4-(1H-<1,2,3>triazolyl)pyridine

• 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-(1H-<1,2,3>triazolyl)pyridine
• 英文别名: 4-(1H-1,2,3-triazol-1-yl)pyridine；4-(triazol-1-yl)pyridine
• 化学式: C₇H₆N₄
• 分子量: 146.151
• InChiKey: REJWOMWLZVYMPA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  碘苯 、 4-(1H-<1,2,3>triazolyl)pyridine 在 C₁₈H₁₆N₂O₄Pd 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以81%的产率得到4-(5-phenyl-1H-1,2,3-triazol-1-yl)pyridine
  参考文献：
  名称：

  新型无膦四齿钯催化剂的设计与应用：1-取代 1,2,3-三唑和吲哚（无NH）的区域选择性CH活化

  摘要：

  摘要 本文描述了使用 dl-2,3-二氨基丙酸合成一种新的无膦四齿 Pd 催化剂。该配合物通过质谱、红外和 1 H NMR 表征。该催化剂在室温下对空气稳定且不吸湿。应用这种新催化剂对 1-取代的 1,2,3-三唑和吲哚与芳基碘进行区域选择性 C-H 活化，得到相应的 C-5 和 C-2 芳基化产物，收率令人满意。所有产品均通过光谱研究表征。图形概要

  DOI：

  10.1080/00397911.2017.1381260
• 作为产物：
  描述：

  4-azidopyridine 、 三甲基乙炔基硅 在 potassium carbonate 、 copper(II) sulfate 、 sodium ascorbate 作用下， 以 甲醇 、 水 为溶剂， 反应 24.0h， 以71%的产率得到4-(1H-<1,2,3>triazolyl)pyridine
  参考文献：
  名称：

  Pd-Catalyzed Regioselective Arylation on the C-5 Position ofN-Aryl 1,2,3-Triazoles

  摘要：

  We herein report a highly efficient method for the arylation at the C-5 position of N-aryl 1,2,3-triazoles via a direct palladium catalyzed arylation reaction. The optimal reaction conditions required a combination of Pd(OAc)(2) and tris(o-tolyl)phosphine as catalyst, and Cs2CO3 as the base under inert atmosphere. A variety of C-5 substituted N-aryl 1,2,3-triazoles were prepared using these conditions with yields in the 70-88% range. Regioselective C-5 arylations were also performed on 1,4-disubstituted 1,2,3-triazoles. The regioselectivity in triazole substitution at the C-5 position was confirmed by single crystal XRD. In addition, computational investigations of key steps of the catalytic cycle using the density functional theory have provided a rationalization to the selective C-5 arylation of N-aryl 1,2,3-triazoles.

  DOI：

  10.1021/jo5026145

文献信息

• Triazole derivatives as tachykinin receptor antagonists
  申请人：Amegadzie Kudzovi Albert

  公开号：US20050239786A1

  公开（公告）日：2005-10-27

  This application relates to a compound of Formula (I) or a pharmaceutically acceptable salt thereof, pharmaceutical compositions thereof, and its use as an inhibitor of the NK-1 subtype of tachykinin receptors, as well as a process for its preparation and intermediates therefor. (I) wherein: D is a C 1 -C 3 alkane-diyl; R 1 is phenyl, which is optionally substituted with one to three substitutents independently selected from the group consisting of halo, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, cyano, difluoromethyl, trifluoromethyl, and trifluoromethoxy; R 4 is a radical selected from the group consisting of: (IA), (IB), (IC), (ID), (IE), (IF), (IG), (IH)

  本申请涉及化合物I式或其药学上可接受的盐，其药物组合物以及其作为tachykinin受体NK-1亚型的抑制剂的用途，以及其制备过程和中间体。其中：D是C1-C3烷基二亚基；R1是苯基，可选地取代为一个至三个取代基，独立地选自卤素，C1-C4烷基，C1-C4烷氧基，氰基，二氟甲基，三氟甲基和三氟甲氧基的群；R4是从群 consisting of: (IA), (IB), (IC), (ID), (IE), (IF), (IG), (IH)中选择的基团。
• Tachykinin receptor antagonists
  申请人：Amegadzie Kudzovi Albert

  公开号：US20050239776A1

  公开（公告）日：2005-10-27

  The present invention relates to selective NK-1 receptor antagonists of Formula (I); or a pharmaceutically acceptable salt thereof, for the treatment of disorders associated with an excess of tachykinins.

  本发明涉及选择性NK-1受体拮抗剂的公式（I）或其药学上可接受的盐，用于治疗与过多的速激肽相关的疾病。
• Studies on the Monoamine Oxidase-B-Catalyzed Biotransformation of 4-Azaaryl-1-methyl-1,2,3,6-tetrahydropyridine Derivatives
  作者：Sandeep K. Nimkar、Stéphane Mabic、Andrea H. Anderson、Sonya L. Palmer、Thomas H. Graham、Milly de Jonge、Lisa Hazelwood、Sean J. Hislop、Neal Castagnoli

  DOI：10.1021/jm9900319

  日期：1999.5.1

  The substrate properties of a series of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridinyl (MPTP) analogues in which the C-4 phenyl group has been replaced with various 4-azaaryl moieties have been examined in an effort to evaluate the contribution of electronic, polar, and steric parameters to the MAO-B-catalyzed oxidation of this type of cyclic tertiary allylamine to the corresponding dihydropyridinium metabolite. No significant correlation could be found nit-h the calculated energy of the C-H bond undergoing cleavage. A general trend, however, was observed between the magnitude of the log P value with the magnitude of k(cat)/K-m. The results indicate that the placement of a polar nitrogen atom in the space occupied by the phenyl group of MPTP leads to a dramatic decrease in substrate properties. Enhanced substrate properties, however, were observed when benzoazaarenes replaced the corresponding five-membered azaarenes. These results are consistent with our previously published molecular model of the active site of MAO-B.
• US7179804B2
  申请人：——

  公开号：US7179804B2

  公开（公告）日：2007-02-20
• US7320994B2
  申请人：——

  公开号：US7320994B2

  公开（公告）日：2008-01-22