4-Cyano-3-methyl-5-[(pyridine-4-carbonyl)-amino]-thiophene-2-carboxylic acid ethyl ester | 449177-21-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-Cyano-3-methyl-5-[(pyridine-4-carbonyl)-amino]-thiophene-2-carboxylic acid ethyl ester
• 英文别名: ethyl 4-cyano-3-methyl-5-(pyridine-4-carbonylamino)thiophene-2-carboxylate
• CAS: 449177-21-3
• 化学式: C₁₅H₁₃N₃O₃S
• 分子量: 315.353
• InChiKey: IGKFXLWOEYMBOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  120
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  乙酰乙酸乙酯 在 哌啶 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 27.0h， 生成 4-Cyano-3-methyl-5-[(pyridine-4-carbonyl)-amino]-thiophene-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  Identification and synthesis of N-(thiophen-2-yl) benzamide derivatives as BRAFV600E inhibitors

  摘要：

  The V600E BRAF kinase mutation, which activates the downstream MAPK signaling pathway, commonly occurs in about 8% of all human malignancies and about 50% of all melanomas. In this study, we employed virtual screening and chemical synthesis to identify a series of N-(thiophen-2-yl) benzamide derivatives as potent BRAF(V600E) inhibitors. Structure-activity relationship studies of these derivatives revealed that compounds b40 and b47 are the two most potent BRAFV600E inhibitors in this series. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.02.072

文献信息

• Identification and synthesis of N-(thiophen-2-yl) benzamide derivatives as BRAFV600E inhibitors
  作者：Yunfeng Xie、Xianjie Chen、Jie Qin、Xiangqian Kong、Fei Ye、Yuren Jiang、Hong Liu、Hualiang Jiang、Ronen Marmorstein、Cheng Luo

  DOI：10.1016/j.bmcl.2013.02.072

  日期：2013.4

  The V600E BRAF kinase mutation, which activates the downstream MAPK signaling pathway, commonly occurs in about 8% of all human malignancies and about 50% of all melanomas. In this study, we employed virtual screening and chemical synthesis to identify a series of N-(thiophen-2-yl) benzamide derivatives as potent BRAF(V600E) inhibitors. Structure-activity relationship studies of these derivatives revealed that compounds b40 and b47 are the two most potent BRAFV600E inhibitors in this series. (C) 2013 Elsevier Ltd. All rights reserved.