1,1-Dimethylethyl 5-methyl-3-(2-thienyl)-1H-pyrazole-1-carboxylate | 1224742-93-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,1-Dimethylethyl 5-methyl-3-(2-thienyl)-1H-pyrazole-1-carboxylate
• 英文别名: tert-butyl 5-methyl-3-thiophen-2-ylpyrazole-1-carboxylate
• CAS: 1224742-93-1
• 化学式: C₁₃H₁₆N₂O₂S
• 分子量: 264.348
• InChiKey: SFTBBIJSBIAWPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,1-Dimethylethyl 5-methyl-3-(2-thienyl)-1H-pyrazole-1-carboxylate 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 四氯化碳 为溶剂， 以66%的产率得到tert-butyl 5-(bromomethyl)-3-(thiophen-2-yl)-1H-pyrazole-1-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
• 作为产物：
  描述：

  二碳酸二叔丁酯 、 3-甲基-5-(2-噻吩)-1H-吡唑 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 乙腈 为溶剂， 以84%的产率得到1,1-Dimethylethyl 5-methyl-3-(2-thienyl)-1H-pyrazole-1-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

文献信息

• [EN] ANTI VIRAL COMPOUNDS<br/>[FR] COMPOSÉS ANTIVIRAUX
  申请人：PASTEUR INSTITUT KOREA

  公开号：WO2010046780A2

  公开（公告）日：2010-04-29

  There is provided small molecule anti-human immunodeficiency virus (anti-HIV) compounds as well as a phenotypic cell-based high throughput screening (HTS) assay for their identification.