1-Benzyl-3-(4-chlorophenyl)-1H-pyrazole-5-carboxylic acid | 1020239-10-4

• 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-Benzyl-3-(4-chlorophenyl)-1H-pyrazole-5-carboxylic acid
• 英文别名: 2-benzyl-5-(4-chlorophenyl)pyrazole-3-carboxylic acid
• CAS: 1020239-10-4
• 化学式: C₁₇H₁₃ClN₂O₂
• 分子量: 312.755
• InChiKey: QSLUERYLVSAGLD-UHFFFAOYSA-N

物化性质

• 沸点：
  544.2±50.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  55.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-Benzyl-3-(4-chlorophenyl)-1H-pyrazole-5-carboxylic acid 、 2-胺基乙酸乙酯 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以63%的产率得到ethyl 2-(1-benzyl-3-(4-chlorophenyl)-1H-pyrazole-5-carboxamido)acetate
  参考文献：
  名称：

  Synthesis of pyrazole peptidomimetics and their inhibition against A549 lung cancer cells

  摘要：

  A series of novel pyrazole peptidomimetics was synthesized from 3-aryl-1-arylmethyl-1H-pyrazole-5-carboxylic acid and amino acid ester. Structures of the compounds were characterized by means of IR, H-1 NMR and mass spectroscopy. Compounds 5e and 5k suppress effectively the growth of A549 lung cancer cells. Preliminary research on the mechanism of action showed that the inhibition might perform through combination of apoptosis, autophagy and cell cycle arrest. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.032
• 作为产物：
  描述：

  氯化苄 在 水 、 potassium carbonate 、 potassium hydroxide 作用下， 以 乙腈 为溶剂， 生成 1-Benzyl-3-(4-chlorophenyl)-1H-pyrazole-5-carboxylic acid
  参考文献：
  名称：

  Synthesis of pyrazole peptidomimetics and their inhibition against A549 lung cancer cells

  摘要：

  A series of novel pyrazole peptidomimetics was synthesized from 3-aryl-1-arylmethyl-1H-pyrazole-5-carboxylic acid and amino acid ester. Structures of the compounds were characterized by means of IR, H-1 NMR and mass spectroscopy. Compounds 5e and 5k suppress effectively the growth of A549 lung cancer cells. Preliminary research on the mechanism of action showed that the inhibition might perform through combination of apoptosis, autophagy and cell cycle arrest. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.032

文献信息

• Synthesis, Structure Characterization, and X-ray Crystallography of Novel 1-Benzyl-3-phenyl-1<i>H</i>-pyrazole-5-carboxylate Derivatives with a Carbohydrate Moiety
  作者：Song Lian、Jin-Ting Liu、Liang-Wen Zheng、Wei-Yong Liu、Bao-Xiang Zhao

  DOI：10.1080/07328303.2011.583371

  日期：2011.1.1

  A series of novel (2S,3R,4S,5R)-3,4,5-triacetoxy-tetrahydro-2H-pyran-2-yl 1-benzyl-3-phenyl-1H-pyrazole-5-carboxylate derivatives (3) were synthesized by the reaction of 2,3,4-tri-O-acetyl-α-D-xylopyranosyl bromide (2) and 1-benzyl-3-phenyl-1H-pyrazole-5-carboxylic acid (1) in the presence of sodium bicarbonate and tetrabutylammonium bromide in dichloromethane at reflux temperature. The structures

  一系列新颖的（2 S，3 R，4 S，5 R）-3,4,5-三乙酰氧基-四氢-2 H-吡喃-2-基1-苄基-3-苯基-1 H-吡唑-5 -羧酸酯衍生物（3）是通过2,3,4-三-O-乙酰基-α-D-吡喃吡喃糖基溴化物（2）与1-苄基-3-苯基-1H-吡唑-5-羧酸的反应合成的在碳酸氢钠和溴化四丁铵存在下，在二氯甲烷中，在回流温度下，酸（1）。新化合物的结构由IR和1确定根据3d和3g的X射线晶体结构，初步确定了H NMR光谱和HR质谱（HRMS）以及木糖环中新生成的手性碳（C-1）的构型。
• Synthesis of pyrazole peptidomimetics and their inhibition against A549 lung cancer cells
  作者：Ying-Rui Liu、Ji-Zhuang Luo、Pan-Pan Duan、Jing Shao、Bao-Xiang Zhao、Jun-Ying Miao

  DOI：10.1016/j.bmcl.2012.09.032

  日期：2012.11

  A series of novel pyrazole peptidomimetics was synthesized from 3-aryl-1-arylmethyl-1H-pyrazole-5-carboxylic acid and amino acid ester. Structures of the compounds were characterized by means of IR, H-1 NMR and mass spectroscopy. Compounds 5e and 5k suppress effectively the growth of A549 lung cancer cells. Preliminary research on the mechanism of action showed that the inhibition might perform through combination of apoptosis, autophagy and cell cycle arrest. (C) 2012 Elsevier Ltd. All rights reserved.