(S)-1-(4-oxo-3,4-dihydroquinazolin-2-yl)-2-phenylethyl acetate | 1251849-63-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: (S)-1-(4-oxo-3,4-dihydroquinazolin-2-yl)-2-phenylethyl acetate
• CAS: 1251849-63-4
• 化学式: C₁₈H₁₆N₂O₃
• 分子量: 308.337
• InChiKey: AYZYREQHQLWIKQ-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.77
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  72.05
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (S)-1-(4-oxo-3,4-dihydroquinazolin-2-yl)-2-phenylethyl acetate 在 N,N-二乙基苯胺 、 三氯氧磷 作用下， 以 苯 为溶剂， 以97%的产率得到(S)-1-(4-chloroquinazolin-2-yl)-2-phenylethyl acetate
  参考文献：
  名称：

  Synthesis and biological evaluation of (S)-4-aminoquinazoline alcohols

  摘要：

  A simple synthetic method for the preparation of enantiomerically pure (S)-4-aminoquinazoline alcohols from (S)-quinazolinone alcohols by key steps including chlorination, nucleophilic ipso substitution, and deacetylation is presented. Mutagenic and antimutagenic properties of the (S)-4-aminoquinazoline alcohols were investigated by using Salmonella typhimurium TA1535, and Escherichia colt WP2uvrA tester strains at 0.01, 0.1, and 1 mu g/plate concentrations. (S)-4-aminoquinazoline alcohols were found to be genotoxically safe at the tested concentrations. Among the tested (S)-4-aminoquinazoline alcohols, the best antimutagenic activity was obtained with a methyl derivative at 0.1 mu g/plate dose. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.05.040
• 作为产物：
  描述：

  (S)-2-(1-hydroxy-2-phenylethyl)quinazolin-4(3H)-one 、 乙酸酐 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 以93%的产率得到(S)-1-(4-oxo-3,4-dihydroquinazolin-2-yl)-2-phenylethyl acetate
  参考文献：
  名称：

  Synthesis and biological evaluation of (S)-4-aminoquinazoline alcohols

  摘要：

  A simple synthetic method for the preparation of enantiomerically pure (S)-4-aminoquinazoline alcohols from (S)-quinazolinone alcohols by key steps including chlorination, nucleophilic ipso substitution, and deacetylation is presented. Mutagenic and antimutagenic properties of the (S)-4-aminoquinazoline alcohols were investigated by using Salmonella typhimurium TA1535, and Escherichia colt WP2uvrA tester strains at 0.01, 0.1, and 1 mu g/plate concentrations. (S)-4-aminoquinazoline alcohols were found to be genotoxically safe at the tested concentrations. Among the tested (S)-4-aminoquinazoline alcohols, the best antimutagenic activity was obtained with a methyl derivative at 0.1 mu g/plate dose. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.05.040