2,4-dichloro-N-[[1-(1-methylimidazol-4-yl)sulfonylpiperidin-4-yl]-thiophen-2-ylmethyl]benzamide | 1246526-76-0

• 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]-thiophen-2-ylmethyl]benzamide
• CAS: 1246526-76-0
• 化学式: C₂₁H₂₂Cl₂N₄O₃S₂
• 分子量: 513.469
• InChiKey: JJKWWLUFAFWNSF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  121
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 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]-thiophen-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

• 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。
• 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.