克立硼罗杂质Z9 | 906673-43-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 克立硼罗杂质Z9
• 英文名称: 4-(1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-5-yloxy)benzoic acid
• 英文别名: 5-(4-carboxyphenoxy)-1-hydroxy-2,1-benzoxaborole；5-(4-carboxyphenoxy)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole；Crisaborole acid impurity；4-[(1-hydroxy-3H-2,1-benzoxaborol-5-yl)oxy]benzoic acid
• CAS: 906673-43-6
• 化学式: C₁₄H₁₁BO₅
• 分子量: 270.049
• InChiKey: BYVNFPQXJOQGEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.39
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  克立硼罗杂质Z9 在 碳酸氢铵 、 N,N'-羰基二咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 克立硼罗杂质11
  参考文献：
  名称：

  Boron-Containing Small Molecules as Anti-Inflammatory Agents

  摘要：

  化合物和治疗抗炎症状况的方法被披露。

  公开号：

  US20150291629A1
• 作为产物：
  描述：

  4-[(1,3-二氢-1-羟基-2,1-苯并氧杂硼杂环戊烷-5-基)氧基]苯甲腈 在 sodium hydroxide 、 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 3.0h， 以8%的产率得到克立硼罗杂质Z9
  参考文献：
  名称：

  Compounds for the Treatment of Periodontal Disease

  摘要：

  提供了在牙周病治疗中有用的化合物、组合物和方法。

  公开号：

  US20070286822A1

文献信息

• BORON-CONTAINING SMALL MOLECULES AS ANTI-INFLAMMATORY AGENTS
  申请人：Baker J. Stephen

  公开号：US20070293457A1

  公开（公告）日：2007-12-20

  Methods of treating anti-inflammatory conditions through the use of boron-containing small molecules are disclosed.

  本发明揭示了使用含硼小分子治疗抗炎症状况的方法。
• Boron-containing small molecules
  申请人：Baker J. Stephen

  公开号：US20060234981A1

  公开（公告）日：2006-10-19

  This invention relates to compounds useful for treating fungal infections, more specifically topical treatment of onychomycosis and/or cutaneous fungal infections. This invention is directed to compounds that are active against fungi and have properties that allow the compound, when placed in contact with a patient, to reach the particular part of the skin, nail, hair, claw or hoof infected by the fungus. In particular the present compounds have physiochemical properties that facilitate penetration of the nail plate.

  本发明涉及用于治疗真菌感染的化合物，更具体地涉及用于局部治疗甲真菌病和/或皮肤真菌感染的化合物。本发明涉及对真菌具有活性并具有性质的化合物，使得当该化合物与患者接触时，能够到达被真菌感染的皮肤、指甲、头发、爪或蹄的特定部位。特别地，本发明的化合物具有物理化学性质，以促进穿透指甲板。
• Boron-containing small molecules as anti-inflammatory agents
  申请人：Anacor Pharmaceuticals, Inc.

  公开号：US08039450B2

  公开（公告）日：2011-10-18

  Compounds and methods of treating anti-inflammatory conditions are disclosed.

  本发明揭示了治疗抗炎症状况的化合物和方法。
• 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.
• Design and synthesis of boron-containing PDE4 inhibitors using soft-drug strategy for potential dermatologic anti-inflammatory application
  作者：Yong-Kang Zhang、Jacob J. Plattner、Tsutomu Akama、Stephen J. Baker、Vincent S. Hernandez、Virginia Sanders、Yvonne Freund、Richard Kimura、Wei Bu、Karin M. Hold、Xiao-Song Lu

  DOI：10.1016/j.bmcl.2010.02.010

  日期：2010.4

  PDE4 inhibitors are a validated approach as anti-inflammatory agents but are limited by systemic side effects including emesis. We report a soft-drug strategy incorporating a carboxylic ester group into boron-containing PDE4 inhibitors leading to the discovery of a series of benzoxaborole compounds with good potency (for example IC(50) = 47 nM of compound 2) and low emetic activity. These compounds are intended for dermatological use further limiting possible systemic side effects. (C) 2010 Elsevier Ltd. All rights reserved.