1-(4-甲氧基-苯基)-1H-吡唑-3-胺 | 76091-01-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 1-(4-甲氧基-苯基)-1H-吡唑-3-胺
• 中文别名: 3-氨基-1-(4-甲氧基苯基)-1H-吡唑；3-氨基-1-(4-甲氧基苯基)吡唑
• 英文名称: 3-amino-1-(4-methoxyphenyl)-1H-pyrazole
• 英文别名: 1-(4-methoxyphenyl)-1H-pyrazol-3-amine；1-(4-Methoxyphenyl)-3-aminopyrazol；1-(4-methoxy-phenyl)-1H-pyrazol-3-ylamine；1-(4-methoxyphenyl)pyrazol-3-amine
• CAS: 76091-01-5
• 化学式: C₁₀H₁₁N₃O
• 分子量: 189.217
• InChiKey: PUYOZGLXKYWMBT-UHFFFAOYSA-N

物化性质

• 熔点：
  180-183℃
• 沸点：
  359.6±22.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  53.1
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2933199090

反应信息

• 作为反应物：
  描述：

  1-(4-甲氧基-苯基)-1H-吡唑-3-胺 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 以87%的产率得到C₁₀H₁₀BrN₃O
  参考文献：
  名称：

  Novel 3-aminopyrazole inhibitors of MK-2 discovered by scaffold hopping strategy

  摘要：

  New, selective 3-aminopyrazole based MK2-inhibitors were discovered by scaffold hopping strategy. The new derivatives proved to inhibit intracellular phosphorylation of hsp27 as well as LPS-induced TNF alpha release in cells. In addition, selected derivative 14e also inhibited LPS-induced TNF alpha release in vivo. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.10.138
• 作为产物：
  描述：

  3-甲氧基丙烯腈 、 4-甲氧基苯肼盐酸盐 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以85%的产率得到1-(4-甲氧基-苯基)-1H-吡唑-3-胺
  参考文献：
  名称：

  Regiocontrolled synthesis of 3- and 5-aminopyrazoles, pyrazolo[3,4-d]pyrimidines, pyrazolo[3,4-b]pyridines and pyrazolo[3,4-b]quinolinones as MAPK inhibitors

  摘要：

  Microwave irradiation of a hydrazine and 3-methoxyacrylonitrile, ethoxymethylenemalononitrile or ethyl acetoacetate provides rapid access to 3- or 5-substituted pyrazoles in excellent yield and with total regiocontrol in a process that can be switched from one regioisomer to the other by choice of conditions. Subsequent reaction, either by microwave-assisted hydrolysis and cyclocondensation with formamide, Hantzsch-type three-component reaction with an aldehyde and ketone, or by cyclocondensation with 2-nitrobenzaldehyde, provides the pyrazolo[3,4-d]pyrimidine, pyrazolo[3,4-b]pyridine or pyrazolo[3,4-b]quinolin-4-one framework, respectively, of inhibitors of mitogen-activated protein kinases. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.07.055

文献信息

• Copper(I)/Copper(II)-Assisted Tandem Catalysis: The Case Study of Ullmann/Chan-Evans-Lam N¹,N³-Diarylation of 3-Aminopyrazole
  作者：Astrid Beyer、Thomas Castanheiro、Patricia Busca、Guillaume Prestat

  DOI：10.1002/cctc.201500510

  日期：2015.8.17

  Unprecedented CuI/CuII‐assisted tandem catalysis allowing an Ullmann/Chan–Evans–Lam sequence was achieved. This three‐component, one‐pot reaction triggered by a change in the oxidation state of the metal leads to the selective N1,N3‐diarylation of 3‐aminopyrazole. This new method should be a valuable tool for small‐molecule drug discovery that requires suitable regio‐ and/or chemoselective strategies

  前所未有的Cu I / Cu II辅助串联催化，实现了Ullmann / Chan–Evans–Lam序列。这种由金属的氧化态变化引发的三组分一锅法反应导致3-氨基吡唑的选择性N 1，N 3-二芳基化。这种新方法应该是发现小分子药物的有价值的工具，它需要适当的区域和/或化学选择策略来使含氮杂环的N-芳基化。
• [EN] MANUFACTURING PROCESS<br/>[FR] PROCÉDÉ DE FABRICATION
  申请人：AVECIA INKJET LTD

  公开号：WO2006008495A1

  公开（公告）日：2006-01-26

  A process for the preparation of a desired chemical compound in a continuous reactor in which a part of the product stream exits the reactor and part of the product stream is recycled around the reactor in order to reduce the amount of buffer that would otherwise be required.

  在连续反应器中制备所需化合物的过程，其中产品流的一部分从反应器中出口，另一部分则在反应器周围循环以减少所需的缓冲量。
• Inhibitors of factor Xa with a neutral P1 specificity group
  申请人：——

  公开号：US20030092740A1

  公开（公告）日：2003-05-15

  The present application describes inhibitors of factor Xa with a neutral P1 specificity group of formula I: 1 or pharmaceutically acceptable salt forms thereof, wherein R and E may be groups such as methoxy and halo.

  本申请描述了具有中性P1特异性基团的因子Xa抑制剂，其化学式为I:1或其药学上可接受的盐形式，其中R和E可以是甲氧基和卤素等基团。
• Heterocyclic antiviral compounds
  申请人：Lee Kyung Eun

  公开号：US20060014767A1

  公开（公告）日：2006-01-19

  Chemokine receptor antagonists, in particular, 3,7-diazabicyclo[3.3.0]octane compounds according to formula (I) are antagonists of chemokine CCR5 receptors which are useful for treating or preventing an human immunodeficiency virus (HIV) infection, or treating AIDS or ARC. The invention further provides methods for treating diseases that are allieviated with CCR5 antagonists. The invention includes pharmaceutical compositions and methods of using the compounds for the treatment of these diseases. The invention further includes processes for the preparation of compounds according to formula I.

  化学因子受体拮抗剂，尤其是按照公式（I）制备的3,7-二氮杂双环[3.3.0]辛烷类化合物是化学因子CCR5受体的拮抗剂，可用于治疗或预防人类免疫缺陷病毒（HIV）感染，或治疗艾滋病或ARC。发明还提供了用于缓解与CCR5拮抗剂相关的疾病的治疗方法。该发明包括制备公式I化合物的药物组合物和使用这些化合物治疗这些疾病的方法。该发明还包括制备公式I化合物的过程。
• Process for the diazotisation of amines
  申请人：IMPERIAL CHEMICAL INDUSTRIES PLC

  公开号：EP0003656A2

  公开（公告）日：1979-08-22

  A process for the diazotisation of a heterocyclic or a weakly basic benzenoid amine which comprises reacting together in a continuous manner, in a reaction zone from which a product stream containing diazotised amine is continuously removed, the amine and an aqueous solution of nitrite ions in the presence of sulphuric acid, the proportions and concentrations of the amine, the aqueous solution of nitrite ions and the sulphuric acid being so arranged as to provide a working acid concentration in the reaction zone in which the diazotised amine is stable.

  一种重氮化杂环胺或弱碱性苯胺的工艺，包括在一个反应区内，连续地将胺和亚硝酸根离子水溶液在有硫酸存在的情况下一起反应，从该反应区中连续地移出含有重氮化胺的产物流，胺、亚硝酸根离子水溶液和硫酸的比例和浓度是这样安排的，以便在重氮化胺稳定的反应区内提供一个工作酸浓度。