2-methylthio-6-[N-(6-methyl-3-pyridazinyl)piperidin-4-yl-ethoxy]benzoxazole | 439085-21-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 英文名称: 2-methylthio-6-[N-(6-methyl-3-pyridazinyl)piperidin-4-yl-ethoxy]benzoxazole
• 英文别名: 6-[2-[1-(6-Methylpyridazin-3-yl)-4-piperidyl]ethoxy]-2-methylsulfanyl-1,3-benzoxazole；6-[2-[1-(6-methylpyridazin-3-yl)piperidin-4-yl]ethoxy]-2-methylsulfanyl-1,3-benzoxazole
• CAS: 439085-21-9
• 化学式: C₂₀H₂₄N₄O₂S
• 分子量: 384.502
• InChiKey: VUWGIRZLRXJMSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  89.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-methylthio-6-[N-(6-methyl-3-pyridazinyl)piperidin-4-yl-ethoxy]benzoxazole 、 sodium n-propoxide 生成 6-[2-[1-(6-Methylpyridazin-3-yl)-4-piperidyl]ethoxy]-2-propoxy-1,3-benzoxazole
  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：

  4-氨基苯-1,3-二醇 在 碳酸氢钠 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-methylthio-6-[N-(6-methyl-3-pyridazinyl)piperidin-4-yl-ethoxy]benzoxazole
  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：——

  公开号：US20040077633A1

  公开（公告）日：2004-04-22

  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. 1

  这项发明涉及公式I的化合物及其盐，以及药学上可接受的衍生物，包括这些化合物的药物组合物以及它们在治疗哺乳动物的小RNA病毒感染中的用途，以及在制备公式I化合物中有用的新型中间体。
• ANTIVIRAL AGENTS
  申请人：Watson Keith

  公开号：US20090030000A1

  公开（公告）日：2009-01-29

  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.

  本发明涉及公式I的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和它们在哺乳动物的小肠病毒感染治疗中的用途，以及在制备公式I化合物中有用的新型中间体。
• Heterocyclic compounds as antiviral agents
  申请人：Biota Scientific Management Pty Ltd

  公开号：EP2314582A1

  公开（公告）日：2011-04-27

  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、其盐类和药学上可接受的衍生物、包含这些化合物的药物组合物及其在治疗哺乳动物皮卡病毒感染中的用途，以及用于制备式 I 化合物的新型中间体。
• US7166604B2
  申请人：——

  公开号：US7166604B2

  公开（公告）日：2007-01-23
• US7579465B2
  申请人：——

  公开号：US7579465B2

  公开（公告）日：2009-08-25