2-Amino-5-brom-hippursaeuremethylester | 90908-54-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-Amino-5-brom-hippursaeuremethylester
• 英文别名: o-Amino-5-brom-hippursaeuremethylester；Methyl 2-[(2-amino-5-bromobenzoyl)amino]acetate
• CAS: 90908-54-6
• 化学式: C₁₀H₁₁BrN₂O₃
• 分子量: 287.113
• InChiKey: JIBOISBOHBYYMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  81.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Amino-5-brom-hippursaeuremethylester 以 溶剂黄146 为溶剂， 反应 2.25h， 生成 甲基(6-碘-2,4-二氧代-1,4-二氢-3(2H)-喹唑啉基)乙酸酯
  参考文献：
  名称：

  Suesse, Manfred; Johne, Siegfried, Zeitschrift fur Chemie, 1985, vol. 25, # 11, p. 403 - 404

  摘要：

  DOI：
• 作为产物：
  描述：

  5-溴靛红酸酐 、 甘氨酸甲酯盐酸盐 在 三乙胺 作用下， 以 甲苯 为溶剂， 反应 4.0h， 生成 2-Amino-5-brom-hippursaeuremethylester
  参考文献：
  名称：

  Quinazolineacetic acids and related analogs as aldose reductase inhibitors

  摘要：

  A variety of 2,4-dioxoquinazolineacetic acids (10, 11) were synthesized as hybrids of the known aldose reductase inhibitors alrestatin (8), ICI-105,552 (9), and ICI-128,436 (2) and evaluated for their ability to inhibit partially purified bovine lens aldose reductase (in vitro) and their effectiveness to decrease galactitol accumulation in the 4-day galactosemic rat model (in vivo). In support to SAR studies, related analogues pyrimidinediones (12), dihydroquinazolones (13), and indazolidinones (14, 15) were synthesized and tested in the in vitro and in vivo assays. All prepared compounds (10-15) have shown a high level of in vitro activity (IC50 approximately 10(-6) to 4 x 10(-8) M). However, only the 2,4-quinazolinedione analogues 10 and 11, with similar N-aralkyl substitution found in 2 and 9, have exhibited good oral potency. The remaining compounds were either inactive or had only a marginal in vivo activity. The structure-activity data support the presence of a secondary hydrophobic pocket in the vicinity of the primary lipophilic region of the enzyme.

  DOI：

  10.1021/jm00108a038

文献信息

• Chinazolincarbonsäuren. VII. Mitteilung. Ein einfacher Zugang zu (4-Oxo-3,4-dihydrochinazolin-3-yl)-alkansäuren, (4-Oxo-3,4-dihydro-1,2,3-benzotriazin-3-yl)-alkansäuren und deren Estern
  作者：Manfred Süsse、Siegfried Johne

  DOI：10.1002/hlca.19850680410

  日期：1985.6.26

  Quinazoline Carboxylic Acids. An Easy Route to (4-Oxo-3,4-dihydroquinazolin-3-yl)-alkanoic Acids, (4-Oxo-3,4-dihydro-1,2,3-benzotriazin-3-yl)-alkanoic Acids and their Esters

  喹唑啉羧酸。轻松合成（4-Oxo-3,4-dihydroquinazolin-3-yl）-链烷酸，（4-Oxo-3,4-dihydro-1,2,3-3-苯并三嗪-3-基）-链烷酸和他们的酯
• Suesse, M.; Johne, S., Journal fur praktische Chemie (Leipzig 1954), 1984, vol. 326, # 2, p. 342 - 348
  作者：Suesse, M.、Johne, S.

  DOI：——

  日期：——
• SUESSE, M.;JOHNE, S., J. PRAKT. CHEM., 1984, 326, N 2, 342-348
  作者：SUESSE, M.、JOHNE, S.

  DOI：——

  日期：——
• SUSSE, M.;JOHNE, S., Z. CHEM., 1985, 25, N 11, 403-404
  作者：SUSSE, M.、JOHNE, S.

  DOI：——

  日期：——
• SUESSE, M.;JOHNE, S., HELV. CHIM. ACTA, 1985, 68, N 4, 892-899
  作者：SUESSE, M.、JOHNE, S.

  DOI：——

  日期：——