6-bromo-3-(tert-butyl)-[1,2,4]triazolo[4,3-a]pyridine | 876372-87-1

• 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: 6-bromo-3-(tert-butyl)-[1,2,4]triazolo[4,3-a]pyridine
• 英文别名: 6-Bromo-3-tert-butyl-[1,2,4]triazolo[4,3-a]pyridine
• CAS: 876372-87-1
• 化学式: C₁₀H₁₂BrN₃
• 分子量: 254.129
• InChiKey: QWESYQIJNLIFRH-UHFFFAOYSA-N

物化性质

• 密度：
  1.47±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  6-bromo-3-(tert-butyl)-[1,2,4]triazolo[4,3-a]pyridine 在 异丙基氯化镁 、 硼酸三甲酯 、 sodium hydroxide 、 双氧水 、 sodium sulfate 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 0.91h， 以68%的产率得到3-tert-butyl[1,2,4]triazolo[4,3-a]pyridin-6-ol
  参考文献：
  名称：

  [EN] TRIAZOLOPYRIDINE COMPOUNDS USEFUL FOR THE TREATMENT OF INFLAMMATION
  [FR] NOUVEAUX COMPOSES DE TRIAZOLOPYRIDINE POUR LE TRAITEMENT D'INFLAMMATION

  摘要：

  公开号：

  WO2006018727A3
• 作为产物：
  描述：

  在 三氯氧磷 作用下， 生成 6-bromo-3-(tert-butyl)-[1,2,4]triazolo[4,3-a]pyridine
  参考文献：
  名称：

  Continued exploration of the triazolopyridine scaffold as a platform for p38 MAP kinase inhibition

  摘要：

  The structure based drug design, synthesis and structure-activity relationship of a series of C6 sulfur linked triazolopyridine based p38 inhibitors are described. The metabolic deficiencies of this series were overcome through changes in the C6 linker from sulfur to methylene, which was predicted by molecular modeling to be bioisosteric. X-ray of the ethylene linked compound 61 confirmed the predicted binding orientation of the scaffold in the p38 enzyme. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.11.114

文献信息

• A mild synthesis of [1,2,4]triazolo[4,3-a]pyridines
  作者：Michael A. Schmidt、Xinhua Qian

  DOI：10.1016/j.tetlet.2013.08.024

  日期：2013.10

  The reaction between 2-hydrazinopyridines and ethyl imidates was examined as a one-pot method for rapidly preparing [1,2,4]triazolo[4,3-a]pyridines. A diverse set of 2-hydrazinopyridines were cyclized with a variety of alkyl- and aryl-substituted ethyl imidates in good yields. The reaction proceeds optimally under mild conditions (50−70 °C) using 1.5 equiv of acetic acid. The electronic and steric

  作为快速制备[1,2,4]三唑并[4,3- a ]吡啶的一锅法，研究了2-肼基吡啶和酰亚胺乙酯之间的反应。用各种烷基取代基和芳基取代的乙基酰亚胺酯以高收率将各种不同的2-肼基吡啶环化。使用1.5当量的乙酸，在温和的条件下（50-70°C），反应可以最佳地进行。肼和亚氨酸酯的电子和位阻性质强烈影响反应速率。当使用高度缺乏电子的2-肼基吡啶时，产物重排为[1,2,4]三唑并[1,5- a ]吡啶。
• Novel Triazolopyridine Compounds
  申请人：Rucker Paul V.

  公开号：US20090209577A1

  公开（公告）日：2009-08-20

  This invention is directed generally to triazolopyridine compounds that generally inhibit p38 kinase, TNF, and/or cyclooxygenase activity. Such triazolopyridine include compounds generally corresponding in structure to the following formula: wherein R 1 , R 2 and R 3 , are as defined in this specification. This invention also is directed to compositions of such triazolopyridines (particularly pharmaceutical compositions), intermediates for the syntheses of such triazolopyridines, methods for making such triazolopyridines, and methods for treating (including preventing) conditions (typically pathological conditions) associated with p38 kinase activity, TNF activity, and/or cyclooxygenase-2 activity.

  本发明通常涉及三唑并吡啶化合物，其通常抑制p38激酶、TNF和/或环氧合酶活性。这样的三唑并吡啶包括通常对应于以下结构式的化合物：其中R1、R2和R3如本说明书中所定义。本发明还涉及这种三唑并吡啶的组合物（特别是制药组合物）、合成这种三唑并吡啶的中间体、制备这种三唑并吡啶的方法，以及治疗（包括预防）与p38激酶活性、TNF活性和/或环氧合酶-2活性相关的疾病（通常是病理性疾病）的方法。
• Novel Triazolopyridine Compounds for the Treatment of Inflammation
  申请人：Rucker Paul V.

  公开号：US20090215817A1

  公开（公告）日：2009-08-27

  This invention is directed generally to triazolopyridine compounds that generally inhibit p38 kinase, TNF, and/or cyclooxygenase activity. Such triazolopyridine include compounds generally corresponding in structure to the following formula: wherein R 1 , R 2 , R 3 , R 4 , and R 5 are as defined in this specification. This invention also is directed to compositions of such triazolopyridines (particularly pharmaceutical compositions), intermediates for the syntheses of such triazolopyridines, methods for making such triazolopyridines, and methods for treating (including preventing) conditions (typically pathological conditions) associated with p38 kinase activity, TNF activity, and/or cyclooxygenase-2 activity.

  本发明通常涉及三唑并吡啶化合物，这些化合物通常抑制p38激酶、TNF和/或环氧合酶活性。这样的三唑并吡啶包括通常对应于以下结构式的化合物：其中R1、R2、R3、R4和R5如本规范中所定义。本发明还涉及这种三唑并吡啶的组合物（特别是药物组合物），用于合成这种三唑并吡啶的中间体，制备这种三唑并吡啶的方法，以及治疗（包括预防）与p38激酶活性、TNF活性和/或环氧合酶-2活性相关的疾病（通常是病理状况）的方法。
• WO2006/18735
  申请人：——

  公开号：——

  公开（公告）日：——
• TRIAZOLOPYRIDINE COMPOUNDS USEFUL FOR THE TREATMENT OF INFLAMMATION
  申请人：Pharmacia & Upjohn Company LLC

  公开号：EP1781655A2

  公开（公告）日：2007-05-09