1-methyl-3,4-dinitropyrazole | 66296-67-1

• 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
• 英文名称: 1-methyl-3,4-dinitropyrazole
• 英文别名: 1-methyl-3,4-dinitro-1H-pyrazole
• CAS: 66296-67-1
• 化学式: C₄H₄N₄O₄
• mdl: MFCD00466337
• 分子量: 172.1
• InChiKey: VDTOUIPOAUVOLP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  110
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 海关编码：
  2933199090

反应信息

• 作为反应物：
  描述：

  1-methyl-3,4-dinitropyrazole 、 异丙硫醇 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 以96%的产率得到3-isopropylmercapto-1-methyl-4-nitropyrazole
  参考文献：
  名称：

  Discovery of 2-arylamino-4-(1-methyl-3-isopropylsulfonyl-4-pyrazol-amino)pyrimidines as potent anaplastic lymphoma kinase (ALK) inhibitors

  摘要：

  A new series of 2,4-diamino pyrimidine derivatives with a sulfone-substituted pyrazole right side-chain were discovered as potent anaplastic lymphoma kinase inhibitors. Structure-activity relationship of the left side-chain on phenyl substitutions were explored which delivered many potent ALK inhibitors. Among them, 29a showed favorable pharmacokinetic profiles in rats and dogs together with significant antitumor efficacy in EML4-ALK fusion xenograft model. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.06.021
• 作为产物：
  描述：

  1-甲基吡唑 在 silica-sulfuric acid impregnated with bismuth nitrate 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以92%的产率得到1-methyl-3,4-dinitropyrazole
  参考文献：
  名称：

  硝酸铋浸渍法简单，环境友好地硝化吡唑

  摘要：

  我们在这里首次报道了室温下使用二氧化硅-硝酸铋和二氧化硅-硫酸-硝酸铋以高收率轻松，快速，环保地合成硝基吡唑的方法。相对无毒的性质，易于处理，易于获得以及成本低廉，使得本方法对于制药和制药行业中各种二唑的硝化具有吸引力。

  DOI：

  10.1002/jhet.1093

文献信息

• SUBSTITUTED PYRROLO[2,3-D] PYRIMIDINES, THEIR PREPARATION AND THEIR THERAPEUTIC APPLICATION
  申请人：SANOFI

  公开号：EP4105218A1

  公开（公告）日：2022-12-21

  Disclosed are compounds of formula (I), or a pharmaceutically acceptable salt thereof, wherein R1 and R2 are defined herein. Also disclosed are methods of using such compounds as inhibitors of LRRK2, and pharmaceutical compositions comprising such compounds. These compounds are useful in treating neurodegenerative diseases such as Parkinson's disease,

  本文公开了式（I）的化合物或其药学上可接受的盐，其中R1和R2在本文中定义。还公开了将此类化合物作为LRRK2抑制剂的使用方法，以及包含此类化合物的药物组合物。这些化合物可用于治疗神经退行性疾病，如帕金森病。
• EP3150592
  申请人：——

  公开号：——

  公开（公告）日：——
• Silica–Sulfuric Acid Catalyzed Nitrodeiodination of Iodopyrazoles
  作者：P. Ravi、Girish M. Gore、Arun K. Sikder、Surya P. Tewari

  DOI：10.1080/00397911.2011.584261

  日期：2012.12.1

  We report here the synthesis of nitropyrazoles in good to excellent yields from iodopyrazoles over silica-sulfuric acid catalyst for the first time. The present procedure require less acid, offers a simplified workup procedure, and may be applied for the nitration of a wide variety of iodoazoles in drug and pharmaceutical industries.
• Faujasite catalyzed nitrodeiodination of iodopyrazoles
  作者：P. Ravi、Surya P. Tewari

  DOI：10.1016/j.catcom.2013.07.032

  日期：2013.12

  Nitrodeiodination of iodopyrazoles using nitric acid/Faujasite has been investigated. The present procedure is simple, rapid and convenient and requires no sulfuric acid or oleum and may be applied for the synthesis of several nitropyrazoles in good yields in drug and pharmaceutical industries. (C) 2013 Elsevier B.V. All rights reserved.
• Bernard, Marek K.; Makosza, Mieczyslaw; Szafran, Barbara, Liebigs Annalen der Chemie, 1989, p. 545 - 550
  作者：Bernard, Marek K.、Makosza, Mieczyslaw、Szafran, Barbara、Wrzeciono, Urszula

  DOI：——

  日期：——