2,4-dichloro-N-[[1-(1-methylimidazol-4-yl)sulfonylpiperidin-4-yl]-pyridin-2-ylmethyl]benzamide | 1246526-64-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,4-dichloro-N-[[1-(1-methylimidazol-4-yl)sulfonylpiperidin-4-yl]-pyridin-2-ylmethyl]benzamide
• CAS: 1246526-64-6
• 化学式: C₂₂H₂₃Cl₂N₅O₃S
• 分子量: 508.428
• InChiKey: IWLSHFCFBZLGQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  106
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,4-dichloro-N-[[1-(1-methylimidazol-4-yl)sulfonylpiperidin-4-yl]-pyridin-2-ylmethyl]benzamide 在 AD chiralpak column 作用下， 以 hexanes 、 异丙醇 为溶剂， 生成 C₂₂H₂₃Cl₂N₅O₃S 、 C₂₂H₂₃Cl₂N₅O₃S
  参考文献：
  名称：

  SULFONYL-PIPERIDIN-4-YL METHYLAMINE AMIDE ANALOGS AS GLYT1 INHIBITORS, METHODS FOR MAKING SAME, AND USE OF SAME IN TREATING PSYCHIATRIC DISORDERS

  摘要：

  本发明涉及一种化合物，可用作甘氨酸类型1转运体（GlyT1）活性的抑制剂；制备该化合物的合成方法；包含该化合物的制药组合物；以及使用该化合物和组合物治疗与甘氨酸类型1转运体（GlyT1）活性相关的疾病的方法。本摘要旨在作为搜索特定技术领域的扫描工具，不限制本发明。

  公开号：

  US20100256186A1
• 作为产物：
  描述：

  1-Boc-4-[甲氧基(甲基)氨基甲酰]哌嗪 在 盐酸 、 氢气 、 羟胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 二氯甲烷 为溶剂， -78.0~50.0 ℃ 、310.27 kPa 条件下， 生成 2,4-dichloro-N-[[1-(1-methylimidazol-4-yl)sulfonylpiperidin-4-yl]-pyridin-2-ylmethyl]benzamide
  参考文献：
  名称：

  Novel GlyT1 inhibitor chemotypes by scaffold hopping. Part 2: Development of a [3.3.0]-based series and other piperidine bioisosteres

  摘要：

  This Letter describes the development and SAR of a novel series of GlyT1 inhibitors derived from a scaffold hopping approach, in lieu of an HTS campaign, which provided intellectual property position. Members within this new [3.3.0]-based series displayed excellent GlyT1 potency, selectivity, free fraction, and modest CNS penetration. Moreover, enantioselective GlyT1 inhibition was observed, within this novel series and a number of other piperidine bioisosteric cores. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.01.011

文献信息

• US8436019B2
  申请人：——

  公开号：US8436019B2

  公开（公告）日：2013-05-07
• [EN] SULFONYL-PIPERIDIN-4-YL METHYLAMINE AMIDE ANALOGS AS GLYT1 INHIBITORS, METHODS FOR MAKING SAME, AND USE OF SAME IN TREATING PSYCHIATRIC DISORDERS<br/>[FR] ANALOGUES DE SULFONYL-PIPÉRIDINE-4-YL-MÉTHYLAMINE AMIDE EN TANT QU'INHIBITEURS DE GLYT1, LEURS PROCÉDÉS DE FABRICATION ET LEUR UTILISATION DANS LE TRAITEMENT DE TROUBLES PSYCHIATRIQUES
  申请人：UNIV VANDERBILT

  公开号：WO2010114909A1

  公开（公告）日：2010-10-07

  In one aspect, the invention relates to compounds which are useful as inhibitors of glycine type 1 transporter (GIyT1) activity; synthetic methods for making the compounds; pharmaceutical compositions comprising the compounds; and methods of treating disorders associated with glycine type 1 transporter (GIyT1) activity using the compounds and compositions. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.
• Novel GlyT1 inhibitor chemotypes by scaffold hopping. Part 2: Development of a [3.3.0]-based series and other piperidine bioisosteres
  作者：Douglas J. Sheffler、Michael T. Nedelcovych、Richard Williams、Stephen C. Turner、Brittany B. Duerk、Megan R. Robbins、Sataya B. Jadhav、Colleen M. Niswender、Carrie K. Jones、P. Jeffrey Conn、R. Nathan Daniels、Craig W. Lindsley

  DOI：10.1016/j.bmcl.2014.01.011

  日期：2014.2

  This Letter describes the development and SAR of a novel series of GlyT1 inhibitors derived from a scaffold hopping approach, in lieu of an HTS campaign, which provided intellectual property position. Members within this new [3.3.0]-based series displayed excellent GlyT1 potency, selectivity, free fraction, and modest CNS penetration. Moreover, enantioselective GlyT1 inhibition was observed, within this novel series and a number of other piperidine bioisosteric cores. (C) 2014 Elsevier Ltd. All rights reserved.
• SULFONYL-PIPERIDIN-4-YL METHYLAMINE AMIDE ANALOGS AS GLYT1 INHIBITORS, METHODS FOR MAKING SAME, AND USE OF SAME IN TREATING PSYCHIATRIC DISORDERS
  申请人：Lindsley Craig W.

  公开号：US20100256186A1

  公开（公告）日：2010-10-07

  In one aspect, the invention relates to compounds which are useful as inhibitors of glycine type 1 transporter (GlyT1) activity; synthetic methods for making the compounds; pharmaceutical compositions comprising the compounds; and methods of treating disorders associated with glycine type 1 transporter (GlyT1) activity using the compounds and compositions. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.

  本发明涉及一种化合物，可用作甘氨酸类型1转运体（GlyT1）活性的抑制剂；制备该化合物的合成方法；包含该化合物的制药组合物；以及使用该化合物和组合物治疗与甘氨酸类型1转运体（GlyT1）活性相关的疾病的方法。本摘要旨在作为搜索特定技术领域的扫描工具，不限制本发明。