2(1H)-Quinolinone, 4-((3,5-dimethylphenyl)thio)-3-nitro- | 172469-81-7

• 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: 2(1H)-Quinolinone, 4-((3,5-dimethylphenyl)thio)-3-nitro-
• 英文别名: 4-(3,5-dimethylphenyl)sulfanyl-3-nitro-1H-quinolin-2-one
• CAS: 172469-81-7
• 化学式: C₁₇H₁₄N₂O₃S
• 分子量: 326.376
• InChiKey: CQEBYYQVFPXTQH-UHFFFAOYSA-N

物化性质

• 沸点：
  509.9±50.0 °C(Predicted)
• 密度：
  1.38±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  100
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2(1H)-Quinolinone, 4-((3,5-dimethylphenyl)thio)-3-nitro- 在 tin(ll) chloride 作用下， 以 乙酸乙酯 为溶剂， 反应 1.0h， 以52%的产率得到3-amino-4-(3', 5'-dimethylphenyl)-thio-quinoline-2(1H)-one
  参考文献：
  名称：

  A New Series of Pyridinone Derivatives as Potent Non-Nucleoside Human Immunodeficiency Virus Type 1 Specific Reverse Transcriptase Inhibitors

  摘要：

  4-(Arylthio)-pyridin-2(1H)-ones variously substituted in their 3-, 5-, and 6-positions have been synthesized as a new series of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT)-pyridinone hybrid molecules. Biological studies revealed that some of them show potent HIV-1 specific reverse transcriptase inhibitory properties. Compounds 16 and 7c, the most active ones, inhibit the replication of HIV-1 at 3 and 6 nM, respectively.

  DOI：

  10.1021/jm00023a007
• 作为产物：
  描述：

  2,4-喹啉二醇 在 苄基三乙基氯化铵 、 硝酸 、 三乙胺 、 三氯氧磷 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 3.67h， 生成 2(1H)-Quinolinone, 4-((3,5-dimethylphenyl)thio)-3-nitro-
  参考文献：
  名称：

  A New Series of Pyridinone Derivatives as Potent Non-Nucleoside Human Immunodeficiency Virus Type 1 Specific Reverse Transcriptase Inhibitors

  摘要：

  4-(Arylthio)-pyridin-2(1H)-ones variously substituted in their 3-, 5-, and 6-positions have been synthesized as a new series of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT)-pyridinone hybrid molecules. Biological studies revealed that some of them show potent HIV-1 specific reverse transcriptase inhibitory properties. Compounds 16 and 7c, the most active ones, inhibit the replication of HIV-1 at 3 and 6 nM, respectively.

  DOI：

  10.1021/jm00023a007

文献信息

• 4-ARYL-THIO-PYRIDIN-2(1H)-ONES, MEDICAMENTS LES CONTENANT ET LEURS UTILISATIONS DANS LE TRAITEMENT DE MALADIES LIEES AUX VIH
  申请人：CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE

  公开号：EP0843663B1

  公开（公告）日：2003-04-09
• US6015820A
  申请人：——

  公开号：US6015820A

  公开（公告）日：2000-01-18
• A New Series of Pyridinone Derivatives as Potent Non-Nucleoside Human Immunodeficiency Virus Type 1 Specific Reverse Transcriptase Inhibitors
  作者：Valerie Dolle、E. Fan、Chi Hung Nguyen、Anne-Marie Aubertin、Andre Kirn、Marie Line Andreola、Gordon Jamieson、Laura Tarrago-Litvak、Emile Bisagni

  DOI：10.1021/jm00023a007

  日期：1995.11

  4-(Arylthio)-pyridin-2(1H)-ones variously substituted in their 3-, 5-, and 6-positions have been synthesized as a new series of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT)-pyridinone hybrid molecules. Biological studies revealed that some of them show potent HIV-1 specific reverse transcriptase inhibitory properties. Compounds 16 and 7c, the most active ones, inhibit the replication of HIV-1 at 3 and 6 nM, respectively.