5-bromo-4-fluoro-2-methylbenzenethiol | 873922-26-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯硫酚类
• 英文名称: 5-bromo-4-fluoro-2-methylbenzenethiol
• CAS: 873922-26-0
• 化学式: C₇H₆BrFS
• 分子量: 221.093
• InChiKey: QMOWUZVKXPQDQS-UHFFFAOYSA-N

物化性质

• 沸点：
  247.2±40.0 °C(Predicted)
• 密度：
  1.593±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-bromo-4-fluoro-2-methylbenzenethiol 在 吡啶 、 lithium aluminium tetrahydride 、 三氯化铝 、 氯化亚砜 、 三氟化硼乙醚 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 氯苯 、 甲苯 为溶剂， 生成 (5-Bromo-6-fluoro-8-methyl-1-propyl-3,4-dihydro-1H-benzo[4,5]thieno[2,3-c]pyran-1-yl)-acetic acid ethyl ester
  参考文献：
  名称：

  Design and synthesis of 3,4-dihydro-1H-[1]-benzothieno[2,3-c]pyran and 3,4-dihydro-1H-pyrano[3,4-b]benzofuran derivatives as non-nucleoside inhibitors of HCV NS5B RNA dependent RNA polymerase

  摘要：

  A novel class of HCV NS513 RNA dependent RNA polymerase inhibitors containing 3,4-dihydro-1H-[1]-benzothieno[2,3-c]pyran and 3,4-dihydro-1H-pyrano[3,4-b]benzofuran scaffolds were designed and synthesized. Optimization of the alkyl substituent in the pyran ring showed preference for an n-propyl group, while 5,8-disubstitution pattern is preferred for the aromatic region. Analog 19 displayed potent activity with an IC50 of 50 nM against HCV NS513 enzyme and was selective over a panel of polymerases. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.114
• 作为产物：
  描述：

  4-溴-5-氟-2-硝基甲苯 在 盐酸 、 tin(ll) chloride 、 sodium nitrite 作用下， 以 乙酸乙酯 为溶剂， 生成 5-bromo-4-fluoro-2-methylbenzenethiol
  参考文献：
  名称：

  Design and synthesis of 3,4-dihydro-1H-[1]-benzothieno[2,3-c]pyran and 3,4-dihydro-1H-pyrano[3,4-b]benzofuran derivatives as non-nucleoside inhibitors of HCV NS5B RNA dependent RNA polymerase

  摘要：

  A novel class of HCV NS513 RNA dependent RNA polymerase inhibitors containing 3,4-dihydro-1H-[1]-benzothieno[2,3-c]pyran and 3,4-dihydro-1H-pyrano[3,4-b]benzofuran scaffolds were designed and synthesized. Optimization of the alkyl substituent in the pyran ring showed preference for an n-propyl group, while 5,8-disubstitution pattern is preferred for the aromatic region. Analog 19 displayed potent activity with an IC50 of 50 nM against HCV NS513 enzyme and was selective over a panel of polymerases. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.114

文献信息

• WO2007/34755
  申请人：——

  公开号：——

  公开（公告）日：——
• Design and synthesis of 3,4-dihydro-1H-[1]-benzothieno[2,3-c]pyran and 3,4-dihydro-1H-pyrano[3,4-b]benzofuran derivatives as non-nucleoside inhibitors of HCV NS5B RNA dependent RNA polymerase
  作者：Ariamala Gopalsamy、Alexis Aplasca、Gregory Ciszewski、Kaapjoo Park、John W. Ellingboe、Mark Orlowski、Boris Feld、Anita Y.M. Howe

  DOI：10.1016/j.bmcl.2005.08.114

  日期：2006.1

  A novel class of HCV NS513 RNA dependent RNA polymerase inhibitors containing 3,4-dihydro-1H-[1]-benzothieno[2,3-c]pyran and 3,4-dihydro-1H-pyrano[3,4-b]benzofuran scaffolds were designed and synthesized. Optimization of the alkyl substituent in the pyran ring showed preference for an n-propyl group, while 5,8-disubstitution pattern is preferred for the aromatic region. Analog 19 displayed potent activity with an IC50 of 50 nM against HCV NS513 enzyme and was selective over a panel of polymerases. (c) 2005 Elsevier Ltd. All rights reserved.