2-methoxy-5-{[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]methyl}pyridine | 1312479-59-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-methoxy-5-{[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]methyl}pyridine
• 英文别名: 2-Methoxy-5-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]methylpyridine；2-methoxy-5-[[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]methyl]pyridine
• CAS: 1312479-59-6
• 化学式: C₁₉H₂₄BNO₄
• 分子量: 341.215
• InChiKey: XQLXKUHIRZLSCE-UHFFFAOYSA-N

物化性质

• 沸点：
  466.6±40.0 °C(Predicted)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.97
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  49.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-methoxy-5-{[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]methyl}pyridine 、 (2R)-4-(4-iodo-2-oxopyridin-1(2H)-yl)-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide 在 Pd EnCat 盐酸 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 水 、 异丙醇 为溶剂， 反应 3.0h， 生成 (2R)-N-hydroxy-4-[4-{4-[(6-methoxypyridin-3-yl)methoxy]phenyl}-2-oxopyridin-1(2H)-yl]-2-methyl-2-(methylsulfonyl)butanamide
  参考文献：
  名称：

  [EN] N-LINKED HYDROXAMIC ACID DERIVATIVES USEFUL AS ANTIBACTERIAL AGENTS
  [FR] DÉRIVÉS D'ACIDE HYDROXAMIQUE À LIAISON N, UTILES COMME AGENTS ANTIBACTÉRIENS

  摘要：

  本发明涉及一类新的羟肟酸衍生物，它们作为LpxC抑制剂的用途，更具体地用于治疗细菌感染。公式（I）。

  公开号：

  WO2011073845A1
• 作为产物：
  描述：

  (6-甲氧基吡啶-3-基)甲醇 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 偶氮二甲酸二异丙酯 、 potassium acetate 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 66.0h， 生成 2-methoxy-5-{[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]methyl}pyridine
  参考文献：
  名称：

  [EN] N-LINKED HYDROXAMIC ACID DERIVATIVES USEFUL AS ANTIBACTERIAL AGENTS
  [FR] DÉRIVÉS D'ACIDE HYDROXAMIQUE À LIAISON N, UTILES COMME AGENTS ANTIBACTÉRIENS

  摘要：

  本发明涉及一类新的羟肟酸衍生物，它们作为LpxC抑制剂的用途，更具体地用于治疗细菌感染。公式（I）。

  公开号：

  WO2011073845A1

文献信息

• N-Linked Hydroxamic Acid Derivatives Useful As Antibacterial Agents
  申请人：Brown Matthew Frank

  公开号：US20120258948A1

  公开（公告）日：2012-10-11

  The present invention is directed to a new class of hydroxamic acid derivatives of formula I, wherein the variables G, T, D, L, R 1 , R 2 , R 3 are as described herein, their use as LpxC inhibitors, and more specifically their use to treat bacterial infections in a patient in need thereof.

  本发明涉及一种新的羟肟酸衍生物类别，其化学式为I，其中变量G，T，D，L，R1，R2，R3如本文所述，其用作LpxC抑制剂，更具体地用于治疗有需要的患者的细菌感染。
• N-linked hydroxamic acid derivatives useful as antibacterial agents
  申请人：Brown Matthew Frank

  公开号：US08664401B2

  公开（公告）日：2014-03-04

  The present invention is directed to a new class of hydroxamic acid derivatives of formula I, wherein the variables G, T, D, L, R1, R2, R3 are as described herein, their use as LpxC inhibitors, and more specifically their use to treat bacterial infections in a patient in need thereof.

  本发明涉及一种新的羟肟酸衍生物类别，其化学式为I，其中变量G、T、D、L、R1、R2、R3如本文所述，它们的用途是LpxC抑制剂，更具体地用于治疗患有细菌感染的患者。
• N-Link Hydroxamic Acid Derivatives Useful As Antibacterial Agents
  申请人：Pfizer Inc.

  公开号：US20140128363A1

  公开（公告）日：2014-05-08

  The present invention is directed to a new class of hydroxamic acid derivatives, their use as LpxC inhibitors, and more specifically their use to treat bacterial infections.

  本发明涉及一种新的羟肟酸衍生物类，其用作LpxC抑制剂，更具体地用于治疗细菌感染。
• N-link hydroxamic acid derivatives useful as antibacterial agents
  申请人：Pfizer Inc.

  公开号：US09018384B2

  公开（公告）日：2015-04-28

  The present invention is directed to a new class of hydroxamic acid derivatives, their use as LpxC inhibitors, and more specifically their use to treat bacterial infections.

  本发明涉及一种新型羟肟酸衍生物，其作为LpxC抑制剂的用途，更具体地用于治疗细菌感染。
• Discovery and Kinetic Profiling of 7-Aryl-1,2,4-triazolo[4,3-<i>a</i>]pyridines: Positive Allosteric Modulators of the Metabotropic Glutamate Receptor 2
  作者：Maarten L. J. Doornbos、José María Cid、Jordi Haubrich、Alexandro Nunes、Jasper W. van de Sande、Sophie C. Vermond、Thea Mulder-Krieger、Andrés A. Trabanco、Abdellah Ahnaou、Wilhelmus H. Drinkenburg、Hilde Lavreysen、Laura H. Heitman、Adriaan P. IJzerman、Gary Tresadern

  DOI：10.1021/acs.jmedchem.7b00669

  日期：2017.8.10

  We report the synthesis and biological evaluation of a series of 7-aryl-1,2,4-triazolo[4,3-c]pyridines with mGlu(2) positive allosteric modulator (PAM) activity and affinity. Besides traditional in vitro parameters of potency and affinity, kinetic parameters k(on), k(off) and residence time (RT) were determined. The PAMs showed various kinetic profiles; k(on) values ranged over 2 orders of magnitude, whereas RT values were within a 10-fold range. Association rate constant k(on) was linearly correlated to affinity. Evaluation of a short, medium, and long RT compound in a label-free assay indicated a correlation between RT and functional effect. The effects of long RT compound 9 on sleep-wake states indicated long RT was translated into sustained inhibition of rapid eye movement (REM) in vivo. These results show that affinity-only driven selection would have resulted in mGlu(2) PAMs with high values for k(on) but not necessarily optimized RT, which is key to predicting optimal efficacy in vivo.