1-甲基-4-硝基-1H-吡唑-5-胺 | 19868-85-0

• 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: 1-甲基-4-硝基-1H-吡唑-5-胺
• 英文名称: 1-methyl-4-nitro-1H-pyrazol-5-amine
• 英文别名: 5-amino-1-methyl-4-nitropyrazole；5-amino-4-nitro-1-methylpyrazole；2-methyl-4-nitro-2H-pyrazol-3-ylamine；4-Nitro-5-amino-1-methyl-pyrazol；5-Amino-1-methyl-4-nitropyrazol；2-methyl-4-nitropyrazol-3-amine
• CAS: 19868-85-0
• 化学式: C₄H₆N₄O₂
• mdl: MFCD00466311
• 分子量: 142.117
• InChiKey: YKUPMZUMSWRWPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  89.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-甲基-4-硝基-1H-吡唑-5-胺 在 tetrafluoroboric acid 、 sodium nitrite 作用下， 以40%的产率得到1,3-di(1-methyl-4-nitro-5-pyrazolyl)triazene
  参考文献：
  名称：

  Synthesis and physical chemical properties of isomers of vic-arylazonitro-1-methylpyrazoles

  摘要：

  DOI：

  10.1007/bf00487428
• 作为产物：
  描述：

  1-甲基-5-氨基吡唑 在 盐酸 、 sodium nitrite 作用下， 以 水 为溶剂， 生成 1-甲基-4-硝基-1H-吡唑-5-胺
  参考文献：
  名称：

  Synthesis and SAR of novel parenteral anti-pseudomonal cephalosporins: Discovery of FR264205

  摘要：

  We describe herein the synthesis and biological evaluation of a series of novel cephalosporins with potent activity against Pseudomonas aeruginosa. Introduction of various amino groups to the 4-position of a 3-amino-2-methylpyrazole cephalosporin 3-side chain resulted in enhanced MIC values against multiple Pseudomonas aeruginosa strains and ultimately led to the discovery of FR264205 (15) with excellent anti-bacterial activity and weak convulsion effect by direct intracerebroventricular injection assay. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.07.085

文献信息

• [EN] FGFR4 INHIBITORS<br/>[FR] INHIBITEURS DU RÉCEPTEUR FGFR4
  申请人：EISAI R&D MAN CO LTD

  公开号：WO2016164703A1

  公开（公告）日：2016-10-13

  Methods, compounds, pharmaceutical compositions, and methods of preparing medicaments for treating hepatocellular carcinoma having an altered FGFR4 and/or FGF19 status.

  治疗肝细胞癌的方法、化合物、药物组合物以及制备药物的方法，其中肝细胞癌具有改变的FGFR4和/或FGF19状态。
• [EN] FGFR4 INHIBITORS<br/>[FR] INHIBITEURS DE FGFR4
  申请人：EISAI R&D MAN CO LTD

  公开号：WO2016164754A1

  公开（公告）日：2016-10-13

  We provide FGFR inhibitors, their salts, methods of manufacture, and methods of use.

  我们提供FGFR抑制剂，它们的盐，制造方法和使用方法。
• C–H Amination of Nitro Azaheterocyclic Compounds by Vicarious Nucleophilic Substitution
  作者：Chun Cai、Ru-Shuang Zhou

  DOI：10.1055/a-1672-7285

  日期：2022.1

  Various nitro azaheterocyclic compounds were subjected to C–H amination by vicarious nucleophilic substitution with 4H-1,2,4-triazol-4-amine (ATA). The aminated products were characterized by NMR, mass spectroscopy, and single-crystal X-ray diffraction analyses. The substrates examined gave moderate to excellent yields (30–88%) and showed good regioselectivities. This protocol offers the advantages

  各种硝基氮杂杂环化合物通过与 4H-1,2,4-三唑-4-胺 (ATA) 的替代亲核取代进行 C-H 胺化。胺化产物通过核磁共振、质谱和单晶 X 射线衍射分析进行表征。检查的底物具有中等至极好的产率（30-88%），并显示出良好的区域选择性。该方案具有条件温和、反应时间短（2-4 小时）以及廉价、市售且毒性较低的胺化试剂等优点；此外，不需要额外的催化剂或试剂。讨论了可能的反应机理。
• Free radicals in vicariousC-amination reactions of 1-methyl-4-nitropyrazole
  作者：Tamara I. Vakul'skaya、Irina A. Titova、Gennadii V. Dolgushin、Valentin A. Lopyrev

  DOI：10.1002/mrc.1708

  日期：2005.12

  The primary radical anions of substrate in the reactions of vicarious nucleophilic substitution of hydrogen in 1‐methyl‐4‐nitropyrazole with 1,1,1‐trimethylhydrazinium iodide and 4‐amino‐1,2,4‐triazole in t‐BuOK–DMSO were observed and identified by EPR monitoring. The probable mechanism of the substrate radical anions formation is discussed. Copyright © 2005 John Wiley & Sons, Ltd.

  1-甲基-4-硝基吡唑中氢与1,1,1-三甲基肼碘化物和4-氨基-1,2,4-三唑在t-BuOK-DMSO中的替代亲核取代反应中底物的初级自由基阴离子通过 EPR 监测观察和识别。讨论了底物自由基阴离子形成的可能机制。版权所有 © 2005 John Wiley & Sons, Ltd.
• N-phenylaminopyrazole derivatives as well as composition and process for
  申请人：Wella Aktiengesellschaft

  公开号：US05430159A1

  公开（公告）日：1995-07-04

  The hair dye composition includes at least one N-phenylaminopyrazole compound of the formula (V) ##STR1## wherein R.sup.1 is hydrogen, an alkyl group having from one to four carbon atoms or a hydroxyalkyl group having from two to four carbon atoms; R.sup.2 and R.sup.3 are each independently either a hydrogen, an amino groups or an alkyl group having from one to four carbon atoms; and R.sup.4 is hydrogen, an alkyl group having from one to four carbon atoms, an alkoxy group having from one to four carbon atoms or a halogen; and at least one conventional ingredient for hair dye compositions selected from the group consisting of emollients; preservatives; perfume oils; solvents; anionic, cationic, amphoteric and nonionic surfactants; thickeners; starch derivatives; cellulose derivatives; petrolatum; paraffin oil; fatty acids; conditioners; lanolin derivatives; cholesterol; pantothenic acid and betaines.

  这种染发剂的成分包括至少一种式（V）的N-苯基氨基吡唑化合物：##STR1## 其中R.sup.1是氢，具有1至4个碳原子的烷基或具有2至4个碳原子的羟基烷基；R.sup.2和R.sup.3各自独立地是氢、氨基或具有1至4个碳原子的烷基；R.sup.4是氢、具有1至4个碳原子的烷基、具有1至4个碳原子的烷氧基或卤素；以及从乳化剂、防腐剂、香料油、溶剂、阴离子、阳离子、两性和非离子表面活性剂、增稠剂、淀粉衍生物、纤维素衍生物、矿蜡、石蜡油、脂肪酸、护发素、羊毛脂衍生物、胆固醇、泛醇和甜菜碱中选择的至少一种传统染发剂成分。