6-(4-cyanophenoxy)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole | 906673-25-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-(4-cyanophenoxy)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole
• 英文别名: crisaborole；4-((1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)oxy)benzonitrile；4-[(1-hydroxy-3H-2,1-benzoxaborol-6-yl)oxy]benzonitrile
• CAS: 906673-25-4
• 化学式: C₁₄H₁₀BNO₃
• 分子量: 251.049
• InChiKey: IQBSCLXAECVABP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.57
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  62.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-(4-cyanophenoxy)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole 在 palladium 10% on activated carbon 氢气 、 盐酸 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 19.0h， 生成 (4-(1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yloxy)phenyl)methanaminium chloride
  参考文献：
  名称：

  BORON-CONTAINING SMALL MOLECULES

  摘要：

  这项发明涉及6-取代苯硼酯化合物等物品，以及它们用于治疗细菌感染的用途。

  公开号：

  US20100256092A1
• 作为产物：
  描述：

  在 盐酸 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 6-(4-cyanophenoxy)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole
  参考文献：
  名称：

  Discovery and structure–activity study of a novel benzoxaborole anti-inflammatory agent (AN2728) for the potential topical treatment of psoriasis and atopic dermatitis

  摘要：

  A series of phenoxy benzoxaboroles were synthesized and screened for their inhibitory activity against PDE4 and cytokine release. 5-(4-Cyanophenoxy)-2,3-dihydro-1-hydroxy-2,1-benzoxaborole (AN2728) showed potent activity both in vitro and in vivo. This compound is now in clinical development for the topical treatment of psoriasis and being pursued for the topical treatment of atopic dermatitis. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.007

文献信息

• Boron-containing small molecules
  申请人：Zhou Yasheen

  公开号：US08461336B2

  公开（公告）日：2013-06-11

  This invention provides, among other things, novel compounds useful for treating inflammatory conditions, pharmaceutical compositions containing such compounds, as well as combinations of these compounds with at least one additional therapeutically effective agent.

  这项发明提供了多种新型化合物，可用于治疗炎症病症，包括含有这些化合物的制药组合物，以及这些化合物与至少一种额外治疗有效剂的组合。
• WO2024094235A1
  申请人：——

  公开号：——

  公开（公告）日：——
• BORON-CONTAINING SMALL MOLECULES
  申请人：Xia Yi

  公开号：US20100256092A1

  公开（公告）日：2010-10-07

  This invention relates to, among other items, 6-substituted benzoxaborole compounds and their use for treating bacterial infections.

  这项发明涉及6-取代苯硼酯化合物等物品，以及它们用于治疗细菌感染的用途。
• Discovery and structure–activity study of a novel benzoxaborole anti-inflammatory agent (AN2728) for the potential topical treatment of psoriasis and atopic dermatitis
  作者：Tsutomu Akama、Stephen J. Baker、Yong-Kang Zhang、Vincent Hernandez、Huchen Zhou、Virginia Sanders、Yvonne Freund、Richard Kimura、Kirk R. Maples、Jacob J. Plattner

  DOI：10.1016/j.bmcl.2009.03.007

  日期：2009.4

  A series of phenoxy benzoxaboroles were synthesized and screened for their inhibitory activity against PDE4 and cytokine release. 5-(4-Cyanophenoxy)-2,3-dihydro-1-hydroxy-2,1-benzoxaborole (AN2728) showed potent activity both in vitro and in vivo. This compound is now in clinical development for the topical treatment of psoriasis and being pursued for the topical treatment of atopic dermatitis. (C) 2009 Elsevier Ltd. All rights reserved.