2-(2-amino-1,3-thiazol-4-yl)-1-(4-methylphenyl)ethanone;hydrobromide | 134259-65-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(2-amino-1,3-thiazol-4-yl)-1-(4-methylphenyl)ethanone;hydrobromide
• CAS: 134259-65-7
• 化学式: BrH*C₁₂H₁₂N₂OS
• 分子量: 313.218
• InChiKey: OZTHJLHAQPPCIA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.04
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  55.98
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  硫脲 、 以 丙酮 为溶剂， 以40%的产率得到2-(2-amino-1,3-thiazol-4-yl)-1-(4-methylphenyl)ethanone;hydrobromide
  参考文献：
  名称：

  Dérivés de l'imidazo[2,1-b]thiazole X. Propriétés fongistatiques de 2-aminothiazoles et de 6-aryl imidazo[2,1-b]thiazoles substitués respectivement en 4 et en 3 par un reste aryléthyle, aroylméthyle, β-hydroxy β-aryléthyle et éthoxycarbonylméthyle

  摘要：

  Several 2-aminothiazoles, substituted in 4 with an ethylacetate, aroylmethyl, beta-hydroxy beta-arylethyl or arylethyl chain, were combined with omega-bromoacetophenones in order to obtain the corresponding 3-substituted 6-arylimidazo[2,1-b]thiazoles to perform fungistatic tests. The ethyl (2-aminothiazole-4-yl) acetates led to the expected imidazothiazoles. This was not noted in the other cases. Thus, the presence of an aroylmethyl residue considerably decrease the reactivity of the aminothiazole. The transformation of the ketonic carbonyl to alcohol II, or even better, to methylene is necessary for the condensation to be effected with omega-bromoacetophenones. The yield of this reaction is low. The results of fungistatic tests show the interest of the aminothiazole derivatives with an aroylmethyl on Candida albicans, Aspergillus fumigatus, Epidermophyton floccosum. The best activity is observed when the phenyl has one or several methyl or methoxy groups. The imidazothiazole compounds, although there is a substitution in 6, show lower efficiency.

  DOI：

  10.1016/0223-5234(90)90192-6

文献信息

• ROBERT, J. F.;BOUKRAA, S.;PANOUSE, J. J.;LOPPINET, V.;CHAUMONT, J. P., EUR. J. MED. CHEM., 25,(1990) N, C. 731-736
  作者：ROBERT, J. F.、BOUKRAA, S.、PANOUSE, J. J.、LOPPINET, V.、CHAUMONT, J. P.

  DOI：——

  日期：——