1-(4-methoxyphenyl)-1H-indazol-3-amine | 1426854-84-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(4-methoxyphenyl)-1H-indazol-3-amine
• 英文别名: 1-(4-Methoxyphenyl)indazol-3-amine
• CAS: 1426854-84-3
• 化学式: C₁₄H₁₃N₃O
• 分子量: 239.277
• InChiKey: MRHRFNQCVDMHPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  53.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-溴-N-羟基苯甲酰胺 在 sodium methylate 、 copper diacetate 、 potassium carbonate 作用下， 以 甲醇 、 乙醇 、 N,N-二甲基乙酰胺 为溶剂， 反应 4.17h， 生成 1-(4-methoxyphenyl)-1H-indazol-3-amine
  参考文献：
  名称：

  Cascade Synthesis of Kinase-Privileged 3-Aminoindazoles via Intramolecular N–N Bond Formation

  摘要：

  DOI：

  10.1021/acs.joc.1c03057

文献信息

• [EN] AMINOINDAZOLE DERIVATIVES ACTIVE AS KINASE INHIBITORS, PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS COMPRISING THEM<br/>[FR] DERIVES D'AMINOINDAZOLE AGISSANT COMME INHIBITEURS DE KINASE, METHODE D'OBTENTION ET COMPOSITIONS PHARMACEUTIQUES LES RENFERMANT
  申请人：PHARMACIA ITALIA SPA

  公开号：WO2003097610A1

  公开（公告）日：2003-11-27

  Compounds which are indazole derivatives and pharmaceutically acceptable salts thereof together with pharmaceutical compositions comprising them, as well as combinatorial libraries of indazole derivatives, as set forth in the specification, are disclosed; these compounds or compositions may be useful in the treatment of diseases caused by and/or associated with an altered protein kinase activity such as cancer, cell proliferative disorders, Alzheimer's disease, viral infections, auto-immune diseases and neurodegenerative disorders.

  本发明公开了吲唑衍生物化合物及其药学上可接受的盐，以及包括它们的制药组合物，以及吲唑衍生物的组合化学库，这些化合物或组合物可能有用于治疗由于和/或与蛋白激酶活性改变相关的疾病，如癌症，细胞增殖性疾病，阿尔茨海默病，病毒感染，自身免疫疾病和神经退行性疾病。
• Copper‐Catalyzed <i>N</i> ¹ Coupling of 3‐Aminoindazoles and Related Aminoazoles with Aryl Bromides
  作者：Patrick Cyr、Eve‐Marline Joseph‐Valcin、Patrick Boissarie、Bruno Simoneau、Anne Marinier

  DOI：10.1002/ejoc.202101245

  日期：2022.1.27

  AbstractThe N1‐selective arylation of 3‐aminoindazoles using copper catalysis is herein reported. The reaction uses readily accessible aryl bromides as coupling partners, including those from heterocycles, and allows easy access to a broad variety of substituted 3‐aminoindazoles. The methodology was also examined on other aminoazoles of interest for the pharmaceutical industry.
• Assembly of Substituted 3-Aminoindazoles from 2-Bromobenzonitrile via a CuBr-Catalyzed Coupling/Condensation Cascade Process
  作者：Lanting Xu、Yinsheng Peng、Qiangbiao Pan、Yongwen Jiang、Dawei Ma

  DOI：10.1021/jo400071h

  日期：2013.4.5

  CuBr-catalyzed coupling reaction of 2-halobenzonitriles with hydrazine carboxylic esters and CuBr/4-hydroxy-L-proline-catalyzed coupling reaction of 2-bromobenzonitriles with N'-arylbenzohydrazides proceed smoothly at 60-90 degrees C to provide substituted 3-aminoindazoles through a cascade coupling/condensation (or coupling/deacylation/condensation) process. A wide range of 3-aminoindazoles with substituents at both the 1-position and the phenyl ring part can be prepared from the corresponding coupling partners.
• AMINOINDAZOLE DERIVATIVES ACTIVE AS KINASE INHIBITORS, PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS COMPRISING THEM
  申请人：Pharmacia Italia S.p.A.

  公开号：EP1506176A1

  公开（公告）日：2005-02-16
• Cascade Synthesis of Kinase-Privileged 3-Aminoindazoles via Intramolecular N–N Bond Formation
  作者：W. Felix Zhu、Andreas Krämer、Stefan Knapp、Ewgenij Proschak、Victor Hernandez-Olmos

  DOI：10.1021/acs.joc.1c03057

  日期：2022.3.4