苄基(1-氧代-1,2-二氢异喹啉-5-基)氨基甲酸酯 | 75201-83-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 中文名称: 苄基(1-氧代-1,2-二氢异喹啉-5-基)氨基甲酸酯
• 英文名称: (1-Oxo-1,2-dihydro-isoquinolin-5-yl)-carbamic acid benzyl ester
• 英文别名: benzyl N-(1-oxo-2H-isoquinolin-5-yl)carbamate
• CAS: 75201-83-1
• 化学式: C₁₇H₁₄N₂O₃
• 分子量: 294.31
• InChiKey: IGEVRMWZLYTDCT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.28
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  71.19
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  苄基(1-氧代-1,2-二氢异喹啉-5-基)氨基甲酸酯 在 盐酸 、 potassium dichromate 、 溶剂黄146 作用下， 反应 3.0h， 生成 (1,3,4-Trioxo-1,2,3,4-tetrahydro-isoquinolin-5-yl)-carbamic acid benzyl ester
  参考文献：
  名称：

  Design, Synthesis, and Biological Evaluation of Isoquinoline-1,3,4-trione Derivatives as Potent Caspase-3 Inhibitors

  摘要：

  A series of isoquinoline-1,3,4-trione derivatives were identified as novel and potent inhibitors of caspase-3 through structural modification of the original compound from high-throughput screening. Various analogues (2, 6, 9, 13, and 14) were synthesized and identified as caspase inhibitors, and the introduction of a 6-N-acyl group (compound 13) greatly improved their activity. Some of them showed low nanomolar potency against caspase-3 in vitro (for example, for 6k, IC50 = 40 nM) and significant protection against apoptosis in a model cell system. Additionally, compound Of demonstrated a dose-dependent decrease in infarct volume in the transient MCA occlusion stroke model. The present small-molecule caspase-3 inhibitor with novel structures different from structures of known caspase inhibitors revealed a new direction for therapeutic strategies directed against diseases involving abnormally up-regulated apoptosis.

  DOI：

  10.1021/jm050896o
• 作为产物：
  描述：

  (2-Oxy-isoquinolin-5-yl)-carbamic acid benzyl ester 以 甲醇 为溶剂， 生成 苄基(1-氧代-1,2-二氢异喹啉-5-基)氨基甲酸酯
  参考文献：
  名称：

  A PHOTOCHEMICAL SYNTHESIS OF 4-HYDROXYINDOLE

  摘要：

  通过在无相溶剂中进行辐照，然后在溶解条件下进行酸处理，从 5-（烷氧基羰基氨基）异喹啉 2-氧化物制备出 1-烷氧基羰基-4-羟基吲哚，收率约为 25%。然后通过催化加氢将 1-苄氧羰基-4-羟基吲哚转化为标题化合物。

  DOI：

  10.1246/cl.1980.547

文献信息

• KANEKO C.; OKUDA W.; KARASAWA Y.; SOMEI M., CHEM. LETT., 1980, NO 5, 547-550
  作者：KANEKO C.、 OKUDA W.、 KARASAWA Y.、 SOMEI M.

  DOI：——

  日期：——