4,5-二溴-3-硝基-1H-吡唑 | 104599-37-3

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 中文名称: 4,5-二溴-3-硝基-1H-吡唑
• 英文名称: 3,4-dibromo-5-nitro-1H-pyrazole
• 英文别名: 4,5-dibromo-3-nitro-1H-pyrazole
• CAS: 104599-37-3
• 化学式: C₃HBr₂N₃O₂
• mdl: MFCD20527262
• 分子量: 270.868
• InChiKey: OXDUHJKOCRBBCW-UHFFFAOYSA-N

物化性质

• 沸点：
  365.6±37.0 °C(Predicted)
• 密度：
  2.419

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  74.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2933199090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  4,5-二溴-3-硝基-1H-吡唑 在 tin(II) chloride dihdyrate 作用下， 以 乙醇 、 乙酸乙酯 为溶剂， 反应 0.75h， 以32%的产率得到3-溴-1H-吡唑-5-胺
  参考文献：
  名称：

  TETRAHYDROPYRAZOLOPYRIMIDINE COMPOUNDS

  摘要：

  本公开的实施例涉及四氢吡唑吡嘧啶化合物，其作为Toll样受体7和/或8的拮抗剂或抑制剂，并且它们在治疗全身性红斑狼疮（SLE）和狼疮性肾炎有效的药物组合物中的应用。

  公开号：

  US20130324547A1
• 作为产物：
  描述：

  1H-吡唑,3,4,5-三溴-1-硝基- 在 3,5-二甲基吡唑 作用下， 以 甲苯 为溶剂， 反应 0.33h， 生成 4,5-二溴-3-硝基-1H-吡唑
  参考文献：
  名称：

  Novel Synthesis and Structural Characterization of a High-Affinity Paramagnetic Kinase Probe for the Identification of Non-ATP Site Binders by Nuclear Magnetic Resonance

  摘要：

  To aid in the pursuit of selective kinase inhibitors, we have developed a unique ATP site binder tool for the detection of binders outside the ATP site by nuclear magnetic resonance (NMR). We report here the novel synthesis that led to this paramagnetic spin-labeled pyrazolopyrimidine probe (1), which exhibits nanomolar inhibitory activity against multiple kinases. We demonstrate the application of this probe by performing NMR binding experiments with Lck and Src kinases and utilize it to detect the binding of two compounds proximal to the ATP site. The complex structure of the probe with Lck is also presented, revealing how the probe fits in the ATP site and the specific interactions it has with the protein. We believe that this spin-labeled probe is a valuable tool that holds broad applicability in a screen for non-ATP site binders.

  DOI：

  10.1021/jm901525b

文献信息

• TETRAHYDROPYRAZOLOPYRIMIDINE COMPOUNDS
  申请人：Boivin Roch

  公开号：US20130324547A1

  公开（公告）日：2013-12-05

  Embodiments of the disclosure relate to tetrahydropyrazolopyrimidine compounds that act as antagonists or inhibitors for Toll-like receptors 7 and/or 8, and their use in pharmaceutical compositions effective for treatment of systemic lupus erythematosus (SLE) and lupus nephritis

  本公开的实施例涉及四氢吡唑吡嘧啶化合物，其作为Toll样受体7和/或8的拮抗剂或抑制剂，并且它们在治疗全身性红斑狼疮（SLE）和狼疮性肾炎有效的药物组合物中的应用。
• Pyrazoles. 19. Selective thermolysis reactions of bromo-1-nitro-1H-pyrazoles. Formation of 3-nitro-1H- vs. 4-nitro-1H-pyrazoles
  作者：J. P. H. Juffermans、Clarisse L. Habraken

  DOI：10.1021/jo00374a029

  日期：1986.11
• JUFFERMANS J. P. H.; HABRAKEN C. L., J. ORG. CHEM., 51,(1986) N 24, 4650-4660
  作者：JUFFERMANS J. P. H.、 HABRAKEN C. L.

  DOI：——

  日期：——
• WO2023/240205
  申请人：——

  公开号：——

  公开（公告）日：——
• Novel Synthesis and Structural Characterization of a High-Affinity Paramagnetic Kinase Probe for the Identification of Non-ATP Site Binders by Nuclear Magnetic Resonance
  作者：Franklin J. Moy、Arthur Lee、Lori Krim Gavrin、Zhang Bao Xu、Annette Sievers、Elizabeth Kieras、Wayne Stochaj、Lidia Mosyak、John McKew、Désirée H. H. Tsao

  DOI：10.1021/jm901525b

  日期：2010.2.11

  To aid in the pursuit of selective kinase inhibitors, we have developed a unique ATP site binder tool for the detection of binders outside the ATP site by nuclear magnetic resonance (NMR). We report here the novel synthesis that led to this paramagnetic spin-labeled pyrazolopyrimidine probe (1), which exhibits nanomolar inhibitory activity against multiple kinases. We demonstrate the application of this probe by performing NMR binding experiments with Lck and Src kinases and utilize it to detect the binding of two compounds proximal to the ATP site. The complex structure of the probe with Lck is also presented, revealing how the probe fits in the ATP site and the specific interactions it has with the protein. We believe that this spin-labeled probe is a valuable tool that holds broad applicability in a screen for non-ATP site binders.