3-[Methyl-(3-methyl-benzoyl)-amino]-5-phenyl-thiophene-2-carboxylic acid

• 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: 3-[Methyl-(3-methyl-benzoyl)-amino]-5-phenyl-thiophene-2-carboxylic acid
• 英文别名: 3-[methyl-(3-methylbenzoyl)amino]-5-phenylthiophene-2-carboxylic acid
• 化学式: C₂₀H₁₇NO₃S
• 分子量: 351.426
• InChiKey: WSVIZKVFQAXLNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  85.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-氨基-5-苯基噻吩-2-甲酸甲酯 在 lithium hydroxide 、 sodium hydroxide 、 sodium hydride 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 3-[Methyl-(3-methyl-benzoyl)-amino]-5-phenyl-thiophene-2-carboxylic acid
  参考文献：
  名称：

  Discovery of thiophene-2-carboxylic acids as potent inhibitors of HCV NS5B polymerase and HCV subgenomic RNA replication. Part 2: Tertiary amides

  摘要：

  Further SAR studies on the thiophene-2-carboxylic acids are reported. These studies led to the identification of a series of tertiary amides that show inhibition of both HCV NS5B polymerase in vitro and HCV subgenomic RNA replication in Huh-7 cells. Structural insights about the bioactive conformation of this class of molecules were deduced from a combination of modeling and transferred NOE (trNOE) studies. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.10.068

文献信息

• Discovery of thiophene-2-carboxylic acids as potent inhibitors of HCV NS5B polymerase and HCV subgenomic RNA replication. Part 2: Tertiary amides
  作者：Laval Chan、Oswy Pereira、T.Jagadeeswar Reddy、Sanjoy K. Das、Carl Poisson、Marc Courchesne、Mélanie Proulx、Arshad Siddiqui、Constantin G. Yannopoulos、Nghe Nguyen-Ba、Caroline Roy、Daniel Nasturica、Christophe Moinet、Richard Bethell、Martine Hamel、Lucille L'Heureux、Maud David、Olivier Nicolas、Philippe Courtemanche-Asselin、Stéphanie Brunette、Darius Bilimoria、Jean Bédard

  DOI：10.1016/j.bmcl.2003.10.068

  日期：2004.2

  Further SAR studies on the thiophene-2-carboxylic acids are reported. These studies led to the identification of a series of tertiary amides that show inhibition of both HCV NS5B polymerase in vitro and HCV subgenomic RNA replication in Huh-7 cells. Structural insights about the bioactive conformation of this class of molecules were deduced from a combination of modeling and transferred NOE (trNOE) studies. (C) 2003 Elsevier Ltd. All rights reserved.