvinyl)-2-butenenitrile 在 sodium hydroxide 作用下， 以 氯仿 为溶剂， 反应 15.25h， 生成 2-methyl-4,6-diphenylpyridine-3-carbonitrile
  参考文献：
  名称：

  Vinylogous Mannich 反应：有效获取取代的烟腈

  摘要：

  已开发出一种制备取代烟腈的简单方法。从共轭 β-烯氨基腈和亚胺盐开始，该方法建立了对 6-芳基-(5)、6-氨基-(16) 和 6-羧酸酯取代衍生物 14 以及乙酸取代吡咯的便捷访问12.

  DOI：

  10.1055/s-2003-42044

文献信息

• A Convenient Synthesis of 3-Cyano-2-methylpyridines under Ultrasonic Irradiation
  作者：Katsuyoshi Shibata、Katsuyoshi Urano、Masaki Matsui

  DOI：10.1246/bcsj.61.2199

  日期：1988.6

  Ultrasonic irradiation of α,β-unsaturated carbonyl compounds 1a–i with acetonitrile in the presence of potassium t-butoxide gave 3-cyano-2-methylpyridines 2a–i in moderate to good yields. The pyridines are produced by a Michael reaction of 3-iminobutanonitrile, an acetonitrile dimer, to the substrates 1a–i.

  在存在叔丁醇钾的条件下，使用超声辐射处理α,β-不饱和羰基化合物1a–i与乙腈，获得3-氰基-2-甲基吡啶2a–i，产率中等到良好。这些吡啶是通过3-亚氨基丁腈（乙腈的二聚体）与底物1a–i之间的迈克尔反应生成的。
• Lewis acid-promoted direct substitution of 2-methoxy-3-cyanopyridines by organo cuprates. Part 3: Facile preparation of nicotinamide and nicotinic acid derivatives
  作者：Alaa A.-M. Abdel-Aziz

  DOI：10.1016/j.tetlet.2007.02.096

  日期：2007.4

  various organo cuprates to afford the corresponding 2,4,6-trisubstituted nicotinonitriles. Subsequent hydrolysis of compounds 10 and 11 afforded the corresponding 2,4,6-trisubstituted nicotinic acid 22 and nicotinamide 23 derivatives, respectively. The mechanism of the displacement reaction has been studied experimentally and by molecular modeling calculations.

  使2-甲氧基-3-氰基-4,6-二芳基吡啶与各种有机铜酸盐进行路易斯酸促进的亲核取代反应，得到相应的2,4,6-三取代烟腈。化合物10和11的随后水解分别得到相应的2,4,6-三取代的烟酸22和烟酰胺23衍生物。已经通过实验和分子模型计算研究了置换反应的机理。
• FLUORESCENT DYES, METHODS AND USES THEREOF
  申请人：Blackwell E. Helen

  公开号：US20070128658A1

  公开（公告）日：2007-06-07

  The present invention provides a method for identifying and characterizing candidate fluorescent molecules. This method involves the generation of spatially addressed arrays of heterocyclic compounds which are candidate fluorescent molecules. The spatially addressed array can be used to identify fluorescent molecules among the candidate molecules. The spatially addressed array can be used to determine the optical characteristics of one more candidate molecules. The invention also provides methods for making such arrays of heterocyclic compounds. In a specific embodiment, synthetic methods are provided for synthesis of triarylpyridines, particularly unsymmetric triarylpyridines. n preferred embodiments, the present invention provides novel heterocyclic fluorescent compounds having deazalumazine, cyanopyridine or pyrimidine cores. Heterocyclic fluorescent compounds of this invention are useful as dyes to label molecules such as nucleic acids, peptides and proteins, and particularly antibodies. In other embodiments, the novel heterocyclic fluorescent compounds are useful as dyes to label cellular compartments and organelles. The novel heterocyclic fluorescent compounds can also be used as sensors or indicators of specific metal ions, chemical warfare agents and pH.

  本发明提供了一种用于识别和表征候选荧光分子的方法。该方法涉及生成空间定位的杂环化合物阵列，这些化合物是候选荧光分子。空间定位的阵列可用于在候选分子中识别荧光分子。空间定位的阵列可用于确定一个或多个候选分子的光学特性。该发明还提供了制备这种杂环化合物阵列的方法。在一个具体实施例中，提供了合成三芳基吡啶的合成方法，特别是非对称的三芳基吡啶。在首选实施例中，本发明提供了具有脱阿拉木青、氰基吡啶或嘧啶核的新型杂环荧光化合物。本发明的这些杂环荧光化合物可用作染料，用于标记核酸、肽和蛋白质，尤其是抗体。在其他实施例中，这些新型杂环荧光化合物可用作染料，用于标记细胞区室和细胞器。这些新型杂环荧光化合物还可用作特定金属离子、化学战剂和pH的传感器或指示剂。
• ANTIBACTERIAL AGENTS AND RELATED SCREENING METHODS USING SMALL MOLECULE MACROARRAYS
  申请人：Blackwell E. Helen

  公开号：US20080009528A1

  公开（公告）日：2008-01-10

  The present invention relates generally to compounds providing antibacterial therapeutic agents and preparations, and related methods of using and making antibacterial compounds. Antibacterial compounds of the present invention include chalcone, alkylpyrimidine, aminopyrimidine and cyanopyridine compounds and derivatives thereof exhibiting minimum inhibitory concentrations (MIC) similar to or less than conventional antibacterial compounds in wide use. For example, the present invention provides chalcone and cyanopyridine compounds, and derivatives thereof, exhibiting high antibacterial activities having multiple electron withdrawing group substituents, such as halogens and fluorinated alky groups, and optionally having hydroxyl and/or alkoxyl groups substituents.

  本发明通常涉及提供抗菌治疗剂和制剂的化合物，以及使用和制备抗菌化合物的相关方法。本发明的抗菌化合物包括香豆素、烷基嘧啶、氨基嘧啶和氰基吡啶化合物及其衍生物，其最小抑菌浓度（MIC）类似或低于目前广泛使用的传统抗菌化合物。例如，本发明提供具有多个电子吸引基取代基的香豆素和氰基吡啶化合物及其衍生物，具有高抗菌活性，可选地具有羟基和/或烷氧基取代基。
• Antibacterial Agents and Methods of Use Thereof
  申请人：Blackwell Helen E.

  公开号：US20120277252A1

  公开（公告）日：2012-11-01

  The present invention relates generally to compounds providing antibacterial therapeutic agents and preparations, and related methods of using and making antibacterial compounds. Antibacterial compounds of the present invention include chalcone, alkylpyrimidine, aminopyrimidine and cyanopyridine compounds and derivatives thereof exhibiting minimum inhibitory concentrations (MIC) similar to or less than conventional antibacterial compounds in wide use. For example, the present invention provides chalcone and cyanopyridine compounds, and derivatives thereof, exhibiting high antibacterial activities having multiple electron withdrawing group substituents, such as halogens and fluorinated alkyl groups, and optionally having hydroxyl and/or alkoxyl groups substituents.

  本发明涉及提供抗菌治疗剂和制剂的化合物以及相关的使用和制备抗菌化合物的方法。本发明的抗菌化合物包括查尔酮、烷基嘧啶、氨基嘧啶和氰基吡啶化合物及其衍生物，其最小抑菌浓度（MIC）类似于或小于广泛使用的传统抗菌化合物。例如，本发明提供具有多个电子吸引基取代基，如卤素和氟代烷基，并且可选地具有羟基和/或烷氧基取代基的查尔酮和氰基吡啶化合物及其衍生物，具有高抗菌活性的。