1-(2-(2-(naphthalen-1-yloxy)phenoxy)ethyl)pyrimidine-2,4(1H,3H)-dione | 1632077-34-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2-(2-(naphthalen-1-yloxy)phenoxy)ethyl)pyrimidine-2,4(1H,3H)-dione
• 英文别名: 1-[2-[2-(1-Naphthyloxy)phenoxy]ethyl]pyrimidine-2,4-dione；1-[2-(2-naphthalen-1-yloxyphenoxy)ethyl]pyrimidine-2,4-dione
• CAS: 1632077-34-9
• 化学式: C₂₂H₁₈N₂O₄
• 分子量: 374.396
• InChiKey: VEVWWSLWYLIBFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-(1-萘氧基)-2-羟基-苯 在 ammonium hydroxide 、 potassium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 19.0h， 生成 1-(2-(2-(naphthalen-1-yloxy)phenoxy)ethyl)pyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  Picomolar Inhibitors of HIV-1 Reverse Transcriptase: Design and Crystallography of Naphthyl Phenyl Ethers

  摘要：

  Catechol diethers that incorporate a 6-cyano-1-naphthyl substituent have been explored as non-nucleoside inhibitors of HIV-1 reverse transcriptase (NNRTIs). Promising compounds are reported that show midpicomolar activity against the wild-type virus and sub-20 nM activity against viral variants bearing Tyr181Cys and Lys103Asn mutations in HIV-RT. An X-ray crystal structure at 2.49 angstrom resolution is also reported for the key compound 6e with HIV-RT.

  DOI：

  10.1021/ml5003713

文献信息

• COMPOUNDS AND METHODS FOR TREATING HIV INFECTIONS
  申请人：YALE UNIVERSITY

  公开号：US20150105351A1

  公开（公告）日：2015-04-16

  The present invention is directed to novel nanomolar and picomolar inhibitors of HIV reverse transcriptase, pharmaceutical compositions therefrom and methods for inhibiting reverse transcriptase and treating HIV infections, especially included drug resistant strains of HIV-1 and HIV-2 and/or secondary disease states and/or conditions which occur as a consequence of HIV infection.

  本发明涉及新型纳摩尔和皮摩尔HIV逆转录酶抑制剂，以及由此制备的药物组合物和用于抑制逆转录酶和治疗HIV感染的方法，特别包括对HIV-1和HIV-2的耐药菌株以及作为HIV感染后果发生的次生疾病状态和/或条件。
• US9382245B2
  申请人：——

  公开号：US9382245B2

  公开（公告）日：2016-07-05
• Picomolar Inhibitors of HIV-1 Reverse Transcriptase: Design and Crystallography of Naphthyl Phenyl Ethers
  作者：Won-Gil Lee、Kathleen M. Frey、Ricardo Gallardo-Macias、Krasimir A. Spasov、Mariela Bollini、Karen S. Anderson、William L. Jorgensen

  DOI：10.1021/ml5003713

  日期：2014.11.13

  Catechol diethers that incorporate a 6-cyano-1-naphthyl substituent have been explored as non-nucleoside inhibitors of HIV-1 reverse transcriptase (NNRTIs). Promising compounds are reported that show midpicomolar activity against the wild-type virus and sub-20 nM activity against viral variants bearing Tyr181Cys and Lys103Asn mutations in HIV-RT. An X-ray crystal structure at 2.49 angstrom resolution is also reported for the key compound 6e with HIV-RT.