2-(2-Amino-thiazol-4-yl)-1-phenyl-ethanol; hydrochloride | 134259-99-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(2-Amino-thiazol-4-yl)-1-phenyl-ethanol; hydrochloride
• 英文别名: 2-(2-amino-1,3-thiazol-4-yl)-1-phenylethanol;hydrochloride
• CAS: 134259-99-7
• 化学式: C₁₁H₁₂N₂OS*ClH
• 分子量: 256.756
• InChiKey: MOPJYLHHYJFRNO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.42
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  59.14
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-(2-Amino-thiazol-4-yl)-1-phenyl-ethanol; hydrochloride 以60%的产率得到
  参考文献：
  名称：

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

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(2-amino-1,3-thiazol-4-yl)-1-phenylethanone;hydrobromide 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以65%的产率得到2-(2-Amino-thiazol-4-yl)-1-phenyl-ethanol; hydrochloride
  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