2-(5-(4-chlorophenyl)-1-phenyl-1H-pyrazol-3-yl)phenol | 38372-01-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(5-(4-chlorophenyl)-1-phenyl-1H-pyrazol-3-yl)phenol
• 英文别名: 6-[5-(4-Chlorophenyl)-1-phenyl-1,2-dihydro-3H-pyrazol-3-ylidene]cyclohexa-2,4-dien-1-one；2-[5-(4-chlorophenyl)-1-phenylpyrazol-3-yl]phenol
• CAS: 38372-01-9
• 化学式: C₂₁H₁₅ClN₂O
• 分子量: 346.816
• InChiKey: UEWSFTRVCDRAOT-UHFFFAOYSA-N

物化性质

• 熔点：
  202 °C(Solv: acetic acid (64-19-7))
• 沸点：
  526.6±40.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(5-(4-chlorophenyl)-1-phenyl-1H-pyrazol-3-yl)phenol 在 sodium hydride 、 sodium hydroxide 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 5-[2-[5-(4-Chlorophenyl)-1-phenylpyrazol-3-yl]phenoxy]pentanoic acid
  参考文献：
  名称：

  Structure-guided design, synthesis and in vitro evaluation of a series of pyrazole-based fatty acid binding protein (FABP) 3 ligands

  摘要：

  We designed a series of pyrazole-based carboxylic acids as candidate ligands of heart fatty acid binding protein (H-FABP, or FABP3), based on a comparison of the X-ray crystallographic structures of adipocyte fatty acid binding protein (FABP4)-selective inhibitor (BMS309403) complex and FABP3-elaidic acid complex. Some of the synthesized compounds exhibited dual FABP3/4 ligand activity, and some exhibited selectivity for FABP3. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.01.054
• 作为产物：
  描述：

  4-chloro-2'-hydroxychalcone 在 manganese(IV) oxide 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 15.0h， 生成 2-(5-(4-chlorophenyl)-1-phenyl-1H-pyrazol-3-yl)phenol
  参考文献：
  名称：

  Sharma, T. C.; Pawar, S. R.; Reddy, N. J., Acta Chimica Hungarica, 1983, vol. 112, # 2, p. 159 - 162

  摘要：

  DOI：

文献信息

• The Preparation of 2-(1-Phenyl-5-Phenyl or 5-Substituted Phenyl-1<i>H</i>-Pyrazol-3-Yl)Phenols from Trilithiated 2′-Hydroxyacetophenone Phenylhydrazone and Aromatic Esters
  作者：Mary E. Rampey、Douglas R. Hurst、Aseem Sood、Shannon L. Studer-Martinez、Charles F. Beam

  DOI：10.1080/00397919908085792

  日期：1999.2

  Abstract 2′-Hydroxyacetophenone phenylhydrazone was trilithiated with excess lithium diisopropylamide, and the resulting trianion-type intermediate was condensed with a variety of aromatic esters followed by acid cyclization to 2-(l-phenyl-5-phenyl or 5-substituted phenyl-1H-pyrazol-3-yl)phenols.

  摘要 2'-羟基苯乙酮苯腙用过量的二异丙基氨基锂进行三锂化，所得三阴离子型中间体与多种芳香酯缩合，然后酸环化成2-(l-苯基-5-苯基或5-取代苯基-1H -吡唑-3-基)酚。
• Agrawal, Nitin N.; Soni, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2007, vol. 46, # 3, p. 532 - 534
  作者：Agrawal, Nitin N.、Soni

  DOI：——

  日期：——
• One-Pot Synthesis of 1,3,5-Triarylpyrazoles
  作者：Shufang Huang、Huazhou Ying、Yongzhou Hu

  DOI：10.1002/jhet.927

  日期：2013.5

  A series of novel 1,3,5-triarylpyrazoles were synthesized from flavanones, arylhydrazines, and trimethyl phosphate in an one-pot procedure. Facile reaction process, easy after-reaction workshop, and good yields are the distinct characteristics of the developed protocol. The target compounds were characterized by element analysis, infrared ray (IR), 1H NMR spectra, and electrospray ionization-mass spectrometry. The structure of representative compound (C23H20N2O3, Mr = 372.42) was further confirmed by X-ray diffraction. It crystallizes in monoclinic, space group P 21/c, a = 8.9720(5), b = 24.5523(13), c = 8.9687(6) angstrom, = 90.0000, = 102.6417(17), = 90.0000 degrees, V = 1927.76(20) angstrom 3, Z = 4, (MoK) = 0.086, F(000) = 784, Dc = 1.283 g/cm3, the final R = 0.0349 and wR = 0.0844 for 1668 observed reflections (I > 2 sigma(I))
• Sharma, T. C.; Rojindar, S.; Berge, D. D., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1987, vol. 26, p. 687
  作者：Sharma, T. C.、Rojindar, S.、Berge, D. D.、Kale, A. V.

  DOI：——

  日期：——
• SHARMA, T. C.;PAWAR, S. R.;REDDY, N. J., ACTA CHIM. HUNG., 1983, 112, N 2, 159-162
  作者：SHARMA, T. C.、PAWAR, S. R.、REDDY, N. J.

  DOI：——

  日期：——