N-(4-Methoxybutyl)harnstoff | 98385-96-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: N-(4-Methoxybutyl)harnstoff
• 英文别名: 4-methoxybutylurea
• CAS: 98385-96-7
• 化学式: C₆H₁₄N₂O₂
• 分子量: 146.189
• InChiKey: VRXUJBDPFYDKTR-UHFFFAOYSA-N

物化性质

• 沸点：
  233.7±32.0 °C(Predicted)
• 密度：
  1.018±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  64.4
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(4-Methoxybutyl)harnstoff 在 四氯化碳 、 苄基三乙基氯化铵 、 sodium ethanolate 、 三苯基膦 、 三氯氧磷 作用下， 以 乙腈 为溶剂， 反应 11.67h， 生成 6-(3-Chloromethyl-4-methyl-phenylamino)-3-(4-methoxy-butyl)-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  Synthesis of Substituted 6-Anilinouracils and Their Inhibition of DNA Polymerase IIIC and Gram-Positive Bacterial Growth

  摘要：

  Certain substituted 6-anilinouracils are potent and selective inhibitors of Gram+ bacterial DNA polymerase IIIC (pol IIIC). In addition, analogues with 3-substituents in the uracil ring have potent antibacterial activity against Gram+ organisms in culture. In an attempt to find optimal anilino substituents for pol IIIC binding and optimal 3-substituents for antibacterial activity, we have prepared several series of 3-substituted-6-aminouracils and assayed their activity against pol IIIC from Bacillus subtilis and a panel of Gram+ and Gram- bacteria in culture. The 6-(3-ethyl-4-methylanilino) group and closely related substituent patterns maximized pol IIIC inhibition potency. Among a series of 3-(substituted-butyl)-6-(3-ethyl-4-methylanilino)uracils, basic amino substituents increased pol IIIC inhibition, but decreased antibacterial activity. The most potent antibacterials were simple hydroxybutyl and methoxybutyl derivatives, and hydrophobically substituted piperidinylbutyl derivatives.

  DOI：

  10.1021/jm020591z
• 作为产物：
  描述：

  5-甲氧基戊酸 生成 N-(4-Methoxybutyl)harnstoff
  参考文献：
  名称：

  Kirmse, Wolfgang; Jansen, Ulrich, Chemische Berichte, 1985, vol. 118, # 7, p. 2607 - 2625

  摘要：

  DOI：

文献信息

• KIRMSE, W.;JANSEN, U., CHEM. BER., 1985, 118, N 7, 2607-2625
  作者：KIRMSE, W.、JANSEN, U.

  DOI：——

  日期：——
• Synthesis of Substituted 6-Anilinouracils and Their Inhibition of DNA Polymerase IIIC and Gram-Positive Bacterial Growth
  作者：Chengxin Zhi、Zheng-Yu Long、Joseph Gambino、Wei-Chu Xu、Neal C. Brown、Marjorie Barnes、Michelle Butler、William LaMarr、George E. Wright

  DOI：10.1021/jm020591z

  日期：2003.6.1

  Certain substituted 6-anilinouracils are potent and selective inhibitors of Gram+ bacterial DNA polymerase IIIC (pol IIIC). In addition, analogues with 3-substituents in the uracil ring have potent antibacterial activity against Gram+ organisms in culture. In an attempt to find optimal anilino substituents for pol IIIC binding and optimal 3-substituents for antibacterial activity, we have prepared several series of 3-substituted-6-aminouracils and assayed their activity against pol IIIC from Bacillus subtilis and a panel of Gram+ and Gram- bacteria in culture. The 6-(3-ethyl-4-methylanilino) group and closely related substituent patterns maximized pol IIIC inhibition potency. Among a series of 3-(substituted-butyl)-6-(3-ethyl-4-methylanilino)uracils, basic amino substituents increased pol IIIC inhibition, but decreased antibacterial activity. The most potent antibacterials were simple hydroxybutyl and methoxybutyl derivatives, and hydrophobically substituted piperidinylbutyl derivatives.
• Kirmse, Wolfgang; Jansen, Ulrich, Chemische Berichte, 1985, vol. 118, # 7, p. 2607 - 2625
  作者：Kirmse, Wolfgang、Jansen, Ulrich

  DOI：——

  日期：——