(6-甲酰基吡啶-2-基)硼酸 | 1310384-00-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: (6-甲酰基吡啶-2-基)硼酸
• 英文名称: (6-Formylpyridin-2-yl)boronic acid
• CAS: 1310384-00-9
• 化学式: C₆H₆BNO₃
• mdl: MFCD08703260
• 分子量: 150.93
• InChiKey: JXILAYGCHAABTF-UHFFFAOYSA-N

物化性质

• 沸点：
  369.6±52.0 °C(Predicted)
• 密度：
  1.33±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.46
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  70.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (6-甲酰基吡啶-2-基)硼酸 在 三氟乙酸 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 N-[[3-[3-(piperazin-1-ylmethyl)phenyl]phenyl]methyl]-1,3-benzodioxole-5-sulfonamide
  参考文献：
  名称：

  M3 muscarinic acetylcholine receptor antagonists: SAR and optimization of bi-aryl amines

  摘要：

  Exploration of multiple regions of a bi-aryl amine template led to the identification of highly potent M-3 muscarinic acetylcholine receptor antagonists such as 14 (pA(2) = 11.0) possessing good sub-type selectivity for M-3 over M-2. The structure-activity relationships (SAR) and optimization of the bi-aryl amine series are described. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.01.098
• 作为产物：
  描述：

  2-哌嗪酮 、 methyl (2S)-2-aminooctanoate 在 三乙酰氧基硼氢化钠 、 sodium sulfate 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 (6-甲酰基吡啶-2-基)硼酸
  参考文献：
  名称：

  M3 muscarinic acetylcholine receptor antagonists: SAR and optimization of bi-aryl amines

  摘要：

  Exploration of multiple regions of a bi-aryl amine template led to the identification of highly potent M-3 muscarinic acetylcholine receptor antagonists such as 14 (pA(2) = 11.0) possessing good sub-type selectivity for M-3 over M-2. The structure-activity relationships (SAR) and optimization of the bi-aryl amine series are described. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.01.098

文献信息

• Cinnamonitrile Adjuvants Restore Susceptibility to β-Lactams against Methicillin-Resistant <i>Staphylococcus aureus</i>
  作者：Enrico Speri、Choon Kim、Stefania De Benedetti、Yuanyuan Qian、Elena Lastochkin、Jennifer Fishovitz、Jed F. Fisher、Shahriar Mobashery

  DOI：10.1021/acsmedchemlett.9b00169

  日期：2019.8.8

  beta-Lactams are used routinely to treat Staphylococcus aureus infections. However, the emergence of methicillin-resistant S. aureus (MRSA) renders them clinically precarious. We describe a class of cinnamonitrile adjuvants that restore the activity of oxacillin (a penicillin member of the beta-lactams) against MRSA. The lead adjuvants were tested against six important strains of MRSA, one vancomycin-intermediate S. aureus (VISA) strain, and one linezolid-resistant S. aureus strain. Five compounds out of 84 total compounds showed broad potentiation. At 8 mu M (E)-3-(5-(3,4-dichlorobenzy1)-2-(trifluoromethoxy)phenyl)-2-(methylsulfonyl)acrylonitrile (26) potentiated oxacillin with a >4000-fold reduction of its MIC (from 256 to 0.06 mg.L-1). This class of adjuvants holds promise for reversal of the resistance phenotype of MRSA.
• M3 muscarinic acetylcholine receptor antagonists: SAR and optimization of bi-aryl amines
  作者：Brian Budzik、Yonghui Wang、Dongchuan Shi、Feng Wang、Haibo Xie、Zehong Wan、Chongye Zhu、James J. Foley、Parvathi Nuthulaganti、Lorena A. Kallal、Henry M. Sarau、Dwight M. Morrow、Michael L. Moore、Ralph A. Rivero、Michael Palovich、Michael Salmon、Kristen E. Belmonte、Dramane I. Laine、Jian Jin

  DOI：10.1016/j.bmcl.2009.01.098

  日期：2009.3

  Exploration of multiple regions of a bi-aryl amine template led to the identification of highly potent M-3 muscarinic acetylcholine receptor antagonists such as 14 (pA(2) = 11.0) possessing good sub-type selectivity for M-3 over M-2. The structure-activity relationships (SAR) and optimization of the bi-aryl amine series are described. (C) 2009 Elsevier Ltd. All rights reserved.