3-isopropenyl-4-methylaniline | 561064-35-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-isopropenyl-4-methylaniline
• 英文别名: 4-Methyl-3-(prop-1-en-2-yl)aniline；4-methyl-3-prop-1-en-2-ylaniline
• CAS: 561064-35-5
• 化学式: C₁₀H₁₃N
• mdl: MFCD18824960
• 分子量: 147.22
• InChiKey: URTYQGWXYDWYDS-UHFFFAOYSA-N

物化性质

• 沸点：
  259.2±19.0 °C(Predicted)
• 密度：
  0.957±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-isopropenyl-4-methylaniline 、 6-chloro-3-(4-methoxybutyl)uracil 反应 0.25h， 以52%的产率得到6-(3-Isopropenyl-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

文献信息

• [EN] AMINOPYRIMIDINE AMIDE AUTOPHAGY INHIBITORS AND METHODS OF USE THEREOF<br/>[FR] INHIBITEURS DE L'AUTOPHAGIE À BASE D'AMIDE D'AMINOPYRIMIDINE ET LEURS PROCÉDÉS D'UTILISATION
  申请人：DECIPHERA PHARMACEUTICALS LLC

  公开号：WO2020257180A1

  公开（公告）日：2020-12-24

  Described herein are compounds that are inhibitors of autophagy and their use in the treatment of disorders such as cancers.

  本文描述了一些抑制自噬的化合物及其在治疗癌症等疾病中的应用。
• MOLECULES HAVING PESTICIDAL UTILITY, AND INTERMEDIATES, COMPOSITIONS, AND PROCESSES, RELATED THERETO
  申请人：Dow Agrosciences LLC

  公开号：EP3283459B1

  公开（公告）日：2019-05-22
• 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.