6-hexylfuro[2,3-d]pyrimidin-2-one | 791783-16-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃[2,3-d]嘧啶
• 英文名称: 6-hexylfuro[2,3-d]pyrimidin-2-one
• 英文别名: 6-hexyl-2,3-dihydrofuro[2,3-d]pyrimidin-2-one；6-hexyl-1H-furo[2,3-d]pyrimidin-2-one
• CAS: 791783-16-9
• 化学式: C₁₂H₁₆N₂O₂
• 分子量: 220.271
• InChiKey: GNSQZWZEUNGEIH-UHFFFAOYSA-N

物化性质

• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-hexylfuro[2,3-d]pyrimidin-2-one 、 1-碘丁烷 在 potassium carbonate 作用下， 以 DMF (N,N-dimethyl-formamide) 为溶剂， 以36%的产率得到2-butyloxy-6-hexylfuro[2,3-d]pyrimidine
  参考文献：
  名称：

  [EN] HETEROCYCLIC COMPOUNDS FOR USE IN THE TREATMENT OF VIRAL INFECTIONS
  [FR] COMPOSES HETEROCYCLIQUES DESTINES A ETRE UTILISES DANS LE TRAITEMENT D'INFECTIONS VIRALES

  摘要：

  6-取代-3-取代-3H-呋喃[2,3-d]嘧啶-2-酮和6-取代-2-取代-呋喃[2,3-d]嘧啶新化合物在治疗病毒感染，特别是巨细胞病毒感染方面具有用途。 取代基可独立地选择自烷基、芳基、烯基和炔基。 在6位的首选取代基是烷基。

  公开号：

  WO2004096813A1
• 作为产物：
  描述：

  1-辛炔 、 5-碘尿嘧啶 在 copper(l) iodide 、 四(三苯基膦)钯 N,N-二异丙基乙胺 、 三乙胺 作用下， 以 DMF (N,N-dimethyl-formamide) 为溶剂， 反应 24.0h， 以68%的产率得到6-hexylfuro[2,3-d]pyrimidin-2-one
  参考文献：
  名称：

  [EN] HETEROCYCLIC COMPOUNDS FOR USE IN THE TREATMENT OF VIRAL INFECTIONS
  [FR] COMPOSES HETEROCYCLIQUES DESTINES A ETRE UTILISES DANS LE TRAITEMENT D'INFECTIONS VIRALES

  摘要：

  6-取代-3-取代-3H-呋喃[2,3-d]嘧啶-2-酮和6-取代-2-取代-呋喃[2,3-d]嘧啶新化合物在治疗病毒感染，特别是巨细胞病毒感染方面具有用途。 取代基可独立地选择自烷基、芳基、烯基和炔基。 在6位的首选取代基是烷基。

  公开号：

  WO2004096813A1

文献信息

• Heterocyclic compounds for use in the treatment of viral infections
  申请人：McGuigan Christopher

  公开号：US20070191373A1

  公开（公告）日：2007-08-16

  6-substituted-3-substituted-3H-furo[2,3-d]pyrimidin-2-one and 6-substituted-2-substituted-furo[2,3-d]pyrimidine novel compounds are useful in the treatment of viral infection, in particular cytomegalovirus viral infection. The substituents are independently selected from alkyl, aryl, alkenyl and alkynyl. The preferred substituent at the 6 position is alkyl.

  6-取代-3-取代-3H-呋喃[2,3-d]嘧啶-2-酮和6-取代-2-取代-呋喃[2,3-d]嘧啶新化合物在治疗病毒感染，特别是巨细胞病毒感染方面具有用途。取代基独立地选自烷基，芳基，烯基和炔基。在6位的首选取代基是烷基。
• Efficient palladium-mediated or base-induced 5-endo-dig cyclisation of C5-alkynylated pyrimidine derivatives: conventional and microwave-assisted synthesis of novel furo[2,3-d]pyrimidines
  作者：Tatjana Gazivoda Kraljević、Andrea Bistrović、Matea Dedić、Sandra Kraljević Pavelić、Mirela Sedić、Silvana Raić-Malić

  DOI：10.1016/j.tetlet.2012.07.068

  日期：2012.9

  A series of the novel 5-alkynyl- and furo[2,3-d]pyrimidine derivatives in which the sugar moiety is replaced by a methoxymethyl (MOM) group is synthesised using the Sonogashira cross-coupling reaction under both conventional and microwave conditions, in good to excellent yields. The 5-endo-dig cyclisation of 5-alkynylpyrimidine derivatives promoted by a Pd-catalyst or base gives the corresponding furo[2,3-d]pyrimidines in good yields. (C) 2012 Elsevier Ltd. All rights reserved.
• [EN] HETEROCYCLIC COMPOUNDS FOR USE IN THE TREATMENT OF VIRAL INFECTIONS<br/>[FR] COMPOSES HETEROCYCLIQUES DESTINES A ETRE UTILISES DANS LE TRAITEMENT D'INFECTIONS VIRALES
  申请人：UNIV CARDIFF

  公开号：WO2004096813A1

  公开（公告）日：2004-11-11

  6-substituted-3-substituted-3H-furo[2,3-d]pyrimidin-2-one and 6-substituted-2-substituted-furo[2,3-d]pyrimidine novel compounds are useful in the treatment of viral infection, in particular cytomegalovirus viral infection. The substituents are independently selected from alkyl, aryl, alkenyl and alkynyl. The preferred substituent at the 6 position is alkyl.

  6-取代-3-取代-3H-呋喃[2,3-d]嘧啶-2-酮和6-取代-2-取代-呋喃[2,3-d]嘧啶新化合物在治疗病毒感染，特别是巨细胞病毒感染方面具有用途。 取代基可独立地选择自烷基、芳基、烯基和炔基。 在6位的首选取代基是烷基。
• THE JOURNEY TOWARDS ELUCIDATING THE ANTI-HCMV ACTIVITY OF ALKYLATED BICYCLIC FURANO PYRIMIDINES
  作者：M. R. Kelleher、C. McGuigan、O. Bidet、A. Carangio、H. Weldon、G. Andrei、R. Snoeck、E. De Clercq、J. Balzarini

  DOI：10.1081/ncn-200060122

  日期：2005.4.1

  Bicyclic furanopyrimidines were recently discovered by us to be potent and selective inhibitors of VZV. Related studies to investigate the role of the sugar in this activity uncovered dideoxy furanopyrimidines as inhibitors of HCMV and this led to the preparation of highly modified long alkyl chain furanopyrimidines from the N- and O-alkylation of their parent bases. Herein we describe their synthesis and subsequent biological evaluation against HCMV. O-alkylated derivatives were almost invariably found to be at least equiactive with their N-alkylated counterparts. At this point, little change in activity has been found with large variation in N- and O-substituent.