(3-chloro-4-methylphenyl)(p-tolyl)borinic acid | 918820-94-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (3-chloro-4-methylphenyl)(p-tolyl)borinic acid
• 英文别名: (3-Chloro-4-methylphenyl)-(4-methylphenyl)borinic acid
• CAS: 918820-94-7
• 化学式: C₁₄H₁₄BClO
• 分子量: 244.529
• InChiKey: MGPPQVXWUCAFSB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.05
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (3-chloro-4-methylphenyl)(p-tolyl)borinic acid 、 3-羟基-2-吡啶甲酸 以 乙醇 为溶剂， 以6.99 g的产率得到3-hydroxypyridine-2-carbonyloxy-(3-chloro-4-methylphenyl)(p-tolyl)borane
  参考文献：
  名称：

  Identification of a novel boron-containing antibacterial agent (AN0128) with anti-inflammatory activity, for the potential treatment of cutaneous diseases

  摘要：

  A series of borinic acid picolinate esters were synthesized and screened for their minimum inhibitory concentration (MIC) against Gram-positive and -negative bacteria. Our lead compounds were then screened for anti-inflammatory activity. From these studies, we identified 3-hydroxypyridine-2-carbonyloxy-bis(3-chloro-4-methylphenyl)borane (2g, AN0128) as having the best combination of anti-bacterial and anti-inflammatory activities. This compound is now in clinical development for dermatological conditions.

  DOI：

  10.1016/j.bmcl.2006.08.130
• 作为产物：
  描述：

  3-氯-4-甲基苯硼酸 以 四氢呋喃 、 甲苯 为溶剂， 反应 3.0h， 生成 (3-chloro-4-methylphenyl)(p-tolyl)borinic acid
  参考文献：
  名称：

  Identification of a novel boron-containing antibacterial agent (AN0128) with anti-inflammatory activity, for the potential treatment of cutaneous diseases

  摘要：

  A series of borinic acid picolinate esters were synthesized and screened for their minimum inhibitory concentration (MIC) against Gram-positive and -negative bacteria. Our lead compounds were then screened for anti-inflammatory activity. From these studies, we identified 3-hydroxypyridine-2-carbonyloxy-bis(3-chloro-4-methylphenyl)borane (2g, AN0128) as having the best combination of anti-bacterial and anti-inflammatory activities. This compound is now in clinical development for dermatological conditions.

  DOI：

  10.1016/j.bmcl.2006.08.130

文献信息

• Identification of a novel boron-containing antibacterial agent (AN0128) with anti-inflammatory activity, for the potential treatment of cutaneous diseases
  作者：Stephen J. Baker、Tsutomu Akama、Yong-Kang Zhang、Vittorio Sauro、Chetan Pandit、Rajeshwar Singh、Maureen Kully、Jehangir Khan、Jacob J. Plattner、Stephen J. Benkovic、Ving Lee、Kirk R. Maples

  DOI：10.1016/j.bmcl.2006.08.130

  日期：2006.12

  A series of borinic acid picolinate esters were synthesized and screened for their minimum inhibitory concentration (MIC) against Gram-positive and -negative bacteria. Our lead compounds were then screened for anti-inflammatory activity. From these studies, we identified 3-hydroxypyridine-2-carbonyloxy-bis(3-chloro-4-methylphenyl)borane (2g, AN0128) as having the best combination of anti-bacterial and anti-inflammatory activities. This compound is now in clinical development for dermatological conditions.