2-Ethylsulfanyl-5-[2-[1-(6-methylpyridazin-3-yl)-4-piperidyl]ethoxy]-1,3-benzothiazole | 439085-35-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 2-Ethylsulfanyl-5-[2-[1-(6-methylpyridazin-3-yl)-4-piperidyl]ethoxy]-1,3-benzothiazole
• 英文别名: 2-ethylsulfanyl-5-[2-[1-(6-methylpyridazin-3-yl)piperidin-4-yl]ethoxy]-1,3-benzothiazole
• CAS: 439085-35-5
• 化学式: C₂₁H₂₆N₄OS₂
• 分子量: 414.596
• InChiKey: PKRLEEGCCPLJAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-Ethylsulfanyl-5-[2-[1-(6-methylpyridazin-3-yl)-4-piperidyl]ethoxy]-1,3-benzothiazole 、 sodium n-propoxide 生成 5-[2-[1-(6-Methylpyridazin-3-yl)-4-piperidyl]ethoxy]-2-propoxy-1,3-benzothiazole
  参考文献：
  名称：

  2-Ethoxybenzoxazole as a bioisosteric replacement of an ethyl benzoate group in a human rhinovirus (HRV) capsid binder

  摘要：

  A series of pyridazinylpiperidinyl capsid-binding compounds with novel bicyclic substituents were synthesized and screened against human rhinovirus (HRV). Several 2-alkoxy- and 2-alkylthio-benzoxazole and benzothiazole derivatives showed excellent anti-HRV activity. When tested against a panel of 16 representative HRV types the 2-ethoxybenzoxazole derivative 13 was found to have superior HRV activity (median EC50 3.88 ng/mL) to known capsid-binders Pleconaril and Pirodavir. Compound 13 illustrates that a 2-alkoxybenzoxazole group can be an effective bioisostere for a benzoate ester or benzaldehyde oxime ether functionality. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.02.054
• 作为产物：
  描述：

  2-巯基-5-甲氧基苯并噻唑 在 三溴化硼 作用下， 生成 2-Ethylsulfanyl-5-[2-[1-(6-methylpyridazin-3-yl)-4-piperidyl]ethoxy]-1,3-benzothiazole
  参考文献：
  名称：

  2-Ethoxybenzoxazole as a bioisosteric replacement of an ethyl benzoate group in a human rhinovirus (HRV) capsid binder

  摘要：

  A series of pyridazinylpiperidinyl capsid-binding compounds with novel bicyclic substituents were synthesized and screened against human rhinovirus (HRV). Several 2-alkoxy- and 2-alkylthio-benzoxazole and benzothiazole derivatives showed excellent anti-HRV activity. When tested against a panel of 16 representative HRV types the 2-ethoxybenzoxazole derivative 13 was found to have superior HRV activity (median EC50 3.88 ng/mL) to known capsid-binders Pleconaril and Pirodavir. Compound 13 illustrates that a 2-alkoxybenzoxazole group can be an effective bioisostere for a benzoate ester or benzaldehyde oxime ether functionality. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.02.054

文献信息

• ANTIVIRAL AGENTS
  申请人：Watson Keith

  公开号：US20070149531A1

  公开（公告）日：2007-06-28

  This invention relates to compounds of formula I their salts, and pharmaceutically acceptable derivatives thereof, pharmaceutical compositions comprising these compounds and their use in the treatment of picornavirus infections in mammals, as well as novel intermediates useful in the preparation of the compounds of formula I.

  本发明涉及式I化合物及其盐和药学上可接受的衍生物，包括这些化合物的制药组合物以及它们在哺乳动物的小肠病毒感染治疗中的应用，以及在制备式I化合物时有用的新型中间体。