Methyl 5,6-bis-(4-methylphenyl)pyrazin-2-carboxylate | 845728-82-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: Methyl 5,6-bis-(4-methylphenyl)pyrazin-2-carboxylate
• 英文别名: methyl 5,6-bis(4-methylphenyl)pyrazine-2-carboxylate
• CAS: 845728-82-7
• 化学式: C₂₀H₁₈N₂O₂
• 分子量: 318.375
• InChiKey: KNOAEHGSXVSENQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  52.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Methyl 5,6-bis-(4-methylphenyl)pyrazin-2-carboxylate 在 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 生成 5,6-di-p-tolyl-pyrazine-2-carboxylic acid
  参考文献：
  名称：

  Discovery of pyrazine carboxamide CB1 antagonists: The introduction of a hydroxyl group improves the pharmaceutical properties and in vivo efficacy of the series

  摘要：

  Structure-activity relationships for a series of pyrazine carboxamide CB1 antagonists are reported. Pharmaceutical properties of the series are improved via inclusion of hydroxyl-containing sidechains. This structural modification sufficiently improved ADME properties of an orally inactive series such that food intake reduction was achieved in rat feeding models. Compound 35 elicits a 46% reduction in food intake in ad libidum fed rats 4-h post-dose. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.087
• 作为产物：
  描述：

  2,3-Diaminopropionic acid methyl ester 、 4,4'-二甲基联苯甲酰 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 生成 Methyl 5,6-bis-(4-methylphenyl)pyrazin-2-carboxylate
  参考文献：
  名称：

  Discovery of pyrazine carboxamide CB1 antagonists: The introduction of a hydroxyl group improves the pharmaceutical properties and in vivo efficacy of the series

  摘要：

  Structure-activity relationships for a series of pyrazine carboxamide CB1 antagonists are reported. Pharmaceutical properties of the series are improved via inclusion of hydroxyl-containing sidechains. This structural modification sufficiently improved ADME properties of an orally inactive series such that food intake reduction was achieved in rat feeding models. Compound 35 elicits a 46% reduction in food intake in ad libidum fed rats 4-h post-dose. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.087

文献信息

• Pyrazine modulators of cannabinoid receptors
  申请人：Ellsworth A. Bruce

  公开号：US20050054659A1

  公开（公告）日：2005-03-10

  The present application describes compounds according to Formula I, wherein A, G 1 , G 2 and R 1 are described herein. Additionally, the present application describes pharmaceutical compositions comprising at least one compound according to Formula I and optionally one or more additional therapeutic agents. Finally, the present application describes methods of treatment using the compounds according to Formula I both alone and in combination with one or more additional therapeutic agents.

  本申请描述了按照公式I的化合物，其中A、G1、G2和R1的定义在此处描述。此外，本申请还描述了包含至少一种按照公式I的化合物和可选的一种或多种额外治疗剂的制药组合物。最后，本申请还描述了使用按照公式I的化合物单独或与一种或多种额外治疗剂联合使用的治疗方法。
• US7326706B2
  申请人：——

  公开号：US7326706B2

  公开（公告）日：2008-02-05
• Discovery of pyrazine carboxamide CB1 antagonists: The introduction of a hydroxyl group improves the pharmaceutical properties and in vivo efficacy of the series
  作者：Bruce A. Ellsworth、Ying Wang、Yeheng Zhu、Annapurna Pendri、Samuel W. Gerritz、Chongqing Sun、Kenneth E. Carlson、Liya Kang、Rose A. Baska、Yifan Yang、Qi Huang、Neil T. Burford、Mary Jane Cullen、Susan Johnghar、Kamelia Behnia、Mary Ann Pelleymounter、William N. Washburn、William R. Ewing

  DOI：10.1016/j.bmcl.2007.04.087

  日期：2007.7

  Structure-activity relationships for a series of pyrazine carboxamide CB1 antagonists are reported. Pharmaceutical properties of the series are improved via inclusion of hydroxyl-containing sidechains. This structural modification sufficiently improved ADME properties of an orally inactive series such that food intake reduction was achieved in rat feeding models. Compound 35 elicits a 46% reduction in food intake in ad libidum fed rats 4-h post-dose. (C) 2007 Elsevier Ltd. All rights reserved.