6-(N-ethyl)aminouracil | 5770-53-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 6-(N-ethyl)aminouracil
• 英文别名: 6-(N-ethylamino)uracil；6-ethylamino-1H-pyrimidine-2,4-dione；4-Aethylamino-uracil；4-Ethyl-amino-uracil；6-Aethylaminouracil；6-(ethylamino)-1H-pyrimidine-2,4-dione
• CAS: 5770-53-6
• 化学式: C₆H₉N₃O₂
• 分子量: 155.156
• InChiKey: OFGDOKIPNNXVCF-UHFFFAOYSA-N

物化性质

• 熔点：
  288 °C
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  70.2
• 氢给体数：
  3
• 氢受体数：
  3

安全信息

• 海关编码：
  2933599090

反应信息

• 作为反应物：
  描述：

  6-(N-ethyl)aminouracil 在 乙酸酐 、 potassium carbonate 作用下， 以 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.5h， 生成 10-ethyl-3-<3-<(ethyloxy)carbonyl>propyl>-8-methoxybenzopteridine-2,4(3H,10H)-dione
  参考文献：
  名称：

  Redox-dependent binding ability of a flavin cyclophane in aqueous solution: hydrophobic stacking versus cavity-inclusion complexation

  摘要：

  DOI：

  10.1021/ja00161a020
• 作为产物：
  描述：

  6-氯尿嘧啶 、 乙胺 以70%的产率得到6-(N-ethyl)aminouracil
  参考文献：
  名称：

  黄酮-主体在水溶液中的氧化还原依赖性络合能力

  摘要：

  描述了新的大环主体1的合成，该主体结合了异恶恶嗪部分作为黄酮酶活性位点的模型。在水溶液中分析了氧化的和还原的黄素-主体和芳族客体之间的络合物。

  DOI：

  10.1016/s0040-4039(00)95604-1

文献信息

• Inhibitors of Bacillus subtilis DNA polymerase III. 6-Anilinouracils and 6-(alkylamino)uracils
  作者：George E. Wright、Neal C. Brown

  DOI：10.1021/jm00175a007

  日期：1980.1

  irreversibly binding to the enzyme. Several 6-(alkylamino)uracils were weak inhibitors of DNA polymerases III; the optimum alkyl groups for enzyme binding were n-pentyl and n-hexyl, which apparently can occupy the planar enzyme binding site. The varied activities of 6-anilinouracils on a mutant DNA polymerase, resistant to 6-(phenylhydrazino)- and 6-(benzylamino)uracils bearing a p-OH or NH2 group, have altered

  发现取代的6-茴香胺嘧啶是来自枯草芽孢杆菌的复制特异性酶DNA聚合酶III的有效抑制剂。通过在苯环的间位和对位包含小烷基或卤素，可以最大程度地发挥抑制作用。极性取代基大大降低了活性。定性结构-活性关系表明，该元位置可以耐受较大的基团，这表明该位置可能适合引入能够不可逆地结合酶的基团。几种6-（烷基氨基）尿嘧啶是DNA聚合酶III的弱抑制剂。用于酶结合的最佳烷基是正戊基和正己基，它们显然可以占据平面酶结合位点。6-苯胺嘧啶对突变型DNA聚合酶的各种活性，
• Synthesis, biological active molecular design, and molecular docking study of novel deazaflavin–cholestane hybrid compounds
  作者：Ajaya R. Shrestha、Takashi Shindo、Noriyuki Ashida、Tomohisa Nagamatsu

  DOI：10.1016/j.bmc.2008.07.089

  日期：2008.9

  Novel deazaflavin-cholestane hybrid compounds, 3',8'-disubstituted-5'-deazacholest-2,4-dieno[2,3g] pteridine-2',4'(3'H, 8'H)-diones, have been synthesized by condensation reaction between 6-(monosubstituted amino)-pyrimidin-2,4(1H,3H)-diones and 2-hydroxymethylenecholest-4-en-3-one in presence of p-toluenesulfonic acid monohydrate and diphenyl ether. The antitumor activities against human tumor cell lines (CCRF-HSB-2 and KB cells) have been investigated in vitro, and many of these compounds showed promising antitumor activities. Furthermore, molecular docking study using LigandFit within the software package Discovery Studio 1.7 was done for lead optimization of these compounds as potential PTK inhibitors. In general, all of the synthesized steroid-hybrid compounds showed good binding affinities into PTK (PDB code: 1t46). (C) 2008 Elsevier Ltd. All rights reserved.
• New Synthesis and Biologically Active Molecular Design of Deazapteridine-Steroid Hybrid Compounds
  作者：Tomohisa Nagamatsu、Hiroki Yamada、Kazuyuki Shiromoto

  DOI：10.3987/com-03-9925

  日期：——

  This paper describes a facile and general synthesis of a new class of the hybrid compounds (4, 5 and 16), possessing 5-deazapteridine and steroid in the same ring system, by condensation of 6-(monosubstituted amino)uracils (9) or 6-(monosubstituted amino)-2-phenylpyrimidin-4(3H)-ones (14) with 2-hydroxymethyleneandrostanolone (10) or 2-hydroxymethylenetestosterone (15) under heating in the presence of p-toluenesulfonic acid monohydrate and their potential unti-coccidiosis activities.
• SEWARD, EILEEN M.;HOPKINS, R. BRUCE;SAUERER, WOLFGANG;TAM, SUK-WAH;DIEDER+, J. AMER. CHEM. SOC., 112,(1990) N, C. 1783-1790
  作者：SEWARD, EILEEN M.、HOPKINS, R. BRUCE、SAUERER, WOLFGANG、TAM, SUK-WAH、DIEDER+

  DOI：——

  日期：——
• Redox-dependent binding ability of a flavin cyclophane in aqueous solution: hydrophobic stacking versus cavity-inclusion complexation
  作者：Eileen M. Seward、R. Bruce Hopkins、Wolfgang Sauerer、Suk Wah Tam、Francois Diederich

  DOI：10.1021/ja00161a020

  日期：1990.2