N-(5-bromo-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)-4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxamide | 910543-73-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡啶类
• 英文名称: N-(5-bromo-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)-4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxamide
• 英文别名: N-(5-bromo-1-methyl-2-oxopyridin-3-yl)-4-(2-oxo-3H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxamide
• CAS: 910543-73-6
• 化学式: C₁₈H₁₉BrN₆O₃
• 分子量: 447.291
• InChiKey: MRYBONZRAHJCKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  97.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(5-bromo-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)-4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxamide 、 3-氟苯基硼酸 在 palladium diacetate 二异丙胺 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 N-[5-(3-fluorophenyl)-1-methyl-2-oxopyridin-3-yl]-4-(2-oxo-3H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxamide
  参考文献：
  名称：

  Calcitonin gene-related peptide (CGRP) receptor antagonists: Investigations of a pyridinone template

  摘要：

  In our effort to find potent, orally bioavailable CGRP receptor antagonists for the treatment of migraine, a novel series based on a pyridinone template was investigated. After optimizing the privileged structure and the placement of the attached phenyl ring, systematic SAR was carried out on both the N-alkyl and C-5 aryl substituents. Several analogs with good potency and pharmacokinetic profiles were identified. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.042
• 作为产物：
  描述：

  1,3-二氢-1-(4-哌啶基)-2H-咪唑并[4,5-b]吡啶-2-酮 、 在 三乙胺 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 18.0h， 生成 N-(5-bromo-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)-4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxamide
  参考文献：
  名称：

  WO2006/99268

  摘要：

  公开号：

文献信息

• Cgrp Receptor Antagonists
  申请人：Paone Daniel V.

  公开号：US20080261972A1

  公开（公告）日：2008-10-23

  Compounds of Formula (I), (where variables R 1 , A, B, W, X, Y and Z are as defined herein) useful as antagonists of CGRP receptors and useful in the treatment or prevention of diseases in which the CGRP is involved, such as headache, migraine and cluster headache. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which CGRP is involved.

  式(I)的化合物（其中变量R1、A、B、W、X、Y和Z如本文所定义），可用作CGRP受体的拮抗剂，并可用于治疗或预防CGRP参与的疾病，如头痛、偏头痛和集群头痛。本发明还涉及包含这些化合物的制药组合物以及使用这些化合物和组合物预防或治疗CGRP参与的这些疾病的方法。
• CGRP RECEPTOR ANTAGONISTS
  申请人：Merck Sharp & Dohme Corp.

  公开号：EP1861399B1

  公开（公告）日：2011-12-14
• US7994325B2
  申请人：——

  公开号：US7994325B2

  公开（公告）日：2011-08-09
• WO2006/99268
  申请人：——

  公开号：——

  公开（公告）日：——
• Calcitonin gene-related peptide (CGRP) receptor antagonists: Investigations of a pyridinone template
  作者：Diem N. Nguyen、Daniel V. Paone、Anthony W. Shaw、Christopher S. Burgey、Scott D. Mosser、Victor Johnston、Christopher A. Salvatore、Yvonne M. Leonard、Cynthia M. Miller-Stein、Stefanie A. Kane、Kenneth S. Koblan、Joseph P. Vacca、Samuel L. Graham、Theresa M. Williams

  DOI：10.1016/j.bmcl.2007.11.042

  日期：2008.1

  In our effort to find potent, orally bioavailable CGRP receptor antagonists for the treatment of migraine, a novel series based on a pyridinone template was investigated. After optimizing the privileged structure and the placement of the attached phenyl ring, systematic SAR was carried out on both the N-alkyl and C-5 aryl substituents. Several analogs with good potency and pharmacokinetic profiles were identified. (c) 2007 Elsevier Ltd. All rights reserved.