5-benzyl-6-azauracil | 90946-40-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 5-benzyl-6-azauracil
• 英文别名: 6-benzyl-2H-[1,2,4]triazine-3,5-dione；6-Benzyl-as-triazin-3,5(2H,4H)-dion；6-Benzyl-2H-[1,2,4]triazin-3,5-dion；6-benzyl-2H-[1,2,4]triazin-3,5-dione；1,2,4-Triazine-3,5(2H,4H)-dione, 6-(phenylmethyl)-；6-benzyl-2H-1,2,4-triazine-3,5-dione
• CAS: 90946-40-0
• 化学式: C₁₀H₉N₃O₂
• 分子量: 203.2
• InChiKey: GFMZRLHACQXOBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  70.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-benzyl-6-azauracil 在 potassium dichromate 作用下， 以 溶剂黄146 为溶剂， 反应 11.0h， 以66.8%的产率得到6-benzoyl-2H-[1,2,4]triazine-3,5-dione
  参考文献：
  名称：

  Synthetic Approach to 6-Benzoyl-2H-[1,2,4]triazine-3,5-dione and 6-Benzyl-5-thioxo-3,4-dihydro-2H-[1,2,4]triazin-3-one and Studies on Their Transformation to Fused[1,2,4]triazine Systems

  摘要：

  DOI：

  10.1080/10426500307850
• 作为产物：
  描述：

  苯基丙酮酸缩氨基脲 在 sodium ethanolate 、 乙二醇 作用下， 生成 5-benzyl-6-azauracil
  参考文献：
  名称：

  Synthesis of Some 5-Alkyl-6-azauracils¹

  摘要：

  DOI：

  10.1021/jo01106a038

文献信息

• 3-oxo-2(H)-1,2,4-triazine derivatives as ligands of 5 HT1A receptors
  申请人：Pierre Fabre Medicament

  公开号：US06303603B1

  公开（公告）日：2001-10-16

  The invention concerns novel 3-oxo-(2H)-1,2,4-triazine derivatives of general formula (I) in which R1 represents: hydrogen, when A is an optionally substituted nitrogen atom; a linear or branched 1-C4 alkyl group; a C1-C4phenyl alkyl group, the phenyl ring being optionally substituted by one or several groups such as C1-C4 alkyl, C1-C3 alkoxy, halogen, trifluoromethyl. R2 represents: hydrogen; a linear or branched C1-C4 alkyl radical; a C1-C4 phenyl or phenylalkyl group, the phenyl ring being optionally substituted by one or several groups such as C1-C4 alkyl, C1-C3 alkoxy, halogen, trifluoromethyl. A represents an oxygen atom or a nitrogen atom optionally NR3 substituted. R3 represents hydrogen or a methyl group. B represents a group such as (IIa) in which Ar itself represents an aromatic structure such as phenyl, pyridyl or pyrimidyl, optionally substituted by one or several groups such as C1-C3 alkyl, C1-C3 alkoxy, hydroxy, trifluoromethyl or halogen and n can be whole numbers ranging between 3 and 5; (IIb) in which Ar is as defined in formula (IIa) and m can be a whole number ranging between 1 and 2; (IIc) in which R4 represents hydrogen or a C1-C3 alkyl group and n can be whole numbers ranging between 3 and 5.

  本发明涉及通式(I)的新型3-氧代-(2H)-1,2,4-三嗪衍生物，其中R1代表：当A为可选择性取代的氮原子时，氢；线性或支链的C1-C4烷基；C1-C4苯基烷基，苯环可选择性地被一个或多个如C1-C4烷基、C1-C3烷氧基、卤素、三氟甲基的基团取代。R2代表：氢；线性或支链的C1-C4烷基；C1-C4苯基或苯基烷基，苯环可选择性地被一个或多个如C1-C4烷基、C1-C3烷氧基、卤素、三氟甲基的基团取代。A代表氧原子或可选择性NR3取代的氮原子。R3代表氢或甲基。B代表如(IIa)的基团，其中Ar本身代表如苯基、吡啶基或嘧啶基的芳香结构，可选择性地被一个或多个如C1-C3烷基、C1-C3烷氧基、羟基、三氟甲基或卤素的基团取代，n可以是3至5的整数；(IIb)中Ar的定义同(IIa)，m可以是1至2的整数；(IIc)中R4代表氢或C1-C3烷基，n可以是3至5的整数。
• Synthesis and antimicrobial evaluation of 6-azauracil non-nucleosides
  作者：Nasser R. El-Brollosy

  DOI：10.1007/s00706-008-0948-7

  日期：2008.12

  The present study describes synthesis and antimicrobial evaluation of a series of novel 6-azauracil non-nucleosides. Reaction of silylated 6-azauracils with the appropriate chloroethers gave the corresponding non-nucleosides. 1-(Allyloxymethy)6-azauracils and non-nucleosides bearing indanyl, cyclohexenyl, and cyclohexyl moieties were obtained via silylation of 6-azauracils followed by treatment with the appropriate acetals. Selected compounds were tested for their in vitro antimicrobial activity against a panel of standard strains of Gram-positive and Gram-negative bacteria and the yeast-like pathogenic fungus Candida albicans. Four compounds showed marked inhibitory activity particularly against the tested Gram-positive bacteria.
• Synthetic and Antiviral Studies on Certain Acyclic Nucleosides of 5-Benzyl-6-Azauracil Derivatives
  作者：Yeh-Long Chen、Shwu-Jing Chen、Kuan-Han Lee、Bor-Ruey Huang、Cherng-Chyi Tzeng

  DOI：10.1080/07328319308018563

  日期：1993.11

  Several 5-(4-substituted benzyl)-6-azauracils have been synthesized from the corresponding benzaldehydes. The 5-benzyl-6-azauracils were silylated with hexamethyldisilazane and then glycosylated with aliphatic halides, e.g., (2-acetoxyethoxy)methyl bromide and 1,3-dibenzyloxy-2-chloromethoxypropane, to give protected acyclic nucleosides which were deprotected to afford acyclonucleosides of 5-(4-substituted benzyl)-6-azauracils. None of the compounds exhibited significant antiviral activity against herpes simplex virus type 1 (HSV-1) and type 2 (HSV-2) in vitro.
• Bougault, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1914, vol. 159, p. 632
  作者：Bougault

  DOI：——

  日期：——
• Cattelain, Bulletin de la Societe Chimique de France, 1945, vol. <5> 12, p. 53,57
  作者：Cattelain

  DOI：——

  日期：——