5-amino-1-phenyl-3-(pyridine-4-yl)-1H-pyrazole-4-carbonitrile | 1429229-36-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-amino-1-phenyl-3-(pyridine-4-yl)-1H-pyrazole-4-carbonitrile
• 英文别名: 5-amino-1-phenyl-3-(pyridin-4-yl)-1H-pyrazole-4-carbonitrile；5-Amino-1-phenyl-3-pyridin-4-ylpyrazole-4-carbonitrile；5-amino-1-phenyl-3-pyridin-4-ylpyrazole-4-carbonitrile
• CAS: 1429229-36-6
• 化学式: C₁₅H₁₁N₅
• 分子量: 261.286
• InChiKey: BAJFVVIVAOBFHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  80.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-吡啶甲醛 在 glucose-coated superparamagnetic Fe₃O₄ nanoparticles 作用下， 以 水 为溶剂， 反应 0.2h， 生成 5-amino-1-phenyl-3-(pyridine-4-yl)-1H-pyrazole-4-carbonitrile
  参考文献：
  名称：

  葡萄糖包覆的超顺磁性纳米粒子催化水中吡唑合成

  摘要：

  合成了绿色，良性，非均质，超顺磁性催化剂（Glu。@ Fe 3 O 4），并使用傅里叶变换红外光谱，X射线衍射，热重分析，扫描电子显微镜和振动样品磁强分析对其进行了表征。制备的催化剂用于从醛，丙二腈和苯肼合成取代吡唑衍生物的高效，低成本，生态友好和易于操作的方案中。该催化剂也用于色烯合成中。涂覆在磁性纳米颗粒上的葡萄糖具有出色的催化活性。该催化剂可以循环使用多达四次，而不会明显降低催化活性。

  DOI：

  10.1002/aoc.3641

文献信息

• Catalytic applications of {[HMIM]C(NO₂)₃}: as a nano ionic liquid for the synthesis of pyrazole derivatives under green conditions and a mechanistic investigation with a new approach
  作者：Mohammad Ali Zolfigol、Fatemeh Afsharnadery、Saeed Baghery、Sadegh Salehzadeh、Farahnaz Maleki

  DOI：10.1039/c5ra16289k

  日期：——

  the same reaction conditions. The described reactions were in good agreement with the green chemistry disciplines and their major advantages are short reaction times, good yields, ease of separation, recycling and reusability of NIL. A new mechanistic approach was proposed for the final step of the pyrazoles synthesis which was supported by theoretical studies.

  研究了1-甲基咪唑三硝基甲烷[HMIM] C（NO 2）3 }作为第一类纳米离子液体（NIL）的催化应用。所描述的NIL在无溶剂和环境条件下于室温下以各种芳香醛，丙二腈和苯肼的三组分缩合反应，以良好至优异的收率有效地测试了5-氨基-吡唑-4-腈衍生物的合成。在下一个研究中，还通过以下方法合成了1,4-二氢吡喃基-[2,3- c ]-吡唑衍生物在相同反应条件下，在NIL的存在下，将多种芳族醛，丙二腈，苯肼和乙酰乙酸乙酯进行四组分缩合。所描述的反应与绿色化学学科非常吻合，它们的主要优点是反应时间短，收率高，NIL易于分离，回收和可重复使用。吡唑合成的最后一步提出了一种新的机制方法，该方法得到了理论研究的支持。
• Synthesis of pyrazole derivatives in the presence of a dioxomolybdenum complex supported on silica-coated magnetite nanoparticles as an efficient and easily recyclable catalyst
  作者：Jamshid Rakhtshah、Sadegh Salehzadeh、Ehsan Gowdini、Farahnaz Maleki、Saeed Baghery、Mohammad Ali Zolfigol

  DOI：10.1039/c6ra20988b

  日期：——

  Efficient synthesis of pyrazole derivatives catalyzed by dioxomolybdenum complex supported on functionalized Fe3O4 magnetite nanoparticles containing Schiff base ligand is reported. The synthesized catalyst was characterized by X-ray powder diffraction...

  报道了由含席夫碱配体的功能化Fe3O4磁铁矿纳米颗粒上负载的二氧钼配合物催化的吡唑衍生物的高效合成。用X射线粉末衍射对合成的催化剂进行了表征。
• [EN] PYRIDINYLPYRAZOLES FOR USE AS KINASE MODULATORS FOR THE TREATMENT OF CANCER<br/>[FR] PYRIDINYLPYRAZOLES DESTINÉS À ÊTRE UTILISÉS COMME MODULATEURS DE KINASE DANS LE TRAITEMENT DU CANCER
  申请人：SYNOVO GMBH

  公开号：WO2013046041A1

  公开（公告）日：2013-04-04

  Compounds of the substituted pyrazole class of Formula (I) as treatments for cancer are reported. A method of treating cancer in which a compound that inhibits the activity of receptor kinases is described. Said method is effective and can be provided in addition to standard therapies, notably chemotherapy using cytotoxic drugs and other forms of immune therapy including therapeutic vaccines.

  报道了公式（I）的取代吡唑类化合物作为治疗癌症的方法。描述了一种抑制受体激酶活性的化合物治疗癌症的方法。该方法是有效的，并可在标准治疗，特别是使用细胞毒性药物的化疗和其他形式的免疫疗法，包括治疗性疫苗的基础上提供。
• KINASE MODULATORS FOR THE TREATMENT OF CANCER
  申请人：Synovo GmbH

  公开号：US20140336225A1

  公开（公告）日：2014-11-13

  Compounds of the substituted pyrazole class as treatments for cancer are reported. A method of treating cancer in which a compound that inhibits the activity of receptor kinases. Said method is effective and can be provided in addition to standard therapies, notably chemotherapy using cytotoxic drugs and other forms of immune therapy including therapeutic vaccines.

  报道了替代吡唑类化合物作为治疗癌症的方法。一种治疗癌症的方法是使用抑制受体激酶活性的化合物。该方法是有效的，并可在标准疗法中提供，特别是化疗使用细胞毒药物和其他形式的免疫疗法，包括治疗性疫苗。
• One-Pot and Efficient Synthesis of 5-Aminopyrazole-4-carbonitriles Catalyzed by Potassium Phthalimide
  作者：Hamzeh Kiyani、Maryam Bamdad

  DOI：10.3987/com-16-13623

  日期：——

  The potassium phthalimide (PPI) has been found to be an efficient, recyclable, inexpensive, commercially available, and easy to handle catalyst for the synthesis of 5-aminopyrazole-4-carbonitriles through the one-pot, three-component reaction of easily available starting reactants involving aldehydes, phenylhydrazine, and malononitrile. This reaction was performed in a mixture of EtOH:H2O as a green reaction media at 50 degrees C. The catalyst could be recovered easily from the filtrate via evaporation of solvent and reused many times. The present eco-friendly three-component cyclo condensation offers main benefits including, time-saving, mild conditions, minimize the amount of waste, high atom efficiency, avoiding the hazardous organic solvents or catalysts, and the ease of the work-up.