ethyl 1-(2-bromoethyl)-3-p-tolyl-1H-pyrazole-5-carboxylate | 1357157-71-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 1-(2-bromoethyl)-3-p-tolyl-1H-pyrazole-5-carboxylate
• 英文别名: Ethyl 2-(2-bromoethyl)-5-(4-methylphenyl)pyrazole-3-carboxylate
• CAS: 1357157-71-1
• 化学式: C₁₅H₁₇BrN₂O₂
• 分子量: 337.216
• InChiKey: ISCNEWHQDWARNN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 1-(2-bromoethyl)-3-p-tolyl-1H-pyrazole-5-carboxylate 在 lithium aluminium tetrahydride 、 氢化钾 、 potassium carbonate 、 potassium iodide 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 10.34h， 生成 2-((1-(2-(diethylamino)ethyl)-3-p-tolyl-1H-pyrazol-5-yl)methoxy)ethanol
  参考文献：
  名称：

  Design and Synthesis of Novel Pyrazole-based Lp-PLA2 Inhibitors

  摘要：

  AbstractA series of novel pyrazole‐based lipoprotein‐associated phospholipase A2 (Lp‐PLA2) inhibitors have been designed and synthetized by a variety of acetophenones via a 10‐step convergent approach. The synthetic approach is carefully optimized, and an unsuccessful alternative route is also discussed. The in vitro biological activity reveals that all the synthesized compounds are potent Lp‐PLA2 inhibitors with compound 13b being the most potent one (Lp‐PLA2, IC50=1.5 nmol/L).

  DOI：

  10.1002/cjoc.201180354
• 作为产物：
  描述：

  2,4-二氧代-4-(对甲苯)丁酸乙酯 在 potassium carbonate 、 一水合肼 、 溶剂黄146 、 potassium iodide 作用下， 以 水 、 乙腈 为溶剂， 反应 3.17h， 生成 ethyl 1-(2-bromoethyl)-3-p-tolyl-1H-pyrazole-5-carboxylate
  参考文献：
  名称：

  Design and Synthesis of Novel Pyrazole-based Lp-PLA2 Inhibitors

  摘要：

  AbstractA series of novel pyrazole‐based lipoprotein‐associated phospholipase A2 (Lp‐PLA2) inhibitors have been designed and synthetized by a variety of acetophenones via a 10‐step convergent approach. The synthetic approach is carefully optimized, and an unsuccessful alternative route is also discussed. The in vitro biological activity reveals that all the synthesized compounds are potent Lp‐PLA2 inhibitors with compound 13b being the most potent one (Lp‐PLA2, IC50=1.5 nmol/L).

  DOI：

  10.1002/cjoc.201180354

文献信息

• [EN] SUBSTITUTED 4,5,6,7-TETRAHYDROPYRAZOLO[1,5-A]PYRAZINE DERIVATIVES AS CASEIN KINASE 1 D/E INHIBITORS<br/>[FR] DÉRIVÉS DE 4,5,6,7-TÉTRAHYDROPYRAZOLO[1,5-A]PYRAZINE SUBSTITUÉS EN TANT QU'INHIBITEURS DE CASÉINE KINASE 1 D/E
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2015073763A1

  公开（公告）日：2015-05-21

  The invention provides compounds of Formula (I): and pharmaceutically acceptable salts thereof. The compounds of Formula (I) inhibit protein kinase activity thereby making them useful as anticancer agents.