3-tert-Butyl-2-mercapto-benzo[b]thiophene | 245741-51-9

• 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-tert-Butyl-2-mercapto-benzo[b]thiophene
• 英文别名: 3-Tert-butyl-1-benzothiophene-2-thiol
• CAS: 245741-51-9
• 化学式: C₁₂H₁₄S₂
• 分子量: 222.375
• InChiKey: CJZMXHGCAWSATN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 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-tert-Butyl-2-mercapto-benzo[b]thiophene 在 吡啶 、 三乙胺 作用下， 以 四氯化碳 、 乙腈 为溶剂， 生成 (S)-3-(3-tert-Butyl-benzo[b]thiophen-2-ylsulfanyl)-4-hydroxy-6-[2-(4-hydroxy-phenyl)-ethyl]-6-isopropyl-5,6-dihydro-pyran-2-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-(tert-butyl)benzo[b]thiophene 在 正丁基锂 作用下， 以 乙醚 、 正己烷 为溶剂， 生成 3-tert-Butyl-2-mercapto-benzo[b]thiophene
  参考文献：
  名称：

  HIV protease inhibitors

  摘要：

  本发明涉及具有改进药理特性的新型带有连环杂环的二氢吡喃，能有效抑制HIV天冬氨酸蛋白酶，阻断HIV的感染性。这些二氢吡喃在开发治疗病毒感染和疾病，包括艾滋病的疗法方面是有用的。本发明还涉及合成这些二氢吡喃的方法，以及在制备最终化合物中有用的中间体。

  公开号：

  US06528510B1

文献信息

• HIV PROTEASE INHIBITORS
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP1112269A2

  公开（公告）日：2001-07-04
• US6528510B1
  申请人：——

  公开号：US6528510B1

  公开（公告）日：2003-03-04
• US6852711B2
  申请人：——

  公开号：US6852711B2

  公开（公告）日：2005-02-08
• [EN] HIV PROTEASE INHIBITORS<br/>[FR] INHIBITEURS DE LA PROTEASE DU VIH
  申请人：WARNER LAMBERT CO

  公开号：WO2000015634A2

  公开（公告）日：2000-03-23

  The present invention relates to novel dihydropyrones with tethered heterocycles having improved pharmacologic properties which potently inhibit the HIV aspartyl protease blocking HIV infectivity. The dihydropyrones are useful in the development of therapies for the treatment of viral infections and diseases, including AIDS. The present invention is also directed to methods of synthesis of the dihydropyrones and intermediates useful in the preparation of the final compounds.
• 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.