N-[5-[(E)-2-[6-(dimethylamino)-2-quinolyl]vinyl]-2-naphthyl]-1,1,1-trifluoro-methanesulfonamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: N-[5-[(E)-2-[6-(dimethylamino)-2-quinolyl]vinyl]-2-naphthyl]-1,1,1-trifluoro-methanesulfonamide
• 英文别名: N-[5-[(E)-2-[6-(dimethylamino)quinolin-2-yl]ethenyl]naphthalen-2-yl]-1,1,1-trifluoromethanesulfonamide
• 化学式: C₂₄H₂₀F₃N₃O₂S
• 分子量: 471.503
• InChiKey: KBCFJRMIJSNCAY-SOFGYWHQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  70.7
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  5-溴-2-萘甲酸甲酯 在 吡啶 、 sodium hydroxide 、 叠氮磷酸二苯酯 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 反应 86.0h， 生成 N-[5-[(E)-2-[6-(dimethylamino)-2-quinolyl]vinyl]-2-naphthyl]-1,1,1-trifluoro-methanesulfonamide
  参考文献：
  名称：

  Design and Syntheses of 1,6-Naphthalene Derivatives as Selective HCMV Protease Inhibitors

  摘要：

  Through high throughput screening of various libraries, substituted styryl naphthalene 6 was identified as an HCMV protease inhibitor. Optimization of various regions of the lead molecule using parallel synthesis resulted in 1,6-substituted naphthalenes 19d-i. These compounds displayed good potency and were selective over elastase, trypsin, and chymotrypsin. The optimization approach on lead compound 6 in three different regions of the molecule using parallel solution-phase synthesis and the corresponding SAR are discussed in detail.

  DOI：

  10.1021/jm030540h

文献信息

• Design and Syntheses of 1,6-Naphthalene Derivatives as Selective HCMV Protease Inhibitors
  作者：Ariamala Gopalsamy、Kitae Lim、John W. Ellingboe、Boris Mitsner、Antonia Nikitenko、Janis Upeslacis、Tarek S. Mansour、Matthew W. Olson、Geraldine A. Bebernitz、Diane Grinberg、Boris Feld、Franklin J. Moy、John O'Connell

  DOI：10.1021/jm030540h

  日期：2004.4.1

  Through high throughput screening of various libraries, substituted styryl naphthalene 6 was identified as an HCMV protease inhibitor. Optimization of various regions of the lead molecule using parallel synthesis resulted in 1,6-substituted naphthalenes 19d-i. These compounds displayed good potency and were selective over elastase, trypsin, and chymotrypsin. The optimization approach on lead compound 6 in three different regions of the molecule using parallel solution-phase synthesis and the corresponding SAR are discussed in detail.