2-(2-chloro-4-methylphenyl)-1-methyl-1H-pyrrole | 1143573-50-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2-(2-chloro-4-methylphenyl)-1-methyl-1H-pyrrole
• CAS: 1143573-50-5
• 化学式: C₁₂H₁₂ClN
• 分子量: 205.687
• InChiKey: IPSLEQYDQWHZDH-UHFFFAOYSA-N

物化性质

• 沸点：
  293.4±25.0 °C(predicted)
• 密度：
  1.09±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.65
• 重原子数：
  14.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  4.93
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  2-(2-chloro-4-methylphenyl)-1-methyl-1H-pyrrole 在 N-溴代丁二酰亚胺(NBS) 、 三溴化磷 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以83%的产率得到3-bromo-2-(2-chloro-4-methylphenyl)-1-methyl-1H-pyrrole
  参考文献：
  名称：

  Investigation on the role of the tetrazole in the binding of thiotetrazolylacetanilides with HIV-1 wild type and K103N/Y181C double mutant reverse transcriptases

  摘要：

  The role of the tetrazole moiety in the binding of aryl thiotetrazolylacetanilides with HIV-1 wild type and K103N/Y181C double mutant reverse transcriptases was explored. Different acyclic, cyclic and heterocyclic replacements were investigated in order to evaluate the conformational and electronic contribution of the tetrazole ring to the binding of the inhibitors in the NNRTI pocket. The replacement of the tetrazole by a pyrazolyl group led to reversal of selectivity, providing inhibitors with excellent potency against the double mutant reverse transcriptase. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.074
• 作为产物：
  描述：

  三甲基-(1-甲基吡咯-2-基)锡烷 、 3-氯-4-碘甲苯 在 bis-triphenylphosphine-palladium(II) chloride 作用下， 以 甲苯 为溶剂， 以22%的产率得到2-(2-chloro-4-methylphenyl)-1-methyl-1H-pyrrole
  参考文献：
  名称：

  Investigation on the role of the tetrazole in the binding of thiotetrazolylacetanilides with HIV-1 wild type and K103N/Y181C double mutant reverse transcriptases

  摘要：

  The role of the tetrazole moiety in the binding of aryl thiotetrazolylacetanilides with HIV-1 wild type and K103N/Y181C double mutant reverse transcriptases was explored. Different acyclic, cyclic and heterocyclic replacements were investigated in order to evaluate the conformational and electronic contribution of the tetrazole ring to the binding of the inhibitors in the NNRTI pocket. The replacement of the tetrazole by a pyrazolyl group led to reversal of selectivity, providing inhibitors with excellent potency against the double mutant reverse transcriptase. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.074