(4-(4-amino-6,7-dimethoxyquinazolin-2-yl)piperazin-1-yl)(cyclopropyl)methanone | 64579-61-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: (4-(4-amino-6,7-dimethoxyquinazolin-2-yl)piperazin-1-yl)(cyclopropyl)methanone
• 英文别名: 1-(4-amino-6,7-dimethoxy-quinazolin-2-yl)-4-cyclopropanecarbonyl-piperazine；4-amino-2-[4-(cyclopropylcarbonyl)-1-piperazinyl]-6,7-dimethoxyquinazoline；[4-(4-amino-6,7-dimethoxyquinazolin-2-yl)piperazin-1-yl]-cyclopropylmethanone
• CAS: 64579-61-9
• 化学式: C₁₈H₂₃N₅O₃
• 分子量: 357.412
• InChiKey: PQAOBJDQAFJTBT-UHFFFAOYSA-N

物化性质

• 沸点：
  631.4±65.0 °C(Predicted)
• 密度：
  1.353±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  93.8
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-哌嗪基-4-氨基-6,7-二甲氧基喹唑啉 、 环丙甲酸 在 N,N-二异丙基乙胺 、 2-肟氰乙酸乙酯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以59%的产率得到(4-(4-amino-6,7-dimethoxyquinazolin-2-yl)piperazin-1-yl)(cyclopropyl)methanone
  参考文献：
  名称：

  Targeting Influenza A Virus RNA Promoter

  摘要：

  The emergence of drug‐resistant strains of influenza virus makes exploring new classes of inhibitors that target universally conserved viral targets a highly important goal. The influenza A viral genome is made up of eight single‐stranded RNA‐negative segments. The RNA promoter, consisting of the conserved sequences at the 3′ and 5′ end of each RNA genomic segment, is universally conserved among influenza A virus strains and in all segments. Previously, we reported on the identification and NMR structure of DPQ (6,7‐dimethoxy‐2‐(1‐piperazinyl)‐4‐quinazolinamine) (compound 1) in complex with the RNA promoter. Here, we report on additional screening and SAR studies with compound 1, including ex vivo anti‐influenza activity assays, resulted in improved cellular activity against influenza A virus in the micromolar range.

  DOI：

  10.1111/cbdd.12534

文献信息

• Method of treating a patient having precancerous lesions with quinazoline derivatives
  申请人：Cell Pathways, Inc.

  公开号：US06262059B1

  公开（公告）日：2001-07-17

  Derivatives of Quinazoline are useful for the treatment of patients having precancerous lesions. These compounds are also useful to inhibit growth of neoplastic cells.

  喹唑啉衍生物对于治疗患有癌前病变的患者很有用。这些化合物还可用于抑制肿瘤细胞的生长。
• 2-Piperazinyl-6,7-dimethoxyquinazolines
  申请人：Mead Johnson & Company

  公开号：US04060615A1

  公开（公告）日：1977-11-29

  A series of novel 4-amino or 4-hydrazino-2-(substituted piperazinyl)-6,7-dimethoxyquinazolines is disclosed having antihypertensive and phosphodiesterase inhibiting properties. Piperazinyl substituents include cycloalkenylcarbonyl, cycloalkylcarbonyl, and methylcycloalkylcarbonyl. A representative embodiment of the invention is 4-amino-2-[4-(cyclopentylcarbonyl)-1-piperazinyl]-6,7-dimethoxyquinazoline .

  一系列新颖的4-氨基或4-联氨基-2-(取代哌嗪基)-6,7-二甲氧基喹唑啉类化合物被披露，具有降压和磷酸二酯酶抑制特性。哌嗪基取代物包括环烯基羰基、环烷基羰基和甲基环烷基羰基。该发明的代表性实施例是4-氨基-2-[4-(环戊基羰基)-1-哌嗪基]-6,7-二甲氧基喹唑啉。
• US4060615A
  申请人：——

  公开号：US4060615A

  公开（公告）日：1977-11-29
• US6262059B1
  申请人：——

  公开号：US6262059B1

  公开（公告）日：2001-07-17
• Targeting Influenza A Virus RNA Promoter
  作者：Angel Bottini、Surya K. De、Bainan Wu、Changyan Tang、Gabriele Varani、Maurizio Pellecchia

  DOI：10.1111/cbdd.12534

  日期：2015.10

  The emergence of drug‐resistant strains of influenza virus makes exploring new classes of inhibitors that target universally conserved viral targets a highly important goal. The influenza A viral genome is made up of eight single‐stranded RNA‐negative segments. The RNA promoter, consisting of the conserved sequences at the 3′ and 5′ end of each RNA genomic segment, is universally conserved among influenza A virus strains and in all segments. Previously, we reported on the identification and NMR structure of DPQ (6,7‐dimethoxy‐2‐(1‐piperazinyl)‐4‐quinazolinamine) (compound 1) in complex with the RNA promoter. Here, we report on additional screening and SAR studies with compound 1, including ex vivo anti‐influenza activity assays, resulted in improved cellular activity against influenza A virus in the micromolar range.