3-acetyl-1-(4-fluorophenyl)methyl-4(1H)-quinolinone | 865092-80-4

• 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: 3-acetyl-1-(4-fluorophenyl)methyl-4(1H)-quinolinone
• 英文别名: 1-(4-fluorophenyl)methyl-1,4-dihydro-3-acetyl-4-oxoquinoline；3-acetyl-1-[(4-fluorophenyl)methyl]quinolin-4-one
• CAS: 865092-80-4
• 化学式: C₁₈H₁₄FNO₂
• 分子量: 295.313
• InChiKey: PWWKVURNSLEUHV-UHFFFAOYSA-N

物化性质

• 熔点：
  213-214 °C(Solv: toluene (108-88-3))
• 沸点：
  455.4±45.0 °C(Predicted)
• 密度：
  1.290±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-acetyl-1-(4-fluorophenyl)methyl-4(1H)-quinolinone 在 吡啶 、 selenium(IV) oxide 作用下， 反应 3.5h， 以69%的产率得到
  参考文献：
  名称：

  [EN] QIUNOLIN-4-ONES AS INHIBITORS OF RETROVIRAL INTEGRASE FOR THE TREATMENT OF HIV, AIDS AND AIDS RELATED COMPLEX (ARC)
  [FR] QUINOLIN-4-ONES UTILISES COMME INHIBITEURS DE L'INTEGRASE RETROVIRALE POUR LE TRAITEMENT DU VIH, DU SIDA ET DU SYNDROME APPARENTE AU SIDA (ARC)

  摘要：

  新型喹啉类逆转录病毒整合酶抑制剂，特别是HIV-1整合酶。这些喹啉抑制剂是下式（I）的氧基喹啉，可用于预防或治疗受试者的艾滋病或HIV感染。其中Z从-C（O）OR2中选择，然后R3、R4、R5或R6中至少有一个是-C（O）CH2C（O）X，其中R1、R2、R3、R5、R6或X如本文所述。

  公开号：

  WO2005087759A1
• 作为产物：
  描述：

  3-acetylquinolin-4(1H)-one 、 4-氟溴苄 在 potassium carbonate 作用下， 以 DMF (N,N-dimethyl-formamide) 为溶剂， 反应 1.5h， 生成 3-acetyl-1-(4-fluorophenyl)methyl-4(1H)-quinolinone
  参考文献：
  名称：

  [EN] QIUNOLIN-4-ONES AS INHIBITORS OF RETROVIRAL INTEGRASE FOR THE TREATMENT OF HIV, AIDS AND AIDS RELATED COMPLEX (ARC)
  [FR] QUINOLIN-4-ONES UTILISES COMME INHIBITEURS DE L'INTEGRASE RETROVIRALE POUR LE TRAITEMENT DU VIH, DU SIDA ET DU SYNDROME APPARENTE AU SIDA (ARC)

  摘要：

  新型喹啉类逆转录病毒整合酶抑制剂，特别是HIV-1整合酶。这些喹啉抑制剂是下式（I）的氧基喹啉，可用于预防或治疗受试者的艾滋病或HIV感染。其中Z从-C（O）OR2中选择，然后R3、R4、R5或R6中至少有一个是-C（O）CH2C（O）X，其中R1、R2、R3、R5、R6或X如本文所述。

  公开号：

  WO2005087759A1

文献信息

• Quinolin-4-Ones as Inhibitors of Retroviral Integrase for the Treatment of Hiv, Aids and Aids Related Complex (Arc)
  申请人：Di Santo Roberto

  公开号：US20070219242A1

  公开（公告）日：2007-09-20

  Novel quinoline inhibitors of retroviral integrase, particularly HIV-1 integrase. The quinoline inhibitors are oxoquinolines that can be used for preventing or treating AIDS or HIV infection in a subject.

  小说喹啉类逆转录病毒整合酶抑制剂，特别是HIV-1整合酶。喹啉类抑制剂是氧喹啉，可用于预防或治疗受试者的艾滋病或HIV感染。
• Quinolin-4-ones as inhibitors of retroviral integrase for the treatment of HIV, AIDS and AIDS related complex (ARC)
  申请人：The United States of America as represented by the Department of Health and Human Services

  公开号：US07776883B2

  公开（公告）日：2010-08-17

  Novel quinoline inhibitors of retroviral integrase, particularly HIV-1 integrase. The quinoline inhibitors are oxoquinolines that can be used for preventing or treating AIDS or HIV infection in a subject.

  新型喹啉类逆转录病毒整合酶抑制剂，特别是HIV-1整合酶抑制剂。这些喹啉抑制剂是氧喹啉，可用于预防或治疗受试者的艾滋病或HIV感染。
• Novel Quinolinonyl Diketo Acid Derivatives as HIV-1 Integrase Inhibitors: Design, Synthesis, and Biological Activities
  作者：Roberto Di Santo、Roberta Costi、Alessandra Roux、Gaetano Miele、Giuliana Cuzzucoli Crucitti、Alberto Iacovo、Federica Rosi、Antonio Lavecchia、Luciana Marinelli、Carmen Di Giovanni、Ettore Novellino、Lucia Palmisano、Mauro Andreotti、Roberta Amici、Clementina Maria Galluzzo、Lucia Nencioni、Anna Teresa Palamara、Yves Pommier、Christophe Marchand

  DOI：10.1021/jm8001422

  日期：2008.8.1

  Novel quinolinonyl diketo acids were designed to obtain integrase (IN) inhibitors selectively active against the strand transfer (ST) step of the HIV integration process. Those new compounds are characterized by a single aryl diketo acid (DKA) chain in comparison to 4, a bifunctional diketo acid reported by our group as an anti-IN agent highly potent against both the 3'-processing and ST steps. Compound 6d was the most potent derivative in IN enzyme assays, while 6i showed the highest potency against HIV-1 in acutely infected cells. The selective inhibition of ST suggested the newly designed monofunctional DKAs bind the IN-DNA acceptor site without affecting the DNA donor site.
• QIUNOLIN-4-ONES AS INHIBITORS OF RETROVIRAL INTEGRASE FOR THE TREATMENT OF HIV, AIDS AND AIDS RELATED COMPLEX (ARC)
  申请人：The United States of America, represented by the Secretary, Department of Health and Human Services

  公开号：EP1730135B1

  公开（公告）日：2010-09-22
• US7776883B2
  申请人：——

  公开号：US7776883B2

  公开（公告）日：2010-08-17