3-Ethyl-1-benzothiophene-2-thiol | 245741-53-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 3-Ethyl-1-benzothiophene-2-thiol
• 英文别名: 3-ethyl-1-benzothiophene-2-thiol
• CAS: 245741-53-1
• 化学式: C₁₀H₁₀S₂
• 分子量: 194.321
• InChiKey: XVXKMSDJADKEAU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  29.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-Ethyl-1-benzothiophene-2-thiol 在 碳酸氢钠 作用下， 以 乙醇 为溶剂， 生成 5-(3-ethylbenzothiophen-2-yl)sulfanyl-4-hydroxy-2-phenethyl-2-phenyl-3H-pyran-6-one
  参考文献：
  名称：

  4-Hydroxy-5,6-Dihydro-2H-pyran-2-ones. 3. Bicyclic and hetero-aromatic ring systems as 3-position scaffolds to bind to S1′ and S2′ of the HIV-1 protease enzyme

  摘要：

  5,6-Dihydro-2H-pyran-2-ones are potent inhibitors of HIV-1 protease, which bind to the S-1, S-2, S-1', and S-2' pockets and have a unique binding mode with the catalytic aspartyl groups and the flap region of the enzyme. Efforts to explore 3-position heterocyclic scaffolds that bind to the S-1' and S-2' pockets have provided a number of selected analogs that display high HIV-1 protease inhibitory activity, (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00332-7
• 作为产物：
  描述：

  3-ethylbenzo[b]thiophene 在 正丁基锂 、 sulfur 作用下， 生成 3-Ethyl-1-benzothiophene-2-thiol
  参考文献：
  名称：

  4-Hydroxy-5,6-Dihydro-2H-pyran-2-ones. 3. Bicyclic and hetero-aromatic ring systems as 3-position scaffolds to bind to S1′ and S2′ of the HIV-1 protease enzyme

  摘要：

  5,6-Dihydro-2H-pyran-2-ones are potent inhibitors of HIV-1 protease, which bind to the S-1, S-2, S-1', and S-2' pockets and have a unique binding mode with the catalytic aspartyl groups and the flap region of the enzyme. Efforts to explore 3-position heterocyclic scaffolds that bind to the S-1' and S-2' pockets have provided a number of selected analogs that display high HIV-1 protease inhibitory activity, (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00332-7

文献信息

• 4-Hydroxy-5,6-Dihydro-2H-pyran-2-ones. 3. Bicyclic and hetero-aromatic ring systems as 3-position scaffolds to bind to S1′ and S2′ of the HIV-1 protease enzyme
  作者：Edmund L. Ellsworth、John Domagala、J.V.N. Vara Prasad、Susan Hagen、Donna Ferguson、Tod Holler、Donald Hupe、Neil Graham、Caroline Nouhan、Peter J. Tummino、Greg Zeikus、Elizabeth A. Lunney

  DOI：10.1016/s0960-894x(99)00332-7

  日期：1999.7

  5,6-Dihydro-2H-pyran-2-ones are potent inhibitors of HIV-1 protease, which bind to the S-1, S-2, S-1', and S-2' pockets and have a unique binding mode with the catalytic aspartyl groups and the flap region of the enzyme. Efforts to explore 3-position heterocyclic scaffolds that bind to the S-1' and S-2' pockets have provided a number of selected analogs that display high HIV-1 protease inhibitory activity, (C) 1999 Elsevier Science Ltd. All rights reserved.