5-(3-fluorophenyl)-3-phenyl-1H-pyrazole | 187343-51-7

• 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-(3-fluorophenyl)-3-phenyl-1H-pyrazole
• 英文别名: 3-(3-Fluorophenyl)-5-phenyl-1H-pyrazole
• CAS: 187343-51-7
• 化学式: C₁₅H₁₁FN₂
• 分子量: 238.264
• InChiKey: ZAPRZMBOYSPUQT-UHFFFAOYSA-N

物化性质

• 沸点：
  443.3±30.0 °C(Predicted)
• 密度：
  1.217±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 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：
  2

反应信息

• 作为产物：
  描述：

  苯甲醛 在 sodium ethanolate 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 12.25h， 生成 5-(3-fluorophenyl)-3-phenyl-1H-pyrazole
  参考文献：
  名称：

  An Efficient One-Pot Synthesis of 3,5-Disubstituted 1H-Pyrazoles

  摘要：

  An efficient, general, one-pot, three-component procedure for the preparation of 3,5-disubstituted 1H-pyrazoles via condensation of substituted aromatic aldehydes, tosylhydrazine and terminal alkynes in toluene is reported. The reaction tolerates a variety of functional groups and sterically hindered substrates to afford the desired pyrazoles in yields of 67-91%.

  DOI：

  10.1055/s-0031-1290772

文献信息

• The reaction of acetylenes with aldazines in the NaOBut/DMSO system: a contribution to the pyrazole chemistry
  作者：Ivan A. Bidusenko、Elena Yu. Schmidt、Nadezhda I. Protsuk、Igor A. Ushakov、Boris A. Trofimov

  DOI：10.1016/j.mencom.2024.01.033

  日期：2024.1

  [Display omitted]

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• Temperature-Controlled Divergent Synthesis of Pyrazoles and 1-Tosyl-1H-pyrazoles under Transition-Metal-Catalyst- and Oxidant-Free Conditions
  作者：Kai Wang、Wenjing Xu、Chengcai Xia、Xianting Cao

  DOI：10.3390/molecules29081706

  日期：——

  synthesis of pyrazoles and 1-tosyl-1H-pyrazoles via electrophilic cyclization in the absence of transition-metal catalysts and oxidants was developed. The desired products were obtained in moderate to excellent yields from common starting materials in both ionic liquids and ethanol by simply tuning the reaction temperature. This strategy employs easily synthesized substrates, mild reaction conditions, and

  在此，开发了一种在没有过渡金属催化剂和氧化剂的情况下通过亲电环化不同合成吡唑和1-甲苯磺酰基-1H-吡唑的通用且实用的温度控制方法。通过简单地调节反应温度，可以从离子液体和乙醇中的常见起始材料中以中等至优异的产率获得所需的产物。该策略采用易于合成的底物、温和的反应条件和优异的官能团耐受性。
• [EN] PYRAZOLE COMPOUNDS AND PHARMACEUTICAL COMPOSITIONS<br/>[FR] COMPOSES PYRAZOLE ET COMPOSITIONS PHARMACEUTIQUES
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：WO1997001551A1

  公开（公告）日：1997-01-16

  (EN) A pyrazole compound of formula (I), wherein R1 and R3 are the same or different and each is independently hydrogen, lower alkyl, ar(lower)alkyl, heterocyclic group, or aryl which may have one or more suitable substituent(s), R2 is hydrogen, lower alkyl, or ar(lower)alkyl which may have one or more suitable substituent(s), and R4 is hydrogen or lower alkyl, or a salt thereof. The pyrazole compound (I) and a salt thereof of the present invention are adenosine antagonists and are useful for the prevention and/or the treatment of ischemic heart diseases (e.g. angina, etc.), peripheral vascular diseases (e.g. claudication, etc.), cerebral ischemia, migraine, diabetes, depression, Parkinson's disease, and the like.(FR) L'invention concerne un composé pyrazole de la formule (I). Dans cette formule, R1 et R3 sont les mêmes ou différents et chacun est, d'une manière indépendante, un hydrogène, un alkyle inférieur, un arylalkyle inférieur, un groupe hétérocyclique ou aryle, portant éventuellement un ou plusieurs substituants appropriés, R2 est un hydrogène, un alkyle inférieur ou un arylalkyle inférieur, portant éventuellement un ou plusieurs substituants appropriés et R4 est un hydrogène ou un alkyle inférieur. L'invention concerne également les sels de ces composés. Le composé pyrazole (1) et ses sels selon l'invention sont des antagonistes de l'adénosine et ils sont utiles pour la prévention et/ou le traitement des maladies cardiaques ischémiques (angine, etc.), de maladies du système vasculaire périphérique (claudication, etc.), des ischémies cérébrales, des migraines, du diabète, de la dépression, de la maladie de Parkinson et similaire.
• An Efficient One-Pot Synthesis of 3,5-Disubstituted 1H-Pyrazoles
  作者：Hua Chen、Lei-Lei Wu、Yi-Cen Ge、Ting He、Lei Zhang、Xing-Li Fu、Hai-Yan Fu、Rui-Xiang Li

  DOI：10.1055/s-0031-1290772

  日期：2012.5

  An efficient, general, one-pot, three-component procedure for the preparation of 3,5-disubstituted 1H-pyrazoles via condensation of substituted aromatic aldehydes, tosylhydrazine and terminal alkynes in toluene is reported. The reaction tolerates a variety of functional groups and sterically hindered substrates to afford the desired pyrazoles in yields of 67-91%.