Methyl 2-(propan-2-ylamino)-5-[2-(trifluoromethyl)phenoxy]benzoate | 1113049-58-3

• 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: Methyl 2-(propan-2-ylamino)-5-[2-(trifluoromethyl)phenoxy]benzoate
• CAS: 1113049-58-3
• 化学式: C₁₈H₁₈F₃NO₃
• 分子量: 353.341
• InChiKey: MXNGQIDJSKQMGK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Methyl 2-(propan-2-ylamino)-5-[2-(trifluoromethyl)phenoxy]benzoate 在 吡啶 、 水 、 sodium hydroxide 作用下， 反应 16.0h， 生成 2-{[(Trans-4-Methylcyclohexyl)carbonyl](Propan-2-Yl)amino}-5-[2-(Trifluoromethyl)phenoxy]benzoic Acid
  参考文献：
  名称：

  Anthranilic acid-based Thumb Pocket 2 HCV NS5B polymerase inhibitors with sub-micromolar potency in the cell-based replicon assay

  摘要：

  Optimization efforts on the anthranilic acid-based Thumb Pocket 2 HCV NS5B polymerase inhibitors 1 and 2 resulted in the identification of multiple structural elements that contributed to improved cell culture potency. The additive effect of these elements resulted in compound 46, an inhibitor with enzymatic (IC50) and cell culture (EC50) potencies of less than 100 nanomolar. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.09.102
• 作为产物：
  描述：

  methyl 2-amino-5-(2-(trifluoromethyl)phenoxy)benzoate hydrochloride 、 2-甲氧基丙烯 在 三乙酰氧基硼氢化钠 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 Methyl 2-(propan-2-ylamino)-5-[2-(trifluoromethyl)phenoxy]benzoate
  参考文献：
  名称：

  Anthranilic acid-based Thumb Pocket 2 HCV NS5B polymerase inhibitors with sub-micromolar potency in the cell-based replicon assay

  摘要：

  Optimization efforts on the anthranilic acid-based Thumb Pocket 2 HCV NS5B polymerase inhibitors 1 and 2 resulted in the identification of multiple structural elements that contributed to improved cell culture potency. The additive effect of these elements resulted in compound 46, an inhibitor with enzymatic (IC50) and cell culture (EC50) potencies of less than 100 nanomolar. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.09.102

文献信息

• [EN] VIRAL POLYMERASE INHIBITORS<br/>[FR] INHIBITEURS DE POLYMERASE VIRALE
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2009018657A1

  公开（公告）日：2009-02-12

  Compounds of formula I: wherein X, R2, R3, R5 and R6 are defined herein, are useful as inhibitors of the hepatitis C virus NS5B polymerase.

  公式I中的化合物：其中X、R2、R3、R5和R6如本文所定义，可用作乙型肝炎病毒NS5B聚合酶的抑制剂。
• VIRAL POLYMERASE INHIBITORS
  申请人：Beaulieu Pierre L.

  公开号：US20100190779A1

  公开（公告）日：2010-07-29

  Compounds of formula I: wherein X, R 2 , R 3 , R 5 and R 6 are defined herein, are useful as inhibitors of the hepatitis C virus NS5B polymerase.
• US8242140B2
  申请人：——

  公开号：US8242140B2

  公开（公告）日：2012-08-14
• Anthranilic acid-based Thumb Pocket 2 HCV NS5B polymerase inhibitors with sub-micromolar potency in the cell-based replicon assay
  作者：Timothy A. Stammers、René Coulombe、Martin Duplessis、Gulrez Fazal、Alexandre Gagnon、Michel Garneau、Sylvie Goulet、Araz Jakalian、Steven LaPlante、Jean Rancourt、Bounkham Thavonekham、Dominik Wernic、George Kukolj、Pierre L. Beaulieu

  DOI：10.1016/j.bmcl.2013.09.102

  日期：2013.12

  Optimization efforts on the anthranilic acid-based Thumb Pocket 2 HCV NS5B polymerase inhibitors 1 and 2 resulted in the identification of multiple structural elements that contributed to improved cell culture potency. The additive effect of these elements resulted in compound 46, an inhibitor with enzymatic (IC50) and cell culture (EC50) potencies of less than 100 nanomolar. (C) 2013 Elsevier Ltd. All rights reserved.