1-(3-methylphenyl)-1H-indazole

• 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-(3-methylphenyl)-1H-indazole
• 英文别名: 1-(3-Methylphenyl)indazole
• 化学式: C₁₄H₁₂N₂
• 分子量: 208.263
• InChiKey: RHFFIBACUIXUTE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N-[(2-bromophenyl)methylideneamino]-3-methylaniline 在 铜 、 sodium t-butanolate 作用下， 反应 20.0h， 以40%的产率得到1-(3-methylphenyl)-1H-indazole
  参考文献：
  名称：

  Copper Powder–Catalyzed C-N Bond Formation of Arylhydrazones of 2-Bromobenzaldehydes Leading to 1-Aryl-1H-indazoles

  摘要：

  Arylhydrazones of 2-bromobenzaldehydes and its analogs are cyclized in PEG-400 at 110 degrees C in the presence of a catalytic amount of copper powder along with NaOtBu to give 1-aryl-1H-indazole derivatives in good yields.

  DOI：

  10.1080/00397911.2011.614714

文献信息

• t-BuXPhos: a highly efficient ligand for Buchwald–Hartwig coupling in water
  作者：Patrick Wagner、Maud Bollenbach、Christelle Doebelin、Frédéric Bihel、Jean-Jacques Bourguignon、Christophe Salomé、Martine Schmitt

  DOI：10.1039/c4gc00853g

  日期：——

  An efficient and versatile ‘green’ catalytic system for the Buchwald–Hartwig cross-coupling reaction in water is reported. In an aqueous micellar medium, the combination of t-BuXPhos with [(cinnamyl)PdCl]2 showed excellent performance for coupling arylbromides or chlorides with a large set of amines, amides, ureas and carbamates. The method is functional-group tolerant, proceeds smoothly (30 to 50

  据报道，一种有效且通用的“绿色”催化体系可用于水中的布赫瓦尔德-哈特维格交叉偶联反应。在水性胶束介质中，t- BuXPhos与[（肉桂基）PdCl] 2的组合显示出优异的性能，可将芳基溴化物或氯化物与大量胺，酰胺，脲和氨基甲酸酯偶合。该方法具有官能团耐受性，可顺利进行（30至50°C），并能以优良的分离产率快速获得目标化合物。当应用于已知的NaV1.8调节剂的合成时，与传统的有机合成方法相比，该方法可显着改善E因子。
• Efficient and Mild Ullmann-Type N-Arylation of Amides, Carbamates, and Azoles in Water
  作者：Maud Bollenbach、Pedro G. V. Aquino、João Xavier de Araújo-Júnior、Jean-Jacques Bourguignon、Frédéric Bihel、Christophe Salomé、Patrick Wagner、Martine Schmitt

  DOI：10.1002/chem.201700832

  日期：2017.10.4

  A simple, sustainable, efficient, mild, and low‐cost protocol was developed for d‐glucose‐assisted Cu‐catalyzed Ullmann reactions in water for amides, carbamates, and nitrogen‐containing heterocycles. The reaction was compatible with diverse aryl/heteroaryl iodides, giving highly substituted pyridine, indole, or indazole rings. This method offers an attractive alternative to existing protocols, because

  开发了一种简单，可持续，高效，温和且低成本的方案，用于葡萄糖在水中的酰胺，氨基甲酸酯和含氮杂环的d葡萄糖辅助的Ullmann反应。该反应与各种芳基/杂芳基碘化物相容，得到高度取代的吡啶，吲哚或吲唑环。该方法为现有方案提供了一种有吸引力的替代方法，因为该反应在水性介质中进行，在环境温度或接近环境温度的条件下进行，并提供高收率或高收率的N-芳基化产物。
• A manganese/copper bimetallic catalyst for C–N coupling reactions under mild conditions in water
  作者：Yong-Chua Teo、Fui-Fong Yong、Gina Shiyun Lim

  DOI：10.1016/j.tetlet.2011.10.128

  日期：2011.12

  An efficient and convenient bimetallic MnF2/CuI catalyst in combination with trans-1,2-diaminocyclohexane has been developed for the cross-coupling of nitrogen heterocycles with aryl halides in water at moderate temperature. A variety of nitrogen nucleophiles including pyrazole, 7-azaindole, indazole, indole, pyrrole and imidazole afforded the corresponding products in moderate to good yields (up to

  已经开发了一种有效且方便的双金属MnF 2 / CuI催化剂与反式-1,2-二氨基环己烷的组合，用于在中等温度下氮杂环与芳基卤化物的交叉偶联。在所述芳基化条件下，包括吡唑，7-氮杂吲哚，吲唑，吲哚，吡咯和咪唑在内的各种氮亲核试剂以中等至良好的收率（最高达94％）提供了相应的产物。
• HEPATITIS B ANTIVIRAL AGENTS
  申请人：ENANTA PHARMACEUTICALS, INC.

  公开号：US20160289212A1

  公开（公告）日：2016-10-06

  The present invention discloses compounds of Formula (I), or pharmaceutically acceptable salts, esters, or prodrugs thereof: X-A-Y-Z-L-R 1 (I) which inhibit the protein(s) encoded by hepatitis B virus (HBV) or interfere with the function of the HBV life cycle of the hepatitis B virus and are also useful as antiviral agents. The present invention further relates to pharmaceutical compositions comprising the aforementioned compounds for administration to a subject suffering from HBV infection. The invention also relates to methods of treating an HBV infection in a subject by administering a pharmaceutical composition comprising the compounds of the present invention.

  本发明公开了化合物的结构式（I），或其药学上可接受的盐、酯或前药： X-A-Y-Z-L-R 1 （I） 这些化合物抑制由乙型肝炎病毒（HBV）编码的蛋白质或干扰乙型肝炎病毒的生命周期功能，并且还可用作抗病毒剂。本发明还涉及包括上述化合物的药物组合物，用于治疗患有HBV感染的受试者。该发明还涉及通过给予包含本发明化合物的药物组合物来治疗受试者的HBV感染的方法。
• INDAZOLE COMPOUNDS USEFUL AS KETOHEXOKINASE INHIBITORS
  申请人：ZHANG Xuqing

  公开号：US20110263559A1

  公开（公告）日：2011-10-27

  The present invention is directed to substituted indazole compounds, pharmaceutical compositions of these compounds and methods of use thereof. The compounds of the present invention are ketohexokinase (KHK) inhibitors, useful for treating or ameliorating a KHK mediated metabolic disorders and/or diseases such as obesity, Type II diabetes mellitus and Metabolic Syndrome X.

  本发明涉及替代吲唑化合物，这些化合物的药物组合物以及它们的使用方法。本发明的化合物是酮己糖激酶（KHK）抑制剂，可用于治疗或改善由KHK介导的代谢紊乱和/或疾病，如肥胖、Ⅱ型糖尿病和X型代谢综合征。