1-(4-methoxyphenyl)-3-(methylalcohol)-5-(4-methoxyphenyl)pyrazole | 119517-95-2

• 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-(4-methoxyphenyl)-3-(methylalcohol)-5-(4-methoxyphenyl)pyrazole
• 英文别名: 3-hydroxymethyl-1,5-bis(4-methoxyphenyl)pyrazole；[1,5-Bis(4-methoxyphenyl)pyrazol-3-yl]methanol
• CAS: 119517-95-2
• 化学式: C₁₈H₁₈N₂O₃
• 分子量: 310.353
• InChiKey: CXPPNSNSWFEHBY-UHFFFAOYSA-N

物化性质

• 沸点：
  503.3±50.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  56.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(4-methoxyphenyl)-3-(methylalcohol)-5-(4-methoxyphenyl)pyrazole 在 lithium hydroxide 、 四溴化碳 、 sodium hydride 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Pyrazole CCK1 receptor antagonists. Part 1: Solution-phase library synthesis and determination of Free–Wilson additivity

  摘要：

  High throughput screening revealed compound 1 as a potent antagonist of the CCK1 receptor. Evaluation of the CCK1 SAR in a series of these diarylpyrazole antagonists was conducted in a matrix synthesis format revealing additive (Free-Wilson) and non-additive SAR. This use of additive QSAR modeling in conjunction with combinatorial libraries represents a unique approach to the evaluation of SAR interactions between the variables of any combinatorial matrix. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.09.048
• 作为产物：
  描述：

  (4-甲氧基苯基)肼 在 二异丁基氢化铝 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 生成 1-(4-methoxyphenyl)-3-(methylalcohol)-5-(4-methoxyphenyl)pyrazole
  参考文献：
  名称：

  Pyrazole CCK1 receptor antagonists. Part 1: Solution-phase library synthesis and determination of Free–Wilson additivity

  摘要：

  High throughput screening revealed compound 1 as a potent antagonist of the CCK1 receptor. Evaluation of the CCK1 SAR in a series of these diarylpyrazole antagonists was conducted in a matrix synthesis format revealing additive (Free-Wilson) and non-additive SAR. This use of additive QSAR modeling in conjunction with combinatorial libraries represents a unique approach to the evaluation of SAR interactions between the variables of any combinatorial matrix. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.09.048

文献信息

• Synthesis of 3-(1,5-diphenyl-3-pyrazolyl)aryl propanoates
  作者：William V. Murray、Susan K. Hadden、Michael P. Wachter

  DOI：10.1002/jhet.5570270716

  日期：1990.11

  New procedures for the synthesis of 3-(1,5-diphenyl-3-pyrazolyl)aryl propanoates and related 2-(1,5-diphenyl-3-pyrazolyl)aryl propanoates from a common 3-hydroxymethylpyrazole intermediate are described. These new procedures include an improved method for carrying out pyridinium chlorochromate oxidations under ultrasonic conditions. These syntheses also utilize lithium triethylphosphonoacetate formed

  描述了从普通的3-羟甲基吡唑中间体合成3-（1,5-二苯基-3-吡唑基）芳基丙酸酯和相关的2-（1,5-二苯基-3-吡唑基）芳基丙酸酯的新方法。这些新程序包括在超声条件下进行氯铬酸吡啶鎓氧化的改进方法。这些合成还利用由正丁基锂形成的三乙基膦酰基乙酸锂和三乙基膦酰基乙酸酯作为Wittig-Horner试剂来提高烯化收率。
• Pharmacologically active 2- and 3-substituted
  申请人：Ortho Pharmaceutical Corporation

  公开号：US05051518A1

  公开（公告）日：1991-09-24

  2- and 3-substituted (1',5'-diaryl-3'-pyrazolyl)-N-hydroxypropanamides, a method for their preparation, compositions containing the same and methods of their use are disclosed. The N-hydroxypropanamides are useful in alleviating inflammatory and cardiovascular disorders in mammals.

  本发明涉及2-和3-取代的(1',5'-二芳基-3'-吡唑基)-N-羟基丙酰胺，其制备方法，含有它们的组合物以及它们的使用方法。这些N-羟基丙酰胺在缓解哺乳动物的炎症和心血管疾病方面具有用途。
• Direct Arylation of Sydnones with Aryl Chlorides toward Highly Substituted Pyrazoles
  作者：Andrew W. Brown、Joseph P. A. Harrity

  DOI：10.1021/acs.joc.5b00143

  日期：2015.2.20

  The direct arylation of the C4 position of both N-alkyl- and N-arylsydnones with aryl/heteroaryl chlorides has been realized. The reaction is quite general and allows access to a wide range of 4-substituted sydnones. Yields of more challenging substrates can be improved through the use of aryl bromides.
• SAR studies of 1,5-diarylpyrazole-based CCK1 receptor antagonists
  作者：Laurent Gomez、Michael D. Hack、Kelly McClure、Clark Sehon、Liming Huang、Magda Morton、Lina Li、Terrance D. Barrett、Nigel Shankley、J. Guy Breitenbucher

  DOI：10.1016/j.bmcl.2007.09.093

  日期：2007.12

  A high throughput screening campaign revealed compound 1 as a potent antagonist of the human CCK1 receptor. Here, we report the syntheses and SAR studies of 1,5-diarylpyrazole analogs with various structural modi. cations of the alkane side chain of the molecule. The difference in affinity between the two enantiomers for the CCK1 receptor and the flexible nature of the linker led to the design of constrained analogs with increased potency. (c) 2007 Elsevier Ltd. All rights reserved.
• Pharmacologically active 2-and 3-substituted (1', 5'-diaryl-3-pyrazolyl)-N-Hydroxypropanamides and method for synthesizing
  申请人：ORTHO PHARMACEUTICAL CORPORATION

  公开号：EP0293220B1

  公开（公告）日：1994-08-31