Ethyl 3-amino-4-(3-methoxyphenyl)furan-2-carboxylate | 824984-04-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: Ethyl 3-amino-4-(3-methoxyphenyl)furan-2-carboxylate
• 英文别名: ethyl 3-amino-4-(3-methoxyphenyl)furan-2-carboxylate
• CAS: 824984-04-5
• 化学式: C₁₄H₁₅NO₄
• 分子量: 261.277
• InChiKey: QSQZQWAGFVIQOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  74.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Ethyl 3-amino-4-(3-methoxyphenyl)furan-2-carboxylate 在 palladium diacetate 、 sodium hydroxide 、 三苯基膦 作用下， 以 甲苯 为溶剂， 生成 3-hydroxy-7-(3-methoxy-phenyl)-1H-furo[3,2-d]pyrimidine-2,4-dione
  参考文献：
  名称：

  The identification and optimization of a N-hydroxy urea series of flap endonuclease 1 inhibitors

  摘要：

  Flap endonuclease-1 (FEN1) is a key enzyme involved in base excision repair (BER), a primary pathway utilized by mammalian cells to repair DNA damage. Sensitization to DNA damaging agents is a potential method for the improvement of the therapeutic window of traditional chemotherapeutics. In this paper, we describe the identification and SAR of a series of low nanomolar FEN1 inhibitors. Over 1000-fold specificity was achieved against a related endonuclease, xeroderma pigmentosum G (XPG). Two compounds from this series significantly potentiate the action of methyl methanesulfonate (MMS) and temozolamide in a bladder cancer cell line (T24). To our knowledge, these are the most potent endonuclease inhibitors reported to date. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.10.086
• 作为产物：
  描述：

  3-甲氧基苯乙腈 在 敌草腈 、 sodium methylate 作用下， 以 甲醇 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 Ethyl 3-amino-4-(3-methoxyphenyl)furan-2-carboxylate
  参考文献：
  名称：

  The identification and optimization of a N-hydroxy urea series of flap endonuclease 1 inhibitors

  摘要：

  Flap endonuclease-1 (FEN1) is a key enzyme involved in base excision repair (BER), a primary pathway utilized by mammalian cells to repair DNA damage. Sensitization to DNA damaging agents is a potential method for the improvement of the therapeutic window of traditional chemotherapeutics. In this paper, we describe the identification and SAR of a series of low nanomolar FEN1 inhibitors. Over 1000-fold specificity was achieved against a related endonuclease, xeroderma pigmentosum G (XPG). Two compounds from this series significantly potentiate the action of methyl methanesulfonate (MMS) and temozolamide in a bladder cancer cell line (T24). To our knowledge, these are the most potent endonuclease inhibitors reported to date. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.10.086

文献信息

• [EN] CYCLIC N-HYDROXY IMIDES AS INHIBITORS OF FLAP ENDONUCLEASE AND USES THEREOF<br/>[FR] N-HYDROXY-IMIDES SERVANT D'INHIBITEURS DE LA FLAP-ENDONUCLEASE ET LEURS UTILISATIONS
  申请人：ATHERSYS INC

  公开号：WO2006014647A3

  公开（公告）日：2006-07-27