5-carbamoylthiophene-2-carboxylic acid methyl ester | 1206087-41-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 5-carbamoylthiophene-2-carboxylic acid methyl ester
• 英文别名: methyl 5-carbamoyl-2-thiophenecarboxylate；Methyl 5-carbamoylthiophene-2-carboxylate
• CAS: 1206087-41-3
• 化学式: C₇H₇NO₃S
• mdl: MFCD13704636
• 分子量: 185.203
• InChiKey: KMEHFIVSMZTDDA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  97.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-carbamoylthiophene-2-carboxylic acid methyl ester 在 sodium azide 、 三聚氯氰 、 zinc dibromide 作用下， 以 水 、 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 反应 52.0h， 生成 methyl 5-(1H-tetrazol-2-yl)thiophene-2-carboxylate
  参考文献：
  名称：

  Selective Nitrile Inhibitors To Modulate the Proteolytic Synergism of Cathepsins S and F

  摘要：

  A series of dipeptide nitriles with different P3 substituents was designed to explore the S3 binding pocket of cathepsin S. Racemic 7-16 and the enantiopure derivative (R)-22 proved to be potent inhibitors of human cathepsin S and exhibited notable selectivity over human cathepsins L, K, and B. Inhibition of cathepsin F, the functional synergist of cathepsin S, was not observed. The azadipeptide analogue of 22, compound 26, was highly potent but nonselective.

  DOI：

  10.1021/jm300734k
• 作为产物：
  描述：

  5-醛基-2-噻吩甲酸 在 N-甲基吗啉 、 chromium(VI) oxide 、 硫酸 、 sodium carbonate 、 氯甲酸异丁酯 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 29.0h， 生成 5-carbamoylthiophene-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Selective Nitrile Inhibitors To Modulate the Proteolytic Synergism of Cathepsins S and F

  摘要：

  A series of dipeptide nitriles with different P3 substituents was designed to explore the S3 binding pocket of cathepsin S. Racemic 7-16 and the enantiopure derivative (R)-22 proved to be potent inhibitors of human cathepsin S and exhibited notable selectivity over human cathepsins L, K, and B. Inhibition of cathepsin F, the functional synergist of cathepsin S, was not observed. The azadipeptide analogue of 22, compound 26, was highly potent but nonselective.

  DOI：

  10.1021/jm300734k

文献信息

• 一种含噻吩结构的化合物及其在医药上的应用
  申请人：天津药物研究院有限公司

  公开号：CN113563320A

  公开（公告）日：2021-10-29

  本发明提供了一种式(I)结构的化合物及其药用盐以及其在用于预防和/或治疗血栓栓塞性疾病和/或血栓栓塞并发症的药物中的用途，其中所有变量如说明书所定义。
• Selective Nitrile Inhibitors To Modulate the Proteolytic Synergism of Cathepsins S and F
  作者：Maxim Frizler、Janina Schmitz、Anna-Christina Schulz-Fincke、Michael Gütschow

  DOI：10.1021/jm300734k

  日期：2012.6.28

  A series of dipeptide nitriles with different P3 substituents was designed to explore the S3 binding pocket of cathepsin S. Racemic 7-16 and the enantiopure derivative (R)-22 proved to be potent inhibitors of human cathepsin S and exhibited notable selectivity over human cathepsins L, K, and B. Inhibition of cathepsin F, the functional synergist of cathepsin S, was not observed. The azadipeptide analogue of 22, compound 26, was highly potent but nonselective.