1-(pyridin-2-yl)-1H-[1,2,3]triazolo[4,5-c]pyridine | 96727-98-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三唑并吡啶类
• 英文名称: 1-(pyridin-2-yl)-1H-[1,2,3]triazolo[4,5-c]pyridine
• 英文别名: 1-Pyridin-2-yltriazolo[4,5-c]pyridine
• CAS: 96727-98-9
• 化学式: C₁₀H₇N₅
• mdl: MFCD00235064
• 分子量: 197.199
• InChiKey: QPCYALMMYISOSP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(pyridin-2-yl)-1H-[1,2,3]triazolo[4,5-c]pyridine 在 铑 SiO2 、 Ammonia methanol dichloromethane 作用下， 以 溶剂黄146 为溶剂， 反应 2.0h， 生成 1-(pyridin-2-yl)-4,5,6,7-tetrahydro-1H-[1,2,3]triazolo[4,5-c]pyridine
  参考文献：
  名称：

  P2X7 modulators

  摘要：

  本发明涉及公式（I、IIa和IIb）的化合物。本发明还涉及包含公式（I、IIa和IIb）的药物组成物。制备和使用公式（I、IIa和IIb）化合物的方法也在本发明的范围内。

  公开号：

  US09066946B2
• 作为产物：
  描述：

  4-羟基-3-硝基吡啶 在 盐酸 、 五氯化磷 、 palladium 10% on activated carbon 、 氢气 、 sodium nitrite 、 三氯氧磷 作用下， 以 甲醇 、 水 为溶剂， 反应 6.67h， 生成 1-(pyridin-2-yl)-1H-[1,2,3]triazolo[4,5-c]pyridine
  参考文献：
  名称：

  Use of the Graebe-Ullmann reaction in the synthesis of 8-methyl-γ-carboline and isomeric aromatic aza-γ-carbolines

  摘要：

  Two variants of the Graebe-Ullmann reaction were used to obtain 8-methyl-5H-pyrido[4,3-b]indole (8-methyl-gamma-carboline) and the conditions for this reaction were optimized. The feasibility of using this method was studied for the synthesis of a series of isomeric aromatic aza-gamma-carbolines from the corresponding 1-(pyridyl)-1H-1,2,3-triazolo[4,5-c]pyridines under thermal and microwave irradiation conditions.

  DOI：

  10.1007/s10593-012-1127-7

文献信息

• P2X7 MODULATORS
  申请人：Janssen Pharmaceutica NV

  公开号：US20150322062A1

  公开（公告）日：2015-11-12

  The present invention is directed to compounds of Formulas (I, IIa and IIb): The invention also relates to pharmaceutical compositions comprising compounds of Formulas (I, IIa and IIb). Methods of making and using the compounds of Formulas (I, IIa and IIb) are also within the scope of the invention.

  本发明涉及公式（I，IIa和IIb）的化合物：本发明还涉及包括公式（I，IIa和IIb）的化合物的制药组合物。制备和使用公式（I，IIa和IIb）的方法也在本发明的范围内。
• P2X7 modulators and methods of use
  申请人：Janssen Pharmaceutica NV

  公开号：US10112937B2

  公开（公告）日：2018-10-30

  The present invention is directed to compounds of Formulas (I, Ia, IIa and IIb). The invention also relates to pharmaceutical compositions comprising compounds of Formulas (I, Ia, IIa and IIb). Methods of making and using the compounds of Formulas (I, Ia, IIa and IIb) are also within the scope of the invention.

  本发明涉及式（I、Ia、IIa 和 IIb）化合物。本发明还涉及包含式（I、Ia、IIa 和 IIb）化合物的药物组合物。式（I、Ia、IIa 和 IIb）化合物的制造和使用方法也属于本发明的范围。
• US2014/275015
  申请人：——

  公开号：——

  公开（公告）日：——
• Kalinowski, Jerzy; Rykowski, Andrzej; Nantka-Namirski, Pawel, Polish Journal of Chemistry, 1984, vol. 58, # 1-3, p. 125 - 134
  作者：Kalinowski, Jerzy、Rykowski, Andrzej、Nantka-Namirski, Pawel

  DOI：——

  日期：——
• Synthesis, SAR, and Pharmacological Characterization of Brain Penetrant P2X7 Receptor Antagonists
  作者：Brad M. Savall、Duncan Wu、Meri De Angelis、Nicholas I. Carruthers、Hong Ao、Qi Wang、Brian Lord、Anindya Bhattacharya、Michael A. Letavic

  DOI：10.1021/acsmedchemlett.5b00089

  日期：2015.6.11

  We describe the synthesis and SAR of 1,2,3-triazolopiperidines as a novel series of potent, brain penetrant P2X7 antagonists. Initial efforts yielded a series of potent human P2X7R antagonists with moderate to weak rodent potency, some CYP inhibition, poor metabolic stability, and low solubility. Further work in this series, which focused on the SAR of the N-linked heterocyde, not only increased the potency at the human P2X7R but also provided compounds with good potency at the rat P2X7R These efforts eventually delivered a potent rat and human P2X7R antagonist with good physicochemical properties, an excellent pharmacokinetic profile, good partitioning into the CNS, and demonstrated in vivo target engagement after oral dosing.