5-Chlor-3-Methyl-1-phenyl-4-benzoyl-pyrazol | 62574-33-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-Chlor-3-Methyl-1-phenyl-4-benzoyl-pyrazol
• 英文别名: (5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)(phenyl)methanone；(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-phenyl-methanone；(5-chloro-3-methyl-1-phenylpyrazol-4-yl)-phenylmethanone
• CAS: 62574-33-8
• 化学式: C₁₇H₁₃ClN₂O
• 分子量: 296.756
• InChiKey: SPUBGWOTCJSKHR-UHFFFAOYSA-N

物化性质

• 熔点：
  87 °C
• 沸点：
  428.0±40.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-Chlor-3-Methyl-1-phenyl-4-benzoyl-pyrazol 在 sodiumsulfide nonahydrate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以74%的产率得到4-benzoyl-3-methyl-1-phenyl-2-pyrazoline-5-thione
  参考文献：
  名称：

  Disulfide linked pyrazole derivatives inhibit phagocytosis of opsonized blood cells

  摘要：

  Immune thrombocytopenia (ITP) is caused by production of an autoantibody to autologous platelets. ITP can be treated either by reducing platelet destruction or by increasing platelet production. Fc gamma receptor mediated phagocytosis of the opsonized blood cells is a well-accepted mechanism for the underlying pathogenesis of ITP and inhibition of this phagocytosis process with small molecules is a potential strategy for the development of drugs against ITP. A broad screen indicated that 4-methyl-1-phenyl-pyrazole derivative (1) could inhibit the phagocytosis of opsonized blood cells with weak potency. We reveal here the discovery of the polysulfide products, synthesis of various 1-phenyl-pyrazole derivatives, and the biological evaluation of pyrazole derivatives as inhibitors of phagocytosis for potential use as therapeutics for ITP. Substitution at C4 of the pyrazole moiety in the disulfide-bridged dimers influenced the potency in the increasing order of 10 congruent to 11 congruent to 16 < 19 < 20. A novel scaffold, 20 with an IC50 of 100 nM inhibiting opsonized blood cell phagocytosis was identified as a potential candidate for further studies. Confirmation of the disulfide bridge additionally provides clues for the non-thiol or non-disulfide bridge carrying ligands targeting ITP and other similar disorders. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.02.064
• 作为产物：
  描述：

  (5-benzoyloxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-phenyl-methanone 在 三氯氧磷 作用下， 生成 5-Chlor-3-Methyl-1-phenyl-4-benzoyl-pyrazol
  参考文献：
  名称：

  Michaelis; Bender, Chemische Berichte, 1903, vol. 36, p. 524

  摘要：

  DOI：

文献信息

• Anti-HIV pyrazole derivatives
  申请人：——

  公开号：US20030018197A1

  公开（公告）日：2003-01-23

  The present invention comprises novel and known pyrazole derivatives having anti-HIV activity, a process for their manufacture, pharmaceutical compositions and the use of such compounds in medicine. In particular, the compounds of formula I are inhibitors of the human immunodeficiency virus reverse transcriptase enzyme which is involved in viral replication. Consequently the compounds of this invention may be advantageously used as therapeutic agents for HIV infection.

  本发明涵盖具有抗HIV活性的新型和已知吡唑衍生物，其制造方法，药用组合物以及在医学中使用此类化合物。特别是，式I的化合物是人类免疫缺陷病毒逆转录酶酶的抑制剂，该酶参与病毒复制。因此，本发明的这些化合物可优势用作HIV感染的治疗药物。
• Synthesis of substituted 3-phenyl-6<i>h</i>-pyrazolo[4,3-d]isoxazoles from corresponding 4-benzoyl-5-hydroxypyrazoles
  作者：Wolfgang Holzer、Katharina Hahn

  DOI：10.1002/jhet.5570400216

  日期：2003.3

  Treatment of 1,(3)-(di)substituted 4-benzoyl-5-hydroxypyrazoles with phosphorus oxychloride affords the corresponding 4-benzoyl-5-chloropyrazoles. Reaction of the latter with hydroxylamine leads to oximes, which can be cyclized to novel 3-phenyl-6H-pyrazolo[4,3-d]isoxazoles by treatment with sodium hydride in dimethyl formamide. Detailed nmr spectroscopic studies (1H, 13C) with all obtained compounds

  用氯氧化磷处理1，（3）-（二）取代的4-苯甲酰基-5-羟基吡唑，得到相应的4-苯甲酰基-5-氯吡唑。后者与羟胺的反应生成肟，可以通过在二甲基甲酰胺中用氢化钠处理将其环化为新型3-苯基-6 H-吡唑并[4,3- d ]异恶唑。介绍了使用所有获得的化合物进行的详细NMR光谱研究（1 H，13 C）。
• Michaelis; Langenkamp, Justus Liebigs Annalen der Chemie, 1914, vol. 404, p. 24
  作者：Michaelis、Langenkamp

  DOI：——

  日期：——
• Michaelis; Engelhardt, Chemische Berichte, 1908, vol. 41, p. 2673
  作者：Michaelis、Engelhardt

  DOI：——

  日期：——
• Hennig, L.; Mueller, T.; Grosche, M., Journal fur praktische Chemie (Leipzig 1954), 1990, vol. 332, # 5, p. 693 - 698
  作者：Hennig, L.、Mueller, T.、Grosche, M.

  DOI：——

  日期：——