ethyl 4-chloro-3-(4-cyanophenyl)-1H-pyrazole-5-carboxylate | 934605-59-1

• 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 4-chloro-3-(4-cyanophenyl)-1H-pyrazole-5-carboxylate
• CAS: 934605-59-1
• 化学式: C₁₃H₁₀ClN₃O₂
• 分子量: 275.694
• InChiKey: VQGNASIMABKNAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.78
• 重原子数：
  19.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  78.77
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  ethyl 4-chloro-3-(4-cyanophenyl)-1H-pyrazole-5-carboxylate 在 sodium azide 、 zinc dibromide 作用下， 以 ipa 、 水 为溶剂， 以94%的产率得到
  参考文献：
  名称：

  Biaryl ethers as potent allosteric inhibitors of reverse transcriptase and its key mutant viruses: Aryl substituted pyrazole as a surrogate for the pyrazolopyridine motif

  摘要：

  Biaryl ethers were recently reported as potent NNRTIs. Herein, we disclose a detailed effort to modify the previously reported compound 1. We have designed and synthesized a series of novel pyrazole derivatives as a surrogate for pyrazolopyridine motif that were potent inhibitors of HIV-1 RT with nanomolar intrinsic activity on the WT and key mutant enzymes and potent antiviral activity in infected cells. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.083
• 作为产物：
  描述：

  ethyl 3-(4-cyanophenyl)-1H-pyrazole-5-carboxylate 在 N-氯代丁二酰亚胺 、 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 以81%的产率得到ethyl 4-chloro-3-(4-cyanophenyl)-1H-pyrazole-5-carboxylate
  参考文献：
  名称：

  Biaryl ethers as potent allosteric inhibitors of reverse transcriptase and its key mutant viruses: Aryl substituted pyrazole as a surrogate for the pyrazolopyridine motif

  摘要：

  Biaryl ethers were recently reported as potent NNRTIs. Herein, we disclose a detailed effort to modify the previously reported compound 1. We have designed and synthesized a series of novel pyrazole derivatives as a surrogate for pyrazolopyridine motif that were potent inhibitors of HIV-1 RT with nanomolar intrinsic activity on the WT and key mutant enzymes and potent antiviral activity in infected cells. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.083