4-amino-1,6-dihydro-1-methyl-2-methylthio-5-nitroso-6-oxo-pyrimidine | 42026-60-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4-amino-1,6-dihydro-1-methyl-2-methylthio-5-nitroso-6-oxo-pyrimidine
• 英文别名: 6-amino-3-methyl-2-methylsulfanyl-5-nitrosopyrimidin-4(3H)-one；6-amino-3-methyl-2-(methylthio)-5-nitrosopyrimidin-4(3H)-one；6-amino-2-methylthio-3-methyl-5-nitrosopyrimidin-4(3H)-one；6-amino-5-nitroso-3-methyl-2-methylthio-4(3H)pyrimidinone；6-amino-3-methyl-2-methylsulfanyl-5-nitroso-3H-pyrimidin-4-one；6-Amino-3-methyl-2-methylmercapto-5-nitroso-3H-pyrimidin-4-on；6-Amino-3-methyl-2-methylsulfanyl-5-nitrosopyrimidin-4-one
• CAS: 42026-60-8
• 化学式: C₆H₈N₄O₂S
• 分子量: 200.221
• InChiKey: SYHBHOXHNNLJAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  113
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-amino-1,6-dihydro-1-methyl-2-methylthio-5-nitroso-6-oxo-pyrimidine 在 sodium dithionite 作用下， 以 乙醇 为溶剂， 反应 8.5h， 生成 1-methyl-2-morpholin-4-yl-1,7(9)-dihydro-purin-6-one
  参考文献：
  名称：

  A synthesis of 1-methyl, N2-alkylguanines

  摘要：

  DOI：

  10.1016/s0040-4020(01)82535-7
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 盐酸 、 sodium nitrite 作用下， 生成 4-amino-1,6-dihydro-1-methyl-2-methylthio-5-nitroso-6-oxo-pyrimidine
  参考文献：
  名称：

  Johns; Hendrix, Journal of Biological Chemistry, 1915, vol. 20, p. 158

  摘要：

  DOI：

文献信息

• Pteridine nucleotide analogs as fluorescent DNA probes
  申请人：The United States of America as represented by the Secretary of the

  公开号：US05525711A1

  公开（公告）日：1996-06-11

  The invention provides novel pteridine nucleotides which are highly fluorescent under physiological conditions and which may be used in the chemical synthesis of fluorescent oligonucleotidcs. The invention further provides for fluorescent oligonucleotides comprising one or more pteridine nucleotides. In addition the invention provides for pteridine nucleotide triphosphates which may be used as the constituent monomers in DNA amplification procedures.

  本发明提供了一种新颖的蝶啶核苷酸，它们在生理条件下具有高度的荧光性，并可用于化学合成荧光寡核苷酸。本发明还提供了包含一个或多个蝶啶核苷酸的荧光寡核苷酸。此外，本发明还提供了蝶啶核苷三磷酸，可用作DNA扩增程序中的构成单体。
• Novel Procedure for Selective C-Nitrosation of Aminopyrimidine Derivatives Under Neutral Conditions. Scope and Synthetic Applications
  作者：Antonio Marchal、Manuel Melguizo、Manuel Nogueras、Adolfo Sánchez、John N. Low

  DOI：10.1055/s-2002-19760

  日期：——

  A novel simple method, based on treatment with isoamyl nitrite (IAN) in DMSO without any added acid, to produce selective C(5)-nitrosation of aminopyrimidine derivatives is described. It proved to be suitable for a multigram scale and applicable to a larger range of pyrimidine derivatives, including amino-dialkoxypyrimidines, than the procedures previously known. Its scope is analyzed and some example on the usefulness of the newly prepared substances as intermediates in the synthesis of fused heterobicyclic derivatives of potential biological interest is presented.

  描述了一种新颖简单的方法，该方法基于在无任何添加酸的DMSO中用异戊醇硝酸酯（IAN）处理，实现对氨基嘧啶衍生物的选择性C(5)-亚硝化。该方法证明适合于多克级规模，并且适用于比之前已知程序更广泛的嘧啶衍生物，包括氨基-二烷氧基嘧啶。分析了其适用范围，并展示了一些新制备物作为潜在生物兴趣的融合杂环衍生物合成中的中间体的实用性示例。
• Pteridine nucletide analogs as fluorescent DNA probes
  申请人：The United States of America as represented by the Department of Health

  公开号：US05612468A1

  公开（公告）日：1997-03-18

  The invention provides novel pteridine nucleotides which are highly fluorescent under physiological conditions and which may be used in the chemical synthesis of fluorescent oligonucleotides. The invention further provides for fluorescent oligonucleotides comprising one or more pteridine nucleotides. In addition the invention provides for pteridine nucleotide triphosphates which may be used as the constituent monomers in DNA amplification procedures.

  本发明提供了一种新型的酰蝶呤核苷酸，其在生理条件下具有高度荧光，并可用于荧光寡核苷酸的化学合成。本发明还提供了包含一个或多个酰蝶呤核苷酸的荧光寡核苷酸。此外，本发明还提供了可用作DNA扩增过程中的组成单体的酰蝶呤核苷酸三磷酸盐。
• Mechanistic aspects of the oxidation of 1,3-disubstituted 6-amino-5-nitrosouracils with lead tetraacetate: the formation of pyrimido[5,4-g]pteridinetetrone 10-oxides
  作者：Magoichi Sako、Seiji Ohara、Kosaku Hirota、Keuji Kano、Yoshifumi Maki、Edward C. Taylor

  DOI：10.1021/jo00022a017

  日期：1991.10

  Lead tetraacetate oxidation of 1,3-disubstituted 6-amino-5-nitrosouracils 1 in glacial acetic acid results in the formation of 1,3,6,8-tetrasubstituted pyrimido[5,4-g]pteridine-2,4,5,7(1H,3H,6H,8H)-tetrone 10-oxides 2. ESR studies and a number of chemical observations suggest a novel reaction sequence involving oxidative dimerization of 1 followed by intramolecular cyclization, oxidation, and homolytic elimination of nitrous oxide.
• Pecorari, Piergiorgio; Rinaldi, Marcella; Costi, M. Paola, Journal of Heterocyclic Chemistry, 1992, vol. 29, # 6, p. 1449 - 1455
  作者：Pecorari, Piergiorgio、Rinaldi, Marcella、Costi, M. Paola、Antolini, Luciano

  DOI：——

  日期：——