2-propylbenzo[d]oxazole-6-ol | 439085-90-2

• 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-propylbenzo[d]oxazole-6-ol
• 英文别名: 2-propyl-6-hydroxy-1,3-benzoxazole；2-Propyl-1,3-benzoxazol-6-ol；2-propyl-1,3-benzoxazol-6-ol
• CAS: 439085-90-2
• 化学式: C₁₀H₁₁NO₂
• 分子量: 177.203
• InChiKey: RSGNTUPXJOERPW-UHFFFAOYSA-N

物化性质

• 沸点：
  301.4±15.0 °C(Predicted)
• 密度：
  1.202±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  46.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-[4-(2-氯乙基)-1-哌啶基]-6-甲基哒嗪 、 2-propylbenzo[d]oxazole-6-ol 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 6-[2-[1-(6-Methylpyridazin-3-yl)-4-piperidyl]ethoxy]-2-propyl-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：

  1-(2,4-Dihydroxy-phenyl)-butan-1-one oxime 在 三氯氧磷 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 生成 2-propylbenzo[d]oxazole-6-ol
  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

• ANTI-ENTEROVIRUS 71 THIADIAZOLIDINE DERIVATIVE
  申请人：JIANGSU KANION PHARMACEUTICAL CO. LTD

  公开号：US20170066732A1

  公开（公告）日：2017-03-09

  Disclosed is a novel anti-enterovirus 71 (EV71) 1,2,5-thiadiazolidine-1,1-dioxide derivative or a pharmaceutically acceptable salt thereof; and specifically, a compound represented by formula (II) or a pharmaceutically acceptable salt thereof.

  揭示了一种新型抗肠道病毒71（EV71）1,2,5-噻二唑啉-1,1-二氧化物衍生物或其药用盐；具体而言，是由式（II）表示的化合物或其药用盐。
• [EN] ANTI-ENTEROVIRUS 71 THIADIAZOLIDINE DERIVATIVE<br/>[FR] DÉRIVÉ DE THIADIAZOLIDINE ANTI-ENTÉROVIRUS 71<br/>[ZH] 抗肠病毒71噻二唑烷衍生物
  申请人：MEDSHINE DISCOVERY INC

  公开号：WO2015165340A1

  公开（公告）日：2015-11-05

  本发明公开了新的抗肠道病毒71型（EV71）1,2,5-噻二唑烷-1,1-二氧化物衍生物或其药学上可接受的盐，具体公开了式（Ⅱ）所示化合物或其药学上可接受的盐。
• THIADIAZOLIDINE DERIVATIVE AS ANTI-ENTEROVIRUS 71
  申请人：Jiangsu Kanion Pharmaceutical Co., Ltd.

  公开号：EP3138840B1

  公开（公告）日：2020-09-23
• US9988361B2
  申请人：——

  公开号：US9988361B2

  公开（公告）日：2018-06-05
• 2-Ethoxybenzoxazole as a bioisosteric replacement of an ethyl benzoate group in a human rhinovirus (HRV) capsid binder
  作者：Renee N. Brown、Rachel Cameron、David K. Chalmers、Stephanie Hamilton、Angela Luttick、Guy Y. Krippner、Darryl B. McConnell、Roland Nearn、Pauline C. Stanislawski、Simon P. Tucker、Keith G. Watson

  DOI：10.1016/j.bmcl.2005.02.054

  日期：2005.4

  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.