2-Hydroxy-7-(2-methoxy-phenylamino)-6-methyl-1,7-dihydro-purin-8-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 2-Hydroxy-7-(2-methoxy-phenylamino)-6-methyl-1,7-dihydro-purin-8-one
• 英文别名: 7-(2-Methoxyanilino)-6-methyl-1,9-dihydropurine-2,8-dione；7-(2-methoxyanilino)-6-methyl-1,9-dihydropurine-2,8-dione
• 化学式: C₁₃H₁₃N₅O₃
• 分子量: 287.278
• InChiKey: RBZUMGKNHKQZHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  95.1
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-(5-Acetyl-4-ethoxy-2-oxo-2,5-dihydro-imidazol-1-yl)-N-(2-methoxy-phenyl)-acetamide 、 尿素 在 sodium ethanolate 、 硫酸 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 2-Hydroxy-7-(2-methoxy-phenylamino)-6-methyl-1,7-dihydro-purin-8-one
  参考文献：
  名称：

  Synthesis and in vitro antimicrobial activities of 2-hydroxy-6-methyl-7-(arylamino)-1,7-dihydropurin-8-ones

  摘要：

  A number of 2-hydroxy-6-methyl-7-(arylamino)-1,7-dihydropurin-8-ones have been synthesized. 3-Oxo-2-(arylhydrazono)butyric acid ethyl ester were acetylated and treated with triethyl amine and formamide in presence of 1,4-dioxane to yield N-(5-acetyl-4-ethoxy-2-oxo-2,5-dihydro-imidazol-1-yl)-N-arylacetamide, which on refluxation with urea and freshly prepared sodium ethoxide yielded the title compound. All the newly synthesized compounds have been characterized by spectroscopic and elemental analysis data. The synthesized compounds were screened against a representative panel of susceptible and resistant Gram-positive and Gram-negative bacteria using a standard antibiotic drug purinthol as control. Quantitative structure-activity relationship has also been interpreted in terms of correlation of biological activity with molecular refractive index parameters (M-R) and Hammett substituent constant (sigma). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.04.007

文献信息

• Synthesis and in vitro antimicrobial activities of 2-hydroxy-6-methyl-7-(arylamino)-1,7-dihydropurin-8-ones
  作者：Pratibha Sharma、Shikha Sharma、Nilesh Rane

  DOI：10.1016/j.bmc.2004.04.007

  日期：2004.6

  A number of 2-hydroxy-6-methyl-7-(arylamino)-1,7-dihydropurin-8-ones have been synthesized. 3-Oxo-2-(arylhydrazono)butyric acid ethyl ester were acetylated and treated with triethyl amine and formamide in presence of 1,4-dioxane to yield N-(5-acetyl-4-ethoxy-2-oxo-2,5-dihydro-imidazol-1-yl)-N-arylacetamide, which on refluxation with urea and freshly prepared sodium ethoxide yielded the title compound. All the newly synthesized compounds have been characterized by spectroscopic and elemental analysis data. The synthesized compounds were screened against a representative panel of susceptible and resistant Gram-positive and Gram-negative bacteria using a standard antibiotic drug purinthol as control. Quantitative structure-activity relationship has also been interpreted in terms of correlation of biological activity with molecular refractive index parameters (M-R) and Hammett substituent constant (sigma). (C) 2004 Elsevier Ltd. All rights reserved.