4-chloro-N-(6-(pyrimidin-5-yloxy)pyrazin-2-yl)picolinamide | 1620203-63-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-chloro-N-(6-(pyrimidin-5-yloxy)pyrazin-2-yl)picolinamide
• 英文别名: VU0431316；4-chloro-N-(6-pyrimidin-5-yloxypyrazin-2-yl)pyridine-2-carboxamide
• CAS: 1620203-63-5
• 化学式: C₁₄H₉ClN₆O₂
• 分子量: 328.717
• InChiKey: UEUUWJVQGWZIJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  103
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  5-((6-chloropyrazin-2-yl)oxy)pyrimidine 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 三氟乙酸 、 2-二-叔丁膦基-2',4',6'-三异丙基联苯 、 三氯氧磷 作用下， 以 吡啶 、 二氯甲烷 、 甲苯 为溶剂， 反应 0.5h， 生成 4-chloro-N-(6-(pyrimidin-5-yloxy)pyrazin-2-yl)picolinamide
  参考文献：
  名称：

  Discovery of VU0431316: A negative allosteric modulator of mGlu5 with activity in a mouse model of anxiety

  摘要：

  Development of SAR in an aryl ether series of mGlu(5) NAMs leading to the identification of pyrazine analog VU0431316 is described in this Letter. VU0431316 is a potent and selective non-competitive antagonist of mGlu(5) that binds at a known allosteric binding site. VU0431316 demonstrates an attractive DMPK profile, including moderate clearance and good bioavailability in rats. Intraperitoneal (IP) dosing of V1J0431316 in a mouse marble burying model of anxiety, an assay known to be sensitive to mGlu(5) antagonists and other anxiolytics, produced dose proportional effects. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.06.003

文献信息

• Negative allosteric modulators of MGLUR5 for use in the treatment of mature brain damages
  申请人：Sinntaxis AB

  公开号：US11033545B2

  公开（公告）日：2021-06-15

  The present disclosure relates to the use of negative allosteric modulators (NAMs) of the metabotropic glutamate receptor 5 (mGluR5) in the treatment of a mature brain damage, such as damage after stroke.

  本公开涉及代谢型谷氨酸受体 5（mGluR5）的负变构调节剂（NAMs）在治疗成熟脑损伤（如中风后的损伤）中的应用。
• Discovery of VU0431316: A negative allosteric modulator of mGlu5 with activity in a mouse model of anxiety
  作者：Brittney S. Bates、Alice L. Rodriguez、Andrew S. Felts、Ryan D. Morrison、Daryl F. Venable、Anna L. Blobaum、Frank W. Byers、Kera P. Lawson、J. Scott Daniels、Colleen M. Niswender、Carrie K. Jones、P. Jeffrey Conn、Craig W. Lindsley、Kyle A. Emmitte

  DOI：10.1016/j.bmcl.2014.06.003

  日期：2014.8

  Development of SAR in an aryl ether series of mGlu(5) NAMs leading to the identification of pyrazine analog VU0431316 is described in this Letter. VU0431316 is a potent and selective non-competitive antagonist of mGlu(5) that binds at a known allosteric binding site. VU0431316 demonstrates an attractive DMPK profile, including moderate clearance and good bioavailability in rats. Intraperitoneal (IP) dosing of V1J0431316 in a mouse marble burying model of anxiety, an assay known to be sensitive to mGlu(5) antagonists and other anxiolytics, produced dose proportional effects. (C) 2014 Elsevier Ltd. All rights reserved.