4-Cyclobutylmethoxy-2-oxo-1,2-dihydro-quinoline-3-carbonitrile

• 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: 4-Cyclobutylmethoxy-2-oxo-1,2-dihydro-quinoline-3-carbonitrile
• 英文别名: 4-(cyclobutylmethoxy)-2-oxo-1H-quinoline-3-carbonitrile
• 化学式: C₁₅H₁₄N₂O₂
• 分子量: 254.288
• InChiKey: AKSUXAZNKMRBJD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  62.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  溴甲基环丁烷 、 2-羟基-4-氧代-1H-喹啉-3-甲腈 在 potassium carbonate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以5%的产率得到4-Cyclobutylmethoxy-2-oxo-1,2-dihydro-quinoline-3-carbonitrile
  参考文献：
  名称：

  Design of Non-nucleoside Inhibitors of HIV-1 Reverse Transcriptase with Improved Drug Resistance Properties. 2.

  摘要：

  HIV-1 nonnucleoside reverse transcriptase inhibitors (NNRTIs) are part of the combination therapy currently used to treat HIV infection. The features of a new NNRTI drug for HIV treatment must include selective potent activity against both wild-type virus as well as against mutant virus that have been selected by use of current antiretroviral treatment regimens. Based on analogy with known HIV-1 NNRTI inhibitors and modeling studies utilizing the X-ray crystal structure of inhibitors bound in the HIV-1 RT, a series of substituted 2-quinolones was synthesized and evaluated as HIV-1 inhibitors.

  DOI：

  10.1021/jm040072r