2,4-dichloro-N-(phenyl(1-(propylsulfonyl)azetidin-3-yl)methyl)benzamide | 1246495-07-7

• 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-(phenyl(1-(propylsulfonyl)azetidin-3-yl)methyl)benzamide
• 英文别名: 2,4-dichloro-N-[phenyl-(1-propylsulfonylazetidin-3-yl)methyl]benzamide
• CAS: 1246495-07-7
• 化学式: C₂₀H₂₂Cl₂N₂O₃S
• 分子量: 441.378
• InChiKey: YWPDEJOQYNUKLM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  74.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,4-dichloro-N-(phenyl(1-(propylsulfonyl)azetidin-3-yl)methyl)benzamide 在 AD chirapak column (ID - 250 x 46 mm) 作用下， 以 hexanes 、 异丙醇 为溶剂， 生成 2,4-dichloro-N-(phenyl(1-(propylsulfonyl)azetidin-3-yl)methyl)benzamide 、 2,4-dichloro-N-(phenyl(1-(propylsulfonyl)azetidin-3-yl)methyl)benzamide
  参考文献：
  名称：

  [EN] SULFONYL-AZETIDIN-3-YL-METHYLAMINE AMIDE ANALOGS AS GLYT1 INHIBITORS, METHODS FOR MAKING SAME, AND USE OF SAME IN TREATING PSYCHIATRIC DISORDERS
  [FR] ANALOGUES DE SULFONYL-AZÉTIDINE-3-YL-MÉTHYLAMINE AMIDE EN TANT QU'INHIBITEURS DE GLYT1, LEURS PROCÉDÉS DE FABRICATION ET LEUR UTILISATION DANS LE TRAITEMENT DE TROUBLES PSYCHIATRIQUES

  摘要：

  本发明涉及一些化合物，这些化合物可用作甘氨酸型1转运体（GIyT1）活性的抑制剂；制造这些化合物的合成方法；包含这些化合物的药物组合物；以及使用这些化合物和组合物治疗与甘氨酸型1转运体（GIyT1）活性相关的疾病的方法。本摘要旨在作为搜索特定领域的扫描工具，不限制本发明。

  公开号：

  WO2010114907A1
• 作为产物：
  描述：

  Tert-butyl 3-[amino(phenyl)methyl]azetidine-1-carboxylate 在 盐酸 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 生成 2,4-dichloro-N-(phenyl(1-(propylsulfonyl)azetidin-3-yl)methyl)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

• SULFONYL-AZETIDIN-3-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：US20100261696A1

  公开（公告）日：2010-10-14

  In one aspect, the invention relates to compounds which are useful as as inhibitors of glycine type 1 transporter (G1yT1) activity; synthetic methods for making the compounds; pharmaceutical compositions comprising the compounds; and methods of treating disorders associated with glycine type 1 transporter (G1yT1) 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.

  该发明涉及一些化合物，这些化合物可用作甘氨酸型1转运体（G1yT1）活性的抑制剂；制备这些化合物的合成方法；包含这些化合物的药物组合物；以及使用这些化合物和组合物治疗与甘氨酸型1转运体（G1yT1）活性相关的疾病的方法。本摘要旨在作为特定领域搜索的扫描工具，不旨在限制本发明。
• Sulfonyl-azetidin-3-yl-methylamine amide analogs as GlyTl inhibitors, methods for making same, and use of same in treating psychiatric disorders
  申请人：Vanderbilt University

  公开号：US08207155B2

  公开（公告）日：2012-06-26

  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.

  本发明涉及一种可用作甘氨酸类型1转运体（GlyT1）活性抑制剂的化合物；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。本摘要旨在作为特定领域搜索的扫描工具，不限制本发明。
• US8207155B2
  申请人：——

  公开号：US8207155B2

  公开（公告）日：2012-06-26
• 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.
• [EN] SULFONYL-AZETIDIN-3-YL-METHYLAMINE AMIDE ANALOGS AS GLYT1 INHIBITORS, METHODS FOR MAKING SAME, AND USE OF SAME IN TREATING PSYCHIATRIC DISORDERS<br/>[FR] ANALOGUES DE SULFONYL-AZÉTIDINE-3-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：WO2010114907A1

  公开（公告）日：2010-10-07

  In one aspect, the invention relates to compounds which are useful as 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.

  本发明涉及一些化合物，这些化合物可用作甘氨酸型1转运体（GIyT1）活性的抑制剂；制造这些化合物的合成方法；包含这些化合物的药物组合物；以及使用这些化合物和组合物治疗与甘氨酸型1转运体（GIyT1）活性相关的疾病的方法。本摘要旨在作为搜索特定领域的扫描工具，不限制本发明。