3-(3-chlorophenyl)-5-phenyl-1H-pyrazole | 32664-22-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(3-chlorophenyl)-5-phenyl-1H-pyrazole
• CAS: 32664-22-5
• 化学式: C₁₅H₁₁ClN₂
• 分子量: 254.719
• InChiKey: QZLZJNUWMBIFIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  ethyl N-[(Z)-[3-(3-chlorophenyl)-3-oxo-1-phenylpropylidene]amino]carbamate 生成 3-(3-chlorophenyl)-5-phenyl-1H-pyrazole
  参考文献：
  名称：

  BADDAR F. G.; AL-HAJJAR F. H.; EL-RAYYES N. R., J. HETEROCYCL. CHEM. , 1976, 13, NO 2, 257-268

  摘要：

  DOI：

文献信息

• NOVEL COMPOUNDS
  申请人：GRAUERT Matthias

  公开号：US20130137688A1

  公开（公告）日：2013-05-30

  This invention relates to compounds of formula I their use as positive allosteric modulators of mGlu5 receptor activity, pharmaceutical compositions containing the same, and methods of using the same as agents for treatment and/or prevention of neurological and psychiatric disorders associated with glutamate dysfunction such as schizophrenia or cognitive decline such as dementia or cognitive impairment. A, B, Ar, R 1 , R 2 , R 3 have meanings given in the description.

  这项发明涉及到式I的化合物，它们作为mGlu5受体活性的正向变构调节剂的用途，含有这些化合物的药物组合物，以及将其用作治疗和/或预防与谷氨酸功能障碍相关的神经和精神障碍，如精神分裂症或认知功能下降，如痴呆症或认知障碍的药剂的方法。A、B、Ar、R1、R2、R3在描述中有给定的含义。
• [EN] NOVEL COMPOUNDS<br/>[FR] NOUVEAUX COMPOSÉS
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2013079460A1

  公开（公告）日：2013-06-06

  This invention relates to compounds of formula (I) their use as positive allosteric modulators of mGlu5 receptor activity, pharmaceutical compositions containing the same, and methods of using the same as agents for treatment and/or prevention of neurological and psychiatric disorders associated with glutamate dysfunction such as schizophrenia or cognitive decline such as dementia or cognitive impairment. A, B, Ar, R1, R2, R3 have meanings given in the description.

  这项发明涉及到式(I)化合物，它们作为mGlu5受体活性的正向变构调节剂的用途，含有这些化合物的药物组合物，以及将其用作治疗和/或预防与谷氨酸功能障碍相关的神经和精神障碍，如精神分裂症或认知能力下降，如痴呆症或认知障碍的药剂的方法。A、B、Ar、R1、R2、R3在描述中有给定的含义。
• Sulphur promoted C(sp³)–C(sp²) cross dehydrogenative cyclisation of acetophenone hydrazones with aldehydes: efficient synthesis of 3,4,5-trisubstituted 1H-pyrazoles
  作者：Rajeshwer Vanjari、Tirumaleswararao Guntreddi、Saurabh Kumar、Krishna Nand Singh

  DOI：10.1039/c4cc08210a

  日期：——

  A novel strategy for the cross dehydrogenative coupling (CDC) of acetophenone hydrazones and aldehydes has been developed for the synthesis of highly substituted pyrazoles. This work, for the first time, uses elemental sulfur as a promoter as well as a hydrogen acceptor in effecting the Csp(3)-Csp(2) bond formation via C-H activation.

  苯乙酮hydr和醛类的交叉脱氢偶联（CDC）的新策略已经开发出来，用于合成高度取代的吡唑。这项工作第一次使用元素硫作为促进剂以及氢受体，以通过CH活化作用实现Csp（3）-Csp（2）键的形成。
• Denitrative imino-diaza-Nazarov cyclization: synthesis of pyrazoles
  作者：Balakrishna Aegurla、Nisha Jarwal、Rama Krishna Peddinti

  DOI：10.1039/d0ob01200a

  日期：——

  An iodine-catalyzed denitrative imino-diaza-Nazarov cyclization (DIDAN) methodology has been developed for the synthesis of pyrazoles with high to excellent yields by using α-nitroacetophenone derivatives and in situ generated hydrazones. The key transformation of this oxidative 4π-electrocyclization proceeds through an enamine–iminium ion intermediate. This rapid one-pot DIDAN protocol results in

  已经开发了一种碘催化的脱硝亚氨基-二氮杂-纳扎罗夫环化 (DIDAN) 方法，用于通过使用 α-硝基苯乙酮衍生物和原位生成的腙合成具有高至优异产率的吡唑。这种氧化性 4π-电环化的关键转变是通过烯胺-亚胺离子中间体进行的。这种快速的一锅 DIDAN 协议导致 C-C 和 C-N 键的选择性生成以及 C-N 键的裂解。
• Sunlight-promoted Direct Irradiation of <i>N</i> -centred Anion: The Photocatalyst-free Synthesis of Pyrazoles in Water
  作者：Te Zhang、Yunge Meng、Jinye Lu、Yuting Yang、Gong-Qiang Li、Chunyin Zhu

  DOI：10.1002/adsc.201701200

  日期：2018.8.17

  been developed for the synthesis of pyrazole. Based on the analysis of UV‐Vis absorption of the substrate, the reaction was designed to avoid the use of external photocatalysis and proceeds via direct irradiation of N‐centred anion by sunlight. The key features of this reaction include operational simplicity, readily available reagents, and amenability to gram‐scale synthesis.

  已经开发了一种通过日光介导的α，β-不饱和azo的环合反应的实用方法，用于合成吡唑。基于对底物的UV-Vis吸收的分析，该反应被设计为避免使用外部光催化，并通过阳光直接照射N中心阴离子进行反应。该反应的关键特征包括操作简便，易于获得的试剂以及对克级合成的适应性。