3-amino-6-(5-chloro-2-hydroxyphenyl)-1H-pyrazolo[3,4-d]thiazolo[3,2-a]pyrimidin-4-one | 1223515-94-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡唑并嘧啶类
• 英文名称: 3-amino-6-(5-chloro-2-hydroxyphenyl)-1H-pyrazolo[3,4-d]thiazolo[3,2-a]pyrimidin-4-one
• 英文别名: 4-Amino-12-(5-chloro-2-hydroxyphenyl)-10-thia-1,5,6,8-tetrazatricyclo[7.3.0.03,7]dodeca-3,6,8,11-tetraen-2-one
• CAS: 1223515-94-3
• 化学式: C₁₃H₈ClN₅O₂S
• 分子量: 333.758
• InChiKey: ROPJURUIGGARTG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  133
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-(5-Chloro-2-hydroxyphenyl)-7-methylsulfanyl-5-oxo-[1,3]thiazolo[3,2-a]pyrimidine-6-carbonitrile 在 一水合肼 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以64%的产率得到3-amino-6-(5-chloro-2-hydroxyphenyl)-1H-pyrazolo[3,4-d]thiazolo[3,2-a]pyrimidin-4-one
  参考文献：
  名称：

  Synthesis and antimicrobial activity of novel pyrazolo[3,4-d]pyrimidin derivatives

  摘要：

  Pyrazolo[3,4-d]thiazolo[3,2-a]pyrimidin-4-one derivatives have been prepared by cyclocondensation of ethyl 2-cyano-3,3-bis(methylthio)prop-2-enoate with 2-amino-4-(substituted phenyl)thiazole to give 3-cyano-2-methylthio-4-oxo-4H-6-(substituted phenyl)thiazolo[3,2-a]pyrimidin (2a-j) and further reacting with hydrazine hydrate to yield the target compounds (3a-j). The chemical structure of the compounds was confirmed by IR and H-1 NMR spectral data. All the compounds of the series have been screened for their antibacterial and antifungal activity studies. The result revealed that all compounds showed significant antimicrobial activity. (c) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.12.040

文献信息

• Synthesis and antimicrobial activity of novel pyrazolo[3,4-d]pyrimidin derivatives
  作者：Chandrahas N. Khobragade、Ragini G. Bodade、Shankaraiah G. Konda、Bhaskar S. Dawane、Anand V. Manwar

  DOI：10.1016/j.ejmech.2009.12.040

  日期：2010.4

  Pyrazolo[3,4-d]thiazolo[3,2-a]pyrimidin-4-one derivatives have been prepared by cyclocondensation of ethyl 2-cyano-3,3-bis(methylthio)prop-2-enoate with 2-amino-4-(substituted phenyl)thiazole to give 3-cyano-2-methylthio-4-oxo-4H-6-(substituted phenyl)thiazolo[3,2-a]pyrimidin (2a-j) and further reacting with hydrazine hydrate to yield the target compounds (3a-j). The chemical structure of the compounds was confirmed by IR and H-1 NMR spectral data. All the compounds of the series have been screened for their antibacterial and antifungal activity studies. The result revealed that all compounds showed significant antimicrobial activity. (c) 2010 Elsevier Masson SAS. All rights reserved.