1-[(2,5-Difluorophenyl)methyl]-2,2-dioxo-2lambda6,1,3-benzothiadiazin-4-one | 1050542-32-9

• 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: 1-[(2,5-Difluorophenyl)methyl]-2,2-dioxo-2lambda6,1,3-benzothiadiazin-4-one
• 英文别名: 1-[(2,5-difluorophenyl)methyl]-2,2-dioxo-2λ6,1,3-benzothiadiazin-4-one
• CAS: 1050542-32-9
• 化学式: C₁₄H₁₀F₂N₂O₃S
• 分子量: 324.308
• InChiKey: VQWFYEWBGSXFDY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  74.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2,5-二氟苄溴 、 4-hydroxy-2,1,3-benzothiadiazine 2,2-dioxide 在 碳酸氢钠 作用下， 以 水 为溶剂， 反应 3.0h， 生成 1-[(2,5-Difluorophenyl)methyl]-2,2-dioxo-2lambda6,1,3-benzothiadiazin-4-one
  参考文献：
  名称：

  CODES, a novel procedure for ligand-based virtual screening: PDE7 inhibitors as an application example

  摘要：

  Phosphodiesterase (PDE) 7 is a high affinity cAMP-specific PDE whose functional role in T-cells has been the subject of some controversy. Recent findings on tissue distribution, however, support the hypothesis that PDE7 could be a good target for the treatment of airway diseases, T-cell related diseases or central nervous system (CNS) disorders. Therefore, the identification of selective inhibitors targeted against PDE7 enzyme has become an attractive area of research. We report here the first use of the descriptors generated by the CODES program for ligand-based virtual screening. This program codifies molecules from a topological point of view and the generated descriptors are related to the chemical nature of the atoms, the atomic bonds and the connectivity with the rest of the molecule. They are also able to distinguish among stereoisomers. By using this approach, 173 compounds were codified, and their similarity with the reference compound was analysed. Based on the analysis, new potential PDE7 inhibitors have been identified, synthesized and biologically evaluated confirming that CODES descriptors are valid for ligand-based virtual screening and provided new lead compounds for further optimization as potent and selective PDE7 inhibitors. (c) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.10.027

文献信息

• CODES, a novel procedure for ligand-based virtual screening: PDE7 inhibitors as an application example
  作者：Ana Castro、María José Jerez、Carmen Gil、Félix Calderón、Teresa Doménech、Arsenio Nueda、Ana Martínez

  DOI：10.1016/j.ejmech.2007.10.027

  日期：2008.7

  Phosphodiesterase (PDE) 7 is a high affinity cAMP-specific PDE whose functional role in T-cells has been the subject of some controversy. Recent findings on tissue distribution, however, support the hypothesis that PDE7 could be a good target for the treatment of airway diseases, T-cell related diseases or central nervous system (CNS) disorders. Therefore, the identification of selective inhibitors targeted against PDE7 enzyme has become an attractive area of research. We report here the first use of the descriptors generated by the CODES program for ligand-based virtual screening. This program codifies molecules from a topological point of view and the generated descriptors are related to the chemical nature of the atoms, the atomic bonds and the connectivity with the rest of the molecule. They are also able to distinguish among stereoisomers. By using this approach, 173 compounds were codified, and their similarity with the reference compound was analysed. Based on the analysis, new potential PDE7 inhibitors have been identified, synthesized and biologically evaluated confirming that CODES descriptors are valid for ligand-based virtual screening and provided new lead compounds for further optimization as potent and selective PDE7 inhibitors. (c) 2007 Elsevier Masson SAS. All rights reserved.