2-(3,4-dihydro-1,3-benzoxazin-3-yl)butanoic acid | 136027-77-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 2-(3,4-dihydro-1,3-benzoxazin-3-yl)butanoic acid
• 英文别名: 4-(2,4-Dihydro-1,3-benzoxazin-3-yl)butanoic acid；4-(2,4-dihydro-1,3-benzoxazin-3-yl)butanoic acid
• CAS: 136027-77-5
• 化学式: C₁₂H₁₅NO₃
• 分子量: 221.256
• InChiKey: SZMFRDVNJHWLJR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  水杨醛 在 氢氧化钾 、 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 2.5h， 生成 2-(3,4-dihydro-1,3-benzoxazin-3-yl)butanoic acid
  参考文献：
  名称：

  Transition-state analogues as inhibitors for GABA-aminotransferase

  摘要：

  Our previous calculations on the reaction catalysed by GABA-aminotransferase (GABA-T) have been utilized in this work in order to synthesize a series of reversible inhibitors of this enzyme. The synthesized transition-state analogues and their precursors inhibited GABA-T competitively in both the holoenzyme and apoenzyme at 10(-3) and 10(-5) M, respectively. In the case of the holoenzyme, the transition-state analogue series (the conformationally restricted series) gave a significant increase in inhibition values over the open (less conformationally restricted) series.

  DOI：

  10.1016/0223-5234(91)90022-f

文献信息

• Transition-state analogues as inhibitors for GABA-aminotransferase
  作者：MN Iskander、PR Andrews、DA Winkler、RI Brinkworth、C Di Paola、S Cavell、J Issa

  DOI：10.1016/0223-5234(91)90022-f

  日期：1991.3

  Our previous calculations on the reaction catalysed by GABA-aminotransferase (GABA-T) have been utilized in this work in order to synthesize a series of reversible inhibitors of this enzyme. The synthesized transition-state analogues and their precursors inhibited GABA-T competitively in both the holoenzyme and apoenzyme at 10(-3) and 10(-5) M, respectively. In the case of the holoenzyme, the transition-state analogue series (the conformationally restricted series) gave a significant increase in inhibition values over the open (less conformationally restricted) series.